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, (1,004 reviews)
"The spa was relaxing and the staff was so kind."
United States
Gordon
The price is HK$3,949
HK$4,636 total
includes taxes & fees
30 Mar - 31 Mar
The Peninsula Chicago

Park Hyatt Chicago

Park Hyatt Chicago
5.0 star property
Streeterville, 0.4 km from Oak Street
9.6 out of 10, Exceptional, (1,000 reviews)
"Very nice pleasant place to stay all the mint teas that you want in the hotel in the round great staff"
United States
Leslie
The price is HK$3,429
HK$4,025 total
includes taxes & fees
1 Apr - 2 Apr
Park Hyatt 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, (1,004 reviews)
"Phenomenal stay"
United Kingdom
Bright
The price is HK$3,441
HK$4,040 total
includes taxes & fees
26 Apr - 27 Apr
The Langham, 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, (483 reviews)
"Staff was friendly and always greeted us well. "
United States
Benjamin
The price is HK$1,856
HK$2,179 total
includes taxes & fees
12 Apr - 13 Apr
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, (187 reviews)
"Nice area if you are renting a car, be aware that you would have to pay for street parking or go over a few blocks and park in a parking lot."
United States
Daysha
The price is HK$1,043
HK$1,868 total
includes taxes & fees
12 Apr - 13 Apr
Kasa River North Chicago

The Talbott, Autograph Collection

The Talbott, Autograph Collection
4.5 star property
0.2 km from Oak Street
9.4 out of 10, Exceptional, (90 reviews)
"We will definitely stay here again!!"
United States
Hayley
The price is HK$1,036
HK$1,446 total
includes taxes & fees
26 Apr - 27 Apr
The Talbott, Autograph Collection

Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
4.5 star property
0.2 km from Oak Street
9.4 out of 10, Exceptional, (2,348 reviews)
"Fantastic location and a luxury hotel for a fair price."
United States
Cornelius
The price is HK$1,544
HK$2,042 total
includes taxes & fees
31 Mar - 1 Apr
Sofitel Chicago Magnificent Mile

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$3,211
HK$3,770 total
includes taxes & fees
5 Apr - 6 Apr
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)
"Great location, beautiful hotel and friendly staff"
Canada
Kevin
The price is HK$3,172
HK$3,724 total
includes taxes & fees
5 Apr - 6 Apr
Four Seasons Hotel 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, (3,661 reviews)
"Great hotel "
United States
Marina
The price is HK$1,010
HK$1,407 total
includes taxes & fees
5 Apr - 6 Apr
Hotel Riu Plaza Chicago

Viceroy Chicago

Viceroy Chicago
4.5 star property
0.3 km from Oak Street
9.4 out of 10, Exceptional, (1,192 reviews)
"Always a great stay a the Viceroy!"
United States
Darrin
The price is HK$1,762
HK$2,299 total
includes taxes & fees
5 Apr - 6 Apr
Viceroy 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, (1,001 reviews)
"Great location, quiet and clean. "
United States
Laurette
The price is HK$2,029
HK$2,611 total
includes taxes & fees
4 Apr - 5 Apr
The Gwen, a Luxury Collection Hotel, Michigan Avenue 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, (3,831 reviews)
"Loved the stay here !"
United States
Alisha
The price is HK$1,480
HK$1,738 total
includes taxes & fees
31 Mar - 1 Apr
L7 Chicago by LOTTE

Moxy Chicago Downtown

Moxy Chicago Downtown
3.0 star property
River North, 1.1 km from Oak Street
9.4 out of 10, Exceptional, (927 reviews)
"Very nice place to stay!"
United States
Daniel
The price is HK$835
HK$980 total
includes taxes & fees
5 Apr - 6 Apr
Moxy Chicago Downtown

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, (1,229 reviews)
"Very friendly staff, clean rooms, amazing cafe with stellar beverages and pastries"
United States
Keyla
The price is HK$987
HK$1,158 total
includes taxes & fees
5 Apr - 6 Apr
Aloft Chicago Downtown River North

Springhill Suites by Marriott Chicago Downtown/ River North

Springhill Suites by Marriott Chicago Downtown/ River North
3.5 star property
River North, 1.3 km from Oak Street
9.4 out of 10, Exceptional, (1,130 reviews)
"Really good place "
United States
Estefani
The price is HK$965
HK$1,133 total
includes taxes & fees
5 Apr - 6 Apr
Springhill Suites by Marriott Chicago Downtown/ River North

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, (1,003 reviews)
"Nice hotel "
United States
Ricardo
The price is HK$1,590
HK$1,866 total
includes taxes & fees
5 Apr - 6 Apr
Hotel EMC2, Autograph Collection

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, (1,326 reviews)
"It was a good hotel and perfect location."
United States
Rachel
The price is HK$1,347
HK$1,812 total
includes taxes & fees
5 Apr - 6 Apr
Thompson Chicago, by Hyatt

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, (1,050 reviews)
"Clean room and staff was very friendly."
United States
Vanita
The price is HK$1,057
HK$1,241 total
includes taxes & fees
5 Apr - 6 Apr
Residence Inn by Marriott Chicago Downtown / River North

citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Theatre District, 1.5 km from Oak Street
9.4 out of 10, Exceptional, (4,253 reviews)
"Loved it, would stay here everytime"
United States
KARELY
The price is HK$979
HK$1,149 total
includes taxes & fees
5 Apr - 6 Apr
citizenM Chicago Downtown
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
Bar (on property)
The Peninsula 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
1,000 reviews
View
Lobby
The Langham, Chicago
5.0 star property
9.8
Exceptional
1,004 reviews
View
Lobby lounge
Residence Inn Chicago Downtown Magnificent Mile
4.0 star property
9.6
Exceptional
483 reviews
View
Lounge
Kasa River North Chicago
4.0 star property
9.6
Exceptional
187 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 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 Embassy Suites by Hilton Chicago Downtown River North and Hotel Riu Plaza Chicago.
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.

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