HotelDip

Cheapest dates for Any class hotels in Chicago

Stay flexible and book the dip. Greener days are cheaper, so tap a day to see hotels.

Cheapest stays in the next 3 months

1 night
from Tue, Jun 2 · $37/night
$37
June 2026
Sun
Mon
Tue
Wed
Thu
Fri
Sat
1$392Low$373$404$385$396$567$528$549$4910$4911$5012$5313$5214$5215$5016$4917$4918$5019$5520$5121$5822$5523$5624$5525$5426$6027$5928$5529$5430$50
Cheapest dayCheaperMidPriciest

Hotels for Mon, Jun 1

  • Kings Inn By OYO Calumet Park I-57

    Kings Inn By OYO Calumet Park I-57

    2.6Pleasant · 217 reviews
    $39
    $39/night · 1n
    Book
  • MOTEL EDGEBROOK CHICAGO NORTH SHORE BY OYO

    MOTEL EDGEBROOK CHICAGO NORTH SHORE BY OYO

    3.6Pleasant · 343 reviews
    $58
    $58/night · 1n
    Book
  • Wrigley Hostel - Chicago

    Wrigley Hostel - Chicago

    4.2Pleasant · 812 reviews
    $60
    $60/night · 1n
    Book
  • Days Inn by Wyndham Calumet Park

    Days Inn by Wyndham Calumet Park

    3.0Pleasant · 716 reviews
    $65
    $65/night · 1n
    Book
  • Regal Inn O'Hare Airport Franklin Park

    Regal Inn O'Hare Airport Franklin Park

    4.0Pleasant · 773 reviews
    $65
    $65/night · 1n
    Book
  • Red Roof Inn Chicago - Alsip

    Red Roof Inn Chicago - Alsip

    3.4Pleasant · 732 reviews
    $66
    $66/night · 1n
    Book
  • Rodeway Inn Chicago-Evanston

    Rodeway Inn Chicago-Evanston

    3.3Pleasant · 435 reviews
    $69
    $69/night · 1n
    Book
  • Red Roof Inn Morton Grove

    Red Roof Inn Morton Grove

    3.4Pleasant · 455 reviews
    $71
    $71/night · 1n
    Book
  • Motel 6

    Motel 6

    2.8Pleasant · 877 reviews
    $71
    $71/night · 1n
    Book
  • Motel 6 Elk Grove Village, IL - O'Hare

    Motel 6 Elk Grove Village, IL - O'Hare

    3.9Pleasant · 3,138 reviews
    $71
    $71/night · 1n
    Book
  • Quality Inn O'Hare Airport

    Quality Inn O'Hare Airport

    3.4Pleasant · 1,683 reviews
    $78
    $78/night · 1n
    Book
  • Super 8 by Wyndham Morton Grove/Chicago

    Super 8 by Wyndham Morton Grove/Chicago

    3.5Pleasant · 742 reviews
    $79
    $79/night · 1n
    Book
  • New Relax Inn

    New Relax Inn

    3.7Pleasant · 255 reviews
    $82
    $82/night · 1n
    Book
  • Ramada by Wyndham Hammond Hotel & Conference Center

    Ramada by Wyndham Hammond Hotel & Conference Center

    3.8Pleasant · 832 reviews
    $83
    $83/night · 1n
    Book
  • Sonesta Simply Suites Chicago O'Hare Airport

    Sonesta Simply Suites Chicago O'Hare Airport

    4.0Pleasant · 1,089 reviews
    $85
    $85/night · 1n
    Book
  • O'Hare Inn and Suites

    O'Hare Inn and Suites

    2.8Pleasant · 966 reviews
    $88
    $88/night · 1n
    Book
  • Super 8 by Wyndham Chicago/Rosemont/O'Hare/SE

    Super 8 by Wyndham Chicago/Rosemont/O'Hare/SE

    3.5Pleasant · 802 reviews
    $89
    $89/night · 1n
    Book
  • Extended Stay America Suites- Chicago - Midway

    Extended Stay America Suites- Chicago - Midway

    3.8Pleasant · 1,174 reviews
    $90
    $90/night · 1n
    Book
  • DoubleTree by Hilton Hotel Chicago O'Hare Airport - Rosemont

    DoubleTree by Hilton Hotel Chicago O'Hare Airport - Rosemont

    4.2Pleasant · 3,067 reviews
    $95
    $95/night · 1n
    Book
  • Wyndham Garden Elk Grove Village/O'Hare

    Wyndham Garden Elk Grove Village/O'Hare

    3.9Pleasant · 623 reviews
    $99
    $99/night · 1n
    Book
  • Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

    Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

    3.9Pleasant · 3,746 reviews
    $104
    $104/night · 1n
    Book
  • Extended Stay America Suites- Chicago - Skokie

    Extended Stay America Suites- Chicago - Skokie

    3.7Pleasant · 848 reviews
    $105
    $105/night · 1n
    Book
  • Chinatown Hotel

    Chinatown Hotel

    3.1Pleasant · 789 reviews
    $107
    $107/night · 1n
    Book
  • Four Points by Sheraton Chicago O'Hare Airport

