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Hotels near Oak Street, Chicago

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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.

J
Joana
From
Portugal
Location is perfect!!!!!! Rooms are beautiful!
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 1,013 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.

K
Kathryn
From
Australia
The rooms are large and the facilities are excellent. The hotel is in a great location. It is easily walkable to most attractions.
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 1,306 reviews
Price from
US$188.10
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.

C
Chih Ming
From
Singapore
Great location and superb service
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 1,421 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...

L
Lisa
From
Singapore
This was the best place we stayed at during our 2 weeks trip, the room was super clean and spacious and the staff really went the extra mile! Big shout out to the front desk and concierge team!
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 2,095 reviews
Price from
US$151.20
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.

Z
Zhenning
From
Singapore
Great location. Right at the city center.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 5,409 reviews
Price from
US$122.88
1 night, 2 adults

Loews Chicago Hotel

Chicago (1.7 mi from Oak Street)

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

A
Anne
From
Netherlands
Fantastic location, super central to everything. You can walk to so many sightseeing places. Beautiful view from the room (11th floor) over the lake, pier and surrounding buildings. Amazing swimming pool, very decent size to swim (go early before families arrive). Room spacious enough, bright and clean, with comfortable beds. The building of the hotel itself is gorgeous, you can spot it from far, including from Skydeck
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 1,331 reviews
Price from
US$199
1 night, 2 adults
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Enjoy breakfast at the hotels near Oak Street

  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 5,409 reviews

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

    From US$335.32 per night
  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 1,331 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$430.69 per night
  • Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 1,306 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$358.19 per night
  • Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 150 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$191.88 per night
  • Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 656 reviews

    Situated in Chicago and with Guaranteed Rate Field reachable within 2.3 km, SpringHill Suites by Marriott Chicago Chinatown features express check-in and check-out, non-smoking rooms, a fitness centre...

    From US$210.15 per night
  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 241 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$327.55 per night
  • Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 120 reviews

    Located in Chicago's prestigious Gold Coast neighborhood, Waldorf Astoria Chicago offers a sophisticated retreat with timeless French-inspired elegance.

    From US$1,186.13 per night
  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 86 reviews

    Quintessentially Chicago with a landmark address just steps from historic Water Tower Park and the famed Michigan Avenue, is where you’ll find the reimagined Park Hyatt Chicago - a residential oasis...

    From US$898.11 per night

Budget hotels near Oak Street

  • Scored out of 10, guest rating 5.7
    Passable - What previous guests thought, 1,165 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$129.14 per night
  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 2,095 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$348.27 per night
  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 131 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.

    From US$451.99 per night
  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 694 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 9.0
    Superb - What previous guests thought, 438 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$238.32 per night
  • Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 154 reviews

    Featuring suites with gourmet kitchens and an on-site fitness centre, The Guesthouse Hotel is located in Chicago. Montrose Beach, on Lake Michigan, is 2.8 km away. Free WiFi access is available.

    From US$420.29 per night
  • Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 1,972 reviews

    Situated in Chicago, less than a 5-minute walk to Millennium Park and Cloud Gate - The Bean, Arlo Chicago provides a fitness centre and an on-site restaurant.

    From US$351.61 per night
  • Scored out of 10, guest rating 8.7
    Fabulous - What previous guests thought, 1,074 reviews

    Located in Chicago’s River North district, this boutique hotel is within 5 minutes’ walk of shopping and dining on the famous Magnificent Mile.

    From US$356.84 per night

Hotels with great access to Oak Street!

  • Scored out of 10, guest rating 10.0
    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, 354 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$1,056.60 per night
  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 476 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$301.13 per night
  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 1,421 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$815.93 per night
  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 769 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$361.55 per night
  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 1,013 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$375.59 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...

  • Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 498 reviews

    Ideally set in Chicago, Hilton Garden Inn- Chicago Central Loop features air-conditioned rooms, a fitness centre, free WiFi and a restaurant.

    From US$319.43 per night