Chicago Oak Street Hotels

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Our top choices for Oak Street hotels

The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Streeterville, 0.5 km from Oak Street
9.8 out of 10, Exceptional, (1,006 reviews)
"A beautiful hotel with an outstanding staff in a superb location. "
United States
Rose
The price is HK$4,897
HK$5,822 total
includes taxes & fees
25 May - 26 May
The Peninsula Chicago

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, (508 reviews)
"Excelente place, close to restaurants and very comfortable and clean. "
United States
Juan
The price is HK$1,113
HK$1,306 total
includes taxes & fees
11 May - 12 May
The Sono Chicago

The Langham, Chicago

The Langham, Chicago
5.0 star property
River North, 1.4 km from Oak Street
9.8 out of 10, Exceptional, (1,011 reviews)
"The room was very clean, great location, and great staff. "
United States
Molly
The price is HK$3,706
HK$4,406 total
includes taxes & fees
25 May - 26 May
The Langham, Chicago

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 HK$3,630
HK$4,315 total
includes taxes & fees
25 May - 26 May
Park Hyatt Chicago

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, (527 reviews)
"Very clean, comfortable atmosphere"
United States
Lori
The price is HK$1,794
HK$2,133 total
includes taxes & fees
24 May - 25 May
Residence Inn Chicago Downtown Magnificent Mile

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, (192 reviews)
"Having a kitchen is great."
United States
Mark
The price is HK$1,128
HK$1,968 total
includes taxes & fees
10 May - 11 May
Kasa River North Chicago

Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
4.5 star property
0.2 km from Oak Street
9.4 out of 10, Exceptional, (2,446 reviews)
"Fantastic location and a luxury hotel for a fair price."
United States
Cornelius
The price is HK$1,685
HK$2,237 total
includes taxes & fees
25 May - 26 May
Sofitel Chicago Magnificent Mile

The Talbott, Autograph Collection

The Talbott, Autograph Collection
4.5 star property
0.2 km from Oak Street
9.4 out of 10, Exceptional, (113 reviews)
"Great location comfortable bed/pillows"
United States
Lisa
The price is HK$1,366
HK$1,903 total
includes taxes & fees
25 May - 26 May
The Talbott, Autograph Collection

Waldorf Astoria Chicago

Waldorf Astoria Chicago
5.0 star property
0.2 km from Oak Street
9.4 out of 10, Exceptional, (1,000 reviews)
"Great place to stay . The staff was friendly and helpful !!!"
United States
Denise
The price is HK$4,162
HK$4,949 total
includes taxes & fees
25 May - 26 May
Waldorf Astoria Chicago

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, (1,001 reviews)
"Beautiful and in walking distance to so many shops and cafes! We had a great stay. "
United States
Jazimine
The price is HK$3,996
HK$4,751 total
includes taxes & fees
25 May - 26 May
Four Seasons Hotel Chicago

Viceroy Chicago

Viceroy Chicago
4.5 star property
0.3 km from Oak Street
9.4 out of 10, Exceptional, (1,226 reviews)
"Location was great. Staff was incredibly helpful. Overall design of hotel was very unique and creative."
United States
Justice
The price is HK$1,998
HK$2,635 total
includes taxes & fees
25 May - 26 May
Viceroy Chicago

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
River North, 1.3 km from Oak Street
9.6 out of 10, Exceptional, (1,864 reviews)
"Great staff, facilities, esp the fitness & spa"
United States
Joshua
The price is HK$3,496
HK$4,157 total
includes taxes & fees
25 May - 26 May
Trump International Hotel & Tower Chicago

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, (1,004 reviews)
"Good location "
United States
Robert
The price is HK$2,108
HK$2,736 total
includes taxes & fees
8 May - 9 May
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

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, (4,077 reviews)
"Great location, rooms good "
Australia
Lynette
The price is HK$1,054
HK$1,477 total
includes taxes & fees
27 May - 28 May
Hotel Riu Plaza Chicago

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, (4,017 reviews)
"Great hotel, clean an super friendly staff.. would recommend"
United Kingdom
Joel
The price is HK$1,333
HK$1,584 total
includes taxes & fees
25 May - 26 May
L7 Chicago by LOTTE

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, (1,256 reviews)
"Great location, great place!"
United States
Melinda
The price is HK$1,269
HK$1,528 total
includes taxes & fees
25 May - 26 May
Aloft Chicago Downtown River North

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, (1,362 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 HK$1,246
HK$1,712 total
includes taxes & fees
25 May - 26 May
Thompson Chicago, by Hyatt

Hotel EMC2, Autograph Collection

Hotel EMC2, Autograph Collection
4.0 star property
Streeterville, 0.9 km from Oak Street
9.4 out of 10, Exceptional, (1,007 reviews)
"Staff was wonderful, location was perfect, and hotel room was beautiful (Glass Shower 😍)"
United States
Tanisha
The price is HK$1,559
HK$1,854 total
includes taxes & fees
25 May - 26 May
Hotel EMC2, Autograph Collection

citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Theatre District, 1.5 km from Oak Street
9.4 out of 10, Exceptional, (4,301 reviews)
"Room was clean, nice breakfast, very nice staff"
United States
Sai
The price is HK$1,120
HK$1,332 total
includes taxes & fees
25 May - 26 May
citizenM Chicago Downtown

Residence Inn by Marriott Chicago Downtown / River North

Residence Inn by Marriott Chicago Downtown / River North
3.5 star property
River North, 1.3 km from Oak Street
9.4 out of 10, Exceptional, (1,100 reviews)
"Super friendly and super nice location! "
Canada
Carine
The price is HK$1,293
HK$1,556 total
includes taxes & fees
25 May - 26 May
Residence Inn by Marriott Chicago Downtown / River North
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.

Compare popular hotels close to Oak Street

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
Front of property – evening/night
The Peninsula Chicago
5.0 star property
9.8
Exceptional
1,006 reviews
View
Private kitchen
The Sono Chicago
3.5 star property
10.0
Exceptional
508 reviews
View
Lobby
The Langham, Chicago
5.0 star property
9.8
Exceptional
1,011 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
527 reviews
View

Top Oak Street Hotel Reviews

Hotels near other Oak Street attractions

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 716 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 Hotel Riu Plaza Chicago.
How many hotels will I be able to find close to Oak Street?
Expedia has 716 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.

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