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Check prices for these dates

This weekend
29 May - 31 May
Next weekend
5 Jun - 7 Jun

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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, (516 reviews)
"Great place! Easy street parking and within walking distance to shops and restaurants."
United States
Susan
The price is ₹21,628
₹25,389 total
includes taxes & fees
10 Jun - 11 Jun
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, (1,002 reviews)
"Great stay!"
United States
Dennis
The price is ₹62,272
₹74,035 total
includes taxes & fees
21 Jun - 22 Jun
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, (1,000 reviews)
"Fantastic hotel and amazing spa! Beautiful room with fantastic staff"
United Kingdom
Simon
The price is ₹53,702
₹63,846 total
includes taxes & fees
28 Jun - 29 Jun
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, (1,881 reviews)
"Great property, staff was amazing"
United States
Mamta Singh
The price is ₹44,859
₹53,333 total
includes taxes & fees
28 Jun - 29 Jun
Trump International Hotel & Tower Chicago
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, (1,000 reviews)
"Great property "
United States
Kerry
The price is ₹53,496
₹63,602 total
includes taxes & fees
28 Jun - 29 Jun
Park Hyatt 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, (2,489 reviews)
"Great location and super nice hotel"
United States
Karolina
The price is ₹25,753
₹33,463 total
includes taxes & fees
21 Jun - 22 Jun
Sofitel Chicago Magnificent Mile
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, (1,000 reviews)
"Amazing property and staff!"
United States
Michael
The price is ₹25,136
₹32,730 total
includes taxes & fees
28 Jun - 29 Jun
The Gwen, a Luxury Collection Hotel, Michigan Avenue 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, (4,106 reviews)
"Clean hotel great restaurant "
United States
ELIZABETH
The price is ₹35,193
₹41,841 total
includes taxes & fees
12 Jun - 13 Jun
L7 Chicago by LOTTE
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, (1,232 reviews)
"Nice hotel in a great location. "
Canada
Graham
The price is ₹28,157
₹36,645 total
includes taxes & fees
28 Jun - 29 Jun
Viceroy 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, (4,287 reviews)
"Great location & breakfast was amazing."
United States
sierra
The price is ₹20,576
₹27,191 total
includes taxes & fees
29 Jun - 30 Jun
Hotel Riu Plaza Chicago
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, (1,000 reviews)
"Wonderful Hotel will definitely be looking forward to going back."
United States
Shante
The price is ₹54,539
₹64,842 total
includes taxes & fees
21 Jun - 22 Jun
Waldorf Astoria 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, (1,000 reviews)
"Loved our suite- gorgeous views! Great service and excellent location "
United States
lora
The price is ₹55,028
₹65,422 total
includes taxes & fees
21 Jun - 22 Jun
Four Seasons Hotel 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, (117 reviews)
"We will definitely stay here again!!"
United States
Hayley
The price is ₹18,020
₹24,838 total
includes taxes & fees
28 Jun - 29 Jun
The Talbott, Autograph Collection
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, (984 reviews)
"Very nice place to stay!"
United States
Daniel
The price is ₹17,226
₹20,738 total
includes taxes & fees
29 Jun - 30 Jun
Moxy 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, (3,490 reviews)
"Staff was great."
United States
Marianne
The price is ₹32,442
₹41,984 total
includes taxes & fees
18 Jun - 19 Jun
Hyatt Regency 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, (4,305 reviews)
"Would definitely stay there again!"
United States
Jerrold
The price is ₹17,130
₹20,366 total
includes taxes & fees
29 Jun - 30 Jun
citizenM Chicago Downtown
Ballroom

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, (3,437 reviews)
"Great location, nice property, helpful staff, and spacious, comfortable rooms."
United States
Sunil
The price is ₹25,743
₹33,669 total
includes taxes & fees
14 Jun - 15 Jun
The Royal Sonesta 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, (1,241 reviews)
"Very nice stay"
United States
robert
The price is ₹16,269
₹19,586 total
includes taxes & fees
29 Jun - 30 Jun
Aloft by Marriott Chicago Downtown River North
Rooftop bar

Loews Chicago Hotel

Loews Chicago Hotel
4.5 star property
Streeterville, 1.3 km from Oak Street
9.4 out of 10, Exceptional, (1,549 reviews)
"Great hotel great location but the absolute best staff I’ve ever encountered at a hotel"
United States
Sarah
The price is ₹27,275
₹35,842 total
includes taxes & fees
28 Jun - 29 Jun
Loews Chicago Hotel
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, (1,112 reviews)
"Very good and clean hotel with beautiful views to skyline!"
United States
Marlon
The price is ₹21,533
₹25,923 total
includes taxes & fees
14 Jun - 15 Jun
Residence Inn by Marriott Chicago Downtown / River North
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
516 reviews
View
Front of property – evening/night
The Peninsula Chicago
5.0 star property
9.8
Exceptional
1,002 reviews
View
Lobby
The Langham, Chicago
5.0 star property
9.8
Exceptional
1,000 reviews
View
Terrace/patio
Trump International Hotel & Tower Chicago
5.0 star property
9.6
Exceptional
1,881 reviews
View
Breakfast, lunch, dinner and brunch served
Park Hyatt Chicago
5.0 star property
9.6
Exceptional
1,000 reviews
View

Top Oak Street Hotel Reviews

Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt

10/10 Excellent
"Wouldn’t change a thing!"
Jeffrey 1-night trip
Posted 2 hours ago
Thompson Chicago, by Hyatt

Hotels near other Oak Street attractions

Photo by Rita Irvine
Open Photo by Rita Irvine

900 North Michigan Shops

4.3/5 (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 acclaimed theatre scene in this vibrant area.
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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 704 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 The Chicago Hotel Collection - Magnificent Mile.
How many hotels will I be able to find close to Oak Street?
Expedia has 704 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 Tribune Tower 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.