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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 3Br Group Comfort Near Downtown, Grant Park, Soldier Field And Mccormick Place

    2112 South Michigan Avenue Unit 4, Chicago, United States ( Show map )

    Situated merely 5 minutes' stroll from Cermak-McCormick Place underground station, the spacious 111 m² South Loop 3Br Group Comfort Near Downtown, Grant Park, Soldier…

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    From US$ 278
    price for 1 night
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  • ✪ Cozy 1 Bedroom Close To Downtown Chicago ✪

    1335 North Greenview Avenue Apt 1F, Chicago, United States ( Show map )

    To enjoy your vacation in Chicago, stay at ✪ Cozy 1 Bedroom Close To Downtown Chicago ✪ apartment, which is approximately 10 minutes by car from the…

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    From US$ 84
    price for 1 night
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  • Perfect Stay - Modern 2Br Unit - Barry Gb

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

    The spacious 102 m² Perfect Stay - Modern 2Br Unit - Barry Gb Chicago apartment lies within a 7-km distance of the Skydeck Chicago and only…

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  • Mccormick Place Huge 2Br Cozy Loft Suite With Optional Parking Sleeps 8 Near Soldier Field And Grant Park

    206, 2036 South Michigan Avenue, Chicago, United States ( Show map )

    The 2-room Mccormick Place Huge 2Br Cozy Loft Suite With Optional Parking Sleeps 8 Near Soldier Field And Grant Park Chicago offers easy access…

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    From US$ 201
    price for 1 night
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  • Stylish & Bright Gem Overlooks Lovely Park With Great Amenities

    3850 West Diversey Avenue, Chicago, United States ( Show map )

    The spacious Stylish & Bright Gem Overlooks Lovely Park With Great Amenities Chicago apartment is located 6 km from the baseball stadium "Wrigley Field" and a…

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    From US$ 201
    price for 1 night
    Book Now From US$ 201
  • 1Br Adorable Apt With In-Unit Laundry - Lake 206 Rep

    630 West Lake Street, Chicago, United States ( Show map )

    The spacious 1Br Adorable Apt With In-Unit Laundry - Lake 206 Rep Chicago is situated 6 minutes' walk from the Merchandise Mart and 20 km…

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    From US$ 579
    price for 1 night
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  • The Village Inn By Dakota Gal Digs

    2111 North Kenmore Avenue Unit 1, Chicago, United States ( Show map )

    Along with Wi-Fi and parking, The Village Inn By Dakota Gal Digs Chicago villa offers proximity to the tall skyscraper "Willis Tower", located 4.9…

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    From US$ 973
    price for 1 night
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  • Stylish 3Bedroom Aparment W Games & Free Parking

    1940 North Kostner Avenue, Chicago, United States ( Show map )

    The 22 m² Stylish 3Bedroom Aparment W Games & Free Parking Chicago apartment is located approximately a 25-minute walk from the Bloomingdale Trail and Park…

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    From US$ 176
    price for 1 night
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  • Perfect Wrigleyville Stay

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

    Staying at the 130 m² Perfect Wrigleyville Stay Chicago apartment, guests can visit Northalsted Market Days, located about 5 minutes' walk away. Just 450 m…

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    From US$ 600
    price for 1 night
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  • Indulging 2Br Apartment In Festive Boystown - Buckingham 1

    641 West Buckingham Place, Chicago, United States ( Show map )

    To enjoy your vacation in Chicago, stay at the spacious 1-bedroom Indulging 2Br Apartment In Festive Boystown - Buckingham 1 Chicago, which is around 7…

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    From US$ 170
    price for 1 night
    Book Now From US$ 170
  • Bootlegger House Sleeps 10-20 Free Tv & Parking

    3153 North Pine Grove Avenue, Chicago, United States ( Show map )

    The 325 m² Bootlegger House Sleeps 10-20 Free Tv & Parking Apartment Chicago is located 11 minutes' walk from Briar Street Theatre and 1.1 km…

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    From US$ 2310
    price for 1 night
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  • Hamaline Luxury Guest House

    76 East 37Th Street, Chicago, United States ( Show map )

    Located a 16-minute walk from the Guaranteed Rate Field, Hamaline Luxury Guest House Chicago villa offers temporary art galleries for guests' leisure. This property…

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    From US$ 336
    price for 1 night
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  • Chic & Fully Furnished 2Br Apartment - Roscoe 1

    3906 West Roscoe Street, Chicago, United States ( Show map )

    To enjoy your vacation in Chicago, stay at the spacious 1-bedroom Chic & Fully Furnished 2Br Apartment - Roscoe 1 Chicago, which is around 6 km…

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    From US$ 147
    price for 1 night
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  • Fully Furnished Extended Stay Work Or Insurance In Chicago

    5539 West Adams Street Garden, Chicago, United States ( Show map )

    To enjoy your vacation in Chicago, stay at the 1-room Fully Furnished Extended Stay Work Or Insurance In Chicago apartment, which is around 600…

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    From US$ 133
    price for 1 night
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  • 1Br Fully Equipped & Central - Belmont Rep

    1627 West Belmont Avenue, Chicago, United States ( Show map )

    Situated nearly 5 minutes' walk from St. The baseball stadium "Wrigley Field" is 2.3 km from the apartment, while the live music venue "Congress Theater"…

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    From US$ 156
    price for 1 night
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  • Freshly Minted 2Br - Elegance & Comfort In Central Chicago

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

    The Skydeck Chicago is approximately 25 minutes' walk from the spacious 2-bedroom Freshly Minted 2Br - Elegance & Comfort In Central Chicago apartment, while the Skinner…

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    From US$ 708
    price for 1 night
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  • Beautifully Remodeled Third Floor Flat In River North - 3N

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

    The spacious 111 m² Beautifully Remodeled Third Floor Flat In River North - 3N Chicago lies 2.2 km from the Skydeck Chicago and just 10 minutes…

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    From US$ 585
    price for 1 night
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  • City Charm Studio Apt In Chicago - Kenwood 205

    5532 South Kenwood Avenue, Chicago, United States ( Show map )

    City Charm Studio Apt In Chicago - Kenwood 205 is located 850 metres from the leading research center "Oriental Institute Museum" and 15 minutes' walk from…

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    From US$ 170
    price for 1 night
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  • Iklektik House // Bluejay

    2334 West Erie Street 1F, Chicago, United States ( Show map )

    Situated approximately a 5-minute walk from the Farmers Pride Produce, the 60 m² Iklektik House // Bluejay Apartment Chicago offers guests easy access to various…

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    From US$ 207
    price for 1 night
    Book Now From US$ 207
  • Wonderful Home Close To Downtown Chicago - Free Parking

    944 West 52Nd Street, Chicago, United States ( Show map )

    The 7-room Wonderful Home Close To Downtown Chicago - Free Parking apartment offers easy access to such tourist sites as Pillar Of Truth Evanglistic Church…

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    From US$ 44
    price for 1 night
    Book Now From US$ 44