4.4(2.1k)
Go City Chicago All-Inclusive Pass: Choose from 39 Attractions
Chicago
From$149
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Book Chicago tickets in October 2026
100+ experiences bookable in October 2026, official tickets and instant confirmation.
All things to do
View allAll things to do in Chicago in October 2026
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Chicago attractions
Iconic landmarks, museums and galleries - book entry tickets in advance to skip the line where supported.
4.4(2.1k)Go City Chicago All-Inclusive Pass: Choose from 39 Attractions
Chicago
From$149
4.5(2.1k)Go City Chicago Explorer Pass: Choose from 39 Attractions
Chicago
From$84
4.7(575)The Art Institute of Chicago: Fast Pass
Art Institute of Chicago
From$40
4.6(335)The Field Museum of Natural History: Entry Ticket
Field Museum of Natural History
From$29
4.3(308)360 Chicago Observation Deck: Entry Ticket
360 Chicago Observation Deck
From$27
4.6(301)Big Bus: Chicago Hop-on Hop-off Bus Tour
Chicago
From$49
4.2(181)Navy Pier Centennial Wheel: Entry Ticket
Navy Pier Centennial Wheel
From$24.72
4.4(162)360 Chicago Observation Deck Skip-the-Line Tickets
360 CHICAGO
From$27
Chicago tours
Guided walking tours, hop-on-hop-off buses and small-group experiences led by local guides.
- 4.6(301)
Big Bus: Chicago Hop-on Hop-off Bus Tour
Chicago
From$49
4.5(145)75-Minute Chicago River Architecture Cruise by Shoreline
Chicago
From$39
4.8(93)Chicago: Architecture River Cruise from Navy Pier
Chicago
From$39
4.2(64)Santa’s Village Amusement & Water Park: Any Day Ticket
Santa’s Village Amusement & Water Park
From$45.13
4.7(17)Chicago Crime & Mob Bus Tour: Criminals, Mobsters and Gangsters
Chicago
From$49
4.2(11)30-Min Lake Michigan Tour by Shoreline
Shoreline Architecture Boats Tours
From$32.50
4.4Chicago River & Lake Sightseeing Cruise by First Lady
112 E Wacker Dr
From$46
Chicago: Skyline Lake Tour
Chicago
From$32.50
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Chicago · October 2026
Chicago in October 2026
Crisp weather, Halloween tours at the Tower of London, and quieter attractions before the Christmas rush. 102 experiences in Chicago are confirmed bookable in October 2026 — book ahead for the best seats at West End theatre shows and flagship attractions.
Top picks for October 2026: 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. 102 experiences in total across West End theatre, attractions, tours and Thames cruises.
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