Best Chicago Last Minute Deals*

*Some taxes, fees extra. Vacation & cruise rates are per person with double occupancy, unless noted.
$1395* & up -- Business Class Fares to London, Roundtrip
 
Source: SkyLux Travel | By Rudy Tomarchio

Flights are available from eight gateways located nationwide.
Mondays-Thursdays through May 31

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Source: Virgin America

Book by Sunday for deeper discounts on already low Virgin America fares.
Select dates April 18 - May 27

 
Source: Friendly Planet Travel

Croatia packages are hard to find, especially with peak-season dates and luxe hotels at this price
Select May-October departures

 
Source: Toronto Escapes

The Economist recently named Toronto "the best city to live in the world."
April 7 - May 3

 
Source: Scandinavian Airlines

Jet to cities in Denmark, Sweden, Norway, Finland, Poland, and France this summer on Scandinavian Airlines.
Select departures June 1 - Sept. 7

 
Source: The Westin Michigan Avenue

Snag a room at a AAA 4-Diamond hotel on Chicago's world-famous Magnificent Mile.
Select dates through April; Other dates from $218

 
Source: Virgin America

Snag discounted fares on Conde Nast Traveler's 'Best U.S. Airline.'
April 18 - June 10

 
Source: Wrigley View Rooftops

Rooftop tickets with food and drinks are discounted; includes matchups with the Cardinals and Brewers
Cubs home games through May 3

 
Source: BMO Harris Bradley Center

See the Bucks take on the Bulls or LeBron James and the Cavs at BMO Harris Bradley Center
Wednesday, April 1 at 7 p.m.

 
Source: Best Western Plus Hawthorne Terrace

Get a true Chicago neighborhood experience at this Lakeview hotel near Wrigley Field, with dates including several Cubs game days.
Select dates through April 2015

100% (2 ratings)
 
Source: Virgin America

Virgin America has been voted Best U.S. Airline in Condé Nast Traveler's Readers' Choice Awards for seven consecutive years.
April 18 - June 10

 
Source: The Plaza Hotel

Perfect for a family of four or a girls getaway, the wide travel window includes St. Patrick's Day Parade, Brewers and Bucks games.
Travel daily through May 31, 2015

 
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.
Thursdays-Sundays, March 1, 2015 - June 30, 2015

97% (1036 ratings)
 

Latest Sales & Specials*

 
 
Select April departures
Vacation Express
 
 
Select May-June departures
CheapCaribbean.com
 
Select dates April 20 - June 8; July 25 - Sept. 21
Air New Zealand
 
Travel midweek through May 28, 2015
Ivy Court Inn & Suites
 
Next Two Weekends
Major Airlines on Fly.com
 

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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