Best Chicago Last Minute Deals*

*Some taxes, fees extra. Vacation & cruise rates are per person with double occupancy, unless noted.
$70 -- Chicago Hotel near Michigan Avenue, Save 40%
Source: Doubletree Hotel Chicago Magnificent Mile | By Metra Farrari

Explore Chicago's "urban playground" while saving 40% on current prices.
Select dates through March 2015

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100% (2 Ratings)
Source: Scandinavian Airlines

This fall through spring, fly to top cities in Scandinavia and Europe including Milan, Copenhagen, Amsterdam and more
Depart select dates Nov. 10 - June 19

 
Source: Virgin America

Leave the Windy City for the City by the Bay this December
Dec. 3-17

 
Source: Virgin America

Fly on Conde Nast Traveler's 'Best U.S. Airline' with discounted fares to LA, SF, Portland and more
Nov. 11 - March 4

 
Source: Cathay Pacific

Sydney, Brisbane, Melbourne, Cairns, Perth and Adelaide are on sale from Chicago
Depart through March

 
Source: American Airlines

Save on flights to cities nationwide into 2015
Select dates through March 5, 2015

 
Source: Toronto Escapes

Explore Toronto anytime from autumn to spring, but book by Oct. 24. Visit popular museums, or catch a show, including Wicked and Book of Mormon.
Oct. 29 - June 15, 2015

 
Source: Omni Chicago

Stretch out in a suite at a AAA 4-Diamond hotel on Chicago's famed Michigan Avenue.
Daily Oct. 26 - Jan. 31

 
Source: The Osthoff Resort

Soak up views of autumn foliage around Lake Elkhart from a balcony room.
Travel November - January

100% (80 Ratings)
 
Source: Holiday Inn Chicago Mart Plaza

Perched along the Chicago River, save up to 40% on prime holiday dates, including Thanksgiving, Christmas and Valentine’s Day.
Select dates through March 2015

 
Source: Air France

Fly to Budapest or Paris from Chicago
Depart select dates Oct. 26 - Dec. 11

 
Source: Air France

Enjoy an upgraded flight to Paris on the national air carrier of France
Travel select dates Oct. 27 - Dec. 12

 
Source: Giordano Dance Chicago

According to the Chicago Tribune, the troupe's "emblematic style is often so athletic that you hope there are oxygen machines waiting in the wings"
Friday-Saturday, Oct. 24-25 at 7:30 p.m.

 
Source: State House Inn

Visit the Old State Capitol, where Lincoln announced, "A house divided against itself cannot stand" in the days leading up to the Civil War
Daily Nov.-Jan. & Thurs.-Sun., Feb.-March

97% (877 Ratings)
 
Source: Travel Discounters

This tour includes an excursion to Abu Simbel, which is typically an additional cost for travellers.
Weekly departures through Nov. 30, 2015

 
Source: The Westin Michigan Avenue

This 4-star hotel is close to the city's best shopping and dining.
Select dates Nov. 23 - Jan. 10; +$100 Oct. 1 - Nov. 22

 
Source: Qatar Airways

Fly from 7 US Cities on this 5-Star airline. Departure cities include Chicago, New York, Miami and 4 others available.
Travel select dates through Dec. 10

 

Latest Sales & Specials*

 
 
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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