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:
Omaha, Eppley Airfield (OMA), NE, US
To:
Chicago, Midway International (MDW), IL, US
Departure date:
02.11.2025
Aircraft:
Beechjet 400A
Capacity:
8
$7,896
Distance between OMA - MDW:
429 mi (690 km)
Cost per person:
$986.98
Cost per hour:
$INF

From:
Omaha, Eppley Airfield (OMA), NE, US
To:
Chicago, Executive (PWK), IL, US
Departure date:
02.11.2025
Aircraft:
Beechjet 400A
Capacity:
8
$7,795
Distance between OMA - PWK:
422 mi (679 km)
Cost per person:
$974.32
Cost per hour:
$INF

From:
Sarasota, Bradenton International (SRQ), FL, US
To:
Chicago, Midway International (MDW), IL, US
Departure date:
03.11.2025
Aircraft:
Learjet 45
Capacity:
9
$15,290
Distance between SRQ - MDW:
1038 mi (1670 km)
Estimated flight duration:
2 hours : 4 minutes
Cost per person:
$1698.92
Cost per hour:
$7362.17
Learjet 45 image 1
Learjet 45 image 2

From:
Nashville, Nashville International Airport (BNA), TN, US
To:
Chicago, Executive (PWK), IL, US
Departure date:
03.11.2025
Aircraft:
Learjet 45
Capacity:
9
$8,340
Distance between BNA - PWK:
419 mi (674 km)
Estimated flight duration:
0 hours : 50 minutes
Cost per person:
$926.66
Cost per hour:
$9951.04
Learjet 45 image 1
Learjet 45 image 2

From:
Memphis, Memphis International Airport (MEM), TN, US
To:
Chicago, Executive (PWK), IL, US
Departure date:
03.11.2025
Aircraft:
Challenger 300
Capacity:
10
$11,801
Distance between MEM - PWK:
495 mi (797 km)
Estimated flight duration:
0 hours : 56 minutes
Cost per person:
$1180.11
Cost per hour:
$12590.21
Challenger 300 image 1
Challenger 300 image 2

From:
West Palm Beach, Palm Beach International (PBI), FL, US
To:
Chicago, Midway International (MDW), IL, US
Departure date:
05.11.2025
Aircraft:
Hawker 400XP
Capacity:
8
$12,625
Distance between PBI - MDW:
1129 mi (1817 km)
Estimated flight duration:
2 hours : 12 minutes
Cost per person:
$1578.07
Cost per hour:
$5696.09
Hawker 400XP image 1
Hawker 400XP image 2

From:
Tucson, Tucson International Airport (TUS), AZ, US
To:
Chicago, Executive (PWK), IL, US
Departure date:
06.11.2025
Aircraft:
Learjet 45
Capacity:
9
$20,035
Distance between TUS - PWK:
1434 mi (2308 km)
Estimated flight duration:
2 hours : 52 minutes
Cost per person:
$2226.09
Cost per hour:
$6979.5
Learjet 45 image 1
Learjet 45 image 2

From:
Marco, Island (MKY), FL, US
To:
Chicago, Midway International (MDW), IL, US
Departure date:
07.11.2025
Aircraft:
Learjet 45
Capacity:
9
$16,348
Distance between MKY - MDW:
8869 mi (14274 km)
Estimated flight duration:
17 hours : 45 minutes
Cost per person:
$1816.44
Cost per hour:
$920.85
Learjet 45 image 1
Learjet 45 image 2

From:
Palm Springs, Palm Springs International Airport (PSP), CA, US
To:
Chicago, Midway International (MDW), IL, US
Departure date:
08.11.2025
Aircraft:
Hawker 400XP
Capacity:
8
$18,565
Distance between PSP - MDW:
1657 mi (2666 km)
Estimated flight duration:
3 hours : 15 minutes
Cost per person:
$2320.59
Cost per hour:
$5709.09
Hawker 400XP image 1
Hawker 400XP image 2

From:
Dallas, Addison (ADS), TX, US
To:
Chicago, Midway International (MDW), IL, US
Departure date:
10.11.2025
Aircraft:
Hawker 400XP
Capacity:
7
$10,008
Distance between ADS - MDW:
814 mi (1309 km)
Estimated flight duration:
1 hours : 35 minutes
Cost per person:
$1429.67
Cost per hour:
$6268.01
Hawker 400XP image 1
Hawker 400XP image 2

From:
Stuart, Witham Field (SUA), FL, US
To:
Chicago, Executive (PWK), IL, US
Departure date:
11.11.2025
Aircraft:
Citation Ultra
Capacity:
7
$16,680
Distance between SUA - PWK:
1118 mi (1799 km)
Estimated flight duration:
2 hours : 15 minutes
Cost per person:
$2382.83
Cost per hour:
$7382.05
Citation Ultra image 1
Citation Ultra image 2

From:
Charleston, Executive (JZI), SC, US
To:
Chicago, Executive (PWK), IL, US
Departure date:
12.11.2025
Aircraft:
Hawker 400XP
Capacity:
8
$7,685
Distance between JZI - PWK:
6113 mi (9837 km)
Estimated flight duration:
11 hours : 59 minutes
Cost per person:
$960.6
Cost per hour:
$640.58
Hawker 400XP image 1
Hawker 400XP image 2

From:
Flagstaff, Pulliam (FLG), AZ, US
To:
Chicago, Midway International (MDW), IL, US
Departure date:
14.11.2025
Aircraft:
Hawker 400XP
Capacity:
7
$17,564
Distance between FLG - MDW:
1369 mi (2203 km)
Estimated flight duration:
2 hours : 41 minutes
Cost per person:
$2509.19
Cost per hour:
$6538.52
Hawker 400XP image 1
Hawker 400XP image 2

