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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.
A spacious room with hardwood flooring, a stone fireplace, a door with glass panels, and a vase on the floor.
A modern kitchen with white cabinetry, stainless steel appliances, and a wooden dining table.
A living room with a fireplace, a sofa, a coffee table, and a TV mounted on the wall.

1. The Sono Chicago

The Sono Chicago
1.5 km from Oak Street
United States
Christie
CA $257
CA $302 total
includes taxes & fees
Oct 26 - Oct 27
The Sono Chicago
A high-rise hotel with multiple floors, large windows, and a prominent Tiffany & Co. store on the ground level.
A rooftop bar with seating and a view of the city skyline at night.
A modern bar area with a checkered floor, bar stools, and a bartender.
A spacious hotel lobby with multiple seating areas, a grand staircase, and large windows offering views of the city.

2. The Peninsula Chicago

The Peninsula Chicago
Streeterville, 0.5 km from Oak Street
United States
Levi
CA $889
CA $1,057 total
includes taxes & fees
Nov 15 - Nov 16
The Peninsula Chicago
A modern hotel lobby with a reception desk, seating area, and large windows offering city views.
A modern hotel room with a large window offering a city view, three armchairs arranged around a central coffee table, and a decorative hanging plant.
A modern dining area with round tables, comfortable chairs, and a dessert display.
A spacious lobby with a modern sofa, armchairs, and a coffee table. A large window offers a view of the cityscape.

3. The Langham, Chicago

The Langham, Chicago
River North, 1.4 km from Oak Street
United States
Saramae
CA $742
CA $882 total
includes taxes & fees
Nov 15 - Nov 16
The Langham, 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.
A modern restaurant with high ceilings, wooden flooring, and a central chandelier. Tables are set with wine glasses and red cushions.
A modern hotel lobby with leather sofas, a coffee table, and a floor lamp.
A room with a bed, a window with curtains, a small table with a vase of flowers, and a chair.

4. L7 Chicago by LOTTE

L7 Chicago by LOTTE
Theatre District, 1.6 km from Oak Street
United States
Jeffrey Thomas
CA $273
CA $325 total
includes taxes & fees
Nov 1 - Nov 2
L7 Chicago by LOTTE
A modern hotel lobby with a spiral staircase, seating areas, and large windows offering city views.
A modern interior with a spiral staircase, large windows, and a geometric patterned floor.
A lobby with wicker furniture, a fire feature, and a view of the outdoors.
A high-rise building with a modern glass facade, surrounded by other tall buildings.

5. Residence Inn Chicago Downtown Magnificent Mile

Residence Inn Chicago Downtown Magnificent Mile
Streeterville, 0.8 km from Oak Street
United States
Kaitlyn
CA $313
CA $372 total
includes taxes & fees
Nov 1 - Nov 2
Residence Inn Chicago Downtown Magnificent Mile
A cityscape with a river, a bridge, and a dining area with tables and chairs.
A modern hotel room with large windows, white furniture, and a view of tall buildings.
A pool area with a view of a cityscape, a lounge with wicker furniture, and a person relaxing in the pool.
A high-rise hotel with a prominent 'TRUMP' sign, reflecting in the water, surrounded by other tall buildings.

6. Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
River North, 1.3 km from Oak Street
United States
Cecille
CA $656
CA $780 total
includes taxes & fees
Nov 1 - Nov 2
Trump International Hotel & Tower Chicago
A couple dining at a table with a view of a cityscape and a sunset.
A woman sitting by a window with a city view, holding a cup and saucer.
A rooftop terrace with a dining table, chairs, and a view of the cityscape, including the Water Tower Place building.
A modern hotel room with a large bed, a seating area, a TV, and a view of the city and ocean.

