Empty Leg Flights to and from Winter Haven
Looking for great deals on empty leg flights to or from Winter Haven? Take advantage of private jet savings with one-way and return empty leg flights. Whether you're heading to Winter Haven (GIF) or departing from it, book your next flight today and enjoy luxurious, cost-effective travel.
From:
Quebec, Jean Lesage International (YQB), QC, CA
Quebec, Jean Lesage International (YQB), QC, CA
To:
Tampa, Tampa International Airport (TPA), FL, US
Tampa, Tampa International Airport (TPA), FL, US
Departure date:
04.09.2026
04.09.2026
Aircraft:
Citation XLS+
Citation XLS+
Capacity:
8
8
$20,084
Distance between YQB - TPA:
1438 mi (2314 km)
Estimated flight duration:
2 hours : 50 minutes
Cost per person:
$2510.46
Cost per hour:
$7081.46
From:
Denver, Centennial (APA), CO, US
Denver, Centennial (APA), CO, US
To:
Tampa, Tampa International Airport (TPA), FL, US
Tampa, Tampa International Airport (TPA), FL, US
Departure date:
06.09.2026
06.09.2026
Aircraft:
Learjet 60XR
Learjet 60XR
Capacity:
6
6
$19,762
Distance between APA - TPA:
1521 mi (2448 km)
Cost per person:
$3293.59
Cost per hour:
$6967.89
From:
Bedford, Laurence G Hanscom Field (BED), MA, US
Bedford, Laurence G Hanscom Field (BED), MA, US
To:
Tampa, Tampa International Airport (TPA), FL, US
Tampa, Tampa International Airport (TPA), FL, US
Departure date:
08.09.2026
08.09.2026
Aircraft:
Citation Excel
Citation Excel
Capacity:
8
8
$21,589
Distance between BED - TPA:
1183 mi (1904 km)
Cost per person:
$2698.64
Cost per hour:
$7612.29
From:
Dallas, Love Field (DAL), TX, US
Dallas, Love Field (DAL), TX, US
To:
Lakeland, Linder Regional (LAL), FL, US
Lakeland, Linder Regional (LAL), FL, US
Departure date:
12.09.2026
12.09.2026
Aircraft:
Citation Excel
Citation Excel
Capacity:
9
9
$12,144
Distance between DAL - LAL:
945 mi (1520 km)
Cost per person:
$1349.32
Cost per hour:
$4281.91
From:
Lakeland, Linder Regional (LAL), FL, US
Lakeland, Linder Regional (LAL), FL, US
To:
Washington, Dulles International (IAD), DC, US
Washington, Dulles International (IAD), DC, US
Departure date:
17.09.2026
17.09.2026
Aircraft:
Citation Excel
Citation Excel
Capacity:
9
9
$10,687
Distance between LAL - IAD:
802 mi (1291 km)
Cost per person:
$1187.47
Cost per hour:
$3768.29
From:
Lakeland, Linder Regional (LAL), FL, US
Lakeland, Linder Regional (LAL), FL, US
To:
Atlanta, Fulton County Airport Brown Field (FTY), GA, US
Atlanta, Fulton County Airport Brown Field (FTY), GA, US
Departure date:
17.09.2026
17.09.2026
Aircraft:
Challenger 300
Challenger 300
Capacity:
8
8
$8,420
Distance between LAL - FTY:
427 mi (687 km)
Estimated flight duration:
0 hours : 48 minutes
Cost per person:
$1052.56
Cost per hour:
$10414.61
From:
Austin, Bergstrom International (AUS), TX, US
Austin, Bergstrom International (AUS), TX, US
To:
Tampa, Tampa International Airport (TPA), FL, US
Tampa, Tampa International Airport (TPA), FL, US
Aircraft:
Global Express
Global Express
Capacity:
13
13
$23,370
Distance between AUS - TPA:
936 mi (1506 km)
Estimated flight duration:
1 hours : 40 minutes
Cost per person:
$1797.72
Cost per hour:
$14000.36
From:
Morganton, Foothills Regional (MRN), NC, US
Morganton, Foothills Regional (MRN), NC, US
