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2026-03-02

2026-03-03
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Luxury accommodations in Chicago

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776 results

  • Modern Green Escape Near Il Medical District

    From US$ 295

    602 South Western Avenue, Chicago, United States (To the map)

    To the hotel

    price for 1 night
    Book Now From US$ 295
  • 7 Mi To Downtown Luxe Chicago Condo

    From US$ 491

    5434 S Michigan Ave Unit 3, Chicago, United States (To the map)

    To the hotel

    price for 1 night
    Book Now From US$ 491
  • Chic 2Br Suite W Gym & Meeting Room By Stay Gia

    From US$ 132

    Chicago, United States (To the map)

    Chic 2Br Suite W Gym & Meeting Room By Stay Gia apartment lies around a 15-minute ride from Wrigley Field and merely 200 metres from Loyola tube station.

    To the hotel

    price for 1 night
    Book Now From US$ 132
  • Heart Of Chicago 4 Bedroom

    1821 West Cullerton Street, Chicago, United States (To the map)

    To the hotel

    Book Now
  • Immaculate Brand New Penthouse Chicago

    From US$ 799

    1630 West Warren Boulevard, Chicago, United States (To the map)

    To the hotel

    price for 1 night
    Book Now From US$ 799
  • Spacious 4Br With Outdoor Oasis

    From US$ 1242

    851 North Fairfield Avenue, Chicago, United States (To the map)

    To the hotel

    price for 1 night
    Book Now From US$ 1242
  • Charming 3Br Escape In The Heart Of Hyde Park

    From US$ 1150

    5229 S Drexel Ave, Chicago, United States (To the map)

    To the hotel

    price for 1 night
    Book Now From US$ 1150
  • Chicago Downtown River North

    From US$ 99

    356 West Superior Street 2Nd Fl, Chicago, United States (To the map)

    To the hotel

    price for 1 night
    Book Now From US$ 99
  • Envitae 3Br Spacious Lux Skyview Of Navy Pier

    From US$ 537

    West Huron Street, Chicago, United States (To the map)

    Envitae 3Br Spacious Lux Skyview Of Navy Pier Hotel, located 3 km from Adler Planetarium, boasts an indoor pool.

    To the hotel

    price for 1 night
    Book Now From US$ 537
  • 4-Bedroom Luxury Home With Rooftop & Skyline Views

    From US$ 1227

    West Chicago Avenue 2048, Chicago, United States (To the map)

    To the hotel

    price for 1 night
    Book Now From US$ 1227
  • Beautifully Remodeled Flat Downtown #3N

    From US$ 239

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

    To the hotel

    price for 1 night
    Book Now From US$ 239
  • Merged Charming 1Br Apartment Close To Shops - Larchmont 3

    From US$ 146

    1909 West Larchmont Avenue, Chicago, United States (To the map)

    1Br Kitchen, King Bed, Wifi Near Shops, Dining apartment is nearly 1.4 km from the newly developed Gallagher Way Plaza. This accommodation consists of 1 bedroom and 1 bathroom.

    To the hotel

    price for 1 night
    Book Now From US$ 146
  • Mccormick Place Spacious 5Br Suite With Pool Table & Optional Parking Sleeps 10 Near Soldier Field And Grant Park

    From US$ 770

    2010 South Wabash Avenue 3F, Chicago, United States (To the map)

    To the hotel

    price for 1 night
    Book Now From US$ 770
  • Pool Table, Pingpong, Arcade, 2-Car Parking, 3 Floors!

    From US$ 606

    North Talman Avenue 1418, Chicago, United States (To the map)

    To the hotel

    price for 1 night
    Book Now From US$ 606
  • 1Br Contemporary Apt With Laundry Facility - Lockwood 1 & 2

    From US$ 96

    2739 North Lockwood Avenue, Chicago, United States (To the map)

    The Dill Pickle Food Co-op is within 4 km of the 1-room Contemporary 1Br Apartment With Wi-Fi! - Lockwood 1 & 2 apartment, while Grace is situated nearby.

    To the hotel

    price for 1 night
    Book Now From US$ 96
  • One Room In An Apt Haven

    From US$ 208

    2124 North Lorel Avenue Basement, Chicago, United States (To the map)

    The 1-room One Room In An Apt Haven apartment is about a 10-minute ride from Rutherford Sayre Park. The Brickyard is opposite to the apartment, while Saint Stanislaus Bishop and Martyr Catholic…

    To the hotel

    price for 1 night
    Book Now From US$ 208
  • Nice And Cozy. Sleeps 5.

    From US$ 98

    6144 West School Street, Chicago, United States (To the map)

    To the hotel

    price for 1 night
    Book Now From US$ 98
  • Envitae 3Br Downtown Luxurious Suite Views & Pool

    From US$ 992

    East Upper Wacker Drive, Chicago, United States (To the map)

    Envitae 3Br Downtown Luxurious Suite Views & Pool offers accommodation in Gold Coast district. Crown Fountain is steps away, while Ogilvie Transportation Center train station is within a 20 minutes'…

    To the hotel

    price for 1 night
    Book Now From US$ 992
  • Cozy Studio Apt With In-Unit Laundry And Wi-Fi! - Montrose 111

    From US$ 296

    851 West Montrose Avenue, Chicago, United States (To the map)

    Graceland Cemetery is around 20 minutes' walk from the 1-room Cozy Uptown Studio With In-Unit Laundry & Wi-Fi! - Montrose 111 Apartment apartment, while Garfield-Clarendon Model Railroad Club is…

    To the hotel

    price for 1 night
    Book Now From US$ 296
  • Relaxing Entire Roseland Neighborhood Apartment Unit

    From US$ 244

    143 East 111Th Street 1, Chicago, United States (To the map)

    The 111 m² Relaxing Entire Roseland Neighborhood Apartment Unit apartment lies around 25 minutes' walk from Indoor Water Park.

    To the hotel

    price for 1 night
    Book Now From US$ 244