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 Tue, Jul 28

  • Kings Inn By OYO Calumet Park I-57

    Kings Inn By OYO Calumet Park I-57

    2.6Pleasant · 217 reviews
    $395
    $56/night · 7n
    Book
  • Admiral Motel By OYO Chicago I-94

    Admiral Motel By OYO Chicago I-94

    3.5Pleasant · 163 reviews
    $429
    $61/night · 7n
    Book
  • Rodeway Inn Chicago North Shore - Lincolnwood

    Rodeway Inn Chicago North Shore - Lincolnwood

    3.4Pleasant · 678 reviews
    $429
    $61/night · 7n
    Book
  • Red Roof Inn Chicago - Alsip

    Red Roof Inn Chicago - Alsip

    3.4Pleasant · 732 reviews
    $435
    $62/night · 7n
    Book
  • Best Motel By OYO Chicago I-90

    Best Motel By OYO Chicago I-90

    3.2Pleasant · 462 reviews
    $444
    $63/night · 7n
    Book
  • MOTEL EDGEBROOK CHICAGO NORTH SHORE BY OYO

    MOTEL EDGEBROOK CHICAGO NORTH SHORE BY OYO

    3.6Pleasant · 343 reviews
    $512
    $73/night · 7n
    Book
  • Motel 6

    Motel 6

    2.8Pleasant · 877 reviews
    $527
    $75/night · 7n
    Book
  • Days Inn by Wyndham Calumet Park

    Days Inn by Wyndham Calumet Park

    3.0Pleasant · 716 reviews
    $552
    $79/night · 7n
    Book
  • Days Inn and Suites by Wyndham Hammond, IN

    Days Inn and Suites by Wyndham Hammond, IN

    3.1Pleasant · 696 reviews
    $568
    $81/night · 7n
    Book
  • O'Hare Inn and Suites

    O'Hare Inn and Suites

    2.8Pleasant · 966 reviews
    $575
    $82/night · 7n
    Book
  • Ramada by Wyndham Hammond Hotel & Conference Center

    Ramada by Wyndham Hammond Hotel & Conference Center

    3.8Pleasant · 832 reviews
    $582
    $83/night · 7n
    Book
  • Baymont by Wyndham Chicago/Calumet City

    Baymont by Wyndham Chicago/Calumet City

    2.8Pleasant · 1,111 reviews
    $613
    $88/night · 7n
    Book
  • Super 8 by Wyndham Morton Grove/Chicago

    Super 8 by Wyndham Morton Grove/Chicago

    3.5Pleasant · 742 reviews
    $648
    $93/night · 7n
    Book
  • Motel 6 Elk Grove Village, IL - O'Hare

    Motel 6 Elk Grove Village, IL - O'Hare

    3.9Pleasant · 3,138 reviews
    $672
    $96/night · 7n
    Book
  • Red Roof Inn Morton Grove

    Red Roof Inn Morton Grove

    3.4Pleasant · 455 reviews
    $763
    $109/night · 7n
    Book
  • Regal Inn O'Hare Airport Franklin Park

    Regal Inn O'Hare Airport Franklin Park

    4.0Pleasant · 773 reviews
    $765
    $109/night · 7n
    Book
  • Super 8 by Wyndham Chicago O'Hare Airport

    Super 8 by Wyndham Chicago O'Hare Airport

    3.7Pleasant · 1,600 reviews
    $812
    $116/night · 7n
    Book
  • New Relax Inn

    New Relax Inn

    3.7Pleasant · 255 reviews
    $867
    $124/night · 7n
    Book
  • Quality Inn O'Hare Airport

    Quality Inn O'Hare Airport

    3.4Pleasant · 1,683 reviews
    $873
    $125/night · 7n
    Book
  • Cindy Lyn Motel

    Cindy Lyn Motel

    3.6Pleasant · 454 reviews
    $925
    $132/night · 7n
    Book
  • DoubleTree by Hilton Hotel Chicago - Alsip

    DoubleTree by Hilton Hotel Chicago - Alsip

    4.1Pleasant · 2,640 reviews
    $948
    $135/night · 7n
    Book
  • Best Western Inn & Suites - Midway Airport

    Best Western Inn & Suites - Midway Airport

    3.4Pleasant · 1,074 reviews
    $966
    $138/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
  • Four Points by Sheraton Chicago O'Hare Airport

