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Check availability on Oak Park Boutique Hotels

Tonight
3 Dec - 4 Dec
Tomorrow
4 Dec - 5 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Top Oak Park Boutique Hotels

Terrace/patio
The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2290)
"Great place - stayed with extended family. Lounge areas and amenities met everyone’s needs "
United States
Elizabeth
The price is 2.698.979 ₫
4.012.331 ₫ total
includes taxes & fees
7 Dec - 8 Dec
The Royal Sonesta Chicago River North
Lobby sitting area
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (2411)
"This hotel was perfect, all the ameneties need for a weekend on Chicago"
United States
Nicole
Hotel Felix River North/Magnificent Mile
Egyptian cotton sheets, premium bedding, pillow-top beds, in-room safe
The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

3.5 star property
Downtown Chicago
8.2 out of 10, Very good, (3764)
"Great location "
United States
Carlos
The price is 2.086.315 ₫
2.449.125 ₫ total
includes taxes & fees
3 Jan - 4 Jan 2026
The Whitehall Hotel, BW Premier Collection
Exterior detail
Carleton of Oak Park

Carleton of Oak Park

3.0 star property
Oak Park
9.2 out of 10, Wonderful, (1023)
"Spacious room, quiet night's sleep in a very pleasant historic hotel."
United States
Edward
Carleton of Oak Park
Cocktail bar
ACME Hotel Company

ACME Hotel Company

3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1915)
"Lived up to expectations. Bathroom was really nice. Would stay here again."
United States
Nolan
The price is 2.197.037 ₫
2.579.103 ₫ total
includes taxes & fees
14 Dec - 15 Dec
ACME Hotel Company
Reception
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3129)
"Amazing and will be staying again!"
United States
Angie
The price is 2.807.759 ₫
3.296.028 ₫ total
includes taxes & fees
4 Dec - 5 Dec
Eurostars Magnificent Mile
Exterior
L7 Chicago by LOTTE

L7 Chicago by LOTTE

4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (3321)
"Great location, comfortable hotel "
Australia
Mark
The price is 3.716.446 ₫
4.362.737 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
L7 Chicago by LOTTE
Rooftop terrace
Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1422)
"Excellent hotel the rooms are awesome "
United States
Devita
The price is 4.961.137 ₫
6.721.948 ₫ total
includes taxes & fees
4 Dec - 5 Dec
Virgin Hotels Chicago
Breakfast, lunch, dinner served; American cuisine
Central Loop Hotel

Central Loop Hotel

4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1920)
"Very clean and well maintained room, comfortable bed, and great location!"
United States
Rebecca
The price is 2.414.895 ₫
2.834.845 ₫ total
includes taxes & fees
7 Dec - 8 Dec
Central Loop Hotel
Exterior
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1099)
"Great location - perfect walking distance to main tourist areas."
United States
Alexa
The price is 2.721.900 ₫
3.195.238 ₫ total
includes taxes & fees
24 Dec - 25 Dec
Bluegreen Vacations Hotel Blake, an Ascend Collection 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.
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Top Oak Park Hotel Reviews

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Frequently asked questions

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.