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Best Chicago & Midwest Hotel Deals

$135 -- Chicago Luxury Boutique Hotel near Mag Mile, 50% Off
Source: The James Chicago | By Justin Strauss

Stylish design meets a residential feel
Through Feb. 24

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100% (4 ratings)
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: 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% (1276 ratings)
 
Source: Millennium Hotel Minneapolis

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

90% (90 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