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Walking Tours in Chicago

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159 attractions found.

1. Interior Architecture Walking Tour Inside the Loop - Image 1

1. Interior Architecture Walking Tour Inside the Loop1. Interior Architecture Walking Tour Inside the Loop

5.0(1104)
ToursWalking Tours

Discover the hidden gems of Chicago’s Loop area on a walking tour that showcases the best of the neighborhood’s stunning interiors and architectural must-sees. Step behind the facades to explore beautifully designed interiors—from art deco sp...

$35

per adult

2. Chicago Murder Mystery and Sightseeing Walking Tour - Image 2

2. Chicago Murder Mystery and Sightseeing Walking Tour2. Chicago Murder Mystery and Sightseeing Walking Tour

4.9(493)
ToursWalking Tours

Bored of traditional walking tours? Try an experience that mixes sightseeing with an engaging game in this murder mystery tour through Chicago. Play as a detective and a suspect as you wander through various neighborhoods and see the city. Le...

$35

per adult

3. Downtown Chicago Architecture, Art, and History Walking Tour - Image 3

3. Downtown Chicago Architecture, Art, and History Walking Tour3. Downtown Chicago Architecture, Art, and History Walking Tour

5.0(106)
ToursWalking Tours

This walking tour is a feast for the eyes, combining art, architecture, and history as you navigate through bustling downtown Chicago. In a small group, you’ll marvel at skyscrapers and mosaic murals as you discover stories and secrets about ...

$33

per adult

4. Downtown Small-Group Pizza Walking and Tasting Tour - Image 4

4. Downtown Small-Group Pizza Walking and Tasting Tour4. Downtown Small-Group Pizza Walking and Tasting Tour

5.0(88)
ToursWalking Tours

Immerse yourself in the taste and culture of pizza on this small-group walking tour that focuses on the food Chicago does best. You'll have the chance to sink your teeth into different pizza styles—including deep-dish, Neapolitan, Roman, and ...

$69

per adult

5. Chicago Modern Architecture Small-Group Walking Tour - Image 5

5. Chicago Modern Architecture Small-Group Walking Tour5. Chicago Modern Architecture Small-Group Walking Tour

5.0(63)
ToursWalking Tours

There’s so much amazing architecture in Chicago but wandering around alone can leave you overwhelmed, and unsure of what you’re looking at. Check out some of Chicago's most important new buildings on an architecture walking tour. The tour is ...

$35

per adult

6. Architecture and Food Small-Group Walking Tour - Image 6

6. Architecture and Food Small-Group Walking Tour6. Architecture and Food Small-Group Walking Tour

5.0(52)
ToursWalking Tours

Discover the best of the Windy City’s architectural highlights—and then move on to a tasting tour of its culinary standouts—on this half-day, small-group tour. Pick between morning and afternoon start times, meet your guide at the Chicago The...

$545

per adult

7. Chicago River Historical Architecture Walking Tour - Image 7

7. Chicago River Historical Architecture Walking Tour7. Chicago River Historical Architecture Walking Tour

5.0(51)
ToursWalking Tours

Walk along the Chicago River and gaze at the memorable architecture and landmarks Chicago has to offer. Combine sightseeing with a little education as you learn about the city’s history. Chicago in particular has many architectural wonders–se...

$34

per adult

8. Chicago Oldtown Triangle Walking Tour - Image 8

8. Chicago Oldtown Triangle Walking Tour8. Chicago Oldtown Triangle Walking Tour

5.0(45)
ToursWalking Tours

Leave behind Chicago’s buzz and see the Windy City as it used to be, some 150 years ago. The Oldtown Triangle—one of the most beloved ‘hoods in the city—survived the Great Chicago Fire of 1871, and it still stands today as a beacon to history...

$45

per adult

9. Your Way or the Highway: Private Chicago Walking Tour - Image 9

9. Your Way or the Highway: Private Chicago Walking Tour9. Your Way or the Highway: Private Chicago Walking Tour

5.0(34)
ToursWalking Tours

Explore Chicago your way and on your own schedule on a private walking tour that's completely customized based on your interests. Whether you want to learn Windy City history or focus on architecture, street art, or Chicago's food scene, your...

$250

per adult

10. Wicker Park Architecture Small-Group Walking Tour - Image 10

10. Wicker Park Architecture Small-Group Walking Tour10. Wicker Park Architecture Small-Group Walking Tour

5.0(34)
ToursWalking Tours

Discover one of Chicago’s most picturesque, historic neighborhoods—and learn all about the buildings that make it an architectural standout—on this small-group walking tour of Wicker Park. Meet your guide in the morning, and set off on foot: ...

$45

per adult

11. Chicago Malt Row Oktoberfest Walking Brewery Tour - Image 11

11. Chicago Malt Row Oktoberfest Walking Brewery Tour11. Chicago Malt Row Oktoberfest Walking Brewery Tour

5.0(28)
ToursWalking ToursBeer Tastings & Tours

Discover Chicago’s brewing heritage on this small-group walking tour through Malt Row, in the Ravenswood neighborhood. Travel to three unique breweries while your guide offers historical information and fun facts about the city’s brewing scen...

