Things To Do In Chicago: Attractions, Tours, Activities in 2025

Top experiences in Chicago

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Free cancellation

Chicago River cruise boat passing under DuSable Bridge with city buildings in the background.

Sightseeing Cruises

90-min Chicago River Architecture Cruise

4.8(103)

$45

Free cancellation

Chicago River cruise boat passing under a bridge with city skyline.

Sightseeing Cruises

45-min Chicago River Architecture Cruise

4.7(133)

from

$28

Willis Tower Skydeck Tickets

Skydeck Chicago Tickets

4.4(16)

from

$42.33

Free cancellation

Chicago River architecture cruise boat passing under a lift bridge with city skyscrapers in the background.

Sightseeing Cruises

90-min Chicago River and Lake Michigan Architecture Cruise

4.6(33)

$45

Free cancellation

Couple taking a selfie at Chicago 360 Observation Deck with city skyline view.

360 Chicago

360 Chicago Observation Deck Skip-the-Line Tickets

4.3(112)

from

$30

Free cancellation

Cruise boat on Lake Michigan with Chicago skyline at sunset.

Sightseeing Cruises

90-min Scenic Sunset Lake Michigan Cruise

4.9(10)

$45

Free cancellation

Hop-on Hop-off Tours Chicago

Big Bus: Chicago Hop-on Hop-off Bus Tour

4.6(282)

from

$45

Cruise boat on Chicago River passing under Clark Street Bridge.

Sightseeing Cruises

First Lady's Chicago Architecture Boat Tour

NEW

$56

Tour boat on Chicago River with city skyline and bridge in background.

Sightseeing Cruises

75-min Chicago River Architecture Cruise

4.3(90)

from

$44.43

Free cancellation

Moored tour boats on the Chicago River at sunrise with city skyline.

Sightseeing Cruises

Chicago Architecture Evening Cruise

5(15)

from

$44.43

Free cancellation

Cruise boat on Lake Michigan with Chicago skyline in the background.

Sightseeing Cruises

45-Min Lake Michigan Tour

NEW

$32.50

Free cancellation

Family enjoying view from Chicago 360 Observation Deck with city skyline.

360 Chicago

360 Chicago Sip & View

NEW

from

$44

Top things to do in Chicago

See all

Big Bus Chicago Hop-on Hop-off Tours

from $45

360 Chicago

from $30

Chicago River Architecture Cruises

from $45

Willis Tower Skydeck Tickets

from $42.33

First Lady Cruises Chicago

from $28

Wendella Cruises Chicago

from $28

Shoreline Cruises Chicago

from $32.50

Chicago, your way

Visitor admiring ornate architecture in a historic building with statues and decorative columns.

Architecture Enthusiasts

Couple examining a map in a city setting, ideal for first-time visitors.

First-timers

Couple enjoying a playful moment on a European city street.

Couples

Chicago Attractions

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Willis Tower Skydeck Tickets

Skydeck Chicago Tickets

4.4(16)

from

$42.33

Free cancellation

360 Chicago

360 Chicago Observation Deck Skip-the-Line Tickets

4.3(112)

from

$30

Free cancellation

360 Chicago

360 Chicago Sip & View

NEW

from

$44

Free cancellation

Family enjoying Chicago skyline view from observation deck.

City Cards

Go City Chicago Explorer Pass: Choose from 30+ Attractions

4.5(2,112)

from

$84

Selling out fast

View from Willis Tower Skydeck in Chicago at sunset.

Willis Tower Skydeck Tickets

Chicago Night Tour with Skydeck & Architecture Cruise

NEW

$169

Free cancellation

Big Bus Chicago tour and Chicago 360 observation deck view.

Combo

Combo (Save 10%): Chicago Hop-On-Hop-Off Bus Tour + 360 Chicago Observation Deck Skip-the-Line Tickets

4.5(394)

from $75

$67.50

10% off

Free cancellation

Chicago mirror maze experience with Go City All-Inclusive Pass.

City Cards

Go City Chicago All-Inclusive Pass: Choose from 39 Attractions

4.4(2,130)

from

$139

Chicago Tours

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Free cancellation

Sightseeing Cruises

90-min Chicago River Architecture Cruise

4.8(103)

$45

Free cancellation

Sightseeing Cruises

45-min Chicago River Architecture Cruise

4.7(133)

from

$28

Free cancellation

Sightseeing Cruises

90-min Chicago River and Lake Michigan Architecture Cruise

4.6(33)

$45

Free cancellation

Sightseeing Cruises

90-min Scenic Sunset Lake Michigan Cruise

4.9(10)

$45

Free cancellation

Hop-on Hop-off Tours Chicago

Big Bus: Chicago Hop-on Hop-off Bus Tour

4.6(282)

from

$45

Sightseeing Cruises

75-min Chicago River Architecture Cruise

4.3(90)

from

$44.43

Free cancellation

Sightseeing Cruises

Chicago Architecture Evening Cruise

5(15)

from

$44.43

Free cancellation

Sightseeing Cruises

45-Min Lake Michigan Tour

NEW

$32.50

Transportation in Chicago

Coach USA bus for one-way tickets from Chicago O'Hare Airport to Milwaukee.

Airport Transfers

Coach USA One-Way Tickets: Chicago O'Hare Airport to/from Milwaukee City Center

NEW

$38

Cruises in Chicago

See all

Free cancellation

Sightseeing Cruises

90-min Chicago River Architecture Cruise

4.8(103)

$45

Free cancellation

Sightseeing Cruises

45-min Chicago River Architecture Cruise

4.7(133)

from

$28

Free cancellation

Sightseeing Cruises

90-min Chicago River and Lake Michigan Architecture Cruise

4.6(33)

$45

Free cancellation

Sightseeing Cruises

90-min Scenic Sunset Lake Michigan Cruise

4.9(10)

$45

Sightseeing Cruises

First Lady's Chicago Architecture Boat Tour

NEW

$56

Sightseeing Cruises

75-min Chicago River Architecture Cruise

4.3(90)

from

$44.43

Free cancellation

Sightseeing Cruises

Chicago Architecture Evening Cruise

5(15)

from

$44.43

Free cancellation

Sightseeing Cruises

45-Min Lake Michigan Tour

NEW

$32.50

Chicago Specials

Free cancellation

Combo

Combo (Save 10%): Chicago Hop-On-Hop-Off Bus Tour + 360 Chicago Observation Deck Skip-the-Line Tickets

4.5(394)

from $75

$67.50

10% off

Must do things in Chicago

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.

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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.

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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.

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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.

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