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Hotel Deals in Chicago This season's top Sales!

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  • 3-Star Top-Secret Downtown Chicago Hotel

    Chicago Hotel Deals 3-Star Top-Secret Downtown Chicago Hotel 3-Star Top-Secret Downtown Chicago Hotel

    $59

  • 4-Star Top-Secret Hotel in Downtown Chicago

    4-Star Top-Secret Hotel in Downtown Chicago 4-Star Top-Secret Chicago Hotel – Premium Collection

    $68

  • 4-Star Top-Secret Hotel in Downtown Chicago

    4-Star Top-Secret Hotel in Downtown Chicago 4-Star Top-Secret Chicago Hotel

    $65

  • Pet-Friendly Chicago Hotel near Michigan Avenue

    Pet-Friendly Chicago Hotel near Michigan Avenue Red Roof Inn Chicago Downtown Magnificent Mile

    $43

  • 4-Star Top-Secret Hotel in Chicago

    4-Star Top-Secret Hotel in Chicago 4-Star Top-Secret Chicago Hotel

    $89

  • 4.5-Star Hotel with Daily Parking on the Mag Mile

    4.5-Star Hotel with Daily Parking on the Mag Mile The Gwen Hotel

    $86

  • 3.5-Star Top-Secret Magnificent Mile Hotel

    3.5-Star Top-Secret Magnificent Mile Hotel 3.5-Star Top-Secret Magnificent Mile Chicago Hotel

    $59

  • Boutique Hotel in Downtown Chicago

    Boutique Hotel in Downtown Chicago ACME Hotel Company

    $85

  • 4-Star 1920s Hotel on Chicago's Mag Mile

    4-Star 1920s Hotel on Chicago's Mag Mile Warwick Allerton Hotel Chicago — Premium Collection

    $90

  • 4.5-Star Boutique Hotel near Chicago’s Magnificent Mile

    4.5-Star Boutique Hotel near Chicago’s Magnificent Mile Ivy Boutique Hotel

    $109

  • 4-Star Boutique Hotel in Chicago's Lincoln Park

    4-Star Boutique Hotel in Chicago's Lincoln Park Hotel Lincoln

    $76

  • Romantic Suites in Chicago Suburbs

    Romantic Suites in Chicago Suburbs The Champagne Lodge & Luxury Suites

    $99

  • 4-Diamond Hotel in Chicago's North Shore

    4-Diamond Hotel in Chicago's North Shore Renaissance Chicago North Shore Hotel — Premium Collection

    $79

  • Entertainment Resort with 6 Restaurants near Chicago

    Entertainment Resort with 6 Restaurants near Chicago Pheasant Run Resort

    $69

  • Luxury Spa Resort on Geneva Lake

    Luxury Spa Resort on Geneva Lake The Abbey Resort

    $89

  • Chicagoland Water Park Resort with Park Passes

    Chicagoland Water Park Resort with Park Passes KeyLime Cove Indoor Waterpark Resort

    $140

  • Chicago Marriott Suites Downers Grove

    Chicago Marriott Suites Downers Grove Chicago Marriott Suites Downers Grove

    $139

  • Clubhouse Oakbrook Inn & Suites

    Clubhouse Oakbrook Inn & Suites Clubhouse Oakbrook Inn & Suites

    $79

  • The Westin Lombard Yorktown Center

    The Westin Lombard Yorktown Center The Westin Lombard Yorktown Center

    $129

  • Courtyard by Marriott Chicago Arlington Heights / South

    Courtyard by Marriott Chicago Arlington Heights / South Courtyard by Marriott Chicago Arlington Heights / South

    $89

  • Embassy Suites - Chicago O'Hare - Rosemont

    Embassy Suites – Chicago O'Hare – Rosemont Embassy Suites – Chicago O'Hare – Rosemont

    $129

  • Chicago Marriott Midway

    Chicago Marriott Midway Chicago Marriott Midway

    $216

  • The Westin Chicago Northwest

    The Westin Chicago Northwest The Westin Chicago Northwest

    $93

  • DoubleTree by Hilton Chicago - North Shore Conference Center

    DoubleTree by Hilton Chicago – North Shore Conference Center DoubleTree by Hilton Chicago – North Shore Conference Center

