Best Chicago Last Minute Deals*

*Some taxes, fees extra. Vacation & cruise rates are per person with double occupancy, unless noted.
30% Off -- Business Class Fares to Singapore from Chicago
 
Source: Cathay Pacific | By Lily Fu

Fly over dates that include the popular F1 Singapore Grand Prix (Sept. 16-18)
Through December

Go to site »
Source: Chula Vista Resort

With this holiday weekend sale, receive an exclusive 35% daily discount on Villas and two-bedroom Condos at this critically-praised Dells resort.
June 30 - July 4

90% (166 ratings)
 
Source: Steppenwolf Theatre Company

"A wholly satisfying and complete emotional journey" (The New Yorker).
Select dates through July

 
Source: Starwood

Summer is the best time to see everything Chicago has to offer, and rates are now below $200 for three prime location hotels.
June-September

 
Source: The Plaza Hotel, Milwaukee

One of Milwaukee's Top 10 Hotels (TripAdvisor), the Plaza offers members exclusive extras like parking and credit to the recently-renovated cafe.
Travel weekdays through October

 
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.
Daily through Sept. 30, 2016

96% (1502 ratings)
 
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