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3 Chicago private tour options found
Looking for a more flexible way to explore Chicago? Trip.com offers a selection of Chicago private tours and personalized experiences designed for families, friends, and small groups. Some options may include private guides, private transportation, or customizable itineraries, making it easier to choose a Chicago private or customized tour based on group size, trip duration, and your travel preferences.
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English
Airport/station transfers included
Comfort hotels
Why choose Private Tours?
Fully flexible itinerary
1-on-1 customer service
Private car/guide
Private Tours
Explore Chicago at leisure, enjoy museums, lake views, architecture and bird watching. | Unlock hidden gems with a customized trip. Our experts are ready to help design your perfect journey. Optimized itinerary avoids long hauls, giving you more relaxed enjoyment. One vehicle throughout. | With 8+ years of driving experience, regularly maintained vehicles, and full insurance coverage, your safety is our top priority. No hidden fees- just relax, and focus on the views.
English
Guaranteed departure
Arr. & dep. transfers incl.
Choose your hotel
Car type options available
Departs: Chicago
SGD 3,629
(incl. taxes & fees)
Customize trip
Private Tours
Chicago icons: Field Museum, Shedd Aquarium, Adler Planetarium, CAC cruise, 360 CHICAGO, Art Institute, Indiana Dunes. City and nature in one trip. | Unlock hidden gems with a customized trip. Our experts are ready to help design your perfect journey. Optimized itinerary avoids long hauls, giving you more relaxed enjoyment. One vehicle throughout. | With 8+ years of driving experience, regularly maintained vehicles, and full insurance coverage, your safety is our top priority. No hidden fees- just relax, and focus on the views.
English
Guaranteed departure
Arr. & dep. transfers incl.
Choose your hotel
Car type options available
Departs: Chicago
SGD 5,127
(incl. taxes & fees)
Customize trip
Private Tours
One-Stop Chicago Tour: Museums, Architecture, Lakefront, Urban Highlights. | Unlock hidden gems with a customized trip. Our experts are ready to help design your perfect journey. Optimized itinerary avoids long hauls, giving you more relaxed enjoyment. One vehicle throughout. | With 8+ years of driving experience, regularly maintained vehicles, and full insurance coverage, your safety is our top priority. No hidden fees- just relax, and focus on the views.
English
Guaranteed departure
Arr. & dep. transfers incl.
Choose your hotel
Car type options available
Departs: Chicago
SGD 2,799
(incl. taxes & fees)
Customize trip
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