Travel options for:
Philadelphia to Chicago
  • Fly Philadelphia to Chicago Midway

    $141 - $441
    1. Philadelphia

      22 min - every 30 minutes

      $8

    2. Philadelphia (PHL)

      2 h 5 min - non-stop

      $130 - $430

    3. Chicago Midway (MDW)

      24 min - every 15 minutes

      $3

      • Chicago
  • Fly Philadelphia to Chicago O'Hare

    $131 - $491
    1. Philadelphia

      22 min - every 30 minutes

      $8

    2. Philadelphia (PHL)

      2 h 10 min - non-stop

      $120 - $480

    3. Chicago O'Hare (ORD)

      42 min - every 10 minutes

      $3

      • Chicago
  • Train to Trenton, fly to Chicago O'Hare

    $75 - $345
    1. Philadelphia

      1 h - every 4 hours

      $7 - $10

    2. West Trenton

      3 min - 1.8 miles

      $10 - $13

    3. Trenton (TTN)

      2 h 19 min - non-stop

      $55 - $320

    4. Chicago O'Hare (ORD)

      42 min - every 10 minutes

      $3

      • Chicago
  • Train to Baltimore, fly to Chicago Midway

    $163 - $504
    1. Philadelphia

      1 h 16 min - 4 times a day

      $65 - $100

    2. BWI Amtrak/MARC Station

      6 min - every 10 minutes

      $0 - $2

    3. Baltimore (BWI)

      1 h 55 min - non-stop

      $95 - $400

    4. Chicago Midway (MDW)

      24 min - every 15 minutes

      $3

      • Chicago
  • Bus D&J Bus

    $112 - $122
    1. Philadelphia

      2 h 35 min - hourly

      $16 - $26

    2. New York

      7 min - 1972 feet

    3. 42 St - Bryant Pk

      13 min - every 10 minutes

      $3

    4. New York

      14 h - once daily

      $90

    5. Cermak-Chinatown

      4 min - every 10 minutes

      $3

      • Harrison
  • Train via Washington Union Station Amtrak

    $173 - $258
    1. Philadelphia 30th Street

      1 h 46 min - 4 times a day

      $80 - $120

    2. Washington Union Station

      17 h 40 min - once daily

      $90 - $140

      • Chicago Union Station Amtrak
  • Bus Greyhound USA

    $95 - $216
    1. Philadelphia, PA

      15 h 12 min - once daily

      $70 - $160

    2. Indianapolis, IN

      5 h 11 min - 4 times a day

      $24 - $60

      • Chicago, IL
  • Train

    $110 - $180
    1. Philadelphia 30th Street

      26 h 45 min - 3 times a week

      $110 - $180

      • Chicago Union Station Amtrak
  • Drive

    $75 - $110
    1. Philadelphia

      12 h 27 min - 764.1 miles

      $75 - $110

      • Chicago
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From Suburban Station train to Philadelphia airport, fly to Chicago Midway airport, then subway to Chicago. 3 h 56 min $171. From Suburban Station train to Philadelphia airport, fly to Chicago O'Hare airport, then subway to Chicago. 4 h 18 min $201. From Jefferson Station train to West Trenton, taxi to Trenton airport, fly to Chicago O'Hare airport, then subway to Chicago. 5 h 9 min $143. From Philadelphia 30th Street Station Amtrak train to BWI Amtrak/MARC Station, bus to Baltimore airport, fly to Chicago Midway airport, then subway to Chicago. 4 h 49 min $263. From Philadelphia bus to New York, walk to 42 St - Bryant Pk, subway to New York, bus to Cermak-Chinatown, then subway to Harrison. 18 h 5 min $112. From Philadelphia 30th Street Station Amtrak train to Washington Union Station Amtrak then train to Chicago Union Station Amtrak. 20 h 26 min $258. From Philadelphia, PA bus to Indianapolis, IN then bus to Chicago, IL. 21 h 23 min $163. From Philadelphia 30th Street Station Amtrak train to Chicago Union Station Amtrak. 26 h 45 min $170. From Philadelphia drive to Chicago. 12 h 27 min $91.