The 10 Best Hotels Near Oak Street, Chicago from CA $289

Our top choices for Oak Street hotels

The Sono Chicago

Old Town Chicago, 1.5 km from Oak Street

Susan

CA $366 total

includes taxes & fees

Jun 10 - Jun 11

The Peninsula Chicago

Streeterville, 0.5 km from Oak Street

Dennis

CA $1,067 total

includes taxes & fees

Jun 21 - Jun 22

The Langham, Chicago

River North, 1.4 km from Oak Street

Simon

CA $963 total

includes taxes & fees

Jun 30 - Jul 1

Residence Inn Chicago Downtown Magnificent Mile

Streeterville, 0.8 km from Oak Street

Niranjan

CA $348 total

includes taxes & fees

Jun 28 - Jun 29

Trump International Hotel & Tower Chicago

River North, 1.3 km from Oak Street

Baraa

CA $855 total

includes taxes & fees

Jun 11 - Jun 12

Breakfast, lunch, dinner and brunch served

Park Hyatt Chicago

Streeterville, 0.4 km from Oak Street

Kerry

CA $935 total

includes taxes & fees

Jun 28 - Jun 29

Frette Italian sheets, premium bedding, in-room safe, desk

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

Streeterville, 1 km from Oak Street

Michael

CA $472 total

includes taxes & fees

Jun 28 - Jun 29

The Talbott, Autograph Collection

0.2 km from Oak Street

Hayley

CA $358 total

includes taxes & fees

Jun 28 - Jun 29

55-inch LCD TV with cable channels, TV, pay movies

L7 Chicago by LOTTE

Theatre District, 1.6 km from Oak Street

ELIZABETH

CA $604 total

includes taxes & fees

Jun 14 - Jun 15

Hotel Riu Plaza Chicago

Streeterville, 0.8 km from Oak Street

sierra

CA $349 total

includes taxes & fees

Jun 30 - Jul 1

Suite, 2 Bedrooms, Terrace (Lakeshore) | Lake view

Four Seasons Hotel Chicago

Streeterville, 0.2 km from Oak Street

lora

CA $951 total

includes taxes & fees

Jun 30 - Jul 1

Moxy Chicago Downtown

River North, 1.1 km from Oak Street

Daniel

CA $299 total

includes taxes & fees

Jun 29 - Jun 30

Traditional Room, 2 Queen Beds | Property entrance

Aloft by Marriott Chicago Downtown River North

River North, 1.1 km from Oak Street

robert

CA $289 total

includes taxes & fees

Jun 28 - Jun 29

Hyatt Regency Chicago

The Loop, 1.5 km from Oak Street

Marianne

CA $515 total

includes taxes & fees

Jun 30 - Jul 1

The Royal Sonesta Chicago Downtown

The Loop, 1.5 km from Oak Street

Sunil

CA $411 total

includes taxes & fees

Jun 28 - Jun 29

citizenM Chicago Downtown

Theatre District, 1.5 km from Oak Street

Jerrold

CA $294 total

includes taxes & fees

Jun 29 - Jun 30

Residence Inn by Marriott Chicago Downtown / River North

River North, 1.3 km from Oak Street

Torrey

CA $374 total

includes taxes & fees

Jun 14 - Jun 15

Hotel EMC2, Autograph Collection

Streeterville, 0.9 km from Oak Street

Sheetal

CA $389 total

includes taxes & fees

Jun 29 - Jun 30

2 restaurants; breakfast, lunch, and dinner served

LondonHouse Chicago, Curio Collection by Hilton

The Loop, 1.4 km from Oak Street

Matson

CA $408 total

includes taxes & fees

Jun 21 - Jun 22

Hampton Inn Chicago West Loop Fulton Market Area

2.3 km from Oak Street

Kimberly

CA $372 total

includes taxes & fees

Jun 30 - Jul 1

View all properties

Compare popular hotels close to Oak Street

Property	Star rating	Guest rating
The Sono Chicago	3.5 star property	10.0 Exceptional 517 reviews	View
The Peninsula Chicago	5.0 star property	9.8 Exceptional 1,003 reviews	View
The Langham, Chicago	5.0 star property	9.8 Exceptional 1,001 reviews	View
Residence Inn Chicago Downtown Magnificent Mile	4.0 star property	9.6 Exceptional 546 reviews	View
Trump International Hotel & Tower Chicago	5.0 star property	9.6 Exceptional 1,886 reviews	View

