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Top experiences in Chicago

Free cancellation
Chicago River cruise boat passing under DuSable Bridge with city buildings in the background.
Sightseeing Cruises
4.8(173)
Rated 4.8 out of 5.0 from 173 ratings.
$45
Free cancellation
Chicago River cruise boat passing under a bridge with city skyline.
Sightseeing Cruises
4.8(239)
Rated 4.8 out of 5.0 from 239 ratings.
from
$28
View from the Skydeck at Willis Tower, Chicago, overlooking the cityscape.
Willis Tower Skydeck Tickets
4.3(24)
Rated 4.3 out of 5.0 from 24 ratings.
from
$42.33
Cruise boat on Chicago River passing under Clark Street Bridge.
Sightseeing Cruises
5(22)
Rated 5 out of 5.0 from 22 ratings.
$56
Free cancellation
Couple taking a selfie at Chicago 360 Observation Deck with city skyline view.
360 Chicago
4.3(117)
Rated 4.3 out of 5.0 from 117 ratings.
from
$29
Free cancellation
Chicago River architecture cruise boat passing under a lift bridge with city skyscrapers in the background.
Sightseeing Cruises
4.7(46)
Rated 4.7 out of 5.0 from 46 ratings.
$45
Free cancellation
Cruise boat on Lake Michigan with Chicago skyline at sunset.
Sightseeing Cruises
4.9(16)
Rated 4.9 out of 5.0 from 16 ratings.
$45
Tour boat on Chicago River with city skyline and bridge in background.
Sightseeing Cruises
4.3(92)
Rated 4.3 out of 5.0 from 92 ratings.
from
$44.43
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Cruise boat on Lake Michigan with Chicago skyline in the background.
Sightseeing Cruises
NEW
$32.50
Free cancellation
big bus: chicago hop-on hop-off bus tour-1
Hop-on Hop-off Tours Chicago
4.6(292)
Rated 4.6 out of 5.0 from 292 ratings.
from
$45
Free cancellation
Moored tour boats on the Chicago River at sunrise with city skyline.
Sightseeing Cruises
5(21)
Rated 5 out of 5.0 from 21 ratings.
$54.20
Free cancellation
Odyssey Chicago River boat cruising on the Chicago River with city skyline.
Sightseeing Cruises
NEW
from
$203.65

Must do things in Chicago

Big Bus Chicago Hop-on Hop-off Tours

1Big Bus Chicago Hop-on Hop-off Tours

Experience Chicago like never before with a Big Bus tour. Marvel at architectural wonders like the Willis Tower, explore cultural gems at Millennium Park and soak in stunning skyline views from Navy Pier. Get a combo ticket to the 360 Chicago Observatory and make the best of your stay in the city.
360 Chicago

2360 Chicago

Discover Chicago's skyline in all its glory at 360 Observation Deck! Marvel at iconic landmarks, like Willis Tower and Lake Michigan, and witness the city's architectural wonders and breathtaking sunset views.
Willis Tower Skydeck Tickets

3Willis Tower Skydeck Tickets

Embark on an exhilarating adventure as you stand on the Skydeck's breathtaking glass ledge, suspended 1,353 feet above the vibrant city of Chicago. Ensure your spot by securing tickets that grant you exclusive access to this awe-inspiring experience.
First Lady Cruises Chicago

4First Lady Cruises Chicago

First Lady Cruises Chicago operates a fleet of elegant boats; each with open‑air upper decks, climate‑controlled lower salons, upscale marble restrooms and a full bar. As the only official cruise partner of the Chicago Architecture Center, they deliver expert‑led river and lake sightseeing, enchanting sunset and fireworks voyages, plus fully customizable private charters for groups large or small.

Millions love heading out with us

Bebs Catherine Mediana
US

Bebs

United States
Sep 2025
5/5

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The tour gave us an amazing experience and a picturesque view of the Chicago architecture which is really awesome. Natalie the tour guide was the best! 😊

75-min Chicago River Architecture Cruise

Courtlyn Ward
US

Courtlyn

United States
Aug 2025
5/5

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We loved the moderator John, he was very informative and creative in his guided speech. His personality shined through in his jokes and our seats on the boat was perfect.

90-min Chicago River Architecture Cruise

Janet Stache

Janet

Aug 2025
5/5

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We are very happy that we did this cruise! I would say the best cruise I've ever made. Our guide Charlie was a major part in this though. Without him that would only have been half as good.

Chicago Architecture Evening Cruise

Andrew cruz
US

Andrew

United States
Jul 2025
5/5

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+2 more

The walk through introduction of the Willis tower and chicago history was informative and fun to learn with the artistic layout. The elevator was cool watching the numbered floors go up and down as you learn more trivia facts of the elevator and Willis tower from the screened walls. Then the sky deck floor has a phenomenal ambiance for buying merchandise and the breathtaking views of the highest sky deck in the USA. I recommend this to anyone of all walks of life

Skydeck Chicago Tickets

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