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:
Houston, George Bush Intercontinental Houston (IAH), TX, US
To:
Chicago, Executive (PWK), IL, US
Departure date:
27.06.2025
Aircraft:
Gulfstream G-IVSP
Capacity:
14
$19,535
Distance between IAH - PWK:
6113 mi (9837 km)
Cost per person:
$1395.33
Cost per hour:
$INF

From:
Bozeman, Bozeman Yellowstone Intl (BZN), MT, US
To:
Chicago, Midway International (MDW), IL, US
Departure date:
27.06.2025
Aircraft:
Learjet 45
Capacity:
9
$17,756
Distance between BZN - MDW:
1196 mi (1925 km)
Estimated flight duration:
2 hours : 23 minutes
Cost per person:
$1972.88
Cost per hour:
$7417.02
Learjet 45 image 1
Learjet 45 image 2

From:
Bangor, Bangor International Airport (BGR), ME, US
To:
Chicago, Midway International (MDW), IL, US
Departure date:
28.06.2025
Aircraft:
Beechjet 400A
Capacity:
8
$15,066
Distance between BGR - MDW:
972 mi (1564 km)
Cost per person:
$1883.22
Cost per hour:
$6293.31

From:
Minneapolis, St Paul International/Wold-Chamberlain (MSP), MN, US
To:
Chicago, Executive (PWK), IL, US
Departure date:
01.07.2025
Aircraft:
Gulfstream G-V
Capacity:
14
$20,938
Distance between MSP - PWK:
334 mi (537 km)
Cost per person:
$1495.55
Cost per hour:
$8746.11

From:
Nantucket, Memorial (ACK), MA, US
To:
Chicago, Midway International (MDW), IL, US
Departure date:
01.07.2025
Aircraft:
Hawker 400XP
Capacity:
8
$12,987
Distance between ACK - MDW:
914 mi (1471 km)
Estimated flight duration:
1 hours : 47 minutes
Cost per person:
$1623.36
Cost per hour:
$7239.55
Hawker 400XP image 1
Hawker 400XP image 2

From:
Trenton, Mercer (TTN), NJ, US
To:
Chicago, Midway International (MDW), IL, US
Departure date:
05.07.2025
Aircraft:
Beechjet 400A
Capacity:
7
$10,762
Distance between TTN - MDW:
681 mi (1097 km)
Cost per person:
$1537.37
Cost per hour:
$5999.07

From:
Panama City, Northwest Florida Beaches International (ECP), FL, US
To:
Chicago, Midway International (MDW), IL, US
Departure date:
10.07.2025
Aircraft:
Beechjet 400A
Capacity:
7
$9,686
Distance between ECP - MDW:
797 mi (1283 km)
Cost per person:
$1383.65
Cost per hour:
$5399.23

From:
Van Nuys, Van Nuys Airport (VNY), CA, US
To:
Chicago, Dupage (DPA), IL, US
Departure date:
12.07.2025
Aircraft:
Falcon 900B
Capacity:
14
$30,185
Distance between VNY - DPA:
1720 mi (2768 km)
Cost per person:
$2156.09
Cost per hour:
$16826.76

From:
Orlando, Executive (ORL), FL, US
To:
Chicago, Midway International (MDW), IL, US
Departure date:
12.07.2025
Aircraft:
Hawker 400XP
Capacity:
8
$12,914
Distance between ORL - MDW:
983 mi (1582 km)
Estimated flight duration:
1 hours : 55 minutes
Cost per person:
$1614.21
Cost per hour:
$6692.62
Hawker 400XP image 1
Hawker 400XP image 2

From:
Chicago, Midway International (MDW), IL, US
To:
Las Vegas, Harry Reid International Airport (LAS), NV, US
Departure date:
21.06.2025
Aircraft:
Learjet 45
Capacity:
9
$20,644
Distance between MDW - LAS:
1518 mi (2444 km)
Estimated flight duration:
3 hours : 2 minutes
Cost per person:
$2293.74
Cost per hour:
$6791.82
Learjet 45 image 1
Learjet 45 image 2

From:
Chicago, Midway International (MDW), IL, US
To:
Gulf Shores, Jack Edwards (JKA), AL, US
Departure date:
21.06.2025
Aircraft:
Learjet 60
Capacity:
8
$13,100
Distance between MDW - JKA:
6104 mi (9823 km)
Estimated flight duration:
12 hours : 37 minutes
Cost per person:
$1637.55
Cost per hour:
$1037.57
Learjet 60 image 1
Learjet 60 image 2

From:
Chicago, Executive (PWK), IL, US
To:
Van Nuys, Van Nuys Airport (VNY), CA, US
Departure date:
21.06.2025
Aircraft:
Citation X
Capacity:
8
$19,579
Distance between PWK - VNY:
1740 mi (2800 km)
Estimated flight duration:
2 hours : 51 minutes
Cost per person:
$2447.32
Cost per hour:
$6839.38
Citation X image 1
Citation X image 2

