Chicago Oak Street Hotels

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Our top choices for Oak Street hotels

The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Streeterville, 0.5 km from Oak Street
9.8 out of 10, Exceptional, (1,001 reviews)
"Great location & staff"
United States
Caron
The price is HK$4,504
HK$5,355 total
includes taxes & fees
25 May - 26 May
The Peninsula Chicago

The Langham, Chicago

The Langham, Chicago
5.0 star property
River North, 1.4 km from Oak Street
9.8 out of 10, Exceptional, (1,001 reviews)
"Great accommodation and staff attention"
United States
MARK
The price is HK$4,700
HK$5,587 total
includes taxes & fees
25 May - 26 May
The Langham, Chicago

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 HK$4,153
HK$4,937 total
includes taxes & fees
26 May - 27 May
Park Hyatt Chicago

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, (1,866 reviews)
"Great property, staff was amazing"
United States
Mamta Singh
The price is HK$3,670
HK$4,363 total
includes taxes & fees
27 May - 28 May
Trump International Hotel & Tower Chicago

Waldorf Astoria Chicago

Waldorf Astoria Chicago
5.0 star property
0.2 km from Oak Street
9.4 out of 10, Exceptional, (1,001 reviews)
"Wonderful Hotel will definitely be looking forward to going back."
United States
Shante
The price is HK$4,379
HK$5,206 total
includes taxes & fees
21 May - 22 May
Waldorf Astoria Chicago

Viceroy Chicago

Viceroy Chicago
4.5 star property
0.3 km from Oak Street
9.4 out of 10, Exceptional, (1,226 reviews)
"Everything was perfect my wife really enjoyed our stay and hope to stay again soon "
United States
Euka
The price is HK$2,107
HK$2,764 total
includes taxes & fees
25 May - 26 May
Viceroy Chicago

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 HK$4,700
HK$5,587 total
includes taxes & fees
25 May - 26 May
Four Seasons Hotel Chicago

The Talbott, Autograph Collection

The Talbott, Autograph Collection
4.5 star property
0.2 km from Oak Street
9.4 out of 10, Exceptional, (114 reviews)
"We will definitely stay here again!!"
United States
Hayley
The price is HK$1,715
HK$2,319 total
includes taxes & fees
25 May - 26 May
The Talbott, Autograph Collection

citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Theatre District, 1.5 km from Oak Street
9.4 out of 10, Exceptional, (4,322 reviews)
"Great hotel, will definitely come back"
United States
Sam
The price is HK$1,120
HK$1,331 total
includes taxes & fees
26 May - 27 May
citizenM Chicago Downtown

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, (3,420 reviews)
"Lovely hotel Great location Very friendly and helpful staff"
United Kingdom
PATRICK
The price is HK$1,245
HK$1,731 total
includes taxes & fees
25 May - 26 May
The Royal Sonesta Chicago Downtown

Hampton Inn Chicago West Loop Fulton Market Area

Hampton Inn Chicago West Loop Fulton Market Area
2.5 star property
2.3 km from Oak Street
9.4 out of 10, Exceptional, (1,001 reviews)
"Great Staff, easy check in and out, clean room and great location. "
Canada
Aly
The price is HK$1,258
HK$1,496 total
includes taxes & fees
25 May - 26 May
Hampton Inn Chicago West Loop Fulton Market Area

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, (2,494 reviews)
"Great place to stay "
United States
Mark
The price is HK$1,569
HK$2,135 total
includes taxes & fees
26 May - 27 May
Sable at Navy Pier Chicago, Curio Collection by Hilton

Arlo Chicago

Arlo Chicago
4.0 star property
Theatre District, 1.7 km from Oak Street
9.4 out of 10, Exceptional, (2,099 reviews)
"Great place"
United States
Dawn
The price is HK$974
HK$1,395 total
includes taxes & fees
25 May - 26 May
Arlo Chicago

Nobu Hotel Chicago

Nobu Hotel Chicago
5.0 star property
2.6 km from Oak Street
9.4 out of 10, Exceptional, (844 reviews)
"loved the property and restaurant"
United States
Kathryn
The price is HK$3,523
HK$4,189 total
includes taxes & fees
21 May - 22 May
Nobu Hotel Chicago

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, (1,063 reviews)
"I love this neighborhood , great for shopping and walking. The hotel was super cool with original architecture. "
United States
Susanne
The price is HK$1,089
HK$1,527 total
includes taxes & fees
25 May - 26 May
Staypineapple, An Iconic Hotel, The Loop

Kimpton Gray Hotel by IHG

Kimpton Gray Hotel by IHG
4.5 star property
Theatre District, 2.3 km from Oak Street
9.4 out of 10, Exceptional, (1,002 reviews)
"Always a great stay here. "
United States
Daron
The price is HK$1,785
HK$2,374 total
includes taxes & fees
24 May - 25 May
Kimpton Gray Hotel by IHG

LIVN - Millennium Park Downtown Chicago

LIVN - Millennium Park Downtown Chicago
4.0 star property
Theatre District, 2.1 km from Oak Street
9.4 out of 10, Exceptional, (44 reviews)
"Great property and amenities!"
United States
Alex
The price is HK$1,127
HK$1,324 total
includes taxes & fees
20 May - 21 May
LIVN - Millennium Park Downtown Chicago

The LaSalle Chicago, Autograph Collection by Marriott

The LaSalle Chicago, Autograph Collection by Marriott
4.5 star property
Theatre District, 2.5 km from Oak Street
9.4 out of 10, Exceptional, (356 reviews)
"We loves staying here"
United States
Petri
The price is HK$2,224
HK$2,645 total
includes taxes & fees
25 May - 26 May
The LaSalle Chicago, Autograph Collection by Marriott

The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago
5.0 star property
Streeterville, 0.5 km from Oak Street
9.2 out of 10, Wonderful, (1,000 reviews)
"Enjoyed my stay and would definitely recommend to a friend."
United States
Geneva
The price is HK$3,728
HK$4,433 total
includes taxes & fees
21 May - 22 May
The Ritz-Carlton, Chicago

Omni Chicago Hotel

Omni Chicago Hotel
4.5 star property
Streeterville, 0.7 km from Oak Street
9.2 out of 10, Wonderful, (1,782 reviews)
"Absolutely amazing staff and location. "
United States
Maria
The price is HK$1,370
HK$1,890 total
includes taxes & fees
26 May - 27 May
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.

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
1,001 reviews
View
Lobby
The Langham, Chicago
5.0 star property
9.8
Exceptional
1,001 reviews
View
Breakfast, lunch, dinner served; American cuisine, al fresco dining
Park Hyatt Chicago
5.0 star property
9.6
Exceptional
1,000 reviews
View
Terrace/patio
Trump International Hotel & Tower Chicago
5.0 star property
9.6
Exceptional
1,866 reviews
View
Front of property
Waldorf Astoria Chicago
5.0 star property
9.4
Exceptional
1,001 reviews
View

Top Oak Street Hotel Reviews

Hotels near other Oak Street attractions

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 710 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 Felix River North/Magnificent Mile and Hotel Riu Plaza Chicago.
How many hotels will I be able to find close to Oak Street?
Expedia has 710 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.

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