Source: Chicago Helicopter Experience
See Chicago's famous skyscrapers from a unique perspective with a helicopter tour that takes you over Lake Michigan with unobstructed skyline views.
Through Aug. 31, 2016
Source: Spirit of Chicago
Set sail this summer on "the largest and most luxurious of the boats that dock along ... Navy Pier" (CBS Chicago). Members save 40% on a dinner cruise.
Through Nov. 30, 2015
Source: Uptown Underground
Save over 50% on a night out at Uptown Underground, a "subterranean hang that features decorative nods to Prohibition" (Zagat).
Through Oct. 30, 2015
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.
Through Dec. 13, 2015; valid for events on specific dates
Source: Bleu Ribbon Kitchen
Step into the kitchen and learn to slice, dice and sauté with Le Cordon Bleu professional chefs. Members can save over half on a Bleu Ribbon Kitchen class.
Through Feb. 1, 2016
Source: CityPASS Chicago
Get a taste of all Chicago has to offer and save 50% on admission to the city's top attractions.
Valid 9 days; redeem between March 1, 2015, and Feb. 29, 2016
Source: Bolingbrook Golf Club
Earning an impressive 4.5 stars on Golf Digest's Places to Play scale, Bolingbrook offers Travelzoo members up to 50% off rounds into August.
Through Nov. 15, 2015
Source: Skydeck Chicago
Soar to the top of one of America's tallest building and see Chicago from 103 stories above street level with this offer that saves over 20% on admission.
Through Dec. 31, 2015
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 summer.
June 1, 2015 - Oct. 31, 2015
Source: Gotham Dream Cars
Get behind the wheel of a Ferrari or Lamborghini on a private course and save 50% on regular prices.
Select dates through Dec. 30, 2015
Source: Chicago Water Sport Rentals
Get out on Lake Michigan this summer. Travelzoo members can paddle over the waves or roar across the water on a Jet Ski for 50% off with this offer.
Source: Willow Crest Golf Club at Oak Brook Hills Resort
Take in the brisk fall weather and save over 40% on a round for two at Willow Crest Golf Club, which earns 4.5 stars from GolfNow users.
Through April 30, 2016
Source: Kayak Chicago
UPChicago.com calls these guided tours "great water activities for the nature-loving city dweller." Visitors agree: Kayak Chicago earns a 4-star rating on Yelp.
Through June 30, 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 TimeOut.
Source: Nostalgia Ballooning Chicago
Soar over the farmlands of the Chicago area at sunrise or sunset on a hot air balloon ride from Nostalgia Ballooning that saves nearly 30%.
Source: Scooter Dawgs
Scoot past Soldier Field and ride a moped around Museum Campus with a guided scooter tour of the city for up to 50% off.
April 1, 2015 - Oct. 30, 2015
Source: Scoot for Good
Take a tour of Chicago's downtown or northern neighborhoods with Scoot for Good, an organization pairing charitable giving with two-wheeled fun.
Source: ABC’s of South America
Spend an evening at City Winery for a three-course dinner celebrating the wine and cuisine of South America with special guest Evan Goldstein MS.
Oct. 21, 2015
Source: Cantigny Golf
GolfAdvisor named Cantigny the Best Course in Chicagoland, calling it "a landmark golf course [with] superb conditions" that's "unforgettable to play."
Source: Wines of Portugal Producer Showcase
Travelzoo members save 40% on tickets to the Wines of Portugal tasting event at City Winery.
Oct. 14, 2015
Source: Great Food Tours
Save up to 60% on a Chicago food tour featuring spots like Uno Pizzeria, Glazed & Confused, Sprinkles and Al's Italian Beef.
Sept. 4, 2015 - Aug. 31, 2016
Source: Harbor Shores
Golf Magazine named Harbor Shores to its list of Best Golf Courses You Can Play (2010). Reserve a tee time seven days a week starting at $79.
Through Sept. 30, 2015
Source: Magic Waters Waterpark
Named one of the best waterparks in the region by CBS Chicago, Magic Waters invites members to swim all day with perks like fast-pass access for over 50% off.
Through Sept. 7, 2015
Source: Rusty Wallace Racing Experience
Get behind the wheel of a professional stock car and take part in a real high-speed race this summer with the Rusty Wallace Racing Experience for up to 55% off.
Valid for all 2015 race dates