9 deals from our UK site
 

Hotels with Member-Exclusive Extras

 
Source: The Silversmith Hotel

One block from the public art playground of Millennium Park
Available year-round

100% (18 ratings)
 
Source: Thompson Chicago

The newly renovated luxury hotel debuted in October 2013
Available year-round

100% (18 ratings)
 
Source: Radisson Blu Aqua Hotel, Chicago

Ranked one of the Best Hotels in Chicago in the Conde Nast Traveler Readers’ Choice Awards 2014
Available year-round

100% (12 ratings)
 
Source: Best Western Plus Hawthorne Terrace

Located in the Lakeview neighbourhood; Wrigley Field, Lake Michigan, Lincoln Park and dozens of restaurants and bars are walkable
Available year-round

100% (11 ratings)
 
Source: Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Bargain pick in an upmarket, central neighbourhood
Available year-round

87% (53 ratings)
 
Source: IVY Boutique Hotel

A cool boutique hotel within walking distance to many of Chicago’s most popular attractions
Available year-round

96% (141 ratings)
 
Source: River Hotel

Steps from the start of Chicago’s Magnificent Mile 
Available year-round

83% (18 ratings)
 
32 deals from our U.S. site*
* Taxes and fees may be additional.

Deals are priced in U.S. dollars and are sourced by our U.S. Deal Experts. Airfare and air-inclusive holidays or cruise pricing includes taxes; hotel, entertainment, car hire, cruise and Local Deal prices do not include tax, and you may need to pay some tax directly to the provider.

Source: Central Loop Hotel

While other Chicago hotels charge $250 or more in fall, Central Loop Hotel dodges the trend, undercutting many of them by as much as $100

Weekends Aug. 19 - Nov. 26; Dec. is even cheaper
95% (20 ratings)
 
Source: Joffrey Ballet

Tickets start at just $33 per show for orchestra seats.

Various dates 2016-2017
 
Source: Virgin America

Snag discounted fares on the 'Best Domestic Airline' for the ninth year in a row (Travel + Leisure World's Best Awards)

Oct. 15 - Dec. 14
 
Source: Virgin America

Grab a seat for summer and jet across the country on the 'Best Domestic Airline.'

Oct. 15 - Dec. 14
 
Source: JetBlue Airways

Oct. 8 - Jan. 20
 
Source: Skydeck Chicago

Soar to the top of one of America's tallest buildings and see Chicago from 103 stories above street level with this offer that saves over 20% on admission.

Through Feb. 28, 2017
 
Source: Chicago Trolley & Double Decker Co.

These open-top, double-decker buses earn a 4-star rating from both TripAdvisor and Yelp users and transport riders through Chicago with guided narration.

Through Oct. 31, 2016
 
Source: Pinstripes

Save over 40% on drinks and food at Pinstripes, a bocce, bowling and bistro hub with four locations across the Chicagoland area.

Through Nov. 10, 2016; Sunday-Thursday
 
Source: Chicago Explorer Pass

Get a taste of all Chicago has to offer, and save up to 40% on the gate prices to over 25 of the city's top attractions with the Chicago Explorer Pass.

Valid for use through March 31, 2017
 
Source: Museum of Contemporary Art Chicago

Travelzoo members save 25% on admission to the Museum of Contemporary Art, one of Chicago's best museums, according to Chicagoist and Time Out.

Through May 31, 2017
 
Source: Balanced Flow Wellness at Balance Spa - Palmer House A Hilton Hotel

Fodor's praises the "massive" AAA 4-Diamond Palmer House for its prime downtown location and "modern attributes" like the luxurious spa.

Through Nov. 11, 2016
 

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