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:
Nantucket, Memorial (ACK), MA, US
To:
Gary, Chicago International (GYY), IN, US
Departure date:
12.10.2025
Aircraft:
Nextant 400XTi
Capacity:
8
$18,057
Distance between ACK - GYY:
898 mi (1445 km)
Cost per person:
$2257.15
Cost per hour:
$INF

From:
Nashville, John C Tune (JWN), TN, US
To:
Gary, Chicago International (GYY), IN, US
Departure date:
13.10.2025
Aircraft:
Nextant 400XTi
Capacity:
8
$9,292
Distance between JWN - GYY:
6345 mi (10212 km)
Cost per person:
$1161.44
Cost per hour:
$INF

From:
Grand Junction, Grand Junction Regional Airport (GJT), CO, US
To:
Gary, Chicago International (GYY), IN, US
Departure date:
01.11.2025
Aircraft:
Nextant 400XTi
Capacity:
8
$19,798
Distance between GJT - GYY:
1122 mi (1806 km)
Cost per person:
$2474.77
Cost per hour:
$INF

From:
Chicago, Midway International (MDW), IL, US
To:
Windsor Locks, Bradley International (BDL), CT, US
Departure date:
10.10.2025
Aircraft:
Citation X
Capacity:
9
$13,104
Distance between MDW - BDL:
774 mi (1246 km)
Estimated flight duration:
1 hours : 16 minutes
Cost per person:
$1456
Cost per hour:
$10287.54
Citation X image 1
Citation X image 2

From:
Chicago, Midway International (MDW), IL, US
To:
Teterboro, Teterboro Airport (TEB), NJ, US
Departure date:
12.10.2025
Aircraft:
Challenger 601
Capacity:
9
$10,865
Distance between MDW - TEB:
712 mi (1146 km)
Estimated flight duration:
1 hours : 20 minutes
Cost per person:
$1207.26
Cost per hour:
$8095.48
Challenger 601 image 1
Challenger 601 image 2

From:
Chicago, Dupage (DPA), IL, US
To:
Teterboro, Teterboro Airport (TEB), NJ, US
Departure date:
13.10.2025
Aircraft:
Gulfstream G-IVSP
Capacity:
14
$17,351
Distance between DPA - TEB:
738 mi (1188 km)
Cost per person:
$1239.35
Cost per hour:
$12927.67

From:
Chicago, Midway International (MDW), IL, US
To:
Portland, International Jetport (PWM), ME, US
Departure date:
13.10.2025
Aircraft:
Hawker 400XP
Capacity:
8
$13,482
Distance between MDW - PWM:
893 mi (1437 km)
Estimated flight duration:
1 hours : 45 minutes
Cost per person:
$1685.28
Cost per hour:
$7695.55
Hawker 400XP image 1
Hawker 400XP image 2

From:
Chicago, Midway International (MDW), IL, US
To:
Charlotte, Douglas International (CLT), NC, US
Departure date:
15.10.2025
Aircraft:
Hawker 400XP
Capacity:
8
$9,127
Distance between MDW - CLT:
587 mi (944 km)
Estimated flight duration:
1 hours : 9 minutes
Cost per person:
$1140.85
Cost per hour:
$7925.57
Hawker 400XP image 1
Hawker 400XP image 2

From:
Chicago, Midway International (MDW), IL, US
To:
Houston, William P Hobby (HOU), TX, US
Departure date:
15.10.2025
Aircraft:
Hawker 400XP
Capacity:
7
$12,884
Distance between MDW - HOU:
938 mi (1510 km)
Estimated flight duration:
1 hours : 50 minutes
Cost per person:
$1840.63
Cost per hour:
$6997.28
Hawker 400XP image 1
Hawker 400XP image 2

From:
Chicago, Midway International (MDW), IL, US
To:
Nashville, Nashville International Airport (BNA), TN, US
Departure date:
15.10.2025
Aircraft:
Citation CJ
Capacity:
6
$4,613
Distance between MDW - BNA:
395 mi (636 km)
Cost per person:
$768.8
Cost per hour:
$2505.13

From:
Chicago, Executive (PWK), IL, US
To:
Buffalo, Niagara International (BUF), NY, US
Departure date:
16.10.2025
Aircraft:
Falcon 900B
Capacity:
14
$15,827
Distance between PWK - BUF:
463 mi (745 km)
Cost per person:
$1130.5
Cost per hour:
$8595.37

From:
Chicago, Midway International (MDW), IL, US
To:
Cleveland, Hopkins International (CLE), OH, US
Departure date:
18.10.2025
Aircraft:
Citation XLS
Capacity:
8
$8,702
Distance between MDW - CLE:
313 mi (503 km)
Estimated flight duration:
0 hours : 37 minutes
Cost per person:
$1087.78
Cost per hour:
$14105.93
Citation XLS image 1
Citation XLS image 2

