Top Chicago Art & Culture - page 2

200+ results

Get to know the Windy City the easy and comfortable way on a small-group minibus tour. Instead of long walks and navigating public transit, see major landmarks like Museum Campus, Buckingham Fountain, the Magnificent Mile, and Millennium Park from an uncrowded minibus with large picture windows. Your driver and guide knows where to find all the best views, and there are plenty of photo stops along the way.

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4.9

(544)

Chicago City Minibus Tour

2 hoursFree Cancellation

from $50

Likely to Sell Out

4.7

(2,314)

Chicago Lake and River Architecture Tour

1 hour 30 minutesFree Cancellation

from $45

You get to name your new Exclusive Scent

4.8

(59)

Chicago Perfume Making Classes on Magnificent Mile

1 hour 15 minutesFree Cancellation

from $85

Sit back and take in some magic—and enjoy a one-of-a-kind night on the town—during this engaging Chicago show. Show up a few minutes before curtain time to get the best possible seat and start sipping the drinks you brought. Cups and bottle openers are available for your use. Buying your tickets in advance means less waiting for entry; you'll be sure to get the day and time you that fits your schedule.

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4.9

(96)

Trickery Chicago Magic Show

1 to 2 hours

from $41

Likely to Sell Out

Skip navigating around the city with a map and guidebook and explore Chicago's iconic landmarks in just a few hours on this sightseeing tour led by an expert guide. Board a comfortable, large-windowed minibus and explore Downtown and North Side neighborhoods, stopping to visit several locations and hear about the historical and cultural factors that make Chicago unique. Upgrade your tour with a popular open-top boat tour on the Chicago River that focuses on the city's renowned architecture.

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4.8

(713)

Chicago City Tour with Architecture River Cruise Option

2 to 4 hoursFree Cancellation

from $50

Visit the Skydeck, located on the 103rd floor of the Willis Tower (formerly the Sears Tower), with ease thanks to this prebooked ticket option. Avoid long lines at the ticket office and enter directly to access the highest point in Chicago. Peruse interactive displays and exhibits showcasing Chicago's history. Then walk out on to the Ledge, a glass balcony that offers unimpeded views of Navy Pier and Wrigley Field.

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4.3

(1,811)

Skydeck - Willis Tower Admission

30 minutes to 1 hour 30 minutesFree Cancellation

from $44

Enter a land of sugar and adventure with admission to Chicago’s Museum of Ice Cream. Immerse yourself in a vibrant world of interactive exhibits, including sprinkle-filled pools, whimsical selfie spots, and exclusive ice cream sampling stations offering seasonal flavors. Whether you’re an art lover or a dessert enthusiast, this playful, family-friendly experience promises fun and memories for all. Avoid disappointment by booking your preferred time.

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3.4

(416)

Museum of Ice Cream Chicago Admission Ticket

45 minutes to 1 hour 30 minutes

from $43

Discover one of the Windy City’s most spooky, gruesome destinations when you book advance tickets to the Medieval Torture Museum. Perfect for Halloween—or any other creepy-crawly occasion—this museum includes a wealth of information about medieval torture practices and devices, plus realistic models to add a macabre edge. Book tickets before you travel for a seamless visiting experience, and make use of an audio guide and included ghost-hunting app.

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4.9

(1,016)

Medieval Torture Museum Ticket with Audio Guide and Ghost Hunting

1 hour 30 minutesFree Cancellation

from $51

Likely to Sell Out

Amazing skyline and lakefront views await on our Chicago Bike Tour. Experience the city’s beauty up close on a Bicycle Tour in Chicago that blends culture, history, and unforgettable scenery.

4.9

(238)

Chicago's Ultimate City Bike Tour of Top Downtown Attractions

3 hoursFree Cancellation

from $59

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-era interiors, from the Palmer House Hotel to the Chicago Cultural Center. Admission to the Chicago Architecture Center is included, with an introduction by the docent.

