Chicago ATTRACTIONS See all

Willis (Sears) Tower

Once the world’s tallest building, Willis Tower (formerly known as Sears Tower) is still the USA's tallest building, and it's still way up in the clouds. Its observation platform - the Skydeck - draws 1.5 million people a year who are eager to ... 

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Tours & Tickets

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Skydeck Chicago Admission, Chicago, null
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Skydeck Chicago Admission

4.5 star rating: Recommended 1988 Reviews

Gaze upon the city sights from the pinnacle of Chicago, the Skydeck. Located on the 103rd floor of Willis Tower, formerly Sears Tower -- the third-tallest ...  Read more

Location: Chicago, Illinois
Duration: Flexible

From USD $22.00
Willis Tower Skydeck Dinner, Chicago, Attraction Tickets
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Willis Tower Skydeck Dinner

5 star rating: Highly Recommended 52 Reviews

Enjoy a VIP dinner at Chicago’s Skydeck where you get breathtaking views of the city. Located in the Willis Tower, the Skydeck perches 1,353 feet (412 ...  Read more

Location: Chicago, Illinois
Duration: 2 hours (approx.)

From USD $117.64
Breakfast in the Sky: Early Access to Skydeck of Willis Tower in Chicago, Chicago, Dining ... 
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Breakfast in the Sky: Early Access to Skydeck of Willis Tower in Chicago

5 star rating: Highly Recommended 60 Reviews

Start your day with a breathtaking view of Chicago and a hearty breakfast on a glass-enclosed balcony 103 stories up! Ascend to the Skydeck of Willis Tower, ...  Read more

Location: Chicago, Illinois
Duration: 90 minutes (approx.)

From USD $146.99
Willis Tower Skydeck Lunch, Chicago, Dining Experiences
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Willis Tower Skydeck Lunch

Enjoy world famous Chicago style pizza at Willis Tower VIP Style, 99 floors up! Read more

Location: Chicago, Illinois
Duration: 2 hours (approx.)

From USD $95.00
Viator VIP: Willis Tower Skydeck Early Access, Trolley City Tour and Chicago River Cruise, Chicago, ... 
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Viator VIP: Willis Tower Skydeck Early Access, Trolley City Tour and Chicago River Cruise

4.5 star rating: Recommended 284 Reviews

See classic Chicago sights with this Viator VIP package that includes early entry to the Skydeck in Willis (formerly Sears) Tower where you'll be greeted and ...  Read more

Location: Chicago, Illinois
Duration: 6 hours (approx.)

From USD $124.00
Chicago CityPass, Chicago, Viator VIP Tours
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Chicago CityPass

5 star rating: Highly Recommended 974 Reviews

Chicago CityPASS is the best deal in the Windy City, giving you discounted admission to five of the city's premier attractions. The Chicago CityPASS ensures ...  Read more

Location: Chicago, Illinois
Duration: Flexible

From USD $98.00
Chicago Architecture River Cruise, Chicago, Sightseeing & City Passes
TVRM_SORTED : true ESSENTIAL : 2 ADMISSION : 5

Chicago Architecture River Cruise

5 star rating: Highly Recommended 7108 Reviews

Experience one of the world’s most beautiful cities on a 75-minute cruise on the historic Chicago River. On this architecture cruise, head down the main branch ...  Read more

Location: Chicago, Illinois
Duration: 75 minutes (approx.)

From USD $33.60
Chicago Architectural River Cruise, Chicago, Day Cruises
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Chicago Architectural River Cruise

5 star rating: Highly Recommended 240 Reviews

Take in the views on this 90-minute Architectural Tour, a jaw-dropping excursion through a city that defied all expectations … even the laws of ...  Read more

Location: Chicago, Illinois
Duration: 90 minutes (approx.)

From USD $42.56
Lake Michigan and Chicago River Architecture Cruise by Speedboat, Chicago, Day Cruises
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Lake Michigan and Chicago River Architecture Cruise by Speedboat

5 star rating: Highly Recommended 504 Reviews

Chicago is renowned for its stunning and original architecture, and the most relaxing way to see it is on a cruise on the Chicago River! You'll learn all ...  Read more

Location: Chicago, Illinois
Duration: 75-minutes

From USD $39.38
Big Bus Chicago Hop-On Hop-Off Tour, Chicago, Day Cruises
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Big Bus Chicago Hop-On Hop-Off Tour

4 star rating: Recommended 172 Reviews

The lakeside metropolis of Chicago is famous for its striking skyscrapers, world-class museums and colorful political history. Explore the Windy City at your ...  Read more

Location: Chicago, Illinois
Duration: 24, 48 or 72 hours

From USD $40.00
Chicago Dinner Cruise, Chicago, Hop-on Hop-off Tours
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Chicago Dinner Cruise

4.5 star rating: Recommended 144 Reviews

Expect the exceptional on this 2.5-3 hour premier Chicago dinner cruise experience. Newly renovated, this luxury vessel features a newly furnished rooftop ...  Read more

Location: Chicago, Illinois
Duration: 2.5 to 3 hours

From USD $129.06
Chicago City Sights Helicopter Tour, Chicago, Dinner Cruises
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Chicago City Sights Helicopter Tour

5 star rating: Highly Recommended 88 Reviews

Experience all of Chicago’s best sights from the air on this exciting helicopter tour! Aboard a state-of-the-art helicopter, you'll enjoy a magnificent view of ...  Read more

Location: Chicago, Illinois
Duration: 15 minutes (approx.)

