Chicago Deals

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Looking for a way to save on your next Chicago vacation? Look no further. We work to provide you discount travel deals on airline tickets, cheap rates on hotels, and more. Our Chicago travel deals are updated frequently to ensure your trip planning is easy on you and your wallet. We hope that you find that perfect Chicago deal to help get you going on that memorable getaway.

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$109
& up

$109 -- Chic Chicago 4-Diamond Hotel, $100 OFF

Published by Travelzoo* Ending: 12/18/2009
$79
& up

$79 & up -- Midwest Starwood Hotels at up to 50% OFF

Published by Travelzoo* Ending: 12/31/2009
$100
& up

$100 -- Landmark Chicago Hotel at 50% OFF

Published by Travelzoo* Ending: 12/30/2009
$90
& up

$90-$132 -- Dana Hotel & Spa in Chicago, 30% OFF 3 Nt. Stay

Published by Travelzoo* Ending: Today
$99
& up

$99-$132 -- Chicago: The Avenue Hotel 15% OFF

Published by Travelzoo* Ending: Today
$89
& up

$89 & up -- Chicago 4.5-Star Hotels near Magnificent Mile

Published by Travelzoo* Ending: 12/31/2009
$99
& up

$99 -- Weekends at Chicago-Area 4-Star Hotel, 40% OFF

Published by Travelzoo* Ending: 12/31/2009
$99
& up

$99 -- Chicago O'Hare All-Suite Hotel, 40% OFF

Published by Travelzoo* Ending: 12/31/2009
$59
& up

$59-$69 -- Casino Hotel in Southern Illinois (midweek only)

Published by Travelzoo* Ending: 12/31/2009
$119
& up

$119 -- Chicago 4-Diamond Lakefront Hotel w/Upgrade

Published by Travelzoo* Ending: 12/27/2009

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Looking to save on your next Chicago vacation? AOL Travel has great Chicago deals to help you plan your dream trip.

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