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Check prices for these dates

Tonight
9 May - 10 May
Tomorrow
10 May - 11 May
Next weekend
15 May - 17 May
In two weeks
22 May - 24 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, (508 reviews)
"Great place! Easy street parking and within walking distance to shops and restaurants."
United States
Susan
The price is 3.420.170 ₫
4.014.753 ₫ total
includes taxes & fees
11 May - 12 May
The Sono 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 12.187.644 ₫
14.489.888 ₫ total
includes taxes & fees
25 May - 26 May
Park Hyatt 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, (1,016 reviews)
"Great accommodation and staff attention"
United States
MARK
The price is 12.444.157 ₫
14.794.857 ₫ total
includes taxes & fees
25 May - 26 May
The Langham, 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, (528 reviews)
"Very clean, comfortable atmosphere"
United States
Lori
The price is 5.577.296 ₫
6.630.847 ₫ total
includes taxes & fees
24 May - 25 May
Residence Inn Chicago Downtown Magnificent Mile
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, (1,005 reviews)
"Amazing property and staff!"
United States
Michael
The price is 8.918.751 ₫
11.385.935 ₫ total
includes taxes & fees
10 May - 11 May
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
Exterior

Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
4.5 star property
0.2 km from Oak Street
9.4 out of 10, Exceptional, (2,450 reviews)
"Great hotel, clean and modern"
United States
Wyatt
The price is 5.658.851 ₫
7.509.945 ₫ total
includes taxes & fees
26 May - 27 May
Sofitel Chicago Magnificent Mile
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, (192 reviews)
"Great property - would come back. Decent size rooms and generally good all around"
United States
Suyash
The price is 3.930.415 ₫
6.775.721 ₫ total
includes taxes & fees
10 May - 11 May
Kasa River North 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, (114 reviews)
"We will definitely stay here again!!"
United States
Hayley
The price is 4.585.659 ₫
6.390.330 ₫ total
includes taxes & fees
25 May - 26 May
The Talbott, Autograph Collection
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, (1,000 reviews)
"Wonderful Hotel will definitely be looking forward to going back."
United States
Shante
The price is 12.858.035 ₫
15.286.919 ₫ total
includes taxes & fees
25 May - 26 May
Waldorf Astoria Chicago
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, (3,516 reviews)
"Clean room , nice staff, nice view"
United States
John Hok-Lam
The price is 5.366.832 ₫
7.319.033 ₫ total
includes taxes & fees
25 May - 26 May
Hyatt Regency Chicago
Property amenity

citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Theatre District, 1.5 km from Oak Street
9.4 out of 10, Exceptional, (4,307 reviews)
"Great hotel, will definitely come back"
United States
Sam
The price is 3.762.044 ₫
4.472.694 ₫ total
includes taxes & fees
25 May - 26 May
citizenM Chicago Downtown
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, (1,258 reviews)
"Good location. Nice hotel. "
United States
Joseph L
The price is 4.261.896 ₫
5.130.895 ₫ total
includes taxes & fees
25 May - 26 May
Aloft Chicago Downtown River North
Exterior

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, (1,104 reviews)
"Great stay"
United States
REYNALDO
The price is 4.340.985 ₫
5.226.244 ₫ total
includes taxes & fees
25 May - 26 May
Residence Inn by Marriott Chicago Downtown / River North
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, (3,709 reviews)
"Amazing hotel and staff!"
United States
erin
The price is 4.616.528 ₫
6.260.730 ₫ total
includes taxes & fees
26 May - 27 May
LondonHouse Chicago, Curio Collection by Hilton
Lobby

Residence Inn Chicago Downtown/Loop

Residence Inn Chicago Downtown/Loop
3.5 star property
Theatre District, 2.2 km from Oak Street
9.4 out of 10, Exceptional, (1,005 reviews)
"The location is perfect, and the staff are excellent"
United States
George
The price is 6.234.996 ₫
7.412.786 ₫ total
includes taxes & fees
24 May - 25 May
Residence Inn Chicago Downtown/Loop
Café

The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago
5.0 star property
Streeterville, 0.5 km from Oak Street
9.2 out of 10, Wonderful, (1,001 reviews)
"Enjoyed my stay and would definitely recommend to a friend."
United States
Geneva
The price is 11.049.360 ₫
13.136.585 ₫ total
includes taxes & fees
25 May - 26 May
The Ritz-Carlton, Chicago
Bar (on property)

Canopy by Hilton Chicago Central Loop

Canopy by Hilton Chicago Central Loop
4.0 star property
The Loop, 2.6 km from Oak Street
9.4 out of 10, Exceptional, (1,489 reviews)
"Huge rooms and great location"
United States
nicolette
The price is 5.235.491 ₫
6.224.475 ₫ total
includes taxes & fees
10 May - 11 May
Canopy by Hilton Chicago Central Loop
Exterior

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, (1,008 reviews)
"Great weekend stay!"
Canada
Amanda
The price is 5.235.491 ₫
6.224.475 ₫ total
includes taxes & fees
25 May - 26 May
Hotel EMC2, Autograph Collection
Indoor pool

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
4.5 star property
Magnificent Mile, 1.1 km from Oak Street
9.2 out of 10, Wonderful, (3,048 reviews)
"Great stay all around "
United States
Logan
The price is 5.235.292 ₫
7.145.516 ₫ total
includes taxes & fees
26 May - 27 May
InterContinental Chicago Magnificent Mile by IHG
2 restaurants, breakfast served

The Drake

The Drake
4.0 star property
Streeterville, 0.2 km from Oak Street
9.0 out of 10, Wonderful, (1,451 reviews)
"A grand historic hotel at a great location.The staff are excellent. "
United States
Lynne
The price is 4.789.108 ₫
5.693.771 ₫ total
includes taxes & fees
26 May - 27 May
The Drake
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.
View all properties

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
508 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
The Langham, Chicago
5.0 star property
9.8
Exceptional
1,016 reviews
View
Lobby lounge
Residence Inn Chicago Downtown Magnificent Mile
4.0 star property
9.6
Exceptional
528 reviews
View
Frette Italian sheets, premium bedding, in-room safe, desk
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
4.5 star property
9.6
Exceptional
1,005 reviews
View

Top Oak Street Hotel Reviews

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

10/10 Excellent
"Nice free breakfast. "
Tony 2-night trip
Posted 4 hours ago
Hotel Riu Plaza Chicago

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 riverfront or experience the acclaimed theatre scene in this vibrant area.
See properties

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 710 hotels and other accommodation options you'll find within a mile.
How many hotels will I be able to find close to Oak Street?
Expedia has 710 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.