1/2
From
Chicago/Waukegan, IL (KUGN)
Illinois
→
To
Boca Raton, FL (KBCT)
Florida
- Available
- Nov 15, 2026
- Aircraft
- Falcon 900C
- Seats
- 12
- Travel time
- 2h 24m
$22,500 USD
Empty-leg flights
11 legs · a city includes airports within 100 miles
What Gary to Miami usually costs
One way, our fee included.
Sign in to see typical prices for this route by aircraft size, from real quotes and listings.
1/2
From
Gary, IN (KGYY)
Indiana
→
To
Fort Lauderdale, FL (KFXE)
Florida
- Available
- Nov 19, 2026
- Aircraft
- Lear 40XR
- Seats
- 7
- Travel time
- 2h 40m
$16,500 USD
1/2
From
DuPage (DPA)
Illinois
→
To
Boca Raton (BCT)
Florida
- Available
- Nov 10–11, 2026
- Aircraft
- Gulfstream G280
- Seats
- 10
- Travel time
- 3h
1/2
From
DuPage (DPA)
Illinois
→
To
Witham Field (SUA)
Florida
- Available
- Nov 22–27, 2026
- Aircraft
- Beechcraft Hawker 750
- Seats
- 8
- Travel time
- 2h 54m
1/4
From
Gary/Chicago (GYY)
Indiana
→
To
Marco Island Executive (MKY)
Florida
- Available
- Nov 27–28, 2026
- Aircraft
- Bombardier Challenger 3500
- Seats
- 10
- Travel time
- 2h 36m
1/5
From
Gary/Chicago (GYY)
Indiana
→
To
Marco Island Executive (MKY)
Florida
- Available
- Dec 2, 2026
- Aircraft
- Cessna Citation XLS
- Seats
- 9
- Travel time
- 2h 48m
1/16
From
Chicago Executive (PWK)
Illinois
→
To
Naples (APF)
Florida
- Available
- Dec 9–10, 2026
- Aircraft
- Embraer Phenom 300
- Seats
- 8
- Travel time
- 3h 6m
1/5
From
Gary/Chicago (GYY)
Indiana
→
To
Naples (APF)
Florida
- Available
- Dec 13–18, 2026
- Aircraft
- Cessna Citation XLS
- Seats
- 9
- Travel time
- 2h 48m
1/2
From
DuPage (DPA)
Illinois
→
To
Witham Field (SUA)
Florida
- Available
- Dec 28, 2026 – Jan 2, 2027
- Aircraft
- Gulfstream G280
- Seats
- 10
- Travel time
- 2h 54m
1/2
From
DuPage (DPA)
Illinois
→
To
Southwest Florida Intl (RSW)
Florida
- Available
- Jan 17–22, 2027
- Aircraft
- Gulfstream G500
- Seats
- 16
- Travel time
- 2h 48m
1/16
From
Chicago Executive (PWK)
Illinois
→
To
Naples (APF)
Florida
- Available
- May 6, 2027
- Aircraft
- Embraer Phenom 300
- Seats
- 8
- Travel time
- 3h
Not the dates you need?
Tell us the trip and we will arrange it, empty leg or not.
Request a flight
Tell us the trip and we'll come back with options.
Available now
Transient aircraft
Aircraft positioned and available for charter, with flexible routing from these locations.
1/3
Available at
Palm Springs (KPSP)
California
- Available
- Oct 20, 2026 – Jan 18, 2027
- Aircraft
- Bombardier Learjet 45
- Seats
- 8
$43,000 CAD
1/3
Available at
Get an alert
Tell us an airport or route and we’ll email you when a matching empty leg appears.
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.
