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Check prices for these dates

Next weekend
5 Jun - 7 Jun
In two weeks
12 Jun - 14 Jun

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Our top choices for Oak Street hotels

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, (1,003 reviews)
"Great stay!"
United States
Dennis
The price is Rp11.635.167
Rp13.833.099 total
includes taxes & fees
21 Jun - 22 Jun
The Peninsula 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 Rp10.192.170
Rp12.117.474 total
includes taxes & fees
28 Jun - 29 Jun
Park Hyatt 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, (1,002 reviews)
"Fantastic hotel and amazing spa! Beautiful room with fantastic staff"
United Kingdom
Simon
The price is Rp10.500.617
Rp12.484.183 total
includes taxes & fees
1 Jul - 2 Jul
The Langham, 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, (547 reviews)
"Nice hotel, well maintained, good breakfast, great location, spacious room."
United States
Niranjan
The price is Rp3.790.772
Rp4.506.849 total
includes taxes & fees
28 Jun - 29 Jun
Residence Inn Chicago Downtown Magnificent Mile
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, (1,888 reviews)
"We had an amazing time, we absolutely loved our stay"
United States
Baraa
The price is Rp9.052.256
Rp10.762.216 total
includes taxes & fees
1 Jul - 2 Jul
Trump International Hotel & Tower 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, (4,307 reviews)
"Great location & breakfast was amazing."
United States
sierra
The price is Rp3.379.650
Rp4.527.675 total
includes taxes & fees
30 Jun - 1 Jul
Hotel Riu Plaza 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, (1,001 reviews)
"Amazing property and staff!"
United States
Michael
The price is Rp4.696.445
Rp6.115.385 total
includes taxes & fees
28 Jun - 29 Jun
The Gwen, a Luxury Collection Hotel, Michigan Avenue 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 Rp3.328.548
Rp4.595.126 total
includes taxes & fees
21 Jun - 22 Jun
The Talbott, Autograph Collection
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, (1,002 reviews)
"Our third time at this hotel and still enjoying it."
United States
Jorge
The price is Rp10.190.382
Rp12.115.343 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 Rp10.281.575
Rp12.223.765 total
includes taxes & fees
14 Jun - 15 Jun
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, (4,117 reviews)
"Clean hotel great restaurant "
United States
ELIZABETH
The price is Rp5.344.452
Rp6.354.018 total
includes taxes & fees
2 Jul - 3 Jul
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, (1,236 reviews)
"Nice hotel in a great location. "
Canada
Graham
The price is Rp5.261.022
Rp6.846.869 total
includes taxes & fees
1 Jul - 2 Jul
Viceroy Chicago
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, (1,245 reviews)
"Very nice stay"
United States
robert
The price is Rp2.887.782
Rp3.476.555 total
includes taxes & fees
1 Jul - 2 Jul
Aloft 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, (984 reviews)
"Very nice place to stay!"
United States
Daniel
The price is Rp2.950.365
Rp3.552.034 total
includes taxes & fees
1 Jul - 2 Jul
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, (3,491 reviews)
"Staff was great."
United States
Marianne
The price is Rp3.486.795
Rp4.783.265 total
includes taxes & fees
2 Jul - 3 Jul
Hyatt Regency Chicago
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, (1,116 reviews)
"great location , clean property. enjoyed my stay and can’t wait to come back"
United States
mary
The price is Rp3.307.985
Rp3.982.571 total
includes taxes & fees
1 Jul - 2 Jul
Residence Inn by Marriott Chicago Downtown / River North
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, (3,446 reviews)
"Great location, nice property, helpful staff, and spacious, comfortable rooms."
United States
Sunil
The price is Rp3.111.294
Rp4.271.209 total
includes taxes & fees
2 Jul - 3 Jul
The Royal Sonesta Chicago Downtown
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, (1,002 reviews)
"Great location and modern hotel!"
United States
Sheetal
The price is Rp4.237.797
Rp5.038.317 total
includes taxes & fees
29 Jun - 30 Jun
Hotel EMC2, Autograph Collection
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, (4,312 reviews)
"Would definitely stay there again!"
United States
Jerrold
The price is Rp3.200.699
Rp3.805.310 total
includes taxes & fees
29 Jun - 30 Jun
citizenM Chicago Downtown
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, (1,375 reviews)
"Great stay, very clean and comfortable."
United States
Benjamin
The price is Rp3.629.843
Rp4.843.008 total
includes taxes & fees
21 Jun - 22 Jun
Thompson Chicago, by Hyatt
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.
View all properties

Compare popular hotels close to Oak Street

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
Front of property – evening/night
The Peninsula Chicago
5.0 star property
9.8
Exceptional
1,003 reviews
View
Breakfast, lunch, dinner and brunch served
Park Hyatt Chicago
5.0 star property
9.6
Exceptional
1,000 reviews
View
Lobby
The Langham, Chicago
5.0 star property
9.8
Exceptional
1,002 reviews
View
Lobby lounge
Residence Inn Chicago Downtown Magnificent Mile
4.0 star property
9.6
Exceptional
547 reviews
View
Terrace/patio
Trump International Hotel & Tower Chicago
5.0 star property
9.6
Exceptional
1,888 reviews
View

Top Oak Street Hotel Reviews

Freehand Chicago

Freehand Chicago

8/10 Good
"Great price, the bunk beds were fun!"
Alexandria 2-night trip
Posted less than an hour ago
Freehand Chicago

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.
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 705 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 705 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.