Skip to main content

Hotels near Oak Street, Chicago

Enter your dates to see the latest prices and deals for Chicago hotels

Featured hotels near Oak Street

Filter by:

Star rating
Review score

Staypineapple, An Iconic Hotel, The Loop

Chicago (1.2 mi from Oak Street)

Historic Chicago architecture, designed by world renowned architect Daniel Burnham, with mosaic floors and marble ceilings inspire luxury at this hotel in Chicago’s Loop.

D
Davide Cigna
From
Italy
probably the perfect spot in Chicago downtown. Easy links to everywhere Great to walk around the downtown I like old style hotels and this is very well
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 1,002 reviews
Price from
US$175.12
1 night, 2 adults

L7 Chicago by LOTTE

Chicago (1.3 mi from Oak Street)

Centrally located along the Chicago River in the famous Loop business district, this hotel features in-room spa services, and a 24-hour gym.

A
Aliaksandr
From
Poland
Great location, we had a very nice and spacious room
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 1,362 reviews
Price from
US$206.10
1 night, 2 adults

Trump International Hotel & Tower Chicago

Chicago (1.3 mi from Oak Street)

Featuring stunning views from every area of the hotel, this landmark building of stainless steel and tinted glass stands 92-stories above the Loop and North Michigan Avenue along the Chicago River.

N
Navie
From
South Africa
Totally impressed from the moment we arrived.Service excellence in every area.A great team doing a great job. THE style and elegance of the hotel , together with the team raised the bar of excellence Well done !
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 1,402 reviews
Price from
US$296.25
1 night, 2 adults

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Chicago (1.3 mi from Oak Street)

Less than a mile away from Grant Park and Millennium Park, this historic boutique hotel is located in Chicago’s South Loop neighborhood and features an on-site restaurant and state-of-the-art 24-hour...

J
Janete
From
Austria
I liked everything, from the location, the staff, the room, the decor and colors of the hotel and the room, even the bathroom and the super comfortable bed. I totally recommend.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 2,072 reviews
Price from
US$151.20
1 night, 2 adults

citizenM Chicago Downtown

Chicago (1.3 mi from Oak Street)

Featuring a shared lounge, a restaurant as well as a bar, citizenM Chicago Downtown is located in the centre of Chicago, 1.6 km from Ohio Street Beach.

j
john
From
Canada
Location is perfect, everything was great!
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 4,359 reviews
Price from
US$138
1 night, 2 adults

Riu Plaza Chicago

Chicago (1.5 mi from Oak Street)

Riu Plaza Chicago is attractively situated in the centre of Chicago, and features a fitness centre, free WiFi and a bar.

D
Dana
From
Kuwait
Friendly staff at frontdesk (Especially Yudit), staff at breakfast very helpful, and cleaning staff were excellent. Breakfast was very good and refills were made promptly.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 5,545 reviews
Price from
US$120.80
1 night, 2 adults
See more properties near Oak Street

Most booked hotels near Oak Street in the past month

See all

Enjoy breakfast at the hotels near Oak Street

  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 5,545 reviews

    Riu Plaza Chicago is attractively situated in the centre of Chicago, and features a fitness centre, free WiFi and a bar.

    From US$318.17 per night
  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 4,359 reviews

    Featuring a shared lounge, a restaurant as well as a bar, citizenM Chicago Downtown is located in the centre of Chicago, 1.6 km from Ohio Street Beach.

    From US$185.49 per night
  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 1,330 reviews

    A rooftop lounge with views of the city skyline, on-site modern restaurant and a large indoor lap pool highlight the Loews Chicago Hotel.

    From US$341.47 per night
  • Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 1,364 reviews

    Centrally located along the Chicago River in the famous Loop business district, this hotel features in-room spa services, and a 24-hour gym.

    From US$273.66 per night
  • Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 159 reviews

    Offering air-conditioned rooms in the Illinois Medical District district of Chicago, Hampton Inn & Suites Chicago Medical District Uic is 1.3 km from United Center.

    From US$191.70 per night
  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 441 reviews

    Located in Chicago, 4.2 km from United Center, Hyatt Place Chicago Wicker Park provides accommodation with a shared lounge, private parking, a terrace and a restaurant.

