The Best Hotels Closest to Oak Street in Chicago - 2026 Updated Prices

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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 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 with benches.

1. The Sono Chicago

1.5 km from Oak Street

Christie

₹17,703

₹20,783 total

includes taxes & fees

26 Oct - 27 Oct

A modern hotel lobby with a reception desk, seating area, and large windows offering city views.

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.

A modern dining area with round tables, comfortable chairs, and a dessert display.

2. The Langham, Chicago

River North, 1.4 km from Oak Street

Saramae

₹54,462

₹64,750 total

includes taxes & fees

1 Nov - 2 Nov

A high-rise hotel with multiple floors, large windows, and a prominent Tiffany & Co. store on the ground level.

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.

A spacious hotel lobby with multiple seating areas, a grand staircase, and large windows offering views of the city.

3. The Peninsula Chicago

Streeterville, 0.5 km from Oak Street

Levi

₹62,878

₹74,756 total

includes taxes & fees

1 Nov - 2 Nov

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 high-rise building with a modern glass facade, surrounded by other tall buildings.

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.

4. Residence Inn Chicago Downtown Magnificent Mile

Streeterville, 0.8 km from Oak Street

Kaitlyn

₹21,282

₹25,302 total

includes taxes & fees

1 Nov - 2 Nov

A cityscape with a river, a bridge, and a dining area with tables and chairs.

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.

A modern hotel room with large windows, white furniture, and a view of tall buildings.

5. Trump International Hotel & Tower Chicago

River North, 1.3 km from Oak Street

Cecille

₹44,619

₹53,048 total

includes taxes & fees

1 Nov - 2 Nov

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 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, a window with curtains, a small table with a vase of flowers, and a chair.

6. L7 Chicago by LOTTE

Theatre District, 1.6 km from Oak Street

Jeffrey Thomas

₹17,787

₹21,147 total

includes taxes & fees

11 Nov - 12 Nov

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 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.

7. Park Hyatt Chicago

Streeterville, 0.4 km from Oak Street

Tom

₹53,020

₹63,036 total

includes taxes & fees

1 Nov - 2 Nov

The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.

A bar area with a marble countertop, bar stools, and a variety of bottles.

A couple dining at a table with a city view, surrounded by chairs and a variety of dishes.

A modern hotel lobby with a central seating area, a reception desk, and a decorative wall with a unique design.

8. Hotel Riu Plaza Chicago

Streeterville, 0.8 km from Oak Street

Kevin

₹16,988

₹22,954 total

includes taxes & fees

11 Nov - 12 Nov

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.

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

Streeterville, 1 km from Oak Street

Jessica

₹43,434

₹54,517 total

includes taxes & fees

30 Oct - 31 Oct

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 high-rise building with a glass facade, surrounded by other tall buildings.

10. citizenM Chicago Downtown

Theatre District, 1.5 km from Oak Street

Katarina

₹16,445

₹19,551 total

includes taxes & fees

1 Nov - 2 Nov

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 modern hotel room with a large window, a desk, a chair, a sofa, and a small side table.

11. Springhill Suites by Marriott Chicago Downtown/ River North

River North, 1.3 km from Oak Street

Keith

₹16,445

₹19,551 total

includes taxes & fees

1 Nov - 2 Nov

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.

12. Moxy Chicago Downtown

River North, 1.1 km from Oak Street

Justin

₹15,671

₹18,631 total

includes taxes & fees

1 Nov - 2 Nov

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 pool with lounge chairs and a city skyline in the background.

13. Viceroy Chicago

0.3 km from Oak Street

Emily

₹29,816

₹38,651 total

includes taxes & fees

1 Nov - 2 Nov

A modern hotel with a colorful awning and a glass facade.

A pool table in a room with large windows, a bicycle outside, and a lamp on a table.

A conference room with a long table, multiple chairs, and framed pictures on the wall.

A hotel room with two beds, a desk, a chair, and a view of the cityscape.

14. Aloft by Marriott Chicago Downtown River North

River North, 1.1 km from Oak Street

Angela

₹17,896

₹21,277 total

includes taxes & fees

1 Nov - 2 Nov

A high-rise hotel with a modern glass facade, multiple floors, and a prominent corner entrance.

A hotel room with a bed, sofa, TV, and a view of the cityscape.

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.

15. Residence Inn by Marriott Chicago Downtown / River North

River North, 1.3 km from Oak Street

Kayla

₹16,929

₹20,126 total

includes taxes & fees

1 Nov - 2 Nov

A dining area with a table set for four, large windows offering a cityscape view at dusk.

A modern interior with a central fireplace, seating area, and wall-mounted lighting.

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.

16. The Royal Sonesta Chicago Downtown

The Loop, 1.5 km from Oak Street

Jordyn

₹20,218

₹27,132 total

includes taxes & fees

9 Nov - 10 Nov

A modern dining area with round tables and chairs, large windows, and a view of a cityscape.

