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2026-04-26

2026-04-27

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Luxury accommodations in Chicago

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800 properties found

  • The Lyons' Lair

    1831 West Belle Plaine Avenue, Chicago, United States ( Show map )

    The Lyons' Lair Apartment Chicago is located 7 minutes' walk from the Sulzer Regional Library and 3.2 km from the Jewel-Osco|Jewel-Osco. The…

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    From US$ 288
    price for 1 night
    Book Now From US$ 288
  • Chicago Exquisite Haven 2Bed 2Bath Near Downtown And United Center

    2527 West Congress Parkway, Chicago, United States ( Show map )

    The spacious 111 m² Chicago Exquisite Haven 2Bed 2Bath Near Downtown And United Center Apartment lies 3.4 km from the Eckhart Park and only a…

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  • Historic And Unique Brownstone In Gold Coast - Downtown - 3

    East Cedar Street 57, Chicago, United States ( Show map )

    The 1-room Historic And Unique Brownstone In Gold Coast - Downtown - 3 Apartment Chicago lies 3.8 km from the - art Shedd Indoor Aquarium and within…

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    From US$ 91
    price for 1 night
    Book Now From US$ 91
  • Cozy & Modern 3Br Apartment - Division 201W 301W Rep

    2153 West Division Street Apt 201W, Chicago, United States ( Show map )

    The spacious 2-bedroom Cozy & Modern 3Br Apartment - Division 201W 301W Rep Chicago lies 2.1 km from the live music venue "Congress Theater" and nearly…

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    From US$ 506
    price for 1 night
    Book Now From US$ 506
  • Stunning Condo #2 - Downtown River North

    811 N Sedgwick St, Chicago, United States ( Show map )

    Situated within 25 minutes' walk of the super-tall skyscraper "Willis Tower", the 2-bedroom Stunning Condo #2 - Downtown River North Chicago villa features a…

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    From US$ 39
    price for 1 night
    Book Now From US$ 39
  • The Penthouse, Lux Stay Near Downtown, Uofc & Lake

    4419 South Greenwood Avenue, Chicago, United States ( Show map )

    The spacious The Penthouse, Lux Stay Near Downtown, Uofc & Lake Chicago apartment is located a 6-minute walk from Masjid Al-Faatir and overlooks the…

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    From US$ 240
    price for 1 night
    Book Now From US$ 240
  • Avenir West Loop Penthouses With Iconic City Views

    730 North Milwaukee Avenue, Chicago, United States ( Show map )

    Offering a rooftop swimming pool, Avenir West Loop Penthouses With Iconic City Views Chicago apartment is located merely a 5-minute walk from Chicago Dramatists…

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    From US$ 354
    price for 1 night
    Book Now From US$ 354
  • 2-Bed 2-Bath Apt - Close To Uc W/ Free Parking

    118 South Leavitt Street Unit 3, Chicago, United States ( Show map )

    The spacious 2-Bed 2-Bath Apt - Close To Uc W/ Free Parking Chicago offers easy access to such tourist sites as West Side Community…

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    From US$ 130
    price for 1 night
    Book Now From US$ 130
  • Lincoln Park Apartment With Backyard!

    722 West Wrightwood Avenue, Chicago, United States ( Show map )

    To enjoy your vacation in Chicago, stay at the spacious Lincoln Park Apartment With Backyard! The Oak Magnificent Mile Street is 4.3 km away, while…

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    From US$ 204
    price for 1 night
    Book Now From US$ 204
  • Goose Island Central Downtown Prime Location With Access To Patio Chi - 1

    West Augusta Boulevard, Chicago, United States ( Show map )

    The 139 m² Goose Island Central Downtown Prime Location With Access To Patio Chi - 1 Chicago apartment overlooks the city and is situated only a…

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    From US$ 124
    price for 1 night
    Book Now From US$ 124
  • The Black And White Suite

    611 East 41St Street, Chicago, United States ( Show map )

    Offering a location about 7 km from DePaul University, the 4-bedroom The Black And White Suite Chicago villa gives access to various tourist spots…

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    From US$ 313
    price for 1 night
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  • Chateau De Woodlawn - Room II - Le Parisienne

    6554 South Rhodes Avenue 1, Chicago, United States ( Show map )

    Guests of Chateau De Woodlawn - Room II - Le Parisienne Chicago hotel can enjoy access to Living Hope PCA, located about 10 minutes' walk away. You'll…

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    From US$ 80
    price for 1 night
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  • La Villita - Gateway To Chicago

    2419 South Troy Street, Chicago, United States ( Show map )

    La Villita - Gateway To Chicago Apartment offers proximity to such tourist attractions as Jacques Marquette Monument, situated around 5 minutes' walk away. This apartment in…

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    From US$ 215
    price for 1 night
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  • Condo Apartment Near Midway Airport

    5470 South Archer Avenue 1A, Chicago, United States ( Show map )

    The spacious Condo Apartment Near Midway Airport Chicago is located 3.1 km from Hawthorne Works Museum and 10 minutes by car from the Chicago Portage…

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    From US$ 117
    price for 1 night
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  • Flexhome Ukrainian Village 2Br - Private Balcony & Walkable Location

    908 N Damen Ave, Chicago, Il 60622, Usa, Chicago, United States ( Show map )

    The 55 m² Flexhome Ukrainian Village 2Br - Private Balcony & Walkable Location Chicago apartment offers easy access to such tourist sites as the Holy Trinity Orthodox…

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    From US$ 143
    price for 1 night
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  • Chic & Updated Studio Apt In East Lakeview - Barry S1

    713 West Barry Avenue, Chicago, United States ( Show map )

    Located 3.1 km from the Chicago History Museum, Chic & Updated Studio Apt In East Lakeview - Barry S1 Chicago is 25 minutes' walk from a top…

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    From US$ 378
    price for 1 night
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  • Lincoln Park Living - Suite 2

    1147 West Diversey Parkway, Chicago, United States ( Show map )

    Situated a 5-minute walk from the South Lakeview Playground Park, Lincoln Park Living - Suite 2 Chicago villa entices guests with views of the city.

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    From US$ 178
    price for 1 night
    Book Now From US$ 178
  • City-View Chicago 3-Br Rooftop

    1619 North Clybourn Avenue C, Chicago, United States ( Show map )

    The spacious 3-bedroom City-View Chicago 3-Br Rooftop apartment lies 2.5 km from the Holy Name Cathedral and around 5 minutes' walk from…

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    From US$ 949
    price for 1 night
    Book Now From US$ 949
  • 1Br Stylish Apartment, Perfect For Getaway - Oakdale 201

    West Oakdale Avenue 541, Chicago, United States ( Show map )

    The spacious 10-room 1Br Stylish Apartment, Perfect For Getaway - Oakdale 201 Chicago is situated just a 6-minute walk from the Brewster Building and…

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    From US$ 431
    price for 1 night
    Book Now From US$ 431
  • Logan Square Coach House

    2438 North Maplewood Avenue Coach House, Chicago, United States ( Show map )

    Located merely 0.8 km from the live music venue "Congress Theater", the 4-star Logan Square Coach House Hotel Chicago is about 5 minutes' walk…

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    From US$ 204
    price for 1 night
    Book Now From US$ 204