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Best Chicago & Midwest Hotel Deals

$94-$151 -- Chicago: 4-Star Michigan Avenue Hotel, 55% Off
Source: The Westin Michigan Avenue | By Travelzoo Staff

This 4-star hotel is close to the city's best shopping and dining.
Select dates Nov. 23 - Jan. 10; +$100 Oct. 1 - Nov. 22

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Source: Holiday Inn Grand Haven-Spring Lake

Lonely Planet calls the area one of this year's top 20 U.S. travel destinations
Travel Nov. 1, 2014 - March 31, 2015

 
Source: Gunflint Lodge

Get away from it all up north at Gunflint Lake, where skiing, dogsledding and moose calling are the order of the day.
Daily through April 1, 2015

95% (39 Ratings)
 
Source: Omni Chicago

Stretch out in a suite at a AAA 4-Diamond hotel on Chicago's famed Michigan Avenue.
Daily Oct. 26 - Jan. 31

 
Source: The Osthoff Resort

Soak up views of autumn foliage around Lake Elkhart from a balcony room.
Travel November - January

100% (80 Ratings)
 
Source: Holiday Inn Chicago Mart Plaza

Perched along the Chicago River, save up to 40% on prime holiday dates, including Thanksgiving, Christmas and Valentine’s Day.
Select dates through March 2015

 
Source: State House Inn

Visit the Old State Capitol, where Lincoln announced, "A house divided against itself cannot stand" in the days leading up to the Civil War
Daily Nov.-Jan. & Thurs.-Sun., Feb.-March

97% (877 Ratings)
 
Source: Hotel Julien

Close to the Riverboat Museum, National Mississippi River Museum and Aquarium and National Rivers Hall of Fame
Oct. 1, 2014 - Feb. 28, 2015

97% (1197 Ratings)
 
Source: Travelzoo

Chicago hotels with extras exclusive to Travelzoo
Available daily

 
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 Nov. 23 - Jan. 5; surrounding dates +$50

 
Source: The Westin Cleveland Downtown

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

 

More Deals on Chicago & Midwest Hotels

 
Nov. 23-30 and Dec. 19-30
Subscriber Only Deal
 
Nov. 23-27; Dec. 14-31; Jan. 1-3
Renaissance Blackstone Chicago Hotel
 
 
 
 
 
 
 
Deals through November
Featured Destination: 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