The 10 Best Hotels Near Oak Street, Chicago from CA $312

Our top choices for Oak Street hotels

1. The Sono Chicago

Old Town Chicago, 1.5 km from Oak Street

Susan

CA $367 total

includes taxes & fees

Aug 4 - Aug 5

2. The Peninsula Chicago

Streeterville, 0.5 km from Oak Street

Charles

CA $1,042 total

includes taxes & fees

Aug 9 - Aug 10

3. The Langham, Chicago

River North, 1.4 km from Oak Street

Gregory

CA $841 total

includes taxes & fees

Aug 9 - Aug 10

4. Trump International Hotel & Tower Chicago

River North, 1.3 km from Oak Street

Tammy Lynn

CA $781 total

includes taxes & fees

Aug 9 - Aug 10

5. The Talbott, Autograph Collection

0.2 km from Oak Street

Lecia

CA $446 total

includes taxes & fees

Jul 26 - Jul 27

Frette Italian sheets, premium bedding, in-room safe, desk

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

Streeterville, 1 km from Oak Street

Karla

CA $805 total

includes taxes & fees

Aug 14 - Aug 15

55-inch LCD TV with cable channels, TV, pay movies

7. L7 Chicago by LOTTE

Theatre District, 1.6 km from Oak Street

Julie Ann

CA $314 total

includes taxes & fees

Aug 17 - Aug 18

8. Moxy Chicago Downtown

River North, 1.1 km from Oak Street

Miranda

CA $312 total

includes taxes & fees

Aug 9 - Aug 10

9. Hotel Riu Plaza Chicago

Streeterville, 0.8 km from Oak Street

Jessica

CA $388 total

includes taxes & fees

Aug 9 - Aug 10

10. citizenM Chicago Downtown

Theatre District, 1.5 km from Oak Street

lakadria

CA $343 total

includes taxes & fees

Aug 9 - Aug 10

11. ENVITAE Hotel 4 Bedroom Luxury Apartments

Near North Side, 2.2 km from Oak Street

Karthik

CA $986 total

includes taxes & fees

Aug 12 - Aug 13

Suite, 2 Bedrooms, Terrace (Lakeshore) | Lake view

12. Four Seasons Hotel Chicago

Streeterville, 0.2 km from Oak Street

August

CA $875 total

includes taxes & fees

Aug 9 - Aug 10

13. Sofitel Chicago Magnificent Mile

0.2 km from Oak Street

Robert

CA $520 total

includes taxes & fees

Aug 9 - Aug 10

14. Sable at Navy Pier Chicago, Curio Collection by Hilton

Streeterville, 2.1 km from Oak Street

Julie

CA $449 total

includes taxes & fees

Aug 9 - Aug 10

15. Hotel EMC2, Autograph Collection

Streeterville, 0.9 km from Oak Street

Sheetal

CA $384 total

includes taxes & fees

Aug 9 - Aug 10

16. Springhill Suites by Marriott Chicago Downtown/ River North

River North, 1.3 km from Oak Street

Chereyl

CA $375 total

includes taxes & fees

Aug 16 - Aug 17

2 restaurants; breakfast, lunch, dinner, and brunch served

17. The St. Regis Chicago

1.6 km from Oak Street

Princess

CA $1,029 total

includes taxes & fees

Aug 16 - Aug 17

18. Viceroy Chicago

0.3 km from Oak Street

Anjali

CA $660 total

includes taxes & fees

Aug 9 - Aug 10

19. The Royal Sonesta Chicago Downtown

The Loop, 1.5 km from Oak Street

Alexis

CA $377 total

includes taxes & fees

Aug 16 - Aug 17

20. Hyatt Regency Chicago

The Loop, 1.5 km from Oak Street

Kristen

CA $490 total

includes taxes & fees

Aug 9 - Aug 10

View all properties

Compare popular hotels close to Oak Street

Property	Star rating	Guest rating
The Sono Chicago	3.5 star property	10.0 Exceptional 529 reviews	View
The Peninsula Chicago	5.0 star property	9.8 Exceptional 1,002 reviews	View
The Langham, Chicago	5.0 star property	9.8 Exceptional 1,000 reviews	View
Trump International Hotel & Tower Chicago	5.0 star property	9.6 Exceptional 1,943 reviews	View
The Talbott, Autograph Collection	4.5 star property	9.6 Exceptional 137 reviews	View

Top Oak Street Hotel Reviews

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

10/10 Excellent

"Fantastic location."