$25

per adult

12. Chicago Architecture Icons Small-Group Walking Tour - Image 12

12. Chicago Architecture Icons Small-Group Walking Tour12. Chicago Architecture Icons Small-Group Walking Tour

5.0(26)
ToursWalking Tours

Chicago is world-renowned for its architecture—and this small-group walking tour offers the ideal introduction to its iconic buildings, its architectural eras, and the starchitects who have left their impression on the city. Meet your guide a...

$35

per adult

13. Chicago Pedway and Landmarks Small-Group Walking Tour - Image 13

13. Chicago Pedway and Landmarks Small-Group Walking Tour13. Chicago Pedway and Landmarks Small-Group Walking Tour

5.0(20)
ToursWalking Tours

Descend below street level to discover Chicago’s famed subterranean Pedway—and pair your adventure with stops at top landmarks and above-ground attractions. Meet your guide downtown, and head underground: stroll the Chicago Loop's Pedway and ...

$65

per adult

14. Loop Small-Group or Private Food and Walking Tour - Image 14

14. Loop Small-Group or Private Food and Walking Tour14. Loop Small-Group or Private Food and Walking Tour

4.9(686)
ToursWalking Tours

Make your way to a centrally located meeting point, in time to meet up with your small group (or just your guide, if you've selected the private option).Your first tasting is a classic Chicago deep-dish pizza, the source of many rivalr...

$89

per adult

15. Walking Tour: Chicago's Prairie Ave Dist. - Street of the Elite - Image 15

15. Walking Tour: Chicago's Prairie Ave Dist. - Street of the Elite15. Walking Tour: Chicago's Prairie Ave Dist. - Street of the Elite

5.0(19)
ToursWalking Tours

Step off the typical tourist trail, and discover one of Chicago’s oldest and most scenic neighborhoods, on this walking tour of the Prairie District. Meet your guide in the morning at the Chicago Athletic Association, and set off with just a ...

$80

per adult

16. Historic Treasures Small-Group Architecture Tour - Image 16

16. Historic Treasures Small-Group Architecture Tour16. Historic Treasures Small-Group Architecture Tour

4.9(351)
ToursWalking Tours

Get an insider's introduction to Chicago's most celebrated buildings during this architecture-focused walking tour of Michigan Avenue, State Street, and the vibrant Loop area. Revisit the heyday of the skyscraper and visit stunning, art deco-...

$35

per adult

17. Pedway, Loop Small-Group Architecture Walking Tour - Image 17

17. Pedway, Loop Small-Group Architecture Walking Tour17. Pedway, Loop Small-Group Architecture Walking Tour

4.9(267)
ToursWalking Tours

Explore the hidden side of Downtown Chicago—and see sights that even many locals miss—on a small-group walking tour of the Pedway (an underground network of tunnels that connects Chicago buildings) and the vibrant Loop. Ideal for architecture...

$35

per adult

18. Chicago Architecture Walking Tour with Art Deco Interiors - Image 18

18. Chicago Architecture Walking Tour with Art Deco Interiors18. Chicago Architecture Walking Tour with Art Deco Interiors

4.9(200)
ToursWalking Tours

Take your architecture spotting off the streets and inside some of the most iconic buildings in Chicago with this unique Art Deco-themed tour. Get up close and personal with the glamorous style of the early 20th century as you delve beyond th...

$35

per adult

19. Chicago, the Loop: Guided 2-Hour Architecture Walking Tour - Image 19

19. Chicago, the Loop: Guided 2-Hour Architecture Walking Tour19. Chicago, the Loop: Guided 2-Hour Architecture Walking Tour

4.9(200)
ToursWalking Tours

Chicago is the birthplace of the skyscraper: imagine what incredible stories of engineering feats it has to tell!Join Inside Chicago Walking Tours on our newest route — it’s Chicago’s ONLY engineering-themed tour! You’ll cover more tha...

$35

per adult

20. Urban Murals, Street Art, Graffiti Walking Tour - Image 20

20. Urban Murals, Street Art, Graffiti Walking Tour20. Urban Murals, Street Art, Graffiti Walking Tour

4.9(186)
ToursWalking Tours

Discover a side of the Windy City that many visitors overlook—and immerse yourself in its vibrant street art scene—on this urban walking tour. With your art-expert guide in the lead, you can focus on soaking up the city's ambiance, and spotti...

$40

per adult

21. Architecture Highlights Express Small-Group Tour - Image 21

21. Architecture Highlights Express Small-Group Tour21. Architecture Highlights Express Small-Group Tour

4.9(176)
ToursWalking Tours

Travel through architectural history on this express, small-group walking tour, which covers Chicago's most famous buildings in chronological order (and which is speedy enough to cater to the most time-pressed travelers). With a guide in the ...

$35

per adult

22. Haunted Chicago Booze and Boos Ghost Walking Tour - Image 22

22. Haunted Chicago Booze and Boos Ghost Walking Tour22. Haunted Chicago Booze and Boos Ghost Walking Tour

4.9(157)
ToursWalking ToursBar

Enjoy a memorable Chicago experience on this haunted pub tour. Your costumed guide, dressed as a Flapper or 1920s Gangster, will lead you on a mile-long journey while telling spooky stories of forgotten cemeteries, lingering spirits, and more...