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4.9

(419)

Chicago Walking Tour: Historic Treasures of Chicago

2 hoursFree Cancellation

from $35

Maximize your Chicago sightseeing on a river cruise—and travel aboard a unique historical vessel, which other tours don’t offer—on this one-of-a-kind excursion. Pick from different departure times and board a classic Chicago fireboat, which served the city’s fire department from 1937 to 1981. As you sail Lake Michigan and the Chicago River, view architectural highlights including the Wrigley Building and Chicago Lighthouse, and chart the boat’s firefighting history via the on-board displays and commentary.

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4.9

(249)

Historical and Architectural Chicago Fireboat River & Lake Cruise

2 hoursFree Cancellation

from $47

Book in advance to take this popular tour that details the mob history of Chicago during the Prohibition Era (1920s-1930s). Learn about the exploits of gangsters like Capone, Dillinger, Moran, and others as you travel by minibus to sites like the Biograph Theater, Holy Name Cathedral, and St. Valentine's Day Massacre. Your guide adopts gangster attire and characteristics that add dramatic flair to the historical commentary.

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4.7

(127)

Chicago's Original Gangster Tour by Bus

1 hour 45 minutesFree Cancellation

from $48

Taste deep-dish pizza, a Chicago-style hot dog, Italian beef, Garrett’s popcorn & the original 1893 brownie on our top-rated Chicago Food Tours—the ultimate Chicago Culinary Tour experience!

Eat your way through downtown Chicago on a walking food tour. Visit Millennium Park, the Palmer House Hotel, and other city landmarks and taste quintessential Chicago foods such as deep-dish pizza, hot dogs, and chocolate brownies. All food tastings are included, and the tour covers an easy 1.5 miles (2.4 km) suitable for most fitness levels. A bike or kayak rental is also included in the tour cost.

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4.9

(2,028)

Chicago Favorites Ultimate Food and Walking Tour

3 hoursFree Cancellation

from $85

4.9

(36)

Chicago's Dark Side: Ghosts, Gangsters, and True Crime Tour

2 hoursFree Cancellation

from $35

Likely to Sell Out

Skyline Queen showcasing the Chicago Skyline!

See the Second City from the water with a sightseeing cruise along the Chicago River and the Lake Michigan shoreline, offering a unique perspective of towering skyscrapers and historic architecture. This tour offers stories about the city’s history and culture as you pass by Chicago's landmarks, museums, and buildings. Capture unforgettable images of the city skyline from Lake Michigan, ensuring a unique look at Chicago, perfect for all ages.

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4.7

(560)

Chicago Sightseeing River and Lake Cruise

1 hour 30 minutesFree Cancellation

from $46

Take in views of the Chicago skyline and its landmarks during this Lake Michigan sightseeing boat cruise. Enjoy a laidback ride, soaking up panoramic views from this unique perspective. Listen to audio commentary to give you fresh insight into the landmarks you see, like Navy Pier and the Willis Tower, and feel free to bring your own lunch or grab a drink at the onboard bar (own expense).

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4.4

(905)

Lake Michigan Skyline Cruise in Chicago

30 to 45 minutesFree Cancellation

from $33

5.0

(134)

Haunted Chicago: Crime, Ghosts, and Capone Walking Tour

1 hour 30 minutesFree Cancellation

from $35

The Field Museum of Natural History is one of Chicago’s most-visited museums—and this package deal offers a way to beat the crowds and see its top exhibitions without stress. Secure your tickets before you travel, arrive an hour before the galleries open to the public, and explore in the company of a museum docent. You’ll see collection highlights like Sue the Tyrannosaurus Rex, the Griffin Halls of Evolving Planet, and much more.