    From US$189.01 per night
  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 246 reviews

    Set in Chicago, 1.6 km from Oak Street Beach, Residence Inn by Marriott Chicago Downtown Magnificent Mile offers accommodation with a fitness centre, private parking, a restaurant and a bar.

    From US$304.07 per night
  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 918 reviews

    Sitting on Michigan Avenue and the Chicago River in a historic landmark building, LondonHouse features Chicago’s only tri-level rooftop bar.

    From US$372.22 per night

Budget hotels near Oak Street

  • Scored out of 10, guest rating 5.7
    Passable - What previous guests thought, 1,158 reviews

    This cozy hotel is situated in the middle of Chicago’s Chinatown, just 6 blocks from McCormick Place. It offers comfortable guestrooms, free WiFi access and a 24-hour front desk.

    From US$111.53 per night
  • Scored out of 10, guest rating 7.4
    Good - What previous guests thought, 918 reviews

    Hotel Chicago West Loop, SureStay Collection by Best Western is located in the middle of the UIC Medical District, only 600 metres from the United Center.

    From US$140.84 per night
  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 130 reviews

    Conveniently set in the centre of Chicago, Kasa River North Chicago provides air-conditioned rooms, a seasonal outdoor swimming pool, free WiFi and a fitness centre.

  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 688 reviews

    Featuring a fitness centre, Kasa Magnificent Mile Chicago is located in the centre of Chicago, 1.8 km from Oak Street Beach.

  • Scored out of 10, guest rating 8.7
    Fabulous - What previous guests thought, 1,892 reviews

    Off the banks of the Chicago River, this luxurious hotel is conveniently located within 5 minutes' walk of the Magnificent Mile and Millennium Park.

    From US$360.42 per night
  • Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 250 reviews

    Situated in Chicago and with Oak Street Beach reachable within 2.4 km, Level Chicago - River North features concierge services, non-smoking rooms, a seasonal outdoor swimming pool, free WiFi and a...

  • Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 128 reviews

    In a prime location in the centre of Chicago, Hilton Grand Vacations Club Chicago Magnificent Mile provides air-conditioned rooms, a seasonal outdoor swimming pool, free WiFi and a terrace.

    From US$208.56 per night
  • Scored out of 10, guest rating 8.2
    Very good - What previous guests thought, 10 reviews

    6.2 km from United Center, Logan Square SRO Hotel is located in Chicago and provides air-conditioned rooms with free WiFi.

Hotels with great access to Oak Street!

  • Scored out of 10, guest rating 10
    Exceptional - What previous guests thought, 1 review

    Located in Chicago and with North Avenue Beach reachable within 2.7 km, 2BR City Escape Bright Sleek Spacious provides express check-in and check-out, non-smoking rooms, a fitness centre, free WiFi...

  • Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 341 reviews

    Just 2 blocks away from the famed shopping, dining and entertainment on Michigan Avenue’s Magnificent Mile, this luxury hotel towers above the city in a skyscraper designed by renowned architect Mies...

    From US$915.72 per night
  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 466 reviews

    Situated within 700 metres of the Magnificent Mile, Moxy Chicago Downtown in Chicago has a number of amenities including a fitness centre and a bar.

    From US$290.57 per night
  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 1,402 reviews

    Featuring stunning views from every area of the hotel, this landmark building of stainless steel and tinted glass stands 92-stories above the Loop and North Michigan Avenue along the Chicago River.

    From US$792.45 per night
  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 752 reviews

    The Buckingham Hotel is a boutique property centrally located in the heart of Chicago’s Financial District, perched on the 40th floor of the iconic Chicago Stock Exchange building.

    From US$222.07 per night
  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 1,002 reviews

    Historic Chicago architecture, designed by world renowned architect Daniel Burnham, with mosaic floors and marble ceilings inspire luxury at this hotel in Chicago’s Loop.

    From US$234.72 per night
  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 2,072 reviews

    Less than a mile away from Grant Park and Millennium Park, this historic boutique hotel is located in Chicago’s South Loop neighborhood and features an on-site restaurant and state-of-the-art 24-hour...

    From US$188.60 per night
  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 1 review

    Set in Chicago and with Oak Street Beach reachable within 2.4 km, Level Chicago River North offers a seasonal outdoor swimming pool, non-smoking rooms, free WiFi throughout the property and a fitness...