Empty Leg Flights from Chicago (MDW)
Empty leg flights to and from Chicago (MDW). Over the last 12 months we tracked 176 departing and 177 arriving repositioning legs across 12 active months. Most frequent destinations: TEB, PBI, APF, OPF. Aircraft commonly seen on these legs: Light Jet, Super Light Jet, Midsize.
Indicative pricing on tracked legs:
$2,688
– $66,747
· 353 legs over 12 months
From:
Chicago, Midway International (MDW), IL, US (MDW)
Chicago, Midway International (MDW), IL, US (MDW)
To:
International Falls, Falls International (INL), MN, US (INL)
International Falls, Falls International (INL), MN, US (INL)
Departure date:
27.06.2026
27.06.2026
Aircraft:
Midsize
Midsize
Capacity:
8
8
$11,477
From:
Chicago, Midway International (MDW), IL, US (MDW)
Chicago, Midway International (MDW), IL, US (MDW)
To:
George Town, Owen Roberts International (GCM), KY (GCM)
George Town, Owen Roberts International (GCM), KY (GCM)
Departure date:
02.07.2026
02.07.2026
Aircraft:
Ultra Long Range
Ultra Long Range
Capacity:
14
14
$32,438
From:
Zelienople, Municipal (PJC), PA, US (PJC)
Zelienople, Municipal (PJC), PA, US (PJC)
To:
Chicago, Midway International (MDW), IL, US (MDW)
Chicago, Midway International (MDW), IL, US (MDW)
Departure date:
29.06.2026
29.06.2026
Aircraft:
Super Light Jet
Super Light Jet
Capacity:
8
8
$7,258
From:
Dallas, Addison (ADS), TX, US (ADS)
Dallas, Addison (ADS), TX, US (ADS)
To:
Chicago, Midway International (MDW), IL, US (MDW)
Chicago, Midway International (MDW), IL, US (MDW)
Departure date:
11.07.2026
11.07.2026
Aircraft:
Super Light Jet
Super Light Jet
Capacity:
9
9
$10,888
Most frequent destinations from MDW
MDW → TEB
19 legs / 12 mo
19 legs / 12 mo
MDW → PBI
8 legs / 12 mo
8 legs / 12 mo
MDW → APF
6 legs / 12 mo
6 legs / 12 mo
MDW → OPF
4 legs / 12 mo
4 legs / 12 mo
MDW → VNY
4 legs / 12 mo
4 legs / 12 mo
MDW → SRQ
4 legs / 12 mo
4 legs / 12 mo
Aircraft commonly seen on these legs: Light Jet, Super Light Jet, Midsize, Heavy Jet, Super Midsize