To:
Tampa, Tampa International Airport (TPA), FL, US
Tampa, Tampa International Airport (TPA), FL, US
Aircraft:
Pilatus PC-12/45
Pilatus PC-12/45
Capacity:
8
8
$13,091
Distance between MRN - TPA:
541 mi (871 km)
Cost per person:
$1636.33
Cost per hour:
$7842.13
From:
Shreveport, Shreveport Regional Airport (SHV), LA, US
Shreveport, Shreveport Regional Airport (SHV), LA, US
To:
Tampa, Tampa International Airport (TPA), FL, US
Tampa, Tampa International Airport (TPA), FL, US
Aircraft:
Learjet 60
Learjet 60
Capacity:
7
7
$15,000
Distance between SHV - TPA:
744 mi (1197 km)
Estimated flight duration:
1 hours : 32 minutes
Cost per person:
$2142.84
Cost per hour:
$9749.49
From:
Fort Worth, Dallas Fort Worth International (DFW), TX, US
Fort Worth, Dallas Fort Worth International (DFW), TX, US
To:
Tampa, Tampa International Airport (TPA), FL, US
Tampa, Tampa International Airport (TPA), FL, US
Aircraft:
Falcon 50
Falcon 50
Capacity:
9
9
$20,903
Distance between DFW - TPA:
916 mi (1473 km)
Estimated flight duration:
1 hours : 37 minutes
Cost per person:
$2322.61
Cost per hour:
$12811.41
From:
Fort Worth, Dallas Fort Worth International (DFW), TX, US
Fort Worth, Dallas Fort Worth International (DFW), TX, US
To:
Tampa, Tampa International Airport (TPA), FL, US
Tampa, Tampa International Airport (TPA), FL, US
Aircraft:
Falcon 50
Falcon 50
Capacity:
9
9
$17,300
Distance between DFW - TPA:
916 mi (1473 km)
Estimated flight duration:
1 hours : 37 minutes
Cost per person:
$1922.18
Cost per hour:
$10602.65
From:
Montreal, Montréal / Saint-Hubert (YHU), QC, CA
Montreal, Montréal / Saint-Hubert (YHU), QC, CA
To:
Tampa, Tampa International Airport (TPA), FL, US
Tampa, Tampa International Airport (TPA), FL, US
Aircraft:
Citation Latitude
Citation Latitude
Capacity:
9
9
$27,372
Distance between YHU - TPA:
1307 mi (2103 km)
Estimated flight duration:
3 hours : 4 minutes
Cost per person:
$3041.32
Cost per hour:
$8877.6
From:
Madison, Dane County Regional Truax Field (MSN), WI, US
Madison, Dane County Regional Truax Field (MSN), WI, US
To:
Tampa, Tampa International Airport (TPA), FL, US
Tampa, Tampa International Airport (TPA), FL, US
Aircraft:
Learjet 45
Learjet 45
Capacity:
9
9
$17,053
Distance between MSN - TPA:
1118 mi (1799 km)
Estimated flight duration:
2 hours : 14 minutes
Cost per person:
$1894.8
Cost per hour:
$7622.63
From:
Austin, Bergstrom International (AUS), TX, US
Austin, Bergstrom International (AUS), TX, US
To:
Tampa, Tampa International Airport (TPA), FL, US
Tampa, Tampa International Airport (TPA), FL, US
Aircraft:
Global Express
Global Express
Capacity:
13
13
$25,791
Distance between AUS - TPA:
936 mi (1506 km)
Estimated flight duration:
1 hours : 40 minutes
Cost per person:
$1983.91
Cost per hour:
$15450.39
From:
Nassau, Lynden Pindling International (NAS), BS
Nassau, Lynden Pindling International (NAS), BS
To:
Tampa, Tampa International Airport (TPA), FL, US
Tampa, Tampa International Airport (TPA), FL, US
Aircraft:
Global Express
Global Express
Capacity:
13
13
$21,521
Distance between NAS - TPA:
374 mi (602 km)
Estimated flight duration:
0 hours : 40 minutes
Cost per person:
$1655.45
Cost per hour:
$32223.96
From:
