Empty Leg Flights to and from Fort Sheridan

Looking for great deals on empty leg flights to or from Fort Sheridan? Take advantage of private jet savings with one-way and return empty leg flights. Whether you're heading to Fort Sheridan (FSN) or departing from it, book your next flight today and enjoy luxurious, cost-effective travel.

From:
Anchorage (ANC)
To:
Fort Sheridan (FSN)
Departure date:
14.01.2026
Aircraft:
Hawker 800
Capacity:
8
$22,326
Distance between ANC - FSN:
2825 mi (4547 km)
Estimated flight duration:
6 hours : 6 minutes
Cost per person:
$2790.75
Cost per hour:
$3657.99
Hawker 800 image 1
Hawker 800 image 2
From:
Dammam (DMM)
To:
Fort Sheridan (FSN)
Departure date:
02.01.2026
Aircraft:
Falcon 8X
Capacity:
16
$149,489
Distance between DMM - FSN:
6986 mi (11243 km)
Estimated flight duration:
13 hours : 13 minutes
Cost per person:
$9343.04
Cost per hour:
$11301.73
Falcon 8X image 1
Falcon 8X image 2
From:
Yiwu (YIW)
To:
Fort Sheridan (FSN)
Departure date:
06.01.2026
Aircraft:
Falcon 8X
Capacity:
16
$153,824
Distance between YIW - FSN:
7187 mi (11567 km)
Estimated flight duration:
13 hours : 36 minutes
Cost per person:
$9614.03
Cost per hour:
$11303.78
Falcon 8X image 1
Falcon 8X image 2
From:
Ibiza (IBZ)
To:
Fort Sheridan (FSN)
Departure date:
11.01.2026
Aircraft:
Legacy 650
Capacity:
14
$56,039
Distance between IBZ - FSN:
4470 mi (7193 km)
Estimated flight duration:
8 hours : 40 minutes
Cost per person:
$4002.76
Cost per hour:
$6458.51
Legacy 650 image 1
Legacy 650 image 2
From:
Mbeya (MBI)
To:
Fort Sheridan (FSN)
Departure date:
07.01.2026
Aircraft:
Gulfstream G650ER
Capacity:
19
$214,476
Distance between MBI - FSN:
8229 mi (13244 km)
Estimated flight duration:
14 hours : 39 minutes
Cost per person:
$11288.21
Cost per hour:
$14639.56
Gulfstream G650ER image 1
Gulfstream G650ER image 2
From:
Chicago, Executive (PWK), IL, US
To:
Teterboro, Teterboro Airport (TEB), NJ, US
Departure date:
29.12.2025
Aircraft:
Gulfstream G200
Capacity:
9
$17,298
Distance between PWK - TEB:
721 mi (1160 km)
Estimated flight duration:
1 hours : 21 minutes
Cost per person:
$1922.04
Cost per hour:
$12670.75
Gulfstream G200 image 1
Gulfstream G200 image 2
From:
Naples, Municipal (APF), FL, US
To:
Waukegan, Waukegan Regional Airport (UGN), IL, US
Aircraft:
Citation XLS
Capacity:
9
$15,512
Distance between APF - UGN:
1172 mi (1886 km)
Estimated flight duration:
2 hours : 18 minutes
Cost per person:
$1723.59
Cost per hour:
$6711.23
Citation XLS image 1
Citation XLS image 2
From:
Sanford, Orlando Sanford International (SFB), FL, US
To:
Chicago, Midway International (MDW), IL, US
Aircraft:
Gulfstream G500
Capacity:
14
$25,054
Distance between SFB - MDW:
970 mi (1562 km)
Estimated flight duration:
1 hours : 38 minutes
Cost per person:
$1789.57
Cost per hour:
$15336.18
Gulfstream G500 image 1
Gulfstream G500 image 2
From:
Jackson Hole, Jackson Hole Airport (JAC), WY, US
To:
Chicago, Midway International (MDW), IL, US
Aircraft:
Citation Ultra
Capacity:
7
$9,709
Distance between JAC - MDW:
1171 mi (1885 km)
Estimated flight duration:
2 hours : 22 minutes
Cost per person:
$1386.97
Cost per hour:
$4100.86
Citation Ultra image 1
Citation Ultra image 2
From:
Scottsdale, Scottsdale Airport (SDL), AZ, US
To:
Chicago, Midway International (MDW), IL, US
Aircraft:
Hawker 400XP
Capacity:
8
$16,740
Distance between SDL - MDW:
4143 mi (6668 km)
Estimated flight duration:
8 hours : 7 minutes
Cost per person:
$2092.45
Cost per hour:
$2058.62
Hawker 400XP image 1
Hawker 400XP image 2
From:
Denver, Centennial (APA), CO, US
To:
Chicago, Midway International (MDW), IL, US
Aircraft:
Hawker 400XP
Capacity:
8
$13,392
Distance between APA - MDW:
912 mi (1468 km)
Estimated flight duration:
1 hours : 47 minutes
