Best Chicago Last Minute Deals*

*Some taxes, fees extra. Vacation & cruise rates are per person with double occupancy, unless noted.
$94-$151 -- Chicago: 4-Star Michigan Avenue Hotel, 55% Off
Source: The Westin Michigan Avenue | By Travelzoo Staff

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

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Source: Grand Geneva Resort & Spa

Enjoy a fall foliage or ski trip at this family-friendly resort
Through Jan. 30

95% (65 Ratings)
 
Source: Cirque Italia

Aerialists, acrobats, clowns and strongmen perform atop a water-filled stage at Cirque Italia, and subscribers can save up to 40% on tickets.
Oct. 3-5 and 8-12

 
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

 
Source: ASAP Tickets

This 2-for-1 sale offers per person pricing from Chicago for as low as $2234 on Asiana Airlines -- named one of the top 10 airlines in the world.
Departures through December 2015

 
Source: The Osthoff Resort

Soak up views of autumn foliage around Lake Elkhart from a balcony room
Sundays-Thursdays Nov. 1 - Dec. 30; +$20 weekends

100% (80 Ratings)
 
Source: Turkish Airlines

Fly from Chicago to cities across the globe on a 4-star airline that is named one of the best airlines in the world by the Skytrax Survey
Depart select dates Oct.-March; varies by flight

 
Source: Etihad Airways

Fly roundtrip on Etihad Airways, voted the Middle East's Leading Airline at the World Travel Awards.
Travel select dates Dec. 18 - March 31

 
Source: Lufthansa Airlines

Discounted flights on Lufthansa to Greece, Turkey, Germany, Hungary and more.
Depart select dates Oct. 26 - Dec. 11

 
Source: West Bay Beach, A Holiday Inn Resort

Head to one of the "10 Best Small Towns in America" and stay at the No. 2 ranked resort in Traverse City on TripAdvisor.
Daily through Dec. 30

100% (18 Ratings)
 
Source: Virgin America

Book a getaway on Conde Nast Traveler's 'Best Domestic Airline'
Oct. 22 - Feb. 28

 

Latest Sales & Specials*

 
Oct. 8 - 14; Nov. 26 - Dec. 1
Toronto Escapes
 
Select dates Oct. 14 - Feb. 11
Alaska Airlines
 
Next Two Weekends
Major Airlines on Fly.com
 
Nov. 23-27; Dec. 14-18, 21-26
Dana Hotel & Spa
 
 
Select September departures
Apple Vacations
 
Select September departures
Apple Vacations
 

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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