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*Some taxes, fees extra. Vacation & cruise rates are per person with double occupancy, unless noted.
$1159 & up -- 6-Nt. Ireland Escape w/B&Bs & Car from Chicago
Source: Great Value Vacations | By Travelzoo Staff

This self-designed adventure includes three nights of bed & breakfast vouchers and a stay at the 5-star Dromoland Castle Hotel
Select January-April departures

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Source: Apple Vacations

Retreat to a unique resort featuring an onsite Dolphinarium
Select January departures

 
Source: Hotel Lincoln

Views of Lake Michigan await guests at a classic Chicago hotel
Dates through March 31

95% (66 ratings)
 
Source: Medieval Times

Dine like royalty on a four-course feast and save up to 40% with this offer for the jousting and sword-fighting show at Medieval Times in Schaumburg
Valid for use through Jan. 31

97% (327 ratings)
 
Source: Ivy Boutique Hotel

Enjoy two cocktails at Devine lobby lounge, featuring signature nitrogen-infused drinks.
Travel through March 31, 2015

97% (32 ratings)
 
Source: Great Value Vacations

Experience 'the big three' landmarks on the guided Golden Circle tour: Gullfoss Waterfall, Geysir Hot Springs, and Thingvellir National Park
Select January-March departures

 
Source: Apple Vacations

Stay seven nights at the beachfront Allegro Cozumel; roundtrip nonstop flights and airport transfers included
Select January-February departures

 
Source: Virgin America

Snag discounted fares on Conde Nast Traveler's 'Best U.S. Airline'
Jan. 6 - March 4

 
Source: JW Marriott Chicago

Spend a night at the "luxurious and majestic" JW Marriott Chicago (The New York Times) and unwind at one of the city's best spas (Chicago magazine).
Travel daily through March 29, 2015

 
Source: American Airlines

Save on flights to cities nationwide through spring
Select dates Dec. 23 - June 4

 
Source: CheapCaribbean.com

Escape the winter chill at this resort, which Fodor's calls an "ideal choice" for those "looking for an all-inclusive offering with high standards"
Select departures January-June

 
Source: Travel Discounters

This trip includes excursions that often cost extra with other tour operators.
Weekly departures through December 2015

 
Source: dana hotel and spa

Three blocks from the Magnificent Mile, book a stay at this lively hotel and receive a $10 voucher for breakfast.
Through April 6, 2015

95% (40 ratings)
 
Source: Hotel Marshfield

Retreat to central Wisconsin for a small-town getaway where simple pleasures abound.
Travel through Feb. 28, 2015

 
Source: Steppenwolf Theatre Company

"Airline Highway" is written by Pulitzer Prize finalist Lisa D'Amour ("Detroit") and directed by Joe Mantello (“The Last Ship” and “Wicked")
Select dates Dec. 28 - Jan. 11

 
Source: The Joffrey Ballet

Save 30% on the renowned show at Chicago's Auditorium Theatre
Select shows through Dec. 26

 
Source: SkyLux Travel

Save between 50% and 75% on business class and first class flights to London on airlines such as Virgin Atlantic and British Airways.
Select flights through May 31

 
Source: Air France

Fly to Budapest or Paris from Chicago
Depart select dates Jan. 9 - March 12

 

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Travelzoo Tips

Kristyn Schiavone — Travel, Entertainment and Local Deal Expert
Kristyn Schiavone
Deal Expert, Chicago
Here are some of the best values I’ve found at Navy Pier. More