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$20 & up -- Chicago Summer Deals for Visiting the Windy City*

Sold out - (May 21, 2013) A new deal from this source was published on March 11, 2015
See new deal»
By Mark Fredenburg

Warm weather has finally come to Chicago, and our Deal Experts have rounded up unique activities that allow subscribers to enjoy the city and sunshine. Whether planning a day out on Lake Michigan or a relaxing dinner for two, you can use these deals to explore the Windy City and save money in the process. 

Outdoor Activities:

  • Wrigley View RooftopTake in views of Wrigleyville and the city skyline and savor unlimited food and drink while watching the Cubs take on the White Sox or the Rockies ... $99 & up (reg. $150)
  • Chicago Helicopter Express: See the Chicago skyline from a new perspective with this helicopter tour for 2 ... $199 (reg. $360)
  • Chicago Sailboat Charters: Two can sail from Belmont Harbor along Lake Michigan on a BYOB cruise ... $99 (reg. $259)
  • Wateriders: Spend an afternoon kayaking on the Chicago River with Wateriders, which the Chicago Sun-Times recommends as a great way to see Chicago ... $20 (reg. $40)


  • The Metropolitan Club of ChicagoLocated on the 66th and 67th floors of Willis Tower, The Metropolitan Club of Chicago has served as a highly exclusive dining room for the city's elite since opening in 1974 ... $89 (exclusive package)
  • iNG Restaurant: The most recent Michelin Guide recommends iNG Restaurant on Fulton Market as a "playful and eccentric concept" that "walks the line between delicious and crazy"... $99 (exclusive package)
  • Fondue StubeTwo can share a fondue dinner with wine at this Rogers Park eatery that was recently named one of the city's Best Date Night Spots by WGN-TV ... $39 (reg. $85)
  • The Barrel Room at Cyrano's Farm Kitchen: Be among the first to dine in this newly renovated River North bistro that Time Out Chicago calls "refreshingly simple" ... $59 (reg. $122)
  • Bistro Voltaire: Two can unwind over sparkling wine and a French dinner that Zagat praises for its "delicate, refined flavors"... $59 (reg. $105)


Book by May 21.  Top 20 deal – sells out quickly.
Test Booked by Travelzoo
Restrictions may apply.