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:
Oklahoma City, Wiley Post (PWA), OK, US
Oklahoma City, Wiley Post (PWA), OK, US
To:
Gary, Chicago International (GYY), IN, US
Gary, Chicago International (GYY), IN, US
Departure date:
27.08.2026
27.08.2026
Aircraft:
Nextant 400XTi
Nextant 400XTi
Capacity:
8
8
$13,996
Distance between PWA - GYY:
692 mi (1113 km)
Cost per person:
$1749.48
Cost per hour:
—
From:
Chicago, Midway International (MDW), IL, US
Chicago, Midway International (MDW), IL, US
To:
Rochester, Rochester International Airport (RST), MN, US
Rochester, Rochester International Airport (RST), MN, US
Departure date:
22.08.2026
22.08.2026
Aircraft:
Learjet 60
Learjet 60
Capacity:
8
8
$11,196
Distance between MDW - RST:
285 mi (458 km)
Estimated flight duration:
0 hours : 35 minutes
Cost per person:
$1399.49
Cost per hour:
$19005.51
From:
Chicago Midway International Airport
Chicago Midway International Airport
To:
Miami-Opa Locka Executive Airport
Miami-Opa Locka Executive Airport
Departure date:
04.09.2026
04.09.2026
Aircraft:
Bombardier Challenger 300
Bombardier Challenger 300
Capacity:
9
9
$15,840
Distance between MDW - OPF:
1177 mi (1895 km)
Cost per person:
$1760
Cost per hour:
$26888.96
From:
Augusta, Regional At Bush Field (AGS), GA, US
Augusta, Regional At Bush Field (AGS), GA, US
To:
Gary, Chicago International (GYY), IN, US
Gary, Chicago International (GYY), IN, US
Aircraft:
Nextant 400XTi
Nextant 400XTi
Capacity:
8
8
$14,229
Distance between AGS - GYY:
636 mi (1023 km)
Cost per person:
$1778.61
Cost per hour:
$24154
From:
Clarinda, Schenck Field (ICL), IA, US
Clarinda, Schenck Field (ICL), IA, US
To:
Gary, Chicago International (GYY), IN, US
Gary, Chicago International (GYY), IN, US
Aircraft:
Nextant 400XTi
Nextant 400XTi
Capacity:
8
8
$9,191
Distance between ICL - GYY:
401 mi (645 km)
Cost per person:
$1148.94
Cost per hour:
$15602.87
From:
Hazleton, Municipal (HZL), PA, US
Hazleton, Municipal (HZL), PA, US
To:
Gary, Chicago International (GYY), IN, US
Gary, Chicago International (GYY), IN, US
Aircraft:
Gulfstream G-V
Gulfstream G-V
Capacity:
16
16
$16,614
Distance between HZL - GYY:
594 mi (957 km)
Cost per person:
$1038.37
Cost per hour:
$28202.79
From:
Grand Junction, Grand Junction Regional Airport (GJT), CO, US
Grand Junction, Grand Junction Regional Airport (GJT), CO, US
To:
Gary, Chicago International (GYY), IN, US
Gary, Chicago International (GYY), IN, US
Aircraft:
Nextant 400XTi
Nextant 400XTi
Capacity:
8
8
$19,798
Distance between GJT - GYY:
1122 mi (1806 km)
Cost per person:
$2474.77
Cost per hour:
$33608.08
From:
Nashville, John C Tune (JWN), TN, US
Nashville, John C Tune (JWN), TN, US
To:
Gary, Chicago International (GYY), IN, US
Gary, Chicago International (GYY), IN, US
Aircraft:
Nextant 400XTi
Nextant 400XTi
Capacity:
8
8
$9,292
Distance between JWN - GYY:
6345 mi (10212 km)
Cost per person:
$1161.44
Cost per hour:
$15772.69
From:
Nantucket, Memorial (ACK), MA, US
Nantucket, Memorial (ACK), MA, US
To:
Gary, Chicago International (GYY), IN, US
Gary, Chicago International (GYY), IN, US
Aircraft:
Nextant 400XTi
Nextant 400XTi
Capacity:
8
8
$18,057
Distance between ACK - GYY:
898 mi (1445 km)
Cost per person:
$2257.15
Cost per hour:
$30652.77
From:
Naples, Municipal (APF), FL, US
Naples, Municipal (APF), FL, US
To:
Gary, Chicago International (GYY), IN, US
Gary, Chicago International (GYY), IN, US
Aircraft:
Nextant 400XTi
Nextant 400XTi
Capacity:
8
8
$19,932
Distance between APF - GYY:
1116 mi (1796 km)
Cost per person:
$2491.55
Cost per hour:
$33835.89
From:
Nashville, Nashville International Airport (BNA), TN, US
Nashville, Nashville International Airport (BNA), TN, US
To:
Gary, Chicago International (GYY), IN, US
