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Chicago Tickets (New)

Experience the best of Chicago

Curated by Headout, this collection features the city’s top-rated tours, iconic attractions, and unmissable things to do.
Loved by over 55 million guests worldwide

Top experiences

41 Top experiences
Slide 1 of 7, Chicago River cruise boat passing under DuSable Bridge with city buildings in the background.
Chicago River cruise boat passing under DuSable Bridge with city buildings in the background.
Visitors on Chicago River cruise viewing city architecture.
Chicago River cruise boat passing under a bridge with city skyscrapers in the background.
Wrigley Building and Chicago River view on 90-minute architecture cruise.
Visitors on Chicago River architecture cruise viewing skyscrapers.
Chicago skyline along the river viewed from the 90 Min Chicago River Architecture Cruise.
Chicago skyline with Willis Tower viewed from the river, featuring a raised railway bridge.

90-min Chicago River Architecture Cruise by Wendella

Free cancellation
1 hr 30 mins
$45
Slide 1 of 6, Cruise boat on Chicago River passing under Clark Street Bridge.
Cruise boat on Chicago River passing under Clark Street Bridge.
Guide speaking on the 'Chicago First Lady' cruise with city architecture in the background.
Chicago Riverwalk with people strolling, boats on the river, and 'Chicago's First Lady' tour boat.
Guests enjoying the view on the 'Chicago First Lady' cruise.
Chicago skyline with skyscrapers and river view, Illinois, USA.
Chicago skyline with modern skyscrapers reflecting sunset colors over the river.

Official Chicago Architecture Cruise by First Lady

1 hr 30 mins
$57
Slide 1 of 8, Chicago River cruise boat passing under a bridge with city skyline.
Chicago River cruise boat passing under a bridge with city skyline.
Chicago River with raised lift bridges and skyline during architecture cruise.
Tour boat on Chicago River with city skyline in background during architecture cruise.
Visitors on Chicago River cruise viewing city architecture.
Chicago River with skyline view, featuring modern skyscrapers on a 45min architecture cruise.
Chicago River with skyscrapers at sunset during architecture cruise.
Chicago River with skyscrapers and bridge at sunset during architecture cruise.
Chicago River at night with open lift bridge and illuminated skyline during architecture cruise.

45-min Chicago River Architecture Cruise by Wendella

Free cancellation
45 mins - 1 hr 30 mins
from
$28
Slide 1 of 8, Couple taking a selfie at Chicago 360 Observation Deck with city skyline view.
Couple taking a selfie at Chicago 360 Observation Deck with city skyline view.
Family enjoying view from Chicago 360 Observation Deck with city skyline.
Visitors enjoying the view from Chicago 360 Observation Deck.
Man standing on a 3D art crane at Chicago 360 Observation Deck.
Chicago skyline from 360 Observation Deck with lake and skyscrapers in view.
Cloud bar interior at Chicago's 360 Observation Deck with city views.
Two people enjoying drinks at CloudBar with a view of Chicago from 360 Observation Deck.
Chicago skyline and Lake Michigan view from 360 Observation Deck at sunset.

360 Chicago Observation Deck Skip-the-Line Tickets

Free cancellation
Explore at your pace
from
$30
Slide 1 of 7, Tour boat on Chicago River with city skyline and bridge in background.
Tour boat on Chicago River with city skyline and bridge in background.
Tour guide speaking on a Chicago River Architecture Cruise with skyscrapers in the background.
Tour boat cruising on the Chicago River with city skyline and bridge in the background.
Cruise boat on Chicago River with city skyscrapers and Wrigley Building in view.
Cruise boat on Chicago River with city skyscrapers in the background.
Chicago River cruise boat passing iconic skyscrapers and bridges.
Willis Tower view from Chicago River Architecture Cruise.

