Schiller Woods view in Chicago of Illinois

Find Cheap Hotels in Westchester, IL

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Westchester Cheap Hotels

Next weekend
Jun 26 - Jun 28
In two weeks
Jul 3 - Jul 5

Our top choices for Westchester cheap hotels

Bar (on property)

Four Points by Sheraton Chicago Westchester/Oak Brook

Four Points by Sheraton Chicago Westchester/Oak Brook
3.0 star property
Westchester
8.6 out of 10, Excellent, (1,000 reviews)
"Clean room and good location would definitely stay here again"
United States
Jonas
The price is ￥15,969
￥17,881 total
includes taxes & fees
Jul 5 - Jul 6
Four Points by Sheraton Chicago Westchester/Oak Brook
Exterior detail

Carleton of Oak Park

Carleton of Oak Park
3.0 star property
Oak Park
9.2 out of 10, Wonderful, (1,041 reviews)
"Check in was easy, room was clean, it was quiet and location was convenient."
United States
Barbara
The price is ￥18,193
￥20,191 total
includes taxes & fees
Jun 25 - Jun 26
Carleton of Oak Park
Indoor pool

Hyatt Place Itasca

Hyatt Place Itasca
3.0 star property
Itasca
8.8 out of 10, Excellent, (1,151 reviews)
"Great hotel friendly staff!"
United States
Kathryn
The price is ￥18,743
￥20,800 total
includes taxes & fees
Jul 1 - Jul 2
Hyatt Place Itasca
Lobby

Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago
4.0 star property
Rosemont
8.8 out of 10, Excellent, (2,687 reviews)
"Hotel was clean, very friendly staff and conveniently located from the airport"
United States
Jason
The price is ￥25,647
￥29,232 total
includes taxes & fees
Jun 28 - Jun 29
Hyatt Regency O'Hare Chicago
Reception

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,490 reviews)
"Beautiful place to stay."
United States
Charles Otto
The price is ￥36,131
￥47,751 total
includes taxes & fees
Jun 30 - Jul 1
Palmer House a Hilton Hotel
Cocktail bar

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very Good, (3,106 reviews)
"It was good place to stay for the Go Fest Event"
United States
Ken
The price is ￥18,811
￥30,036 total
includes taxes & fees
Jul 5 - Jul 6
Freehand Chicago
Lobby

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (1,623 reviews)
"Very good location, breakfast is fantastic, dinner and bar are great."
United States
Zhiwen
The price is ￥24,824
￥29,515 total
includes taxes & fees
Jun 29 - Jun 30
The Chicago Hotel Collection Ambassador Gold Coast
2 restaurants; breakfast, lunch, and dinner served

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,748 reviews)
"Great location!"
United States
William
The price is ￥38,551
￥50,567 total
includes taxes & fees
Jun 21 - Jun 22
LondonHouse Chicago, Curio Collection by Hilton
View from property

The Blackstone, Autograph Collection

The Blackstone, Autograph Collection
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,002 reviews)
"Great location, clean hotel, and very accommodating staff."
United States
Neydee
The price is ￥28,811
￥38,991 total
includes taxes & fees
Jul 5 - Jul 6
The Blackstone, Autograph Collection
Lobby

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very Good, (10,142 reviews)
"Great stay!"
United States
Daniel
The price is ￥22,000
￥26,156 total
includes taxes & fees
Jun 29 - Jun 30
Congress Plaza Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Top Westchester Hotel Reviews

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

8/10 Good
"It was sufficient. It felt clean, but it did not feel luxurious. The main benefit came from the location. Walkability is high. It was bare-bones. The soap dispenser didn’t have enough for a two night stay. Tv was hard to use. If you are out exploring the city, this hotel is fine. If you are basing your experience on the hotel itself (like a staycation), I think you will be disappointed."
Sarah 2-night trip
Posted less than an hour ago
Hotel Felix River North/Magnificent Mile

Frequently asked questions

What is Westchester like for travelers on a budget?
Discover discount places to stay in Westchester on Expedia.com and book a getaway that stays within your budget. Westchester is a destination that visitors enjoy for its shopping and dining options. You can browse a variety of accommodations with Member Prices to find the best deal for you. With our site's helpful page filters, you can limit results by your price range, or by top amenities like free breakfast and free WiFi. If you're interested in affordable options near specific attractions, try filtering by location to refine your search. As you browse, use the heart button to save your favorites so that you can find them later when you're ready to decide. Need a car or a flight too? Choose from the travel packages offered under Bundle and Save and discover big savings by arranging transportation at the same time.
When is the best time for a budget trip to Westchester?
Weather will likely play an important role when you plan your trip to Westchester, and keep in mind that cheaper options are usually available when the weather isn't as good. The hottest months are usually July and August with an average temp of 71°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Westchester are January, November, February, and December, with each month seeing an average of 5 inches of snowfall.
What is there to see and do in Westchester?
Westchester is known for its shopping and dining options, and offers plenty to see and do without spending a fortune. You can budget for the top local attractions on your list, such as Wrigley Field and Michigan Avenue, and then make time for other wallet-friendly activities. Enjoy the local natural beauty at Millennium Park and Grant Park, or check out the area's cultural spots like Drury Lane Theater.
How can I get to Westchester and get around on a budget?
Scoping out the transportation options in Westchester is a smart way to keep your trip affordable. The closest airport is 8.4 mi (13.4 km) away from the center in Chicago Midway Airport (MDW). However, if that doesn't suit your budget, you can book a flight to Chicago O'Hare Intl. Airport (ORD), located 8.9 mi (14.3 km) away. Westchester might not have very many public transportation choices so a rental car could be an economical alternative to explore more of the area.