Farmingdale, Republic (FRG), NY, US
Farmingdale, Republic (FRG), NY, US
To:
Tampa, Tampa International Airport (TPA), FL, US
Tampa, Tampa International Airport (TPA), FL, US
Aircraft:
Global Express
Global Express
Capacity:
13
13
$27,493
Distance between FRG - TPA:
1022 mi (1645 km)
Estimated flight duration:
1 hours : 49 minutes
Cost per person:
$2114.82
Cost per hour:
$15077.82
From:
Morristown, Municipal (MMU), NJ, US
Morristown, Municipal (MMU), NJ, US
To:
Tampa, Tampa International Airport (TPA), FL, US
Tampa, Tampa International Airport (TPA), FL, US
Aircraft:
Gulfstream G-IVSP
Gulfstream G-IVSP
Capacity:
13
13
$21,733
Distance between MMU - TPA:
999 mi (1607 km)
Cost per person:
$1671.78
Cost per hour:
$11919.08
From:
Destin, Fort Walton Beach (DTS), FL, US
Destin, Fort Walton Beach (DTS), FL, US
To:
Tampa, Tampa International Airport (TPA), FL, US
Tampa, Tampa International Airport (TPA), FL, US
Aircraft:
Learjet 60XR
Learjet 60XR
Capacity:
8
8
$11,103
Distance between DTS - TPA:
0 mi (0 km)
Cost per person:
$1387.9
Cost per hour:
$6089.34
From:
Washington, Dulles International (IAD), DC, US
Washington, Dulles International (IAD), DC, US
To:
Tampa, Tampa International Airport (TPA), FL, US
Tampa, Tampa International Airport (TPA), FL, US
Aircraft:
Citation Latitude
Citation Latitude
Capacity:
9
9
$19,560
Distance between IAD - TPA:
813 mi (1309 km)
Estimated flight duration:
1 hours : 55 minutes
Cost per person:
$2173.36
Cost per hour:
$10192.01
From:
Wilmington, New Castle (ILG), DE, US
Wilmington, New Castle (ILG), DE, US
To:
Bartow, Municipal (BOW), FL, US
Bartow, Municipal (BOW), FL, US
Aircraft:
Hawker 800XP
Hawker 800XP
Capacity:
8
8
$13,142
Distance between ILG - BOW:
894 mi (1439 km)
Estimated flight duration:
1 hours : 55 minutes
Cost per person:
$1642.73
Cost per hour:
$6804.16
From:
Louisville, International Standiford Field (SDF), KY, US
Louisville, International Standiford Field (SDF), KY, US
To:
Tampa, Tampa International Airport (TPA), FL, US
Tampa, Tampa International Airport (TPA), FL, US
Aircraft:
Citation XLS+
Citation XLS+
Capacity:
8
8
$8,708
Distance between SDF - TPA:
737 mi (1186 km)
Estimated flight duration:
1 hours : 27 minutes
Cost per person:
$1088.55
Cost per hour:
$5991.01
From:
Wilmington, New Castle (ILG), DE, US
Wilmington, New Castle (ILG), DE, US
To:
Bartow, Municipal (BOW), FL, US
Bartow, Municipal (BOW), FL, US
Aircraft:
Hawker 800XP
Hawker 800XP
Capacity:
8
8
$14,696
Distance between ILG - BOW:
894 mi (1439 km)
Estimated flight duration:
1 hours : 55 minutes
Cost per person:
$1837.02
Cost per hour:
$7608.89
From:
Charlotte, Douglas International (CLT), NC, US
Charlotte, Douglas International (CLT), NC, US
To:
Tampa, Tampa International Airport (TPA), FL, US
Tampa, Tampa International Airport (TPA), FL, US
Aircraft:
Falcon 50
Falcon 50
Capacity:
9
9
$12,388
Distance between CLT - TPA:
512 mi (824 km)
Estimated flight duration:
0 hours : 54 minutes
Cost per person:
$1376.43
Cost per hour:
$13577.47
From:
Pittsburgh, Pittsburgh International Airport (PIT), PA, US
Pittsburgh, Pittsburgh International Airport (PIT), PA, US
To:
Tampa, Tampa International Airport (TPA), FL, US
Tampa, Tampa International Airport (TPA), FL, US
