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:
Nashville, Nashville International Airport (BNA), TN, US
Nashville, Nashville International Airport (BNA), TN, US
To:
Chicago, Executive (PWK), IL, US
Chicago, Executive (PWK), IL, US
Departure date:
15.03.2026
15.03.2026
Aircraft:
Citation XLS
Citation XLS
Capacity:
8
8
$10,200
Distance between BNA - PWK:
419 mi (674 km)
Estimated flight duration:
0 hours : 49 minutes
Cost per person:
$1275.05
Cost per hour:
$12352.61
From:
Pittsburgh, Pittsburgh International Airport (PIT), PA, US
Pittsburgh, Pittsburgh International Airport (PIT), PA, US
To:
Chicago, Executive (PWK), IL, US
Chicago, Executive (PWK), IL, US
Departure date:
16.03.2026
16.03.2026
Aircraft:
Challenger 300
Challenger 300
Capacity:
10
10
$11,023
Distance between PIT - PWK:
485 mi (781 km)
Estimated flight duration:
0 hours : 55 minutes
Cost per person:
$1102.27
Cost per hour:
$12001.12
From:
Omaha, Eppley Airfield (OMA), NE, US
Omaha, Eppley Airfield (OMA), NE, US
To:
Chicago, Executive (PWK), IL, US
Chicago, Executive (PWK), IL, US
Departure date:
16.03.2026
16.03.2026
Aircraft:
Learjet 45XR
Learjet 45XR
Capacity:
8
8
$8,645
Distance between OMA - PWK:
422 mi (679 km)
Estimated flight duration:
0 hours : 50 minutes
Cost per person:
$1080.62
Cost per hour:
$10235.33
From:
Omaha, Eppley Airfield (OMA), NE, US
Omaha, Eppley Airfield (OMA), NE, US
To:
Chicago, Midway International (MDW), IL, US
Chicago, Midway International (MDW), IL, US
Departure date:
16.03.2026
16.03.2026
Aircraft:
Citation XLS
Citation XLS
Capacity:
9
9
$10,200
Distance between OMA - MDW:
429 mi (690 km)
Estimated flight duration:
0 hours : 50 minutes
Cost per person:
$1133.38
Cost per hour:
$12064.15
From:
Asheville, Asheville Regional Airport (AVL), NC, US
Asheville, Asheville Regional Airport (AVL), NC, US
To:
Chicago, Midway International (MDW), IL, US
Chicago, Midway International (MDW), IL, US
Departure date:
17.03.2026
17.03.2026
Aircraft:
Learjet 60
Learjet 60
Capacity:
7
7
$9,323
Distance between AVL - MDW:
521 mi (839 km)
Estimated flight duration:
1 hours : 4 minutes
Cost per person:
$1331.89
Cost per hour:
$8649.91
From:
West Palm Beach, Palm Beach International (PBI), FL, US
West Palm Beach, Palm Beach International (PBI), FL, US
To:
Chicago, Midway International (MDW), IL, US
Chicago, Midway International (MDW), IL, US
Departure date:
23.03.2026
23.03.2026
Aircraft:
Citation CJ3
Citation CJ3
Capacity:
5
5
$10,898
Distance between PBI - MDW:
1129 mi (1817 km)
Estimated flight duration:
2 hours : 21 minutes
Cost per person:
$2179.65
Cost per hour:
$4617.37
From:
Teterboro, Teterboro Airport (TEB), NJ, US
Teterboro, Teterboro Airport (TEB), NJ, US
To:
Chicago, Executive (PWK), IL, US
Chicago, Executive (PWK), IL, US
Departure date:
25.03.2026
25.03.2026
Aircraft:
Legacy 600
Legacy 600
Capacity:
12
12
$16,247
Distance between TEB - PWK:
721 mi (1160 km)
Estimated flight duration:
1 hours : 23 minutes
Cost per person:
$1353.9
Cost per hour:
$11606.43
From:
Teterboro, Teterboro Airport (TEB), NJ, US
Teterboro, Teterboro Airport (TEB), NJ, US
To:
Chicago, Executive (PWK), IL, US
Chicago, Executive (PWK), IL, US
Departure date:
26.03.2026
26.03.2026
Aircraft:
Legacy 600
Legacy 600
Capacity:
12
