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

2 nights
from Mon, Jun 1 · $38/night
$76
June 2026
Sun
Mon
Tue
Wed
Thu
Fri
Sat
1Low$762$773$784$775$956$1087$1068$1059$9810$9911$10812$10513$10414$10215$9916$9817$9918$10819$10620$11821$11422$11123$11124$11125$12026$11927$11928$11229$10830$100
Cheapest dayCheaperMidPriciest

Hotels for Fri, Jun 19

  • Kings Inn By OYO Calumet Park I-57

    Kings Inn By OYO Calumet Park I-57

    2.6Pleasant · 217 reviews
    $106
    $53/night · 2n
    Book
  • Rodeway Inn Chicago-Evanston

    Rodeway Inn Chicago-Evanston

    3.3Pleasant · 435 reviews
    $136
    $68/night · 2n
    Book
  • MOTEL EDGEBROOK CHICAGO NORTH SHORE BY OYO

    MOTEL EDGEBROOK CHICAGO NORTH SHORE BY OYO

    3.6Pleasant · 343 reviews
    $150
    $75/night · 2n
    Book
  • Admiral Motel By OYO Chicago I-94

    Admiral Motel By OYO Chicago I-94

    3.5Pleasant · 163 reviews
    $155
    $78/night · 2n
    Book
  • Motel 6

    Motel 6

    2.8Pleasant · 877 reviews
    $164
    $82/night · 2n
    Book
  • Best Motel By OYO Chicago I-90

    Best Motel By OYO Chicago I-90

    3.2Pleasant · 462 reviews
    $167
    $84/night · 2n
    Book
  • O'Hare Inn and Suites

    O'Hare Inn and Suites

    2.8Pleasant · 966 reviews
    $176
    $88/night · 2n
    Book
  • Rainbow Motel

    Rainbow Motel

    3.9Pleasant · 336 reviews
    $180
    $90/night · 2n
    Book
  • Motel 6 Schiller Park, IL - Chicago O'Hare

    Motel 6 Schiller Park, IL - Chicago O'Hare

    3.9Pleasant · 4,710 reviews
    $181
    $91/night · 2n
    Book
  • Red Roof Inn Chicago - Alsip

    Red Roof Inn Chicago - Alsip

    3.4Pleasant · 732 reviews
    $181
    $91/night · 2n
    Book
  • Regal Inn O'Hare Airport Franklin Park

    Regal Inn O'Hare Airport Franklin Park

    4.0Pleasant · 773 reviews
    $191
    $96/night · 2n
    Book
  • Motel 6 Elk Grove Village, IL - O'Hare

    Motel 6 Elk Grove Village, IL - O'Hare

    3.9Pleasant · 3,138 reviews
    $192
    $96/night · 2n
    Book
  • Days Inn by Wyndham Calumet Park

    Days Inn by Wyndham Calumet Park

    3.0Pleasant · 716 reviews
    $197
    $99/night · 2n
    Book
  • Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

    Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

    3.9Pleasant · 3,746 reviews
    $206
    $103/night · 2n
    Book
  • Red Roof Inn Morton Grove

    Red Roof Inn Morton Grove

    3.4Pleasant · 455 reviews
    $215
    $108/night · 2n
    Book
  • Baymont by Wyndham Chicago/Calumet City

    Baymont by Wyndham Chicago/Calumet City

    2.8Pleasant · 1,111 reviews
    $227
    $114/night · 2n
    Book
  • Super 8 by Wyndham Chicago O'Hare Airport

    Super 8 by Wyndham Chicago O'Hare Airport

    3.7Pleasant · 1,600 reviews
    $228
    $114/night · 2n
    Book
  • Ramada by Wyndham Hammond Hotel & Conference Center

    Ramada by Wyndham Hammond Hotel & Conference Center

    3.8Pleasant · 832 reviews
    $249
    $125/night · 2n
    Book
  • Quality Inn O'Hare Airport

    Quality Inn O'Hare Airport

    3.4Pleasant · 1,683 reviews
    $250
    $125/night · 2n
    Book
  • Wyndham Garden Elk Grove Village/O'Hare

    Wyndham Garden Elk Grove Village/O'Hare

    3.9Pleasant · 623 reviews
    $252
    $126/night · 2n
    Book
  • Days Inn and Suites by Wyndham Hammond, IN

    Days Inn and Suites by Wyndham Hammond, IN

    3.1Pleasant · 696 reviews
    $253
    $127/night · 2n
    Book
  • Wyndham Chicago O'Hare

    Wyndham Chicago O'Hare

    4.0Pleasant · 1,709 reviews
    $259
    $130/night · 2n
    Book
  • Super 8 by Wyndham Chicago/Rosemont/O'Hare/SE

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

    3.5Pleasant · 802 reviews
    $262
    $131/night · 2n
    Book
  • Super 8 by Wyndham Morton Grove/Chicago

