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Check prices for these dates

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28 Apr - 29 Apr
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29 Apr - 30 Apr
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1 May - 3 May
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8 May - 10 May

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Our top choices for Oak Street hotels

Private kitchen

The Sono Chicago

The Sono Chicago
3.5 star property
Old Town Chicago, 1.5 km from Oak Street
10.0 out of 10, Exceptional, (505 reviews)
"Excelente place, close to restaurants and very comfortable and clean. "
United States
Juan
The price is ฿4,894
฿5,745 total
includes taxes & fees
29 Apr - 30 Apr
The Sono Chicago
Front of property – evening/night

The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Streeterville, 0.5 km from Oak Street
9.8 out of 10, Exceptional, (1,001 reviews)
"A beautiful hotel with an outstanding staff in a superb location. "
United States
Rose
The price is ฿20,232
฿24,055 total
includes taxes & fees
25 May - 26 May
The Peninsula Chicago
Lobby

The Langham, Chicago

The Langham, Chicago
5.0 star property
River North, 1.4 km from Oak Street
9.8 out of 10, Exceptional, (1,004 reviews)
"The room was very clean, great location, and great staff. "
United States
Molly
The price is ฿16,898
฿20,091 total
includes taxes & fees
24 May - 25 May
The Langham, Chicago
Breakfast, lunch, dinner served; American cuisine, al fresco dining

Park Hyatt Chicago

Park Hyatt Chicago
5.0 star property
Streeterville, 0.4 km from Oak Street
9.6 out of 10, Exceptional, (1,001 reviews)
"Great property "
United States
Kerry
The price is ฿17,642
฿20,976 total
includes taxes & fees
25 May - 26 May
Park Hyatt Chicago
Lobby lounge

Residence Inn Chicago Downtown Magnificent Mile

Residence Inn Chicago Downtown Magnificent Mile
4.0 star property
Streeterville, 0.8 km from Oak Street
9.6 out of 10, Exceptional, (517 reviews)
"Very clean, comfortable atmosphere"
United States
Lori
The price is ฿7,963
฿9,468 total
includes taxes & fees
9 May - 10 May
Residence Inn Chicago Downtown Magnificent Mile
Front of property

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Streeterville, 0.8 km from Oak Street
9.4 out of 10, Exceptional, (3,985 reviews)
"Nice hotel, lovely rooftop bar, good breakfast. Would definitely stay here again."
United States
Rory
The price is ฿4,300
฿6,025 total
includes taxes & fees
25 May - 26 May
Hotel Riu Plaza Chicago
Lounge

Kasa River North Chicago

Kasa River North Chicago
4.0 star property
Near North Side, 0.8 km from Oak Street
9.6 out of 10, Exceptional, (191 reviews)
"Having a kitchen is great."
United States
Mark
The price is ฿5,069
฿8,991 total
includes taxes & fees
30 Apr - 1 May
Kasa River North Chicago
Bar (on property)

Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
4.5 star property
0.2 km from Oak Street
9.4 out of 10, Exceptional, (2,425 reviews)
"Fantastic location and a luxury hotel for a fair price."
United States
Cornelius
The price is ฿7,695
฿10,094 total
includes taxes & fees
25 May - 26 May
Sofitel Chicago Magnificent Mile
View from room

Viceroy Chicago

Viceroy Chicago
4.5 star property
0.3 km from Oak Street
9.4 out of 10, Exceptional, (1,213 reviews)
"Location was great. Staff was incredibly helpful. Overall design of hotel was very unique and creative."
United States
Justice
The price is ฿8,255
฿10,886 total
includes taxes & fees
25 May - 26 May
Viceroy Chicago
Front of property

Waldorf Astoria Chicago

Waldorf Astoria Chicago
5.0 star property
0.2 km from Oak Street
9.4 out of 10, Exceptional, (1,002 reviews)
"Great place to stay . The staff was friendly and helpful !!!"
United States
Denise
The price is ฿16,590
฿19,725 total
includes taxes & fees
25 May - 26 May
Waldorf Astoria Chicago
Frette Italian sheets, premium bedding, in-room safe, desk

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
4.5 star property
Streeterville, 1 km from Oak Street
9.6 out of 10, Exceptional, (1,003 reviews)
"Good location "
United States
Robert
The price is ฿9,032
฿11,689 total
includes taxes & fees
8 May - 9 May
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
Suite, 2 Bedrooms, Terrace (Lakeshore) | Lake view

Four Seasons Hotel Chicago

Four Seasons Hotel Chicago
5.0 star property
Streeterville, 0.2 km from Oak Street
9.4 out of 10, Exceptional, (1,002 reviews)
"Beautiful and in walking distance to so many shops and cafes! We had a great stay. "
United States
Jazimine
The price is ฿18,613
฿22,131 total
includes taxes & fees
24 May - 25 May
Four Seasons Hotel Chicago
View from property

The Talbott, Autograph Collection

The Talbott, Autograph Collection
4.5 star property
0.2 km from Oak Street
9.4 out of 10, Exceptional, (105 reviews)
"Great location comfortable bed/pillows"
United States
Lisa
The price is ฿5,642
฿7,671 total
includes taxes & fees
25 May - 26 May
The Talbott, Autograph Collection
55-inch LCD TV with cable channels, TV, pay films

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Theatre District, 1.6 km from Oak Street
9.6 out of 10, Exceptional, (3,984 reviews)
"Great hotel, clean an super friendly staff.. would recommend"
United Kingdom
Joel
The price is ฿6,625
฿7,877 total
includes taxes & fees
24 May - 25 May
L7 Chicago by LOTTE
Meeting facility

Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt
4.5 star property
Gold Coast, 0.1 km from Oak Street
9.2 out of 10, Wonderful, (1,350 reviews)
"Conveniently located, cute bars and restaurants nearby and within walking distance of a tour bus stop. The room was clean, comfortable beds and the staff was pleasant."
United States
Calen
The price is ฿6,345
฿8,499 total
includes taxes & fees
25 May - 26 May
Thompson Chicago, by Hyatt
Seasonal outdoor pool, pool loungers

Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile
3.5 star property
Streeterville, 1 km from Oak Street
9.4 out of 10, Exceptional, (388 reviews)
"Great location and great hotel overall. Definitely we will stay in the hotel in the future when we will come to Chicago again. "
United States
Emanuele
The price is ฿7,927
฿9,305 total
includes taxes & fees
10 May - 11 May
Hilton Grand Vacations Club Chicago Magnificent Mile
Terrace/patio

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
River North, 1.3 km from Oak Street
9.4 out of 10, Exceptional, (1,855 reviews)
"Great staff, facilities, esp the fitness & spa"
United States
Joshua
The price is ฿14,367
฿17,082 total
includes taxes & fees
25 May - 26 May
Trump International Hotel & Tower Chicago
Traditional Room, 2 Queen Beds | Property entrance

Aloft Chicago Downtown River North

Aloft Chicago Downtown River North
3.5 star property
River North, 1.1 km from Oak Street
9.4 out of 10, Exceptional, (1,250 reviews)
"Great location, great place!"
United States
Melinda
The price is ฿4,540
฿5,466 total
includes taxes & fees
10 May - 11 May
Aloft Chicago Downtown River North
Exterior

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 1.5 km from Oak Street
9.4 out of 10, Exceptional, (3,498 reviews)
"Increíble hotel súper friendly staff! "
United States
Alejandra
The price is ฿6,830
฿9,276 total
includes taxes & fees
25 May - 26 May
Hyatt Regency Chicago
2 restaurants, breakfast, lunch, dinner served; American cuisine

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
The Loop, 1.4 km from Oak Street
9.4 out of 10, Exceptional, (3,669 reviews)
"Comfortable beds and pillows, very friendly staff, location close to everything."
United States
michelle aimee
The price is ฿5,734
฿7,767 total
includes taxes & fees
10 May - 11 May
LondonHouse Chicago, Curio Collection by Hilton
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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Compare popular hotels close to Oak Street

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
Private kitchen
The Sono Chicago
3.5 star property
10.0
Exceptional
505 reviews
View
Front of property – evening/night
The Peninsula Chicago
5.0 star property
9.8
Exceptional
1,001 reviews
View
Lobby
The Langham, Chicago
5.0 star property
9.8
Exceptional
1,004 reviews
View
Breakfast, lunch, dinner served; American cuisine, al fresco dining
Park Hyatt Chicago
5.0 star property
9.6
Exceptional
1,001 reviews
View
Lobby lounge
Residence Inn Chicago Downtown Magnificent Mile
4.0 star property
9.6
Exceptional
517 reviews
View

Top Oak Street Hotel Reviews

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

10/10 Excellent
"Overall stay was excellent. Coffee always available in the morning. You could order your breakfast meal at reasonable prices, and it was prepared quickly and efficiently. Ambience is fun and hip! Easy walking to the train station and major attractions in downtown Chicago. Close to Whole Foods!"
maangelica 5-night trip
Posted 1 hour ago
Aloft Chicago Mag Mile

Hotels near other Oak Street attractions

Photo by Rita Irvine
Open Photo by Rita Irvine

900 North Michigan Shops

4.3/5 (55 reviews)
You can browse for the perfect souvenirs at 900 North Michigan Shops during your trip to Chicago. Stroll along the lakeside or experience the acclaimed art galleries in this vibrant area.
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Frequently asked questions

What's the area like around Oak Street?
Oak Street is located in Chicago. This metropolitan area is known for its stunning architecture and top museums. If you're looking for a convenient place to stay, take a look at the 717 hotels and other accommodation options you'll find within a mile.
What's the best place to stay close to Oak Street?
Adjacent to Oak Street, Hilton Chicago/Magnificent Mile Suites is one of the top choices for your stay based on our traveller data, and this hotel offers an indoor pool and a fitness centre. Other good choices close by include Hotel Felix River North/Magnificent Mile and River Hotel.
How many hotels will I be able to find close to Oak Street?
Expedia has 717 hotels and other accommodation options within a mile from Oak Street.
If I need to cancel the hotel reservation for my stay near Oak Street, will I receive a refund?
Yes! Most hotel reservations are refundable if you cancel before the hotel's cancellation deadline, which is usually within 24-48 hours of check in. If you have a non-refundable reservation, you may still be able to cancel and receive a refund within 24 hours of booking. Add dates, click "Search", then use the filter option "fully refundable" to view the best deals available near Oak Street.
What can I see and do near Oak Street?
You might want to spend some time browsing the exhibits at Museum of Contemporary Art Chicago, Chicago History Museum or Art Institute of Chicago. Chicago Water Tower, Holy Name Cathedral and Tribune Tower are some of the local landmarks to explore. You can watch performances at Second City, House of Blues Chicago and Chicago Theatre if you're interested in local theatre.
How can I get to Oak Street?
With so many transport options, seeing the area around Oak Street is simple. Take advantage of metro transport at State Station, Clark-Lake Station and Lake Station. If you want to journey outside of the area, jump aboard a train from Millennium Station, Chicago Van Buren Street Station or Chicago Union Station.