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2026-04-21

2026-04-22

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Extended Stay in Chicago

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887 properties found

  • Alluring Studio Apartment In Jefferson Park - Leland 1N

    5600 West Leland Avenue 1N, Chicago, United States ( Show map )

    To enjoy your vacation in Chicago, stay at the 37 m² Alluring Studio Apartment In Jefferson Park - Leland 1N Chicago, which is around 10 minutes…

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    From US$ 182
    price for 1 night
    Book Now From US$ 182
  • Urbaneden Loft Apartment

    3523 West Chicago Avenue, Chicago, United States ( Show map )

    To enjoy your vacation in Chicago, stay at the spacious 1-bedroom Urbaneden Loft Apartment Chicago, which is approximately 10 minutes' drive from the United…

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    From US$ 150
    price for 1 night
    Book Now From US$ 150
  • Cosy Room Near Medical District With Private Balcony

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

    Cosy Room Near Medical District With Private Balcony Chicago is located 15 minutes' drive from the Buckingham Fountain and 6 km from the Willis Tower.

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    From US$ 49
    price for 1 night
    Book Now From US$ 49
  • North Center Chicago - Walkable - Transit Accessible - King & Queen Beds

    2117 West Irving Park Road 3R, Chicago, United States ( Show map )

    The spacious North Center Chicago - Walkable - Transit Accessible - King & Queen Beds apartment is located 2 km from the restored theater "Music Box Theatre" and 5…

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    From US$ 688
    price for 1 night
    Book Now From US$ 688
  • Cozy Nest In Chicago'S Vibrant Lincoln Square

    2259 West Leland Avenue, Chicago, United States ( Show map )

    The spacious 121 m² Cozy Nest In Chicago'S Vibrant Lincoln Square Apartment lies 3.7 km from the Wrigley Field and nearly a 5-minute stroll…

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    From US$ 229
    price for 1 night
    Book Now From US$ 229
  • Mccormick Place Secret Oasis With Optional Parking For Up To 8 Guests

    2036 South Michigan Avenue Unit 404, Chicago, United States ( Show map )

    The spacious 2-bedroom Mccormick Place Secret Oasis With Optional Parking For Up To 8 Guests Chicago apartment is located approximately 6 km from Chicago…

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    From US$ 156
    price for 1 night
    Book Now From US$ 156
  • Super Amazing Place To Stay Near Downtown! Free Parking

    918 West 53Rd Street, Chicago, United States ( Show map )

    Super Amazing Place To Stay Near Downtown! The Guaranteed Rate Field is 2.3 km away, while The Chicago-Salem Church is just 250 metres from…

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    From US$ 45
    price for 1 night
    Book Now From US$ 45
  • Apartment By The Lake

    7425 North Sheridan Road 1 E, Chicago, United States ( Show map )

    The 93 m² Apartment By The Lake Chicago is located only 1.3 km from the community Pottawattomie Park and about a 25-minute walk from…

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    From US$ 327
    price for 1 night
    Book Now From US$ 327
  • 3Br Vibrant Apartment In Hyde Park - Bstone 5310-1

    5310 S Blackstone Ave, Chicago, United States ( Show map )

    To enjoy your vacation in Chicago, stay at the spacious 93 m² 3Br Vibrant Apartment In Hyde Park - Bstone 5310-1 Chicago, which is 4.8…

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    From US$ 516
    price for 1 night
    Book Now From US$ 516
  • Cool 2Br Apartment Close To Fun City - Grace 2

    West Grace Street 1109, Chicago, United States ( Show map )

    The 1-room Cool 2Br Apartment Close To Fun City - Grace 2 Chicago is located within 10 km of Chicago Union train station and nearly…

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    From US$ 557
    price for 1 night
    Book Now From US$ 557
  • Afrique Francaise De Woodlawn 2

    6554 South Rhodes Avenue 2, Chicago, United States ( Show map )

    The 100 m² Afrique Francaise De Woodlawn 2 Apartment Chicago is situated 6 minutes' walk from first house of prayer and 15 km from Midway…

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    From US$ 81
    price for 1 night
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  • 1Br Homey Apt In Irving Park - Troy 2

    3756 North Troy Street, Chicago, United States ( Show map )

    The spacious 65 m² 1Br Homey Apt In Irving Park - Troy 2 Chicago lies 2.4 km from Gross Park and about a 10-minute stroll…

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    From US$ 58
    price for 1 night
    Book Now From US$ 58
  • Ideal, Spacious & Furnished 1Br Apartment - Cullom C2

    4131 West Cullom Avenue, Chicago, United States ( Show map )

    Ideal, Spacious & Furnished 1Br Apartment - Cullom C2 Chicago is situated 250 metres from Muslim Community Center and 20 km from Chicago O'Hare International airport. This…

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    From US$ 172
    price for 1 night
    Book Now From US$ 172
  • Urban Coach Penthouse - Near Train, Medical District, And Downtown

    2846 West 21St Street Coach 2, Chicago, United States ( Show map )

    Urban Coach Penthouse - Near Train, Medical District, And Downtown Apartment Chicago is located just a 5-minute walk from Jacques Marquette Monument and looks out…

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    From US$ 101
    price for 1 night
    Book Now From US$ 101
  • Inviting 2-Bedroom Apt In Hyde Park - The Blackwood Rep

    5200 South Blackstone Avenue, Chicago, United States ( Show map )

    To enjoy your vacation in Chicago, stay at the spacious 67 m² Inviting 2-Bedroom Apt In Hyde Park - The Blackwood Rep Chicago, which is…

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    From US$ 301
    price for 1 night
    Book Now From US$ 301
  • Cozy 2Br Apt - Perfect For A Seamless Stay - Montrose 1A

    5115 West Montrose Avenue, Chicago, United States ( Show map )

    The spacious Cozy 2Br Apt - Perfect For A Seamless Stay - Montrose 1A Chicago is located 7 minutes' walk from Living Witness Apostolic Faith Temple and…

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    From US$ 110
    price for 1 night
    Book Now From US$ 110
  • 1Br Deluxe Apt With Complete Amenities - Campbell 3

    4605 North Campbell Avenue, Chicago, United States ( Show map )

    Located 13 km from Chicago Union railway station, the 74 m² 1Br Deluxe Apt With Complete Amenities - Campbell 3 Chicago is only a 9-minute…

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    From US$ 58
    price for 1 night
    Book Now From US$ 58
  • Apartment Sleeps 4 With Free Parking

    5728 West Higgins Avenue, Chicago, United States ( Show map )

    The 75 m² Apartment Sleeps 4 With Free Parking Chicago is located 10 minutes by car from Emmett Whealan Swimming Pool and 0.9 km from…

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    From US$ 319
    price for 1 night
    Book Now From US$ 319
  • Cozy & Inviting 2Br Apartment - Sunnyside 3F

    3205 West Sunnyside Avenue, Chicago, United States ( Show map )

    Cozy & Inviting 2Br Apartment - Sunnyside 3F Chicago is located 4.7 km from the baseball stadium "Wrigley Field" and 25 minutes on foot from Gross Park.

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    From US$ 79
    price for 1 night
    Book Now From US$ 79
  • 1Br Stylish & Modern Chicago Apartment - Kenwood 508 Rep

    5220 South Kenwood Avenue, Chicago, United States ( Show map )

    To enjoy your vacation in Chicago, stay at the spacious 65 m² 1Br Stylish & Modern Chicago Apartment - Kenwood 508 Rep, which is just 1.6 km…

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    From US$ 251
    price for 1 night
    Book Now From US$ 251