    Super 8 by Wyndham Morton Grove/Chicago

    3.5Pleasant · 742 reviews
    $268
    $134/night · 2n
    Book
  • Four Points by Sheraton Chicago O'Hare Airport

    Four Points by Sheraton Chicago O'Hare Airport

    3.6Pleasant · 3,078 reviews
    $269
    $135/night · 2n
    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
    $271
    $136/night · 2n
    Book
  • VIBE INN - WHIRLPOOL SUITES

    VIBE INN - WHIRLPOOL SUITES

    3.6Pleasant · 210 reviews
    $274
    $137/night · 2n
    Book
  • Spark by Hilton Des Plaines Chicago O'Hare

    Spark by Hilton Des Plaines Chicago O'Hare

    3.4Pleasant · 100 reviews
    $276
    $138/night · 2n
    Book
  • Carlton Inn Midway

    Carlton Inn Midway

    3.8Pleasant · 1,047 reviews
    $278
    $139/night · 2n
    Book
  • Cindy Lyn Motel

    Cindy Lyn Motel

    3.6Pleasant · 454 reviews
    $280
    $140/night · 2n
    Book
  • Wrigley Hostel - Chicago

    Wrigley Hostel - Chicago

    4.2Pleasant · 812 reviews
    $284
    $142/night · 2n
    Book
  • Holiday Inn Chicago O'Hare - Rosemont by IHG

    Holiday Inn Chicago O'Hare - Rosemont by IHG

    3.9Pleasant · 439 reviews
    $285
    $143/night · 2n
    Book
  • Sonesta Simply Suites Chicago O'Hare Airport

    Sonesta Simply Suites Chicago O'Hare Airport

    4.0Pleasant · 1,089 reviews
    $287
    $144/night · 2n
    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
    $291
    $146/night · 2n
    Book
  • Best Western Inn & Suites - Midway Airport

    Best Western Inn & Suites - Midway Airport

    3.4Pleasant · 1,074 reviews
    $340
    $170/night · 2n
    Book
  • Holiday Inn Chicago - Midway Airport S by IHG

    Holiday Inn Chicago - Midway Airport S by IHG

    3.8Pleasant · 358 reviews
    $345
    $173/night · 2n
    Book
  • Extended Stay America Suites- Chicago - Skokie

    Extended Stay America Suites- Chicago - Skokie

    3.7Pleasant · 848 reviews
    $351
    $176/night · 2n
    Book
  • Holiday Inn Chicago O'Hare Area by IHG

    Holiday Inn Chicago O'Hare Area by IHG

    3.9Pleasant · 2,616 reviews
    $360
    $180/night · 2n
    Book
  • Holiday Inn Chicago North-Evanston by IHG

    Holiday Inn Chicago North-Evanston by IHG

    4.0Pleasant · 1,096 reviews
    $361
    $181/night · 2n
    Book
  • Aloft by Marriott Chicago O'Hare

    Aloft by Marriott Chicago O'Hare

    4.1Pleasant · 2,271 reviews
    $388
    $194/night · 2n
    Book
  • Holiday Inn & Suites Chicago North Shore (Skokie) by IHG

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

    3.6Pleasant · 2,736 reviews
    $393
    $197/night · 2n
    Book
  • DoubleTree by Hilton Hotel Chicago - North Shore Conference Center

    DoubleTree by Hilton Hotel Chicago - North Shore Conference Center

    4.0Pleasant · 2,422 reviews
    $396
    $198/night · 2n
    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
    $399
    $200/night · 2n
    Book
  • Marriott Chicago O’Hare

    Marriott Chicago O’Hare

    4.2Pleasant · 2,818 reviews
    $412
    $206/night · 2n
    Book
  • Loews Chicago O'Hare Hotel

    Loews Chicago O'Hare Hotel

    4.5Pleasant · 5,138 reviews
    $442
    $221/night · 2n
    Book
  • Hilton Chicago/Oak Lawn

    Hilton Chicago/Oak Lawn

    4.0Pleasant · 3,015 reviews
    $452
    $226/night · 2n
    Book
  • Chicago South Loop Hotel

    Chicago South Loop Hotel

    3.8Pleasant · 2,444 reviews
    $479
    $240/night · 2n
    Book
  • McCormick Place Guest House

    McCormick Place Guest House

    3.8Pleasant · 229 reviews
    $497
    $249/night · 2n
    Book
  • Hampton Inn & Suites Chicago-North Shore/Skokie

    Hampton Inn & Suites Chicago-North Shore/Skokie

    4.4Pleasant · 1,818 reviews
    $508
    $254/night · 2n
    Book
  • Hotel Chicago West Loop

    Hotel Chicago West Loop

    4.0Pleasant · 1,431 reviews
    $541
    $271/night · 2n
    Book

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