Best Chicago Last Minute Deals*

*Some taxes, fees extra. Vacation & cruise rates are per person with double occupancy, unless noted.
$129 & up -- Chicago: 4-Star Michigan Avenue Hotel, $100 Off
Source: The Westin Michigan Avenue | By Travelzoo Staff

Snag a room at a AAA 4-Diamond hotel on Chicago's world-famous Magnificent Mile.
Select dates through July 3

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Source: Multiple Travel Companies

Deals around town and nearby getaways for up to 60% off.

 
Source: Toronto Escapes

Visit Toronto, where the newly opened Ripley's aquarium joins popular attractions like the CN Tower Edge Walk and baseball games at the Rogers Centre.
Travel select dates through June 26; book by April 21

 
Source: The Westin Chicago River North

Check in to a AAA 4-Diamond hotel with a top location and sweeping views of the Chicago river.
Select dates through Aug. 29

 
Source: LAN

Discounted flights to Buenos Aires, Bariloche, Cordoba, Mendoza and more
Select dates through December; varies by route

 
Source: Sheraton Chicago Hotel & Towers

Take in top city sights and skyline views from a 4-star Chicago hotel.
Select dates through Sept. 1

 
Source: Apple Vacations

Two children stay free during select dates at this all-inclusive resort located on a white-sand beach dotted with swaying palm trees.
Select departures in May

 
Source: Virgin America

Book a flight on Conde Nast Traveler's 'Best Domestic Airline'
May 9 -June 11

 
Source: Air Canada

Take advantage of the strong U.S. dollar with a trip north of the border. Fly Air Canada where in-flight benefits include free on-demand movies & TV.
Select dates through 2014; varies by route

 
Source: LatinEscapes.com

This package includes tours of Lima, Machu Pichu, Cuzco, and nearby ruins
Select dates through December 2014

 

Latest Sales & Specials*

 
Next Two Weekends
Major Airlines on Fly.com
 
 
Travel through July; Book by April 24
SmartFares
 
Select May-June departures
Apple Vacations
 
 
Travel through June; Book by April 25
SmartFares
 
Travel through June; Book by April 25
SmartFares
 
 
Select dates through December; varies by route
LAN
 
Select dates through June 26; book by April 21
Toronto Escapes
 
 
Select dates through 2014; varies by route
Air Canada
 
 
 
Select dates through November, 2014
LatinEscapes.com
 
Select dates through November, 2014
LatinEscapes.com
 
Select dates through November 2014
LatinEscapes.com
 
Select dates through November, 2014
LatinEscapes.com
 
Select dates thru April 2015
PacificIslands.com
 
Select dates thru April 2015
PacificIslands.com
 

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DOT Full Fare Rules

New U.S. government rules require airfare and air-inclusive packages to include all taxes and fees in the price. Learn More

Travelzoo Tips

Heidi Stallings — Travel, Entertainment and Local Deal Expert
Heidi Stallings
Deal Expert, Chicago
Embrace the season and enjoy a wintry weekend. More