12
$16,304
Distance between TEB - PWK:
721 mi (1160 km)
Estimated flight duration:
1 hours : 23 minutes
Cost per person:
$1358.67
Cost per hour:
$11647.4
From:
White Plains, Westchester County (HPN), NY, US
White Plains, Westchester County (HPN), NY, US
To:
Chicago, Midway International (MDW), IL, US
Chicago, Midway International (MDW), IL, US
Departure date:
29.03.2026
29.03.2026
Aircraft:
Hawker 400XP
Hawker 400XP
Capacity:
7
7
$12,065
Distance between HPN - MDW:
728 mi (1172 km)
Estimated flight duration:
1 hours : 25 minutes
Cost per person:
$1723.51
Cost per hour:
$8440.76
From:
Chicago, Midway International (MDW), IL, US
Chicago, Midway International (MDW), IL, US
To:
Charleston, Air Force Base-International (CHS), SC, US
Charleston, Air Force Base-International (CHS), SC, US
Departure date:
17.03.2026
17.03.2026
Aircraft:
Beechjet 400A
Beechjet 400A
Capacity:
7
7
$10,968
Distance between MDW - CHS:
746 mi (1201 km)
Cost per person:
$1566.83
Cost per hour:
$7673.42
From:
Chicago, Executive (PWK), IL, US
Chicago, Executive (PWK), IL, US
To:
Lincoln, Lincoln Airport (LNK), NE, US
Lincoln, Lincoln Airport (LNK), NE, US
Departure date:
22.03.2026
22.03.2026
Aircraft:
Falcon 2000EX EASy
Falcon 2000EX EASy
Capacity:
8
8
$21,278
Distance between PWK - LNK:
466 mi (751 km)
Cost per person:
$2659.75
Cost per hour:
$14886.77
From:
Chicago, Midway International (MDW), IL, US
Chicago, Midway International (MDW), IL, US
To:
Tucson, Tucson International Airport (TUS), AZ, US
Tucson, Tucson International Airport (TUS), AZ, US
Departure date:
24.03.2026
24.03.2026
Aircraft:
Hawker 400XP
Hawker 400XP
Capacity:
7
7
$17,548
Distance between MDW - TUS:
1434 mi (2308 km)
Estimated flight duration:
2 hours : 48 minutes
Cost per person:
$2506.93
Cost per hour:
$6235.5
From:
Chicago, Executive (PWK), IL, US
Chicago, Executive (PWK), IL, US
To:
W.B. Scranton, Wilkes Barre Scranton International (AVP), PA, US
W.B. Scranton, Wilkes Barre Scranton International (AVP), PA, US
Departure date:
26.03.2026
26.03.2026
Aircraft:
Gulfstream G-V
Gulfstream G-V
Capacity:
16
16
$13,131
Distance between PWK - AVP:
623 mi (1002 km)
Cost per person:
$820.68
Cost per hour:
$4665.79
From:
Chicago, Midway International (MDW), IL, US
Chicago, Midway International (MDW), IL, US
To:
Sarasota, Bradenton International (SRQ), FL, US
Sarasota, Bradenton International (SRQ), FL, US
Departure date:
26.03.2026
26.03.2026
Aircraft:
Hawker 400XP
Hawker 400XP
Capacity:
7
7
$15,355
Distance between MDW - SRQ:
1038 mi (1670 km)
Estimated flight duration:
2 hours : 2 minutes
Cost per person:
$2193.56
Cost per hour:
$7540.43
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:
$4513.71
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:
$8158.72
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:
$9722.4
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:
$4562.84
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:
$8867.47
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:
$9788.3
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:
$9784.71
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:
$8515.19
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:
$4867.79
From:
Kearney, Kearney Regional Airport (EAR), NE, US
