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Our top choices for Oak Street hotels

The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Streeterville, 0.5 km from Oak Street
9.8 out of 10, Exceptional, (1,003 reviews)
"Loved the location!"
United States
Mark
The price is Rp7.989.025
Rp9.378.317 total
includes taxes & fees
5 Feb - 6 Feb
The Peninsula Chicago

Park Hyatt Chicago

Park Hyatt Chicago
5.0 star property
Streeterville, 0.4 km from Oak Street
9.6 out of 10, Exceptional, (1,002 reviews)
"Room was excellent. Everything was clean and the amenities were fantastic. Staff was very warm and helpful. Will go back"
United States
Christopher
The price is Rp6.647.710
Rp7.803.746 total
includes taxes & fees
19 Jan - 20 Jan
Park Hyatt Chicago

The Langham, Chicago

The Langham, Chicago
5.0 star property
River North, 1.4 km from Oak Street
9.8 out of 10, Exceptional, (1,000 reviews)
"Love the langham!"
United States
Clayton
The price is Rp6.730.964
Rp7.901.478 total
includes taxes & fees
8 Feb - 9 Feb
The Langham, Chicago

Residence Inn Chicago Downtown Magnificent Mile

Residence Inn Chicago Downtown Magnificent Mile
4.0 star property
Streeterville, 0.8 km from Oak Street
9.6 out of 10, Exceptional, (441 reviews)
"Great size rooms and breakfast was great"
United States
Ana
The price is Rp2.337.841
Rp2.744.392 total
includes taxes & fees
18 Jan - 19 Jan
Residence Inn Chicago Downtown Magnificent Mile

Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
4.5 star property
0.2 km from Oak Street
9.4 out of 10, Exceptional, (2,316 reviews)
"Great hotel !"
United States
Dr. Mark
The price is Rp2.844.934
Rp3.833.386 total
includes taxes & fees
13 Jan - 14 Jan
Sofitel Chicago Magnificent Mile

Kasa River North Chicago

Kasa River North Chicago
4.0 star property
Near North Side, 0.8 km from Oak Street
9.6 out of 10, Exceptional, (182 reviews)
"Awesome stay "
United States
Sally
Kasa River North Chicago

Viceroy Chicago

Viceroy Chicago
4.5 star property
0.3 km from Oak Street
9.4 out of 10, Exceptional, (1,155 reviews)
"I love This hotel it was nice staff was really nice "
United States
Essense
The price is Rp3.515.171
Rp4.620.266 total
includes taxes & fees
25 Jan - 26 Jan
Viceroy Chicago

Waldorf Astoria Chicago

Waldorf Astoria Chicago
5.0 star property
0.2 km from Oak Street
9.4 out of 10, Exceptional, (1,000 reviews)
"Super comfortable bed, and the deep bathtub alone is worth the stay! "
United States
Jacqueline
The price is Rp5.991.769
Rp7.033.740 total
includes taxes & fees
1 Feb - 2 Feb
Waldorf Astoria Chicago

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Theatre District, 1.6 km from Oak Street
9.6 out of 10, Exceptional, (3,517 reviews)
"Amazing place to stay and super accommodating "
United States
Carson
The price is Rp2.370.469
Rp2.782.693 total
includes taxes & fees
25 Jan - 26 Jan
L7 Chicago by LOTTE

Four Seasons Hotel Chicago

Four Seasons Hotel Chicago
5.0 star property
Streeterville, 0.2 km from Oak Street
9.4 out of 10, Exceptional, (1,000 reviews)
"Excellent customer service and we loved the room and accommodations."
United States
Sean
The price is Rp7.063.980
Rp8.292.406 total
includes taxes & fees
1 Feb - 2 Feb
Four Seasons Hotel Chicago

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Streeterville, 0.8 km from Oak Street
9.4 out of 10, Exceptional, (3,141 reviews)
"Great breakfast, Clean room, enjoyed the stay"
United States
Shyju
The price is Rp1.682.398
Rp2.448.926 total
includes taxes & fees
1 Feb - 2 Feb
Hotel Riu Plaza Chicago

Hotel EMC2, Autograph Collection

Hotel EMC2, Autograph Collection
4.0 star property
Streeterville, 0.9 km from Oak Street
9.4 out of 10, Exceptional, (1,002 reviews)
"Staff and hotel was AMAZING"
United States
Ladonah
The price is Rp2.388.298
Rp2.803.623 total
includes taxes & fees
18 Jan - 19 Jan
Hotel EMC2, Autograph Collection

Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt
4.5 star property
Gold Coast, 0.1 km from Oak Street
9.2 out of 10, Wonderful, (1,310 reviews)
"Love this hotel, right in the middle of a great area re: restaurants, bars, night scene, etc. "
United States
Yoshio
The price is Rp2.270.565
Rp3.161.578 total
includes taxes & fees
24 Jan - 25 Jan
Thompson Chicago, by Hyatt

Aloft Chicago Downtown River North

Aloft Chicago Downtown River North
3.5 star property
River North, 1.1 km from Oak Street
9.4 out of 10, Exceptional, (1,186 reviews)
"Great stay!"
United States
Tea
The price is Rp1.787.019
Rp2.097.781 total
includes taxes & fees
25 Jan - 26 Jan
Aloft Chicago Downtown River North

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
The Loop, 1.4 km from Oak Street
9.4 out of 10, Exceptional, (3,517 reviews)
"Great hotel "
United States
Natalie
The price is Rp2.330.777
Rp2.736.099 total
includes taxes & fees
19 Jan - 20 Jan
LondonHouse Chicago, Curio Collection by Hilton

citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Theatre District, 1.5 km from Oak Street
9.4 out of 10, Exceptional, (4,181 reviews)
"Stay was great and in a great location!! "
United States
Ashley
The price is Rp1.732.357
Rp2.033.614 total
includes taxes & fees
29 Jan - 30 Jan
citizenM Chicago Downtown

Moxy Chicago Downtown

Moxy Chicago Downtown
3.0 star property
River North, 1.1 km from Oak Street
9.4 out of 10, Exceptional, (865 reviews)
"Great hotel, lots of fun and great location! "
United States
Amber
The price is Rp1.816.452
Rp2.132.333 total
includes taxes & fees
16 Jan - 17 Jan
Moxy Chicago Downtown

Residence Inn by Marriott Chicago Downtown / River North

Residence Inn by Marriott Chicago Downtown / River North
3.5 star property
River North, 1.3 km from Oak Street
9.4 out of 10, Exceptional, (1,004 reviews)
"Friendly staff, clean & comfortable room, and great location!"
United States
Unja
The price is Rp2.018.280
Rp2.369.260 total
includes taxes & fees
18 Jan - 19 Jan
Residence Inn by Marriott Chicago Downtown / River North

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 1.5 km from Oak Street
9.4 out of 10, Exceptional, (3,430 reviews)
"The Hotel was amazing great location "
United States
Donnisha
The price is Rp2.573.307
Rp3.514.441 total
includes taxes & fees
24 Jan - 25 Jan
Hyatt Regency Chicago

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
River North, 1.3 km from Oak Street
9.4 out of 10, Exceptional, (1,814 reviews)
"Amazing hotel, location, staff, and food!!"
United States
Wendy
The price is Rp5.003.652
Rp5.873.787 total
includes taxes & fees
18 Jan - 19 Jan
Trump International Hotel & Tower Chicago
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.

Top Oak Street Hotel Reviews

Hotels near other Oak Street attractions

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 737 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 The Whitehall Hotel, BW Premier Collection and Eurostars Magnificent Mile.
How many hotels will I be able to find close to Oak Street?
Expedia has 737 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 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.