Hip Hotels in Chicago

Popular Places

  • McCormick Place
  • Midway Airport
  • Millenium Park
  • Navy Pier
  • O'Hare Airport
  • Sears Tower
  • Soldier Field
  • Wrigley Field
  • Neighborhoods

  • River North
  • expert pick

    W Chicago Lakeshore

    user rating

    644 N Lake Shore Dr
    At Ontario St

    Hip style, luxurious amenities... read more

    House 5863

    user rating

    5863 North Glenwood Ave

    Bed & Breakfast... read more

    W Chicago City Center

    user rating

    172 W Adams St
    At LaSalle St

    Historic and elegant lodgings in the Loop... read more

    Hotel 71

    user rating

    71 E Wacker Dr

    Hip riverfront hotel... read more

    Chicago Palmer House

    2415 W. Palmer

    House of Two Urns

    1239 N. Greenview Avenue

    Bed & Breakfast... read more

    expert pick

    Hotel Monaco

    user rating

    225 N Wabash Ave
    At Wacker Dr

    French-style lodgings north of the Loop... read more

    expert pick

    The James Hotel

    user rating

    55 East Ontario Street
    At Rush St

    Modern Boutique Comfort... read more

    expert pick

    Hyatt Regency Chicago

    user rating

    151 East Wacker Dr

    Live it large... read more

    expert pick

    InterContinental Chicago

    user rating

    505 N Michigan Ave
    At Grand Ave

    Historic Four-Star Hotel... read more

    expert pick

    The Wicker Park Inn

    user rating

    1329 N. Wicker Park Avenue

    On a quiet street... read more

    Hotel Amalfi

    user rating

    20 West Kinzie Street

    "An experience that will leave you glowing"...
    read more

    Bliss Spa at W Chicago Lakeshore

    user rating

    644 N Lake Shore Dr

    On Lakeshore Drive w/ million-$ views & a sexy, Asian-influenced design... read more

    Chicago Sailboat Charters

    3300 N. Belmont Harbor Dr.

    Affinia Chicago

    166 East Superior Street

    Stylish yet relaxed... read more

    China Grill

    230 N Michigan Ave

    China Grill storms the Windy City... read more

    expert pick

    The Fairmont Chicago Hotel

    user rating

    200 North Columbus Drive
    At Lake St

    Contemporary hotel with an elegant touch... read more

    expert pick

    The Silversmith Hotel & Suites

    user rating

    10 S Wabash Ave
    At Madison St

    A National Landmark... read more

    expert pick

    theWit A Doubletree Hotel

    201 N State Street

    Complete modern fun... read more

    expert pick

    Westin Michigan Avenue (The)

    user rating

    909 North Michigan Ave

    Hip hotel for sports' enthusiasts... read more
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