Chicago Hotel Guide - Oak Street hotels in Chicago, United States of America.

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Oak Street hotels

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, (502 reviews)
"Really happy with my choice of this lodging. Centrally located on a quiet street. Very new decor and bedding. Breakfast was good and adequate."
United States
Timothy
The price is €125
includes taxes & fees
28 Apr - 29 Apr
The Sono Chicago

The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Streeterville, 0.5 km from Oak Street
9.8 out of 10, Exceptional, (1,002 reviews)
"Excellent location. "
United States
Chrysostomos
The price is €547
includes taxes & fees
26 Apr - 27 Apr
The Peninsula 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, (1,002 reviews)
"Phenomenal stay"
United Kingdom
Bright
The price is €573
includes taxes & fees
26 Apr - 27 Apr
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)
"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 €496
includes taxes & fees
19 Apr - 20 Apr
Park Hyatt 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, (2,402 reviews)
"Fantastic location and a luxury hotel for a fair price."
United States
Cornelius
The price is €239
includes taxes & fees
19 Apr - 20 Apr
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, (96 reviews)
"We will definitely stay here again!!"
United States
Hayley
The price is €203
includes taxes & fees
26 Apr - 27 Apr
The Talbott, Autograph Collection

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, (1,000 reviews)
"Everything was fantastic. And beautiful. "
United States
Mark Patrick
The price is €298
includes taxes & fees
8 May - 9 May
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

Viceroy Chicago

Viceroy Chicago
4.5 star property
0.3 km from Oak Street
9.4 out of 10, Exceptional, (1,205 reviews)
"Very nice place on the Gold Coast! "
United States
Scott
The price is €322
includes taxes & fees
30 Apr - 1 May
Viceroy Chicago

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 €480
includes taxes & fees
26 Apr - 27 Apr
Waldorf Astoria 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, (3,919 reviews)
"Loved the stay here !"
United States
Alisha
The price is €160
includes taxes & fees
26 Apr - 27 Apr
L7 Chicago by LOTTE

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, (1,000 reviews)
"Great location, beautiful hotel and friendly staff"
Canada
Kevin
The price is €517
includes taxes & fees
26 Apr - 27 Apr
Four Seasons Hotel Chicago

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, (1,231 reviews)
"Wonderful and helpful staff. Would definitely stay again!"
United States
abel
The price is €146
includes taxes & fees
26 Apr - 27 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, (1,142 reviews)
"Really good place "
United States
Estefani
The price is €152
includes taxes & fees
10 May - 11 May
Springhill Suites by Marriott Chicago Downtown/ River North

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, (1,847 reviews)
"Great hotel"
United States
Mark
The price is €430
includes taxes & fees
30 Apr - 1 May
Trump International Hotel & Tower Chicago

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, (1,080 reviews)
"Place was nice "
United States
Jessica
The price is €161
includes taxes & fees
26 Apr - 27 Apr
Residence Inn 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, (1,001 reviews)
"Amazing hotel and staff"
United States
Maria
The price is €245
includes taxes & fees
23 Apr - 24 Apr
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, (4,290 reviews)
"Loved it, would stay here everytime"
United States
KARELY
The price is €142
includes taxes & fees
30 Apr - 1 May
citizenM Chicago Downtown

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, (1,341 reviews)
"It was a good hotel and perfect location."
United States
Rachel
The price is €213
includes taxes & fees
26 Apr - 27 Apr
Thompson Chicago, by Hyatt

Loews Chicago Hotel

Loews Chicago Hotel
4.5 star property
Streeterville, 1.3 km from Oak Street
9.4 out of 10, Exceptional, (1,560 reviews)
"Great location and staff friendly and attentive. "
United States
Christine
The price is €260
includes taxes & fees
10 May - 11 May
Loews Chicago Hotel

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
4.0 star property
The Loop, 1.5 km from Oak Street
9.4 out of 10, Exceptional, (3,369 reviews)
"I loved my stay"
United States
Janet
The price is €205
includes taxes & fees
26 Apr - 27 Apr
The Royal Sonesta 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
Private kitchen
The Sono Chicago
3.5 star property
10.0
Exceptional
502 reviews
View
Front of property – evening/night
The Peninsula Chicago
5.0 star property
9.8
Exceptional
1,002 reviews
View
Lobby
The Langham, Chicago
5.0 star property
9.8
Exceptional
1,002 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
Restaurant
Sofitel Chicago Magnificent Mile
4.5 star property
9.4
Exceptional
2,402 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 726 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 726 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 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.