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, Jun 6

  • Kings Inn By OYO Calumet Park I-57

    Kings Inn By OYO Calumet Park I-57

    2.6Pleasant · 217 reviews
    $375
    $54/night · 7n
    Book
  • MOTEL EDGEBROOK CHICAGO NORTH SHORE BY OYO

    MOTEL EDGEBROOK CHICAGO NORTH SHORE BY OYO

    3.6Pleasant · 343 reviews
    $469
    $67/night · 7n
    Book
  • Days Inn by Wyndham Calumet Park

    Days Inn by Wyndham Calumet Park

    3.0Pleasant · 716 reviews
    $521
    $74/night · 7n
    Book
  • Best Motel By OYO Chicago I-90

    Best Motel By OYO Chicago I-90

    3.2Pleasant · 462 reviews
    $535
    $76/night · 7n
    Book
  • Admiral Motel By OYO Chicago I-94

    Admiral Motel By OYO Chicago I-94

    3.5Pleasant · 163 reviews
    $557
    $80/night · 7n
    Book
  • Motel 6 Elk Grove Village, IL - O'Hare

    Motel 6 Elk Grove Village, IL - O'Hare

    3.9Pleasant · 3,138 reviews
    $570
    $81/night · 7n
    Book
  • Red Roof Inn Morton Grove

    Red Roof Inn Morton Grove

    3.4Pleasant · 455 reviews
    $577
    $82/night · 7n
    Book
  • Super 8 by Wyndham Chicago O'Hare Airport

    Super 8 by Wyndham Chicago O'Hare Airport

    3.7Pleasant · 1,600 reviews
    $596
    $85/night · 7n
    Book
  • Motel 6 Schiller Park, IL - Chicago O'Hare

    Motel 6 Schiller Park, IL - Chicago O'Hare

    3.9Pleasant · 4,710 reviews
    $600
    $86/night · 7n
    Book
  • Red Roof Inn Chicago - Alsip

    Red Roof Inn Chicago - Alsip

    3.4Pleasant · 732 reviews
    $601
    $86/night · 7n
    Book
  • Regal Inn O'Hare Airport Franklin Park

    Regal Inn O'Hare Airport Franklin Park

    4.0Pleasant · 773 reviews
    $611
    $87/night · 7n
    Book
  • O'Hare Inn and Suites

    O'Hare Inn and Suites

    2.8Pleasant · 966 reviews
    $613
    $88/night · 7n
    Book
  • Days Inn and Suites by Wyndham Hammond, IN

    Days Inn and Suites by Wyndham Hammond, IN

    3.1Pleasant · 696 reviews
    $619
    $88/night · 7n
    Book
  • Motel 6

    Motel 6

    2.8Pleasant · 877 reviews
    $625
    $89/night · 7n
    Book
  • Super 8 by Wyndham Morton Grove/Chicago

    Super 8 by Wyndham Morton Grove/Chicago

    3.5Pleasant · 742 reviews
    $653
    $93/night · 7n
    Book
  • Ramada by Wyndham Hammond Hotel & Conference Center

    Ramada by Wyndham Hammond Hotel & Conference Center

    3.8Pleasant · 832 reviews
    $656
    $94/night · 7n
    Book
  • Baymont by Wyndham Chicago/Calumet City

    Baymont by Wyndham Chicago/Calumet City

    2.8Pleasant · 1,111 reviews
    $680
    $97/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
    $748
    $107/night · 7n
    Book
  • Quality Inn O'Hare Airport

    Quality Inn O'Hare Airport

    3.4Pleasant · 1,683 reviews
    $771
    $110/night · 7n
    Book
  • Wyndham Chicago O'Hare

    Wyndham Chicago O'Hare

    4.0Pleasant · 1,709 reviews
    $829
    $118/night · 7n
    Book
  • Extended Stay America Suites- Chicago - Skokie

    Extended Stay America Suites- Chicago - Skokie

    3.7Pleasant · 848 reviews
    $886
    $127/night · 7n
    Book
  • Four Points by Sheraton Chicago O'Hare Airport

    Four Points by Sheraton Chicago O'Hare Airport

    3.6Pleasant · 3,078 reviews
    $914
    $131/night · 7n
    Book
  • Holiday Inn Chicago O'Hare - Rosemont by IHG

    Holiday Inn Chicago O'Hare - Rosemont by IHG

    3.9Pleasant · 439 reviews
    $931
    $133/night · 7n
    Book
  • Spark by Hilton Des Plaines Chicago O'Hare

