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Chicago Vacation

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* Avg price / night based on Tripadvisor data in the past 30 days

Million Dollar Views! Luxury Downtown Skyhouse!
5/5
Vrbo (86)
Chicago, IL 60661
Vacations By Rail
Tours
309 West Washington Street, Suite 650, Chicago, IL 60606
Open · Closes 7 PM
(877) 929-7245
$377*
The Penthouse at Grand Plaza
4/5
(26)
540 N State St, Chicago, IL 60654
(847) 432-0411
Absolutely Chicago Segway Tours
5/5
(2.5K) · Tours
300 E Monroe St, Chicago, IL 60603
Closed · Opens 9 AM
(312) 552-5100
Travel Visa Pro Chicago
Passport & visa services
318 W Adams St Ste 1711, Chicago, IL 60606
(312) 800-1269
IACE TRAVEL
Travel agents
111 N Wabash Ave Ste 2108, Chicago, IL 60602
Closed · Opens 9 AM
(212) 972-3200
Beyond Travel
Travel agents
161 W Kinzie St, Chicago, IL 60654
Open · Closes 8 PM
(312) 967-6990
Chicago Loop Apartment
215 W Lake St, Chicago, IL 60606
Group Travel Center
Airline ticket agency
307 N Michigan Ave, Chicago, IL 60601
Closed · Opens 9 AM
(800) 677-8875
Chicago Business Travel Association
Travel agents
323 E Wacker Dr, Chicago, IL 60601
Chicago
Visitor center
12 S Michigan Ave, Chicago, IL 60603
Closed · Opens 5 PM
(312) 792-3515
Oswego Travel
Travel agents
1357 N Wells St, Chicago, IL 60610
(630) 554-3777
Executive Versace Suite Downtown Chicago
Chicago, IL 60611
Cerulean World Travel, Luxury Travel Vacations Agency
(1) · Travel agents
758 N Larrabee St Ste 201, Chicago, IL 60654
Closed · Opens 9 AM
(312) 884-7890
Windy City Vacation Rental
Vacation rental agents
353 W Chicago Ave, Chicago, IL
Kasa | Cozy Long Term Stay + Balcony | Chicago
Chicago, IL 60654
Sonder Jewelers Row | Superior One-Bedroom Apartment
Chicago, IL 60603
Cloud9 | Lux apt @ Financial District with POOL | The Kroc
Chicago, IL 60603

TripAdvisor
Chicago Vacation | The 10 Best Hotels (2025)
https://www.tripadvisor.com
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Momondo
Chicago Vacation | Low Prices on Great Hotels
https://www.momondo.com › vacations › chicago
AdChicago Vacation. Find the Best Accommodation Deals for Your Stay in Chicago. Compare Great Deals on Vacations in Chicago. Search with momondo!
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Featured Hotels: Hyatt Regency Chicago, Warwick Allerton Chicago, River Hotel and more
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Chicago Vacation

Recommended Searches

Chicago Vacation | The 10 Best Hotels (2025)

Chicago Vacation | Low Prices on Great Hotels