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Best Chicago & Midwest Hotel Deals

$158 & up -- Downtown Chicago 4-Star Hotel, Save 65%
Source: The Westin Chicago River North | By Travelzoo Staff

Check in to a AAA 4-Diamond hotel with sweeping views of the Chicago River
Select dates through Sept. 20

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100% (2 Ratings)
Source: The Westin Michigan Avenue

Snag a room at a AAA 4-Diamond hotel on Chicago's world-famous Magnificent Mile
Select dates through Sept. 21

100% (2 Ratings)
Source: Sheraton Chicago Hotel & Towers

Stay over the holidays at this hotel near Navy Pier
Select dates through Dec. 30

100% (2 Ratings)
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 Sept. 7

100% (2 Ratings)
Source: Grand Geneva Resort & Spa

Take the family on a getaway that saves 40% on surrounding dates
Select dates through Sept. 26

95% (65 Ratings)
Source: Timber Ridge Lodge & Waterpark

Slip and slide at a water park resort in Lake Geneva, Wisc., where summer rates have been discounted.
Select dates through September

100% (14 Ratings)

More Deals on Chicago & Midwest Hotels

Select dates in 2014, incl. weekends & holidays
The Westin Cleveland Downtown
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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