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Best Chicago & Midwest Hotel Deals

$239 -- Luxe Hotel w/$100 Spa Credit incl. Valentine's Day
Source: VALEO at the JW Marriott Chicago | By Karl Klockars

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

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Source: Hard Rock Hotel, Chicago

Save 40% and let the good times roll at a 4-star hotel on the Magnificent Mile.
Travel daily through April 5

90% (81 ratings)
Source: Inn of Chicago

A budget-friendly, no-frills stay, just steps from Michigan Avenue
Select dates Feb. 2 - April 9; spring and summer dates avail

Source: Baker's Sunset Bay Resort

Escape winter blues with this deal that includes passes to an indoor theme park.
Travel Sundays-Thursdays through June 4, 2015

89% (76 ratings)
Source: Grand Geneva Resort & Spa

Located 90 minutes from Chicago, this historic AAA 4-Diamond resort makes for an easy getaway.
Sundays-Fridays thru May; +$40 Saturdays

95% (65 ratings)
Source: Afton House Inn

Ski bunnies and snowboarding enthusiasts rejoice for lodging at this quaint inn, saving 50% on current pricing.
Travel through April 30, 2015

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: W Chicago City Center Hotel

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

Source: Wyndham Grand Chicago Riverfront

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

96% (112 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: 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: 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% (1276 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
Jan. 30-31; Feb. 6-7, 12-15; March 21, 28; April 3
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