Empty Leg Flights to and from Gary

Looking for great deals on empty leg flights to or from Gary? Take advantage of private jet savings with one-way and return empty leg flights. Whether you're heading to Gary (GYY) or departing from it, book your next flight today and enjoy luxurious, cost-effective travel.

From:
Naples, Municipal (APF), FL, US
To:
Chicago, Midway International (MDW), IL, US
Departure date:
23.09.2026
Aircraft:
Citation Excel
Capacity:
9
$15,112
Distance between APF - MDW:
1133 mi (1823 km)
Cost per person:
$1679.13
Cost per hour:
—

From:
Coatesville, Chester County G O Carlson (MQS), PA, US
To:
Chicago, Executive (PWK), IL, US
Departure date:
24.09.2026
Aircraft:
Citation CJ3+
Capacity:
7
$9,715
Distance between MQS - PWK:
2578 mi (4149 km)
Cost per person:
$1387.84
Cost per hour:
—

From:
Minneapolis, St Paul International/Wold-Chamberlain (MSP), MN, US
To:
Chicago, Midway International (MDW), IL, US
Departure date:
26.09.2026
Aircraft:
Learjet 60
Capacity:
7
$11,011
Distance between MSP - MDW:
354 mi (570 km)
Estimated flight duration:
0 hours : 43 minutes
Cost per person:
$1572.93
Cost per hour:
$15023.92
Learjet 60 image 1
Learjet 60 image 2

From:
Gary (GYY)
To:
Fort Pierce (FPR)
Departure date:
17.09.2026
Aircraft:
Eclipse 500
Capacity:
5
$6,059
Distance between GYY - FPR:
1058 mi (1703 km)
Estimated flight duration:
2 hours : 29 minutes
Cost per person:
$1211.87
Cost per hour:
$2437.25
Eclipse 500 image 1
Eclipse 500 image 2

From:
Gary (GYY)
To:
Blue Fox Bay (BFB)
Departure date:
17.09.2026
Aircraft:
Hawker 800
Capacity:
8
$23,424
Distance between GYY - BFB:
2964 mi (4770 km)
Estimated flight duration:
6 hours : 24 minutes
Cost per person:
$2928
Cost per hour:
$3658.47
Hawker 800 image 1
Hawker 800 image 2

From:
Gary (GYY)
To:
Stowe (MVL)
Departure date:
15.09.2026
Aircraft:
Eclipse 500
Capacity:
5
$4,433
Distance between GYY - MVL:
774 mi (1245 km)
Estimated flight duration:
1 hours : 49 minutes
Cost per person:
$886.53
Cost per hour:
$2438.86
Eclipse 500 image 1
Eclipse 500 image 2

From:
Gary (GYY)
To:
Tyonek (TYE)
Departure date:
02.10.2026
Aircraft:
Hawker 800
Capacity:
8
$23,058
Distance between GYY - TYE:
2920 mi (4699 km)
Estimated flight duration:
6 hours : 18 minutes
Cost per person:
$2882.25
Cost per hour:
$3655.72
Hawker 800 image 1
Hawker 800 image 2

From:
Gary (GYY)
To:
Salem (SXV)
Departure date:
19.09.2026
Aircraft:
Capacity:
$0
Distance between GYY - SXV:
8646 mi (13915 km)
Cost per person:
—

From:
Winner, Winner Regional Airport (ICR), SD, US
To:
Gary, Chicago International (GYY), IN, US
Aircraft:
Citation Mustang
Capacity:
4
$5,784
Distance between ICR - GYY:
1575 mi (2534 km)
Estimated flight duration:
4 hours : 1 minutes
Cost per person:
$1446.01
Cost per hour:
$1438.02
Citation Mustang image 1
Citation Mustang image 2

From:
Oklahoma City, Wiley Post (PWA), OK, US
To:
Gary, Chicago International (GYY), IN, US
Aircraft:
Nextant 400XTi
Capacity:
8
$13,996
Distance between PWA - GYY:
692 mi (1113 km)
Cost per person:
$1749.48
Cost per hour:
$3479.64

From:
Augusta, Regional At Bush Field (AGS), GA, US
To:
Gary, Chicago International (GYY), IN, US
Aircraft:
Nextant 400XTi
Capacity:
8
$14,229
Distance between AGS - GYY:
636 mi (1023 km)
Cost per person:
$1778.61
Cost per hour:
$3537.58

From:
Clarinda, Schenck Field (ICL), IA, US
To:
Gary, Chicago International (GYY), IN, US
Aircraft:
Nextant 400XTi
Capacity:
8
$9,191
Distance between ICL - GYY:
401 mi (645 km)
Cost per person:
$1148.94
Cost per hour:
$2285.18

From:
Hazleton, Municipal (HZL), PA, US
To:
Gary, Chicago International (GYY), IN, US
Aircraft:
Gulfstream G-V
Capacity:
16
$16,614
Distance between HZL - GYY:
594 mi (957 km)
Cost per person:
$1038.37
Cost per hour:
$4130.56

From:
Grand Junction, Grand Junction Regional Airport (GJT), CO, US
To:
Gary, Chicago International (GYY), IN, US
Aircraft:
Nextant 400XTi
Capacity:
8
$19,798
Distance between GJT - GYY:
1122 mi (1806 km)
Cost per person:
$2474.77
Cost per hour:
$4922.22

