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Check prices for these dates

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1 Mar - 2 Mar
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2 Mar - 3 Mar
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6 Mar - 8 Mar
In two weeks
13 Mar - 15 Mar

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Our top choices for Oak Street hotels

Bar (on property)

The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Streeterville, 0.5 km from Oak Street
9.8 out of 10, Exceptional, (1,002 reviews)
"The best hotel ! Always pleasant to stay ! "
United States
Maysa
The price is Rp8.464.790
Rp9.936.816 total
includes taxes & fees
5 Mar - 6 Mar
The Peninsula Chicago
Private kitchen

The Sono Chicago

The Sono Chicago
3.5 star property
Old Town Chicago, 1.5 km from Oak Street
10.0 out of 10, Exceptional, (493 reviews)
"Fantastic place! Very clean, kind and welcoming staff, great breakfast, and great location!"
United States
Catie
The price is Rp1.997.653
Rp2.345.312 total
includes taxes & fees
3 Mar - 4 Mar
The Sono Chicago
Breakfast, lunch, dinner served; American cuisine, al fresco dining

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)
"Everything was great… but the staff was absolutely amazing! Thank you for taking such great care of us. "
United States
Gaybrielle
The price is Rp6.920.441
Rp8.123.906 total
includes taxes & fees
29 Mar - 30 Mar
Park Hyatt Chicago
Lobby lounge

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, (466 reviews)
"Cozy, Friendly, Good place to stay"
United States
Donghyeon
The price is Rp2.736.281
Rp3.212.121 total
includes taxes & fees
15 Mar - 16 Mar
Residence Inn Chicago Downtown Magnificent Mile
Lobby

The Langham, Chicago

The Langham, Chicago
5.0 star property
River North, 1.4 km from Oak Street
9.8 out of 10, Exceptional, (1,003 reviews)
"Gorgeous property, facilities, and location."
United States
Hussein
The price is Rp7.667.462
Rp9.000.835 total
includes taxes & fees
22 Mar - 23 Mar
The Langham, Chicago
Front of property

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, (3,428 reviews)
"Amazing place, breakfast is great , location is great - honestly great hotel! "
United States
Brisa
The price is Rp1.896.375
Rp2.699.213 total
includes taxes & fees
4 Mar - 5 Mar
Hotel Riu Plaza Chicago
View from property

The Talbott, Autograph Collection

The Talbott, Autograph Collection
4.5 star property
0.2 km from Oak Street
9.4 out of 10, Exceptional, (80 reviews)
"Great location! just the right size and tucked away "
United States
andy
The price is Rp2.001.010
Rp2.841.684 total
includes taxes & fees
8 Mar - 9 Mar
The Talbott, Autograph Collection
Presidential Suite, 1 King Bed | Bathroom | Separate bathtub and shower, designer toiletries, hair dryer, bathrobes

Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
4.5 star property
0.2 km from Oak Street
9.4 out of 10, Exceptional, (2,317 reviews)
"Staff was friendly and helpful! Great stay!"
United States
Kristin
The price is Rp3.267.590
Rp4.328.696 total
includes taxes & fees
2 Mar - 3 Mar
Sofitel Chicago Magnificent Mile
Front of property

Waldorf Astoria Chicago

Waldorf Astoria Chicago
5.0 star property
0.2 km from Oak Street
9.4 out of 10, Exceptional, (1,003 reviews)
"Completely loved our stay. Probably the best hotel in all Chicago. Amenities are great and the staff are even better. "
United States
Glenn
The price is Rp6.882.670
Rp8.079.566 total
includes taxes & fees
22 Mar - 23 Mar
Waldorf Astoria Chicago
Exterior

Viceroy Chicago

Viceroy Chicago
4.5 star property
0.3 km from Oak Street
9.4 out of 10, Exceptional, (1,178 reviews)
"Great stay "
United States
Allyson
The price is Rp3.676.353
Rp4.808.538 total
includes taxes & fees
5 Mar - 6 Mar
Viceroy Chicago
Suite, 2 Bedrooms, Terrace (Lakeshore) | Lake view

