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

7 nights
from Mon, Jun 1 · $43/night
$301
June 2026
Sun
Mon
Tue
Wed
Thu
Fri
Sat
1Low$3012$3163$3304$3445$3616$3757$3718$3719$36710$36511$36112$35913$36114$36015$37516$38917$40418$41319$42020$42021$42022$42023$41924$41225$40226$40627$41828$41929$41930$412
Cheapest dayCheaperMidPriciest

Hotels for Sat, Jul 25

  • Kings Inn By OYO Calumet Park I-57

    Kings Inn By OYO Calumet Park I-57

    2.6Pleasant · 217 reviews
    $397
    $57/night · 7n
    Book
  • Rodeway Inn Chicago North Shore - Lincolnwood

    Rodeway Inn Chicago North Shore - Lincolnwood

    3.4Pleasant · 678 reviews
    $426
    $61/night · 7n
    Book
  • Admiral Motel By OYO Chicago I-94

    Admiral Motel By OYO Chicago I-94

    3.5Pleasant · 163 reviews
    $431
    $62/night · 7n
    Book
  • Best Motel By OYO Chicago I-90

    Best Motel By OYO Chicago I-90

    3.2Pleasant · 462 reviews
    $432
    $62/night · 7n
    Book
  • Red Roof Inn Chicago - Alsip

    Red Roof Inn Chicago - Alsip

    3.4Pleasant · 732 reviews
    $449
    $64/night · 7n
    Book
  • Rodeway Inn Chicago-Evanston

    Rodeway Inn Chicago-Evanston

    3.3Pleasant · 435 reviews
    $468
    $67/night · 7n
    Book
  • MOTEL EDGEBROOK CHICAGO NORTH SHORE BY OYO

    MOTEL EDGEBROOK CHICAGO NORTH SHORE BY OYO

    3.6Pleasant · 343 reviews
    $477
    $68/night · 7n
    Book
  • Motel 6

    Motel 6

    2.8Pleasant · 877 reviews
    $534
    $76/night · 7n
    Book
  • Days Inn by Wyndham Calumet Park

    Days Inn by Wyndham Calumet Park

    3.0Pleasant · 716 reviews
    $554
    $79/night · 7n
    Book
  • Days Inn and Suites by Wyndham Hammond, IN

    Days Inn and Suites by Wyndham Hammond, IN

    3.1Pleasant · 696 reviews
    $591
    $84/night · 7n
    Book
  • Ramada by Wyndham Hammond Hotel & Conference Center

    Ramada by Wyndham Hammond Hotel & Conference Center

    3.8Pleasant · 832 reviews
    $601
    $86/night · 7n
    Book
  • Motel 6 Elk Grove Village, IL - O'Hare

    Motel 6 Elk Grove Village, IL - O'Hare

    3.9Pleasant · 3,138 reviews
    $612
    $87/night · 7n
    Book
  • O'Hare Inn and Suites

    O'Hare Inn and Suites

    2.8Pleasant · 966 reviews
    $622
    $89/night · 7n
    Book
  • Regal Inn O'Hare Airport Franklin Park

    Regal Inn O'Hare Airport Franklin Park

    4.0Pleasant · 773 reviews
    $628
    $90/night · 7n
    Book
  • Baymont by Wyndham Chicago/Calumet City

    Baymont by Wyndham Chicago/Calumet City

    2.8Pleasant · 1,111 reviews
    $629
    $90/night · 7n
    Book
  • Rainbow Motel

    Rainbow Motel

    3.9Pleasant · 336 reviews
    $641
    $92/night · 7n
    Book
  • Super 8 by Wyndham Morton Grove/Chicago

    Super 8 by Wyndham Morton Grove/Chicago

    3.5Pleasant · 742 reviews
    $656
    $94/night · 7n
    Book
  • Red Roof Inn Morton Grove

    Red Roof Inn Morton Grove

    3.4Pleasant · 455 reviews
    $693
    $99/night · 7n
    Book
  • New Relax Inn

    New Relax Inn

    3.7Pleasant · 255 reviews
    $741
    $106/night · 7n
    Book
  • Super 8 by Wyndham Chicago O'Hare Airport

    Super 8 by Wyndham Chicago O'Hare Airport

    3.7Pleasant · 1,600 reviews
    $800
    $114/night · 7n
    Book
  • Cindy Lyn Motel

    Cindy Lyn Motel

    3.6Pleasant · 454 reviews
    $815
    $116/night · 7n
    Book
  • Quality Inn O'Hare Airport

    Quality Inn O'Hare Airport

    3.4Pleasant · 1,683 reviews
    $816
    $117/night · 7n
    Book
  • Extended Stay America Suites- Chicago - Skokie

    Extended Stay America Suites- Chicago - Skokie

    3.7Pleasant · 848 reviews
    $965
    $138/night · 7n
    Book
  • Super 8 by Wyndham Chicago/Rosemont/O'Hare/SE

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

    3.5Pleasant · 802 reviews
    $981
    $140/night · 7n
    Book
  • Holiday Inn Chicago North-Evanston by IHG

