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

    $107 - $610
    1. Orlando

      12 min - hourly

      $2 - $3

    2. Sand Lake Rd Sunrail Station

      18 min - hourly - line 111

      $3

    3. Orlando (MCO)

      2 h 45 min - non-stop

      $100 - $600

    4. Chicago Midway (MDW)

      24 min - every 15 minutes

      $2 - $4

  • Fly Orlando to Chicago O'Hare

    $87 - $471
    1. Orlando

      12 min - hourly

      $2 - $3

    2. Sand Lake Rd Sunrail Station

      18 min - hourly - line 111

      $3

    3. Orlando (MCO)

      2 h 52 min - non-stop

      $80 - $460

    4. Chicago O'Hare (ORD)

      42 min - every 10 minutes

      $2 - $5

  • Train to Tampa, fly to Chicago Midway

    $155 - $844
    1. Orlando

      2 h 3 min - once daily

      $29 - $65

    2. Tampa Amtrak

      11 min - 8.8 miles

      $24 - $29

    3. Tampa (TPA)

      2 h 35 min - non-stop

      $100 - $750

    4. Chicago Midway (MDW)

      24 min - every 15 minutes

      $2 - $4

  • Bus Greyhound USA

    $87 - $280
    1. Orlando, FL

      8 h - twice daily

      $17 - $110

    2. Atlanta, GA

      15 h - once daily

      $70 - $170

  • Bus Megabus

    $77 - $147
    1. Lynx Central Station - Sunrail

      18 min - hourly - line 104

      $3

    2. Orlando

      8 h 55 min - 3 times a day

      $20 - $60

    3. Marta Civic Center Station -

      14 h 30 min - twice daily

      $55 - $85

  • Train

    $222 - $657
    1. Orlando Amtrak

      17 h 32 min - once daily

      $120 - $350

    2. Washington Union Station

      17 h 40 min - once daily

      $100 - $310

  • Train via Alexandria Amtrak

    $242 - $694
    1. Orlando Amtrak

      17 h 1 min - once daily

      $120 - $350

    2. Alexandria Amtrak

      23 h 41 min - 3 times a week

      $120 - $350

  • Drive

    $110 - $170
    1. Orlando

      19 h - 1159.4 miles

      $110 - $170

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From Church Street train to Sand Lake Rd Sunrail Station, line 111 bus to Orlando airport, fly to Chicago Midway airport, then subway to Chicago. 5 h 5 min $179. From Church Street train to Sand Lake Rd Sunrail Station, line 111 bus to Orlando airport, fly to Chicago O'Hare airport, then subway to Chicago. 5 h 29 min $160. From Orlando Amtrak train to Tampa Amtrak, taxi to Tampa airport, fly to Chicago Midway airport, then subway to Chicago. 6 h 19 min $296. From Orlando, FL bus to Atlanta, GA then bus to Chicago, IL. 0 h $147. From Lynx Central Station - Sunrail line 104 bus to Orlando, bus to Marta Civic Center Station - Nb, then bus to Chicago. 25 h 43 min $112. From Orlando Amtrak train to Washington Union Station Amtrak then train to Chicago Union Station Amtrak. 36 h 12 min $471. From Orlando Amtrak train to Alexandria Amtrak then train to Chicago Union Station Amtrak. 41 h 42 min $499. From Orlando drive to Chicago. 19 h $138.