From:
Chicago, Dupage (DPA), IL, US
To:
Teterboro, Teterboro Airport (TEB), NJ, US
Departure date:
23.06.2025
Aircraft:
Gulfstream G-V
Capacity:
16
$17,756
Distance between DPA - TEB:
738 mi (1188 km)
Cost per person:
$1109.74
Cost per hour:
$6202.66

From:
Chicago, Midway International (MDW), IL, US
To:
Teterboro, Teterboro Airport (TEB), NJ, US
Departure date:
25.06.2025
Aircraft:
Citation X
Capacity:
8
$13,053
Distance between MDW - TEB:
712 mi (1146 km)
Estimated flight duration:
1 hours : 10 minutes
Cost per person:
$1631.6
Cost per hour:
$11137.4
Citation X image 1
Citation X image 2

From:
Chicago, Midway International (MDW), IL, US
To:
White Plains, Westchester County (HPN), NY, US
Departure date:
25.06.2025
Aircraft:
Citation X
Capacity:
8
$15,228
Distance between MDW - HPN:
728 mi (1172 km)
Estimated flight duration:
1 hours : 11 minutes
Cost per person:
$1903.51
Cost per hour:
$12706.86
Citation X image 1
Citation X image 2

From:
Chicago, Midway International (MDW), IL, US
To:
West Palm Beach, Palm Beach International (PBI), FL, US
Departure date:
26.06.2025
Aircraft:
Learjet 45
Capacity:
9
$17,262
Distance between MDW - PBI:
1129 mi (1817 km)
Estimated flight duration:
2 hours : 15 minutes
Cost per person:
$1917.98
Cost per hour:
$7636.4
Learjet 45 image 1
Learjet 45 image 2

From:
Chicago, Midway International (MDW), IL, US
To:
Fort Worth, Meacham International (FTW), TX, US
Departure date:
26.06.2025
Aircraft:
Beechjet 400A
Capacity:
8
$13,990
Distance between MDW - FTW:
817 mi (1314 km)
Cost per person:
$1748.72
Cost per hour:
$6188.89

From:
Chicago, Midway International (MDW), IL, US
To:
Sanford, Orlando Sanford International (SFB), FL, US
Departure date:
28.06.2025
Aircraft:
Hawker 400XP
Capacity:
7
$12,376
Distance between MDW - SFB:
970 mi (1562 km)
Estimated flight duration:
1 hours : 54 minutes
Cost per person:
$1767.95
Cost per hour:
$6497.8
Hawker 400XP image 1
Hawker 400XP image 2

From:
Chicago, Midway International (MDW), IL, US
To:
Sarasota, Bradenton International (SRQ), FL, US
Departure date:
04.07.2025
Aircraft:
Hawker 400XP
Capacity:
7
$12,914
Distance between MDW - SRQ:
1038 mi (1670 km)
Estimated flight duration:
2 hours : 2 minutes
Cost per person:
$1844.81
Cost per hour:
$6341.61
Hawker 400XP image 1
Hawker 400XP image 2

From:
Chicago, Midway International (MDW), IL, US
To:
Orlando, Executive (ORL), FL, US
Departure date:
07.07.2025
Aircraft:
Beechjet 400A
Capacity:
8
$12,914
Distance between MDW - ORL:
983 mi (1582 km)
Cost per person:
$1614.21
Cost per hour:
$6341.61

From:
Chicago, Midway International (MDW), IL, US
To:
Rock Hill, York Co Bryant field (UZA), SC, US
Departure date:
12.07.2025
Aircraft:
Learjet 45
Capacity:
9
$12,914
Distance between MDW - UZA:
6104 mi (9823 km)
Estimated flight duration:
12 hours : 13 minutes
Cost per person:
$1434.86
Cost per hour:
$1056.97
Learjet 45 image 1
Learjet 45 image 2

From:
Chicago, Midway International (MDW), IL, US
To:
Denver, Centennial (APA), CO, US
Departure date:
15.07.2025
Aircraft:
Beechjet 400A
Capacity:
8
$13,458
Distance between MDW - APA:
912 mi (1468 km)
Cost per person:
$1682.23
Cost per hour:
$1101.5

From:
Chicago, Midway International (MDW), IL, US
To:
Panama City, Northwest Florida Beaches International (ECP), FL, US
Departure date:
15.07.2025
Aircraft:
Beechjet 400A
Capacity:
7
$10,228
Distance between MDW - ECP:
797 mi (1283 km)
Cost per person:
$1461.21
Cost per hour:
$837.19

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:
$775.27

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:
$1032

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:
$1256.38

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:
$912.08

From:
Richmond, Richmond International Airport (RIC), VA, US
To:
Gary, Chicago International (GYY), IN, US
Aircraft:
Nextant 400XTi
Capacity:
8
$13,930
Distance between RIC - GYY:
599 mi (965 km)
Cost per person:
$1741.25
Cost per hour:
$1140.15