    Holiday Inn Chicago North-Evanston by IHG

    4.0Pleasant · 1,096 reviews
    $996
    $142/night · 7n
    Book
  • Best Western Inn & Suites - Midway Airport

    Best Western Inn & Suites - Midway Airport

    3.4Pleasant · 1,074 reviews
    $1,007
    $144/night · 7n
    Book
  • Four Points by Sheraton Chicago O'Hare Airport

    Four Points by Sheraton Chicago O'Hare Airport

    3.6Pleasant · 3,078 reviews
    $1,008
    $144/night · 7n
    Book
  • Motel 6 Schiller Park, IL - Chicago O'Hare

    Motel 6 Schiller Park, IL - Chicago O'Hare

    3.9Pleasant · 4,710 reviews
    $1,012
    $145/night · 7n
    Book
  • Wrigley Hostel - Chicago

    Wrigley Hostel - Chicago

    4.2Pleasant · 812 reviews
    $1,092
    $156/night · 7n
    Book
  • DoubleTree by Hilton Hotel Chicago - Alsip

    DoubleTree by Hilton Hotel Chicago - Alsip

    4.1Pleasant · 2,640 reviews
    $1,093
    $156/night · 7n
    Book
  • Holiday Inn & Suites Chicago North Shore (Skokie) by IHG

    Holiday Inn & Suites Chicago North Shore (Skokie) by IHG

    3.6Pleasant · 2,736 reviews
    $1,139
    $163/night · 7n
    Book
  • Chinatown Hotel

    Chinatown Hotel

    3.1Pleasant · 789 reviews
    $1,173
    $168/night · 7n
    Book
  • The Chicago Hotel Collection River North

    The Chicago Hotel Collection River North

    3.3Pleasant · 212 reviews
    $1,290
    $184/night · 7n
    Book
  • Holiday Inn Express & Suites Chicago North Shore - Niles by IHG

    Holiday Inn Express & Suites Chicago North Shore - Niles by IHG

    4.3Pleasant · 1,271 reviews
    $1,316
    $188/night · 7n
    Book
  • Hilton Chicago/Oak Lawn

    Hilton Chicago/Oak Lawn

    4.0Pleasant · 3,015 reviews
    $1,386
    $198/night · 7n
    Book
  • Holiday Inn Chicago - Midway Airport S by IHG

    Holiday Inn Chicago - Midway Airport S by IHG

    3.8Pleasant · 358 reviews
    $1,399
    $200/night · 7n
    Book
  • Wyndham Chicago O'Hare

    Wyndham Chicago O'Hare

    4.0Pleasant · 1,709 reviews
    $1,464
    $209/night · 7n
    Book
  • The Chicago Hotel Collection Magnificent Mile Hotel & Suites

    The Chicago Hotel Collection Magnificent Mile Hotel & Suites

    2.6Pleasant · 1,222 reviews
    $1,471
    $210/night · 7n
    Book
  • Freehand Chicago

    Freehand Chicago

    3.9Pleasant · 2,901 reviews
    $1,507
    $215/night · 7n
    Book
  • Holiday Inn Chicago O'Hare Area by IHG

    Holiday Inn Chicago O'Hare Area by IHG

    3.9Pleasant · 2,616 reviews
    $1,513
    $216/night · 7n
    Book
  • Hotel Chicago West Loop

    Hotel Chicago West Loop

    4.0Pleasant · 1,431 reviews
    $1,555
    $222/night · 7n
    Book
  • DoubleTree by Hilton Hotel Chicago - North Shore Conference Center

    DoubleTree by Hilton Hotel Chicago - North Shore Conference Center

    4.0Pleasant · 2,422 reviews
    $1,573
    $225/night · 7n
    Book
  • Hampton Inn Chicago North-Loyola Station

    Hampton Inn Chicago North-Loyola Station

    4.4Pleasant · 1,205 reviews
    $1,765
    $252/night · 7n
    Book
  • Ambassador Gold Coast - The Chicago Hotel Collection

    Ambassador Gold Coast - The Chicago Hotel Collection

    3.0Pleasant · 606 reviews
    $1,879
    $268/night · 7n
    Book
  • Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

    Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

    4.1Pleasant · 1,328 reviews
    $1,947
    $278/night · 7n
    Book
  • The Congress Plaza Hotel & Convention Center

    The Congress Plaza Hotel & Convention Center

    3.7Pleasant · 7,843 reviews
    $1,958
    $280/night · 7n
    Book
  • Aloft by Marriott Chicago Mag Mile

    Aloft by Marriott Chicago Mag Mile

    4.0Pleasant · 1,757 reviews
    $2,011
    $287/night · 7n
    Book
  • SOPHY - Hyde Park

    SOPHY - Hyde Park

    4.5Pleasant · 879 reviews
    $2,041
    $292/night · 7n
    Book
  • Holiday Inn Express Chicago - Magnificent Mile by IHG

    Holiday Inn Express Chicago - Magnificent Mile by IHG

    4.0Pleasant · 1,669 reviews
    $2,042
    $292/night · 7n
    Book
  • Swissotel Chicago

    Swissotel Chicago

    4.3Pleasant · 6,435 reviews
    $2,075
    $296/night · 7n
    Book

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