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Best Chicago & Midwest Hotel Deals

$149-$189 -- Cleveland: Brand New 4-Star Hotel Downtown
Source: The Westin Cleveland Downtown | By Mary Walker Baus

Recently completed a $70 million renovation with brand-new guest rooms and on-site steakhouse
Select dates through October

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Source: Heidel House Resort

Spend the dog days of summer or colorful days of fall in this quaint lake town just 90 minutes from Milwaukee or Madison
Through Dec. 30

Source: Sheraton Bloomington Hotel

Stay at a AAA 4-Diamond property this summer that saves 50% on similar hotels in the area
Aug. 24 - Sept. 7

Source: The Weathervane Inn

All rooms have a Jacuzzi and a fireplace; warm chocolate chip cookies are served every evening
Travel Sept. 1, 2014 - Dec. 31, 2014

Source: Sheraton Chicago Hotel & Towers

Stay over the holidays at this hotel near Navy Pier
Select dates through December

Source: Sheraton St. Louis City Center Hotel & Suites

Visit the "Gateway to the West" and stay close to all the city's main attractions
Select dates through November

Source: The Westin Michigan Avenue

Snag a room at a AAA 4-Diamond hotel on Chicago's world-famous Magnificent Mile
Select dates through Nov. 22

Source: State House Inn

Learn in the "Land of Lincoln" with half off a package at the State House Inn, including museum tickets, drinks, parking and Wi-Fi.
June 18, 2014 - Oct. 31, 2014

97% (728 Ratings)
Source: Kimpton Hotels

These hotels are in the heart of Chicago and offer a nightly complimentary wine hour.
Select dates through October

Source: The Westin Chicago River North

Check in to a AAA 4-Diamond hotel with sweeping views of the Chicago River
Select dates through December


More Deals on Chicago & Midwest Hotels

Select Sundays-Thursdays through August
Hotel for Travelzoo VIPs
Available daily
18 Midwest hotels w/extras exclusively for Travelzoo VIPs
Deals through November
Featured Destination: Chicago

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