From:
Chicago, Dupage (DPA), IL, US
To:
Clearwater, St Petersburg Clearwater International (PIE), FL, US
Departure date:
18.10.2025
Aircraft:
Hawker 850XP
Capacity:
8
$12,770
Distance between DPA - PIE:
1017 mi (1637 km)
Estimated flight duration:
2 hours : 11 minutes
Cost per person:
$1596.22
Cost per hour:
$5812.61
Hawker 850XP image 1
Hawker 850XP image 2

From:
Chicago, Midway International (MDW), IL, US
To:
Ft Lauderdale, Fort Lauderdale Hollywood International (FLL), FL, US
Departure date:
19.10.2025
Aircraft:
Citation XLS
Capacity:
8
$15,734
Distance between MDW - FLL:
1166 mi (1876 km)
Estimated flight duration:
2 hours : 17 minutes
Cost per person:
$1966.79
Cost per hour:
$6843.35
Citation XLS image 1
Citation XLS image 2

From:
Chicago, Midway International (MDW), IL, US
To:
Morristown, Municipal (MMU), NJ, US
Departure date:
20.10.2025
Aircraft:
Beechjet 400A
Capacity:
8
$12,012
Distance between MDW - MMU:
695 mi (1118 km)
Cost per person:
$1501.52
Cost per hour:
$5224.44

From:
Chicago, Midway International (MDW), IL, US
To:
Windsor Locks, Bradley International (BDL), CT, US
Departure date:
20.10.2025
Aircraft:
Hawker 400XP
Capacity:
8
$13,026
Distance between MDW - BDL:
774 mi (1246 km)
Estimated flight duration:
1 hours : 31 minutes
Cost per person:
$1628.24
Cost per hour:
$8574.15
Hawker 400XP image 1
Hawker 400XP image 2

From:
Chicago, Executive (PWK), IL, US
To:
Naples, Municipal (APF), FL, US
Departure date:
24.10.2025
Aircraft:
Citation Sovereign
Capacity:
7
$20,749
Distance between PWK - APF:
1157 mi (1861 km)
Estimated flight duration:
2 hours : 11 minutes
Cost per person:
$2964.08
Cost per hour:
$9496.9
Citation Sovereign image 1
Citation Sovereign image 2

From:
Chicago, Executive (PWK), IL, US
To:
Naples, Municipal (APF), FL, US
Departure date:
24.10.2025
Aircraft:
Citation Ultra
Capacity:
7
$20,668
Distance between PWK - APF:
1157 mi (1861 km)
Estimated flight duration:
2 hours : 20 minutes
Cost per person:
$2952.57
Cost per hour:
$8838.26
Citation Ultra image 1
Citation Ultra image 2

From:
Chicago, Midway International (MDW), IL, US
To:
Pellston, Regional Airport of Emmet County (PLN), MI, US
Departure date:
27.10.2025
Aircraft:
Citation Ultra
Capacity:
8
$11,630
Distance between MDW - PLN:
300 mi (483 km)
Estimated flight duration:
0 hours : 36 minutes
Cost per person:
$1453.78
Cost per hour:
$19171.79
Citation Ultra image 1
Citation Ultra image 2

From:
Chicago, Midway International (MDW), IL, US
To:
Missoula, Missoula International Airport (MSO), MT, US
Departure date:
03.11.2025
Aircraft:
Hawker 400XP
Capacity:
8
$17,473
Distance between MDW - MSO:
1342 mi (2160 km)
Estimated flight duration:
2 hours : 38 minutes
Cost per person:
$2184.11
Cost per hour:
$6633.3
Hawker 400XP image 1
Hawker 400XP image 2

From:
Chicago, Midway International (MDW), IL, US
To:
Teterboro, Teterboro Airport (TEB), NJ, US
Departure date:
03.11.2025
Aircraft:
Beechjet 400A
Capacity:
8
$12,012
Distance between MDW - TEB:
712 mi (1146 km)
Cost per person:
$1501.52
Cost per hour:
$4560.22

From:
Chicago, Midway International (MDW), IL, US
To:
Dallas, Addison (ADS), TX, US
Departure date:
06.11.2025
Aircraft:
Hawker 400XP
Capacity:
8
$11,467
Distance between MDW - ADS:
814 mi (1309 km)
Estimated flight duration:
1 hours : 35 minutes
Cost per person:
$1433.35
Cost per hour:
$7181.89
Hawker 400XP image 1
Hawker 400XP image 2

From:
Chicago, Midway International (MDW), IL, US
To:
Naples, Municipal (APF), FL, US
Departure date:
06.11.2025
Aircraft:
Beechjet 400A
Capacity:
8
$14,196
Distance between MDW - APF:
1133 mi (1823 km)
Cost per person:
$1774.49
Cost per hour:
$8891.21

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:
$12484.06

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:
$12479.48

From:
Portland, International Jetport (PWM), ME, US
To:
Gary, Chicago International (GYY), IN, US
Aircraft:
Nextant 400XTi
Capacity:
8
$17,340
Distance between PWM - GYY:
879 mi (1415 km)
Cost per person:
$2167.48
Cost per hour:
$10860.32

From:
Duluth, Duluth International Airport (DLH), MN, US
To:
Gary, Chicago International (GYY), IN, US
Aircraft:
Nextant 400XTi
Capacity:
8
$9,913
Distance between DLH - GYY:
426 mi (685 km)
Cost per person:
$1239.06
Cost per hour:
$6208.41

