8 deals from our UK site
Select dates Aug-Sep, 2016; May-Sep, 2017
Forever Cruises
 

Hotels with Member-Exclusive Extras

 
Source: Thompson Chicago

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

100% (18 ratings)
 
Source: Hotel Chicago Downtown

Hip, high-energy hotel adjacent to Chicago's House of Blues
Available year-round

93% (67 ratings)
 
Source: Hotel Lincoln

Save 35% on overnight stays at this deluxe Chicago hotel -- now £67
Available year-round

96% (101 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% (10 ratings)
 
Source: IVY Boutique Hotel

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

97% (137 ratings)
 
Source: Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

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

87% (47 ratings)
 
47 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: Major Airlines on Fly.com

August-December
 
Source: United & Spirit Airlines on Fly.com

August-September
 
Source: Broadway In Chicago

The show has garnered overwhelmingly positive critical response, including nine Tonys and a Grammy.

Select dates July 1-24
 
Source: Spa + Fitness Center at Four Seasons Hotel Chicago

The Spa + Fitness Center at Four Seasons Hotel Chicago "makes you feel right at home," raves Forbes Travel Guide. Save over 40% on a relaxing spa day.

Through Sept. 30, 2016; Sunday-Thursday
 
Source: Tall Ship Red Witch

Set a course for Lake Michigan adventure this summer and reserve a trip on the Tall Ship Red Witch. Fireworks sails are select dates this June.

June 22, 25 or 29
 
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: City Winery

Visit City Winery in the West Loop, "a multifaceted amalgam of all things wine from drinking it to making it" (Zagat) and save 50% on brunch, lunch or dinner.

Through Aug. 15, 2016; Sunday-Thursday
 
Source: Pizzeria UNO

Pizzeria UNO is where Chicago's iconic deep dish pizza was created over 70 years ago. With this exclusive offer, members can learn to craft their own.

Through Aug. 31, 2016; Tuesday-Sunday mornings
 
Source: Odyssey Cruises

Save over 40% on a dinner cruise on Odyssey Chicago, a cruise which earns a 4-star rating from TripAdvisor users.

Through Aug. 31, 2016
 
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: The Metropolitan Club of Chicago

Arguably the greatest view from a restaurant in North America, the exclusive Metropolitan Club in the Willis Tower offers members a luxe dinner for two.

June 20, 2016 - Oct. 1, 2016
 
Source: Oxygen Spa Studio

Our members praise their trips to Oxygen Spa Studio in the West Loop -- 97% of nearly 200 Travelzoo members loved their treatments.

Through Aug. 31, 2016
 

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Alternative Euro 2016