75-Minute Chicago River Architecture Cruise by Shoreline

Free cancellation
1 hr 15 mins
from
$46
Slide 1 of 13, View from the Skydeck at Willis Tower, Chicago, overlooking the cityscape.
View from the Skydeck at Willis Tower, Chicago, overlooking the cityscape.
Skydeck entrance at Willis Tower, Chicago with city view through windows.
Two people lying on the glass floor of the Skydeck at Willis Tower, Chicago.
Interactive exhibit at Skydeck Chicago in Willis Tower hallway.
View of Chicago skyline and Lake Michigan from Skydeck at Willis Tower.
Person photographing cityscape from Skydeck Chicago at Willis Tower.
View from the Skydeck at Willis Tower, Chicago, overlooking the cityscape.
Skydeck Chicago exhibit featuring iconic city landmarks and Willis Tower.
Interactive exhibit hallway at Skydeck Chicago, Willis Tower, featuring cityscape images.
View from Skydeck at Willis Tower, Chicago, overlooking cityscape and Lake Michigan.
Skyline view from Skydeck at Willis Tower, Chicago, overlooking Lake Michigan.
Replica of the L train interior at Skydeck Chicago with cityscape views.
Skyline view from the Skydeck at Willis Tower, Chicago, overlooking Lake Michigan and city skyscrapers.

Skydeck Chicago Tickets

Explore at your pace
from
$42.33
Slide 1 of 8, Dinner cruise boat on Chicago River with illuminated city skyline at night.
Dinner cruise boat on Chicago River with illuminated city skyline at night.
Couple dining on a Chicago dinner cruise with city skyline views.
Chicago skyline with illuminated skyscrapers and river at dusk, Illinois, USA.
Dinner cruise guests enjoying Chicago skyline views through glass windows.
Chicago River at sunset with city skyline and illuminated buildings.
Chicago River at night with illuminated skyscrapers and reflections on the water.
Guests enjoying a meal on a Chicago dinner cruise with city lights in the background.
Chicago River cruise at dusk with illuminated skyscrapers in Chicago, Illinois, USA.

Chicago Dinner Cruise

Free cancellation
2 hrs - 3 hrs
from
$112.10
Slide 1 of 7, Chicago River architecture cruise boat passing under a lift bridge with city skyscrapers in the background.
Chicago River architecture cruise boat passing under a lift bridge with city skyscrapers in the background.
Chicago River cruise boat with city skyline, part of 90 Min Chicago River and Lake Michigan Architecture Cruise.
Chicago River with skyline view, featuring modern skyscrapers on a 45min architecture cruise.
Chicago skyline with Willis Tower viewed from the river, featuring a raised railway bridge.
Chicago skyline with boats on the river during architecture cruise.
Tour boat on Chicago River with city skyline in background during architecture cruise.
Chicago River with skyscrapers at sunset during architecture cruise.

90-min Chicago River and Lake Michigan Architecture Cruise by Wendella

Free cancellation
1 hr 30 mins
$45
Slide 1 of 8, Guests dining on Odyssey Lake Michigan Dinner Cruise at sunset.
Guests dining on Odyssey Lake Michigan Dinner Cruise at sunset.
Cruise ship on Lake Michigan with Chicago skyline and Navy Pier at sunset.
Guests dining on Odyssey Lake Michigan Dinner Cruise.
Guests dining on Odyssey Lake Michigan Dinner Cruise with salads and wine.
Guests taking photos of Chicago skyline on Odyssey Lake Michigan Dinner Cruise.
Guests dancing during Odyssey Lake Michigan Dinner Cruise.
Cruise ship on Lake Michigan with Chicago skyline at sunset.
Skyline view of Chicago with Ferris wheel during Odyssey Lake Michigan Dinner Cruise.

Odyssey Lake Michigan Dinner Cruise

Free cancellation
3 hrs
from
$132.58
Slide 1 of 8, Chicago River cruise boat with city skyline in the background.
Chicago River cruise boat with city skyline in the background.
Couple enjoying Chicago River & Lake Sightseeing Cruise with city skyline in background.
Group enjoying Chicago River cruise with city skyline in background.
Tour guide speaking to passengers on Chicago River & Lake Sightseeing Cruise.
Cruise boat near Chicago Harbor Lighthouse on Lake Michigan.
Sightseeing cruise on Chicago River with view of city skyline and bridge.
Sightseeing cruise boat on Chicago River with city skyline in background.
Tourists photographing Chicago skyline from a boat on the Chicago River & Lake Sightseeing Cruise.

