63 deals from our U.S. site*
* Taxes and fees may be additional.
Source: Starwood Hotels & Resorts

Score early access to Cyber Monday deals in popular destinations across the globe.
Select dates through Sept. 6

Source: Virgin America

Virgin America has been voted Best U.S. Airline in Condé Nast Traveler's Readers' Choice Awards.
Dec. 15 - March 5

Source: Sheraton Grand Chicago

Save up to 50% at this freshly renovated, 4-star riverside hotel with the "perfect location" (Zagat).
Many dates Dec. 20 - Feb. 8

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: 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: Spa + Fitness Center at Four Seasons Hotel Chicago

The Spa + Fitness Center at Four Seasons Hotel Chicago "makes you feel right at home," raves Forbes Travel Guide. Save nearly 40% on a relaxing spa day.
Jan. 4, 2016 - March 31, 2016

94% (260 ratings)
Source: Pizzeria UNO

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.
Through Aug. 31, 2016; Tuesday-Sunday mornings

98% (172 ratings)
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

97% (154 ratings)
Source: mEAT - Streeterville

Carnivores, take note -- members can order anything off the menu at the appropriately named mEAT in Streeterville and save over 40%.
Through Feb. 29, 2016

90% (29 ratings)
Source: The Parthenon

Established in 1968, The Parthenon is "a flagship of Greek cuisine in Chicago" (Chicago Tribune). Save 40% on a dinner for two at this Greek Town gem.
Through Jan. 31, 2016

91% (382 ratings)
Source: Dinosaur BBQ Chicago

Save over 30% on dinner for two at Dinosaur BBQ in Lincoln Park, named one of Chicago's Hottest BBQ Joints by Zagat.
Through Feb. 29, 2016; Monday-Thursday

Source: Wateriders

Members save up to $25 on a fireworks kayak tour from Wateriders that's "a truly one-of-a-kind sightseeing experience" (Travel + Leisure).
Through Aug. 24, 2016

86% (87 ratings)
Source: Oxygen Spa Studio

Our members praise their trips to Oxygen Spa Studio in the West Loop -- 96% of nearly 140 Travelzoo guests loved their treatments.
Through Feb. 29, 2016

97% (164 ratings)
Source: Uptown Underground

Save over 50% on a night out at Uptown Underground, a "subterranean hang that features decorative nods to Prohibition" (Zagat).
Through Feb. 29, 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.
Through June 30, 2016

Source: ME SPA

Travelzoo members love their visits to the seven ME SPA locations across the nation -- 100% of past guests give it a thumbs up.
Through Feb. 29, 2016

100% (99 ratings)
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: Bascule Wine Bar & Bistro

Save nearly 50% on dinner or brunch at Bascule Wine Bar & Bistro, a Little Italy gem that Zagat named one of the 10 Most Anticipated Fall Openings 2014.
Through Jan. 31, 2016

Source: Chuan Spa at The Langham, Chicago

Chuan Spa at The Langham was named one of the Best Spas in Chicago by Travel + Leisure. Pamper yourself this winter with a spa package that saves 50%.
Jan. 4, 2016 - March 31, 2016; Monday-Thursday

Source: Wise Owl Drinkery & Cookhouse

Wise Owl "summons sports fans with creative American grub, craft cocktails and a seasonal beer garden for sipping local brews" (Zagat). Save on dinner for two.
Through Feb. 29, 2016

Cheap Roundtrip Fares to Chicago from:
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