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Best Chicago & Midwest Hotel Deals

$249 -- Minnesota: 2-Night Northwoods Cabin Retreat, 50% Off

$249 -- Minnesota: 2-Night Northwoods Cabin Retreat, 50% Off

Source: Gunflint Lodge | By Travelzoo Staff

Get away from it all this spring, summer or fall at Gunflint Lake, where canoeing, fishing and horseback riding are the order of the day.
Through Dec. 18

$119 -- Omaha: Chic Boutique Hotel thru Summer, 45% Off

$119 -- Omaha: Chic Boutique Hotel thru Summer, 45% Off
Source: Magnolia Hotel Omaha

Complimentary breakfast, nightly wine & beer reception, plus late-night milk and cookies are part of this Italian-inspired hotel
Sun.-Thurs. thru Sept. 3; +$30 weekends

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$119 & up -- Indianapolis Hotels thru July, 50% off

$119 & up -- Indianapolis Hotels thru July, 50% off
Source: Marriott Hotels

Save on a walkable Midwest city while rates are low surrounding the Indy 500
Weekends and select dates through July

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$419 -- Smoky Mountains 3-Night Ranch Escape, Reg. $840

$419 -- Smoky Mountains 3-Night Ranch Escape, Reg. $840
Source: French Broad River Dude Ranch

This adventure includes accommodations, daily meals and ranch activities
Select Sunday arrivals through Sept. 1

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$129 & up -- Chicago: 4-Star Michigan Avenue Hotel, Save 65%

$129 & up -- Chicago: 4-Star Michigan Avenue Hotel, Save 65%
Source: The Westin Michigan Avenue Chicago

Make the Windy City your personal playground this month while staying steps from top shops and renowned restaurants.
Select dates through May

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$144 -- 4-Diamond Cincinnati Hotel w/Dining Discount & Pkg.

$144 -- 4-Diamond Cincinnati Hotel w/Dining Discount & Pkg.
Source: The Cincinnatian Hotel

Make it a summer trip to this historic downtown hotel, which is throwing in a 20% discount at its acclaimed restaurant and overnight valet parking.
Daily through Sept. 29

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More Deals on Chicago & Midwest Hotels

 
Select Fridays and weekends thru August
Renaissance Columbus Downtown Hotel
 
Through July
Hotel Julien
 
May 23 - Sept. 2
DoubleTree by Hilton Pittsburgh - Green Tree
 
Through August
Sheraton St. Louis City Center Hotel & Suites
 
Select dates through May
Sheraton Chicago Hotel & Towers
 
Select dates through May
The Westin Lombard Yorktown Center
 
Deals into August
Featured Destination: Chicago
 
Next two weeks
Hotwire.com
 

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Travelzoo Tips

From Our 250+ Deal Experts Around the World
Josh Gershenson — Travel, Entertainment and Local Deal Expert
Josh Gershenson
Deal Expert, Chicago
I’m here to say that Indianapolis is much more than a conference destination. More »