$36

per adult

23. Chicago Holiday Stroll and Food Walking Tour with Samples - Image 23

23. Chicago Holiday Stroll and Food Walking Tour with Samples23. Chicago Holiday Stroll and Food Walking Tour with Samples

4.9(68)
ToursWalking ToursBar

Meet your friendly local guide in central Chicago to get started on your tour of holiday traditions in the city. Head to Millennium Park, the location of a large outdoor ice rink sitting smack among the famous landmark buildings of dow...

$85

per adult

24. Chicago Architecture and Highlights Small-Group Walking Tour - Image 24

24. Chicago Architecture and Highlights Small-Group Walking Tour24. Chicago Architecture and Highlights Small-Group Walking Tour

4.9(95)
ToursWalking Tours

Discover the best of Downtown Chicago—and learn all about its architecture and history as you go—on this small-group walking tour. Choose from a range of convenient start times, meet your guide right outside the Chicago Theatre, and set off o...

$245

per adult

25. Small-Group 90-Minute Walking Tour: Architecture of Chicago - Image 25

25. Small-Group 90-Minute Walking Tour: Architecture of Chicago25. Small-Group 90-Minute Walking Tour: Architecture of Chicago

4.9(89)
ToursWalking Tours

First-time visitors to Chicago seeking a quick overview of the city will enjoy this 90-minute small-group walking tour. Your guide will take you to some of Chicago’s most beautiful and interesting buildings, including the Tribune Tower, the A...

$35

per adult

26. Chicago's Original Dazzling Architectural Interiors Tour - Image 26

26. Chicago's Original Dazzling Architectural Interiors Tour26. Chicago's Original Dazzling Architectural Interiors Tour

4.9(29)
ToursWalking Tours

Jump right into beautiful architectural interiors of the Roaring '20s, taking in the class and elegance of a classic Art Deco masterpiece. Go back 50 years to the 1880s and explore the structure and style of one of the most famous and oldest building...

$31

per adult

27. Chicago's Riverwalk & History 2 Hour Small Group Walking Tour - Image 27

27. Chicago's Riverwalk & History 2 Hour Small Group Walking Tour27. Chicago's Riverwalk & History 2 Hour Small Group Walking Tour

5.0(12)
ToursWalking Tours

Learn the history that makes the Chicago River and its recently updated Riverwalk historically unique.  Chicago is home to one of the world’s most recognizable and celebrated skylines and the Riverwalk’s intimate vantage provides an id...

$49

per adult

28. Secret Interiors Architecture Walking Tour - Image 28

28. Secret Interiors Architecture Walking Tour28. Secret Interiors Architecture Walking Tour

4.8(226)
ToursWalking Tours

Embark on a walking tour to uncover the exquisite domes, shimmering mosaics, and elaborate craftsmanship hidden inside Chicago's architectural marvels. Meander through the legendary buildings of Chicago's Loop, and immerse yourself in the narratives ...

$31

per adult

29. Chicago Foodies West Loop Donut Walking and Tasting Tour - Image 29

29. Chicago Foodies West Loop Donut Walking and Tasting Tour29. Chicago Foodies West Loop Donut Walking and Tasting Tour

4.9(31)
ToursWalking Tours

Head to one of Chicago’s top neighborhoods for food lovers—and try donuts from four of the Windy City’s top specialty bakeries—on this indulgent walking tour. Meet your guide at the Chicago French Market in the morning, and come hungry: you’l...

$65

per adult

30. Prohibition Speakeasies Bus Tour or Walking Tour - Image 30

30. Prohibition Speakeasies Bus Tour or Walking Tour30. Prohibition Speakeasies Bus Tour or Walking Tour

4.8(86)
ToursWalking ToursBus Tours

Discover the history of some of Chicago’s famous Prohibition Speakeasies with the option to buy a few drinks along the way. Choose between the Hidden in Plain Sight walking tour in Downtown Chicago or the Chicago Prohibition neighborhood bus tour. H...

$42

per adult

31. Chicago Loop Small Group Walking Tour - Image 31

31. Chicago Loop Small Group Walking Tour31. Chicago Loop Small Group Walking Tour

4.9(29)
ToursWalking Tours

The vibrant Loop area is home to some of the city’s best preserved art deco buildings designed during the Roaring 20s—if you can spot them. With this small-group walking tour, your guide—an interior designer and historic architecture expert—p...

$45

per adult

32. Chicago Christmas Tree Holiday Walking Tour - Image 32

32. Chicago Christmas Tree Holiday Walking Tour32. Chicago Christmas Tree Holiday Walking Tour

4.9(23)
ToursWalking Tours

On this cheerful tour you’ll see Chicago’s most famous Christmas trees, as well as several under-the-radar ones you may not know about. Your guide will lead you around downtown, stopping at the Christkindlmarkt and the old Marshall Field’s, a...

