Best Chicago Last Minute Deals*

*Some taxes, fees extra. Vacation & cruise rates are per person with double occupancy, unless noted.
20% Off -- Chicago to LA, Seattle or Portland on Amtrak
 
Source: Amtrak | By Rudy Tomarchio

Book two weeks in advance for the best fares on the Amtrak Southwest Chief to LA and Empire Builder to Seattle or Portland.
Through Sept. 30

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Source: SkyLux Travel

This is part of a broader sale, available from 10 U.S. cities, for winter & spring travel.
Dec. 2 - May 1

 
Source: Vacation Express

Unique touches abound at this 4-star hotel, like fresh pastry delivered to your room every morning
Select July-December departures

 
Source: Air France

Air France is rated four stars by the prestigious Skytrax survey.
Oct. 25 - Dec. 10

 
Source: The Westin Michigan Avenue

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

 
Source: Virgin America

Virgin America has been voted Best U.S. Airline in Condé Nast Traveler's Readers' Choice Awards for seven consecutive years.
Sept. 8 - Nov. 18

 
Source: Virgin America

Snag discounted fares on Conde Nast Traveler's 'Best U.S. Airline.'
Sept. 8 - Nov. 18

 
Source: Toronto Escapes

The Economist named Toronto "the best city to live in the world."
Aug. 4-24

 
Source: State House Inn

This is a perfect destination for a summer road trip full of history. Members save nearly 50% on a visit including passes to the Lincoln Museum.
Daily through Sept. 30, 2015

97% (1192 ratings)
 
Source: SkyLux Travel

Additional departure dates are available starting at $50 more per person.
Through June 30; Sept. 1 - Nov. 30

 
Source: Avis

This exclusive deal is combinable with additional perks like free upgrades, free weekend days or discounts on weekly rentals
Through 2015

 
Source: Wrigley View Rooftop

One of the few rooftops with an unobstructed view during construction at Wrigley Field
Select dates through Aug. 31

 
Source: Apollo Theater

It's "musically dazzling from first beat to last" (Chicago Sun-Times).
Through Aug. 30

 
Source: Briar Street Theatre

"Blue Man Group" is a unique theatrical production that features Grammy-nominated live music, comedy and multimedia theatrics
Shows through Dec. 24

 

Latest Sales & Specials*

 
 
Most dates June 28-July 8
The Ivy Hotel
 
Most dates August 3-September 7
Club Quarters, Wacker at Michigan
 
 
Select dates this Summer & Fall
Alitalia
 
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