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Top Trending Hotels Near Oak Street

Front of property – evening/night
The Peninsula Chicago

The Peninsula Chicago

5.0 star property
Streeterville, 0.6 km from Oak Street
9.8 out of 10, Exceptional, (1006)
"Great rooms, location and top flight service"
United States
Andrew
The price is 12.267.877 ₫
14.401.259 ₫ total
includes taxes & fees
8 Dec - 9 Dec
The Peninsula Chicago
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, (1003)
"Spa ,pool are awesome "
United States
jared
The price is 12.047.695 ₫
14.142.790 ₫ total
includes taxes & fees
15 Dec - 16 Dec
The Langham, Chicago
Suite, Terrace (Water Tower) | 1 bedroom, premium bedding, down duvets, pillow-top beds
Park Hyatt Chicago

Park Hyatt Chicago

5.0 star property
Magnificent Mile, 0.5 km from Oak Street
9.6 out of 10, Exceptional, (1000)
"Stay was amazing!!! The staff was so friendly, kind, and thoughtful! The rooms were soooo beyond perfect and lovely! And the food at the restaurant was amazing.. especially breakfast! You won’t regret staying here!!! "
United States
Larissa
The price is 12.265.305 ₫
14.398.240 ₫ total
includes taxes & fees
7 Dec - 8 Dec
Park Hyatt Chicago
Aerial view
Residence Inn Chicago Downtown Magnificent Mile

Residence Inn Chicago Downtown Magnificent Mile

4.0 star property
River North, 0.7 km from Oak Street
9.6 out of 10, Exceptional, (387)
"Great stay"
United States
John E
The price is 3.349.879 ₫
3.932.422 ₫ total
includes taxes & fees
26 Nov - 27 Nov
Residence Inn Chicago Downtown Magnificent Mile
Exterior
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, (3249)
"Great location, comfortable hotel "
Australia
Mark
The price is 4.358.535 ₫
5.116.484 ₫ total
includes taxes & fees
4 Dec - 5 Dec
L7 Chicago by LOTTE
Interior
Viceroy Chicago

Viceroy Chicago

4.5 star property
0.3 km from Oak Street
9.4 out of 10, Exceptional, (1133)
"Amazing stay would definitely be back again soon "
United States
Robert
The price is 5.671.055 ₫
7.431.680 ₫ total
includes taxes & fees
7 Dec - 8 Dec
Viceroy Chicago
Fitness facility
Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile

4.5 star property
0.3 km from Oak Street
9.4 out of 10, Exceptional, (2221)
"Great location, nice rooms, good dining/bar"
United States
Kari
The price is 4.486.728 ₫
6.041.135 ₫ total
includes taxes & fees
8 Dec - 9 Dec
Sofitel Chicago Magnificent Mile
Exterior
Waldorf Astoria Chicago

Waldorf Astoria Chicago

5.0 star property
0.2 km from Oak Street
9.4 out of 10, Exceptional, (1001)
"Simply love this hotel"
United States
laura
The price is 11.355.299 ₫
13.329.985 ₫ total
includes taxes & fees
18 Dec - 19 Dec
Waldorf Astoria Chicago
Reception
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, (1000)
"Amazing hotel"
United States
David
The price is 11.605.880 ₫
13.624.143 ₫ total
includes taxes & fees
7 Dec - 8 Dec
Four Seasons Hotel 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, (2820)
"Great service, great breakfast and a nice room "
United States
DeAnna
The price is 2.729.349 ₫
3.947.286 ₫ total
includes taxes & fees
8 Dec - 9 Dec
Hotel Riu Plaza Chicago
Daily full breakfast for a fee
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, (1000)
"beautiful hotel. Rooms are unique. very cool copper fixtures. fun place to stay."
United States
Kenneth
The price is 4.484.090 ₫
5.263.872 ₫ total
includes taxes & fees
25 Nov - 26 Nov
Hotel EMC2, Autograph Collection
Room, 2 Queen Beds, Corner (View) | In-room safe, desk, laptop workspace, blackout curtains
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, (1162)
"Quiet, comfortable rooms. Convenience of attractions and the staff is super friendly and helpful. "
United States
Jennifer
The price is 3.033.355 ₫
3.560.856 ₫ total
includes taxes & fees
24 Nov - 25 Nov
Aloft Chicago Downtown River North
Terrace/patio
citizenM Chicago Downtown

citizenM Chicago Downtown

4.0 star property
Theatre District, 1.5 km from Oak Street
9.4 out of 10, Exceptional, (4051)
"Clean rooms, friendly staff, great breakfast, amazing location. "
Canada
Gokce
The price is 2.822.339 ₫
3.313.146 ₫ total
includes taxes & fees
25 Nov - 26 Nov
citizenM Chicago Downtown
Lobby
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, (3397)
"Great stay"
United States
Jenine
The price is 3.547.179 ₫
4.164.034 ₫ total
includes taxes & fees
7 Dec - 8 Dec
LondonHouse Chicago, Curio Collection by Hilton
Exterior
Loews Chicago Hotel

Loews Chicago Hotel

4.5 star property
Streeterville, 1.3 km from Oak Street
9.4 out of 10, Exceptional, (1580)
"Great stay, comfy beds!"
United States
Brea
The price is 4.721.483 ₫
6.378.750 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Loews Chicago Hotel
Exterior
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

4.0 star property
The Loop, 1.5 km from Oak Street
9.4 out of 10, Exceptional, (3072)
"Great stay Great staff Would love to stay again when I come back"
United States
Stephanie A
The price is 3.007.206 ₫
4.374.287 ₫ total
includes taxes & fees
21 Dec - 22 Dec
The Royal Sonesta Chicago Downtown
Bar (on property)
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, (1772)
"Excellent place to stay in Chicago. "
United States
Tom
The price is 10.385.944 ₫
12.191.977 ₫ total
includes taxes & fees
7 Dec - 8 Dec
Trump International Hotel & Tower Chicago
Property amenity
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

4.5 star property
River North, 1 km from Oak Street
9.4 out of 10, Exceptional, (1001)
"Perfect stay. Highly recommend "
United States
David
The price is 5.583.115 ₫
7.328.244 ₫ total
includes taxes & fees
21 Dec - 22 Dec
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
View from property
Pendry Chicago

Pendry Chicago

4.5 star property
Theatre District, 1.6 km from Oak Street
9.4 out of 10, Exceptional, (1134)
"Rooms are lovely, bar / restaurant is top notch. Love staying at the pendry!"
United States
Lucia
The price is 4.747.860 ₫
6.657.343 ₫ total
includes taxes & fees
8 Dec - 9 Dec
Pendry Chicago
Bar (on property)
Omni Chicago Hotel

Omni Chicago Hotel

4.5 star property
Magnificent Mile, 0.7 km from Oak Street
9.2 out of 10, Wonderful, (1606)
"wonderful room and location！"
United States
Ruicong
The price is 4.831.211 ₫
6.445.786 ₫ total
includes taxes & fees
7 Dec - 8 Dec
Omni Chicago Hotel
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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Top Oak Street Hotel Reviews

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 fascinating museums.
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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 743 hotels and other accommodation options you'll find within a mile.
How many hotels will I be able to find close to Oak Street?
Expedia has 743 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.

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