Aircraft:
Global Express
Global Express
Capacity:
13
13
$25,099
Distance between PIT - TPA:
968 mi (1557 km)
Estimated flight duration:
1 hours : 43 minutes
Cost per person:
$1930.7
Cost per hour:
$14536.24
From:
Eden Prairie, Flying Cloud (FCM), MN, US
Eden Prairie, Flying Cloud (FCM), MN, US
To:
Tampa, Tampa International Airport (TPA), FL, US
Tampa, Tampa International Airport (TPA), FL, US
Aircraft:
Hawker 800XP
Hawker 800XP
Capacity:
6
6
$21,544
Distance between FCM - TPA:
1319 mi (2122 km)
Estimated flight duration:
2 hours : 50 minutes
Cost per person:
$3590.66
Cost per hour:
$7562.92
From:
Bedford, Laurence G Hanscom Field (BED), MA, US
Bedford, Laurence G Hanscom Field (BED), MA, US
To:
Tampa, Tampa International Airport (TPA), FL, US
Tampa, Tampa International Airport (TPA), FL, US
Aircraft:
Gulfstream G-IVSP
Gulfstream G-IVSP
Capacity:
12
12
$29,085
Distance between BED - TPA:
1183 mi (1904 km)
Cost per person:
$2423.73
Cost per hour:
$10210.09
From:
Tortola Is., Terrance B. Lettsome International (EIS), VG
Tortola Is., Terrance B. Lettsome International (EIS), VG
To:
Tampa, Tampa International Airport (TPA), FL, US
Tampa, Tampa International Airport (TPA), FL, US
Aircraft:
Citation Excel
Citation Excel
Capacity:
8
8
$18,036
Distance between EIS - TPA:
1312 mi (2112 km)
Cost per person:
$2254.56
Cost per hour:
$6331.63
From:
Tortola Is., Terrance B. Lettsome International (EIS), VG
Tortola Is., Terrance B. Lettsome International (EIS), VG
To:
Tampa, Tampa International Airport (TPA), FL, US
Tampa, Tampa International Airport (TPA), FL, US
Aircraft:
Citation XLS
Citation XLS
Capacity:
9
9
$25,051
Distance between EIS - TPA:
1312 mi (2112 km)
Estimated flight duration:
2 hours : 35 minutes
Cost per person:
$2783.5
Cost per hour:
$9680.85
From:
Montreal, Pierre Elliott Trudeau International (YUL), QC, CA
Montreal, Pierre Elliott Trudeau International (YUL), QC, CA
To:
Tampa, Tampa International Airport (TPA), FL, US
Tampa, Tampa International Airport (TPA), FL, US
Aircraft:
Citation XLS+
Citation XLS+
Capacity:
8
8
$19,453
Distance between YUL - TPA:
0 mi (0 km)
Estimated flight duration:
0 hours : 0 minutes
Cost per person:
$2431.61
Cost per hour:
—
From:
New Orleans, Louis Armstrong New Orleans International (MSY), LA, US
New Orleans, Louis Armstrong New Orleans International (MSY), LA, US
To:
Tampa, Tampa International Airport (TPA), FL, US
Tampa, Tampa International Airport (TPA), FL, US
Aircraft:
Learjet 60
Learjet 60
Capacity:
7
7
$11,888
Distance between MSY - TPA:
480 mi (773 km)
Estimated flight duration:
0 hours : 59 minutes
Cost per person:
$1698.24
Cost per hour:
$11961.92
From:
Chicago, Midway International (MDW), IL, US
Chicago, Midway International (MDW), IL, US
To:
Tampa, Tampa International Airport (TPA), FL, US
Tampa, Tampa International Airport (TPA), FL, US
Aircraft:
Citation Excel
Citation Excel
Capacity:
8
8
$18,372
Distance between MDW - TPA:
1002 mi (1612 km)
Cost per person:
$2296.5
Cost per hour:
$18486.71
From:
Bedford, Laurence G Hanscom Field (BED), MA, US
Bedford, Laurence G Hanscom Field (BED), MA, US
To:
Tampa, Tampa International Airport (TPA), FL, US
Tampa, Tampa International Airport (TPA), FL, US
