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Hotels near Oak Street

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Check prices for these dates

Tonight
20 Oct - 21 Oct
Tomorrow
21 Oct - 22 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 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.
A living room with a fireplace, a sofa, a coffee table, and a TV mounted on the wall.
A modern kitchen with white cabinetry, stainless steel appliances, and a wooden dining table.
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
Tavarion
RM563
RM661 total
includes taxes & fees
3 Nov - 4 Nov
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 indoor pool area with large windows, potted palm plants, and lounge chairs.
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
Melinda
RM2,551
RM3,033 total
includes taxes & fees
1 Nov - 2 Nov
The Peninsula 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.

3. The Langham, Chicago

The Langham, Chicago
River North, 1.4 km from Oak Street
United States
Saramae
RM2,131
RM2,533 total
includes taxes & fees
15 Nov - 16 Nov
The Langham, Chicago
A cityscape with a river, a bridge, and a dining area with tables and chairs.
A high-rise hotel with a prominent 'TRUMP' sign, reflecting in the water, surrounded by other tall buildings.
A pool area with a view of a cityscape, a lounge with wicker furniture, and a person relaxing in the pool.
A modern hotel room with large windows, white furniture, and a view of tall buildings.

4. Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
River North, 1.3 km from Oak Street
United States
Cecille
RM1,883
RM2,238 total
includes taxes & fees
8 Nov - 9 Nov
Trump International Hotel & Tower Chicago
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 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 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
Kaitlyn
RM898
RM1,068 total
includes taxes & fees
1 Nov - 2 Nov
Residence Inn Chicago Downtown Magnificent Mile
A couple dining at a table with a view of a cityscape and a sunset.
A modern hotel room with a large bed, a seating area, a TV, and a view of the city and ocean.
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.

6. Park Hyatt Chicago

Park Hyatt Chicago
Streeterville, 0.4 km from Oak Street
United States
Tom
RM2,223
RM2,643 total
includes taxes & fees
15 Nov - 16 Nov
Park Hyatt 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 modern hotel lobby with a central seating area, a reception desk, and a decorative wall with a unique design.
A bar area with a marble countertop, bar stools, and a variety of bottles.

7. Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
Streeterville, 0.8 km from Oak Street
United States
Scott E
RM721
RM974 total
includes taxes & fees
2 Nov - 3 Nov
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 lobby with a reception desk, seating area, staircase, and large windows.
A modern urban street with high-rise buildings, including a prominent 'The Gwent' and 'Nordstrom' sign.
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
RM1,343
RM1,718 total
includes taxes & fees
30 Oct - 31 Oct
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
A hotel room with a large bed, a wooden cabinet, a chair, and a view of the city skyline.
A modern dining area with a round table and chairs, large windows with a city view, and a decorative light fixture.
A rooftop terrace with white chairs and a table, overlooking a cityscape with tall buildings and a view of the ocean.
Room

9. Viceroy Chicago

Viceroy Chicago
0.3 km from Oak Street
United States
Emily
RM1,258
RM1,631 total
includes taxes & fees
1 Nov - 2 Nov
Viceroy Chicago
A high-rise hotel with a modern glass facade, multiple floors, and a prominent corner entrance.
A couple sitting at a table with a glass of wine and hors d'oeuvres, in a room with a view of lights outside.
A modern reception area with a wooden ceiling and a reception desk.
A hotel room with a bed, sofa, TV, and a view of the cityscape.

10. Residence Inn by Marriott Chicago Downtown / River North

Residence Inn by Marriott Chicago Downtown / River North
River North, 1.3 km from Oak Street
United States
Sandy
RM714
RM849 total
includes taxes & fees
1 Nov - 2 Nov
Residence Inn by Marriott Chicago Downtown / River North
A modern kitchen with stainless steel appliances, a microwave, and a coffee maker.
A conference room with tables, chairs, a projector, and a screen displaying "LOEWS HOTELS".
A modern hotel lobby with a reception desk, seating area, and large windows offering city views.
A restaurant with a modern interior, featuring exposed wooden beams, pendant lighting, and a bar area with a variety of bottles.

11. Loews Chicago Hotel

Loews Chicago Hotel
Streeterville, 1.3 km from Oak Street
United States
Rhiannon
RM1,041
RM1,383 total
includes taxes & fees
20 Nov - 21 Nov
Loews Chicago Hotel
A hotel with a modern glass facade, signage for SpringHill Suites, and a well-lit entrance.
A bar area with a long counter, bar stools, and a bar stocked with bottles.
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.

