Types: Hotel , Vacation , Airfare , Rental Car

Chicago Hotel Deals

Save	$210/nt+: Chicago 4-star w/late check-out, breakfast	Sutton Place Hotel
$129	$129 & up: 4.5-star hotel in Chicago - Magnificent Mile Area - Streeterville	Hotwire
$102	$102 & up: 4-star hotel in Chicago - North Michigan Avenue - Water Tower - Gold Coast	Hotwire
$99	$99 & up: 4-star hotel in Chicago - Chicago Loop	Hotwire
$102	$102 & up: 4-star hotel in Chicago - North Michigan Avenue - Water Tower - Gold Coast	Hotwire
See All Chicago Hotel Deals

Chicago Vacation Deals

Sale	Book Affinia Chicago for 15% off best available rate	Affinia
Sale	15% off best available rate at the Affinia Chicago	Affinia
$300	$300 to Chicago: flight + 2 nights hotel	Orbitz

Chicago Airfare Deals

Save	$124+ RT: CHICAGO air from Boston or NYC	Expedia
$206	Save Up to 50% Off Last Minute Fares from Philadelphia to Chicago at Hotwire.com!	Hotwire
$329	Save Up to 50% Off Last Minute Fares from Portland to Chicago at Hotwire.com!	Hotwire
$104	Save Up to 50% Off Last Minute Fares from Indianapolis to Chicago at Hotwire.com!	Hotwire
$179	Save Up to 50% Off Last Minute Fares from San Antonio to Chicago at Hotwire.com!	Hotwire
See All Chicago Airfare Deals

Chicago Rental Car Deals

Save	Save 10% Dollar Rent A Car when you pay with any American Express® Card.	American Express
Save	Save 10% at Thrifty when you pay with any American Express® Card.	American Express
Save	Save 10% Dollar Rent A Car when you pay with any American Express® Card.	American Express

Please note: The travel deals listed here may contain restrictions or require additional fees and taxes. Being in limited supply, they may also expire, change, or become unavailable at any time.