SetFlight

Empty-leg flights

13 legs · a city includes airports within 100 miles

Citation Sovereign+
1/3

From

Teterboro, NJ (KTEB)

New Jersey

→

To

Chicago, IL (KMDW)

Illinois

Available
Oct 13, 2026
Aircraft
Citation Sovereign+
Seats
9
Travel time
1h 45m
$17,000 USD
Hawker 850XP
1/2

From

Philadelphia, PA (KPHL)

Pennsylvania

→

To

Milwaukee, WI (KMKE)

Wisconsin

Available
Oct 15, 2026
Aircraft
Hawker 850XP
Seats
8
Travel time
1h 47m
$15,000 USD
Citation X
1/2

From

Teterboro, NJ (KTEB)

New Jersey

→

To

Chicago, IL (KMDW)

Illinois

Available
Oct 16, 2026
Aircraft
Citation X
Seats
8
Travel time
1h 45m
$17,500 USD
Bombardier Learjet 60
1/3

From

Teterboro (KTEB)

New Jersey

→

To

Oshkosh (KOSH)

Wisconsin

Available
Oct 21, 2026
Aircraft
Bombardier Learjet 60
Seats
7
Travel time
1h 54m
$16,000 USD
Bombardier Learjet 60
1/3

From

Morristown (KMMU)

New Jersey

→

To

Chicago (KMDW)

Illinois

Available
Nov 25, 2026
Aircraft
Bombardier Learjet 60
Seats
7
Travel time
1h 48m
$15,500 USD
Bombardier Learjet 60
1/3

From

Harrisburg (KMDT)

Pennsylvania

→

To

Milwaukee (KMKE)

Wisconsin

Available
Nov 27, 2026
Aircraft
Bombardier Learjet 60
Seats
7
Travel time
1h 36m
$13,500 USD
Cessna Citation X
1/10

From

Teterboro (TEB)

New Jersey

→

To

Chicago Midway Intl (MDW)

Illinois

Available
Oct 13–16, 2026
Aircraft
Cessna Citation X
Seats
8
Travel time
1h 58m
Beechcraft Hawker 850XP
1/7

From

Philadelphia (KPHL)

Pennsylvania

→

To

Milwaukee (KMKE)

Wisconsin

Available
Oct 15, 2026
Aircraft
Beechcraft Hawker 850XP
Seats
8
Travel time
1h 30m
Beechcraft Hawker 800XP
1/3

From

Teterboro (TEB)

New Jersey

→

To

DuPage (DPA)

Illinois

Available
Oct 18–22, 2026
Aircraft
Beechcraft Hawker 800XP
Seats
8
Travel time
2h 30m
Cessna Citation Longitude
1/25

From

Teterboro (KTEB)

New Jersey

→

To

Chicago/Prospect Heights/Wheeling (KPWK)

Illinois

Available
Dec 15, 2026
Aircraft
Cessna Citation Longitude
Seats
9
Travel time
1h 30m
Beechcraft Hawker 800XP
1/3

From

Teterboro (TEB)

New Jersey

→

To

DuPage (DPA)

Illinois

Available
Oct 24–26, 2026
Aircraft
Beechcraft Hawker 800XP
Seats
8
Travel time
2h 30m
CESSNA 700
1/2

From

Teterboro (KTEB)

New Jersey

→

To

Chicago/Prospect Heights/Wheeling (KPWK)

Illinois

Available
Dec 15, 2026
Aircraft
CESSNA 700
Seats
9
Travel time
1h 50m
Gulfstream G280
1/2

From

Teterboro (TEB)

New Jersey

→

To

DuPage (DPA)

Illinois

Available
Dec 23–25, 2026
Aircraft
Gulfstream G280
Seats
10
Travel time
2h 30m

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Philadelphia to Milwaukee

Available now

Transient aircraft

Aircraft positioned and available for charter, with flexible routing from these locations.

Bombardier Learjet 45
1/3

Available at

Calgary (CYYC)

Alberta

Available
Oct 13, 2026 – Jan 11, 2027
Aircraft
Bombardier Learjet 45
Seats
8
$43,000 CAD
Bombardier Learjet 45
1/3

Available at

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SetFlight is an air charter broker, not a direct air carrier, and does not have operational control of aircraft. All flights are operated by properly licensed direct air carriers.

