64 deals from our U.S. site*
* Taxes and fees may be additional.
Source: IVY Boutique Hotel

This intimate spot -- with just five rooms per floor -- "might be the best-kept secret in town" (Frommer's).

Select dates through April
97% (117 ratings)
Source: United Airlines & Spirit Airlines on Fly.com

Feb. 10 - March 9 & April 11 - May 7
Source: Spirit Airlines on Fly.com

Through May
Source: Spirit Airlines on Fly.com

Source: Broadway In Chicago

Features original Broadway cast member and "Rent" star Anthony Rapp

Select performances Feb. 23 - March 2
Source: Major Airlines on Fly.com

Through May 18
Source: Virgin America

Fly across the country on Conde Nast Traveler's 'Best U.S. Airline'

Through May 18
Source: Amtrak

Book two weeks in advance for the best fares to Reno, San Francisco, Salt Lake City and more.

Through June 17
Source: Amtrak

Book two weeks in advance for the best fares to Grand Junction, LA, Seattle and more.

Through June 17
Source: Adler Planetarium

Space is freaking awesome. Explore mind-boggling facts about our universe with 45% off a visit to the Adler Planetarium.

Through March 16, 2016; not valid Feb. 13-15
95% (185 ratings)
Source: The Metropolitan Club of Chicago

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.

Jan. 2, 2016 - April 30, 2016
92% (1789 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% (169 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% (174 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
96% (190 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
94% (33 ratings)
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: Belly Shack

"So inventive and it all works" Zagat reviewers say of the "always tasty, never boring fare" at Belly Shack. Save nearly 40% on your dining experience.

Through March 31, 2016
100% (17 ratings)
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: 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
Source: Uptown Underground

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

Through April 15, 2016

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