$35

per adult

33. Oktoberfest Walking Brewery Tour in Logan Square - Image 33

33. Oktoberfest Walking Brewery Tour in Logan Square33. Oktoberfest Walking Brewery Tour in Logan Square

5.0(10)
ToursWalking ToursBeer Tastings & Tours

Our tour takes place in Chicago's Logan Square neighborhood. The vibrant and artistic neighborhood has many unique breweries, including Chicago's largest independent brewery. Guests will be taken on a walking tour to three different breweries...

$25

per adult

34. Chicago Ghosts & Haunted History Walking Tour - Image 34

34. Chicago Ghosts & Haunted History Walking Tour34. Chicago Ghosts & Haunted History Walking Tour

5.0(10)
ToursWalking Tours

The Windy City is known for its food, architecture, and haunting history! Walk with us as the sun sets through downtown Chicago, hearing some of the most gruesome and creepy Chicago stories. The first stop is the Congress Hotel, the most haun...

$49

per adult

35. Chicago Food and Sightseeing Small-Group Walking Tour - Image 35

35. Chicago Food and Sightseeing Small-Group Walking Tour35. Chicago Food and Sightseeing Small-Group Walking Tour

4.9(21)
ToursWalking Tours

Admire Chicago’s most historic and scenic attractions—and indulge in its signature dishes along the way—on this two-in-one, small-group walking tour. Meet your guide in front of the Chicago Theater at lunchtime, and be sure to bring your appe...

$245

per adult

36. Treasures of the Golden Age Walking Tour - Image 36

36. Treasures of the Golden Age Walking Tour36. Treasures of the Golden Age Walking Tour

4.8(182)
ToursWalking ToursBoat Tours

This Historic Treasures of Chicago tour covers the most significant historic architectural landmarks in Chicago’s Loop. Your expert guide, trained by the Chicago Architecture Center, will focus on great cultural buildings from the late 19th and early...

$27

per adult

37. Murder Mystery Tour - Image 37

37. Murder Mystery Tour37. Murder Mystery Tour

5.0(9)
ToursWalking Tours

This interactive walking tour is Chicago's only game AND walking tour! A professional mystery guide will lead you to interrogate suspects and search for clues to help solve the murder. Guests will play detectives and suspects. Learn about some incred...

$31

per adult

38. Classic Food Walking Tour with Bike or Kayak Rental - Image 38

38. Classic Food Walking Tour with Bike or Kayak Rental38. Classic Food Walking Tour with Bike or Kayak Rental

4.8(135)
Kayaking & CanoeingToursWalking Tours

Combine an enjoyable walk around Chicago's downtown to see some of the city’s top sites with stops to sample some of the city’s famous tastes. On this 3-hour guided walk, you'll get to taste the foods Chicago is best known for inventing and doing ri...

$71

per adult

39. Chicago Downtown Highlights Private Walking Tour - Image 39

39. Chicago Downtown Highlights Private Walking Tour39. Chicago Downtown Highlights Private Walking Tour

4.8(223)
Half-Day ToursToursWalking Tours

Welcome to Chicago, also known as 'The Jewel of the Midwest'! On this private walking tour our expert local guide will take you to see some of Chicago’s best-known attractions! You’ll discover the Windy City’s true essence: a vibrant melting pot of ...

$368

per adult

40. Taste of Chinatown Chicago Food & Walking Tour - Image 40

40. Taste of Chinatown Chicago Food & Walking Tour40. Taste of Chinatown Chicago Food & Walking Tour

4.8(452)
ToursWalking ToursFood Tours

Chicago’s Chinatown is located right near The Loop Historic District and is dense with popular restaurants. Indulge in mouth-watering delicacies hailing from five distinct Chinese regions, and learn about the history of Chicago's Chinese comm...

$80

per adult

41. Chinatown Small-Group Food and Culture Walking Tour - Image 41

41. Chinatown Small-Group Food and Culture Walking Tour41. Chinatown Small-Group Food and Culture Walking Tour

4.8(452)
ToursWalking Tours

Your tour starts in the heart of Chicago's Chinatown neighborhood. Meet your guide and small group, and be sure to come hungry: You'll savor a wide range of bites and dishes as you explore.Begin your walking tour with dim sum dumplings...

$80

per adult

42. Festive Chicago food and walking tour - Image 42

42. Festive Chicago food and walking tour42. Festive Chicago food and walking tour

4.8(452)
ToursWalking ToursBar

Deck the halls with Christmas cheer on this holiday-themed food walking tour around Chicago! Begin your guided tour at Giordano's, where you'll share a cheesy deep-dish pizza as you learn about the history of this world-famous institution. Th...

$59

per adult

43. Chicago Half-Day Walking Food Tour with Free Bike or Kayak Rental - Image 43

43. Chicago Half-Day Walking Food Tour with Free Bike or Kayak Rental43. Chicago Half-Day Walking Food Tour with Free Bike or Kayak Rental

4.8(452)
Kayaking & CanoeingToursWalking ToursFood Tours

Ready for the ultimate day out in Chicago? We’ll embark on an unforgettable Chicago journey, where iconic flavors like Chicago Pizza, Hot Dogs, Italian Beef, Chicago-mix Popcorn, and the original Brownie await. Opt for the VIP Craft Beer pack...