From:
Kearney, Kearney Regional Airport (EAR), NE, US
To:
Gary, Chicago International (GYY), IN, US
Aircraft:
Nextant 400XTi
Capacity:
8
$12,592
Distance between EAR - GYY:
605 mi (974 km)
Cost per person:
$1573.95
Cost per hour:
$7886.4

From:
Knoxville, McGhee Tyson (TYS), TN, US
To:
Gary, Chicago International (GYY), IN, US
Aircraft:
Nextant 400XTi
Capacity:
8
$10,440
Distance between TYS - GYY:
442 mi (711 km)
Cost per person:
$1304.94
Cost per hour:
$6538.51

From:
Mankato, Mankato Regional Airport (MKT), MN, US
To:
Gary, Chicago International (GYY), IN, US
Aircraft:
Nextant 400XTi
Capacity:
8
$9,472
Distance between MKT - GYY:
377 mi (606 km)
Cost per person:
$1184.01
Cost per hour:
$5932.57

From:
Washington, Dulles International (IAD), DC, US
To:
Gary, Chicago International (GYY), IN, US
Aircraft:
Nextant 400XTi
Capacity:
8
$12,609
Distance between IAD - GYY:
556 mi (896 km)
Cost per person:
$1576.09
Cost per hour:
$7897.1

From:
Teterboro, Teterboro Airport (TEB), NJ, US
To:
Gary, Chicago International (GYY), IN, US
Aircraft:
Nextant 400XTi
Capacity:
8
$15,350
Distance between TEB - GYY:
695 mi (1119 km)
Cost per person:
$1918.76
Cost per hour:
$9614.06

From:
Sioux Falls, Joe Foss Field (FSD), SD, US
To:
Gary, Chicago International (GYY), IN, US
Aircraft:
Nextant 400XTi
Capacity:
8
$11,143
Distance between FSD - GYY:
493 mi (793 km)
Cost per person:
$1392.94
Cost per hour:
$6979.4

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:
$6812.82

From:
Gary, Chicago International (GYY), IN, US
To:
Nashville, Nashville International Airport (BNA), TN, US
Aircraft:
Gulfstream G-V
Capacity:
16
$19,763
Distance between GYY - BNA:
381 mi (613 km)
Cost per person:
$1235.17
Cost per hour:
$12377.85

From:
Gary, Chicago International (GYY), IN, US
To:
Nashville, Nashville International Airport (BNA), TN, US
Aircraft:
Gulfstream G-V
Capacity:
16
$19,596
Distance between GYY - BNA:
381 mi (613 km)
Cost per person:
$1224.73
Cost per hour:
$12273.17

From:
Gary, Chicago International (GYY), IN, US
To:
Ft Collins, Fort Collins Loveland Municipal (FNL), CO, US
Aircraft:
Nextant 400XTi
Capacity:
8
$17,921
Distance between GYY - FNL:
921 mi (1483 km)
Cost per person:
$2240.07
Cost per hour:
$11224.04

From:
Gary, Chicago International (GYY), IN, US
To:
Duluth, Duluth International Airport (DLH), MN, US
Aircraft:
Nextant 400XTi
Capacity:
8
$10,616
Distance between GYY - DLH:
426 mi (685 km)
Cost per person:
$1327.06
Cost per hour:
$6649.3

From:
Gary, Chicago International (GYY), IN, US
To:
Tuscaloosa, Tuscaloosa Regional Airport (TCL), AL, US
Aircraft:
Nextant 400XTi
Capacity:
8
$12,568
Distance between GYY - TCL:
580 mi (934 km)
Cost per person:
$1571.06
Cost per hour:
$7871.88

From:
Gary, Chicago International (GYY), IN, US
To:
Miami, Opa-locka Executive (OPF), FL, US
Aircraft:
Hawker 400XP
Capacity:
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
Hawker 400XP image 1
Hawker 400XP image 2

From:
Gary, Chicago International (GYY), IN, US
To:
Kearney, Kearney Regional Airport (EAR), NE, US
Aircraft:
Nextant 400XTi
Capacity:
8
$13,239
Distance between GYY - EAR:
605 mi (974 km)
Cost per person:
$1654.93
Cost per hour:
$5815.93

From:
Gary, Chicago International (GYY), IN, US
To:
Bridgetown, Sir Grantley Adams International (BGI), BB
Aircraft:
Gulfstream G-IVSP
Capacity:
14
$15,113
Distance between GYY - BGI:
2589 mi (4167 km)
Cost per person:
$1079.53
Cost per hour:
$6639.12

From:
Gary, Chicago International (GYY), IN, US
To:
Jacksonville, Jacksonville International Airport (JAX), FL, US
Aircraft:
Nextant 400XTi
Capacity:
8
$16,217
Distance between GYY - JAX:
843 mi (1357 km)
Cost per person:
$2027.18
Cost per hour:
$7124.13

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.

All Empty Leg Flight Routes from Gary

Gary - Orlando sanford
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