10 Best Hotels & Accommodation Closest to Oak Street in Chicago from NZ$431

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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

Old Town Chicago, 1.5 km from Oak Street

Christie

NZ$434

includes taxes & fees

5 Oct - 6 Oct

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

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

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.

2. The Peninsula Chicago

Streeterville, 0.5 km from Oak Street

Levi

NZ$1,401

includes taxes & fees

4 Oct - 5 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 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 spacious lobby with a modern sofa, armchairs, and a coffee table. A large window offers a view of the cityscape.

3. The Langham, Chicago

River North, 1.4 km from Oak Street

Saramae

NZ$1,275

includes taxes & fees

25 Oct - 26 Oct

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 floor-to-ceiling windows offering a city view.

4. Trump International Hotel & Tower Chicago

River North, 1.3 km from Oak Street

Jorge

NZ$1,082

includes taxes & fees

4 Oct - 5 Oct

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 lobby with wicker furniture, a fire feature, and a view of the outdoors.

5. Residence Inn Chicago Downtown Magnificent Mile

Streeterville, 0.8 km from Oak Street

Brian

NZ$496

includes taxes & fees

25 Oct - 26 Oct

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 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.

6. Park Hyatt Chicago

Streeterville, 0.4 km from Oak Street

Catherine

NZ$1,385

includes taxes & fees

27 Sept - 28 Sept

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 staircase with glass railings and pendant lighting.

A modern hotel lobby with a reception desk, seating area, staircase, and large windows.

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

Streeterville, 1 km from Oak Street

Jessica

NZ$1,254

includes taxes & fees

25 Sept - 26 Sept

A modern building with a colorful facade and a red circular seating area.

A modern bar area with a checkered floor, wooden ceiling, and various bar equipment.

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.

8. citizenM Chicago Downtown

Theatre District, 1.5 km from Oak Street

Isayra

NZ$431

includes taxes & fees

25 Oct - 26 Oct

A spacious bar area with high ceilings and large windows, offering views of a cityscape.

A bar with a circular liquor display, seating with stools, and a city view through large windows.

A hotel room with a bed, a sofa with cushions, a large window with a view of a cityscape and water.

A cityscape with modern high-rise buildings, a river, and a boat.

9. Hyatt Regency Chicago

The Loop, 1.5 km from Oak Street

Whitney

NZ$724

includes taxes & fees

25 Oct - 26 Oct

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

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

A modern lobby with a reception desk, seating area, and a large illuminated number '5' on the wall.

A bakery display with various baked goods and a coffee machine.

10. Aloft by Marriott Chicago Downtown River North

River North, 1.1 km from Oak Street

Michelle

NZ$492

includes taxes & fees

25 Oct - 26 Oct

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

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

11. LondonHouse Chicago, Curio Collection by Hilton

The Loop, 1.4 km from Oak Street

Sharee

NZ$561

includes taxes & fees

25 Oct - 26 Oct

A hotel with a modern glass facade, signage for SpringHill Suites, and a well-lit entrance.

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.

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

River North, 1.3 km from Oak Street

Sugar

NZ$503

includes taxes & fees

25 Oct - 26 Oct

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

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 rooftop terrace with outdoor seating and a fire pit, overlooking a cityscape with tall buildings.

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

13. The Royal Sonesta Chicago Downtown

The Loop, 1.5 km from Oak Street

ShaRona

NZ$546

includes taxes & fees

25 Oct - 26 Oct

A modern kitchen with stainless steel appliances, a microwave, and a coffee maker.

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

A conference room with a long table, chairs, a projector screen, and a flat-screen TV displaying "LOEWS HOTELS".

A restaurant interior with multiple tables, chairs, and hanging pendant lights.

14. Loews Chicago Hotel

Streeterville, 1.3 km from Oak Street

Ryan

NZ$612

includes taxes & fees

4 Oct - 5 Oct

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

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

15. Hotel Riu Plaza Chicago

Streeterville, 0.8 km from Oak Street

Sean Robert

NZ$478

includes taxes & fees

25 Oct - 26 Oct

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.

16. The Talbott, Autograph Collection

0.2 km from Oak Street

Karina

NZ$642

includes taxes & fees

27 Sept - 28 Sept

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.

17. Viceroy Chicago

0.3 km from Oak Street

Margaret

NZ$997

includes taxes & fees

4 Oct - 5 Oct

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 bar area with multiple shelves of bottles, a bar counter, and three bar stools.

18. Arlo Chicago

Theatre District, 1.7 km from Oak Street

Miguel

NZ$529

includes taxes & fees

25 Oct - 26 Oct

A black luxury car parked in front of a hotel entrance with a glass canopy decorated with festive ornaments.

A couple dining on a balcony with a cityscape view.

A bar area with a polished marble floor, bar stools, a counter with bottles, and a decorative lamp.

An indoor swimming pool with a modern design, a reception area with a sign for Waldorf Astoria Chicago, and a seating area with two people.

19. Waldorf Astoria Chicago

0.2 km from Oak Street

Luis

NZ$1,493

includes taxes & fees

25 Oct - 26 Oct

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 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.

20. The St. Regis Chicago

1.6 km from Oak Street

Xiomara

NZ$1,386

includes taxes & fees

25 Oct - 26 Oct

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Compare popular hotels close to Oak Street

Property	Property class	Guest rating
The Sono Chicago	10.0 Exceptional 557 reviews	View
The Peninsula Chicago	9.8 Exceptional 1,011 reviews	View
The Langham, Chicago	9.8 Exceptional 1,009 reviews	View
Trump International Hotel & Tower Chicago	9.6 Exceptional 2,025 reviews	View
Residence Inn Chicago Downtown Magnificent Mile	9.6 Exceptional 639 reviews	View

Top Oak Street Hotel Reviews

The Chicago Hotel Collection - Magnificent Mile

8/10 Good

"Nice"

The Whitehall Hotel, BW Premier Collection

8/10 Good

"It’s good location"

River Hotel

8/10 Good

"Elevator was broken, took 15 minutes each time I needed it"

Hotel Felix River North/Magnificent Mile

10/10 Excellent

"This is my second time staying here bc it’s so convenient, simple and the staff is great."

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 686 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 686 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.

Top Hotels Near Oak Street in Chicago from NZ$431

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for Oak Street hotels

1. The Sono Chicago

2. The Peninsula Chicago

3. The Langham, Chicago

4. Trump International Hotel & Tower Chicago

5. Residence Inn Chicago Downtown Magnificent Mile

6. Park Hyatt Chicago

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

8. citizenM Chicago Downtown

9. Hyatt Regency Chicago

10. Aloft by Marriott Chicago Downtown River North

11. LondonHouse Chicago, Curio Collection by Hilton

12. Springhill Suites by Marriott Chicago Downtown/ River North

13. The Royal Sonesta Chicago Downtown

14. Loews Chicago Hotel

15. Hotel Riu Plaza Chicago

16. The Talbott, Autograph Collection

17. Viceroy Chicago

18. Arlo Chicago

19. Waldorf Astoria Chicago

20. The St. Regis Chicago

Compare popular hotels close to Oak Street

Top Oak Street Hotel Reviews

The Chicago Hotel Collection - Magnificent Mile

The Whitehall Hotel, BW Premier Collection

River Hotel

Hotel Felix River North/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