From:
Nashville, John C Tune (JWN), TN, US
To:
Gary, Chicago International (GYY), IN, US
Aircraft:
Nextant 400XTi
Capacity:
8
$9,292
Distance between JWN - GYY:
6345 mi (10212 km)
Cost per person:
$1161.44
Cost per hour:
$2310.06

From:
Nantucket, Memorial (ACK), MA, US
To:
Gary, Chicago International (GYY), IN, US
Aircraft:
Nextant 400XTi
Capacity:
8
$18,057
Distance between ACK - GYY:
898 mi (1445 km)
Cost per person:
$2257.15
Cost per hour:
$4489.38

From:
Naples, Municipal (APF), FL, US
To:
Gary, Chicago International (GYY), IN, US
Aircraft:
Nextant 400XTi
Capacity:
8
$19,932
Distance between APF - GYY:
1116 mi (1796 km)
Cost per person:
$2491.55
Cost per hour:
$4955.58

From:
Nashville, Nashville International Airport (BNA), TN, US
To:
Gary, Chicago International (GYY), IN, US
Aircraft:
Gulfstream G-V
Capacity:
16
$19,925
Distance between BNA - GYY:
381 mi (613 km)
Cost per person:
$1245.32
Cost per hour:
$4953.76

From:
Gary, Chicago International (GYY), IN, US
To:
Teterboro, Teterboro Airport (TEB), NJ, US
Aircraft:
Gulfstream G-V
Capacity:
14
$21,953
Distance between GYY - TEB:
695 mi (1119 km)
Cost per person:
$1568.05
Cost per hour:
$5457.87

From:
Gary, Chicago International (GYY), IN, US
To:
Akron, Canton Regional (CAK), OH, US
Aircraft:
Nextant 400XTi
Capacity:
8
$8,691
Distance between GYY - CAK:
314 mi (506 km)
Cost per person:
$1086.41
Cost per hour:
$2160.82

From:
Gary, Chicago International (GYY), IN, US
To:
Washington, Dulles International (IAD), DC, US
Aircraft:
Learjet 60XR
Capacity:
8
$12,784
Distance between GYY - IAD:
556 mi (896 km)
Cost per person:
$1598.05
Cost per hour:
$3178.45

From:
Gary, Chicago International (GYY), IN, US
To:
Sarasota, Bradenton International (SRQ), FL, US
Aircraft:
Citation Latitude
Capacity:
9
$21,771
Distance between GYY - SRQ:
1021 mi (1643 km)
Estimated flight duration:
2 hours : 24 minutes
Cost per person:
$2418.99
Cost per hour:
$9034.34
Citation Latitude image 1
Citation Latitude image 2

From:
Gary, Chicago International (GYY), IN, US
To:
Boca Raton, Boca Raton Airport (BCT), FL, US
Aircraft:
Learjet 60
Capacity:
8
$18,984
Distance between GYY - BCT:
1135 mi (1826 km)
Estimated flight duration:
2 hours : 20 minutes
Cost per person:
$2373.05
Cost per hour:
$8088.73
Learjet 60 image 1
Learjet 60 image 2

From:
Gary, Chicago International (GYY), IN, US
To:
Kansas City, Charles B. Wheeler Downtown (MKC), MO, US
Aircraft:
Nextant 400XTi
Capacity:
8
$10,601
Distance between GYY - MKC:
417 mi (671 km)
Cost per person:
$1325.07
Cost per hour:
$4516.61

From:
Gary, Chicago International (GYY), IN, US
To:
Clarinda, Schenck Field (ICL), IA, US
Aircraft:
Nextant 400XTi
Capacity:
8
$9,836
Distance between GYY - ICL:
401 mi (645 km)
Cost per person:
$1229.46
Cost per hour:
$4190.69

From:
Gary, Chicago International (GYY), IN, US
To:
Toronto, Lester B. Pearson International (YYZ), ON, CA
Aircraft:
Gulfstream G-V
Capacity:
16
$11,790
Distance between GYY - YYZ:
421 mi (678 km)
Cost per person:
$736.88
Cost per hour:
$5023.42

From:
Gary, Chicago International (GYY), IN, US
To:
Waterbury, Oxford (OXC), CT, US
Aircraft:
Citation Excel
Capacity:
7
$7,516
Distance between GYY - OXC:
738 mi (1187 km)
Cost per person:
$1073.77
Cost per hour:
$3202.53

From:
Gary, Chicago International (GYY), IN, US
To:
Washington, Dulles International (IAD), DC, US
Aircraft:
Gulfstream G-IVSP
Capacity:
13
$10,878
Distance between GYY - IAD:
556 mi (896 km)
Cost per person:
$836.73
Cost per hour:
$4634.6

Benefits of Booking Empty Leg Flights in Gary

The benefits of booking empty leg flights, including cost savings and flexibility.

How to Find the Best Deals on Empty Leg Flights in Gary

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 Gary

The following routes from Gary often have empty leg flights available:

  • Chicago (MDW)
  • Milwaukee (MKE)
  • Cincinnati (CVG)
  • St. Louis (STL)

Local Airports and Private Jet Terminals in Gary

The following airports and private jet terminals facilitate empty leg flights:

  • Gary/Chicago International Airport (GYY)
  • South Shore Airport (JAF)
  • Crown Point Municipal Airport (CWP)

Are empty leg flights in Gary 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.

All Empty Leg Flight Routes from Gary

Gary - Orlando sanford
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