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Best Chicago & Midwest Hotel Deals

$109 -- Downtown Chicago: W Hotel incl. Weekends
Source: W Chicago City Center Hotel | By Metra Kootsikas

Centered amongst Chicago's lively cultural attractions, the stylish W Chicago City Center has discounted rates by 35%.
Select dates through April

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Source: The Westin Cleveland Downtown

Recently completed a $70 million renovation with brand-new guest rooms and on-site steakhouse.
Most dates through March

Source: The Westin Indianapolis

Visit Indianapolis for the weekend and stay in a recently renovated 4-star hotel.
Most dates through March

Source: Hummingbird Inn Bed & Breakfast

Escape to the breathtaking Missouri Ozark region and receive daily breakfast for two and a bottle of wine.
Travel through May 12, 2015

Source: Wyndham Grand Chicago Riverfront

Fresh off a multimillion-dollar redesign, receive an automatic room upgrade for stays into spring.
Options into April

95% (111 ratings)
Source: Millennium Knickerbocker Hotel

Use the credit to try more than 50 types of martinis at the hotel bar
Through March 5; +$10 March 6 - April 9

Source: Hotel Rush

Set in a prime location near the city’s best restaurants, iconic landmarks and top shopping.
Travel Jan. 4 - March 31

93% (15 ratings)
Source: The James Chicago

Stylish design meets a residential feel
Through Feb. 24

100% (4 ratings)
Source: Hotel Chicago

Half-off parking included at this hip, high-energy hotel near Michigan Avenue.
Select dates through March 2015

97% (35 ratings)
Source: VALEO at the JW Marriott Chicago

Spend a night at the "luxurious and majestic" JW Marriott Chicago (The New York Times) and unwind at one of the city's best spas (Chicago magazine).
Travel daily through Feb. 28, 2015

Source: The Westin Michigan Avenue

Located just off Michigan Avenue, this 4-star hotel is close to Chicago's best shopping and dining
Most dates through February; +$50 in March

Source: Hotel Julien

Overlooking the Port of Dubuque and the Mississippi River, the boutique hotel houses a fine dining restaurant and a full-service spa.
Travel through April 30, 2015

97% (1272 ratings)
Source: Millennium Hotel Minneapolis

Explore this 'remarkably vibrant" city with a stay at this downtown Minneapolis hotel
Most dates through March

90% (89 ratings)
Source: Hampton Inn St. Louis-Downtown (At the Gateway Arch)

Stay across the street from the Gateway Arch in St. Louis -- an ideal home base for exploring the city.
Select dates through April


More Deals on Chicago & Midwest Hotels

Most dates through February
Member Only Deal
Fridays-Saturdays through Feb. 15
JW Marriott Chicago

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Travelzoo Tips

Kristyn Schiavone — Travel, Entertainment and Local Deal Expert
Kristyn Schiavone
Deal Expert, Chicago
Here are some of the best values I’ve found at Navy Pier. More