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Nov 27 - Nov 28
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Nov 28 - Nov 29
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Nov 28 - Nov 30
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Dec 5 - Dec 7

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Compare hotels close to Oak Street with room rates, reviews, and availability. Most hotels are fully refundable.

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, (1009)
"Great rooms, location and top flight service"
United States
Andrew
The price is ₩742,774
₩871,937 total
includes taxes & fees
Dec 8 - Dec 9
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, (1006)
"Spa ,pool are awesome "
United States
jared
The price is ₩670,783
₩787,434 total
includes taxes & fees
Dec 21 - Dec 22
The Langham, Chicago
Suite, Terrace (Water Tower) | 1 bedroom, premium bedding, down comforters, pillowtop 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, (1002)
"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 ₩659,106
₩773,723 total
includes taxes & fees
Dec 28 - Dec 29
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, (394)
"Great stay"
United States
John E
The price is ₩210,010
₩246,530 total
includes taxes & fees
Dec 21 - Dec 22
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, (3285)
"Great location, comfortable hotel "
Australia
Mark
The price is ₩242,023
₩284,110 total
includes taxes & fees
Dec 19 - Dec 20
L7 Chicago by LOTTE
Exterior
Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile

4.5 star property
0.3 km from Oak Street
9.4 out of 10, Exceptional, (2234)
"Great location, nice rooms, good dining/bar"
United States
Kari
The price is ₩249,809
₩336,354 total
includes taxes & fees
Dec 7 - Dec 8
Sofitel Chicago Magnificent Mile
Interior
Viceroy Chicago

Viceroy Chicago

4.5 star property
0.3 km from Oak Street
9.4 out of 10, Exceptional, (1140)
"Amazing stay would definitely be back again soon "
United States
Robert
The price is ₩251,865
₩338,782 total
includes taxes & fees
Dec 7 - Dec 8
Viceroy 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, (1004)
"Amazing hotel"
United States
David
The price is ₩616,812
₩724,077 total
includes taxes & fees
Dec 14 - Dec 15
Four Seasons Hotel Chicago
Exterior
Waldorf Astoria Chicago

Waldorf Astoria Chicago

5.0 star property
0.2 km from Oak Street
9.4 out of 10, Exceptional, (1006)
"Simply love this hotel"
United States
laura
The price is ₩581,566
₩682,699 total
includes taxes & fees
Dec 14 - Dec 15
Waldorf Astoria 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, (2877)
"Great service, great breakfast and a nice room "
United States
DeAnna
The price is ₩133,012
₩197,417 total
includes taxes & fees
Dec 16 - Dec 17
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, (1004)
"beautiful hotel. Rooms are unique. very cool copper fixtures. fun place to stay."
United States
Kenneth
The price is ₩231,752
₩272,052 total
includes taxes & fees
Dec 28 - Dec 29
Hotel EMC2, Autograph Collection
Room, 2 Queen Beds, Corner (View) | In-room safe, desk, laptop workspace, blackout drapes
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, (1166)
"Quiet, comfortable rooms. Convenience of attractions and the staff is super friendly and helpful. "
United States
Jennifer
The price is ₩149,797
₩175,847 total
includes taxes & fees
Dec 14 - Dec 15
Aloft Chicago Downtown River North
Business center
Kasa River North Chicago

Kasa River North Chicago

4.0 star property
Near North Side, 0.8 km from Oak Street
9.4 out of 10, Exceptional, (180)
"Awesome stay "
United States
Sally
Kasa River North Chicago
Lobby
citizenM Chicago Downtown

citizenM Chicago Downtown

4.0 star property
Theatre District, 1.5 km from Oak Street
9.4 out of 10, Exceptional, (4088)
"Clean rooms, friendly staff, great breakfast, amazing location. "
Canada
Gokce
The price is ₩156,721
₩183,972 total
includes taxes & fees
Dec 24 - Dec 25
citizenM Chicago Downtown
Exterior
Loews Chicago Hotel

Loews Chicago Hotel

4.5 star property
Streeterville, 1.3 km from Oak Street
9.4 out of 10, Exceptional, (1585)
"Great stay, comfy beds!"
United States
Brea
The price is ₩292,251
₩389,649 total
includes taxes & fees
Dec 11 - Dec 12
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, (3092)
"Great stay Great staff Would love to stay again when I come back"
United States
Stephanie A
The price is ₩166,974
₩242,881 total
includes taxes & fees
Dec 25 - Dec 26
The Royal Sonesta Chicago Downtown
2 bars/lounges
Hyatt Regency Chicago

Hyatt Regency Chicago

4.0 star property
The Loop, 1.5 km from Oak Street
9.4 out of 10, Exceptional, (3412)
"Great location and hotel."
United States
Travis
The price is ₩199,197
₩276,825 total
includes taxes & fees
Dec 28 - Dec 29
Hyatt Regency Chicago
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, (1783)
"Excellent place to stay in Chicago. "
United States
Tom
The price is ₩538,270
₩631,876 total
includes taxes & fees
Dec 24 - Dec 25
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 ₩285,863
₩378,678 total
includes taxes & fees
Dec 21 - Dec 22
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
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, (3426)
"Great stay"
United States
Jenine
The price is ₩196,970
₩231,222 total
includes taxes & fees
Dec 21 - Dec 22
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.
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Top Oak Street Hotel Reviews

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

10/10 Excellent
"Highly recommended, this place is indeed spectacular in all ways possible. "
Karina 1-night trip
Posted 3 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 visit 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 with a visit to 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, check out the 744 hotels and other accommodations 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 traveler data, and this hotel offers a fitness center 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 should I expect to find close to Oak Street?
Expedia has 744 hotels and other accommodations 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! You'll find that most hotel reservations are refundable provided that you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of check in. If you booked a non-refundable reservation, you might be able to cancel it and be given a refund within a 24-hour period of booking. Enter your dates, click on "Search", then you can filter by "fully refundable" to review the top deals on offer near Oak Street.
Where can I learn more about changing or cancelling my trip in the area near Oak Street?
To access more information about picking new dates or cancelling your stay near Oak Street, click here.
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 theater.
How can I get to Oak Street?
With so many transportation options, seeing the area around Oak Street is a breeze. Take advantage of metro transit 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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