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Chicago Midway International Airport Empty Leg Flights — 22 live

Chicago Midway International Airport (MDW) has 12 upcoming empty leg flights departing and 10 arriving on SkyAccess, from 15 certified charter operators. Empty legs at this airport are bookable directly on SkyAccess at 25 to 75% below a comparable full charter.

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Departing from MDW (12)

  • Thu, Oct 8
    MDW→OPF
    Bombardier Global 5000
  • Fri, Oct 9
    MDW→IAD
    Cessna Citation CJ4
  • Tue, Oct 13
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MDW→PBI
Challenger 300
  • Tue, Oct 13
    MDW→PBI
    Bombardier Challenger 350
  • Thu, Oct 15
    MDW→CAK
    Dassault Falcon 2000

    • Arriving at MDW (10)

    • Wed, Oct 7
      PBI→MDW
      Cessna Citation CJ3
    • Mon, Oct 19
      RBL→MDW
      Nextant Aerospace Nextant 400XTi
    • Thu, Oct 22
      TEB→MDW
      Challenger 300
    • Thu, Oct 22
      TEB→MDW
      Bombardier Challenger 350
    • Fri, Oct 23
      GYY→MDW
      Beechcraft Hawker 900XP

    Frequently asked about Chicago Midway International Airport empty legs

    How many empty leg flights depart from Chicago Midway International Airport?
    Chicago Midway International Airport has 12 upcoming empty leg flights scheduled to depart and 10 scheduled to arrive on SkyAccess. Inventory turns over hourly as operators publish new positioning legs from MDW and existing legs are booked.
    Can I fly private from Chicago Midway International Airport on an empty leg?
    Yes. Empty leg flights departing from Chicago Midway International Airport (MDW) are bookable on SkyAccess at 25 to 75% below a comparable full charter, depending on aircraft category and time to departure. The deepest discounts hit inside the 72-hour window before departure as operators reprice unsold positioning legs.
    Which operators fly empty legs out of Chicago Midway International Airport?
    Empty leg supply at Chicago Midway International Airport comes from certified charter operators repositioning aircraft to or from paid bookings at the airport. Every operator on SkyAccess holds an active air carrier certificate (Part 135 in the U.S., or the equivalent authority abroad); operator identity is confidential and confirmed when you book.
    What aircraft categories fly empty legs from Chicago Midway International Airport?
    Aircraft mix at Chicago Midway International Airport reflects the operator fleet active in Chicago, US-IL, US. Light jets typically dominate by leg count; midsize and super midsize jets are common on longer corridors; heavy jets and ultra-long-range aircraft appear less often but at deeper percentage discounts when they do.