12. 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
RM694
RM825 total
includes taxes & fees
1 Nov - 2 Nov
Springhill Suites by Marriott Chicago Downtown/ River North
A modern dining area with round tables and chairs, large windows, and a view of a cityscape.
A person in a white robe sitting by a window with a view of modern high-rise buildings.
Two people at a table with a tiered dessert display and glasses of champagne.
A modern high-rise building with a curved glass facade, surrounded by other tall buildings.

13. Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
0.2 km from Oak Street
United States
Mariellen
RM1,220
RM1,572 total
includes taxes & fees
8 Nov - 9 Nov
Sofitel Chicago Magnificent Mile
A rooftop terrace with outdoor seating, a view of the city skyline, and a river.
A modern living room with a sofa, coffee table, and ottoman, a fireplace, and a large window with a city view.
A hotel room with a large bed, a desk, a chair, and a wardrobe.
A modern room with a view of a river and high-rise buildings.

14. LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
The Loop, 1.4 km from Oak Street
United States
James
RM878
RM1,165 total
includes taxes & fees
1 Nov - 2 Nov
LondonHouse Chicago, Curio Collection by Hilton
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 bar area with a checkered floor, wooden ceiling, and various bar equipment.

15. citizenM Chicago Downtown

citizenM Chicago Downtown
Theatre District, 1.5 km from Oak Street
United States
Katarina
RM694
RM825 total
includes taxes & fees
1 Nov - 2 Nov
citizenM Chicago Downtown
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 modern lounge area with seating, tables, and a view of the cityscape.

16. Moxy Chicago Downtown

Moxy Chicago Downtown
River North, 1.1 km from Oak Street
United States
Justin
RM661
RM786 total
includes taxes & fees
1 Nov - 2 Nov
Moxy Chicago Downtown
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 breakfast table with croissants, a bowl of berries, a glass of orange juice, and a smoothie, set against a cityscape view through a window.
A high-rise hotel room with large windows offering a city view, round tables set for dining, and elegant decor with flowers and candles.

17. The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
The Loop, 1.5 km from Oak Street
United States
Jordyn
RM690
RM951 total
includes taxes & fees
1 Nov - 2 Nov
The Royal Sonesta Chicago Downtown
A corridor with ornate black metal railings and a patterned carpet.
A dining area with tables and chairs, a hanging light fixture, and a view of the street through a window.
A multi-story building with a grid of windows, surrounded by other high-rise buildings.
A modern hotel room with a sofa, a small table, a bench, a TV, and a cabinet.

18. Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
Theatre District, 2 km from Oak Street
United States
RaeQuan
RM683
RM933 total
includes taxes & fees
15 Nov - 16 Nov
Staypineapple, An Iconic Hotel, The Loop
A restaurant interior with brick walls, hanging spherical light fixtures, and a visible kitchen area.
A modern living room with a brick wall mural, a green sofa, leather chairs, and a wooden coffee table.
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.

19. Arlo Chicago

Arlo Chicago
Theatre District, 1.7 km from Oak Street
United States
Daniel
RM658
RM910 total
includes taxes & fees
25 Oct - 26 Oct
Arlo Chicago
A restaurant with tables and chairs arranged in a corridor, large windows, and hanging lamps.
A modern hotel entrance with a prominent "STREGIS" sign, large glass windows, and a well-lit facade.
A modern hotel lobby with a large seating area, a view of the city, and a green accent wall.
A rooftop pool area with city views, two lounge chairs, and a small table with a vase.

20. The St. Regis Chicago

The St. Regis Chicago
1.6 km from Oak Street
United States
Xiomara
RM2,261
RM2,688 total
includes taxes & fees
12 Nov - 13 Nov
The St. Regis 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
10.0
Exceptional
568 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
1,000 reviews
View
A modern hotel lobby with a reception desk, seating area, and large windows offering city views.
The Langham, Chicago
9.8
Exceptional
1,001 reviews
View
A cityscape with a river, a bridge, and a dining area with tables and chairs.
Trump International Hotel & Tower Chicago
9.6
Exceptional
2,057 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
659 reviews
View

Hotels recommended for families near Oak Street

A modern lounge with a curved glass wall offering a city view, plush seating, and ambient lighting.
A modern lobby with a large mirror, bookshelves, seating areas, and a reception desk.
A modern building with large glass windows and a sign reading "Thompson Chicago".
A modern interior with wooden shelves, a fireplace, and a round mirror.

Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt
Downtown Chicago
RM1,045
RM1,363 total
includes taxes & fees
16 Nov - 17 Nov
Thompson Chicago, by Hyatt
A bar area with a long counter, bar stools, and a mirrored wall.
A restaurant with wooden flooring, long tables, and chairs with patterned upholstery.
A luxurious bathroom with a large oval bathtub, a chandelier, and two large mirrors with floral arrangements.
A luxurious lobby with a grand fireplace, elegant seating arrangements, and classic wood paneling.

