105 deals from our U.S. site*
* Taxes and fees may be additional.
Source: Best Western Plus Hawthorne Terrace

Get a true Chicago neighborhood experience at this Lakeview hotel near Wrigley Field, with dates including several Cubs game days.

Select dates through April 2015
Source: Hotel Allegro Chicago

Located in the theater district next to the Cadillac Palace Theater and a short walk to Millennium Park and Magnificent Mile.

Select dates through April 26
100% (10 ratings)
Source: Travel Discounters

This trip includes excursions that often cost extra with other tour operators.

Weekly departures through November 2016
Source: Tourism Ireland

Self-drive vacations, castle stays and unique tours fill these itineraries for spring travel

Select spring departures
Source: CheapCaribbean.com

Renovated just last year, this 4-star resort has unique amenities like a pool concierge and ranch

Select departures May-August
Source: Vacation Express

Spend six nights at an all-inclusive resort on one of the Dominican Republic's best beaches while saving more than $600 on competing packages

Select May-October departures
Source: Sinorama Holidays

Cruise the Yangtze River and see Shanghai, giant pandas at the Chongqing Zoo, Guilin, Hong Kong and Macau -- and stay in upscale hotels along the way

Select departures April-November
Source: Lion World Travel

The 5-star trip is over peak safari dates, with perks like helicopter rides and wine tastings.

Select April-December departures
Source: Chicago Sailboat Charters

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.

May 15, 2015 - Sept. 15, 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: Meals on Wheels Chicago

Meals on Wheels turns the Chicago Cultural Center into a glamorous French Riviera casino for its latest fundraising event. With this exclusive offer, Travelzoo members can save $25 per ticket and receive extra poker chips.

Friday, March 20, from 6 p.m. to 11 p.m.
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 mag).

Through July 31, 2015
Source: Yum Cha

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

Through July 2, 2015
Source: Blue Man Group

Blue Man Group at Briar Street Theatre in Chicago is now offering Travelzoo members an exclusive deal that saves $15 on performances through May 10.

Shows through May 10
Source: The Plaza Hotel

Discover Milwaukee's friendly Midwestern vibe from The Plaza Hotel, offering an ideal downtown location and an exclusive deal for more than 30% off.

Travel daily through May 31, 2015
Source: Chicago's Finest Tours

Get a new view of Chicago from the comfort of a chauffeured coach this summer with your choice of bus excursion from top-rated Chicago's Finest Tours.

April 12 - Nov. 8, 2015; tours on Sundays only
Source: The John F. Kennedy Center for the Performing Arts

Wagner's "The Flying Dutchman" opens this March at Kennedy Center and tickets are up to $129 off for two weekday performances. Grammy-winning star Eric Owens is the "reigning and arguably most versatile bass-baritone." (Chicago Sun-Times)

March 9 & 11
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: Harvest

Members can savor dinner for two, make a stop for drinks and apps 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: Lyric Opera of Chicago

This offer includes Main Floor seats for opening night of "The Passenger," as well as a Friday night performance of "Tannhäuser," lauded as "glorious" in the Chicago Tribune.

Select Dates Feb. 24-March 9
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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