Empty Leg Flights from Chicago (PWK)
Empty leg flights to and from Chicago (PWK). Over the last 12 months we tracked 85 departing and 90 arriving repositioning legs across 12 active months. Most frequent destinations: TEB, APF, VNY, FLL. Aircraft commonly seen on these legs: Light Jet, Super Midsize, Super Light Jet.
Indicative pricing on tracked legs:
$3,589
– $58,872
· 175 legs over 12 months
From:
Chicago, Executive (PWK), IL, US (PWK)
Chicago, Executive (PWK), IL, US (PWK)
To:
Coeur D'Alene, Pappy Boyington Field (COE), ID, US (COE)
Coeur D'Alene, Pappy Boyington Field (COE), ID, US (COE)
Departure date:
23.06.2026
23.06.2026
Aircraft:
Midsize
Midsize
Capacity:
8
8
$19,818
From:
Chicago, Executive (PWK), IL, US (PWK)
Chicago, Executive (PWK), IL, US (PWK)
To:
Hayward, Sawyer County (HYR), WI, US (HYR)
Hayward, Sawyer County (HYR), WI, US (HYR)
Departure date:
09.07.2026
09.07.2026
Aircraft:
Super Light Jet
Super Light Jet
Capacity:
9
9
$6,623
From:
Chicago, Executive (PWK), IL, US (PWK)
Chicago, Executive (PWK), IL, US (PWK)
To:
Provo, Municipal (PVU), UT, US (PVU)
Provo, Municipal (PVU), UT, US (PVU)
Departure date:
12.07.2026
12.07.2026
Aircraft:
Super Midsize
Super Midsize
Capacity:
10
10
$22,955
From:
Hayward, Sawyer County (HYR), WI, US (HYR)
Hayward, Sawyer County (HYR), WI, US (HYR)
To:
Chicago, Executive (PWK), IL, US (PWK)
Chicago, Executive (PWK), IL, US (PWK)
Departure date:
28.06.2026
28.06.2026
Aircraft:
Super Midsize
Super Midsize
Capacity:
9
9
$7,803
From:
Hayward, Sawyer County (HYR), WI, US (HYR)
Hayward, Sawyer County (HYR), WI, US (HYR)
To:
Chicago, Executive (PWK), IL, US (PWK)
Chicago, Executive (PWK), IL, US (PWK)
Departure date:
28.06.2026
28.06.2026
Aircraft:
Super Light Jet
Super Light Jet
Capacity:
9
9
$6,260
Most frequent destinations from PWK
PWK → TEB
14 legs / 12 mo
14 legs / 12 mo
PWK → APF
4 legs / 12 mo
4 legs / 12 mo
PWK → VNY
4 legs / 12 mo
4 legs / 12 mo
PWK → FLL
4 legs / 12 mo
4 legs / 12 mo
PWK → SUS
4 legs / 12 mo
4 legs / 12 mo
PWK → OMA
3 legs / 12 mo
3 legs / 12 mo
Aircraft commonly seen on these legs: Light Jet, Super Midsize, Super Light Jet, Heavy Jet, Midsize
