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Chicago Oak Street Hotels

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Check prices for these dates

This weekend
7 Aug - 9 Aug
Next weekend
14 Aug - 16 Aug

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Our top choices for Oak Street hotels

Private kitchen

1. 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, (538 reviews)
"Close to some great places to eat locally and about an hour walk to river and central business activities......and a very comfy bed!"
United States
Bronwyn
The price is HK$1,373
HK$1,611 total
includes taxes & fees
10 Aug - 11 Aug
The Sono Chicago
Front of property – evening/night

2. 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)
"Welcoming and attentive staff throughout the hotel made my stay an enjoyable and memorable experience."
United States
Charles
The price is HK$4,902
HK$5,828 total
includes taxes & fees
9 Aug - 10 Aug
The Peninsula Chicago
Lobby

3. The Langham, Chicago

The Langham, Chicago
5.0 star property
River North, 1.4 km from Oak Street
9.8 out of 10, Exceptional, (1,003 reviews)
"Wonderful hotel stay"
United States
Robert
The price is HK$4,264
HK$5,070 total
includes taxes & fees
30 Aug - 31 Aug
The Langham, Chicago
55-inch LCD TV with cable channels, TV, pay films

4. 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, (4,508 reviews)
"Great stay"
United States
Julie Ann
The price is HK$1,475
HK$1,754 total
includes taxes & fees
9 Aug - 10 Aug
L7 Chicago by LOTTE
Terrace/patio

5. Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
River North, 1.3 km from Oak Street
9.6 out of 10, Exceptional, (1,975 reviews)
"Was a great stay!"
United States
Augoustinos
The price is HK$3,676
HK$4,371 total
includes taxes & fees
16 Aug - 17 Aug
Trump International Hotel & Tower Chicago
Lobby

6. 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, (593 reviews)
"Room was very clean and the view was very amazing will be coming back"
United States
David
The price is HK$2,243
HK$2,667 total
includes taxes & fees
31 Aug - 1 Sept
Residence Inn Chicago Downtown Magnificent Mile
Frette Italian sheets, premium bedding, in-room safe, desk

7. 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, (1,002 reviews)
"The location was great, the staff was friendly and attentive."
United States
Karla
The price is HK$3,208
HK$4,047 total
includes taxes & fees
9 Aug - 10 Aug
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
Breakfast, lunch, dinner and brunch served

8. 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)
"Our room was wonderful"
United States
Jennifer
The price is HK$4,341
HK$5,161 total
includes taxes & fees
9 Aug - 10 Aug
Park Hyatt Chicago
Property amenity

9. citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Theatre District, 1.5 km from Oak Street
9.4 out of 10, Exceptional, (4,340 reviews)
"Great place to stay!"
United States
lakadria
The price is HK$1,404
HK$1,669 total
includes taxes & fees
30 Aug - 31 Aug
citizenM Chicago Downtown
Front of property

10. 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, (4,935 reviews)
"Very nice and rooms were amazing. Loved the location and the breakfast buffet!"
United States
Cicely
The price is HK$1,556
HK$2,073 total
includes taxes & fees
31 Aug - 1 Sept
Hotel Riu Plaza Chicago
Property entrance

11. Aloft by Marriott Chicago Downtown River North

Aloft by Marriott Chicago Downtown River North
3.5 star property
River North, 1.1 km from Oak Street
9.4 out of 10, Exceptional, (1,260 reviews)
"Great stay"
United States
LaTashia
The price is HK$1,647
HK$1,958 total
includes taxes & fees
16 Aug - 17 Aug
Aloft by Marriott Chicago Downtown River North
Serves breakfast, lunch and dinner

12. Moxy Chicago Downtown

Moxy Chicago Downtown
3.0 star property
River North, 1.1 km from Oak Street
9.4 out of 10, Exceptional, (1,004 reviews)
"Great place to stay, We always have fun here and the bartenders are the best!"
United States
Patrick
The price is HK$1,647
HK$1,958 total
includes taxes & fees
16 Aug - 17 Aug
Moxy Chicago Downtown
2 bars/lounges

13. Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 1.5 km from Oak Street
9.4 out of 10, Exceptional, (3,490 reviews)
"Great hotel in great location"
United States
Emily
The price is HK$1,890
HK$2,527 total
includes taxes & fees
31 Aug - 1 Sept
Hyatt Regency Chicago
2 restaurants; breakfast, lunch and dinner served

14. 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, (3,813 reviews)
"Great service wonderful stay."
United States
Luis
The price is HK$1,761
HK$2,323 total
includes taxes & fees
30 Aug - 31 Aug
LondonHouse Chicago, Curio Collection by Hilton
Ballroom

15. 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, (3,562 reviews)
"Great stay"
United States
Alexis
The price is HK$1,600
HK$2,153 total
includes taxes & fees
31 Aug - 1 Sept
The Royal Sonesta Chicago Downtown
Exterior

16. 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, (1,004 reviews)
"Great location well kept"
United States
Trisha
The price is HK$1,930
HK$2,294 total
includes taxes & fees
23 Aug - 24 Aug
Hotel EMC2, Autograph Collection
Exterior

17. 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, (1,198 reviews)
"Room was very clean with a great view, great location, and breakfast had good options."
United States
James
The price is HK$1,588
HK$1,888 total
includes taxes & fees
30 Aug - 31 Aug
Springhill Suites by Marriott Chicago Downtown/ River North
Breakfast, lunch, dinner and brunch served

18. Arlo Chicago

Arlo Chicago
4.0 star property
Theatre District, 1.7 km from Oak Street
9.4 out of 10, Exceptional, (2,238 reviews)
"Loved the location and all around great hotel."
United States
Robert
The price is HK$1,270
HK$1,756 total
includes taxes & fees
30 Aug - 31 Aug
Arlo Chicago
Exterior

19. 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, (1,173 reviews)
"The location was convenient and room had everything we needed with a great view."
United States
Princess
The price is HK$1,882
HK$2,238 total
includes taxes & fees
16 Aug - 17 Aug
Residence Inn by Marriott Chicago Downtown / River North
Restaurant

20. Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
4.5 star property
Rush and Division, 0.2 km from Oak Street
9.4 out of 10, Exceptional, (2,574 reviews)
"The staff was very friendly and the breakfast was was incredible!"
United States
Jennifer
The price is HK$2,110
HK$2,742 total
includes taxes & fees
30 Aug - 31 Aug
Sofitel Chicago Magnificent Mile
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
538 reviews
View
Front of property – evening/night
The Peninsula Chicago
5.0 star property
9.8
Exceptional
1,004 reviews
View
Lobby
The Langham, Chicago
5.0 star property
9.8
Exceptional
1,003 reviews
View
55-inch LCD TV with cable channels, TV, pay films
L7 Chicago by LOTTE
4.5 star property
9.6
Exceptional
4,508 reviews
View
Terrace/patio
Trump International Hotel & Tower Chicago
5.0 star property
9.6
Exceptional
1,975 reviews
View

Top Oak Street Hotel Reviews

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

8/10 Good
"Stayed at this hotel for lollapalooza and even though it was bit of walk to the festival, the train station was near by. We got there before check in and the staff was able to keep our bags for us. Staff was super friendly and helpful. Would stay again"
Kassandra 4-night trip
Posted 1 hour ago
Hotel Felix River North/Magnificent Mile

Other attractions near Oak Street

A large indoor Christmas tree in a shopping mall.
Photo by Rita Irvine
Open Photo by Rita Irvine

900 North Michigan Shops

8.6/10 (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 fascinating museums 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 696 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 The Chicago Hotel Collection Ambassador Gold Coast and Omni Chicago Hotel.
How many hotels will I be able to find close to Oak Street?
Expedia has 696 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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