Chicago River & Lake Sightseeing Cruise by First Lady

Explore at your pace
from
$46
Slide 1 of 10, Cruise boat on Lake Michigan with Chicago skyline at sunset.
Cruise boat on Lake Michigan with Chicago skyline at sunset.
People enjoying a sunset cruise on Lake Michigan with a view of a lighthouse and Chicago skyline.
Chicago skyline at sunset viewed from Lake Michigan during a 90-minute scenic cruise.
Downtown Chicago skyscrapers at sunset with a cruise boat on Lake Michigan.
Cruise passengers view Chicago skyline at sunset on Lake Michigan.
Couple on deck enjoying Chicago skyline during 90-minute scenic sunset Lake Michigan cruise.
Group of friends enjoying wine on a Lake Michigan sunset cruise.
Chicago downtown skyline at sunset viewed from Lake Michigan.
Person photographing Chicago skyline during Lake Michigan sunset cruise.
Chicago skyline at sunset reflecting on Lake Michigan during a 90-minute scenic cruise.

90-min Scenic Sunset Lake Michigan Cruise by Wendella

Free cancellation
1 hr 30 mins
$45
Slide 1 of 11, Chicago River with tour boats and bridges in downtown Chicago.
Chicago River with tour boats and bridges in downtown Chicago.
Group enjoying Sea Dog Cruise on Lake Michigan with Chicago skyline in background.
Cruise passengers on Sea Dog boat tour with Chicago skyline on Lake Michigan.
Sea Dog Cruise boat on Lake Michigan with Chicago skyline in the background.
Tourists enjoying the Sea Dog Cruise on Lake Michigan with hands raised.
Speedboat on Lake Michigan with Chicago skyline in background.
Tourists enjoying Sea Dog Cruise on Lake Michigan, Chicago.
Tourists on Sea Dog Cruise on Lake Michigan with Chicago skyline in background.
Seadog cruise boat on Chicago River under Van Buren Street bridge, Lake Michigan tour.
Sea Dog Cruise on Lake Michigan with Chicago skyline and fireworks display.
Fireworks over Chicago skyline at night with boats on Lake Michigan.

Sea Dog Cruise on Lake Michigan

Free cancellation
30 mins - 45 mins
from
$39.29
Slide 1 of 5, Cruise boat on Lake Michigan with Chicago skyline in the background.
Cruise boat on Lake Michigan with Chicago skyline in the background.
Guests smiling on Lake Michigan Skyline Cruise.
Guests enjoying drinks on Lake Michigan Skyline Cruise.
Bartender serving drinks on Lake Michigan Skyline Cruise.
Tour boat on Lake Michigan for 30-min skyline cruise, Chicago.

45-Min Lake Michigan Tour by Shoreline

Free cancellation
45 mins
from
$34
Slide 1 of 9, Visitors on a water slide at Hurricane Harbor Chicago with a lifeguard nearby.
Visitors on a water slide at Hurricane Harbor Chicago with a lifeguard nearby.
Water slide at Hurricane Harbor Chicago with people on a yellow raft.
Water park with wave pool and slides at Hurricane Harbor Chicago.
Visitors enjoying water slides at Hurricane Harbor Chicago.
People enjoying a water ride at Hurricane Harbor Chicago.
Water slides at Hurricane Harbor Chicago with people splashing into the pool.
Rafting down a vibrant water slide at Hurricane Harbor Chicago.
People floating on inner tubes in a lazy river at Hurricane Harbor Chicago.
Water slide at Hurricane Harbor Chicago with roller coasters in the background.

Hurricane Harbor Chicago One Day Ticket

Explore at your pace
$36.40
Slide 1 of 7, Family enjoying view from Chicago 360 Observation Deck with city skyline.
Family enjoying view from Chicago 360 Observation Deck with city skyline.
Couple taking a selfie at Chicago 360 Observation Deck with city skyline view.
Man standing on a 3D art crane at Chicago 360 Observation Deck.
Two people enjoying drinks at CloudBar with a view of Chicago from 360 Observation Deck.
Visitors enjoying the view from Chicago 360 Observation Deck.
Two people enjoying a view of the Chicago skyline from a high-rise, part of the Sip & View tour.
Chicago skyline and Lake Michigan view from 360 Observation Deck at sunset.

360 Chicago Sip & View

Free cancellation
Explore at your pace
from
$44
Slide 1 of 8
Children enjoying a hop-on hop-off bus tour in front of the Field Museum, Chicago.

