1. Home
  2. Hotels
  3. Chicago & Midwest

Chicago & Midwest Hotel Deals

New! Search Hotels by Date

Top Deals

$75-$90 -- New French Lick Hotel w/Breakfast, incl. Weekends
Source: Best Western Plus - French Lick | By Metra Kootsikas

Discover this quintessential Midwestern community at a new hotel and receive complimentary breakfast and Wi-Fi.
Travel through Sept. 30, 2015

More »
Source: Hotel Julien

This deal offers the lowest rates we've ever seen at this hotel for summer.
June 1 - August 31

97% (1444 ratings)
Source: The Westin Michigan Avenue

Snag a room at a AAA 4-Diamond hotel on Chicago's world-famous Magnificent Mile.
Select Friday-Saturday stays through August; midweek +$100

Source: Canad Inns Destination Center at Grand Forks

92% of Travelzoo members loved their stay
June 1 - Dec. 30

92% (83 ratings)
Source: Heidel House Resort & Spa

Stays at this tranquil resort include an exclusive $20 credit toward dining, activities or the spa.
Travel midweek, May 24 - Aug. 20; weekends +$50

Source: Put-in-Bay Resort and Conference Center

Grab three friends and head to Put-in-Bay, described the "Key West of Lake Erie." Travelzoo members can choose between two resort and exclusively save
Travel midweek, May-June and Aug. 24-Oct. 22

Source: The Westin Indianapolis

Ranked one of the best downtowns in the U.S., plan a 2015 road trip to Indianapolis.
Most Fridays-Saturdays through August

Source: The Westin Cleveland Downtown

Within blocks of the Rock & Roll Hall of Fame, book a stay this summer at a Westin Hotel.
Most Friday-Saturdays through August


Compare Multiple Travel Sites in One Search

From: To: Travelers:
Depart: Return: One-way
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:

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