    $129

  • theWit Chicago - a DoubleTree by Hilton Hotel

    theWit Chicago – a DoubleTree by Hilton Hotel theWit Chicago – a DoubleTree by Hilton Hotel

    $249

  • Kinzie Hotel

    Kinzie Hotel Kinzie Hotel

    $109

  • Dana Hotel and Spa

    Dana Hotel and Spa Dana Hotel and Spa

    $109

  • Kimpton Burnham Hotel

    Kimpton Burnham Hotel Kimpton Burnham Hotel

    $189

  • Waldorf Astoria Chicago

    Waldorf Astoria Chicago Waldorf Astoria Chicago

    $435

  • Hilton Garden Inn Naperville/Warrenville

    Hilton Garden Inn Naperville/Warrenville Hilton Garden Inn Naperville/Warrenville

    $189

  • Sofitel Chicago Magnificent Mile

    Sofitel Chicago Magnificent Mile Sofitel Chicago Magnificent Mile

    $211

  • Four Seasons Hotel Chicago

    Four Seasons Hotel Chicago Four Seasons Hotel Chicago

    $526

  • Hyatt Regency Schaumburg Chicago

    Hyatt Regency Schaumburg Chicago Hyatt Regency Schaumburg Chicago

    $139

  • Homewood Suites by Hilton Chicago-Lincolnshire

    Homewood Suites by Hilton Chicago-Lincolnshire Homewood Suites by Hilton Chicago-Lincolnshire

    $199

  • Hampton Inn Majestic Chicago Theatre District

    Hampton Inn Majestic Chicago Theatre District Hampton Inn Majestic Chicago Theatre District

    $169

  • Holiday Inn Chicago-Tinley Park-Convention Center

    Holiday Inn Chicago-Tinley Park-Convention Center Holiday Inn Chicago-Tinley Park-Convention Center

    $126

  • Best Western River North Hotel

    Best Western River North Hotel Best Western River North Hotel

    $112

  • Residence Inn by Marriott Chicago Bloomingdale

    Residence Inn by Marriott Chicago Bloomingdale Residence Inn by Marriott Chicago Bloomingdale

    $95

  • W Chicago - Lakeshore

    W Chicago – Lakeshore W Chicago – Lakeshore

    $159

  • ACME Hotel Company Chicago

    ACME Hotel Company Chicago ACME Hotel Company Chicago

    $291

  • DoubleTree by Hilton Chicago - Schaumburg

    DoubleTree by Hilton Chicago – Schaumburg DoubleTree by Hilton Chicago – Schaumburg

    $80

  • Hotel Blake, an Ascend Hotel Collection Member

    Hotel Blake, an Ascend Hotel Collection Member Hotel Blake, an Ascend Hotel Collection Member

    $101

  • Courtyard Chicago Midway Airport

    Courtyard Chicago Midway Airport Courtyard Chicago Midway Airport

    $118

  • Crowne Plaza Hotel Chicago O'Hare

    Crowne Plaza Hotel Chicago O'Hare Crowne Plaza Hotel Chicago O'Hare

    $120

  • Hilton Garden Inn Chicago/Midway Airport

    Hilton Garden Inn Chicago/Midway Airport Hilton Garden Inn Chicago/Midway Airport

    $240

  • The Drake Hotel

    The Drake Hotel The Drake Hotel

    $199

  • Courtyard by Marriott Chicago Oakbrook Terrace

    Courtyard by Marriott Chicago Oakbrook Terrace Courtyard by Marriott Chicago Oakbrook Terrace

    $100

  • Chicago Marriott Oak Brook

    Chicago Marriott Oak Brook Chicago Marriott Oak Brook

    $155

  • Holiday Inn Chicago-Oakbrook

    Holiday Inn Chicago-Oakbrook Holiday Inn Chicago-Oakbrook

    $110

  • Palomar Chicago, a Kimpton Hotel

    Palomar Chicago, a Kimpton Hotel Palomar Chicago, a Kimpton Hotel

    $251