    Four Points by Sheraton Chicago O'Hare Airport

    3.6Pleasant · 3,078 reviews
    $108
    $108/night · 1n
    Book
  • SpringHill Suites by Marriott Chicago O'Hare

    SpringHill Suites by Marriott Chicago O'Hare

    4.1Pleasant · 2,286 reviews
    $113
    $113/night · 1n
    Book
  • HI Chicago, The J. Ira and Nicki Harris Family Hostel

    HI Chicago, The J. Ira and Nicki Harris Family Hostel

    4.4Pleasant · 2,980 reviews
    $115
    $115/night · 1n
    Book
  • Embassy Suites by Hilton Chicago O'Hare Rosemont

    Embassy Suites by Hilton Chicago O'Hare Rosemont

    4.1Pleasant · 3,270 reviews
    $117
    $117/night · 1n
    Book
  • Holiday Inn Chicago O'Hare Area by IHG

    Holiday Inn Chicago O'Hare Area by IHG

    3.9Pleasant · 2,616 reviews
    $119
    $119/night · 1n
    Book
  • Holiday Inn Chicago O'Hare - Rosemont by IHG

    Holiday Inn Chicago O'Hare - Rosemont by IHG

    3.9Pleasant · 439 reviews
    $122
    $122/night · 1n
    Book
  • The Chicago Hotel Collection Wrigleyville

    The Chicago Hotel Collection Wrigleyville

    2.0Pleasant · 284 reviews
    $129
    $129/night · 1n
    Book
  • Holiday Inn Chicago North-Evanston by IHG

    Holiday Inn Chicago North-Evanston by IHG

    4.0Pleasant · 1,096 reviews
    $130
    $130/night · 1n
    Book
  • Best Western Inn & Suites - Midway Airport

    Best Western Inn & Suites - Midway Airport

    3.4Pleasant · 1,074 reviews
    $133
    $133/night · 1n
    Book
  • Hilton Garden Inn Chicago OHare Airport

    Hilton Garden Inn Chicago OHare Airport

    4.3Pleasant · 2,197 reviews
    $142
    $142/night · 1n
    Book
  • Spark by Hilton Des Plaines Chicago O'Hare

    Spark by Hilton Des Plaines Chicago O'Hare

    3.4Pleasant · 100 reviews
    $142
    $142/night · 1n
    Book
  • Villa Dubois Guest House

    Villa Dubois Guest House

    2.8Pleasant · 129 reviews
    $148
    $148/night · 1n
    Book
  • Hilton Chicago/Oak Lawn

    Hilton Chicago/Oak Lawn

    4.0Pleasant · 3,015 reviews
    $151
    $151/night · 1n
    Book
  • Aloft by Marriott Chicago O'Hare

    Aloft by Marriott Chicago O'Hare

    4.1Pleasant · 2,271 reviews
    $171
    $171/night · 1n
    Book
  • Hampton Inn & Suites Chicago-North Shore/Skokie

    Hampton Inn & Suites Chicago-North Shore/Skokie

    4.4Pleasant · 1,818 reviews
    $182
    $182/night · 1n
    Book
  • Hilton Garden Inn Chicago North Shore/Evanston

    Hilton Garden Inn Chicago North Shore/Evanston

    4.2Pleasant · 857 reviews
    $185
    $185/night · 1n
    Book
  • Best Western Plus Hawthorne Terrace Hotel

    Best Western Plus Hawthorne Terrace Hotel

    4.4Pleasant · 1,589 reviews
    $205
    $205/night · 1n
    Book
  • Loews Chicago O'Hare Hotel

    Loews Chicago O'Hare Hotel

    4.5Pleasant · 5,138 reviews
    $225
    $225/night · 1n
    Book
  • City Suites Hotel

    City Suites Hotel

    4.1Pleasant · 899 reviews
    $228
    $228/night · 1n
    Book
  • Marriott Chicago O’Hare

    Marriott Chicago O’Hare

    4.2Pleasant · 2,818 reviews
    $241
    $241/night · 1n
    Book
  • Holiday Inn Express Chicago - Magnificent Mile by IHG

    Holiday Inn Express Chicago - Magnificent Mile by IHG

    4.0Pleasant · 1,669 reviews
    $279
    $279/night · 1n
    Book
  • SOPHY - Hyde Park

    SOPHY - Hyde Park

    4.5Pleasant · 879 reviews
    $297
    $297/night · 1n
    Book
  • The Study at University of Chicago

    The Study at University of Chicago

    4.6Pleasant · 270 reviews
    $299
    $299/night · 1n
    Book
  • Freehand Chicago

    Freehand Chicago

    3.9Pleasant · 2,901 reviews
    $316
    $316/night · 1n
    Book
  • Sable at Navy Pier Chicago, Curio Collection by Hilton

    Sable at Navy Pier Chicago, Curio Collection by Hilton

    4.4Pleasant · 1,621 reviews
    $318
    $318/night · 1n
    Book
  • Hilton Garden Inn Chicago Downtown South Loop

    Hilton Garden Inn Chicago Downtown South Loop

    4.0Pleasant · 982 reviews
    $329
    $329/night · 1n
    Book
  • Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

    Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

    4.1Pleasant · 1,328 reviews
    $373
    $373/night · 1n
    Book

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