Best Chicago Last Minute Deals*

*Some taxes, fees extra. Vacation & cruise rates are per person with double occupancy, unless noted.
$149* & up -- Fares from Chicago into December, One Way
 
Source: Virgin America | By Travelzoo Staff

Snag discounted fares on the 'Best Domestic Airline' for the ninth year in a row (Travel + Leisure World's Best Awards)
Oct. 15 - Dec. 14

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Source: Apple Vacations

This all-inclusive deal includes a four-night stay at one of the top 15 hotels in Punta Cana (TripAdvisor) and includes nonstop air from Chicago
Select dates, November-December

 
Source: Apple Vacations

Stay at a 4-star beachfront resort with an authentic, on-site Mayan ruin with this all-inclusive vacation with air from Chicago (O'Hare)
Select departures, October-December

 
Source: Grand Geneva Resort & Spa

Fall, winter or spring -- it's always a great time for a trip to Lake Geneva, especially when you save on a stay at one of the state's best resorts.
Daily through March 31

95% (66 ratings)
 
Source: United Airlines

This sale includes popular destinations like Miami, Atlanta and Dallas.
Sept. 20 - Nov. 14

 
Source: Avianca

Fly one-stop to Managua on Avianca Airlines. Book by Sept. 30
Through March 28

 
Source: Central Loop Hotel

While other Chicago hotels charge $250 or more in fall, Central Loop Hotel dodges the trend, undercutting many of them by as much as $100
Weekends Aug. 19 - Nov. 26; Dec. is even cheaper

95% (20 ratings)
 
Source: Avis

This exclusive deal is good for three-day rentals, including a Saturday night
Through 2016

 

Latest Sales & Specials*

 
Next Two Weekends
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