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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

$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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$999 -- Huatulco 'Dreams' 7-Night Vacation from Chicago

$999 -- Huatulco 'Dreams' 7-Night Vacation from Chicago
Source: Apple Vacations

Steal away to a 4-star all-inclusive resort along the Pacific coast.
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*

 
Select dates May 30 - Sept. 30; varies by route
Air Canada
 
May 30 - 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.
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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 »