7. Park Hyatt Chicago

Park Hyatt Chicago
Streeterville, 0.4 km from Oak Street
United States
Tom
CA $758
CA $901 total
includes taxes & fees
Nov 15 - Nov 16
Park Hyatt Chicago
A rooftop terrace with a city skyline view, featuring a mix of modern and classic architecture, and several potted plants.
A modern urban street with high-rise buildings, including a prominent 'The Gwent' and 'Nordstrom' sign.
A modern hotel lobby with a reception desk, seating area, staircase, and large windows.
A modern staircase with glass railings and pendant lighting.

8. The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
Streeterville, 1 km from Oak Street
United States
Jessica
CA $567
CA $717 total
includes taxes & fees
Oct 30 - Oct 31
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
A modern building with a colorful facade and a red circular seating area.
A modern hotel room with a large window offering a city view, a contemporary light fixture, and a clean, minimalist design.
A modern interior with wooden shelves, colorful chairs, and hanging plants.
A modern high-rise building with a glass facade, surrounded by other tall buildings.

9. citizenM Chicago Downtown

citizenM Chicago Downtown
Theatre District, 1.5 km from Oak Street
United States
Katarina
CA $242
CA $287 total
includes taxes & fees
Nov 1 - Nov 2
citizenM Chicago Downtown
A hotel room with a large bed, a wooden cabinet, a chair, and a view of the city skyline.
Room
A rooftop pool with lounge chairs and a city skyline in the background.
Room

10. Viceroy Chicago

Viceroy Chicago
0.3 km from Oak Street
United States
Emily
CA $438
CA $568 total
includes taxes & fees
Nov 1 - Nov 2
Viceroy Chicago
The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.
A spacious lobby with a marble floor, a reception desk, and a glass partition.
A couple dining at a table with a city view, surrounded by chairs and a variety of dishes.
A bar area with a marble countertop, bar stools, and a variety of bottles.

11. Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
Streeterville, 0.8 km from Oak Street
United States
Kevin
CA $250
CA $338 total
includes taxes & fees
Nov 11 - Nov 12
Hotel Riu Plaza Chicago
A modern dining area with round tables and chairs, large windows, and a view of a cityscape.
A hotel room with a large bed, a chair, a window with a city view, and a bathroom area with a toilet and a sink.
Two people at a table with a tiered dessert display and glasses of champagne.
A person in a white robe sitting by a window with a view of modern high-rise buildings.

12. Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
0.2 km from Oak Street
United States
Mohab
CA $425
CA $548 total
includes taxes & fees
Nov 1 - Nov 2
Sofitel Chicago Magnificent Mile
A rooftop terrace with outdoor seating, a view of the city skyline, and a river.
A modern room with a view of a river and high-rise buildings.
A bar area with a long counter, blue bar stools, and a variety of bottles and glasses.
A modern hotel room with a large bed, a desk, a sofa, and a view of the city.

13. LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
The Loop, 1.4 km from Oak Street
United States
Keeven
CA $319
CA $422 total
includes taxes & fees
Nov 15 - Nov 16
LondonHouse Chicago, Curio Collection by Hilton
A street view with outdoor seating, a building with a sign, and tall skyscrapers in the background.
A dining area with a long table, chairs, and a fireplace. There are framed pictures on the walls and a large flat-screen TV mounted on the wall.
A lobby with a checkered floor, seating area, and a glass entrance.
A bar with three wooden shelves filled with bottles and glasses.

14. The Talbott, Autograph Collection

The Talbott, Autograph Collection
0.2 km from Oak Street
United States
Karina
CA $318
CA $428 total
includes taxes & fees
Nov 15 - Nov 16
The Talbott, Autograph Collection
A modern lounge area with seating, a coffee table, and a view of the city at night.
A bar area with multiple shelves of bottles, a seating area with bar stools, and a counter with a cash register.
An outdoor seating area with a wooden table and metal stools, overlooking a cityscape with modern buildings and a street.
A modern lounge area with seating, tables, and a view of the cityscape.