From:
White Plains, Westchester County (HPN), NY, US
To:
Gary, Chicago International (GYY), IN, US
Aircraft:
Nextant 400XTi
Capacity:
8
$14,944
Distance between HPN - GYY:
712 mi (1146 km)
Cost per person:
$1867.97
Cost per hour:
$1223.13

From:
Chattanooga, Lovell Field (CHA), TN, US
To:
Gary, Chicago International (GYY), IN, US
Aircraft:
Nextant 400XTi
Capacity:
8
$11,703
Distance between CHA - GYY:
468 mi (754 km)
Cost per person:
$1462.93
Cost per hour:
$957.91

From:
Philadelphia, Philadelphia International Airport (PHL), PA, US
To:
Gary, Chicago International (GYY), IN, US
Aircraft:
Learjet 60
Capacity:
7
$12,891
Distance between PHL - GYY:
651 mi (1047 km)
Estimated flight duration:
1 hours : 20 minutes
Cost per person:
$1841.5
Cost per hour:
$9574.65
Learjet 60 image 1
Learjet 60 image 2

From:
Kansas City, Charles B. Wheeler Downtown (MKC), MO, US
To:
Gary, Chicago International (GYY), IN, US
Aircraft:
Learjet 60
Capacity:
8
$7,464
Distance between MKC - GYY:
417 mi (671 km)
Estimated flight duration:
0 hours : 51 minutes
Cost per person:
$933
Cost per hour:
$8653.35
Learjet 60 image 1
Learjet 60 image 2

From:
Kansas City, Charles B. Wheeler Downtown (MKC), MO, US
To:
Gary, Chicago International (GYY), IN, US
Aircraft:
Learjet 60
Capacity:
8
$10,221
Distance between MKC - GYY:
417 mi (671 km)
Estimated flight duration:
0 hours : 51 minutes
Cost per person:
$1277.65
Cost per hour:
$11849.91
Learjet 60 image 1
Learjet 60 image 2

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:
$17521.69

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:
$18801.73

From:
Gary, Chicago International (GYY), IN, US
To:
Nashville, Nashville International Airport (BNA), TN, US
Aircraft:
Learjet 60
Capacity:
7
$6,793
Distance between GYY - BNA:
381 mi (613 km)
Estimated flight duration:
0 hours : 47 minutes
Cost per person:
$970.42
Cost per hour:
$8614.57
Learjet 60 image 1
Learjet 60 image 2

From:
Gary, Chicago International (GYY), IN, US
To:
Dallas, Addison (ADS), TX, US
Aircraft:
Learjet 45XR
Capacity:
8
$10,257
Distance between GYY - ADS:
817 mi (1314 km)
Estimated flight duration:
1 hours : 38 minutes
Cost per person:
$1282.07
Cost per hour:
$6274.67
Learjet 45XR image 1
Learjet 45XR image 2

From:
Gary, Chicago International (GYY), IN, US
To:
Dallas, Love Field (DAL), TX, US
Aircraft:
Learjet 60
Capacity:
7
$20,335
Distance between GYY - DAL:
797 mi (1283 km)
Estimated flight duration:
1 hours : 38 minutes
Cost per person:
$2904.99
Cost per hour:
$12332.35
Learjet 60 image 1
Learjet 60 image 2

From:
Gary, Chicago International (GYY), IN, US
To:
Dallas, Love Field (DAL), TX, US
Aircraft:
Learjet 60XR
Capacity:
6
$21,371
Distance between GYY - DAL:
797 mi (1283 km)
Cost per person:
$3561.79
Cost per hour:
$12960.51

From:
Gary, Chicago International (GYY), IN, US
To:
Jackson, Evers International (JAN), MS, US
Aircraft:
Nextant 400XTi
Capacity:
8
$14,578
Distance between GYY - JAN:
662 mi (1065 km)
Cost per person:
$1822.22
Cost per hour:
$8840.85

From:
Gary, Chicago International (GYY), IN, US
To:
Washington, Dulles International (IAD), DC, US
Aircraft:
Citation CJ3
Capacity:
6
$8,280
Distance between GYY - IAD:
556 mi (896 km)
Estimated flight duration:
1 hours : 9 minutes
Cost per person:
$1380.02
Cost per hour:
$7119.14
Citation CJ3 image 1
Citation CJ3 image 2

From:
Gary, Chicago International (GYY), IN, US
To:
Philadelphia, Northeast Philadelphia (PNE), PA, US
Aircraft:
Gulfstream G-V
Capacity:
16
$14,785
Distance between GYY - PNE:
657 mi (1057 km)
Cost per person:
$924.07
Cost per hour:
$12712.08

From:
Gary, Chicago International (GYY), IN, US
To:
Sioux Falls, Joe Foss Field (FSD), SD, US
Aircraft:
Nextant 400XTi
Capacity:
8
$13,217
Distance between GYY - FSD:
493 mi (793 km)
Cost per person:
$1652.19
Cost per hour:
$11364.2

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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