Chicago Oak Street Hotels

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Check prices for these dates

Tonight
11 Feb - 12 Feb
Tomorrow
12 Feb - 13 Feb
This weekend
13 Feb - 15 Feb
Next weekend
20 Feb - 22 Feb

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Guest rating
Guest rating
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Our top choices for Oak Street hotels

Bar (on property)

The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Streeterville, 0.5 km from Oak Street
9.8 out of 10, Exceptional, (1,017 reviews)
"The best hotel ! Always pleasant to stay ! "
United States
Maysa
The price is HK$4,103
HK$4,817 total
includes taxes & fees
16 Feb - 17 Feb
The Peninsula 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, (1,000 reviews)
"Everything was great… but the staff was absolutely amazing! Thank you for taking such great care of us. "
United States
Gaybrielle
The price is HK$3,089
HK$3,626 total
includes taxes & fees
16 Feb - 17 Feb
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, (457 reviews)
"Cozy, Friendly, Good place to stay"
United States
Donghyeon
The price is HK$1,087
HK$1,276 total
includes taxes & fees
22 Feb - 23 Feb
Residence Inn Chicago Downtown Magnificent Mile
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, (1,002 reviews)
"Gorgeous property, facilities, and location."
United States
Hussein
The price is HK$3,401
HK$3,992 total
includes taxes & fees
8 Mar - 9 Mar
The Langham, 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, (2,327 reviews)
"Staff was friendly and helpful! Great stay!"
United States
Kristin
The price is HK$1,322
HK$1,781 total
includes taxes & fees
16 Feb - 17 Feb
Sofitel Chicago 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, (3,322 reviews)
"Amazing place, breakfast is great , location is great - honestly great hotel! "
United States
Brisa
The price is HK$927
HK$1,309 total
includes taxes & fees
16 Feb - 17 Feb
Hotel Riu Plaza 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, (77 reviews)
"Great location! just the right size and tucked away "
United States
andy
The price is HK$1,120
HK$1,544 total
includes taxes & fees
22 Feb - 23 Feb
The Talbott, Autograph Collection
Exterior

Viceroy Chicago

Viceroy Chicago
4.5 star property
0.3 km from Oak Street
9.4 out of 10, Exceptional, (1,168 reviews)
"Great stay "
United States
Allyson
The price is HK$1,634
HK$2,148 total
includes taxes & fees
24 Feb - 25 Feb
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, (1,000 reviews)
"Completely loved our stay. Probably the best hotel in all Chicago. Amenities are great and the staff are even better. "
United States
Glenn
The price is HK$3,334
HK$3,913 total
includes taxes & fees
2 Mar - 3 Mar
Waldorf Astoria 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, (183 reviews)
"Awesome stay "
United States
Sally
Kasa River North Chicago
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, (999 reviews)
"Beautiful hotel"
United States
Sean
The price is HK$3,127
HK$3,671 total
includes taxes & fees
1 Mar - 2 Mar
Four Seasons Hotel Chicago
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, (1,211 reviews)
"Great stay! "
United States
Megan
The price is HK$864
HK$1,014 total
includes taxes & fees
22 Feb - 23 Feb
Aloft Chicago Downtown River North
Serves breakfast, lunch and dinner

Moxy Chicago Downtown

Moxy Chicago Downtown
3.0 star property
River North, 1.1 km from Oak Street
9.4 out of 10, Exceptional, (886 reviews)
"Clean, friendly staff, and excellent location "
United States
Paulina
The price is HK$880
HK$1,032 total
includes taxes & fees
22 Feb - 23 Feb
Moxy Chicago Downtown
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, (1,312 reviews)
"great stay"
United States
Loan
The price is HK$1,055
HK$1,470 total
includes taxes & fees
1 Mar - 2 Mar
Thompson Chicago, by Hyatt
Exterior

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, (1,047 reviews)
"Great hotel, good food and great service ! "
United States
Fernando
The price is HK$899
HK$1,055 total
includes taxes & fees
16 Feb - 17 Feb
Springhill Suites by Marriott 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, (1,022 reviews)
"Friendly staff, clean & comfortable room, and great location!"
United States
Unja
The price is HK$938
HK$1,101 total
includes taxes & fees
22 Feb - 23 Feb
Residence Inn by Marriott Chicago Downtown / River North
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, (1,000 reviews)
"Excellent hotel"
United States
Denise
The price is HK$1,180
HK$1,385 total
includes taxes & fees
16 Feb - 17 Feb
Hotel EMC2, Autograph Collection
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, (4,225 reviews)
"Friendly staff, cozy room, good location. "
United States
Andrew
The price is HK$836
HK$982 total
includes taxes & fees
16 Feb - 17 Feb
citizenM Chicago Downtown
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, (1,840 reviews)
"Exceptional service, great location, beautiful hotel"
United States
Julie
The price is HK$2,492
HK$2,925 total
includes taxes & fees
22 Feb - 23 Feb
Trump International Hotel & Tower 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
9.4 out of 10, Exceptional, (1,005 reviews)
"Great location, quiet and clean. "
United States
Laurette
The price is HK$1,790
HK$2,331 total
includes taxes & fees
20 Feb - 21 Feb
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
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
Bar (on property)
The Peninsula Chicago
5.0 star property
9.8
Exceptional
1,017 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 lounge
Residence Inn Chicago Downtown Magnificent Mile
4.0 star property
9.6
Exceptional
457 reviews
View
Lobby
The Langham, Chicago
5.0 star property
9.8
Exceptional
1,002 reviews
View
Exterior
Sofitel Chicago Magnificent Mile
4.5 star property
9.4
Exceptional
2,327 reviews
View

Top Oak Street Hotel Reviews

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

10/10 Excellent
"Nice room - totally awesome and delicious breakfast "
Ninette 1-night trip
Posted 23 hours ago
Hotel Riu Plaza Chicago

Hotels near other Oak Street attractions

At Bloomingdales, great place to shop and eat. 🎄
Photo by Rita Irvine
Open Photo by Rita Irvine

900 North Michigan Shops

You can browse for the perfect souvenirs at 900 North Michigan Shops during your trip to Chicago. Stroll along the lakeside or experience the fascinating museums in this vibrant area.
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Chicago_JohnHancockCenter_6065131_02

875 North Michigan Avenue

4.5/5 (2,896 reviews)
You can find out about the history of Chicago when you stop by 875 North Michigan Avenue. Amble around this vibrant area's lakeside or experience its acclaimed art galleries.
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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 757 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 757 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 Historic Michael Jordan Restaurant are some of the local landmarks to explore. You can watch performances at Broadway Playhouse, Second City and House of Blues Chicago 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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