15. Moxy Chicago Downtown

Moxy Chicago Downtown
River North, 1.1 km from Oak Street
United States
Justin
CA $230
CA $274 total
includes taxes & fees
Nov 1 - Nov 2
Moxy Chicago Downtown
A restaurant interior with brick walls, hanging spherical light fixtures, and a visible kitchen area.
A bar area with multiple shelves of bottles, a bar counter, and three bar stools.
A room with a diamond-patterned bookshelf filled with books, a wooden floor, and a lamp.
A modern living room with a brick wall mural, a green sofa, leather chairs, and a wooden coffee table.

16. Arlo Chicago

Arlo Chicago
Theatre District, 1.7 km from Oak Street
United States
Pam
CA $235
CA $324 total
includes taxes & fees
Nov 2 - Nov 3
Arlo Chicago
A spacious bar area with high ceilings and large windows, offering views of a cityscape.
A cityscape with modern high-rise buildings, a river, and a boat.
A multi-level hotel lobby with a glass elevator, a seating area, and a dining space.
A bar with a circular liquor display, seating with stools, and a city view through large windows.

17. Hyatt Regency Chicago

Hyatt Regency Chicago
The Loop, 1.5 km from Oak Street
United States
Mercy
CA $339
CA $453 total
includes taxes & fees
Oct 31 - Nov 1
Hyatt Regency Chicago
A restaurant with tables and chairs arranged in a corridor, large windows, and hanging lamps.
A dining area with wicker chairs and tables, overlooking a marina with boats and a Ferris wheel.
A rooftop pool area with city views, two lounge chairs, and a small table with a vase.
A modern hotel lobby with a large seating area, a view of the city, and a green accent wall.

18. The St. Regis Chicago

The St. Regis Chicago
1.6 km from Oak Street
United States
Xiomara
CA $788
CA $937 total
includes taxes & fees
Nov 12 - Nov 13
The St. Regis Chicago
A modern kitchen with stainless steel appliances, a microwave, and a coffee maker.
A reception desk with a textured surface, two laptops, and a potted orchid.
A restaurant interior with multiple tables, chairs, and hanging pendant lights.
A conference room with a large screen displaying "LOEWS HOTEL" and a long table with chairs.

19. Loews Chicago Hotel

Loews Chicago Hotel
Streeterville, 1.3 km from Oak Street
Canada
Daniel
CA $334
CA $448 total
includes taxes & fees
Nov 15 - Nov 16
Loews Chicago Hotel
A hotel with a modern glass facade, signage for SpringHill Suites, and a well-lit entrance.
A hotel room with two beds, a desk, a chair, a lamp, and a view of a building through the window.
A modern hotel room with a large window, a desk, a chair, a sofa, and a small side table.
A modern reception desk with a sleek design, large windows offering a view of the cityscape, and a contemporary ceiling with linear wood paneling.

20. Springhill Suites by Marriott Chicago Downtown/ River North

Springhill Suites by Marriott Chicago Downtown/ River North
River North, 1.3 km from Oak Street
United States
Keith
CA $242
CA $287 total
includes taxes & fees
Nov 1 - Nov 2
Springhill Suites by Marriott Chicago Downtown/ River North
View all properties

Compare popular hotels close to Oak Street

Property
Star rating
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
10.0
Exceptional
566 reviews
View
A high-rise hotel with multiple floors, large windows, and a prominent Tiffany & Co. store on the ground level.
The Peninsula Chicago
9.8
Exceptional
1,001 reviews
View
A modern hotel lobby with a reception desk, seating area, and large windows offering city views.
The Langham, Chicago
9.8
Exceptional
1,005 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
9.6
Exceptional
5,037 reviews
View
A modern hotel lobby with a spiral staircase, seating areas, and large windows offering city views.
Residence Inn Chicago Downtown Magnificent Mile
9.6
Exceptional
656 reviews
View