Gary, Chicago International (GYY), IN, US
Aircraft:
Gulfstream G-V
Gulfstream G-V
Capacity:
16
16
$19,925
Distance between BNA - GYY:
381 mi (613 km)
Cost per person:
$1245.32
Cost per hour:
$33823.47
From:
Portland, International Jetport (PWM), ME, US
Portland, International Jetport (PWM), ME, US
To:
Gary, Chicago International (GYY), IN, US
Gary, Chicago International (GYY), IN, US
Aircraft:
Nextant 400XTi
Nextant 400XTi
Capacity:
8
8
$17,340
Distance between PWM - GYY:
879 mi (1415 km)
Cost per person:
$2167.48
Cost per hour:
$29435.03
From:
Duluth, Duluth International Airport (DLH), MN, US
Duluth, Duluth International Airport (DLH), MN, US
To:
Gary, Chicago International (GYY), IN, US
Gary, Chicago International (GYY), IN, US
Aircraft:
Nextant 400XTi
Nextant 400XTi
Capacity:
8
8
$9,913
Distance between DLH - GYY:
426 mi (685 km)
Cost per person:
$1239.06
Cost per hour:
$16826.82
From:
Gary, Chicago International (GYY), IN, US
Gary, Chicago International (GYY), IN, US
To:
Teterboro, Teterboro Airport (TEB), NJ, US
Teterboro, Teterboro Airport (TEB), NJ, US
Aircraft:
Gulfstream G-V
Gulfstream G-V
Capacity:
14
14
$21,953
Distance between GYY - TEB:
695 mi (1119 km)
Cost per person:
$1568.05
Cost per hour:
$37265.46
From:
Gary, Chicago International (GYY), IN, US
Gary, Chicago International (GYY), IN, US
To:
Akron, Canton Regional (CAK), OH, US
Akron, Canton Regional (CAK), OH, US
Aircraft:
Nextant 400XTi
Nextant 400XTi
Capacity:
8
8
$8,691
Distance between GYY - CAK:
314 mi (506 km)
Cost per person:
$1086.41
Cost per hour:
$14753.76
From:
Gary, Chicago International (GYY), IN, US
Gary, Chicago International (GYY), IN, US
To:
Washington, Dulles International (IAD), DC, US
Washington, Dulles International (IAD), DC, US
Aircraft:
Learjet 60XR
Learjet 60XR
Capacity:
8
8
$12,784
Distance between GYY - IAD:
556 mi (896 km)
Cost per person:
$1598.05
Cost per hour:
$21701.94
From:
Gary, Chicago International (GYY), IN, US
Gary, Chicago International (GYY), IN, US
To:
Sarasota, Bradenton International (SRQ), FL, US
Sarasota, Bradenton International (SRQ), FL, US
Aircraft:
Citation Latitude
Citation Latitude
Capacity:
9
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
From:
Gary, Chicago International (GYY), IN, US
Gary, Chicago International (GYY), IN, US
To:
Boca Raton, Boca Raton Airport (BCT), FL, US
Boca Raton, Boca Raton Airport (BCT), FL, US
Aircraft:
Learjet 60
Learjet 60
Capacity:
8
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
From:
Gary, Chicago International (GYY), IN, US
Gary, Chicago International (GYY), IN, US
To:
Kansas City, Charles B. Wheeler Downtown (MKC), MO, US
Kansas City, Charles B. Wheeler Downtown (MKC), MO, US
Aircraft:
Nextant 400XTi
Nextant 400XTi
Capacity:
8
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
Gary, Chicago International (GYY), IN, US
To:
Clarinda, Schenck Field (ICL), IA, US
Clarinda, Schenck Field (ICL), IA, US
Aircraft:
Nextant 400XTi
Nextant 400XTi
Capacity:
8
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
Gary, Chicago International (GYY), IN, US
To:
Toronto, Lester B. Pearson International (YYZ), ON, CA
Toronto, Lester B. Pearson International (YYZ), ON, CA
Aircraft:
Gulfstream G-V
Gulfstream G-V
Capacity:
16
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
Gary, Chicago International (GYY), IN, US
To:
Waterbury, Oxford (OXC), CT, US
Waterbury, Oxford (OXC), CT, US
Aircraft:
Citation Excel
Citation Excel
Capacity:
7
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
Gary, Chicago International (GYY), IN, US
To:
Washington, Dulles International (IAD), DC, US
Washington, Dulles International (IAD), DC, US
Aircraft:
Gulfstream G-IVSP
Gulfstream G-IVSP
Capacity:
13
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.