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

Free cancellation
Explore at your pace
from
$49

Chicago Attractions

Slide 1 of 8, Couple taking a selfie at Chicago 360 Observation Deck with city skyline view.
Couple taking a selfie at Chicago 360 Observation Deck with city skyline view.
Family enjoying view from Chicago 360 Observation Deck with city skyline.
Visitors enjoying the view from Chicago 360 Observation Deck.
Man standing on a 3D art crane at Chicago 360 Observation Deck.
Chicago skyline from 360 Observation Deck with lake and skyscrapers in view.
Cloud bar interior at Chicago's 360 Observation Deck with city views.
Two people enjoying drinks at CloudBar with a view of Chicago from 360 Observation Deck.
Chicago skyline and Lake Michigan view from 360 Observation Deck at sunset.

360 Chicago Observation Deck Skip-the-Line Tickets

Free cancellation
Explore at your pace
from
$30
Slide 1 of 13, View from the Skydeck at Willis Tower, Chicago, overlooking the cityscape.
View from the Skydeck at Willis Tower, Chicago, overlooking the cityscape.
Skydeck entrance at Willis Tower, Chicago with city view through windows.
Two people lying on the glass floor of the Skydeck at Willis Tower, Chicago.
Interactive exhibit at Skydeck Chicago in Willis Tower hallway.
View of Chicago skyline and Lake Michigan from Skydeck at Willis Tower.
Person photographing cityscape from Skydeck Chicago at Willis Tower.
View from the Skydeck at Willis Tower, Chicago, overlooking the cityscape.
Skydeck Chicago exhibit featuring iconic city landmarks and Willis Tower.
Interactive exhibit hallway at Skydeck Chicago, Willis Tower, featuring cityscape images.
View from Skydeck at Willis Tower, Chicago, overlooking cityscape and Lake Michigan.
Skyline view from Skydeck at Willis Tower, Chicago, overlooking Lake Michigan.
Replica of the L train interior at Skydeck Chicago with cityscape views.
Skyline view from the Skydeck at Willis Tower, Chicago, overlooking Lake Michigan and city skyscrapers.

Skydeck Chicago Tickets

Explore at your pace
from
$42.33
Slide 1 of 9, Visitors on a water slide at Hurricane Harbor Chicago with a lifeguard nearby.
Visitors on a water slide at Hurricane Harbor Chicago with a lifeguard nearby.
Water slide at Hurricane Harbor Chicago with people on a yellow raft.
Water park with wave pool and slides at Hurricane Harbor Chicago.
Visitors enjoying water slides at Hurricane Harbor Chicago.
People enjoying a water ride at Hurricane Harbor Chicago.
Water slides at Hurricane Harbor Chicago with people splashing into the pool.
Rafting down a vibrant water slide at Hurricane Harbor Chicago.
People floating on inner tubes in a lazy river at Hurricane Harbor Chicago.
Water slide at Hurricane Harbor Chicago with roller coasters in the background.

Hurricane Harbor Chicago One Day Ticket

Explore at your pace
$36.40
Slide 1 of 7, Family enjoying view from Chicago 360 Observation Deck with city skyline.
Family enjoying view from Chicago 360 Observation Deck with city skyline.
Couple taking a selfie at Chicago 360 Observation Deck with city skyline view.
Man standing on a 3D art crane at Chicago 360 Observation Deck.
Two people enjoying drinks at CloudBar with a view of Chicago from 360 Observation Deck.
Visitors enjoying the view from Chicago 360 Observation Deck.
Two people enjoying a view of the Chicago skyline from a high-rise, part of the Sip & View tour.
Chicago skyline and Lake Michigan view from 360 Observation Deck at sunset.

360 Chicago Sip & View

Free cancellation
Explore at your pace
from
$44
Slide 1 of 20, Chicago mirror maze experience with Go City All-Inclusive Pass.
Chicago mirror maze experience with Go City All-Inclusive Pass.
Family enjoying the view from Chicago's Skydeck with city skyline in the background.
Child playing with toy car at Chicago children's museum exhibit.
Visitors watching a moon projection with a rabbit drawing at a Chicago planetarium.
Child and adult building with wood at Chicago children's museum workshop.
Children exploring dinosaur exhibit at Chicago's Field Museum.
Tourists smiling in front of Cloud Gate sculpture in Chicago.
Family observing fish at Shedd Aquarium, Chicago.
Children building with LEGO bricks at a Chicago attraction.
People relaxing and working in a modern lounge with colorful decor in Chicago.
Ziplining over a scenic lake in Chicago with a city pass.
Visitors exploring a mirror maze in Chicago with the All-Inclusive City Pass.
Chicago exhibit with visitors engaging in interactive displays and reading, promoting city exploration.
Group enjoying a bowling game in Chicago.
Aerial view of the Adler Planetarium in Chicago near Lake Michigan.
Ernest Hemingway Birthplace in Chicago with historic house in background.
Victorian house in Chicago with two people approaching the entrance.
Big Bus Chicago tour passing by the Art Institute with city skyline in the background.
Big Bus Chicago tour crossing a bridge with city buildings in the background.
Speedboat on Lake Michigan with Chicago skyline in the background.