Kearney, Kearney Regional Airport (EAR), NE, US
To:
Gary, Chicago International (GYY), IN, US
Gary, Chicago International (GYY), IN, US
Aircraft:
Nextant 400XTi
Nextant 400XTi
Capacity:
8
8
$12,592
Distance between EAR - GYY:
605 mi (974 km)
Cost per person:
$1573.95
Cost per hour:
$6183.44
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:
$4830.05
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:
$5789.82
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:
$3691.13
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:
$5341.69
From:
Gary, Chicago International (GYY), IN, US
Gary, Chicago International (GYY), IN, US
To:
Nashville, Nashville International Airport (BNA), TN, US
Nashville, Nashville International Airport (BNA), TN, US
Aircraft:
Gulfstream G-V
Gulfstream G-V
Capacity:
16
16
$19,763
Distance between GYY - BNA:
381 mi (613 km)
Cost per person:
$1235.17
Cost per hour:
$9705.02
From:
Gary, Chicago International (GYY), IN, US
Gary, Chicago International (GYY), IN, US
To:
Nashville, Nashville International Airport (BNA), TN, US
Nashville, Nashville International Airport (BNA), TN, US
Aircraft:
Gulfstream G-V
Gulfstream G-V
Capacity:
16
16
$19,596
Distance between GYY - BNA:
381 mi (613 km)
Cost per person:
$1224.73
Cost per hour:
$9622.95
From:
Gary, Chicago International (GYY), IN, US
Gary, Chicago International (GYY), IN, US
To:
Ft Collins, Fort Collins Loveland Municipal (FNL), CO, US
Ft Collins, Fort Collins Loveland Municipal (FNL), CO, US
Aircraft:
Nextant 400XTi
Nextant 400XTi
Capacity:
8
8
$17,921
Distance between GYY - FNL:
921 mi (1483 km)
Cost per person:
$2240.07
Cost per hour:
$8800.36
From:
Gary, Chicago International (GYY), IN, US
Gary, Chicago International (GYY), IN, US
To:
Duluth, Duluth International Airport (DLH), MN, US
Duluth, Duluth International Airport (DLH), MN, US
Aircraft:
Nextant 400XTi
Nextant 400XTi
Capacity:
8
8
$10,616
Distance between GYY - DLH:
426 mi (685 km)
Cost per person:
$1327.06
Cost per hour:
$5213.48
From:
Gary, Chicago International (GYY), IN, US
Gary, Chicago International (GYY), IN, US
To:
Tuscaloosa, Tuscaloosa Regional Airport (TCL), AL, US
Tuscaloosa, Tuscaloosa Regional Airport (TCL), AL, US
Aircraft:
Nextant 400XTi
Nextant 400XTi
Capacity:
8
8
$12,568
Distance between GYY - TCL:
580 mi (934 km)
Cost per person:
$1571.06
Cost per hour:
$6172.06
From:
Gary, Chicago International (GYY), IN, US
Gary, Chicago International (GYY), IN, US
To:
Miami, Opa-locka Executive (OPF), FL, US
Miami, Opa-locka Executive (OPF), FL, US
Aircraft:
Hawker 400XP
Hawker 400XP
Capacity:
9
9
$12,970
Distance between GYY - OPF:
1160 mi (1867 km)
Estimated flight duration:
2 hours : 16 minutes
Cost per person:
$1441.09
Cost per hour:
$5697.48
Benefits of Booking Empty Leg Flights in Gary
The benefits of booking empty leg flights, including cost savings and flexibility.
Statistics and Market Trends in Gary
According to recent industry reports, private jet travel in Gary has increased by 15% over the past five years. Empty leg flights now account for approximately 30% of all private jet movements in the region.
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)
Frequently Asked Questions
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.
