— Private & premium
Luxury experiences in Chicago
Sometimes the whole point of a trip is to splurge. These Chicago experiences go beyond standard admission — private guides, after-hours access, skip-the-line everything, and small-group sizes that put you in the room with the curator instead of the crowd.
See all Chicago
VIP access, private guides, zero queues.
Matches
103
City
Chicago
Total in city
75
Min rating
4.5
About this list
Why this shortlist
Every listing is rated 4.5★ or higher and starts at €100+ per person. We've included the full range — from private evening tours of major museums to helicopter transfers, yacht charters, and Michelin-starred tasting menus paired with Chicago's best experiences.
Booking is instant, but for anything time-sensitive we recommend reserving several weeks ahead.
Shortlist
Luxury experiences in Chicago
Skydeck Chicago: Entry Ticket
Desde36,07 €
The Art Institute of Chicago: Fast Pass
Desde40 US$
The Field Museum of Natural History: Entry Ticket
Desde29 US$
Big Bus: Chicago Hop-on Hop-off Bus Tour
360 Chicago Observation Deck: Entry Ticket
Desde30 US$
The Field Museum of Natural History: Pass
Desde42 US$
Chicago: Architecture River Cruise from Navy Pier
Desde39 US$
360 Chicago Observation Deck Skip-the-Line Tickets
Chicago C3® CityPASS®: 3 Attractions of your choice
Desde109 US$
Chicago: 45 Minute Architectural Sightseeing Cruise
Desde28 US$
Museum Of Contemporary Art (MCA): Entry Ticket
Desde22 US$
Lake Michigan & Chicago River: 1.5-Hr Sightseeing Cruise
Desde46 US$
Navy Pier Centennial Wheel: Entry Ticket
Desde21,1 €
Museum of Illusions Chicago: Entry Ticket
Desde43 US$
Museum of Ice Cream Chicago: Entry Ticket
Desde43 US$
Chicago: 90 Minute Architecture Sightseeing Cruise
Desde45 US$
Flyover Experience in Chicago
Desde27,95 US$
Medieval Torture Museum: Entry Ticket
Desde35,83 US$
Chicago CityPASS®
Desde144 US$
Chicago: Architecture Foundation Center River Cruise aboard Chicago's First Lady
Desde57 US$
Chicago Explorer Pass: 2 to 7 Attractions including 360 Chicago
Desde84 US$
Chicago: 90-Minute Architecture Tour on the Lake & River
Desde45 US$
Chicago Crime & Mob Bus Tour: Criminals, Mobsters and Gangsters
Desde49 US$
Before you book
FAQ
- Is gratuity included?
- Usually not — a 10–15% tip for private guides and drivers is standard and appreciated.