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Oct 1 - Oct 2
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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 modern kitchen with white cabinetry, stainless steel appliances, and a wooden dining table.
A modern kitchen with white cabinetry, stainless steel appliances, and a wooden dining table with benches.
A spacious room with hardwood flooring, a stone fireplace, a door with glass panels, and a vase on the floor.

1. The Sono Chicago

The Sono Chicago
1.5 km from Oak Street
United States
Christie
₩329,873
₩387,241 total
includes taxes & fees
Oct 25 - Oct 26
The Sono Chicago
A modern hotel lobby with a reception desk, seating area, and large windows offering city views.
A modern dining area with round tables, comfortable chairs, and a dessert display.
A swimming pool with a ceiling of lights, large windows, and potted plants.
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
River North, 1.4 km from Oak Street
United States
Saramae
₩773,775
₩919,939 total
includes taxes & fees
Oct 25 - Oct 26
The Langham, 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 modern indoor pool area with large windows, potted palm plants, and lounge chairs.

3. The Peninsula Chicago

The Peninsula Chicago
Streeterville, 0.5 km from Oak Street
United States
Levi
₩848,438
₩1,008,709 total
includes taxes & fees
Nov 1 - Nov 2
The Peninsula Chicago
A person relaxing on a sofa with a laptop, a glass of red wine, and a small table with a vase of flowers and a telephone.
A modern hotel lobby with leather sofas, a coffee table, and a floor lamp.
A bar area with a long counter, multiple shelves of bottles, and four bar stools.
A room with a bed against a window overlooking a cityscape. There is a small table with a book, a vase with flowers, and a cup.

4. L7 Chicago by LOTTE

L7 Chicago by LOTTE
Theatre District, 1.6 km from Oak Street
United States
Emily
₩270,496
₩321,592 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 living room with a large sectional sofa, a flat-screen TV mounted on the wall, a dining area with a table and chairs, and a view of the cityscape through large windows.
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.

5. Residence Inn Chicago Downtown Magnificent Mile

Residence Inn Chicago Downtown Magnificent Mile
Streeterville, 0.8 km from Oak Street
United States
Brian
₩298,650
₩355,065 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 modern hotel room with large floor-to-ceiling windows offering a city view.
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
Mark
₩624,528
₩742,501 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 rooftop terrace with a dining table, chairs, and a view of the cityscape, including the Water Tower Place building.
A modern living room with a sofa, chairs, a coffee table, and a TV. A large window offers a view of a cityscape and a tower.
A woman sitting by a window with a city view, holding a cup and saucer.

7. Park Hyatt Chicago

Park Hyatt Chicago
Streeterville, 0.4 km from Oak Street
United States
Tom
₩745,267
₩886,048 total
includes taxes & fees
Nov 1 - Nov 2
Park Hyatt Chicago
A modern building with a colorful facade and a red circular seating area.
A modern interior with wooden shelves, colorful chairs, and hanging plants.
A modern hotel room with a large window offering a city view, a contemporary light fixture, and a clean, minimalist design.
A modern bar area with a checkered floor, wooden ceiling, and various bar equipment.

8. citizenM Chicago Downtown

citizenM Chicago Downtown
Theatre District, 1.5 km from Oak Street
United States
Kimberly
₩230,775
₩274,368 total
includes taxes & fees
Nov 1 - Nov 2
citizenM Chicago Downtown
The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.
A couple dining at a table with a city view, surrounded by chairs and a variety of dishes.
A spacious lobby with a marble floor, a reception desk, and a glass partition.
A modern hotel lobby with a central seating area, a reception desk, and a decorative wall with a unique design.

9. Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
Streeterville, 0.8 km from Oak Street
United States
Sean Robert
₩230,660
₩312,920 total
includes taxes & fees
Nov 1 - Nov 2
Hotel Riu Plaza Chicago
A rooftop terrace with a city skyline view, featuring a mix of modern and classic architecture, and several potted plants.
A modern hotel room with a green sofa, two round tables, a city view, and a chandelier.
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.

10. 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
₩623,093
₩781,167 total
includes taxes & fees
Oct 2 - Oct 3
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
A restaurant interior with brick walls, hanging spherical light fixtures, and a visible kitchen area.
A room with a diamond-patterned bookshelf filled with books, a wooden floor, and a lamp.
A bar area with multiple shelves of bottles, a bar counter, and three bar stools.
A modern living room with a brick wall mural, a green sofa, leather chairs, and a wooden coffee table.

11. Arlo Chicago

Arlo Chicago
Theatre District, 1.7 km from Oak Street
United States
Ashley Nacole
₩230,652
₩316,860 total
includes taxes & fees
Nov 1 - Nov 2
Arlo Chicago
A modern hotel with a colorful awning and a glass facade.
A bakery display with various baked goods and a coffee machine.
A modern lobby with a reception desk, seating area, and a large illuminated number '5' on the wall.
A hotel room with a wooden wardrobe, a minibar with coffee cups and a bottle, a safe, and a towel rack with a hanging bag.

12. Aloft by Marriott Chicago Downtown River North

Aloft by Marriott Chicago Downtown River North
River North, 1.1 km from Oak Street
United States
James
₩251,138
₩298,576 total
includes taxes & fees
Nov 1 - Nov 2
Aloft by Marriott Chicago Downtown River North
A modern lounge area with seating, a coffee table, and a view of the city at night.
An outdoor seating area with a wooden table and metal stools, overlooking a cityscape with modern buildings and a street.
A modern hotel entrance with a neon sign, a covered walkway, and a cityscape view.
A bar area with multiple shelves of bottles, a seating area with bar stools, and a counter with a cash register.

