Go City: Madrid Explorer Pass
Fra84 US$
Most booked
Most booked in Chicago in September 2026
Skydeck Chicago: Entry Ticket
Fra36,12 €
45-min Chicago River Architecture Cruise by Wendella
Wendella Tours & Cruises
Fra28 US$
Combo (Save 10%): Chicago Hop-on Hop-off Bus Tour + 360 Chicago Observation Deck Skip-the-Line Tickets
Fra71,1 US$
The Art Institute of Chicago: Fast Pass
Fra34,2 €
90-min Chicago River Architecture Cruise by Wendella
Wendella Tours & Cruises
Fra45 US$
Byrundtur: Hop-on Hop-off bus tur i Verona
Fra45 US$
The Field Museum of Natural History: Entry Ticket
Fra24,8 €
Chicago attractions
Iconic landmarks, museums and galleries — book entry tickets in advance to skip the line where supported.
Go City: Madrid Explorer Pass
Fra84 US$
Skydeck Chicago: Entry Ticket
Fra36,12 €
The Art Institute of Chicago: Fast Pass
Fra34,2 €
The Field Museum of Natural History: Entry Ticket
Fra24,8 €
360 Chicago Observation Deck: Entry Ticket
Fra25,65 €
Skip køen-billetter til 360 Chicago Observation Deck
360 CHICAGO
Fra30 US$
Chicago tours
Guided walking tours, hop-on-hop-off buses and small-group experiences led by local guides.
45-min Chicago River Architecture Cruise by Wendella
Wendella Tours & Cruises
Fra28 US$
Combo (Save 10%): Chicago Hop-on Hop-off Bus Tour + 360 Chicago Observation Deck Skip-the-Line Tickets
Fra71,1 US$
90-min Chicago River Architecture Cruise by Wendella
Wendella Tours & Cruises
Fra45 US$
Byrundtur: Hop-on Hop-off bus tur i Verona
Fra45 US$
Chicago: Architecture River Cruise from Navy Pier
Fra33,35 €
Official Chicago Architecture Cruise by First Lady
First Lady
Fra57 US$
Curated
First time in Chicago?
The must-dos — start here
Curated
Chicago hidden gems
High-rated experiences that haven't gone viral (yet)
45-min Chicago River Architecture Cruise by Wendella
Wendella Tours & Cruises
Fra28 US$
90-min Chicago River Architecture Cruise by Wendella
Wendella Tours & Cruises
Fra45 US$
Chicago: Architecture River Cruise from Navy Pier
Fra33,35 €
Chicago: Architecture River Cruise from Michigan Avenue
Fra39,33 €
The Art Institute of Chicago: Fast Pass
Fra34,2 €
Official Chicago Architecture Cruise by First Lady
First Lady
Fra57 US$
Curated
Best Chicago experiences for families
Kid-friendly museums, interactive attractions, Harry Potter
Official venue partner
Direct from the venue
Secure payment
Powered by Stripe
Refund guarantee
If your event is cancelled
Exclusive discounts
Free with tickadoo+ membership
tickadoo+
Join freeSave up to 15% on every Chicago booking
Free to join. 5% off your first booking, 10% off your second, 15% off every booking after.
Chicago · September 2026
Chicago in September 2026
The sweet spot — warm enough for walking tours, quiet enough to get good seats. West End autumn programming launches. 121 experiences in Chicago are confirmed bookable in September 2026 — book ahead for the best seats at West End theatre shows and flagship attractions.
Top picks for September 2026: Go City: Madrid Explorer Pass, Skydeck Chicago: Entry Ticket, and 45-min Chicago River Architecture Cruise by Wendella.
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: Madrid Explorer Pass, Skydeck Chicago: Entry Ticket, and 45-min Chicago River Architecture Cruise by Wendella lead the line-up. 121 experiences in total across West End theatre, attractions, tours and Thames cruises.
From the tickadoo blog
Read more about Chicago
Hand-picked travel guides, show reviews, and itineraries — all free, all written by our editorial team.