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2026-04-27

2026-04-28

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Luxury accommodations in Chicago

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800 properties found

  • Greater Grand Crossing/Hyde Park

    6720 South Wabash Avenue, Chicago, United States ( Show map )

    The 12 m² Greater Grand Crossing/Hyde Park Apartment Chicago lies around 4 km from the Sprawling hands-on Museum of Science and Industry and…

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    From US$ 149
    price for 1 night
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  • Massive 6Br Luxury Suite Sleeps 12 Guests With Jacuzzi & Pool Table Perfect Group Stay And Optional Parking Near Mccormick Place & Soldier Field

    2036 South Michigan Avenue 106, Chicago, United States ( Show map )

    To enjoy your vacation in Chicago, stay at the spacious 4-bedroom Massive 6Br Luxury Suite Sleeps 12 Guests With Jacuzzi & Pool Table Perfect Group…

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    From US$ 1756
    price for 1 night
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  • Billiards Patio Parking

    2032 West Pierce Avenue, Unit 1, Chicago, United States ( Show map )

    The spacious 2-bedroom Billiards Patio Parking Apartment Chicago lies approximately 5 km from the Skydeck Chicago and approximately 5 minutes' walk from Damen tube…

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  • Luxury Studio Apartment With Optional Parking And Gym Access Near Mccormick Place, Chinatown And Soldier Field

    2036 South Michigan Avenue Unit 608, Chicago, United States ( Show map )

    Situated 5 minutes' walk from the indoor Wintrust Arena, Luxury Studio Apartment With Optional Parking And Gym Access Near Mccormick Place, Chinatown And Soldier Field…

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    From US$ 990
    price for 1 night
    Book Now From US$ 990
  • Home Away From Home

    6110 North Damen Avenue Apt 1F, Chicago, United States ( Show map )

    Home Away From Home Chicago apartment is located 2.9 km from the Foster Beach and within a 10-minute drive of the Emil Bach House…

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    From US$ 149
    price for 1 night
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  • Luxury 3Br Spacious Suite Sleeps 8 Guests With Patio, Skyline View, Optional Parking And Gym Access Near Mccormick Place And Lakefront

    2036 South Michigan Avenue Unit 309, Chicago, United States ( Show map )

    The 88 m² Skyline View Patio Suite: McCormick Place 3BR Retreat Chicago is located 4.3 km from the half - mile - long Navy Pier and approximately…

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    From US$ 545
    price for 1 night
    Book Now From US$ 545
  • Spacious 3Br Family Oasis Sleeps 8 With Free Parking Near Medical District, Douglas Park And University Of Illinois Chicago

    1358 South Fairfield Avenue Unit 1, Chicago, United States ( Show map )

    To enjoy your vacation in Chicago, stay at the 139 m² Spacious 3Br Family Oasis Sleeps 8 With Free Parking Near Medical District, Douglas Park…

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    From US$ 294
    price for 1 night
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  • Flexhome Wicker Park - Stylish 2Br - Sleeps 6

    2149 W Division St, Chicago, Il 60622, Usa, Chicago, United States ( Show map )

    The spacious 102 m² Flexhome Wicker Park - Stylish 2Br - Sleeps 6 Chicago apartment lies 4.9 km from the skyscraper 360 Chicago Observation Deck and nearly…

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    From US$ 134
    price for 1 night
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  • Free Parking! Private Rooftop! 3Bd Near Downtown!

    3001 S Princeton Ave, Chicago, United States ( Show map )

    The 42 m² Free Parking! The apartment is located 900 m from Sox-35th underground station, around 7 km from the Sprawling hands-on Museum…

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    From US$ 455
    price for 1 night
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  • The Banksy-Greystone Rooftop Firepit United Center

    2320 W Jackson Blvd, Chicago, United States ( Show map )

    The spacious 111 m² The Banksy-Greystone Rooftop Firepit United Center Chicago apartment is located merely 650 metres from Jackson Boulevard Christian Church and offers…

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  • 1Br Airy Apartment With Wi-Fi - Barry 2

    5522 West Barry Avenue, Chicago, United States ( Show map )

    The 1-room 1Br Airy Apartment With Wi-Fi - Barry 2 Chicago is located nearly a 25-minute walk from the Brickyard and around 6…

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    From US$ 123
    price for 1 night
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  • Modern 2Br South Loop Gem Near Mccormick Place, Navy Pier, Adler Planetarium & Columbia College

    61 East 21St Street Apartment 517, Chicago, United States ( Show map )

    The spacious Modern 2Br South Loop Gem Near Mccormick Place, Navy Pier, Adler Planetarium & Columbia College Chicago apartment is located 5 minutes' walk from the…

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    From US$ 566
    price for 1 night
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  • Wrigley Garden Unit

    820 W. Newport Ave, Chicago, United States ( Show map )

    The 1-room Wrigley Garden Unit Apartment Chicago lies approximately 800 metres from the Church of Our Lady of Mount Carmel and a mere 5…

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    From US$ 242
    price for 1 night
    Book Now From US$ 242
  • Quiet 1Br, Eat-In Kitchen, Close To Midway

    2949 West 56Th Street 2, Chicago, United States ( Show map )

    The spacious 70 m² Quiet 1Br, Eat-In Kitchen, Close To Midway Chicago apartment is located within 25 minutes' walk of Lindblom Park and offers…

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    From US$ 121
    price for 1 night
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  • Cozy North Side Oasis

    3138 West Wabansia Avenue, Chicago, United States ( Show map )

    Nestled approximately 5 minutes' walk from Chua Lien Hoa Buddhist Temple, Cozy North Side Oasis Apartment Chicago offers quick access to numerous tourist attractions nearby.

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    From US$ 331
    price for 1 night
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  • Beautifully Remodeled Flat Downtown #3N

    858 North Orleans Street #3N, Chicago, United States ( Show map )

    Situated nearly 5 minutes' walk from Durse Park, Beautifully Remodeled Flat Downtown #3N Villa Chicago offers easy access to numerous tourist spots in the area.

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    From US$ 239
    price for 1 night
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  • Spacious 4Br Apt In Historic Hyde Park Near Beach

    1209 East Madison Park Apt 2, Chicago, United States ( Show map )

    Spacious 4Br Apt In Historic Hyde Park Near Beach Apartment Chicago is located 0.8 km from Hyde Park Hair Salon and 6 minutes' walk from…

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    From US$ 317
    price for 1 night
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  • Bright & Modern 3Br And 1Ba In Logan Square

    2751 W Francis Pl, Chicago, United States ( Show map )

    Located within a 15-minute drive of the tall skyscraper "Willis Tower", Bright & Modern 3Br And 1Ba In Logan Square Apartment Chicago is 6 km…

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  • Modern 2Br With Patio & Cozy Space

    851 North Fairfield Avenue, Chicago, United States ( Show map )

    Modern 2Br With Patio & Cozy Space Chicago apartment is located 15 minutes' drive from the free Lincoln Park Zoo and 6 km from the scenic…

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    From US$ 432
    price for 1 night
    Book Now From US$ 432
  • Enchanting 2-Bedroom Apt In Chicago - Clark 4

    5222 North Clark Street, Chicago, United States ( Show map )

    Enchanting 2-Bedroom Apt In Chicago - Clark 4 is situated a 5-minute walk from the Brown Elephant and 25 km from Chicago O'Hare International…

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    From US$ 61
    price for 1 night
    Book Now From US$ 61