Hotels near Oak Street

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
10 Oct - 11 Oct
Tomorrow
11 Oct - 12 Oct
This weekend
10 Oct - 12 Oct
Next weekend
17 Oct - 19 Oct

Filter by

Guest rating
Guest rating
Star rating

Top 10 Hotels Near Oak Street

The Peninsula Chicago
Front of property – evening/night

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1004)
"Amazing hotel will be back for sure!"
The price is S$953
includes taxes & fees
2 Nov - 3 Nov
The Peninsula Chicago
Residence Inn Chicago Downtown Magnificent Mile
Aerial view

Residence Inn Chicago Downtown Magnificent Mile

4.0 star property
9.6 out of 10, Exceptional, (364)
"Clean an a very friendly and helpful staff "
The price is S$316
includes taxes & fees
2 Nov - 3 Nov
Residence Inn Chicago Downtown Magnificent Mile
Park Hyatt Chicago
1 bedroom, premium bedding, down duvets, pillow-top beds

Park Hyatt Chicago

5.0 star property
9.6 out of 10, Exceptional, (1005)
"beautiful room and hotel great bar!"
The price is S$831
includes taxes & fees
3 Nov - 4 Nov
Park Hyatt Chicago
The Langham, Chicago
Lobby

The Langham, Chicago

5.0 star property
9.8 out of 10, Exceptional, (1007)
"Great place to stay. "
The price is S$829
includes taxes & fees
2 Nov - 3 Nov
The Langham, Chicago
Sofitel Chicago Magnificent Mile
Exterior

Sofitel Chicago Magnificent Mile

4.5 star property
9.4 out of 10, Exceptional, (2152)
"Perfect Chicago location …have stayed here quite a few times and always great!"
The price is S$421
includes taxes & fees
19 Oct - 20 Oct
Sofitel Chicago Magnificent Mile
Viceroy Chicago
Exterior

Viceroy Chicago

4.5 star property
9.4 out of 10, Exceptional, (1115)
"Hotel and staff were very pleasant "
The price is S$525
includes taxes & fees
26 Oct - 27 Oct
Viceroy Chicago
The Talbott, Autograph Collection
Front of property

The Talbott, Autograph Collection

4.5 star property
9.4 out of 10, Exceptional, (37)
"Fantastic location and hotel! "
The price is S$290
includes taxes & fees
9 Nov - 10 Nov
The Talbott, Autograph Collection
Waldorf Astoria Chicago
Exterior

Waldorf Astoria Chicago

5.0 star property
9.4 out of 10, Exceptional, (1003)
"Simply love this hotel"
The price is S$810
includes taxes & fees
2 Nov - 3 Nov
Waldorf Astoria Chicago
Four Seasons Hotel Chicago
Reception

Four Seasons Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (1004)
"Amazing hotel"
The price is S$808
includes taxes & fees
2 Nov - 3 Nov
Four Seasons Hotel Chicago
L7 Chicago by LOTTE
Exterior

L7 Chicago by LOTTE

4.5 star property
9.6 out of 10, Exceptional, (3075)
"Great hotels "
The price is S$464
includes taxes & fees
24 Oct - 25 Oct
L7 Chicago by LOTTE
Hotel Riu Plaza Chicago
Front of property

Hotel Riu Plaza Chicago

4.0 star property
9.4 out of 10, Exceptional, (2578)
"Great place to stay "
The price is S$261
includes taxes & fees
9 Nov - 10 Nov
Hotel Riu Plaza Chicago
Hotel EMC2, Autograph Collection
Daily full breakfast for a fee

Hotel EMC2, Autograph Collection

4.0 star property
9.4 out of 10, Exceptional, (1004)
"Great hotel with great staff and service! Central location. Highly recommended, would stay again! "
The price is S$333
includes taxes & fees
30 Oct - 31 Oct
Hotel EMC2, Autograph Collection
Aloft Chicago Downtown River North
In-room safe, desk, laptop workspace, blackout curtains

Aloft Chicago Downtown River North

3.5 star property
9.4 out of 10, Exceptional, (1151)
"Great stay in a great location. "
The price is S$275
includes taxes & fees
2 Nov - 3 Nov
Aloft Chicago Downtown River North
Loews Chicago Hotel
Exterior

Loews Chicago Hotel

4.5 star property
9.4 out of 10, Exceptional, (1557)
"Very nice, great location, staff was easy to talk to/message for accommodations"
The price is S$360
includes taxes & fees
30 Oct - 31 Oct
Loews Chicago Hotel
Thompson Chicago, by Hyatt
Restaurant

Thompson Chicago, by Hyatt

4.5 star property
9.2 out of 10, Wonderful, (1248)
"Expensive, but comfortable and in a great location "
The price is S$306
includes taxes & fees
9 Nov - 10 Nov
Thompson Chicago, by Hyatt
Hyatt Regency Chicago
2 bars/lounges

Hyatt Regency Chicago

4.0 star property
9.4 out of 10, Exceptional, (3369)
"Great place to stay "
The price is S$397
includes taxes & fees
10 Nov - 11 Nov
Hyatt Regency Chicago
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
Property amenity

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

4.5 star property
9.4 out of 10, Exceptional, (1002)
"Perfect stay. Highly recommend "
The price is S$539
includes taxes & fees
29 Oct - 30 Oct
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
Trump International Hotel & Tower Chicago
Bar (on property)

Trump International Hotel & Tower Chicago

5.0 star property
9.4 out of 10, Exceptional, (1751)
"Very accommodating and friendly staff, brilliant location"
The price is S$657
includes taxes & fees
9 Nov - 10 Nov
Trump International Hotel & Tower Chicago
Omni Chicago Hotel
Breakfast and dinner served

Omni Chicago Hotel

4.5 star property
9.2 out of 10, Wonderful, (1587)
"Excellent staff, great location. I definitely stay there my next visit to Chicago "
The price is S$332
includes taxes & fees
9 Nov - 10 Nov
Omni Chicago Hotel
LondonHouse Chicago, Curio Collection by Hilton
Lobby

LondonHouse Chicago, Curio Collection by Hilton

4.5 star property
9.4 out of 10, Exceptional, (3368)
"Excellent location and views from the hotel "
The price is S$235
includes taxes & fees
30 Oct - 31 Oct
LondonHouse Chicago, Curio Collection by Hilton
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Oak Street Hotel Reviews

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

10/10 Excellent
"Great Location!"
Julio 2-night trip
Posted 22 hours ago
Hotel Riu Plaza Chicago

Hotels near other Oak Street attractions

At Bloomingdales, great place to shop and eat. 🎄
Photo by Rita Irvine
Open Photo by Rita Irvine

900 North Michigan Shops

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.
See properties
John Hancock Centre, Chicago, Illinois, USA

875 North Michigan Avenue

4.5/5 (2,896 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.
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 751 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 a fitness centre and valet parking. Other good choices close by include Embassy Suites by Hilton Chicago Downtown River North and The Whitehall Hotel, BW Premier Collection.
How many hotels will I be able to find close to Oak Street?
Expedia has 751 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, International Museum of Surgical Science or Chicago History Museum. Chicago Water Tower, Holy Name Cathedral and Tribune Tower 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.

Explore a world of travel with Expedia