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Check prices for these dates

This weekend
17 Jul - 19 Jul
Next weekend
24 Jul - 26 Jul

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Our top choices for Oak Street hotels

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, (529 reviews)
"Great place! Easy street parking and within walking distance to shops and restaurants."
United States
Susan
The price is ₹18,551
₹21,777 total
includes taxes & fees
28 Jul - 29 Jul
The Sono Chicago
Front of property – evening/night

The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Streeterville, 0.5 km from Oak Street
9.8 out of 10, Exceptional, (1,008 reviews)
"Welcoming and attentive staff throughout the hotel made my stay an enjoyable and memorable experience."
United States
Charles
The price is ₹59,578
₹70,832 total
includes taxes & fees
19 Jul - 20 Jul
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, (1,013 reviews)
"Lux accommodations, great spa!"
United States
Gregory
The price is ₹48,101
₹57,187 total
includes taxes & fees
9 Aug - 10 Aug
The Langham, Chicago
Terrace/patio

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
River North, 1.3 km from Oak Street
9.6 out of 10, Exceptional, (1,941 reviews)
"Great stay and location."
United States
Tammy Lynn
The price is ₹44,684
₹53,124 total
includes taxes & fees
19 Jul - 20 Jul
Trump International Hotel & Tower 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, (4,357 reviews)
"Great location and hotel"
United States
Raul
The price is ₹26,484
₹31,487 total
includes taxes & fees
3 Aug - 4 Aug
L7 Chicago by LOTTE
Lobby

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, (573 reviews)
"Daily breakfast Buffett was excellent."
Canada
VICTOR
The price is ₹23,428
₹27,853 total
includes taxes & fees
9 Aug - 10 Aug
Residence Inn Chicago Downtown Magnificent Mile
View from property

The Talbott, Autograph Collection

The Talbott, Autograph Collection
4.5 star property
0.2 km from Oak Street
9.6 out of 10, Exceptional, (135 reviews)
"We will definitely stay here again!!"
United States
Hayley
The price is ₹19,952
₹27,121 total
includes taxes & fees
19 Jul - 20 Jul
The Talbott, Autograph Collection
Breakfast, lunch, dinner and brunch served

Park Hyatt Chicago

Park Hyatt Chicago
5.0 star property
Streeterville, 0.4 km from Oak Street
9.6 out of 10, Exceptional, (1,006 reviews)
"This is a very good hotel. It is in a great location and it does everything so well."
United States
Claire
The price is ₹52,762
₹62,729 total
includes taxes & fees
9 Aug - 10 Aug
Park Hyatt Chicago
Frette Italian sheets, premium bedding, in-room safe, desk

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
4.5 star property
Streeterville, 1 km from Oak Street
9.6 out of 10, Exceptional, (1,003 reviews)
"The location was great, the staff was friendly and attentive."
United States
Karla
The price is ₹47,724
₹59,575 total
includes taxes & fees
7 Aug - 8 Aug
The Gwen, a Luxury Collection Hotel, Michigan Avenue 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, (4,333 reviews)
"Great place to stay!"
United States
Jennifer
The price is ₹19,637
₹23,346 total
includes taxes & fees
9 Aug - 10 Aug
citizenM Chicago Downtown
Terrace/patio

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Streeterville, 2.1 km from Oak Street
9.4 out of 10, Exceptional, (2,603 reviews)
"View was beautiful, accommodations were excellent."
United States
Julie
The price is ₹23,958
₹31,771 total
includes taxes & fees
9 Aug - 10 Aug
Sable at Navy Pier Chicago, Curio Collection by Hilton
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, (4,699 reviews)
"The property was amazing including the buffet breakfast."
United States
Gary
The price is ₹19,986
₹26,487 total
includes taxes & fees
9 Aug - 10 Aug
Hotel Riu Plaza Chicago
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, (3,505 reviews)
"Great stay"
United States
Kristen
The price is ₹26,201
₹34,561 total
includes taxes & fees
9 Aug - 10 Aug
Hyatt Regency Chicago
Lobby