$99

per adult

44. Downtown Donut Tour with Tastings - Image 44

44. Downtown Donut Tour with Tastings44. Downtown Donut Tour with Tastings

4.8(89)
ToursWalking Tours

Take a donut tour of the windy city, and discover the best Chicago has to offer. At each location, you will taste a curated sample of the best donuts. Some of the stops on this downtown tour include Stan's Donuts, Do-Rite Donuts, and Firecakes Donuts...

$61

per adult

45. Chicago Pubs and History Small-Group Walking Tour - Image 45

45. Chicago Pubs and History Small-Group Walking Tour45. Chicago Pubs and History Small-Group Walking Tour

5.0(8)
ToursWalking Tours

Discover four of Chicago’s most atmospheric taverns—and learn about the city’s history and culture as you go—on this small-group walking tour of the Loop and River North neighborhoods. Meet your guide in the afternoon, and head to four differ...

$65

per adult

46. Loop Art Deco Architecture Small-Group Walking Tour - Image 46

46. Loop Art Deco Architecture Small-Group Walking Tour46. Loop Art Deco Architecture Small-Group Walking Tour

4.8(133)
ToursWalking Tours

Start your art deco exploration of Chicago at a convenient meeting point in the heart of Loop. Then head out with your guide and small group to begin your architecture immersion.As you go, your Chicago Architecture Center–certified gui...

$35

per adult

47. Historic treasures of Chicago's golden age guided walking tour - Image 47

47. Historic treasures of Chicago's golden age guided walking tour47. Historic treasures of Chicago's golden age guided walking tour

4.8(59)
ToursWalking Tours

Learn about the great architectural landmarks of Michigan Avenue and State Street with this guided walking tour.The 40 years between 1890 and 1930 saw the creation of some of Chicago’s most memorable buildings, many of which are featured on t...

$30

per adult

48. Modern Architecture Small-Group Walking Tour - Image 48

48. Modern Architecture Small-Group Walking Tour48. Modern Architecture Small-Group Walking Tour

4.8(49)
ToursWalking Tours

Enjoy an immersive way to discover Chicago's more recent architectural heritage with this small-group walking tour. Led by your architectural expert guide, you'll discover many of the Windy City's modern, postmodern, and other newer structure...

$35

per adult

Interior Architecture Walking Tour Inside the Loop - Image 1

Interior Architecture Walking Tour Inside the LoopInterior Architecture Walking Tour Inside the Loop

5.0(1104)
ToursWalking Tours

Discover the hidden gems of Chicago’s Loop area on a walking tour that showcases the best of the neighborhood’s stunning interiors and architectural must-sees. Step behind the facades to explore beautifully designed interiors—from art deco sp...

$35

per adult

2-Hour Chicago Lakefront & Museum Campus Segway Tour - Image 2

2-Hour Chicago Lakefront & Museum Campus Segway Tour2-Hour Chicago Lakefront & Museum Campus Segway Tour

5.0(284)
ToursSegway Tours

Explore Chicago by Segway with the benefit of a scenic 7- or 8-mile tour led by your guide. Start with an orientation to operating the Segway and a few minutes to practice. Then roll through the paths of Grant Park to Buckingham Fountain and ...

$64

per adult

Lakefront, Museum Campus Small-Group Segway Tour - Image 3

Lakefront, Museum Campus Small-Group Segway TourLakefront, Museum Campus Small-Group Segway Tour

5.0(218)
ToursSegway Tours

Experience Chicago in a new way on this small-group Segway tour. Visit Chicago’s ‘front yard,’ the beautiful lakefront and 57-acre Museum Campus. Glide along the fragrant floral paths of Grant Park to the famous Buckingham Fountain. Then, tra...

$64

per adult

Art Institute of Chicago Guided Tour and Skip the Line Ticket - Image 4

Art Institute of Chicago Guided Tour and Skip the Line TicketArt Institute of Chicago Guided Tour and Skip the Line Ticket

5.0(196)
Tours

Make the most of your time at the Art Institute of Chicago by avoiding the crowds to get in. Whether you’re an art aficionado or beginner, this opportunity lets your learn about the museum and its pieces through the eyes of an art historian g...

$74

per adult

Chicago Murder Mystery and Sightseeing Walking Tour - Image 5

Chicago Murder Mystery and Sightseeing Walking TourChicago Murder Mystery and Sightseeing Walking Tour

4.9(493)
ToursWalking Tours

Bored of traditional walking tours? Try an experience that mixes sightseeing with an engaging game in this murder mystery tour through Chicago. Play as a detective and a suspect as you wander through various neighborhoods and see the city. Le...

$35

per adult

Art Institute of Chicago Small-Group Highlights Tour - Image 6

Art Institute of Chicago Small-Group Highlights TourArt Institute of Chicago Small-Group Highlights Tour

5.0(113)
Tours

Explore one of the country’s great art museums—and discover many of its collection highlights—on this small-group Art Institute of Chicago tour. Meet your guide right out front, and see works from artists the likes of Picasso, Chagall, Seurat...

