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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

  • South Loop Rooftop With In & Out Parking 1

    633 South Lasalle Street, Chicago, United States ( Show map )

    If you want to stay right in the centre of Chicago, the 82 m² South Loop Rooftop With In & Out Parking 1 Chicago apartment is…

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  • New! Spacious Art Deco Modern 5 Bd/3Ba Condo

    1465 West Thomas Street, Chicago, United States ( Show map )

    Situated approximately a 5-minute stroll from Division underground station, the 3-room New! The apartment is nearly a 10-minute ride from the Art…

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    From US$ 720
    price for 1 night
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  • The Wrigleyville Deluxe -Steps From Wrigley Sleeps 10

    3618 North Racine Avenue, Chicago, United States ( Show map )

    To enjoy your vacation in Chicago, stay at the 3-room The Wrigleyville Deluxe -Steps From Wrigley Sleeps 10 Chicago apartment, which is only 500…

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    From US$ 697
    price for 1 night
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  • Chic 2 Bedroom 1 Parking Sleeps 6

    33 South Ashland Avenue, Chicago, United States ( Show map )

    Located about 25 minutes' walk from the Metropolitan Civic Opera House, the spacious 2-bedroom Chic 2 Bedroom 1 Parking Sleeps 6 Chicago apartment is…

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  • Bright 2Br Apt With Gym And Optional Parking Near Soldier Field, Museum Campus, Mccormick Place

    61 East 21St Street Apartment 321, Chicago, United States ( Show map )

    Located an 8-minute walk from the Henry B. 250 metres from Cermak-McCormick Place tube station, this 88 m² apartment is 2.9 km from…

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    From US$ 259
    price for 1 night
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  • Jeffjack Heated Pool Penthouse In Chicago'S West Loop

    601 West Jackson Boulevard, Chicago, United States ( Show map )

    The spacious 2-bedroom Jeffjack Heated Pool Penthouse In Chicago'S West Loop Apartment is located nearly a 25-minute walk from Millennium Public Park and…

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    From US$ 364
    price for 1 night
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  • River North Rooftop With In And Out Parking 1

    153 West Ohio Street, Chicago, United States ( Show map )

    Situated nearly a 25-minute stroll from the half-mile-long Navy Pier, the spacious 95 m² River North Rooftop With In And Out Parking…

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    From US$ 552
    price for 1 night
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  • Lux Apt In Bronzeville, Min From Downtown-Rsv Now!

    4711 South Wabash Avenue 1, Chicago, United States ( Show map )

    To enjoy your vacation in Chicago, stay at Lux Apt In Bronzeville, Min From Downtown-Rsv Now! This apartment is located in the Bronzeville district…

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    From US$ 350
    price for 1 night
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  • 2Br Designer Loft Modern Luxe In City Center

    160 North Elizabeth Street, Chicago, United States ( Show map )

    The 130 m² 2Br Designer Loft Modern Luxe In City Center Chicago apartment is located 1.9 km from Chicago Union train station and only a…

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    From US$ 507
    price for 1 night
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  • Stylish 2Br Walk To Rush Uic 10 Min Downtown Chicago Free Parking Wifi

    2329 West Harrison Street Unit 1, Chicago, United States ( Show map )

    The spacious 111 m² Stylish 2Br Walk To Rush Uic 10 Min Downtown Chicago Free Parking Wifi Apartment lies within a 3-km distance of…

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    From US$ 216
    price for 1 night
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  • Stylish Cozy 3Br 420 Friendly Apartment With Gym Near Mccormick Place, Grant Park And Soldier Field

    2112 South Michigan Avenue Unit 3, Chicago, United States ( Show map )

    To enjoy your vacation in Chicago, stay at the spacious 2-bedroom Stylish Cozy 3Br 420 Friendly Apartment With Gym Near Mccormick Place, Grant Park…

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    From US$ 906
    price for 1 night
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  • 2 Bedroom Apt Near U Chicago Campus & The Lakefront!

    1024 E Hyde Park Blvd Apt 1S, Chicago, United States ( Show map )

    1-room 2 Bedroom Apt Near U Chicago Campus & The Lakefront! The apartment is 800 metres from Muhammad Ali House, and 2.6 km from the…

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    From US$ 315
    price for 1 night
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  • Spacious South Loop 2Br Apartment Near Mccormick Place, Soldier Field & Downtown Chicago

    2036 South Michigan Avenue Unit 603, Chicago, United States ( Show map )

    Spacious South Loop 2Br Apartment Near Mccormick Place, Soldier Field & Downtown Chicago includes a patio and is situated a 5-minute walk from the Second…

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    From US$ 1410
    price for 1 night
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  • Walk To Lake Michigan Chicago Apt With Yard

    3975 S Ellis Ave, Chicago, United States ( Show map )

    Walk To Lake Michigan Chicago Apt With Yard is located 3.2 km from the Smart Museum of Art and a 25-minute walk from the…

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    From US$ 246
    price for 1 night
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  • Modern & Furnished 2Br Apt With In-Unit Laundry - Sunnyside 2E

    5120 West Sunnyside Avenue, Chicago, United States ( Show map )

    To enjoy your vacation in Chicago, stay at the spacious 1-bedroom Modern & Furnished 2Br Apt With In-Unit Laundry - Sunnyside 2E Chicago, which is…

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    From US$ 115
    price for 1 night
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  • Fully Furnished Bedroom Near Medical District And Uic

    2820 West Arthington Street, Chicago, United States ( Show map )

    Located around a 25-minute walk from the modern United Center Arena, the 2-room Fully Furnished Bedroom Near Medical District And Uic Chicago apartment…

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    From US$ 50
    price for 1 night
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  • 1Br Modern Apartment In Chicago - Del Prado 811

    5307 South Hyde Park Boulevard, Chicago, United States ( Show map )

    The 1-room 1Br Modern Apartment In Chicago - Del Prado 811 is located only 1.1 km from the Sprawling hands-on Museum of Science and…

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    From US$ 236
    price for 1 night
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  • Lively 3Br Apt In Chicago - Milwaukee N3

    2957 North Milwaukee Avenue, Chicago, United States ( Show map )

    The spacious Lively 3Br Apt In Chicago - Milwaukee N3 is located a 15-minute drive from the baseball stadium "Wrigley Field" and within 700 metres…

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  • Brilliant Downtown Chicago 3-Bedroom Condominium

    158 West Huron Street 3C, Chicago, United States ( Show map )

    The 130 m² Brilliant Downtown Chicago 3-Bedroom Condominium apartment is nestled in a residential area of Chicago, 13 minutes' walk from the scenic Chicago…

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    From US$ 418
    price for 1 night
    Book Now From US$ 418
  • Mccormick Oasis With Balcony, Optional Parking, Patio And Gym Sleeps 6 Near Mccormick Place, Grant Park, Soldier Field & Museum Campus

    61 East 21St Street Apartment 621, Chicago, United States ( Show map )

    The spacious 84 m² Mccormick Oasis With Balcony, Optional Parking, Patio And Gym Sleeps 6 Near Mccormick Place, Grant Park, Soldier Field & Museum Campus Chicago…

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    From US$ 333
    price for 1 night
    Book Now From US$ 333