Go City Chicago All-Inclusive Pass: Choose from 39 Attractions
Chicago
From$109
All things to do
All things to do in Chicago in January 2027
Go City Chicago Explorer Pass: Choose from 39 Attractions
Chicago
From$79
The Art Institute of Chicago: Fast Pass
Art Institute of Chicago
From$40
The Field Museum of Natural History: Entry Ticket
Field Museum of Natural History
From$29
360 Chicago Observation Deck: Entry Ticket
360 Chicago Observation Deck
From$30
Big Bus: Chicago Hop-on Hop-off Bus Tour
Chicago
From$24
Navy Pier Centennial Wheel: Entry Ticket
Navy Pier Centennial Wheel
From$24.72
360 Chicago Observation Deck Skip-the-Line Tickets
360 CHICAGO
From$19
Chicago C3® CityPASS®: 3 Attractions of your choice
Chicago
From$109
Skydeck Chicago Tickets
Skydeck Chicago
From$29.66
Official Chicago Architecture Cruise by First Lady
Chicago
From$24
The Field Museum of Natural History: Pass
Field Museum of Natural History
From$42
Museum of Ice Cream Chicago: Entry Ticket
Museum of Ice Cream Chicago
From$43
Chicago: Architecture River Cruise from Navy Pier
Chicago
From$39
Museum Of Contemporary Art (MCA): Entry Ticket
Museum of Contemporary Art
From$22
90-min Chicago River and Lake Michigan Architecture Cruise by Wendella
Wendella Tours & Cruises
From$20
Balloon Museum® Chicago: EmotionAir Exhibition Entry Ticket
Balloon Museum® Chicago
From$44.38
Museum of Illusions Chicago: Entry Ticket
Museum of Illusions Chicago
From$43
Flyover Experience in Chicago
Chicago
From$31.31
Chicago CityPASS®
Chicago
From$144
Chicago Explorer Pass: 2 to 7 Attractions including 360 Chicago
Chicago
From$84
Chicago Architecture Evening Cruise by Shoreline
Equitable Building
From$29
90-min Scenic Sunset Lake Michigan Cruise by Wendella
Wendella Tours & Cruises
From$20
Medieval Torture Museum: Entry Ticket
Medieval Torture Museum
From$35.83
Showing 24 of 88 experiences in Chicago
Chicago attractions
Iconic landmarks, museums and galleries - book entry tickets in advance to skip the line where supported.
Go City Chicago All-Inclusive Pass: Choose from 39 Attractions
Chicago
From$109
Go City Chicago Explorer Pass: Choose from 39 Attractions
Chicago
From$79
The Art Institute of Chicago: Fast Pass
Art Institute of Chicago
From$40
The Field Museum of Natural History: Entry Ticket
Field Museum of Natural History
From$29
360 Chicago Observation Deck: Entry Ticket
360 Chicago Observation Deck
From$30
Big Bus: Chicago Hop-on Hop-off Bus Tour
Chicago
From$24
Navy Pier Centennial Wheel: Entry Ticket
Navy Pier Centennial Wheel
From$24.72
360 Chicago Observation Deck Skip-the-Line Tickets
360 CHICAGO
From$19
Chicago tours
Guided walking tours, hop-on-hop-off buses and small-group experiences led by local guides.
Big Bus: Chicago Hop-on Hop-off Bus Tour
Chicago
From$24
Chicago: Architecture River Cruise from Navy Pier
Chicago
From$39
Chicago Crime & Mob Bus Tour: Criminals, Mobsters and Gangsters
Chicago
From$49
30-Min Lake Michigan Tour by Shoreline
Shoreline Architecture Boats Tours
From$11.50
Chicago: Skyline Lake Tour
Chicago
From$32.50
Lake Michigan & Chicago River: 75 Minute Speedboat Cruise
Chicago
From$73.80
The Chicago Theatre Tour Experience
Chicago Theatre
From$30
Lake Michigan & Chicago River: 1.5-Hr Night Sightseeing Cruise
Chicago
From$50
Official venue tickets
Direct from the venue
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Chicago · January 2027
Chicago in January 2027
Post-holiday quiet, deeply discounted West End matinees, and the January sales — a smart time to book popular shows without the tourist premium. 88 experiences in Chicago are confirmed bookable in January 2027 — book ahead for the best seats at West End theatre shows and flagship attractions.
Top picks for January 2027: Go City Chicago All-Inclusive Pass: Choose from 39 Attractions, Go City Chicago Explorer Pass: Choose from 39 Attractions, and The Art Institute of Chicago: Fast Pass.
Average rating across these Chicago experiences sits at 4.0 stars.
Before you book
Frequently asked questions
Answers to the most common questions about booking experiences in Chicago.
- Go City Chicago All-Inclusive Pass: Choose from 39 Attractions, Go City Chicago Explorer Pass: Choose from 39 Attractions, and The Art Institute of Chicago: Fast Pass lead the line-up. 88 experiences in total across West End theatre, attractions, tours and Thames cruises.
From the tickadoo blog
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Hand-picked travel guides, show reviews, and itineraries — all free, all written by our editorial team.