3 deals from our Canadian site*
* Taxes and fees may be additional.
Source: Ivy Boutique Hotel

For $126 (US$109) per night, stay in an upgraded suite at the 4.5-star Ivy Boutique Hotel, one block from Magnificent Mile, with a deal that saves 50%.

Travel through March 31, 2015
 
Source: dana hotel and spa

Three blocks from the Magnificent Mile, book a stay at this lively hotel and receive a US$10 voucher for breakfast.

Through April 6, 2015
 
Travel into March
Major Airlines on Fly.com
 
72 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: Hotel Lincoln

Views of Lake Michigan await guests at a classic Chicago hotel

Dates through March 31
 
Source: Ivy Boutique Hotel

For $109 per night, stay in an upgraded suite at the 4.5-star Ivy Boutique Hotel, one block from Magnificent Mile, with a deal that saves 50%.

Travel through March 31, 2015
 
Source: deca Restaurant + Bar at the Ritz-Carlton Chicago

Members can savor three courses each at the Ritz-Carlton's deca Restaurant + Bar, ranked "Very Good to Excellent" (23) across the board by Zagat.

Jan. 2, 2015 - April 30, 2015
 
Source: Virgin America

Snag discounted fares on Conde Nast Traveler's 'Best U.S. Airline'

Jan. 13 - March 4
 
Source: American Airlines

Fly to cities nationwide including New York, Las Vegas, Austin, Miami, Los Angeles, Chicago and more

Select dates Dec. 23 - June 4
 
Source: Virgin America

Enjoy extra legroom, priority boarding and seating, one free checked bag, free food and drinks in Main Cabin Select

Jan. 13 - March 4
 
Source: Apollo Theater

It's "musically dazzling from first beat to last" (Chicago Sun-Times).

Jan. 7 - Feb. 27
 
Source: Balance Spa & Fitness at Palmer House a Hilton Hotel

Frommer's says the AAA 4-Diamond Palmer House retains "a Gilded Age aura" in its "gorgeous lobby," which carries over to the luxurious Balance Spa.

Nov. 1, 2014 - April 30, 2015
 
Source: The Spa and Fitness Center at Four Seasons Hotel Chicago

The Spa and Fitness Center at Four Seasons Hotel Chicago "makes you feel right at home," raves Forbes Travel Guide, which ranks it 4 stars.

Jan. 5 - April 15, 2015; Mondays-Thursdays and Sundays after 3 p.m.
 
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.

Jan. 2, 2015 - March 31, 2015; closed Sundays
 
Source: Randolph Street Market

With dozens of vendors offering antiques, clothing, global goods and gourmet foods, Randolph Street Market is one of the nation's top shopping destinations.

Select weekends throughout 2014-15
 
Source: Whisk Chicago

Inspired by noted carnivore Ron Swanson, Whisk "mixes burgers and pancakes in a way that would make the Parks and Rec character proud" (Chicago mag).

Oct. 6, 2014 - March 6, 2015; not valid Sundays
 
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 March 31, 2015; Tuesday-Saturday mornings
 
Source: Cici Nails

Harper's Bazaar says autumn nail trends include deep reds, grays and metallics. Members can prepare their digits for fall and save half off.

Aug. 19, 2014 - Feb. 18, 2015
 
Source: Level Two at the Hyatt Chicago Magnificent Mile

Start a holiday shopping trip off right -- members can save more than 40% on brunch with cocktails at Level Two, located at the Hyatt Chicago Magnificent Mile.

Dec. 13, 2014 - April 26, 2015; Saturday-Sunday only
 
Source: The Garage & The Salsa Truck

Savor gourmet tacos and a rotating menu from Chicago's food truck community for 40% off at the Garage, home of the Salsa Truck.

Through Feb. 13, 2015
 
Source: Chuck's: A Kerry Simon Kitchen

With a new menu from celebrity chef Kerry Simon and his brother, executive chef Scott Simon, members can save 40% on a downtown dinner for two.

Dec. 8, 2014 - June 8, 2015
 
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Greg Kunstler — Travel, Entertainment and Local Deal Expert
Greg Kunstler
Deal Expert, Toronto
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