$90

per adult

Downtown Chicago Architecture, Art, and History Walking Tour - Image 7

Downtown Chicago Architecture, Art, and History Walking TourDowntown Chicago Architecture, Art, and History Walking Tour

5.0(106)
ToursWalking Tours

This walking tour is a feast for the eyes, combining art, architecture, and history as you navigate through bustling downtown Chicago. In a small group, you’ll marvel at skyscrapers and mosaic murals as you discover stories and secrets about ...

$33

per adult

West Side Neighborhoods Foodie Small-Group Bike Tour - Image 8

West Side Neighborhoods Foodie Small-Group Bike TourWest Side Neighborhoods Foodie Small-Group Bike Tour

5.0(104)
ToursBike Tours

Make your way to Chicago's Streeterville neighborhood near Navy Pier to meet your guide and group. Get set up with your helmet and bike, then pedal off through the River North neighborhood, across the Chicago River, and over to Fulton ...

$99

per adult

Chicago Small-Group Digital and Polaroid Photo Shoot - Image 1

Chicago Small-Group Digital and Polaroid Photo ShootChicago Small-Group Digital and Polaroid Photo Shoot

5.0(26)
Parks

Don’t leave Chicago without taking home professional digital and polaroid shots of your visit. Starting from the iconic Millennium Park, your photographer guide takes you to some of the city’s most photogenic landmarks to take photos of you t...

$169

per adult

Private Lake Michigan Sailing Charter and Sightseeing Chicago Skyline Cruise - Image 2

Private Lake Michigan Sailing Charter and Sightseeing Chicago Skyline CruisePrivate Lake Michigan Sailing Charter and Sightseeing Chicago Skyline Cruise

5.0(24)
Bodies of Water

Enjoy a private two and a half hour sailing experience for up to four people along Chicago’s beautiful lakefront. Kick back, relax, and let the US Coast Guard licensed captain treat you to stunning views of Chicago’s spectacular skyline. Make...

$488

per adult

Chicago Lake Michigan Private Sunset Sailing Charter - Image 3

Chicago Lake Michigan Private Sunset Sailing CharterChicago Lake Michigan Private Sunset Sailing Charter

5.0(24)
Bodies of Water

Soak up unbeatable views of Lake Michigan and the Chicago skyline—and stay on the water long enough to watch the lights come on in the city—on this private, sunset sailing tour. This charter is completely customizable, giving you the chance t...

$508

per adult

Historical and Architectural Chicago Fireboat River/Lake Cruise - Image 4

Historical and Architectural Chicago Fireboat River/Lake CruiseHistorical and Architectural Chicago Fireboat River/Lake Cruise

4.9(36)
Bodies of Water

Travel on a piece of history, learning Chicago fire history as well as Architecture! We travel on Lake Michigan and through the Chicago River seeing the sights. Perfect for Fire enthusiasts, families and everyone in between! Our flagship vess...

$45

per adult

Lincoln Park Hauntings Ghost Investigation Tour - Image 5

Lincoln Park Hauntings Ghost Investigation TourLincoln Park Hauntings Ghost Investigation Tour

4.9(32)
Parks

Arrive at Lincoln Park after dark, leaving room in your day to complete other activities on your itinerary. Join forces with your personal paranormal investigator and begin to take a leisurely stroll through the neighborhood.Delve into...

$40

per adult

Chicago River Architecture Cruise History and Sightseeing Tour - Image 6

Chicago River Architecture Cruise History and Sightseeing TourChicago River Architecture Cruise History and Sightseeing Tour

4.8(14178)
Bodies of Water

Make your way to either Navy Pier or Michigan Avenue (depending on option chosen) for your cruise departure. Board your riverboat and find a comfortable seat; a restroom is available on the boat. Listen as your guide, an architecture e...

$49

per adult

45-Minute Private Helicopter Flight for 1-3 People - Image 7

45-Minute Private Helicopter Flight for 1-3 People45-Minute Private Helicopter Flight for 1-3 People

4.8(73)
Bodies of WaterParks

Enjoy spectacular views of Chicago from an MD500 helicopter. This helicopter flight over Chicago covers all the important highlights of the city from McCormick Place and Soldiers Field in the South to Wrigley Field in the North. Depart from Schaumbu...

$756

per adult

Architecture cruise in Spanish on the Chicago River from Michigan Ave - Image 8

Architecture cruise in Spanish on the Chicago River from Michigan AveArchitecture cruise in Spanish on the Chicago River from Michigan Ave

4.8(131)
Bodies of Water

This picturesque cruise is led by a professional Spanish speaking guide who shares exciting details and the historical significance of the buildings that line the Chicago River. Boarding at the dock on Michigan Avenue, you'll sail down all th...

$54

per adult

Chicago American Writers Museum Skip-the-Line Admission Ticket - Image 1

Chicago American Writers Museum Skip-the-Line Admission TicketChicago American Writers Museum Skip-the-Line Admission Ticket

4.9(68)
Museums

Immerse yourself in American literary traditions, and enjoy a wide range of interactive exhibitions, during a visit to Chicago’s one-of-a-kind American Writers Museum. Conveniently located on Michigan Avenue, the museum was established in 201...