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, (1,001 reviews)
"Beautiful hotel"
United States
Sean
The price is Rp6.714.800
Rp7.882.503 total
includes taxes & fees
8 Mar - 9 Mar
Four Seasons Hotel Chicago
55-inch LCD TV with cable channels, TV, pay films

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, (3,707 reviews)
"Great location and overall great hotel."
United States
Fernando
The price is Rp2.297.973
Rp2.697.590 total
includes taxes & fees
17 Mar - 18 Mar
L7 Chicago by LOTTE
Exterior

Springhill Suites by Marriott Chicago Downtown/ River North

Springhill Suites by Marriott Chicago Downtown/ River North
3.5 star property
River North, 1.3 km from Oak Street
9.4 out of 10, Exceptional, (1,082 reviews)
"Great hotel, good food and great service ! "
United States
Fernando
The price is Rp1.926.308
Rp2.261.294 total
includes taxes & fees
8 Mar - 9 Mar
Springhill Suites by Marriott Chicago Downtown/ River North
Serves breakfast, lunch and dinner

Moxy Chicago Downtown

Moxy Chicago Downtown
3.0 star property
River North, 1.1 km from Oak Street
9.4 out of 10, Exceptional, (901 reviews)
"Clean, friendly staff, and excellent location "
United States
Paulina
The price is Rp1.789.494
Rp2.100.687 total
includes taxes & fees
8 Mar - 9 Mar
Moxy Chicago Downtown
Traditional Room, 2 Queen Beds | Property entrance

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, (1,216 reviews)
"Great stay! "
United States
Megan
The price is Rp1.926.308
Rp2.261.294 total
includes taxes & fees
8 Mar - 9 Mar
Aloft Chicago Downtown River North
Meeting facility

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, (1,323 reviews)
"great stay"
United States
Loan
The price is Rp2.333.393
Rp3.234.388 total
includes taxes & fees
16 Mar - 17 Mar
Thompson Chicago, by Hyatt
Exterior

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, (1,001 reviews)
"Excellent hotel"
United States
Denise
The price is Rp3.072.021
Rp3.606.243 total
includes taxes & fees
22 Mar - 23 Mar
Hotel EMC2, Autograph Collection
Exterior

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, (1,030 reviews)
"Everyone was attentive beautiful place will definitely book again"
United States
Paola
The price is Rp2.182.310
Rp2.561.813 total
includes taxes & fees
8 Mar - 9 Mar
Residence Inn by Marriott Chicago Downtown / River North
Terrace/patio

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, (1,840 reviews)
"Exceptional service, great location, beautiful hotel"
United States
Julie
The price is Rp6.232.174
Rp7.315.942 total
includes taxes & fees
8 Mar - 9 Mar
Trump International Hotel & Tower Chicago
Property amenity

citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Theatre District, 1.5 km from Oak Street
9.4 out of 10, Exceptional, (4,223 reviews)
"Friendly staff, cozy room, good location. "
United States
Andrew
The price is Rp1.947.292
Rp2.285.926 total
includes taxes & fees
22 Mar - 23 Mar
citizenM Chicago Downtown
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.
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Compare popular hotels close to Oak Street

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
Bar (on property)
The Peninsula Chicago
5.0 star property
9.8
Exceptional
1,002 reviews
View
Private kitchen
The Sono Chicago
3.5 star property
10.0
Exceptional
493 reviews
View
Breakfast, lunch, dinner served; American cuisine, al fresco dining
Park Hyatt Chicago
5.0 star property
9.6
Exceptional
1,002 reviews
View
Lobby lounge
Residence Inn Chicago Downtown Magnificent Mile
4.0 star property
9.6
Exceptional
466 reviews
View
Lobby
The Langham, Chicago
5.0 star property
9.8
Exceptional
1,003 reviews
View

Top Oak Street Hotel Reviews

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent
"The staff and space in the room was great! Location is outstanding!"
Erin 1-night trip
Posted 2 days ago
Hilton Chicago/Magnificent Mile Suites

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 fascinating museums in this vibrant area.
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Chicago_JohnHancockCenter_6065131_02

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 acclaimed art galleries.
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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 756 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 Hotel Riu Plaza Chicago and Embassy Suites by Hilton Chicago Downtown River North.
How many hotels will I be able to find close to Oak Street?
Expedia has 756 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.