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

Free cancellation
1 day - 5 days
from
$149
Slide 1 of 20, Family enjoying Chicago skyline view from observation deck.
Family enjoying Chicago skyline view from observation deck.
Children building with LEGO bricks at a Chicago attraction.
People relaxing and working in a modern lounge with colorful decor in Chicago.
Tourists smiling in front of Cloud Gate sculpture in Chicago.
Family observing fish at Shedd Aquarium, Chicago.
Group enjoying a bowling game in Chicago.
Children exploring dinosaur exhibit at Chicago's Field Museum.
Chicago exhibit with visitors engaging in interactive displays and reading, promoting city exploration.
Family enjoying the view from Chicago's Skydeck with city skyline in the background.
Visitors watching a moon projection with a rabbit drawing at a Chicago planetarium.
Child playing with toy car at Chicago children's museum exhibit.
Ziplining over a scenic lake in Chicago with a city pass.
Visitors exploring a mirror maze in Chicago with the All-Inclusive City Pass.
Child and adult building with wood at Chicago children's museum workshop.
Big Bus Chicago tour crossing a bridge with city buildings in the background.
Big Bus Chicago tour passing by the Art Institute with city skyline in the background.
Ferris wheel and carousel at Navy Pier, Chicago, with visitors enjoying the attractions.
Speedboat on Lake Michigan with Chicago skyline in the background.
Ernest Hemingway Birthplace in Chicago with historic house in background.
Victorian house in Chicago with two people approaching the entrance.

Go City Chicago Explorer Pass: Choose from 39 Attractions

Free cancellation
Explore at your pace
from
$84
Slide 1 of 7, Big Bus Chicago tour and Chicago 360 observation deck view.
Big Bus Chicago tour and Chicago 360 observation deck view.
Tourists boarding a Big Bus Chicago for a Hop On and Hop Off tour.
Tourists on an open-top bus enjoying the Chicago skyline during a Hop-On-Hop-Off tour.
Couple taking a selfie at Chicago 360 Observation Deck with city skyline view.
Visitors enjoying the view from Chicago 360 Observation Deck.
Open-top bus with tourists on Chicago Hop-On-Hop-Off Tour, skyscrapers in background.
Two people enjoying drinks at CloudBar with a view of Chicago from 360 Observation Deck.

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

Free cancellation
Explore at your pace
from Original price$79
$71.10

10% off

Slide 1 of 9, Riders enjoying the Patriot rollercoaster at California's Great America.
Riders enjoying the Patriot rollercoaster at California's Great America.
Visitors enjoying the Tiki Twirl ride at California's Great America.
Roller coaster loop at Six Flags Great America, Wrath of Rakshasa ride.
Columbia Carousel at Six Flags Great America with surrounding flags and water.
Visitors react to a costumed performer in the SCarowinds Maze at Six Flags Snicker's Halloween Event.
Performer in a mask holding a pumpkin lantern at Six Flags SCarowinds Snicker's Halloween Event.
Riders enjoying SCarowinds Night Ride at Six Flags during Snicker's Halloween Event.
Person playfully posing at Six Flags SCarowinds Snicker's Halloween Event with ride in background.
Performer in costume at Six Flags SCarowinds Snicker's Halloween event.

Six Flags Great America One Day Ticket with Fright Fest

Explore at your pace
from
$46.80

Chicago Tours

Slide 1 of 7, Chicago River cruise boat passing under DuSable Bridge with city buildings in the background.
Chicago River cruise boat passing under DuSable Bridge with city buildings in the background.
Visitors on Chicago River cruise viewing city architecture.
Chicago River cruise boat passing under a bridge with city skyscrapers in the background.
Wrigley Building and Chicago River view on 90-minute architecture cruise.
Visitors on Chicago River architecture cruise viewing skyscrapers.
Chicago skyline along the river viewed from the 90 Min Chicago River Architecture Cruise.
Chicago skyline with Willis Tower viewed from the river, featuring a raised railway bridge.