A modern high-rise building with a curved glass facade, surrounded by other tall buildings.

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.

17. Sofitel Chicago Magnificent Mile

0.2 km from Oak Street

Mohab

₹28,924

₹37,263 total

includes taxes & fees

1 Nov - 2 Nov

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 bar with three wooden shelves filled with bottles and glasses.

A hotel entrance with a marquee sign, outdoor seating, and a well-lit facade.

18. The Talbott, Autograph Collection

0.2 km from Oak Street

Karina

₹23,139

₹30,961 total

includes taxes & fees

1 Nov - 2 Nov

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 high-rise building with a modern architectural design, featuring a prominent glass facade and a series of vertical lines.

A modern living room with a brick wall mural, a green sofa, leather chairs, and a wooden coffee table.

19. Arlo Chicago

Theatre District, 1.7 km from Oak Street

Pam

₹15,082

₹20,969 total

includes taxes & fees

1 Nov - 2 Nov

A rooftop terrace with outdoor seating, a view of the city skyline, and a river.

A modern hotel room with a large bed, a desk, a sofa, and a view of the city.

A modern living room with a sofa, coffee table, and ottoman, a fireplace, and a large window with a city view.

A modern room with a view of a river and high-rise buildings.

20. LondonHouse Chicago, Curio Collection by Hilton

The Loop, 1.4 km from Oak Street

Keeven

₹21,954

₹28,978 total

includes taxes & fees

1 Nov - 2 Nov

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Compare popular hotels close to Oak Street

Property	Property class	Guest rating
The Sono Chicago	10.0 Exceptional 566 reviews	View
The Langham, Chicago	9.8 Exceptional 1,002 reviews	View
The Peninsula Chicago	9.8 Exceptional 1,001 reviews	View
Residence Inn Chicago Downtown Magnificent Mile	9.6 Exceptional 653 reviews	View
Trump International Hotel & Tower Chicago	9.6 Exceptional 2,055 reviews	View

Top Oak Street Hotel Reviews

Hotel Riu Plaza Chicago

10/10 Excellent

"The Riu was great. I especially liked their attention to low-energy use. And, yes, like other commenters stated, the breakfast was plentiful."

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

10/10 Excellent

"Great"

The Whitehall Hotel, BW Premier Collection

10/10 Excellent

"Service was great! The staff was very helpful. Breakfast was great."

The Chicago Hotel Collection River North

10/10 Excellent

"Parking right around the corner. Well lit. Good location."

The Godfrey Hotel Chicago

10/10 Excellent

"Couldn’t imagine a better place to stay in Chicago."

Congress Plaza Hotel

8/10 Good

"a bit old building, non reliable internet, noisy in the rooms facing Michigan, friendly staff"

Warwick Allerton - Chicago

10/10 Excellent

"We had plenty of space in our suite. Clean and quiet. Good location."

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent

"Just as always- clean and efficient. staff is always helpful and goes above and beyond. Even housekeeping is top notch. do yourself a favor and get the guest benefits pkg. treat yourself!"

Other attractions near Oak Street

A large indoor Christmas tree in a shopping mall.

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.

Search Hotels Near Oak Street, Chicago

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Treat yourself

Be picky

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Our top choices for Oak Street hotels

1. The Sono Chicago

2. The Langham, Chicago

3. The Peninsula Chicago

4. Residence Inn Chicago Downtown Magnificent Mile

5. Trump International Hotel & Tower Chicago

6. L7 Chicago by LOTTE

7. Park Hyatt Chicago

8. Hotel Riu Plaza Chicago

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

10. citizenM Chicago Downtown

11. Springhill Suites by Marriott Chicago Downtown/ River North

12. Moxy Chicago Downtown

13. Viceroy Chicago

14. Aloft by Marriott Chicago Downtown River North

15. Residence Inn by Marriott Chicago Downtown / River North

16. The Royal Sonesta Chicago Downtown

17. Sofitel Chicago Magnificent Mile

18. The Talbott, Autograph Collection

19. Arlo Chicago

20. LondonHouse Chicago, Curio Collection by Hilton

Compare popular hotels close to Oak Street

Top Oak Street Hotel Reviews

Hotel Riu Plaza Chicago

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

The Whitehall Hotel, BW Premier Collection

The Chicago Hotel Collection River North

The Godfrey Hotel Chicago

Congress Plaza Hotel

Warwick Allerton - Chicago

The Chicago Hotel Collection - Magnificent Mile

Other attractions near Oak Street

900 North Michigan Shops

875 North Michigan Avenue

Topgolf Swing Suite

Mariano Plaza

The Drake

Fourth Presbyterian Church

360 CHICAGO

Loyola University Museum of Art

Frequently asked questions