87 deals from our U.S. site*
* Taxes and fees may be additional.
Source: Kimpton Hotel Monaco Chicago

Score a great rate just steps from the Mag Mile, the Chicago River and the Loop at one of the best hotels in Chicago: the AAA 4-Diamond Hotel Monaco.

Travel through Jan. 31
100% (52 ratings)
 
Source: Central Loop Hotel

While other Chicago hotels charge as much as $250 in fall, Central Loop Hotel dodges the trend, undercutting many of them by as much as $100

Weekends Aug. 19 - Nov. 26; Dec. is even cheaper
95% (19 ratings)
 
Source: Fairmont Chicago

Members can save big on a holiday trip to "one of the Loop's most popular hotels" (Travel + Leisure) over select dates through Valentine's Day 2017.

Select dates through February 2017
 
Source: CheapCaribbean.com

As kids' summer breaks come to an end, it's the grown-ups who need a vacation -- and this one includes a 4.5-star, all-inclusive resort

Select dates through early December
 
Source: JetBlue Airways

A fall getaway can fit both your schedule and budget with this flexible sale on top of a sale.

Sept. 7 - Nov. 9
 
Source: Apple Vacations

This November, check out a brand new Punta Cana resort along Bavaro Beach with this all-inclusive deal including air

Select departures, November-December
 
Source: FirstMerit Bank Pavilion at Northerly Island

Awards include an iHeartRadio Music Award, People's Choice Award and MTV Video Music Award.

Wednesday, Aug. 31, at 7 p.m.
 
Source: Cirque du Soleil

This deal saves 20% on tickets

Select performances Aug. 23 - Sept. 16
 
Source: Cirque du Soleil

Cirque du Soleil always impresses us, but one act in "Ovo" is the most jaw-dropping we've seen.

Sept. 7-11
 
Source: Great Value Vacations

This trip shows you a completely different side of Ireland, with a 5-star estate as your home base.

Select dates November-February
 
Source: Travel Discounters

Our best Egypt deal from Travel Discounters is back and it includes all air, transfers and a guide.

Departs weekly Sept. 14, 2016 - Nov. 30, 2017
 
Source: NYC & Company

2-for-1 Tickets to Broadway's Hottest Shows

Book starting Aug. 18 for performances Sept. 5-18
 
Source: Travelzoo Newsdesk

From hot new shows to long-running favorites, there's something for everyone in this sale.

Through fall
 
Source: Cirque du Soleil

It's extremely rare to have three Cirque du Soleil shows performing in one city.

Select performances through Oct. 21
 
Source: Vacation Express

This 4-star resort's water park has a wave pool and more than a dozen slides for kids and adults.

Select dates through Dec. 19
 
Source: LEGOLAND Discovery Center - Chicago

Schaumburg's LEGOLAND Discovery Center is a great attraction for a family visit; the indoor museum offers interactive exhibits geared toward children ages 3-10.

Valid through Oct. 31, 2016
 
Source: Meals on Wheels Chicago

The Meals on Wheels Chicago Celebrity Chef Ball is “always one of the most spectacular” culinary events of the year (Chicagoist), and the only way to get a coveted ticket for the 2016 "Chef's Tasting Party" is through Travelzoo.

Friday, Oct. 21, 2016, 8:30 p.m.–12:30 a.m.
 
Source: Meals on Wheels Chicago

The Meals on Wheels Chicago Celebrity Chef Ball is “always one of the most spectacular” culinary events of the year (Chicagoist), and the only way to get a coveted ticket for the 2016 "Chef's Tasting Party" is through Travelzoo.

Friday, Oct. 21, 2016, 8:30 p.m.–12:30 a.m.
 
Source: Wrigley View Rooftop

Save up to 30% on tickets to see the Chicago Cubs from a rooftop with all-you-can-eat food and drinks, including beer and wine.

Select dates through Sept. 4, 2016
 
Source: Skydeck Chicago

Soar to the top of one of America's tallest buildings and see Chicago from 103 stories above street level with this offer that saves over 20% on admission.

Aug. 15, 2016 - Feb. 28, 2017
 

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