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Theatre District, 2.1 km from Oak Street
9.4 out of 10, Exceptional, (2,298 reviews)
"Wonderful stay"
United States
Taylor
The price is ₹15,289
₹21,095 total
includes taxes & fees
9 Aug - 10 Aug
Silversmith Hotel Chicago Downtown
Exterior

Arlo Chicago

Arlo Chicago
4.0 star property
Theatre District, 1.7 km from Oak Street
9.4 out of 10, Exceptional, (2,193 reviews)
"Great stay"
United States
Shamso
The price is ₹19,854
₹26,600 total
includes taxes & fees
12 Aug - 13 Aug
Arlo Chicago
Restaurant

Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
4.5 star property
0.2 km from Oak Street
9.4 out of 10, Exceptional, (2,564 reviews)
"Great room and perfect location near the Mag Mile"
United States
Robert
The price is ₹27,368
₹35,372 total
includes taxes & fees
9 Aug - 10 Aug
Sofitel Chicago Magnificent Mile
Seasonal outdoor pool, pool loungers

Viceroy Chicago

Viceroy Chicago
4.5 star property
0.3 km from Oak Street
9.4 out of 10, Exceptional, (1,261 reviews)
"Always love staying at the Viceroy."
United States
Christopher
The price is ₹35,210
₹45,027 total
includes taxes & fees
26 Jul - 27 Jul
Viceroy Chicago
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, (1,014 reviews)
"Awesome place"
United States
Miranda
The price is ₹19,542
₹23,233 total
includes taxes & fees
9 Aug - 10 Aug
Moxy Chicago Downtown
Traditional Room, 2 Queen Beds | Property entrance

Aloft by Marriott Chicago Downtown River North

Aloft by Marriott Chicago Downtown River North
3.5 star property
River North, 1.1 km from Oak Street
9.4 out of 10, Exceptional, (1,257 reviews)
"Clean safe place nice staff"
United States
Alvin
The price is ₹19,542
₹23,233 total
includes taxes & fees
9 Aug - 10 Aug
Aloft by Marriott Chicago Downtown River North
Interior detail

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Theatre District, 2 km from Oak Street
9.4 out of 10, Exceptional, (1,147 reviews)
"Beautiful historic building; dog friendly!"
United States
Zoe
The price is ₹19,832
₹26,405 total
includes taxes & fees
9 Aug - 10 Aug
Staypineapple, An Iconic Hotel, The Loop
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
Private kitchen
The Sono Chicago
3.5 star property
10.0
Exceptional
529 reviews
View
Front of property – evening/night
The Peninsula Chicago
5.0 star property
9.8
Exceptional
1,008 reviews
View
Lobby
The Langham, Chicago
5.0 star property
9.8
Exceptional
1,013 reviews
View
Terrace/patio
Trump International Hotel & Tower Chicago
5.0 star property
9.6
Exceptional
1,941 reviews
View
55-inch LCD TV with cable channels, TV, pay films
L7 Chicago by LOTTE
4.5 star property
9.6
Exceptional
4,357 reviews
View

Top Oak Street Hotel Reviews

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

10/10 Excellent
"The lobby was beautiful and clean. The staff at the front desk and bar were all friendly. The breakfast was delicious. Cannot wait to come back and stay at the RIU."
Victoria 3-night trip
Posted less than an hour ago
Hotel Riu Plaza Chicago

Hotels near other Oak Street attractions

A large indoor Christmas tree in a shopping mall.
Photo by Rita Irvine
Open Photo by Rita Irvine

900 North Michigan Shops

8.6/10 (55 reviews)
You can browse for the perfect souvenirs at 900 North Michigan Shops during your trip to Chicago. Stroll along the riverfront or experience the fascinating museums in this vibrant area.
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 695 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 Omni Chicago Hotel and The Chicago Hotel Collection Ambassador Gold Coast.
How many hotels will I be able to find close to Oak Street?
Expedia has 695 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.