90-min Chicago River Architecture Cruise by Wendella

Free cancellation
1 hr 30 mins
$45
Slide 1 of 8, Chicago River cruise boat passing under a bridge with city skyline.
Chicago River cruise boat passing under a bridge with city skyline.
Chicago River with raised lift bridges and skyline during architecture cruise.
Tour boat on Chicago River with city skyline in background during architecture cruise.
Visitors on Chicago River cruise viewing city architecture.
Chicago River with skyline view, featuring modern skyscrapers on a 45min architecture cruise.
Chicago River with skyscrapers at sunset during architecture cruise.
Chicago River with skyscrapers and bridge at sunset during architecture cruise.
Chicago River at night with open lift bridge and illuminated skyline during architecture cruise.

45-min Chicago River Architecture Cruise by Wendella

Free cancellation
45 mins - 1 hr 30 mins
from
$28
Slide 1 of 8, Guests dining on Odyssey Lake Michigan Dinner Cruise at sunset.
Guests dining on Odyssey Lake Michigan Dinner Cruise at sunset.
Cruise ship on Lake Michigan with Chicago skyline and Navy Pier at sunset.
Guests dining on Odyssey Lake Michigan Dinner Cruise.
Guests dining on Odyssey Lake Michigan Dinner Cruise with salads and wine.
Guests taking photos of Chicago skyline on Odyssey Lake Michigan Dinner Cruise.
Guests dancing during Odyssey Lake Michigan Dinner Cruise.
Cruise ship on Lake Michigan with Chicago skyline at sunset.
Skyline view of Chicago with Ferris wheel during Odyssey Lake Michigan Dinner Cruise.

Odyssey Lake Michigan Dinner Cruise

Free cancellation
3 hrs
from
$132.58
Slide 1 of 7, Tour boat on Chicago River with city skyline and bridge in background.
Tour boat on Chicago River with city skyline and bridge in background.
Tour guide speaking on a Chicago River Architecture Cruise with skyscrapers in the background.
Tour boat cruising on the Chicago River with city skyline and bridge in the background.
Cruise boat on Chicago River with city skyscrapers and Wrigley Building in view.
Cruise boat on Chicago River with city skyscrapers in the background.
Chicago River cruise boat passing iconic skyscrapers and bridges.
Willis Tower view from Chicago River Architecture Cruise.

75-Minute Chicago River Architecture Cruise by Shoreline

Free cancellation
1 hr 15 mins
from
$46
Slide 1 of 7, Chicago River architecture cruise boat passing under a lift bridge with city skyscrapers in the background.
Chicago River architecture cruise boat passing under a lift bridge with city skyscrapers in the background.
Chicago River cruise boat with city skyline, part of 90 Min Chicago River and Lake Michigan Architecture Cruise.
Chicago River with skyline view, featuring modern skyscrapers on a 45min architecture cruise.
Chicago skyline with Willis Tower viewed from the river, featuring a raised railway bridge.
Chicago skyline with boats on the river during architecture cruise.
Tour boat on Chicago River with city skyline in background during architecture cruise.
Chicago River with skyscrapers at sunset during architecture cruise.

90-min Chicago River and Lake Michigan Architecture Cruise by Wendella

Free cancellation
1 hr 30 mins
$45
Slide 1 of 10, Cruise boat on Lake Michigan with Chicago skyline at sunset.
Cruise boat on Lake Michigan with Chicago skyline at sunset.
People enjoying a sunset cruise on Lake Michigan with a view of a lighthouse and Chicago skyline.
Chicago skyline at sunset viewed from Lake Michigan during a 90-minute scenic cruise.
Downtown Chicago skyscrapers at sunset with a cruise boat on Lake Michigan.
Cruise passengers view Chicago skyline at sunset on Lake Michigan.
Couple on deck enjoying Chicago skyline during 90-minute scenic sunset Lake Michigan cruise.
Group of friends enjoying wine on a Lake Michigan sunset cruise.
Chicago downtown skyline at sunset viewed from Lake Michigan.
Person photographing Chicago skyline during Lake Michigan sunset cruise.
Chicago skyline at sunset reflecting on Lake Michigan during a 90-minute scenic cruise.