Aircraft:
Global Express
Global Express
Capacity:
12
12
$29,179
Distance between BED - TPA:
1183 mi (1904 km)
Estimated flight duration:
2 hours : 6 minutes
Cost per person:
$2431.56
Cost per hour:
$13823.16
From:
Aiken, Municipal (AIK), SC, US
Aiken, Municipal (AIK), SC, US
To:
Tampa, Tampa International Airport (TPA), FL, US
Tampa, Tampa International Airport (TPA), FL, US
Aircraft:
Citation III
Citation III
Capacity:
9
9
$5,408
Distance between AIK - TPA:
391 mi (629 km)
Estimated flight duration:
0 hours : 42 minutes
Cost per person:
$600.92
Cost per hour:
$7576.7
From:
Tuscaloosa, Tuscaloosa Regional Airport (TCL), AL, US
Tuscaloosa, Tuscaloosa Regional Airport (TCL), AL, US
To:
Tampa, Tampa International Airport (TPA), FL, US
Tampa, Tampa International Airport (TPA), FL, US
Aircraft:
Global Express
Global Express
Capacity:
13
13
$22,391
Distance between TCL - TPA:
476 mi (766 km)
Estimated flight duration:
0 hours : 50 minutes
Cost per person:
$1722.36
Cost per hour:
$26379.13
From:
Morristown, Municipal (MMU), NJ, US
Morristown, Municipal (MMU), NJ, US
To:
Tampa, Tampa International Airport (TPA), FL, US
Tampa, Tampa International Airport (TPA), FL, US
Aircraft:
Citation Excel
Citation Excel
Capacity:
8
8
$19,471
Distance between MMU - TPA:
999 mi (1607 km)
Cost per person:
$2433.9
Cost per hour:
$22939.63
From:
Belmar, Monmouth Executive (BLM), NJ, US
Belmar, Monmouth Executive (BLM), NJ, US
To:
Tampa, Tampa International Airport (TPA), FL, US
Tampa, Tampa International Airport (TPA), FL, US
Aircraft:
Hawker 800XP
Hawker 800XP
Capacity:
6
6
$18,751
Distance between BLM - TPA:
973 mi (1566 km)
Estimated flight duration:
2 hours : 6 minutes
Cost per person:
$3125.23
Cost per hour:
$8921.84
From:
Winter Haven, 's Gilbert (GIF), FL, US
Winter Haven, 's Gilbert (GIF), FL, US
To:
Louisville, International Standiford Field (SDF), KY, US
Louisville, International Standiford Field (SDF), KY, US
Aircraft:
Citation Sovereign
Citation Sovereign
Capacity:
9
9
$10,937
Distance between GIF - SDF:
741 mi (1192 km)
Estimated flight duration:
1 hours : 23 minutes
Cost per person:
$1215.26
Cost per hour:
$7814.4
Benefits of Booking Empty Leg Flights in Winter Haven
The benefits of booking empty leg flights, including cost savings and flexibility.
How to Find the Best Deals on Empty Leg Flights in Winter Haven
To get the best price on empty leg flights, book early, use charter brokers, and monitor real-time availability on online platforms.
Popular Routes from Winter Haven
Some popular routes from Winter Haven that often have empty leg flights available include:
- Miami (30 minutes)
- Tampa (1 hour)
- Jacksonville (1.5 hours)
- New Orleans (2 hours)
Local Airports and Private Jet Terminals in Winter Haven
Winter Haven is served by the Winter Haven's Gilbert Airport (GTL), which has a private jet terminal that facilitates empty leg flights. The airport is located just 10 minutes from downtown Winter Haven.
Are empty leg flights in Winter Haven always cheaper?
Yes, empty leg flights typically cost 50-75% less than regular private jet charters.
Can I choose the exact departure time?
No, since these flights follow a fixed schedule based on aircraft availability.