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4.5

(53)

Field Museum of Natural History Early Access Ticket

2 to 4 hoursFree Cancellation

from $73

Skip the hassle of planning your Chicago itinerary with this convenient hop-on hop-off tour, covering the city's must-see sights. With multiple strategically located stops, explore the Windy City at your own pace, hopping off to visit top attractions like the iconic Art Institute and famous skyscrapers. Enjoy insightful audio commentary as you cruise through the city, learning about its rich history and vibrant culture. Perfect for first-time visitors or those short on time, this tour offers flexibility and ease, ensuring you don’t miss any of Chicago’s highlights. Book your ticket today and experience the best of Chicago hassle-free!

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3.9

(2,224)

Hop-On Hop-Off Sightseeing Tour by Open-top Bus

2 hoursFree Cancellation

from $49

See Chicago from a different perspective on this evening cruise that explores the city’s darker side. As twilight settles over the skyline, glide along the Chicago River while hearing chilling tales of disasters, infamous criminals, and eerie legends tied to the city’s past. This relaxed river cruise blends atmospheric storytelling with some of the best nighttime views of Chicago’s renowned skyline and landmarks. Grab a drink from the onboard bar, settle in, and let the city’s shadowy history unfold as you cruise through the heart of downtown. By the end of the journey, you’ll have experienced Chicago’s skyline in a whole new way—while uncovering the chilling events, legends, and mysteries that shaped the city. Please arrive 30 minutes in advance!

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4.0

(107)

Chicago River Ghost & Dark History Night Cruise

1 hour 30 minutesFree Cancellation

from $46

4.8

(1,637)

Chicago River 90-Minute Architecture Boat Tour

1 hour 30 minutesFree Cancellation

from $37

Skip the guesswork and discover the real haunts of Capone, Dillinger, and The Outfit on a walking tour that then also you shows how those same streets become movie stars. Walk the city corners seen in *The Untouchables* and *Public Enemies,* and hear how Chicago wrote the script for American gangster history. This isn’t just another sightseeing tour—it’s a front-row seat to crime, cinema, and the city that made them both.

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5.0

(53)

Chicago Crime and Movies Tour

1 hour 30 minutesFree Cancellation

from $35

Discover the architectural soul of Chicago on a thoughtfully curated half-day city tour. Travel through the city’s most influential districts, from historic riverfront landmarks to groundbreaking modern skyscrapers. Explore the Loop’s civic, financial, and architectural core, admire world-renowned towers, and experience Chicago’s most celebrated public spaces. This small-group tour offers a comprehensive introduction to Chicago’s skyline, history, and urban design, concluding with a panoramic skyline view before returning guests to the original pickup point. Ideal for first-time visitors and architecture enthusiasts alike. Explore Chicago’s iconic riverfront skyscrapers and historic bridges See legendary architecture including Willis Tower and Marina City Discover the heart of Chicago’s financial, civic, and architectural power Pass by Millennium Park and spend time at Cloud Gate (The Bean) Enjoy a panoramic Chicago skyline view, included for all guests

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5.0

(7)

Chicago Architecture and Aesthetics Small Group Half-Day Tour

3 hoursFree Cancellation

from $48

Ensure a hassle-free arrival at Chicago O'Hare International Airport (ORD) or Midway Airport (MDW) with this private transfer service to your downtown Chicago hotel (or farther-flung Chicagoland destination). Take the stress out of finding a taxi at Chicago's busy airports and book a private vehicle in advance. Travel in style by luxury sedan or SUV that can accommodate up to six passengers.

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3.7

(197)

Private Arrival Transfer from Chicago Airports (ORD) (MDW)

1 hourFree Cancellation

from $90

Per group

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Top Chicago Art & Culture - page 2

200+ results

Top Attractions in Chicago

The Magnificent Mile

Chicago Theatre

Skydeck Chicago at Willis Tower (Sears Tower)

Chicago River

Chicago Riverwalk

Art Institute of Chicago

The Magnificent Mile

Chicago Theatre

Skydeck Chicago at Willis Tower (Sears Tower)

Chicago River

Chicago Riverwalk

Art Institute of Chicago

The Magnificent Mile

Chicago Theatre

Skydeck Chicago at Willis Tower (Sears Tower)

Chicago River

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