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 - 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 11 min - non-stop

      $120 - $480

    3. Chicago O'Hare (ORD)

      42 min - every 10 minutes

      $3

      • Chicago
  • Train to Trenton-Mercer, 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-Mercer (TTN)

      2 h 16 min - non-stop

      $55 - $320

    4. Chicago O'Hare (ORD)

      42 min - every 10 minutes

      $3

      • Chicago
  • Train to Baltimore, fly to Chicago Midway

    $181 - $622
    1. Philadelphia

      1 h 16 min - 4 times a day

      $80 - $220

    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

    $86 - $202
    1. Philadelphia, PA

      6 h 32 min - once daily

      $35 - $85

    2. Pittsburgh

      10 h - 5 times a day

      $50 - $120

      • Chicago, IL
  • Train via Washington Union Station Amtrak

    $194 - $556
    1. Philadelphia 30th Street

      1 h 46 min - 4 times a day

      $90 - $250

    2. Washington Union Station

      17 h 40 min - once daily

      $100 - $310

      • Chicago Union Station Amtrak
  • Train

    $140 - $400
    1. Philadelphia 30th Street

      26 h 45 min - 3 times a week

      $140 - $400

      • 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 51 min $171. From Suburban Station train to Philadelphia airport, fly to Chicago O'Hare airport, then subway to Chicago. 4 h 19 min $201. From Jefferson Station train to West Trenton, taxi to Trenton-Mercer airport, fly to Chicago O'Hare airport, then subway to Chicago. 5 h 6 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 $347. From Philadelphia, PA bus to Pittsburgh then bus to Chicago, IL. 17 h 32 min $113. From Philadelphia 30th Street Station Amtrak train to Washington Union Station Amtrak then train to Chicago Union Station Amtrak. 20 h 26 min $419. From Philadelphia 30th Street Station Amtrak train to Chicago Union Station Amtrak. 26 h 45 min $289. From Philadelphia drive to Chicago. 12 h 27 min $91.