15 deals from our Canadian site*
* Taxes and fees may be additional.
Source: Chicago's Finest Tours

Our members love tours from Chicago's Finest, telling us "I enjoyed everything about the tour" and "our guide was wonderful." Save 50% off a tour this spring.

Through Aug. 31, 2016
97% (158 ratings)
 
Source: Major Airlines on Fly.com

Travel into October
 

Hotels with Member-Exclusive Extras

 
Source: The Silversmith Hotel

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

100% (15 ratings)
 
Source: Thompson Chicago


Available year-round

100% (18 ratings)
 
Source: Hotel Chicago Downtown

45% savings at a hip, high-energy hotel adjacent to Chicago's House of Blues
Available year-round

93% (68 ratings)
 
Source: Wyndham Grand Chicago Riverfront

This AAA 4 Diamond hotel has a convenient riverfront location a block from Magnificent Mile
Available year-round

96% (408 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: Fairfield Inn & Suites Chicago Downtown / Magnificent Mile


Available year-round

88% (49 ratings)
 
Source: Best Western Plus Hawthorne Terrace

Saves 35% with dates into Cubs season, including six home games
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

96% (138 ratings)
 
Source: Chicago Athletic Association

Stay in a palatial building that was once a private club for the city's elite
Available year-round

98% (81 ratings)
 
Source: Central Loop Hotel


Available year-round

95% (19 ratings)
 
Source: Club Quarters Hotel, Wacker at Michigan


Available year-round

89% (28 ratings)
 
Source: River Hotel


Available year-round

82% (17 ratings)
 
Source: Club Quarters Hotel, Central Loop


Available year-round

78% (46 ratings)
 
53 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 vacation or cruise pricing includes taxes; hotel, entertainment, car rental, cruise and Local Deal prices do not include tax, and you may need to pay some tax directly to the provider.

Source: Sofitel Chicago

Travel between Aug. 2016 - Jan. 2017
 
Source: Hotel Lincoln

Members can lock in exclusive savings through 2016 at this Lincoln Park spot, named one of Chicago's Best Boutique Hotels (Travel + Leisure).

Select weekdays throughout 2016
 
Source: American & United Airlines on Fly.com

August-December
 
Source: Frontier Airlines on Fly.com

August-December
 
Source: Cirque du Soleil

"TORUK -- The First Flight" is a new Cirque du Soleil show inspired by the blockbuster movie "AVATAR"

Aug. 3-7
 

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Greg Kunstler — Travel, Entertainment and Local Deal Expert
Greg Kunstler
Deal Expert, Toronto
Here are some I can no longer live without. More