1. Home
  2. Hotels & Getaways
  3. Chicago & Midwest

Best Chicago & Midwest Hotel Deals

$89 -- Chicago 4-Star Lincoln Park Hotel, Save 35%
Source: Hotel Lincoln | By Justin Strauss

Views of Lake Michigan await guests at a classic Chicago hotel
Dates through March 31

More »
95% (66 ratings)
Source: Hotel Phillips

Discover the grand yet intimate Hotel Phillips with complimentary wine receptions and live jazz.
Travel daily through March 31, 2015

 
Source: St. Louis City Center Hotel

Escape to the Gateway City this winter and warm up at this downtown St. Louis Hotel for half the price.
Through February

 
Source: Bay Pointe Inn & Restaurant

Explore the Gun Lake area's 10 acres of Nordic cross-country ski trails, snowshoeing, ice fishing and snowmobiling.
Travel through March 31, 2015

 
Source: Ivy Boutique Hotel

Enjoy two cocktails at Devine lobby lounge, featuring signature nitrogen-infused drinks.
Travel through March 31, 2015

97% (32 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 March

 
Source: dana hotel and spa

Three blocks from the Magnificent Mile, book a stay at this lively hotel and receive a $10 voucher for breakfast.
Through April 6, 2015

95% (40 ratings)
 
Source: Lodge of Four Seasons, Lake Ozark

Discover the hospitality of a family-owned, waterfront resort on the Lake of the Ozarks.
Travel through April 6, 2015

90% (288 ratings)
 
Source: Hotel Marshfield

Retreat to central Wisconsin for a small-town getaway where simple pleasures abound.
Travel through Feb. 28, 2015

 
Source: Nicollet Island Inn

Cozy and charming hotel welcomes guests to an island retreat
Dates through March 31

 
Source: Seven Gables Inn

Perks at this inn include two drinks and one appetizer from the on-site pub and free valet parking.
Travel through February 2015

 
Source: Water Street Inn

On the St. Croix River in Stillwater, voted one of the "Best Midwest Small-Town Getaways" by Midwest Living magazine
Travel daily through March 31

97% (114 ratings)
 
Source: Argosy Casino, Hotel & Spa

Take a Vegas-style escape and save nearly 50% off at the AAA 4-Diamond Argosy Casino, Hotel & Spa.
Sundays-Thursdays through February 2015

 
Source: The Campbell House

After a $10 million renovation, the grandeur of The Campbell House awaits, where all packages include daily breakfast and bourbon flight for two.
Travel through Feb. 26, 2015

 

More Deals on Chicago & Midwest Hotels

 
Select dates through February
Renaissance Blackstone Chicago Hotel
 

Compare Multiple Travel Sites in One Search

From: To: Travelers:
Depart: Return: One-way
Round-trip   
Enter city: Guests:
Check-in: Check-out: Rooms:
From: To: Travelers:
Depart: Return: Rooms:
Enter city: Pick-up Time:
Pick-up Date: Return Date: Return Time:

Compare Hotel Rates

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