$16

per adult

The Art Institute of Chicago: Fast Pass - Image 2

The Art Institute of Chicago: Fast PassThe Art Institute of Chicago: Fast Pass

4.8(522)
MuseumsArt Museums

Home to some of the world's most recognizable artworks, the Art Institute of Chicago is America's second-largest art museum. Seeing famous art at the Art Institute of Chicago is a reliable way to ensure your day in the Windy City is nothing short of ...

$40

per adult

The Art Institute of Chicago: Fast Pass - Image 3

The Art Institute of Chicago: Fast PassThe Art Institute of Chicago: Fast Pass

4.8(414)
MuseumsArt Museums

Home to some of the world's most recognizable artworks, the Art Institute of Chicago is America's second-largest art museum. Seeing famous art at the Art Institute of Chicago is a reliable way to ensure your day in the Windy City is nothing s...

$40

per adult

Chicago History Museum: Entry Ticket - Image 4

Chicago History Museum: Entry TicketChicago History Museum: Entry Ticket

4.8(80)
MuseumsHistory Museums

Explore the history of Chicago and United States through permanent and temporary exhibitions drawn from more than 20 million items in the Chicago History Museum. Showcasing photography, documents, artifacts, and interviews, the permanent and ...

$17

per adult

Chicago CityPASS®: Save up to 49% at 5 Top Attractions - Image 5

Chicago CityPASS®: Save up to 49% at 5 Top AttractionsChicago CityPASS®: Save up to 49% at 5 Top Attractions

4.6(646)
Observatories/PlanetariumsMuseums

Experience 5 must-see attractions and save up to 49% with Chicago CityPASS® tickets. One simple purchase removes the stress of planning, so you can relax and enjoy your memories in the making. With 9 days to use your tickets, you’ll have plenty of ti...

$126

per adult

American Writers Museum Flexible Date Entry Ticket - Image 6

American Writers Museum Flexible Date Entry TicketAmerican Writers Museum Flexible Date Entry Ticket

4.6(99)
Museums

Learn about the history of writing and how it has shaped American culture with a ticket to the American Writers Museum in Chicago. Stroll through exhibits that appeal to all 5 senses, explore the intricacies of language through games, and write your ...

Go City | Chicago All-Inclusive Pass - Image 7

Go City | Chicago All-Inclusive PassGo City | Chicago All-Inclusive Pass

5.0(4)
Museums

Welcome to the windy city! Home to world-famous art museums, iconic architecture and delicious food, Chicago is a perfect blend of midwestern hospitality and dynamic urban metropolis all set against the beautiful backdrop of Lake Michigan. Do...

$139

per adult

Color Factory Chicago General Admission Ticket - Image 8

Color Factory Chicago General Admission TicketColor Factory Chicago General Admission Ticket

5.0(4)
Museums

Voted the #1 Immersive Art Experience in America by USA Today readers in 2024, Color Factory Chicago celebrates the joy of color. Embark on a bright and colorful journey through 14+ immersive installations that inspire joy and human connection, expa...

$32

per adult

360 Chicago Observation Deck: Skip The Line Entry Ticket - Image 1

360 Chicago Observation Deck: Skip The Line Entry Ticket360 Chicago Observation Deck: Skip The Line Entry Ticket

4.5(199)
Observation Decks/Towers

It might be called the Windy City but from the 94th floor of downtown Chicago's John Hancock Center, you'll see a lot more than windswept trees. 360 Chicago offers incredible views of the city and Lake Michigan, plus four neighboring states. ...

$30

per adult

Willis Tower Skydeck and The Ledge Ticket - Image 2

Willis Tower Skydeck and The Ledge TicketWillis Tower Skydeck and The Ledge Ticket

4.4(3744)
Observation Decks/TowersWharfs/Piers/Boardwalks

Enjoy an unrivaled view over the city of Chicago on a trip up the city's Willis Tower. This famous building, once known as the Sears Tower, is not only home to a Skydeck on the 103rd floor, but it also features The Ledge, a series of 4 glass-paneled ...

$29

per adult

Navy Pier Centennial Wheel Ticket - Image 3

Navy Pier Centennial Wheel TicketNavy Pier Centennial Wheel Ticket

4.4(1796)
Wharfs/Piers/Boardwalks

Experience the views from the Centennial Wheel at the Historic Navy Pier in Chicago with this attraction ticket. Be suspended over Lake Michigan at the mouth of the Chicago River. Marvel at the Chicago skyline and gaze out over the sparkling waters o...

$20

per adult

360 Chicago Observation Deck Fast Pass Ticket - Image 4

360 Chicago Observation Deck Fast Pass Ticket360 Chicago Observation Deck Fast Pass Ticket

4.5(11)
NeighborhoodsObservation Decks/Towers

Travel to the 94th floor of the former John Hancock Center in just 40 seconds on one of North America’s fastest elevators. Step foot onto the observation deck to experience breathtaking views of the Chicago Skyline and Lake Michigan. Take in the cit...

$49

per adult

360 Chicago Observation Deck Sip and View Ticket - Image 5

360 Chicago Observation Deck Sip and View Ticket360 Chicago Observation Deck Sip and View Ticket

4.4(254)
NeighborhoodsObservation Decks/Towers

Take in the beautiful views of Chicago as you enjoy a drink from our carefully curated Sip menu. 360 CHICAGO Observation Deck sits 1,000 feet over Chicago’s legendary Michigan Avenue. Located on the 94th floor of 875 N. Michigan (formerly the John Ha...