Top Oak Street Hotel Reviews

The Chicago Hotel Collection - Magnificent Mile

2/10 Terrible

"Asked for a room with a tub didn't get it and got extra charges after stay. Got my full deposit back but got extra charges. And paid for breakfast after being told it was included. No cable on tv"

Hotel Riu Plaza Chicago

10/10 Excellent

"Hotel room was very neat and clean. The continental breakfast on the second floor was fantastic and had a vast variety of breakfast food to choose from. For the amount of food and people for this room, the staff did an excellent job keeping this cleaned and very well maintained. Upon checking in and checking out, the staff was very warm and friendly. The customer service was top-notch. Would recommend to anyone staying in Chicago to stay here!"

Freehand Chicago

2/10 Terrible

"So this was the only hotel that was in our budget for the weekend we were in town. Going in, we knew it a bunk bed hostel style, however the pics make it look nicer than how it was. The room was so small for my family of four, no space to open our suitcases and hardly any light in the room. It was very dirty and the pillows smelled like dirty feet. The whole room had a bad aroma and very dusty everywhere. The staff was not the kindest either. Only stay here if coming alone or you’re a backpack traveller. Will not be coming back to Chicago Freehand."

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

4/10 Poor

"The main reason I chose this hotel was that it offered a full kitchen to accommodate my dietary needs. I was very surprised to find that the kitchen was so poorly equipped. I have stayed at other hotels in this chain before and have never encountered a kitchen that was so inadequately supplied. My husband, my teenage granddaughter, and I stayed in a suite with what was advertised as a full kitchen. However, there were only enough dishes even for two people, and the pots were in poor condition—scratched and badly burned. Some of the dishes were still dirty when we arrived. The suite had a two-burner induction cooktop, but one of the burners did not work at all. Eventually, we were moved to another room, but most of the same issues remained, with the exception that the stove was functioning properly. Overall, this was a very disappointing stay."

Hotels near other Oak Street attractions

900 North Michigan Shops

4.3/5 (55 reviews)

You can browse for the perfect souvenirs at 900 North Michigan Shops during your visit to Chicago. Stroll along the riverfront or experience the acclaimed theater scene 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, check out the 704 hotels and other accommodations 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 traveler data, and this hotel offers an indoor pool and a fitness center. Other good choices close by include Hotel Riu Plaza Chicago and The Chicago Hotel Collection - Magnificent Mile.

How many hotels should I expect to find close to Oak Street?

Expedia has 704 hotels and other accommodations 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! You'll find that most hotel reservations are refundable provided that you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of check in. If you booked a non-refundable reservation, you might be able to cancel it and be given a refund within a 24-hour period of booking. Enter your dates, click on "Search", then you can filter by "fully refundable" to review the top deals on offer 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 theater.

How can I get to Oak Street?

With so many transportation options, seeing the area around Oak Street is a breeze. Take advantage of metro transit 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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Our top choices for Oak Street hotels

The Sono Chicago

The Peninsula Chicago

The Langham, Chicago

Residence Inn Chicago Downtown Magnificent Mile

Trump International Hotel & Tower Chicago

Park Hyatt Chicago

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

The Talbott, Autograph Collection

L7 Chicago by LOTTE

Hotel Riu Plaza Chicago

Four Seasons Hotel Chicago

Moxy Chicago Downtown

Aloft by Marriott Chicago Downtown River North

Hyatt Regency Chicago

The Royal Sonesta Chicago Downtown

citizenM Chicago Downtown

Residence Inn by Marriott Chicago Downtown / River North

Hotel EMC2, Autograph Collection

LondonHouse Chicago, Curio Collection by Hilton

Hampton Inn Chicago West Loop Fulton Market Area

Compare popular hotels close to Oak Street

Top Oak Street Hotel Reviews

The Chicago Hotel Collection - Magnificent Mile

Hotels near other Oak Street attractions

900 North Michigan Shops

Frequently asked questions

Explore a world of travel with Expedia