130 deals from our U.S. site*
* Taxes and fees may be additional.
Source: Chicago

Chicago hotels, entertainment and free events

Deals into Fall
 
Source: Travel Discounters

Marvel at the pyramids, sail down the world's longest river, and save $580. Fly from major cities nationwide; includes hotels, tours and most meals.

Weekly departures, Sept. 15, 2014 - Nov. 30, 2015
 
Source: Vacation Express

Escape to a resort occupying "one of the best strands in the Bahamas" (Frommer's)

Select departures, August-December
 
Source: Travel by Jen

Explore Costa Rica independently with this off-the-grid trip

Select departures, August-November
 
Source: Indus Travels

This vacation includes three of Latin America's most popular destinations at a cost-effective price.

Oct. 17; +$200 select November - April dates
 
Source: Lion World Travel

View the big five up close on a 5-star trip complete with game drives, a helicopter ride and tours.

Select departures, Nov.-Dec. 2014; Jan.-May 2015
 
Source: 'This Is Our Youth'

Starring Michael Cera, Kieran Culkin and Tavi Gevinson, The Chicago Tribune calls the show "strikingly funny."

Aug. 18 - Nov. 23
 
Source: Music Is My 1st Love Inc.

Tickets are now 30% off to see the Queen of Funk perform from her catalog of hits including, "I'm Every Woman," "I Feel For You," and "Don't Talk 2 Strangers."

Saturday, Aug. 9, 2014
 
Source: Imagine Lifestyles

Save up to 80% on one of Imagine Lifestyles' 2014 driving events, which Travelzoo subscribers call an "exhilarating" and "once-in-a-lifetime experience."

Aug. 2, 2014 - Aug. 10, 2014; select dates
 
Source: Imagine Lifestyles

Save up to 70% on one of Imagine Lifestyles' 2014 driving events, which Travelzoo subscribers call an "exhilarating" and "once-in-a-lifetime experience."

Aug. 29, 2014 - Nov. 30, 2014; select dates
 
Source: Savon Spa

Time Out Chicago likes the "of the moment" organic treatments at Savon Spa, which exudes a vibe that "channels old-world Paris."

July 30, 2014 - Oct. 30, 2014
 
Source: IPO Restaurant

New executive chef Fernando Coppola's first menu at IPO in the Loop has been unveiled -- subscribers can get a first look at his brunch cuisine for 50% off.

Aug. 2, 2014 - Nov. 2, 2014
 
Source: The Great American Lobster Fest

The inaugural Great American Lobster Fest kicks off at Navy Pier during the Air & Water Show. Subscribers save 50% off on admission for two.

Aug. 16-17, 2014
 
Source: Cyrano's Farm Kitchen

Recently named one of the best French restaurants in the city (CBS Chicago), Cyrano's Farm Kitchen offers subscribers a three-course dinner for two.

July 25, 2014 - Oct. 25, 2014; closed Sunday-Monday
 
Source: The House Theatre of Chicago

Travelzoo subscribers can save 25% on tickets and get first access for popular dates to the "moving, family-friendly, richly imaginative" play (The Chicago Tribune).

July 24, 2014 - Aug. 9, 2014
 
Source: Steppenwolf Theatre Company

According to Time Out Chicago, "every comic beat lands just right" at Pulitzer Prize-winning playwright Bruce Norris' ("Clybourne Park") new comedy, "The Qualms."

Performances through Aug. 17
 
Source: Pars Cove

Pars Cove, an "intimate spot" (Metromix) in Lincoln Park that "offers a taste of the Middle East," invites subscribers for dinner and drinks for over 50% off.

July 24, 2014 - Oct. 24, 2014; not valid Saturdays
 
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.

July 18, 2014 - Dec. 31, 2014; Monday-Friday
 
Source: The Course at Aberdeen

"To experience a round of golf at Aberdeen is to enjoy golf at its finest," praises Michiana Golf. Subscribers can save more than 50% on a round this season.

Aug. 5, 2014 - Oct. 31, 2014
 
Source: Randolph Street Market

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

July 26, 2014 - Dec. 14, 2014; select weekends only
 
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Travis Kunz — Travel, Entertainment and Local Deal Expert
Travis Kunz
Deal Expert, Miami
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