    Four Points by Sheraton Chicago O'Hare Airport

    3.6Pleasant · 3,078 reviews
    $1,037
    $148/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
    $1,048
    $150/night · 7n
    Book
  • Holiday Inn Chicago North-Evanston by IHG

    Holiday Inn Chicago North-Evanston by IHG

    4.0Pleasant · 1,096 reviews
    $1,055
    $151/night · 7n
    Book
  • Extended Stay America Suites- Chicago - Skokie

    Extended Stay America Suites- Chicago - Skokie

    3.7Pleasant · 848 reviews
    $1,058
    $151/night · 7n
    Book
  • Hilton Chicago/Oak Lawn

    Hilton Chicago/Oak Lawn

    4.0Pleasant · 3,015 reviews
    $1,338
    $191/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
    $1,346
    $192/night · 7n
    Book
  • Holiday Inn Chicago - Midway Airport S by IHG

    Holiday Inn Chicago - Midway Airport S by IHG

    3.8Pleasant · 358 reviews
    $1,362
    $195/night · 7n
    Book
  • Wrigley Hostel - Chicago

    Wrigley Hostel - Chicago

    4.2Pleasant · 812 reviews
    $1,440
    $206/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
    $1,471
    $210/night · 7n
    Book
  • The Chicago Hotel Collection River North

    The Chicago Hotel Collection River North

    3.3Pleasant · 212 reviews
    $1,482
    $212/night · 7n
    Book
  • Holiday Inn Express & Suites Chicago O'Hare Airport by IHG

    Holiday Inn Express & Suites Chicago O'Hare Airport by IHG

    4.1Pleasant · 466 reviews
    $1,538
    $220/night · 7n
    Book
  • Hotel Chicago West Loop

    Hotel Chicago West Loop

    4.0Pleasant · 1,431 reviews
    $1,613
    $230/night · 7n
    Book
  • Holiday Inn Chicago O'Hare Area by IHG

    Holiday Inn Chicago O'Hare Area by IHG

    3.9Pleasant · 2,616 reviews
    $1,710
    $244/night · 7n
    Book
  • Wyndham Chicago O'Hare

    Wyndham Chicago O'Hare

    4.0Pleasant · 1,709 reviews
    $1,744
    $249/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
    $1,785
    $255/night · 7n
    Book
  • The Chicago Hotel Collection Magnificent Mile Hotel & Suites

    The Chicago Hotel Collection Magnificent Mile Hotel & Suites

    2.6Pleasant · 1,222 reviews
    $1,901
    $272/night · 7n
    Book
  • Freehand Chicago

    Freehand Chicago

    3.9Pleasant · 2,901 reviews
    $1,965
    $281/night · 7n
    Book
  • Swissotel Chicago

    Swissotel Chicago

    4.3Pleasant · 6,435 reviews
    $2,147
    $307/night · 7n
    Book
  • Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

    Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

    4.1Pleasant · 1,328 reviews
    $2,168
    $310/night · 7n
    Book
  • Ambassador Gold Coast - The Chicago Hotel Collection

    Ambassador Gold Coast - The Chicago Hotel Collection

    3.0Pleasant · 606 reviews
    $2,210
    $316/night · 7n
    Book
  • Holiday Inn Express Chicago - Magnificent Mile by IHG

    Holiday Inn Express Chicago - Magnificent Mile by IHG

    4.0Pleasant · 1,669 reviews
    $2,252
    $322/night · 7n
    Book
  • Marriott Chicago O’Hare

    Marriott Chicago O’Hare

    4.2Pleasant · 2,818 reviews
    $2,311
    $330/night · 7n
    Book
  • Chicago South Loop Hotel

    Chicago South Loop Hotel

    3.8Pleasant · 2,444 reviews
    $2,335
    $334/night · 7n
    Book
  • The Congress Plaza Hotel & Convention Center

    The Congress Plaza Hotel & Convention Center

    3.7Pleasant · 7,843 reviews
    $2,336
    $334/night · 7n
    Book
  • The Study at University of Chicago

    The Study at University of Chicago

    4.6Pleasant · 270 reviews
    $2,343
    $335/night · 7n
    Book
  • Palmer House a Hilton Hotel

    Palmer House a Hilton Hotel

    4.2Pleasant · 13,538 reviews
    $2,564
    $366/night · 7n
    Book
  • Hampton Inn Chicago Downtown/Magnificent Mile

    Hampton Inn Chicago Downtown/Magnificent Mile

    4.0Pleasant · 2,121 reviews
    $2,658
    $380/night · 7n
    Book

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