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

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Check prices for these dates

This weekend
6 Nov - 8 Nov
Next weekend
13 Nov - 15 Nov

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Our top choices for Oak Street hotels

A spacious kitchen with white cabinetry, a central island with bar stools, pendant lighting, and a large window with a view.

1. The Sono Chicago

The Sono Chicago
3.5 star property
1.5 km from Oak Street
9.8 out of 10, Exceptional, (573 reviews)
"I like that it had a balcony food choice wasn’t my type of style end up ordering food off of site but definitely had all the amenities for you to be ready for the next day. Will be staying again little bit pricey for a short weekend stay but I will definitely be coming back. Very great part of the town hope to own my own own home in this place one day."
United States
Tavarion
The price is €129
includes taxes & fees
24 Nov - 25 Nov
The Sono Chicago
A spacious lobby with a modern sofa, armchairs, and a coffee table. A large window offers a view of the cityscape.

2. The Langham, Chicago

The Langham, Chicago
5.0 star property
River North, 1.4 km from Oak Street
9.8 out of 10, Exceptional, (1,004 reviews)
"Attentive staff and beautiful spa, pool and rooms."
United States
Courtney
The price is €552
includes taxes & fees
6 Dec - 7 Dec
The Langham, Chicago
A rooftop bar with seating and a view of the city skyline at night.

3. The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Streeterville, 0.5 km from Oak Street
9.8 out of 10, Exceptional, (1,008 reviews)
"Always an incredible hotel! Definitely one of the best in the USA"
United States
Vincent Haley
The price is €635
includes taxes & fees
6 Dec - 7 Dec
The Peninsula Chicago
A person relaxing on a sofa with a window view of a building, a table with a glass of wine, and a vase with flowers.

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, (5,185 reviews)
"Amazing hotel will stay again"
United States
Matthew
The price is €138
includes taxes & fees
25 Nov - 26 Nov
L7 Chicago by LOTTE
A modern hotel lobby with a spiral staircase, seating areas, and large windows offering city views.

5. 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, (668 reviews)
"The entire stay was excellent, will definitely visit again."
United States
JERI
The price is €134
includes taxes & fees
22 Nov - 23 Nov
Residence Inn Chicago Downtown Magnificent Mile
A cityscape with a river, a bridge, and a dining area with tables and chairs.

6. 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, (2,077 reviews)
"Amazing property and hospitality!"
United States
Matthew
The price is €488
includes taxes & fees
15 Nov - 16 Nov
Trump International Hotel & Tower Chicago
A couple dining at a table with a view of a cityscape and a sunset.

7. 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)
"Excellent experience. I’d recommend this property for their outstanding service and updated rooms."
United States
Marissa
The price is €463
includes taxes & fees
22 Nov - 23 Nov
Park Hyatt Chicago
An outdoor seating area with tables and chairs, a planter with greenery, and a large brick structure in the background.

8. Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Streeterville, 2.1 km from Oak Street
9.4 out of 10, Exceptional, (2,766 reviews)
"Best stay, wonderful property."
Canada
Bonnie
The price is €169
includes taxes & fees
24 Nov - 25 Nov
Sable at Navy Pier Chicago, Curio Collection by Hilton
A rooftop terrace with a city skyline view, featuring a mix of modern and classic architecture, and several potted plants.

9. 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)
"The hotel lobby and rooftop are nice but the rooms are okay. We had 3 rooms and the shower pressure was terrible in all. The king room felt small so we switched to 2 queens which was much better. The service was so good though and it’s attached to a mall. It was good overall but probably won’t stay here again."
United States
Sabina
The price is €385
includes taxes & fees
22 Nov - 23 Nov
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
A modern building with a colorful facade and a red circular seating area.

10. citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Theatre District, 1.5 km from Oak Street
9.4 out of 10, Exceptional, (4,362 reviews)
"Great hotel"
United States
Kristopher Joel
The price is €123
includes taxes & fees
23 Nov - 24 Nov
citizenM Chicago Downtown
A modern lounge area with seating, a coffee table, and a view of the city at night.

11. Moxy Chicago Downtown

Moxy Chicago Downtown
3.0 star property
River North, 1.1 km from Oak Street
9.4 out of 10, Exceptional, (1,000 reviews)
"Love this hotel! A great atmosphere! We love happy hour and the tacos!!"
United States
Lora
The price is €129
includes taxes & fees
23 Nov - 24 Nov
Moxy Chicago Downtown
A modern hotel with a colorful awning and a glass facade.