90-min Scenic Sunset Lake Michigan Cruise by Wendella

Free cancellation
1 hr 30 mins
$45
Slide 1 of 8, Big Bus: Chicago Hop-on Hop-off Bus Tour
Big Bus: Chicago Hop-on Hop-off Bus Tour
Big Bus: Chicago Hop-on Hop-off Bus Tour
Big Bus: Chicago Hop-on Hop-off Bus Tour
Big Bus: Chicago Hop-on Hop-off Bus Tour
Big Bus: Chicago Hop-on Hop-off Bus Tour
Big Bus: Chicago Hop-on Hop-off Bus Tour
Big Bus: Chicago Hop-on Hop-off Bus Tour
Children enjoying a hop-on hop-off bus tour in front of the Field Museum, Chicago.

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

Free cancellation
Explore at your pace
from
$49
Slide 1 of 5, Cruise boat on Lake Michigan with Chicago skyline in the background.
Cruise boat on Lake Michigan with Chicago skyline in the background.
Guests smiling on Lake Michigan Skyline Cruise.
Guests enjoying drinks on Lake Michigan Skyline Cruise.
Bartender serving drinks on Lake Michigan Skyline Cruise.
Tour boat on Lake Michigan for 30-min skyline cruise, Chicago.

45-Min Lake Michigan Tour by Shoreline

Free cancellation
45 mins
from
$34

Cruises in Chicago

Slide 1 of 7, Chicago River cruise boat passing under DuSable Bridge with city buildings in the background.
Chicago River cruise boat passing under DuSable Bridge with city buildings in the background.
Visitors on Chicago River cruise viewing city architecture.
Chicago River cruise boat passing under a bridge with city skyscrapers in the background.
Wrigley Building and Chicago River view on 90-minute architecture cruise.
Visitors on Chicago River architecture cruise viewing skyscrapers.
Chicago skyline along the river viewed from the 90 Min Chicago River Architecture Cruise.
Chicago skyline with Willis Tower viewed from the river, featuring a raised railway bridge.

90-min Chicago River Architecture Cruise by Wendella

Free cancellation
1 hr 30 mins
$45
Slide 1 of 8, Chicago River cruise boat passing under a bridge with city skyline.
Chicago River cruise boat passing under a bridge with city skyline.
Chicago River with raised lift bridges and skyline during architecture cruise.
Tour boat on Chicago River with city skyline in background during architecture cruise.
Visitors on Chicago River cruise viewing city architecture.
Chicago River with skyline view, featuring modern skyscrapers on a 45min architecture cruise.
Chicago River with skyscrapers at sunset during architecture cruise.
Chicago River with skyscrapers and bridge at sunset during architecture cruise.
Chicago River at night with open lift bridge and illuminated skyline during architecture cruise.

45-min Chicago River Architecture Cruise by Wendella

Free cancellation
45 mins - 1 hr 30 mins
from
$28
Slide 1 of 7, Chicago River architecture cruise boat passing under a lift bridge with city skyscrapers in the background.
Chicago River architecture cruise boat passing under a lift bridge with city skyscrapers in the background.
Chicago River cruise boat with city skyline, part of 90 Min Chicago River and Lake Michigan Architecture Cruise.
Chicago River with skyline view, featuring modern skyscrapers on a 45min architecture cruise.
Chicago skyline with Willis Tower viewed from the river, featuring a raised railway bridge.
Chicago skyline with boats on the river during architecture cruise.
Tour boat on Chicago River with city skyline in background during architecture cruise.
Chicago River with skyscrapers at sunset during architecture cruise.

90-min Chicago River and Lake Michigan Architecture Cruise by Wendella

Free cancellation
1 hr 30 mins
$45
Slide 1 of 10, Cruise boat on Lake Michigan with Chicago skyline at sunset.
Cruise boat on Lake Michigan with Chicago skyline at sunset.
People enjoying a sunset cruise on Lake Michigan with a view of a lighthouse and Chicago skyline.
Chicago skyline at sunset viewed from Lake Michigan during a 90-minute scenic cruise.
Downtown Chicago skyscrapers at sunset with a cruise boat on Lake Michigan.
Cruise passengers view Chicago skyline at sunset on Lake Michigan.
Couple on deck enjoying Chicago skyline during 90-minute scenic sunset Lake Michigan cruise.
Group of friends enjoying wine on a Lake Michigan sunset cruise.
Chicago downtown skyline at sunset viewed from Lake Michigan.
Person photographing Chicago skyline during Lake Michigan sunset cruise.
Chicago skyline at sunset reflecting on Lake Michigan during a 90-minute scenic cruise.

