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Check availability on Winnetka Cheap Hotels

Tonight
Aug 11 - Aug 12
Tomorrow
Aug 12 - Aug 13
This weekend
Aug 14 - Aug 16
Next weekend
Aug 21 - Aug 23

Our top choices for Winnetka cheap hotels

1. Holiday Inn Express & Suites Prospect Heights by IHG

Holiday Inn Express & Suites Prospect Heights by IHG
Prospect Heights
United States
Wynton
NT$3,254
NT$3,644 total
includes taxes & fees
Aug 30 - Aug 31
Holiday Inn Express & Suites Prospect Heights by IHG

2. Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago
Rosemont
United States
Georgia
NT$5,459
NT$6,223 total
includes taxes & fees
Aug 30 - Aug 31
Hyatt Regency O'Hare Chicago

3. Holiday Inn Chicago O'Hare – Rosemont by IHG

Holiday Inn Chicago O'Hare – Rosemont by IHG
Rosemont
United States
christine
NT$4,813
NT$5,543 total
includes taxes & fees
Aug 31 - Sep 1
Holiday Inn Chicago O'Hare – Rosemont by IHG

4. The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
Downtown Chicago
United States
Judy
NT$4,619
NT$5,491 total
includes taxes & fees
Aug 30 - Aug 31
The Chicago Hotel Collection Ambassador Gold Coast

5. Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
United States
Dawn
NT$5,823
NT$8,037 total
includes taxes & fees
Sep 7 - Sep 8
Sable at Navy Pier Chicago, Curio Collection by Hilton

6. Freehand Chicago

Freehand Chicago
Downtown Chicago
United States
james
NT$2,095
NT$4,023 total
includes taxes & fees
Aug 31 - Sep 1
Freehand Chicago

7. Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton
Downtown Chicago
United States
Timothy
NT$3,682
NT$5,326 total
includes taxes & fees
Sep 7 - Sep 8
Claridge House Chicago, Tapestry Collection by Hilton

8. River Hotel

River Hotel
Downtown Chicago
United Arab Emirates
Yousef
NT$5,231
NT$6,219 total
includes taxes & fees
Aug 31 - Sep 1
River Hotel

9. Congress Plaza Hotel

Congress Plaza Hotel
Downtown Chicago
United States
Christina
NT$3,697
NT$4,396 total
includes taxes & fees
Sep 8 - Sep 9
Congress Plaza Hotel

10. The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
Downtown Chicago
United States
Shawna
NT$4,157
NT$4,942 total
includes taxes & fees
Aug 31 - Sep 1
The Chicago Hotel Collection - Magnificent Mile
View all properties

Top Winnetka Hotel Reviews

Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago

10/10 Excellent
"Very nice, new room with excellent views of the city and Lake. Stayed for a concert at Soldier Field and it was an easy walk. Would stay again."
Jolie 2-night trip
Posted 3 hours ago
Hyatt Regency McCormick Place Chicago
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent
"Good location, room was spacious, big bathroom."
Julie 1-night trip
Posted 4 hours ago
Fairmont Chicago at Millennium Park
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

10/10 Excellent
"It was a great location, especially if you are going to the theaters. It was a short walk to the L. Great places to eat."
Mike 2-night trip
Posted 4 hours ago
The Allegro Royal Sonesta Hotel Chicago Loop
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"This place is awesome with family. It’s in a very nice and centrally located downtown area. There are many things to do and nice restaurants nearby."
Shuyao 5-night trip
Posted 6 hours ago
The Royal Sonesta Chicago Downtown
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

10/10 Excellent
"Regina should receive more pay(that’s my 2 cents. She didn’t mention or ask me to say this about her pay)! She was everything!! Friendly, helpful and very informative. Peaceful location. I enjoyed the sounds of the city, ASMR for sure. The room was clean, the water pressure was perfect. Bed was comfortable and the pillows had the right amount of fluff!"
Melvin 2-night trip
Posted 6 hours ago
Crowne Plaza Chicago West Loop by IHG
Eurostars Magnificent Mile

Eurostars Magnificent Mile

10/10 Excellent
"Hotel was great and most of the staff was helpful, I did however have to wait an hour for my check luggage and missed my train."
Cece 3-night trip
Posted 6 hours ago
Eurostars Magnificent Mile
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

10/10 Excellent
"Breakfast is top notch"
Robert 1-night trip
Posted 10 hours ago
Hyatt Regency O'Hare Chicago
Omni Chicago Hotel

Omni Chicago Hotel

10/10 Excellent
"We had a wonderful suite; the staff was very accommodating and friendly - from check in through to the doormen who were very helpful with directions, etc. when we exited the hotel for our daily adventures. Great menu in the dining room (breakfast and afternoon snacks) - and friendly bar. HIGHLY RECOMMEND."
Sharon 4-night trip
Posted 10 hours ago
Omni Chicago Hotel

Frequently asked questions

What is Winnetka like for travelers on a budget?
Check out cheap places to stay in Winnetka on Expedia.com and book a getaway that fits your budget. You can scroll through a wide selection of hotels and other types of accommodation with Member Prices to score the best deal for you. With our site's handy page filters, you can limit results by price per night, or by favorite amenities like free breakfast and free WiFi. If you're hoping for reasonable options around local sights, such as Lake Michigan or Chocolate Box, try out the location filters to narrow down your search. As you browse, click the heart button to save your favorites so that it's easy to find them when you're ready to decide. Interested in a flight or a rental car too? Take a look at the Bundle and Save travel packages and discover big savings by arranging transportation at the same time.
When is the best time for a budget trip to Winnetka?
Weather is probably a major factor when you plan your trip to Winnetka, 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 70°F, while the coldest months are January and February with an average of 30°F. Average annual precipitation for Winnetka is 48 inches.
What is there to see and do in Winnetka?
You won't need to spend big to find places to visit in Winnetka. You can budget for the top local attractions on your list, such as Wrigley Field and United Center, and then make time for other wallet-friendly activities. If you're looking to enjoy the area's natural beauty, you can get outdoors at Lake Michigan, Maple Street Beach, or Elder Lane Beach.
How can I get to Winnetka and get around on a budget?
Scoping out the transportation options in Winnetka can help keep you on budget. The closest airport is Chicago, IL (PWK-Chicago Executive), situated 8.4 mi (13.5 km) away. However, if that doesn't suit your budget, you can arrange flights in and out of Chicago O'Hare Intl. Airport (ORD), which is 12.5 mi (20.2 km) away. To see more of the surrounding area, ride one of the trains from Winnetka Station or Winnetka Indian Hill Station.

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