$39

per adult

Chicago Skyline Pass - Image 6

Chicago Skyline PassChicago Skyline Pass

4.5(17)
Observation Decks/Towers

From stuffed pizza crusts to windswept walks, Chicago is one American city that wants to entertain you! This specially curated package has been designed to tick-off sky-high views and the city's best architecture from your to-do list. Get easy ac...

$120

per adult

360 Chicago Observation Deck General Admission - Image 7

360 Chicago Observation Deck General Admission360 Chicago Observation Deck General Admission

4.4(2497)
NeighborhoodsObservation Decks/Towers

360 CHICAGO Observation Deck sits 1,000 feet over Chicago’s legendary Michigan Avenue. Located on the 94th floor of 875 N. Michigan (formerly the John Hancock Center), 360 CHICAGO gives you the opportunity to experience the best views of the Chicago ...

$27

per adult

360 Chicago Observation Deck Tickets - Image 8

360 Chicago Observation Deck Tickets360 Chicago Observation Deck Tickets

4.4(1834)
NeighborhoodsObservation Decks/Towers

360 CHICAGO’s concourse level includes an interactive exhibit highlighting the history of Chicago and the vibrant cultures and businesses across Chicago neighbourhoods. Get inspired to explore Chicago beyond downtown after watching a short do...

$30

per adult

Chicago BYOB Hands-On Graffiti and Street Art Workshop - Image 1

Chicago BYOB Hands-On Graffiti and Street Art WorkshopChicago BYOB Hands-On Graffiti and Street Art Workshop

4.7(352)
Classes & Workshops

Your evening begins at the Studio W.I.P. located in Chicago’s vibrant Uptown neighborhood at your chosen start time, equipped with your drinks of choice (if you choose). This hands-on graffiti and urban art workshop welcomes participants of a...

$45

per adult

Spray Paint & Sip Urban Art Workshop in Chicago - Image 2

Spray Paint & Sip Urban Art Workshop in ChicagoSpray Paint & Sip Urban Art Workshop in Chicago

5.0(6)
Classes & Workshops

Looking for a fun and unique way to tap into your creativity? Well then, get ready to grab some spray paint and unleash your inner street artist with this urban art workshop. This interactive 'Spray Paint & Sip' workshop will allow you th...

$40

per adult

Explore the Historic Old Post Office in Chicago - Image 3

Explore the Historic Old Post Office in ChicagoExplore the Historic Old Post Office in Chicago

5.0(6)
Classes & Workshops

Explore the new Old Post Office Building, whose early 20th-century design has been adaptively reused into a beautiful, modern Class A Office building. It once seemed as though the stunning architectural details of Chicago's Old Post Of...

$15

per adult

Chicago Perfume Making Classes on Magnificent Mile - Image 4

Chicago Perfume Making Classes on Magnificent MileChicago Perfume Making Classes on Magnificent Mile

4.8(13)
Classes & Workshops

Step into the world of perfumery and unleash your creativity in a guided workshop! Explore a treasure trove of fragrance notes, from vibrant florals to exotic spices. With expert guidance, blend and harmonize these scents to craft a perfume t...

$85

per adult

Chicago Small-Group Traditional Mexican Mole Cooking Class - Image 5

Chicago Small-Group Traditional Mexican Mole Cooking ClassChicago Small-Group Traditional Mexican Mole Cooking Class

5.0(4)
Classes & WorkshopsCooking Classes

Learn the secrets of making one of Mexico’s most celebrated dishes during this beginner-friendly, local-hosted cooking class. Meet your Michelin-trained chef guide at her home, enjoy a refreshing hibiscus agua fresca upon arrival, and roll up...

$186

per adult

Chicago Candle Making Class On Magnificent Mile - Image 6

Chicago Candle Making Class On Magnificent MileChicago Candle Making Class On Magnificent Mile

4.5(14)
Classes & Workshops

Looking to experience something new? Great crafty event for date night, girl's night out, corporate events, or just plain ole solo.Learn step by step techniques to make your own 100% soy wax candles. Experience cultivating your own per...

$75

per adult

Candle Making Class in Downtown Chicago - Image 7

Candle Making Class in Downtown ChicagoCandle Making Class in Downtown Chicago

5.0(1)
Classes & Workshops

Get crafty as you learn the techniques to make 100% soy wax candles step by step by joining a candle-making class in Chicago. Make customized fragrances for each candle and get all the supplies to create your own 8 oz candle. Start by selecting a ca...

$67

per adult

Deep Dish Cooking Class at Pizzeria Uno in Chicago - Image 8

Deep Dish Cooking Class at Pizzeria Uno in ChicagoDeep Dish Cooking Class at Pizzeria Uno in Chicago

3.8(5)
Classes & WorkshopsCooking Classes

You will learn how to make (and get to eat) an authentic Deep Dish pizza, all at the Birthplace of Deep Dish pizza - Pizzeria Uno. Be a part of American food history by cooking with Pizzeria Uno. Not only do you get to enjoy your masterpiece,...

$59

per adult