Top Oak Street Hotel Reviews

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

8/10 Good
"Nice hotel and great walking distance to many attractions. Breakfast area was nice and room was large and clean."
Lara 2-night trip
Posted 1 hour ago
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"Our room was large and spacious as requested. Everything was clean and cozy. The staff was pleasant and very helpful. The hotel was overall in great shape considering its age , location and continual use. The only issue was for Chi marathon weekend only one elevator was working which caused a huge issue trying to go up to your room or down to the lobby. At one point I waited over 10 minutes to get down to the lobby from the 7th floor. That was a hassle."
Judith 2-night trip
Posted 1 hour ago
Congress Plaza Hotel
Warwick Allerton - Chicago

Warwick Allerton - Chicago

10/10 Excellent
"Excellent"
Jamie 1-night trip
Posted 3 hours ago
Warwick Allerton - Chicago
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"Wonderful hotel, bed are lower to the ground but really comfortable! Staff is great and the location is amazing."
Jessica 2-night trip
Posted 4 hours ago
The Chicago Hotel Collection Ambassador Gold Coast
River Hotel

River Hotel

8/10 Good
"Great location with excellent staff!"
David 2-night trip
Posted 6 hours ago
River Hotel
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

8/10 Good
"La ubicación es excelente. Las instalaciones están bien mantenidas y el equipo de limpieza muy atento, no es el caso con los del personal de recepción. El trato fue como segunda clase por una reservación a Travez de Expedía. Primero no encontraban la reservación y luego al terminar pregunté en expedía por el check out."
Maricel 6-night trip
Posted 11 hours ago
Hilton Chicago/Magnificent Mile Suites
The Godfrey Hotel Chicago

The Godfrey Hotel Chicago

10/10 Excellent
"Amazing locations and staff!"
Sarah 2-night trip
Posted 21 hours ago
The Godfrey Hotel Chicago
The Chicago Hotel Collection River North

The Chicago Hotel Collection River North

8/10 Good
"Nice property in a good location. I was concerned about the reviews I saw. However the key is if you don't want the extra charges everyone was concerned about. Don't book the All Inclusive Room Rate. Book a Room Rate Only. I was not charged the extra fees. The Train tracks can be loud at times, but didn't bother me when sleeping. If your a light sleeper. Something to consider. Wish their was a gym on site otherwise nice property."
Louis 2-night trip
Posted 1 day ago
The Chicago Hotel Collection River North

Other attractions near Oak Street

A large indoor Christmas tree in a shopping mall.
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 visit to Chicago. Stroll along the lakeside or experience the acclaimed art scene in this vibrant area.
See properties
A tall skyscraper with a spire, a flagpole with an American flag, and a stone building with arched windows.

875 North Michigan Avenue

9.2/10 (2,926 reviews)
You can find out about the history of Chicago with a visit to 875 North Michigan Avenue. Amble around this vibrant area's lakeside or experience its fascinating museums.
See properties

Topgolf Swing Suite

You can take time to visit Topgolf Swing Suite during your travels to Chicago. Stroll along the riverfront or experience the entertainment choices in this vibrant area.
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Mariano Plaza

After visiting Mariano Plaza, make a plan to see the other sights and activities in Chicago. Stroll along the riverfront or experience the acclaimed theater scene in this vibrant area.
See properties

The Drake

The Drake is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Stroll along the riverfront or experience the acclaimed art scene in this vibrant area.
See properties

Fourth Presbyterian Church

10.0/10 (2 reviews)
Fourth Presbyterian Church is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Amble around this vibrant area's lakeside or experience its acclaimed theater scene.
See properties

360 CHICAGO

You can learn about the history of Chicago with a visit to 360 CHICAGO. Amble around this vibrant area's riverfront or experience its entertainment choices.
See properties

Loyola University Museum of Art

9.0/10 (2 reviews)
You can spend time exploring the galleries in Loyola University Museum of Art during your trip to Chicago. Experience the acclaimed art scene and 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, check out the 685 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, Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical is one of the top choices for your stay based on our traveler 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 should I expect to find close to Oak Street?
Expedia has 685 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 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 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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