Chicago Oak Street Hotels

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Check prices for these dates

Tonight
4 Feb - 5 Feb
Tomorrow
5 Feb - 6 Feb
This weekend
6 Feb - 8 Feb
Next weekend
13 Feb - 15 Feb

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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, (1,011 reviews)
"The best hotel ! Always pleasant to stay ! "
United States
Maysa
The price is HK$3,711
HK$4,357 total
includes taxes & fees
8 Feb - 9 Feb
The Peninsula Chicago
Breakfast, lunch, dinner served; American cuisine, al fresco dining

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)
"Everything was great… but the staff was absolutely amazing! Thank you for taking such great care of us. "
United States
Gaybrielle
The price is HK$3,087
HK$3,624 total
includes taxes & fees
15 Feb - 16 Feb
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, (1,001 reviews)
"Staff was wonderful. "
United States
Marie
The price is HK$3,399
HK$3,990 total
includes taxes & fees
1 Mar - 2 Mar
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, (455 reviews)
"Cozy, Friendly, Good place to stay"
United States
Donghyeon
The price is HK$1,086
HK$1,275 total
includes taxes & fees
22 Feb - 23 Feb
Residence Inn Chicago Downtown Magnificent Mile
Bar (on property)

Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
4.5 star property
0.2 km from Oak Street
9.4 out of 10, Exceptional, (2,313 reviews)
"Staff was friendly and helpful! Great stay!"
United States
Kristin
The price is HK$1,321
HK$1,780 total
includes taxes & fees
6 Feb - 7 Feb
Sofitel Chicago Magnificent Mile
Lounge

Kasa River North Chicago

Kasa River North Chicago
4.0 star property
Near North Side, 0.8 km from Oak Street
9.6 out of 10, Exceptional, (183 reviews)
"Awesome stay "
United States
Sally
Kasa River North Chicago
Exterior

Viceroy Chicago

Viceroy Chicago
4.5 star property
0.3 km from Oak Street
9.4 out of 10, Exceptional, (1,167 reviews)
"Great stay "
United States
Allyson
The price is HK$1,633
HK$2,146 total
includes taxes & fees
17 Feb - 18 Feb
Viceroy 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, (3,620 reviews)
"Rooms were nice and clean and staff was super friendly."
United States
David
The price is HK$1,164
HK$1,367 total
includes taxes & fees
24 Feb - 25 Feb
L7 Chicago by LOTTE
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, (77 reviews)
"Great location! just the right size and tucked away "
United States
andy
The price is HK$1,056
HK$1,469 total
includes taxes & fees
1 Mar - 2 Mar
The Talbott, Autograph Collection
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, (3,284 reviews)
"Amazing place, breakfast is great , location is great - honestly great hotel! "
United States
Brisa
The price is HK$853
HK$1,221 total
includes taxes & fees
9 Feb - 10 Feb
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)
"Completely loved our stay. Probably the best hotel in all Chicago. Amenities are great and the staff are even better. "
United States
Glenn
The price is HK$2,783
HK$3,266 total
includes taxes & fees
15 Feb - 16 Feb
Waldorf Astoria Chicago
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, (999 reviews)
"Beautiful hotel"
United States
Sean
The price is HK$3,085
HK$3,622 total
includes taxes & fees
15 Feb - 16 Feb
Four Seasons Hotel Chicago
Property entrance

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, (1,206 reviews)
"Great stay! "
United States
Megan
The price is HK$863
HK$1,013 total
includes taxes & fees
15 Feb - 16 Feb
Aloft Chicago Downtown River North
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, (1,309 reviews)
"great stay"
United States
Loan
The price is HK$1,054
HK$1,468 total
includes taxes & fees
4 Mar - 5 Mar
Thompson Chicago, by Hyatt
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, (883 reviews)
"Clean, friendly staff, and excellent location "
United States
Paulina
The price is HK$879
HK$1,032 total
includes taxes & fees
15 Feb - 16 Feb
Moxy Chicago Downtown
Exterior

Springhill Suites by Marriott Chicago Downtown/ River North

Springhill Suites by Marriott Chicago Downtown/ River North
3.5 star property
River North, 1.3 km from Oak Street
9.4 out of 10, Exceptional, (1,040 reviews)
" Clean rooms Hot shower great after a freezing cold day Staff all polite and helpful Great location "
United Kingdom
John
The price is HK$898
HK$1,054 total
includes taxes & fees
15 Feb - 16 Feb
Springhill Suites by Marriott Chicago Downtown/ River North
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, (4,209 reviews)
"Very nice Hotel, great atmosphere friendly staff. I had a great stay!"
United States
Lucie Saint Jean
The price is HK$805
HK$945 total
includes taxes & fees
9 Feb - 10 Feb
citizenM Chicago Downtown
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, (1,019 reviews)
"Friendly staff, clean & comfortable room, and great location!"
United States
Unja
The price is HK$937
HK$1,100 total
includes taxes & fees
15 Feb - 16 Feb
Residence Inn by Marriott Chicago Downtown / River North
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, (1,000 reviews)
"Excellent hotel"
United States
Denise
The price is HK$1,406
HK$1,650 total
includes taxes & fees
9 Feb - 10 Feb
Hotel EMC2, Autograph Collection
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, (1,580 reviews)
"Outstanding location great stay!"
United States
Michael
The price is HK$1,398
HK$1,912 total
includes taxes & fees
25 Feb - 26 Feb
Loews 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.
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Top Oak Street Hotel Reviews

Viceroy Chicago

Viceroy Chicago

10/10 Excellent
"I’ve had the pleasure of a stay at this hotel more than a few times now and it’s right up there with the Four Seasons and Peninsula, which I adore, but the design is a step above. Friendly but demure staff and a fabulous location…steps away from a number of gorgeous restaurants and my go-to and frequented boutiques when I’m in town. ⭐️⭐️⭐️⭐️⭐️"
Jason 1-night trip
Posted 1 day ago
Viceroy 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 trip to Chicago. Stroll along the lakeside or experience the acclaimed theatre scene 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 when you stop by 875 North Michigan Avenue. Amble around this vibrant area's lakeside or experience its acclaimed theatre scene.
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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 769 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 Embassy Suites by Hilton Chicago Downtown River North and Hotel Riu Plaza Chicago.
How many hotels will I be able to find close to Oak Street?
Expedia has 769 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.

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