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

Chicago hotels, entertainment and free events

Deals into Fall
 
Source: The Westin Michigan Avenue

This 4-star hotel is close to the city's best shopping and dining.

Select dates Nov. 23 - Jan. 10
 
Source: Doubletree Hotel Chicago Magnificent Mile

Explore Chicago's "urban playground" while saving 40% on current prices.

Select dates through March 2015
100% (2 Ratings)
 
Source: Virgin America

Book a getaway on this top-rated airline

Oct. 25 - March 4
 
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: Chicago's Finest Tours

"The information provided was stellar!" "I can't say enough good things about the tour." Subscribers love Chicago's Finest; reserve a tour this fall for 50% off.

June 1, 2014 - Oct. 31, 2014
 
Source: Kohl Children's Museum

Kohl Children's Museum "raises 'let's pretend' to an art form" (Metromix); in 2011 Parents Magazine named it one of the best children's museums in America.

Aug. 18, 2014 - Nov. 21, 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: Pizzeria UNO

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

Aug. 20, 2014 - Dec. 30, 2014; Tuesday-Saturday mornings
 
Source: Cici Nails

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

Aug. 19, 2014 - Feb. 18, 2015
 
Source: Hana Lounge at Westin Chicago River North

This "calm, soothingly lit refuge" (Examiner.com) in River North opens its doors to Travelzoo subscribers for drinks and apps for more than 50% off.

Aug. 12, 2014 - Nov. 12, 2014
 
Source: On The Bun

On The Bun features burgers made from prime and Kobe-style steak, served on pretzel rolls or even waffles. Subscribers can visit and save 50%.

May 1, 2014 - Nov. 1, 2014
 
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.

Sept. 15, 2014 - Jan. 15, 2015
 
Source: Nia

This "comfortable tapas spot" in the West Loop offers "a laid back vibe" (Metromix). Subscribers can save over 40% on a selection of tapas and drinks.

Aug. 11, 2014 - Nov. 30, 2014
 
Source: Browntrout

Discover "surprising, inspiring" cuisine that Zagat rates as Excellent (24) at Browntrout. Save on a selection of small plates including a $50 wine credit.

Sept. 18, 2014 - Nov. 30, 2014
 
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 magazine).

Oct. 6, 2014 - March 6, 2015; not valid Sundays
 
Source: Unite Urban Grill

Unite Urban Grill offers a "seasonally inspired, diverse menu" (Time Out Chicago) that puts "upscale twists on old favorites" (Metromix).

Sept. 23, 2014 - Dec. 23, 2014; closed Monday
 
Source: Chicago Water Sport Rentals

Take a trip on Lake Michigan this summer as you paddle over the waves or roar across the water on a Jet Ski. Subscribers ride for 50% off with this offer.

Aug. 29, 2014 - Oct. 31, 2014
 
Source: Cantigny Golf

GolfAdvisor recently named Cantigny the Best Course in Chicagoland, calling it "a landmark golf course [with] superb conditions" that's "unforgettable to play."

Aug. 11, 2014 - Nov. 1, 2014
 
Source: Cook Au Vin

Get ready to knead, toss and mix your way to better baguettes and baked goods with a class from Cook au Vin, which earns 4.5 stars on Yelp.

Oct. 1, 2014 - April 1, 2015
 
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Travelzoo Tips

Stephen Aviano — Travel, Entertainment and Local Deal Expert
Stephen Aviano
Deal Expert, New York
Take frame-worthy vacation shots with these tips from our photo pro. More