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
Downtown Chicago
RM503
RM598 total
includes taxes & fees
2 Nov - 3 Nov
The Whitehall Hotel, BW Premier Collection
A grand lobby with a chandelier, plush seating, and a patterned carpet.
A bar with five martini glasses arranged on a counter, each with a different cocktail and garnish.
A hotel lobby with wooden paneling, red leather chairs, a carpeted floor, and a bar area with a television.
A conference room with a long table, black leather chairs, chandeliers, and a screen displaying "The Drake Real Chicago".

The Drake

The Drake
Downtown Chicago
RM699
RM832 total
includes taxes & fees
12 Nov - 13 Nov
The Drake
Lobby
A tall, modern hotel with a brick facade and numerous windows.
Exterior
A hotel room with a large window, a bed, a desk, a chair, and a lamp.

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Downtown Chicago
RM649
RM772 total
includes taxes & fees
2 Nov - 3 Nov
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
A modern dining area with round tables and chairs, large windows, and a view of a cityscape.
A person in a white robe sitting by a window with a view of modern high-rise buildings.
Two people at a table with a tiered dessert display and glasses of champagne.
A modern high-rise building with a curved glass facade, surrounded by other tall buildings.

Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
Downtown Chicago
RM1,220
RM1,572 total
includes taxes & fees
8 Nov - 9 Nov
Sofitel Chicago Magnificent Mile
A grand ballroom with a central dance floor, ornate ceiling, and chandeliers.
A building with a brick facade, multiple windows, and a sign reading 'KNICKERBOCKER.'
A view of a brick building with ornate windows and a book titled 'CHICAGO' on a table.
A spacious lobby with a grand chandelier, a staircase, and a seating area with two chairs and a table.

Millennium Hotel Knickerbocker Chicago

Millennium Hotel Knickerbocker Chicago
Downtown Chicago
RM518
RM714 total
includes taxes & fees
18 Nov - 19 Nov
Millennium Hotel Knickerbocker 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 modern hotel lobby with a central seating area, a reception desk, and a decorative wall with a unique design.
A bar area with a marble countertop, bar stools, and a variety of bottles.

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
Downtown Chicago
RM721
RM974 total
includes taxes & fees
2 Nov - 3 Nov
Hotel Riu Plaza Chicago
A historic building with a glass entrance, large columns, and decorative planters with flowers.
A bar area with a variety of liquor bottles, a television screen, and colorful bar stools.
A hotel lobby with a check-in counter, seating area, and a large potted plant.
A spacious lobby with a checkered floor, a large orange sofa, and multiple seating areas.

Warwick Allerton - Chicago

Warwick Allerton - Chicago
Downtown Chicago
RM459
RM667 total
includes taxes & fees
11 Nov - 12 Nov
Warwick Allerton - Chicago

Top Oak Street Hotel Reviews

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

10/10 Excellent
"Super clean, the waitstaff is amazing. The breakfast buffet is unreal."
luis 2-night trip
Posted 1 hour ago
Hotel Riu Plaza Chicago
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

8/10 Good
"My stay was very nice here at this hotel. The staff were very helpful and polite. My room was okay with a nice view of the city but it had an unpleasant smell in the room and some of the wall paper was peeling. I still would say I’d stay here again. It was not horrible at all. 4 stars from me."
Tymori 1-night trip
Posted 1 hour ago
The Chicago Hotel Collection - Magnificent Mile
The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

10/10 Excellent
"Loved the location and the price. The staff was amazing!"
Jackline 2-night trip
Posted 2 hours ago
The Whitehall Hotel, BW Premier Collection
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"Stayed for 3 days, and it was great! The staff was super kind when helping me after I accidentally selected the wrong type of room.It was cozy and breakfast was great! I’d stay again 😄"
Oliwia 3-night trip
Posted 7 hours ago
The Chicago Hotel Collection Ambassador Gold Coast
Millennium Hotel Knickerbocker Chicago

Millennium Hotel Knickerbocker Chicago

8/10 Good
"Staff was great."
Dawn 2-night trip
Posted 18 hours ago
Millennium Hotel Knickerbocker Chicago
The Chicago Hotel Collection River North

The Chicago Hotel Collection River North

10/10 Excellent
"I love that I had my own parking spot with the hotel"
Fatima 1-night trip
Posted 1 day ago
The Chicago Hotel Collection River North
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

10/10 Excellent
"Had a great night in a great room!"
Sherron 1-night trip
Posted 1 day 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 trip to Chicago. Stroll along the lakeside or experience the acclaimed art galleries in this vibrant area.
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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 when you stop by 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 theatre 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 galleries 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 theatre 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 studying the exhibits at Loyola University Museum of Art in Chicago. Experience the acclaimed art galleries 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, 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.