12. 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, (1,281 reviews)
"Location is excellent."
United States
ana
The price is €154
includes taxes & fees
22 Nov - 23 Nov
Aloft by Marriott Chicago Downtown River North
An outdoor patio area with multiple tables and chairs, umbrellas, and potted plants.

13. Loews Chicago Hotel

Loews Chicago Hotel
4.5 star property
Streeterville, 1.3 km from Oak Street
9.4 out of 10, Exceptional, (1,524 reviews)
"Excellent location and super friendly staff!"
United States
Rhiannon
The price is €253
includes taxes & fees
24 Nov - 25 Nov
Loews Chicago Hotel
A modern dining area with round tables and chairs, large windows, and a view of a cityscape.

14. Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
4.5 star property
0.2 km from Oak Street
9.4 out of 10, Exceptional, (2,678 reviews)
"The staff was very friendly and the rooms were very clean. Hotel parking was a little expensive but the attendants were great."
United States
Tanisha
The price is €258
includes taxes & fees
25 Nov - 26 Nov
Sofitel Chicago Magnificent Mile
A high-rise hotel with a modern glass facade, multiple floors, and a prominent corner entrance.

15. 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, (1,182 reviews)
"Staff was great, great location"
United States
Glenn
The price is €148
includes taxes & fees
22 Nov - 23 Nov
Residence Inn by Marriott Chicago Downtown / River North
A hotel with a modern glass facade, signage for SpringHill Suites, and a well-lit entrance.

16. 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, (1,220 reviews)
"Great stay"
United States
Keith
The price is €138
includes taxes & fees
22 Nov - 23 Nov
Springhill Suites by Marriott Chicago Downtown/ River North
A hotel room with a large bed, a wooden cabinet, a chair, and a view of the city skyline.

17. Viceroy Chicago

Viceroy Chicago
4.5 star property
0.3 km from Oak Street
9.4 out of 10, Exceptional, (1,307 reviews)
"Beautiful hotel, friendly staff."
United States
Mary
The price is €288
includes taxes & fees
22 Nov - 23 Nov
Viceroy Chicago
A corridor with ornate black metal railings and a patterned carpet.

18. Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Theatre District, 2 km from Oak Street
9.4 out of 10, Exceptional, (1,189 reviews)
"Great stay"
United States
RaeQuan
The price is €203
includes taxes & fees
22 Nov - 23 Nov
Staypineapple, An Iconic Hotel, The Loop
Exterior

19. Arlo Chicago

Arlo Chicago
4.0 star property
Theatre District, 1.7 km from Oak Street
9.4 out of 10, Exceptional, (2,429 reviews)
"Outstanding hotel highly recommend staying here!!!!"
United States
Daniel
The price is €170
includes taxes & fees
23 Nov - 24 Nov
Arlo Chicago
The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.

20. 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, (5,648 reviews)
"All the stay was perfect, location is near to all the best places"
Mexico
JESUS VERA
The price is €165
includes taxes & fees
23 Nov - 24 Nov
Hotel Riu Plaza 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
A spacious kitchen with white cabinetry, a central island with bar stools, pendant lighting, and a large window with a view.
The Sono Chicago
3.5 star property
9.8
Exceptional
573 reviews
View
A spacious lobby with a modern sofa, armchairs, and a coffee table. A large window offers a view of the cityscape.
The Langham, Chicago
5.0 star property
9.8
Exceptional
1,004 reviews
View
A rooftop bar with seating and a view of the city skyline at night.
The Peninsula Chicago
5.0 star property
9.8
Exceptional
1,008 reviews
View
A person relaxing on a sofa with a window view of a building, a table with a glass of wine, and a vase with flowers.
L7 Chicago by LOTTE
4.5 star property
9.6
Exceptional
5,185 reviews
View
A modern hotel lobby with a spiral staircase, seating areas, and large windows offering city views.
Residence Inn Chicago Downtown Magnificent Mile
4.0 star property
9.6
Exceptional
668 reviews
View

Top Oak Street Hotel Reviews

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

10/10 Excellent
"7 out of 10"
Antoinette 7-night trip
Posted less than an hour ago
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Other attractions near Oak Street

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 lakeside or experience the acclaimed art galleries 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 685 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, Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical is one of the top choices for your stay based on our traveller data, and this hotel offers free breakfast and in-room kitchens. Other good choices close by include The Chicago Hotel Collection Ambassador Gold Coast and River Hotel.
How many hotels will I be able to find close to Oak Street?
Expedia has 685 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 Former Medinah Temple 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.