13. Moxy Chicago Downtown

Moxy Chicago Downtown
River North, 1.1 km from Oak Street
United States
Justin
₩219,915
₩261,458 total
includes taxes & fees
Nov 1 - Nov 2
Moxy Chicago Downtown
A spacious bar area with high ceilings and large windows, offering views of a cityscape.
A hotel room with a bed, a sofa with cushions, a large window with a view of a cityscape and water.
A bar with a circular liquor display, seating with stools, and a city view through large windows.
A cityscape with modern high-rise buildings, a river, and a boat.

14. Hyatt Regency Chicago

Hyatt Regency Chicago
The Loop, 1.5 km from Oak Street
United States
Mark
₩323,085
₩432,539 total
includes taxes & fees
Oct 31 - Nov 1
Hyatt Regency Chicago
A hotel with a modern glass facade, signage for SpringHill Suites, and a well-lit entrance.
A modern reception desk with a sleek design, large windows offering a view of the cityscape, and a contemporary ceiling with linear wood paneling.
A hotel room with two beds, a desk, a chair, a lamp, and a view of a building through the window.
A bar area with a long counter, bar stools, and a bar stocked with bottles.

15. Springhill Suites by Marriott Chicago Downtown/ River North

Springhill Suites by Marriott Chicago Downtown/ River North
River North, 1.3 km from Oak Street
Canada
Sugar
₩251,138
₩298,576 total
includes taxes & fees
Nov 1 - Nov 2
Springhill Suites by Marriott Chicago Downtown/ River North
A dining area with a table set for four, large windows offering a cityscape view at dusk.
A rooftop terrace with outdoor seating and a fire pit, overlooking a cityscape with tall buildings.
A high-rise hotel room with large windows offering a city view, round tables set for dining, and elegant decor with flowers and candles.
A breakfast table with croissants, a bowl of berries, a glass of orange juice, and a smoothie, set against a cityscape view through a window.

16. The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
The Loop, 1.5 km from Oak Street
United States
ShaRona
₩256,568
₩348,472 total
includes taxes & fees
Nov 1 - Nov 2
The Royal Sonesta Chicago Downtown
A street view with outdoor seating, a building with a sign, and tall skyscrapers in the background.
A bar with three wooden shelves filled with bottles and glasses.
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.

17. The Talbott, Autograph Collection

The Talbott, Autograph Collection
0.2 km from Oak Street
United States
Karina
₩324,714
₩434,475 total
includes taxes & fees
Nov 1 - Nov 2
The Talbott, Autograph Collection
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.
A person in a white robe sitting by a window with a view of modern high-rise buildings.
A modern high-rise building with a curved glass facade, surrounded by other tall buildings.

18. Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
0.2 km from Oak Street
United States
Mohab
₩405,893
₩522,922 total
includes taxes & fees
Nov 1 - Nov 2
Sofitel Chicago Magnificent Mile
A modern kitchen with stainless steel appliances, a microwave, and a coffee maker.
A conference room with multiple tables and chairs, a large screen displaying the hotel name, and modern ceiling lighting.
A modern lounge area with a sofa, two armchairs, a coffee table, and a patterned carpet.
A banquet hall with round tables set for dining, featuring a high ceiling with exposed beams and a modern chandelier.

19. Loews Chicago Hotel

Loews Chicago Hotel
Streeterville, 1.3 km from Oak Street
United States
Ryan
₩378,743
₩498,719 total
includes taxes & fees
Oct 4 - Oct 5
Loews Chicago Hotel
A rooftop pool with lounge chairs and a city skyline in the background.
A modern dining area with a round table and chairs, large windows with a city view, and a decorative light fixture.
Room
Room

20. Viceroy Chicago

Viceroy Chicago
0.3 km from Oak Street
United States
Margaret
₩399,410
₩519,804 total
includes taxes & fees
Nov 1 - Nov 2
Viceroy Chicago
View all properties

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
9.8
Exceptional
560 reviews
View
A modern hotel lobby with a reception desk, seating area, and large windows offering city views.
The Langham, Chicago
9.8
Exceptional
1,015 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
1,017 reviews
View
A person relaxing on a sofa with a laptop, a glass of red wine, and a small table with a vase of flowers and a telephone.
L7 Chicago by LOTTE
9.6
Exceptional
4,924 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
646 reviews
View

Top Oak Street Hotel Reviews

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

10/10 Excellent
"This was, by far, one of the best value-to-cost properties I've stayed with during a work trip. The rooms were clean, the complimentary breakfast was delicious, and the hotel was centrally located. Would definitely stay again!"
Corey 3-night trip
Posted less than an hour ago
Hotel Riu Plaza Chicago
Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

10/10 Excellent
"Nice place! Perfect location!"
Franchisca 4-night trip
Posted less than an hour ago
Hampton Inn Chicago Downtown/Magnificent Mile
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

8/10 Good
"Good location and friendly staff, but the room was small with not much space to put anything. Also, one of the elevators was broken so getting up and down was slow."
Michael 6-night trip
Posted 2 hours ago
Hotel Felix River North/Magnificent Mile
The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

8/10 Good
"The Tempo Cafe is within easy walking distance. Very good food with reasonable prices. Parking garage was right across the street. The hotel is somewhat antiquated, but clean and comfortable with a reasonable price."
Dan 1-night trip
Posted 8 hours ago
The Whitehall Hotel, BW Premier Collection
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

10/10 Excellent
"Staff was very helpful"
Bryce 1-night trip
Posted 12 hours ago
Hotel Saint Clair- Magnificent Mile

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.
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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.
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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.
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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.
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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.
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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.
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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 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.
Where can I learn more about changing or cancelling my trip in the area near Oak Street?
To access more information about picking new dates or cancelling your stay near Oak Street, click here.
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.