From USD $149.00
360 Chicago Observation Deck (formerly John Hancock Observatory) Admission, Chicago, Helicopter ... 
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360 Chicago Observation Deck (formerly John Hancock Observatory) Admission

4.5 star rating: Recommended 264 Reviews

The best views of Chicago can be yours at 360 Chicago (John Hancock Observatory)! Perched 94 stories above the Windy City, the 360 Chicago provides commanding ...  Read more

Location: Chicago, Illinois
Duration: Flexible

From USD $20.00
Lake Michigan Speedboat Ride, Chicago, Attraction Tickets
TVRM_SORTED : true ESSENTIAL : 2 ADMISSION : 5

Lake Michigan Speedboat Ride

4.5 star rating: Recommended 108 Reviews

Feel the need for speed? This exhilarating speedboat ride takes you out onto Lake Michigan for the ride of a lifetime. Experience the roar of the ...  Read more

Location: Chicago, Illinois
Duration: 30 minutes (approx.)

From USD $25.46
Chicago by Night Helicopter Tour, Chicago, Jet Boats & Speed Boats
TVRM_SORTED : true ESSENTIAL : 2 ADMISSION : 5

Chicago by Night Helicopter Tour

5 star rating: Highly Recommended 120 Reviews

Watch the Chicago skyline sparkle from the air on this thrilling nighttime helicopter tour! Aboard a heated, state-of-the-art helicopter, soak in amazing views ...  Read more

Location: Chicago, Illinois
Duration: 15 minutes (approx.)

From USD $149.00
Chicago City Tour with Optional River Cruise, Chicago, Helicopter Tours
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Chicago City Tour with Optional River Cruise

4.5 star rating: Recommended 244 Reviews

Don’t miss Chicago’s famous sights and fabulous views on this award-winning small-group sightseeing tour of the city. Travel through Chicago with an expert ...  Read more

Location: Chicago, Illinois
Duration: Varies

From USD $36.99
Chicago Brunch Cruise, Chicago, Half-day Tours
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Chicago Brunch Cruise

5 star rating: Highly Recommended 20 Reviews

Experience Chicago's amazing skyline views from a unique vantage point on board this unforgettable 2 hour brunch cruise. With unsurpassed views of the Sears ...  Read more

Location: Chicago, Illinois
Duration: 2 hours (approx.)

From USD $92.34
Private Chicago City Sights Helicopter Tour, Chicago, Day Cruises
TVRM_SORTED : true ESSENTIAL : 2 ADMISSION : 5

Private Chicago City Sights Helicopter Tour

5 star rating: Highly Recommended 24 Reviews

Discover all of Chicago’s top sights from great heights on this private helicopter tour. Travel in a state-of-the-art helicopter for magnificent views of Lake ...  Read more

Location: Chicago, Illinois
Duration: 15 minutes (approx.)

From USD $349.00
Private Guided SUV Tour for up to 4 Guests, Chicago, Helicopter Tours
TVRM_SORTED : true ESSENTIAL : 2 ADMISSION : 5

Private Guided SUV Tour for up to 4 Guests

3 star rating: Worth doing 4 Reviews

Explore Chicago on a custom SUV tour with a private guide. See the Loop, Museum Campus, Millennium Park, Lake Shore Drive & Wrigley Field, OR Explore the ...  Read more

Location: Chicago, Illinois
Duration: Flexible

From USD $650.00
360 Chicago Observation Deck (formerly John Hancock Observatory) Admission with Prosecco, Chicago, ... 
TVRM_SORTED : true ESSENTIAL : 2 ADMISSION : 5

360 Chicago Observation Deck (formerly John Hancock Observatory) Admission with Prosecco

3.5 star rating: Worth doing 16 Reviews

Savor a half bottle of bubbly as you take in spectacular views of the city from 360 Chicago (John Hancock Observatory) with this convenient package. From your ...  Read more

Location: Chicago, Illinois
Duration: Varies

From USD $68.00
Best of Chicago Tour Including a Deep-Dish Pizza, Chicago, Attraction Tickets
TVRM_SORTED : true ESSENTIAL : 2 ADMISSION : 5

Best of Chicago Tour Including a Deep-Dish Pizza

2.5 star rating: It was OK, but could have been better 16 Reviews

Accompanied by a local guide, take a city tour of Chicago and see its spectacular sights before ending the tour with a famous Chicago-style deep-dish pizza! ...  Read more

Location: Chicago, Illinois
Duration: 5 hours 30 minutes (approx.)

From USD $63.00
Chicago River Ghosts and Gangsters Kayak Tour, Chicago, Bus & Minivan Tours
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Chicago River Ghosts and Gangsters Kayak Tour

Discover the ‘shadier’ side of Chicago during a late evening kayak tour that takes you to reportedly haunted sites along the Chicago River. As you paddle past ...  Read more

Location: Chicago, Illinois
Duration: 2 hours 30 minutes (approx.)

From USD $65.00
Chicago River Kayak Tour, Chicago, Kayaking & Canoeing
TVRM_SORTED : true ESSENTIAL : 2 ADMISSION : 5

Chicago River Kayak Tour

Explore the beauty of downtown Chicago from the water on a relaxing 2.5-hour kayak tour. In either a single or double kayak, you'll paddle along the Chicago ...  Read more

Location: Chicago, Illinois
Duration: 2 hours 30 minutes (approx.)

From USD $65.00
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