Calgary (CYYC)

Alberta

Available
Oct 13, 2026 – Jan 11, 2027
Aircraft
Bombardier Learjet 45
Seats
8
$43,000 CAD
Bombardier Learjet 45
1/3

Available at

Calgary (CYYC)

Alberta

Available
Oct 13, 2026 – Jan 11, 2027
Aircraft
Bombardier Learjet 45
Seats
8
$21,500 CAD
Bombardier Challenger 3500
1/9

Available at

Calgary (CYYC)

Alberta

Available
Oct 13, 2026 – Jan 11, 2027
Aircraft
Bombardier Challenger 3500
Seats
8
$60,500 CAD
Bombardier Challenger 3500
1/9

Available at

Calgary (CYYC)

Alberta

Available
Oct 13, 2026 – Jan 11, 2027
Aircraft
Bombardier Challenger 3500
Seats
8
$60,500 CAD
Beechcraft Hawker 400XP
1/4

Available at

Chicago (KMDW)

Illinois

Available
Oct 13, 2026 – Jan 11, 2027
Aircraft
Beechcraft Hawker 400XP
Seats
8
$14,500 USD
Gulfstream G150
1/5

Available at

Calgary (CYYC)

Alberta

Available
Oct 13, 2026 – Jan 11, 2027
Aircraft
Gulfstream G150
Seats
7
$51,500 CAD
Bombardier Challenger 3500
1/9

Available at

Scottsdale (KSDL)

Arizona

Available
Oct 13, 2026 – Jan 11, 2027
Aircraft
Bombardier Challenger 3500
Seats
8
$60,500 CAD
Bombardier Learjet 45
1/3

Available at

Scottsdale (KSDL)

Arizona

Available
Oct 13, 2026 – Jan 11, 2027
Aircraft
Bombardier Learjet 45
Seats
8
$43,000 CAD
Bombardier Learjet 45
1/3

Available at

Palm Springs (KPSP)

California

Available
Oct 13, 2026 – Jan 11, 2027
Aircraft
Bombardier Learjet 45
Seats
8
$43,000 CAD
Gulfstream G150
1/5

Available at

Calgary (CYYC)

Alberta

Available
Oct 13, 2026 – Jan 11, 2027
Aircraft
Gulfstream G150
Seats
7
$51,500 CAD
Gulfstream G150
1/5

Available at

Palm Springs (KPSP)

California

Available
Oct 13, 2026 – Jan 11, 2027
Aircraft
Gulfstream G150
Seats
7
$51,500 CAD
Gulfstream G150
1/5

Available at

Scottsdale (KSDL)

Arizona

Available
Oct 13, 2026 – Jan 11, 2027
Aircraft
Gulfstream G150
Seats
7
$51,500 CAD
Bombardier Learjet 45
1/3

Available at

Vancouver (CYVR)

British Columbia

Available
Oct 13, 2026 – Jan 11, 2027
Aircraft
Bombardier Learjet 45
Seats
8
$21,500 CAD
Bombardier Challenger 3500
1/9

Available at

Palm Springs (KPSP)

California

Available
Oct 13, 2026 – Jan 11, 2027
Aircraft
Bombardier Challenger 3500
Seats
8
$60,500 CAD
Gulfstream G280
1/2

Available at

Fort Lauderdale (KFXE)

Florida

Available
Oct 13, 2026 – Jan 11, 2027
Aircraft
Gulfstream G280
Seats
10
$23,000 USD

Available at

Birmingham (EGBB)

United Kingdom

Available
Oct 13, 2026 – Jan 11, 2027
Aircraft
Gulfstream G500(GVII)
Seats
14
$149,500 USD

Available at

Teterboro (KTEB)

New Jersey

Available
Oct 13, 2026 – Jan 11, 2027
Aircraft
Gulfstream G500(GVII)
Seats
14
$60,000 USD

Available at

Olbia (SS) (LIEO)

Italy

Available
Oct 13, 2026 – Jan 11, 2027
Aircraft
Gulfstream G500(GVII)
Seats
14
$66,000 USD