49 deals from our U.S. site*
* Taxes and fees may be additional.
Source: Hyatt Regency McCormick Place

Check out some of the best views of Lake Michigan and the Chicago skyline this summer.

April 20-22, 26-30; May 8-9, 21-27; Sept. 1-9
 
Source: Chicago Symphony Orchestra

The world-renowned CSO will perform works by Bach, including his regal Orchestral Suite No. 3, most beloved for its Air “on the G string”

Thursday-Saturday, April 30 - May 2, at 8 p.m.
 
Source: Bottlenotes

Taste wines from California, Spain, Portugal, New Zealand and more during the international wine-tasting event "Around the World in 80 Sips" in Chicago.

Friday, May 15 from 6-9 p.m.
 
Source: The Westin Michigan Avenue

Snag a room at a AAA 4-Diamond hotel on Chicago's world-famous Magnificent Mile.

Select dates through April; Other dates from $218
 
Source: Adler Planetarium

Witness "amazing stories of space exploration" (Frommer's) at the Adler Planetarium, which opens its doors to Travelzoo members for more than 45% off.

April 20, 2015 - June 30, 2015
 
Source: Chuck's: A Kerry Simon Kitchen

With a new menu from celebrity chef Kerry Simon and his brother, executive chef Scott Simon, members can save 40% on a downtown dinner for two.

Through June 8, 2015
 
Source: Tall Ship Red Witch

Set a course for Lake Michigan adventure this summer and reserve a trip on the Tall Ship Red Witch. Cruises in 2015 start at $17, the best prices we've seen.

Beginning of sailing season through July 31, 2015
 
Source: Yum Cha

The 2015 Michelin Guide calls Yum Cha, located in Lakeshore East, "cozy and intimate"..."the ideal place to shoot the breeze over authentic steamed treats."

Through July 2, 2015
 
Source: Odyssey Cruises

Set sail this spring on "the largest and most luxurious of the boats that dock along ... Navy Pier" (CBS Chicago). Members save 40% on a dinner cruise.

Through June 30, 2015
 
Source: deca Restaurant + Bar at the Ritz-Carlton Chicago

Members can savor three courses each at the Ritz-Carlton's deca Restaurant + Bar, ranked "very good to excellent" (23) across the board by Zagat.

Through May 19, 2015
 
Source: Harvest

Members can savor dinner for two with drinks or share a bottle of bubbly with dessert for up to 50% off at this 4-star Mag Mile spot.

Through June 15, 2015
 
Source: Museum of Contemporary Art Chicago

Travelzoo members save 50% on admission to the Museum of Contemporary Art, one of the country's largest museums devoted to contemporary art.

April 3, 2015 - July 3, 2015
 
Source: Salpicon

This Old Town "standout" with "inventively prepared, authentic cuisine" and "tremendous margaritas" (Zagat) offers Travelzoo members two ways to dine.

Through June 4, 2015; Sunday-Thursday only
 
Source: The BodyLux

It's a little hard to find, but once you get there you'll be glad you did -- The BodyLux in North Center earns 4-star reviews from dozens of Yelp visitors.

Through June 30, 2015
 
Source: Cook Au Vin

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.

Through July 31, 2015
 
Source: International Museum of Surgical Science

"One of Chicago's most interesting and least famous museums, the International Museum of Surgical Science is a true gem" (USAToday's 10Best.com).

Through May 20, 2015; closed Mondays
 
Source: Oceanique

Evanston's Oceanique is a "fine-dining standby" with "haute cuisine moves" at a "perennially popular" spot (Chicago magazine).

Through May 13, 2015; closed Sundays
 
Source: Highland Park Country Club

The golf at Highland Park Country Club impressed Crain's Chicago Business, who called the course "a classic ... with stately trees lining nearly every hole."

April 1, 2015 (weather permitting) - June 30, 2015
 
Source: Glowout

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.

Through June 30, 2015
 
Source: Tall Ship Red Witch

Set a course for Lake Michigan adventure this summer and reserve a trip on the Tall Ship Red Witch. Cruises in 2015 start at $17, the best prices we've seen.

Beginning of sailing season through July 31, 2015
 
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Travelzoo Tips

Anna Heinemann — Travel, Entertainment and Local Deal Expert
Anna Heinemann
Deal Expert, Chicago
So get your travel dates set and start planning early for the best opportunities. More