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Best Chicago & Midwest Hotel Deals

$119 -- Soaring Eagle Casino Resort Getaway w/Credit
Source: Soaring Eagle Casino & Resort | By Olivia Salmonese

Score a room at Soaring Eagle Casino Resort for 40% off and save money for the slots with this Mt. Pleasant getaway that includes a $50 credit.
May 1, 2014 - Aug. 31, 2014; black out dates apply

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Source: Trump International Hotel & Tower Chicago

Luxuriate at a downtown Chicago hotel with show-stopping views and a long list of awards, including Travel + Leisure’s World’s Best.
Select dates through July 8

Source: Hotel Lincoln

Take on Chicago like a local at a boutique 4-star hotel, located in the city's posh Lincoln Park neighborhood.
Most Sundays-Thursdays through Aug. 27

Source: Hotel Breakers

Stay at the closest resort to Cedar Point amusement park for 40% off current prices.
May 9-22, 26-29; discounted summer dates available

Source: The Abbey Resort

Take off for a Lake Geneva-area resort named one of Midwest Living's 45 Resorts We Love.
Sundays-Thursdays through July 31

Source: Gunflint Lodge

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
May 1 - October 29

Source: Sheraton Chicago Hotel & Towers

Take in top city sights and skyline views from a 4-star Chicago hotel.
Select dates through Oct. 4

Source: The Westin Michigan Avenue

Snag a room at a AAA 4-Diamond hotel on Chicago's world-famous Magnificent Mile.
Select dates through July 8

Source: The Westin Chicago River North

Check in to a AAA 4-Diamond hotel with a top location and sweeping views of the Chicago river.
Select dates through Sept. 1

Source: The Inn at Honey Run

Explore miles of nature trails and sip specially selected wine at an Ohio bed-and-breakfast for 50% off.
Through Aug. 31

Source: trivago

Find the lowest prices at hotels across the city, from the Loop to Streeterville and Lincoln Park
Through spring


More Deals on Chicago & Midwest Hotels

Through December 27
The Dearborn Inn, A Marriott Hotel
Available daily
18 Midwest hotels w/extras exclusively for Travelzoo VIPs
Through August
Wyndham Extra Holidays
Select dates through June
Sheraton St. Louis City Center Hotel & Suites
Select dates through June
Hotel Blake

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Travelzoo Tips

Ashley Hamilton — Travel, Entertainment and Local Deal Expert
Ashley Hamilton
Deal Expert, Chicago
Winter visitors are awarded with fewer crowds and some hot hotel deals. More