90-min Scenic Sunset Lake Michigan Cruise by Wendella

Free cancellation
1 hr 30 mins
$45
Slide 1 of 8, Dinner cruise boat on Chicago River with illuminated city skyline at night.
Dinner cruise boat on Chicago River with illuminated city skyline at night.
Couple dining on a Chicago dinner cruise with city skyline views.
Chicago skyline with illuminated skyscrapers and river at dusk, Illinois, USA.
Dinner cruise guests enjoying Chicago skyline views through glass windows.
Chicago River at sunset with city skyline and illuminated buildings.
Chicago River at night with illuminated skyscrapers and reflections on the water.
Guests enjoying a meal on a Chicago dinner cruise with city lights in the background.
Chicago River cruise at dusk with illuminated skyscrapers in Chicago, Illinois, USA.

Chicago Dinner Cruise

Free cancellation
2 hrs - 3 hrs
from
$112.10
Slide 1 of 8, Chicago River cruise boat with city skyline in the background.
Chicago River cruise boat with city skyline in the background.
Couple enjoying Chicago River & Lake Sightseeing Cruise with city skyline in background.
Group enjoying Chicago River cruise with city skyline in background.
Tour guide speaking to passengers on Chicago River & Lake Sightseeing Cruise.
Cruise boat near Chicago Harbor Lighthouse on Lake Michigan.
Sightseeing cruise on Chicago River with view of city skyline and bridge.
Sightseeing cruise boat on Chicago River with city skyline in background.
Tourists photographing Chicago skyline from a boat on the Chicago River & Lake Sightseeing Cruise.

Chicago River & Lake Sightseeing Cruise by First Lady

Explore at your pace
from
$46
Slide 1 of 7, Tour boat on Chicago River with city skyline and bridge in background.
Tour boat on Chicago River with city skyline and bridge in background.
Tour guide speaking on a Chicago River Architecture Cruise with skyscrapers in the background.
Tour boat cruising on the Chicago River with city skyline and bridge in the background.
Cruise boat on Chicago River with city skyscrapers and Wrigley Building in view.
Cruise boat on Chicago River with city skyscrapers in the background.
Chicago River cruise boat passing iconic skyscrapers and bridges.
Willis Tower view from Chicago River Architecture Cruise.

75-Minute Chicago River Architecture Cruise by Shoreline

Free cancellation
1 hr 15 mins
from
$46
Slide 1 of 5, Cruise boat on Lake Michigan with Chicago skyline in the background.
Cruise boat on Lake Michigan with Chicago skyline in the background.
Guests smiling on Lake Michigan Skyline Cruise.
Guests enjoying drinks on Lake Michigan Skyline Cruise.
Bartender serving drinks on Lake Michigan Skyline Cruise.
Tour boat on Lake Michigan for 30-min skyline cruise, Chicago.

45-Min Lake Michigan Tour by Shoreline

Free cancellation
45 mins
from
$34

Chicago Specials

Slide 1 of 7, Big Bus Chicago tour and Chicago 360 observation deck view.
Big Bus Chicago tour and Chicago 360 observation deck view.
Tourists boarding a Big Bus Chicago for a Hop On and Hop Off tour.
Tourists on an open-top bus enjoying the Chicago skyline during a Hop-On-Hop-Off tour.
Couple taking a selfie at Chicago 360 Observation Deck with city skyline view.
Visitors enjoying the view from Chicago 360 Observation Deck.
Open-top bus with tourists on Chicago Hop-On-Hop-Off Tour, skyscrapers in background.
Two people enjoying drinks at CloudBar with a view of Chicago from 360 Observation Deck.

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

Free cancellation
Explore at your pace
from Original price$79
$71.10

10% off

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Frequently asked questions about Chicago attraction tickets

Top draws include the 360 Chicago Observation Deck, and the iconic Willis Tower Skydeck — all perfect for first-time visitors.