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

Our top choices for Oak Street hotels

The Sono Chicago

Old Town Chicago, 0.9 mi from Oak Street

Susan

includes taxes & fees

7 Jul - 8 Jul

The Peninsula Chicago

Streeterville, 0.3 mi from Oak Street

Dennis

includes taxes & fees

28 Jun - 29 Jun

The Langham, Chicago

River North, 0.8 mi from Oak Street

Sanjay

includes taxes & fees

19 Jul - 20 Jul

Breakfast, lunch, dinner and brunch served

Park Hyatt Chicago

Streeterville, 0.3 mi from Oak Street

Claire

includes taxes & fees

28 Jun - 29 Jun

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

L7 Chicago by LOTTE

Theatre District, 1 mi from Oak Street

Joel

includes taxes & fees

2 Jul - 3 Jul

Moxy Chicago Downtown

River North, 0.7 mi from Oak Street

Kelly

includes taxes & fees

1 Jul - 2 Jul

Trump International Hotel & Tower Chicago

River North, 0.8 mi from Oak Street

Tammy Lynn

includes taxes & fees

5 Jul - 6 Jul

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

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

Streeterville, 0.6 mi from Oak Street

Karla

includes taxes & fees

2 Jul - 3 Jul

Sofitel Chicago Magnificent Mile

0.1 mi from Oak Street

Karolina

includes taxes & fees

29 Jun - 30 Jun

Viceroy Chicago

0.2 mi from Oak Street

Graham

includes taxes & fees

5 Jul - 6 Jul

Theatre District, 1 mi from Oak Street

includes taxes & fees

1 Jul - 2 Jul

Residence Inn by Marriott Chicago Downtown / River North

River North, 0.8 mi from Oak Street

Deon

includes taxes & fees

5 Jul - 6 Jul

Loews Chicago Hotel

Streeterville, 0.8 mi from Oak Street

Syed

includes taxes & fees

6 Jul - 7 Jul

2 restaurants; breakfast, lunch and dinner served

LondonHouse Chicago, Curio Collection by Hilton

The Loop, 0.9 mi from Oak Street

William

includes taxes & fees

28 Jun - 29 Jun

View all properties

Compare popular hotels close to Oak Street

Property	Property class	Guest rating
The Sono Chicago	3.5 star property	10.0 Exceptional 526 reviews	View
The Peninsula Chicago	5.0 star property	9.8 Exceptional 1,000 reviews	View
The Langham, Chicago	5.0 star property	9.8 Exceptional 1,000 reviews	View
Park Hyatt Chicago	5.0 star property	9.6 Exceptional 1,000 reviews	View
L7 Chicago by LOTTE	4.5 star property	9.6 Exceptional 4,239 reviews	View

Top Oak Street Hotel Reviews

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent

"Do away with the drink/meal tix...hassle. Excellent everywhere else-"

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent

"Did a turn and burn stay here (checked in Saturday and checked out Monday) and had a pleasant visit. The front desk customer service was A+. My only 2 feedback are: the valet attendant should be more attentive. I waited 10 mins while the valet attendant was chatting away with a co-worker and then started laughing with I assume a customer. I had to politely interrupt to get service. 2nd feedback: I was on the 23rd floor and soon as I stepped off the elevator, the hallway and room had a sour/mildew odor."

Freehand Chicago

10/10 Excellent

"I booked the hotel originally for the location. The building was secure and although the room was small, it was good for my purposes. The building, including the rooms was clean, although there was no fridge available. The lobby bar had great cocktails ,it was a fun place to chill outside of the room."

The Whitehall Hotel, BW Premier Collection

10/10 Excellent

"The Whitehall is “my Go To” when I am traveling solo, or with a girlfriend! Location is best in the city, for high end shopping and restaurants! Lake Michigan and Oak Street Beach are a “stones throw” away. This is one of the Real Classic Hotels. It is a bit dated, yet; all of my needs are met, with awesome beds, crisp clean linens, luggage racks, a safe for your valuables, along with marble bathrooms, really Hot Showers! The staff is always polite and helpful. The rooms are spacious and views can be awesome!😎 As a 25 year Chicagoan, whom no longer lives here, I Love 💕 this place… 👏 👏 👏"

Hotels near other Oak Street attractions

900 North Michigan Shops

8.6/5 (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 theatre scene in this vibrant area.

See properties

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 702 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, Hilton Chicago/Magnificent Mile Suites is one of the top choices for your stay based on our traveller data, and this hotel offers an indoor pool and a fitness centre. Other good choices close by include The Chicago Hotel Collection - Magnificent Mile and The Chicago Hotel Collection Ambassador Gold Coast.

How many hotels will I be able to find close to Oak Street?

Expedia has 702 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 Historic Michael Jordan Restaurant are some of the local landmarks to explore. You can watch performances at Second City, House of Blues Chicago and Chicago Theatre 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

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Our top choices for Oak Street hotels

The Sono Chicago

The Peninsula Chicago

The Langham, Chicago

Park Hyatt Chicago

L7 Chicago by LOTTE

Moxy Chicago Downtown

Trump International Hotel & Tower Chicago

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

Sofitel Chicago Magnificent Mile

Viceroy Chicago

The Talbott, Autograph Collection

Waldorf Astoria Chicago

Hotel Riu Plaza Chicago

Four Seasons Hotel Chicago

Hyatt Regency Chicago

Aloft by Marriott Chicago Downtown River North

citizenM Chicago Downtown

Residence Inn by Marriott Chicago Downtown / River North

Loews Chicago Hotel

LondonHouse Chicago, Curio Collection by Hilton

Compare popular hotels close to Oak Street

Top Oak Street Hotel Reviews

The Chicago Hotel Collection Ambassador Gold Coast

Hotels near other Oak Street attractions

900 North Michigan Shops

Frequently asked questions