    Spark by Hilton Des Plaines Chicago O'Hare

    3.4Pleasant · 100 reviews
    $991
    $142/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
    $1,042
    $149/night · 7n
    Book
  • Holiday Inn Chicago O'Hare Area by IHG

    Holiday Inn Chicago O'Hare Area by IHG

    3.9Pleasant · 2,616 reviews
    $1,099
    $157/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
    $1,144
    $163/night · 7n
    Book
  • The Chicago Hotel Collection River North

    The Chicago Hotel Collection River North

    3.3Pleasant · 212 reviews
    $1,203
    $172/night · 7n
    Book
  • Hilton Chicago/Oak Lawn

    Hilton Chicago/Oak Lawn

    4.0Pleasant · 3,015 reviews
    $1,212
    $173/night · 7n
    Book
  • Hilton Garden Inn Chicago OHare Airport

    Hilton Garden Inn Chicago OHare Airport

    4.3Pleasant · 2,197 reviews
    $1,285
    $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
    $1,305
    $186/night · 7n
    Book
  • Best Western Inn & Suites - Midway Airport

    Best Western Inn & Suites - Midway Airport

    3.4Pleasant · 1,074 reviews
    $1,349
    $193/night · 7n
    Book
  • Holiday Inn Chicago North-Evanston by IHG

    Holiday Inn Chicago North-Evanston by IHG

    4.0Pleasant · 1,096 reviews
    $1,476
    $211/night · 7n
    Book
  • Freehand Chicago

    Freehand Chicago

    3.9Pleasant · 2,901 reviews
    $1,482
    $212/night · 7n
    Book
  • Chicago South Loop Hotel

    Chicago South Loop Hotel

    3.8Pleasant · 2,444 reviews
    $1,593
    $228/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
    $1,600
    $229/night · 7n
    Book
  • The Chicago Hotel Collection Magnificent Mile Hotel & Suites

    The Chicago Hotel Collection Magnificent Mile Hotel & Suites

    2.6Pleasant · 1,222 reviews
    $1,705
    $244/night · 7n
    Book
  • Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

    Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

    3.9Pleasant · 3,746 reviews
    $1,808
    $258/night · 7n
    Book
  • Ambassador Gold Coast - The Chicago Hotel Collection

    Ambassador Gold Coast - The Chicago Hotel Collection

    3.0Pleasant · 606 reviews
    $1,822
    $260/night · 7n
    Book
  • Loews Chicago O'Hare Hotel

    Loews Chicago O'Hare Hotel

    4.5Pleasant · 5,138 reviews
    $2,184
    $312/night · 7n
    Book
  • Hampton Inn Chicago North-Loyola Station

    Hampton Inn Chicago North-Loyola Station

    4.4Pleasant · 1,205 reviews
    $2,342
    $335/night · 7n
    Book
  • Holiday Inn Express Chicago - Magnificent Mile by IHG

    Holiday Inn Express Chicago - Magnificent Mile by IHG

    4.0Pleasant · 1,669 reviews
    $2,378
    $340/night · 7n
    Book
  • The Drake

    The Drake

    4.3Pleasant · 4,597 reviews
    $2,474
    $353/night · 7n
    Book
  • Palmer House a Hilton Hotel

    Palmer House a Hilton Hotel

    4.2Pleasant · 13,538 reviews
    $2,596
    $371/night · 7n
    Book
  • City Suites Hotel

    City Suites Hotel

    4.1Pleasant · 899 reviews
    $2,615
    $374/night · 7n
    Book
  • Sable at Navy Pier Chicago, Curio Collection by Hilton

    Sable at Navy Pier Chicago, Curio Collection by Hilton

    4.4Pleasant · 1,621 reviews
    $2,797
    $400/night · 7n
    Book
  • Hampton Inn Chicago Downtown/N Loop/Michigan Ave

    Hampton Inn Chicago Downtown/N Loop/Michigan Ave

    4.2Pleasant · 1,797 reviews
    $2,851
    $407/night · 7n
    Book
  • Courtyard by Marriott Chicago Downtown/Magnificent Mile

    Courtyard by Marriott Chicago Downtown/Magnificent Mile

    4.3Pleasant · 2,060 reviews
    $2,967
    $424/night · 7n
    Book
  • Hilton Chicago

    Hilton Chicago

    4.3Pleasant · 10,304 reviews
    $3,082
    $440/night · 7n
    Book
  • Hyatt Regency Chicago

    Hyatt Regency Chicago

    4.4Pleasant · 11,741 reviews
    $3,496
    $499/night · 7n
    Book

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