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Our top choices for Oak Park boutique hotels

Carleton of Oak Park

Carleton of Oak Park
3.0 star property
Oak Park
9.2 out of 10, Wonderful, (1,002 reviews)
"Convenient location to local fair, good parking, great value for the cost."
United States
Angela
The price is ฿3,993
฿4,432 total
includes taxes & fees
12 Apr - 13 Apr
Carleton of Oak Park

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (3,849 reviews)
"Loved the stay here !"
United States
Alisha
The price is ฿4,994
฿5,863 total
includes taxes & fees
26 Apr - 27 Apr
L7 Chicago by LOTTE

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
3.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,411 reviews)
"Check in was quick and easy, room was clean and spacious "
United States
Quinton
The price is ฿5,549
฿7,433 total
includes taxes & fees
6 Apr - 7 Apr
Sports Illustrated Resorts Chicago

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,362 reviews)
"Great stay"
United States
Ashley
The price is ฿4,176
฿4,902 total
includes taxes & fees
5 Apr - 6 Apr
Eurostars Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.6 out of 10, Good, (1,269 reviews)
"Amazing stay "
United States
Napoleon
The price is ฿3,582
฿4,205 total
includes taxes & fees
5 Apr - 6 Apr
The Chicago Hotel Collection - Magnificent Mile

Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,202 reviews)
"Clean friendly staff love the decor "
United States
Kiasha
The price is ฿3,469
฿4,072 total
includes taxes & fees
12 Apr - 13 Apr
Ivy Boutique Hotel

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,029 reviews)
"Lots of places to eat and shop nearby"
United States
Analicia
The price is ฿4,339
฿6,049 total
includes taxes & fees
26 Apr - 27 Apr
Staypineapple, An Iconic Hotel, The Loop

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,848 reviews)
"Great hotel"
United States
Mark
The price is ฿12,112
฿14,218 total
includes taxes & fees
9 Apr - 10 Apr
Trump International Hotel & Tower Chicago

Central Loop Hotel

Central Loop Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,053 reviews)
"For the price, it was a very nice a room and location. "
United States
Anna
The price is ฿3,023
฿3,549 total
includes taxes & fees
6 Apr - 7 Apr
Central Loop Hotel

The Talbott, Autograph Collection

The Talbott, Autograph Collection
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (90 reviews)
"We will definitely stay here again!!"
United States
Hayley
The price is ฿4,316
฿6,024 total
includes taxes & fees
26 Apr - 27 Apr
The Talbott, Autograph Collection
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.

Top Oak Park Hotel Reviews

Frequently asked questions

What's the best boutique-style accommodation in Oak Park?
Carleton of Oak Park is a favourite hotel with Expedia travellers looking for a stylish stay, and features 2 restaurants and 2 bars.
What's there to see and do in Oak Park?
The shopping, restaurants and cafes are just some of the things to enjoy while you're in the area. Favorite activities and sights around Oak Park include Wrigley Field, Michigan Avenue and United Center. You might also want to see places such as Soldier Field, Ernest Hemingway Museum and House and Madison Street Theatre during your trip.
What kind of weather should I plan for when I travel to Oak Park?
Understanding the weather in Oak Park is important when planning your trip. The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of -1°C. Average annual precipitation for Oak Park is 1207 mm.
What's the best way to get to my boutique hotel in Oak Park?
You have a few options for getting to and around Oak Park. The closest major airport is Chicago Midway Airport (MDW), which is located 7 mi (11.3 km) from the heart of the city, but Chicago O'Hare International Airport (ORD) may also be an option. You can walk to nearby metro stations including Ridgeland Station (Green Line), Oak Park Station (Green Line) and Oak Park Station (Blue Line). If you want to venture outside the area, hop aboard a train at Oak Park Station.