Best Chicago Last Minute Deals*

*Some taxes, fees extra. Vacation & cruise rates are per person with double occupancy, unless noted.
$1485* & up -- Premium Seats from Chicago to Honolulu, R/T
Source: SkyLux Travel | By Rudy Tomarchio

Additional departure dates are available starting at $50 more per person.
Through Nov. 30; Jan. 10 - March 31

Go to site »
Source: The Geneva Inn, Lake Geneva (WI)

This winter, treat yourself to a quiet and restful stay at Lake Geneva's only shorefront hotel, including a bottle of sparkling wine upon arrival.
Daily through March 31, 2016

Source: Alaska Airlines

The Wall Street Journal's "Middle Seat" column ranks Alaska Airlines ranks No. 1 among all U.S. carriers in its annual Airline Scorecard.
Travel Jan. 5 - March 2

Source: Turkish Airlines

Book by Dec. 14 for fares to Athens, Tel Aviv, Sofia, Rome, Mumbai and more.
Select departures through March 20

Source: Turkish Airlines

Turkish Airlines has been named Europe’s Best Airline at the prestigious Skytrax World Airline Awards for five years in a row.
Select departures through March 20


Fly from Chicago to Central Europe with this package that includes three nights in Prague, three nights in Vienna and three nights in Budapest
Select January dates; additional dates available

Source: Audubon Inn

Save 40% on a getaway at this recently updated historic hotel in Mayville, Wisc., including credit for the spa, dining or the new movie theater.
Daily between Dec. 1, 2015 - April 14, 2016

97% (102 ratings)
Source: Wyndham Grand Chicago Riverfront

This top-rated downtown destination offers travel dates into early spring when rates start rising around the city.
Travel through March 2016

96% (317 ratings)
Source: Qatar Airways

Save on fares to Abu Dhabi, Dubai, Bali, Bangkok, Singapore and more on this 5-star airline, voted Skytrax's 2015 "Airline of the Year"
Select dates Jan. 5 - May 13

Source: Club Quarters, Wacker at Michigan

Book an early 2016 trip from just $82 per night at this boutique hotel, steps from Chicago's famed Mag Mile. Members save 25% through March.
Travel options through March 2016

Source: State House Inn, an Ascend Collection hotel

This midcentury-modern member favorite is a great destination for a Springfield stay full of history for 50% off.
Through Feb. 29, 2016

96% (1423 ratings)
Source: Virgin America

Snag discounted fares on Conde Nast Traveler's 'Best U.S. Airline.'
Dec. 15 - March 5

Source: Avis

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


Latest Sales & Specials*

Through October; Click to see more
American Express Travel
Next Two Weekends
Major Airlines on

Compare Multiple Travel Sites in One Search

From: To: Travelers:
Depart: Return: One-way
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