— 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
104
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
À partir de36,07 €
The Art Institute of Chicago: Fast Pass
À partir de40 $US
The Field Museum of Natural History: Entry Ticket
À partir de29 $US
Big Bus: Chicago Hop-on Hop-off Bus Tour
360 Chicago Observation Deck: Entry Ticket
À partir de30 $US
The Field Museum of Natural History: Pass
À partir de42 $US
Chicago: Architecture River Cruise from Navy Pier
À partir de39 $US
360 Chicago Observation Deck Skip-the-Line Tickets
Chicago C3® CityPASS®: 3 Attractions of your choice
À partir de109 $US
Chicago: 45 Minute Architectural Sightseeing Cruise
À partir de28 $US
Museum Of Contemporary Art (MCA): Entry Ticket
À partir de22 $US
Lake Michigan & Chicago River: 1.5-Hr Sightseeing Cruise
À partir de46 $US
Navy Pier Centennial Wheel: Entry Ticket
À partir de21,1 €
Museum of Illusions Chicago: Entry Ticket
À partir de43 $US
Museum of Ice Cream Chicago: Entry Ticket
À partir de43 $US
Flyover Experience in Chicago
À partir de27,95 $US
Chicago: 90 Minute Architecture Sightseeing Cruise
À partir de45 $US
Medieval Torture Museum: Entry Ticket
À partir de35,83 $US
Chicago CityPASS®
À partir de144 $US
Chicago: Architecture Foundation Center River Cruise aboard Chicago's First Lady
À partir de57 $US
Chicago Explorer Pass: 2 to 7 Attractions including 360 Chicago
À partir de84 $US
Chicago: 90-Minute Architecture Tour on the Lake & River
À partir de45 $US
Chicago Crime & Mob Bus Tour: Criminals, Mobsters and Gangsters
À partir de49 $US
Before you book
FAQ
- Is gratuity included?
- Usually not — a 10–15% tip for private guides and drivers is standard and appreciated.