Travel Deals in Chicago

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Popularity Price Time Left Newest Discount

$119+

was $216

Omaha: Chic Boutique Hotel thru Summer, 45% Off

Destination: Chicago

By: Magnolia Hotel Omaha
Found On: TravelZoo
Posted: May 21, 2013

Complimentary breakfast, nightly wine & beer reception, plus late-night milk and cookies are part of this Italian-inspired hotelSun.-Thurs. thru Sept. 3; +$30 weekends

$1348+

$1348+: Air & 6-Nts Trump International Hotel & Tower Chicago

Destination: Chicago

By: Expedia.com
Found On: Dunhill Travel Deals
Posted: May 15, 2013

Ends: May 28, 2013

$139+

Downtown Columbus Hotel, Summer Weekends

Destinations: Chicago, Columbus

By: Renaissance Columbus Downtown Hotel
Found On: TravelZoo
Posted: May 18, 2013

Ends: Jun 01, 2013

Select Fridays and weekends thru August

$249+

was $498

Minnesota: 2-Night Northwoods Cabin Retreat, 50% Off

Destination: Chicago

By: Gunflint Lodge
Found On: TravelZoo
Posted: May 15, 2013

Get away from it all this spring, summer or fall at Gunflint Lake, where canoeing, fishing and horseback riding are the order of the day.Through Dec. 18

$99+

was $237

Top-Rated Dubuque Hotel into Summer

Destinations: Chicago, Dubuque

By: Hotel Julien
Found On: TravelZoo
Posted: May 15, 2013

Through July

Earn 2,500 Bonus Points at Chicago Luxury Hotel

Destination: Chicago

By: Marriott
Posted: Feb 07, 2013

Ends: May 27, 2013
Travel On: Through May 27, 2013

Plan a rewarding getaway to the luxurious and stately JW Marriott Chicago Hotel and enjoy 2,500 extra points per stay. From March 19 - May...

$249+

A Room with a View Package at JW Marriott Chicago

Destination: Chicago

By: Marriott
Posted: Feb 20, 2013

Ends: May 27, 2013
Travel On: Through May 27, 2013

Take in the stunning view of Downtown Chicago at the top of the Willis Tower Sky Deck! Also enjoy overnight guest room plus complimentary valet parking at the JW Marriott...

$419+

was $840

Smoky Mountains 3-Night Ranch Escape

Destination: Chicago

By: French Broad River Dude Ranch
Found On: TravelZoo
Posted: May 15, 2013

This adventure includes accommodations, daily meals and ranch activitiesSelect Sunday arrivals through Sept. 1

$134+