Empty Leg Flights from Chicago (MDW)
Empty leg flights to and from Chicago (MDW). Over the last 12 months we tracked 126 departing and 136 arriving repositioning legs across 12 active months. Most frequent destinations: TEB, PBI, BDL, IAD. Aircraft commonly seen on these legs: Light Jet, Super Light Jet, Midsize.
Indicative pricing on tracked legs:
$3,781
– $66,747
· 262 legs over 12 months
From:
Chicago, Midway International (MDW), IL, US (MDW)
Chicago, Midway International (MDW), IL, US (MDW)
To:
Rochester, Rochester International Airport (RST), MN, US (RST)
Rochester, Rochester International Airport (RST), MN, US (RST)
Departure date:
22.08.2026
22.08.2026
Aircraft:
Midsize
Midsize
Capacity:
8
8
$11,196
From:
Chicago Midway International Airport (MDW)
Chicago Midway International Airport (MDW)
To:
Miami-Opa Locka Executive Airport (OPF)
Miami-Opa Locka Executive Airport (OPF)
From:
Naples, Municipal (APF), FL, US (APF)
Naples, Municipal (APF), FL, US (APF)
To:
Chicago, Midway International (MDW), IL, US (MDW)
Chicago, Midway International (MDW), IL, US (MDW)
Departure date:
31.08.2026
31.08.2026
Aircraft:
Super Light Jet
Super Light Jet
Capacity:
9
9
$14,320
From:
Miami-Opa Locka Executive Airport (OPF)
Miami-Opa Locka Executive Airport (OPF)
To:
Chicago Midway International Airport (MDW)
Chicago Midway International Airport (MDW)
Most frequent destinations from MDW
MDW → TEB
18 legs / 12 mo
18 legs / 12 mo
MDW → PBI
6 legs / 12 mo
6 legs / 12 mo
MDW → BDL
3 legs / 12 mo
3 legs / 12 mo
MDW → IAD
3 legs / 12 mo
3 legs / 12 mo
MDW → OPF
3 legs / 12 mo
3 legs / 12 mo
MDW → SRQ
3 legs / 12 mo
3 legs / 12 mo
Aircraft commonly seen on these legs: Light Jet, Super Light Jet, Midsize, Heavy Jet, Super Midsize
