Beginning of main content

7800 Travelers rated Chicago highly for Urban and Skyscrapers

Due to coronavirus (COVID-19) travel advisories, some destinations may be unavailable for certain dates. Find out more.
Due to coronavirus (COVID-19) travel advisories, some destinations may be unavailable for certain dates. Find out more.
Book a package and join the 188 others who’ve received 100% off their flights this year!
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5
Book a package and join the 188 others who’ve received 100% off their flights this year!


Top Rated Hotels for your Chicago Vacation

The Godfrey Hotel Chicago
The Godfrey Hotel Chicago
4.5 out of 5.0 127 West Huron, at LaSalle, Chicago, IL
Free Cancellation
$90
4.4/5 (249 reviews)

Nice property. Would stay here again..............

Reviewed on Feb 26, 2020
The Godfrey Hotel Chicago features a full-service spa, a nightclub, and a 24-hour fitness center. Valet parking is offered for USD 60.00 per night. The front ...
LondonHouse Chicago, Curio Collection by Hilton
LondonHouse Chicago, Curio Collection by Hilton
4.5 out of 5.0 85 East Wacker Drive, Chicago, IL
Free Cancellation
$99
4.5/5 (93 reviews)

Very nice place and perfect location. Make sure to checkout the rooftop also great place to hangout.

Reviewed on Feb 24, 2020
Renovated in 2016, LondonHouse Chicago, Curio Collection by Hilton offers a full-service spa, a 24-hour fitness center, and free WiFi in public areas. Valet ...
Best Western Grant Park Hotel
Best Western Grant Park Hotel
2.5 out of 5.0 1100 S Michigan Ave, Chicago, IL
Free Cancellation
$64
4.1/5 (149 reviews)

The staff was really nice and helpful. My room wasn’t properly cleaned, there was old gum stuck to the window and room had a weird smell

Reviewed on May 29, 2020
Guests of Best Western Grant Park Hotel enjoy a fitness center, free WiFi in public areas, and a business center. Valet parking is available for USD 52.00 per ...

Things To Do during your Chicago Vacation

See all 119 things to do in Chicago

^Savings based on all package bookings with Flight + Hotel made on Orbitz.com from January 1, 2019 to December 31, 2019 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.