The Whitehall Hotel, BW Premier Collection

8/10 Good

"I stay here all the time when I come to town. I walked into the room and I had to call down to the front desk twice within 15 minutes. There were no towels to shower, and the TV didn't work. They immediately came up and serviced my room. When the maintenance guy was in my room, I also had him change the light bulb on the makeup mirror. When I got in that night, I realized that the standing lamp's bulb was out and that's why it was so dark in my room. Again someone came up and replaced the bulb. The next day when I went to take a shower, the dial to turn on the heat lamp over the shower was broken. It would just spin and spin and spin. I reported it but that never got taken care of. On the last day I was down to only a few squares of toilet paper. I looked around. There wasn't another fresh roll anywhere. These were all minor things. I would still stay there again. The maintenance and staff workers apologized and were helpful."

Eurostars Magnificent Mile

10/10 Excellent

"Ideal stay as this place is in the middle of everything so it was a great blind pick. So being in the center of everything means you will hear ambulances like crazy however, you can walk to many places easily. The hotel itself is nice and well kept up in common areas. Not all rooms are as kept up/maintained- other than changing sheets and replacing towels, as they should be. Kept up meaning, touching up extreme nicks and natural wear n tear that occurs when hundreds of people are in and out constantly. Keeping things maintained and fresh seems ideal as this is what is advertised online so it is expected. The issue with my room was quickly rectified by a male staffer at the front desk. He was quick and extremely efficient in handling my situation. I appreciated the fantastic customer service. I did not use room service but there’s a fantastic restaurant as you enter the hotel. Very nice."

The Wade

8/10 Good

"Why book here? LOCATION and competitive price. Why not? If you care about hospitality. This isn't going to be the place. Some of the front desk staff were impatient and border line dismissive. No decaf, despite a sign saying it was available. Just plan to go to Starbucks about a block away for coffee of any quality. Check in evening staff, told us breakfast would be served (Marriott member) and then we weren't given the magic card. Morning staff said we didn't qualify and we got the signal NOT to bother them with unreasonable questions. Our room was next to elevator and I was glad I had my ear plugs. No coffee in rooms. Weird kinda sensual picture of red lips predominant art in room... not family friendly or sensitive to women's modern issues. Views of lake were great! Easy walking location to see Lake Shore Drive and Many other great attractions. LOVED the beach and lake. It is amazingly clear water. Just have realistic expectations that this is a place to sleep and the staff may not care or are burned out. Great service oriented humans are expensive. You're not paying for that here."

Hotels near other Oak Street attractions

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 visit to Chicago. Stroll along the riverfront or experience the 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 699 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, Hilton Chicago/Magnificent Mile Suites is one of the top choices for your stay based on our traveler data, and this hotel offers an indoor pool and a fitness center. Other good choices close by include The Chicago Hotel Collection Ambassador Gold Coast and Omni Chicago Hotel.

How many hotels should I expect to find close to Oak Street?

Expedia has 699 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 Historic Michael Jordan Restaurant 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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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. The Talbott, Autograph Collection

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

7. L7 Chicago by LOTTE

8. Moxy Chicago Downtown

9. Hotel Riu Plaza Chicago

10. citizenM Chicago Downtown

11. ENVITAE Hotel 4 Bedroom Luxury Apartments

12. Four Seasons Hotel Chicago

13. Sofitel Chicago Magnificent Mile

14. Sable at Navy Pier Chicago, Curio Collection by Hilton

15. Hotel EMC2, Autograph Collection

16. Springhill Suites by Marriott Chicago Downtown/ River North

17. The St. Regis Chicago

18. Viceroy Chicago

19. The Royal Sonesta Chicago Downtown

20. Hyatt Regency Chicago

Compare popular hotels close to Oak Street

Top Oak Street Hotel Reviews

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Hotels near other Oak Street attractions

900 North Michigan Shops

Frequently asked questions

Explore a world of travel with Expedia