Best Chicago Last Minute Deals*

*Some taxes, fees extra. Vacation & cruise rates are per person with double occupancy, unless noted.
$1194* -- Japan Fares w/Hong Kong Stopover from Chicago, R/T
Source: Cathay Pacific | By Lily Fu

Fly on a 5-star airline to Tokyo, Osaka, Sapporo, Nagoya, Fukuoka or Okinawa
Depart through Dec. 9, return by June 9

Go to site »
Source: Air France

Fly to Budapest or Paris from Chicago in late summer and early fall
Depart select dates Oct. 26 - Dec. 11

 
Source: Multiple Travel Companies

Deals around town and nearby getaways for as much as 50% off.

 
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: Apple Vacations

Choose from 4-star vacation packages including roundtrip airfare, transfers, meals, drinks and more
Select September departures

 
Source: Timber Ridge Lodge & Waterpark

Splash around at the massive indoor water park and stay in a one-bedroom suite with whirpool, fireplace and kitchen for 50% off
Through January

100% (14 Ratings)
 
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: Expedia

Vacation in style with five nights in Cancun's famous hotel zone including roundtrip flights.
Select October dates

 
Source: Travel Discounters

Marvel at the pyramids, temples and tombs of ancient Egypt with a trip that saves as much as $950 per person.
Weekly departures through Nov. 30, 2015

 
Source: Lufthansa Airlines

Discounted flights on Lufthansa to Greece, Turkey, Germany, Hungary and more.
Depart select dates Sept. 9 - Oct. 25

 
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: 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 Sept. 21 - June 15

 
Source: Apple Vacations

Retreat to a beachfront resort in the Dominican Republic this fall
Select September-October departures

 
Source: Inn of Chicago

Unpack at one of the best locations in Chicago -- one block from famed Michigan Avenue -- with stay dates available through fall and winter.
Dec. 7 - March 12; fall dates also available

 
Source: Virgin America

Book a getaway on Conde Nast Traveler's 'Best Domestic Airline'
Oct. 11 - March 4

 
Source: Air France

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

 

Latest Sales & Specials*

 
 
Select dates in November-December
The Westin Chicago River North
 
Select dates through Nov. 22
The Westin Michigan Avenue
 
Select September departures
Apple Vacations
 
Next Two Weekends
Major Airlines on Fly.com
 
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