Snag a room at a AAA 4-Diamond hotel on Chicago's world-famous Magnificent Mile.
Race across the waters of Lake Michigan this summer or take an architectural cruise down the Chicago River with the top-rated Seadog Cruises team.
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.
With dozens of vendors offering antiques, clothing, global goods and gourmet foods, Randolph Street Market is one of the nation's top shopping destinations.
Dine like royalty on a four-course feast and save over 40% with this offer for the jousting and sword-fighting show at Medieval Times in Schaumburg.
Members save up to $25 on a fireworks kayak tour from Wateriders that's "a truly one-of-a-kind sightseeing experience" (Travel + Leisure).
Get ready for a night on the town with a blowout or a mani/pedi at Glowout, which earns a perfect 5 stars on Yelp from over 100 reviewers.
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.
Get ready to knead, toss and mix your way to a better baguette. Members can learn to make some of the city's best bread with a class from Cook au Vin.
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.
Travelzoo members can save 55% at Mart Anthonys, where "the atmosphere is great, the food is superb and the service is outstanding" (10Best).
Fodor's praises the "bustling and massive" AAA 4-Diamond Palmer House for its "hard to beat" location and "modern attributes" like the luxurious Balance Spa.
Let Michelin-praised chef Macku Chan and his acclaimed kitchen create six courses for you, along with a signature cocktail, for more than 40% off.
Get a taste of all Chicago has to offer and save 50% on admission to the city's top attractions.
Sip beers and score points at Headquarters Beercade in River North this summer. Travelzoo members save up to 50% on a visit to this critically praised arcade bar.
Carnivores, take note -- members can order anything off the menu at the appropriately named mEAT in Streeterville and save over 40%.
Sip beers and score points at Headquarters Beercade in Lakeview this summer. Travelzoo members save up to 50% on a visit to this critically praised arcade bar.
Sailing the waters of Lake Michigan for more than a decade, Chicago Sailboat Charters earns a perfect 5 stars on Yelp for its first-class sailboat trips.
Travelzoo members love their visits to the seven ME SPA locations across the nation -- 100% of past guests give it a thumbs up.
Save up to 50% on a two-hour private charter for up to six passengers, cruising out of Monroe Harbor near Millennium Park and Buckingham Fountain.
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