From:
Chicago, Executive (PWK), IL, US
To:
Buffalo, Niagara International (BUF), NY, US
Departure date:
03.11.2025
Aircraft:
Gulfstream G200
Capacity:
9
$11,009
Distance between PWK - BUF:
463 mi (745 km)
Estimated flight duration:
0 hours : 52 minutes
Cost per person:
$1223.25
Cost per hour:
$12568.5
Gulfstream G200 image 1
Gulfstream G200 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, Executive (PWK), IL, US
To:
Cincinnati, Municipal Airport Lunken Field (LUK), OH, US
Departure date:
04.11.2025
Aircraft:
Citation Ultra
Capacity:
7
$5,004
Distance between PWK - LUK:
272 mi (438 km)
Estimated flight duration:
0 hours : 33 minutes
Cost per person:
$714.92
Cost per hour:
$9089.88
Citation Ultra image 1
Citation Ultra image 2

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:
Chicago, Midway International (MDW), IL, US
To:
Savannah, Hilton Head International (SAV), GA, US
Departure date:
08.11.2025
Aircraft:
Beechjet 400A
Capacity:
8
$10,978
Distance between MDW - SAV:
764 mi (1229 km)
Cost per person:
$1372.2
Cost per hour:
$6875.48

From:
Chicago, Midway International (MDW), IL, US
To:
Starkville, George M Bryan (STF), MS, US
Departure date:
08.11.2025
Aircraft:
Hawker 400XP
Capacity:
7
$7,685
Distance between MDW - STF:
8620 mi (13873 km)
Estimated flight duration:
16 hours : 55 minutes
Cost per person:
$1097.83
Cost per hour:
$454.22
Hawker 400XP image 1
Hawker 400XP image 2

From:
Chicago, Executive (PWK), IL, US
To:
Stuart, Witham Field (SUA), FL, US
Departure date:
10.11.2025
Aircraft:
Citation Ultra
Capacity:
7
$16,466
Distance between PWK - SUA:
1118 mi (1799 km)
Estimated flight duration:
2 hours : 15 minutes
Cost per person:
$2352.33
Cost per hour:
$7287.56
Citation Ultra image 1
Citation Ultra image 2

From:
Chicago, Executive (PWK), IL, US
To:
Ft Lauderdale, Fort Lauderdale Hollywood International (FLL), FL, US
Departure date:
10.11.2025
Aircraft:
Citation CJ4 Gen2
Capacity:
8
$16,466
Distance between PWK - FLL:
1190 mi (1915 km)
Cost per person:
$2058.29
Cost per hour:
$7287.56

From:
Chicago, Midway International (MDW), IL, US
To:
Scottsdale, Scottsdale Airport (SDL), AZ, US
Departure date:
11.11.2025
Aircraft:
Learjet 45
Capacity:
9
$18,617
Distance between MDW - SDL:
4143 mi (6668 km)
Estimated flight duration:
8 hours : 17 minutes
Cost per person:
$2068.58
Cost per hour:
$2244.85
Learjet 45 image 1
Learjet 45 image 2

From:
Chicago, Midway International (MDW), IL, US
To:
White Plains, Westchester County (HPN), NY, US
Departure date:
11.11.2025
Aircraft:
Hawker 400XP
Capacity:
8
$10,978
Distance between MDW - HPN:
728 mi (1172 km)
Estimated flight duration:
1 hours : 25 minutes
Cost per person:
$1372.2
Cost per hour:
$7680.24
Hawker 400XP image 1
Hawker 400XP image 2

From:
Chicago, Midway International (MDW), IL, US
To:
Islip, Long Island Mac Arthur (ISP), NY, US
Departure date:
13.11.2025
Aircraft:
Hawker 400XP
Capacity:
7
$12,076
Distance between MDW - ISP:
763 mi (1227 km)
Estimated flight duration:
1 hours : 29 minutes
Cost per person:
$1725.08
Cost per hour:
$8067.8
Hawker 400XP image 1
Hawker 400XP image 2

From:
Chicago, Midway International (MDW), IL, US
To:
Marco, Island (MKY), FL, US
Departure date:
14.11.2025
Aircraft:
Learjet 45
Capacity:
9
$17,437
Distance between MDW - MKY:
8869 mi (14274 km)
Estimated flight duration:
17 hours : 45 minutes
Cost per person:
$1937.5
Cost per hour:
$982.22
Learjet 45 image 1
Learjet 45 image 2

From:
Chicago, Midway International (MDW), IL, US
To:
West Palm Beach, Palm Beach International (PBI), FL, US
Departure date:
20.11.2025
Aircraft:
Citation CJ1+
Capacity:
5
$9,860
Distance between MDW - PBI:
1129 mi (1817 km)
Cost per person:
$1972.01
Cost per hour:
$555.4

From:
Chicago, Executive (PWK), IL, US
To:
St Louis, Lambert St Louis International (STL), MO, US
Departure date:
25.11.2025
Aircraft:
Challenger 300
Capacity:
10
$8,563
Distance between PWK - STL:
270 mi (434 km)
Estimated flight duration:
0 hours : 30 minutes
Cost per person:
$856.32
Cost per hour:
$16773.18
Challenger 300 image 1
Challenger 300 image 2

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:
$38779.76

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:
$18199.82

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:
$35369.68

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:
$39042.63

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:
$39028.29

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:
$33964.55

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:
$19416.17

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:
$24663.91

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:
$20448.51

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:
$18553.49

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:
$21306.41

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:
$38710.46

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:
$38383.07

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:
$35102.04

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:
$20795.01

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:
$24618.5

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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