Best Chicago Last Minute Deals*

*Some taxes, fees extra. Vacation & cruise rates are per person with double occupancy, unless noted.
$449* & up -- Central America Fares from Chicago, R/T
 
Source: Avianca | By Rudy Tomarchio

Travel on this nonstop route including Memorial Day weekend.
Aug. 9 - Dec. 14

Go to site »
Source: Steppenwolf Theatre Company

Includes the final performances of the well-reviewed show on Steppenwolf’s main stage.
May 31-June 3

 
Source: Hotwire.com

Compare rates for every major car rental company, or use Hotwire's Hot Rate cars to get an amazing deal.
Next Two Weekends

 
Source: Chicago Symphony Orchestra

The Chicago Symphony Orchestra performs concerts featuring the music of Holst, Beethoven and Mozart. Travelzoo members save 25% on tickets
May 31 and June 11

 
Source: Funjet Vacations

Includes nonstop flights from Chicago and three nights at the 4-star beachfront Riu Palace Riviera Maya
June-July

 
Source: Apple Vacations

Stay at a resort with three beaches, five restaurants and four swimming pools with this all-inclusive package that includes air and transfers
Select departures, June-August

 
Source: Audubon Inn

Members can save over 45% at this "charming and elegant" (Madison Magazine) hotel in central Wisconsin, including a spa treatment or dining credit.
Sunday-Friday through Sept. 30, 2016

98% (122 ratings)
 
Source: Avis

This exclusive deal is combinable with additional perks like free upgrades, free weekend days or discounts on weekly rentals
Through 2016

 
Source: State House Inn, an Ascend Collection hotel

Save over 50% at this member-favorite hotel with midcentury-modern style; it's a great destination for a Springfield stay full of history.
April 15, 2016 - Sept. 30, 2016

96% (1461 ratings)
 
Source: Qatar Airways

Save on fares to Dubai, Abu Dhabi, Bali, Delhi, Bangkok, Singapore and more on this 5-star airline, voted Skytrax's 2015 "Airline of the Year"
Select dates July-December; varies by route

 
Source: Virgin America

Snag discounted fares on Conde Nast Traveler's 'Best U.S. Airline.'
Sept. 7 - Nov. 9

 

Latest Sales & Specials*

 
Next Two Weekends
Major Airlines on Fly.com
 
Next Two Weekends
Major Airlines on Fly.com
 

Compare Multiple Travel Sites in One Search

From: To: Travelers:
Depart: Return: One-way
Round-trip   
Enter city: Guests:
Check-in: Check-out: Rooms:
From: To: Travelers:
Depart: Return: Rooms:
Enter city: Pick-up Time:
Pick-up Date: Return Date: Return Time:

Compare Hotel Rates