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Best Chicago Last Minute Deals*

*Some taxes, fees additional.
$941* & up -- Fly to Israel from Chicago (Roundtrip w/Tax)

$941* & up -- Fly to Israel from Chicago (Roundtrip w/Tax)

Source: Major Airlines on Fly.com

Explore Jerusalem, the Dead Sea & more
Into May

$12 & up -- Chicago Memorial Weekend Deals: Stay or Get Away

$12 & up -- Chicago Memorial Weekend Deals: Stay or Get Away
Source: Multiple Travel Companies

Save up to 75% on activities in town & getaways nearby.

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$5-$9 -- 90,000 Seats on Megabus Routes in June

$5-$9 -- 90,000 Seats on Megabus Routes in June
Source: Megabus.com

Choose from routes in more than 28 cities nationwide
Tuesdays, Wednesdays & Saturdays in June

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$499 -- Riviera Maya All-Incl. Trip from Chicago, Save $775

$499 -- Riviera Maya All-Incl. Trip from Chicago, Save $775
Source: Funjet Vacations

Start that summer vacation early with this three-night beachfront escape.
Select May-June dates

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$975 & up -- Jamaica 3-Nt. All-Incl. Trip; Kids Stay Free

$975 & up -- Jamaica 3-Nt. All-Incl. Trip; Kids Stay Free
Source: Vacation Express

Kick back at a family-friendly resort this summer or fall; kids ages 2-16 to stay, play and eat for free.
Select dates through September

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Latest Sales & Specials*

 
May 24-29
Major Airlines
 
From Chicago; select June dates
TravelByBob.com
 
Select dates June 4 - Sept. 30; varies by route
Air Canada
 
June 4 - Sept. 30
Toronto Escapes
 
Through August
CheapCaribbean.com
 
Select last-minute June dates
Apple Vacations
 
Select dates through May
The Westin Lombard Yorktown Center
 
Deals into June
Featured Destination: Chicago
 

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New: DOT Full Fare Rules

New U.S. government rules require airfare and air-inclusive packages to include all taxes and fees in the price.
Learn More »

Travelzoo Tips

From Our 250+ Deal Experts Around the World
Gia Teolis — Travel, Entertainment and Local Deal Expert
Gia Teolis
Deal Expert, Chicago
Here's how to make the most of a visit to the 103rd floor. More »