Cost per person:
$1673.99
Cost per hour:
$7480.84
Hawker 400XP image 1
Hawker 400XP image 2
From:
Teterboro, Teterboro Airport (TEB), NJ, US
To:
Chicago, Executive (PWK), IL, US
Aircraft:
Gulfstream G200
Capacity:
9
$19,530
Distance between TEB - PWK:
721 mi (1160 km)
Estimated flight duration:
1 hours : 21 minutes
Cost per person:
$2169.97
Cost per hour:
$14305.2
Gulfstream G200 image 1
Gulfstream G200 image 2
From:
White Plains, Westchester County (HPN), NY, US
To:
Chicago, Midway International (MDW), IL, US
Aircraft:
Hawker 400XP
Capacity:
7
$11,173
Distance between HPN - MDW:
728 mi (1172 km)
Estimated flight duration:
1 hours : 25 minutes
Cost per person:
$1596.11
Cost per hour:
$7816.81
Hawker 400XP image 1
Hawker 400XP image 2
From:
Tulsa, Tulsa International Airport (TUL), OK, US
To:
Chicago, Executive (PWK), IL, US
Aircraft:
Challenger 300
Capacity:
10
$12,778
Distance between TUL - PWK:
598 mi (962 km)
Estimated flight duration:
1 hours : 7 minutes
Cost per person:
$1277.83
Cost per hour:
$11292.51
Challenger 300 image 1
Challenger 300 image 2
From:
Norfolk, Norfolk International Airport (ORF), VA, US
To:
Chicago, Midway International (MDW), IL, US
Aircraft:
Hawker 400XP
Capacity:
8
$10,614
Distance between ORF - MDW:
700 mi (1127 km)
Estimated flight duration:
1 hours : 22 minutes
Cost per person:
$1326.75
Cost per hour:
$7723.03
Hawker 400XP image 1
Hawker 400XP image 2
From:
Morristown, Municipal (MMU), NJ, US
To:
Chicago, Midway International (MDW), IL, US
Aircraft:
Hawker 400XP
Capacity:
8
$11,173
Distance between MMU - MDW:
695 mi (1118 km)
Estimated flight duration:
1 hours : 21 minutes
Cost per person:
$1396.6
Cost per hour:
$8195.89
Hawker 400XP image 1
Hawker 400XP image 2
From:
Quebec, Jean Lesage International (YQB), QC, CA
To:
Chicago, Midway International (MDW), IL, US
Aircraft:
Learjet 45
Capacity:
9
$16,109
Distance between YQB - MDW:
884 mi (1423 km)
Estimated flight duration:
1 hours : 46 minutes
Cost per person:
$1789.88
Cost per hour:
$9098.9
Learjet 45 image 1
Learjet 45 image 2
From:
Dallas, Addison (ADS), TX, US
To:
Chicago, Midway International (MDW), IL, US
Aircraft:
Hawker 400XP
Capacity:
8
$11,173
Distance between ADS - MDW:
814 mi (1309 km)
Estimated flight duration:
1 hours : 35 minutes
Cost per person:
$1396.6
Cost per hour:
$6997.74
Hawker 400XP image 1
Hawker 400XP image 2
From:
Charlevoix, Municipal (CVX), MI, US
To:
Chicago, Dupage (DPA), IL, US
Aircraft:
Citation Excel
Capacity:
9
$4,464
Distance between CVX - DPA:
6130 mi (9865 km)
Cost per person:
$496
Cost per hour:
$2795.89
From:
Omaha, Eppley Airfield (OMA), NE, US
To:
Chicago, Executive (PWK), IL, US
Aircraft:
Gulfstream G200
Capacity:
9
$9,598
Distance between OMA - PWK:
422 mi (679 km)
Estimated flight duration:
0 hours : 47 minutes
Cost per person:
$1066.42
Cost per hour:
$12013.59
Gulfstream G200 image 1
Gulfstream G200 image 2
From:
Miami, Opa-locka Executive (OPF), FL, US
To:
Chicago, Midway International (MDW), IL, US
Aircraft:
Citation XLS+
Capacity:
8
$21,204
Distance between OPF - MDW:
1177 mi (1895 km)
Estimated flight duration:
2 hours : 19 minutes
Cost per person:
$2650.45
Cost per hour:
$9131.52
Citation XLS+ image 1
Citation XLS+ image 2
From:
Ft Lauderdale, Fort Lauderdale Hollywood International (FLL), FL, US
To:
Chicago, Executive (PWK), IL, US
Aircraft:
IAI Astra SPX
Capacity:
7
$16,759
Distance between FLL - PWK:
1190 mi (1915 km)
Cost per person:
$2394.16
Cost per hour:
$7217.48
From:
Miami, Opa-locka Executive (OPF), FL, US
To:
Chicago, Midway International (MDW), IL, US
Aircraft:
Citation XLS+
Capacity:
8
$18,993
Distance between OPF - MDW:
1177 mi (1895 km)
Estimated flight duration:
2 hours : 19 minutes
Cost per person:
$2374.12
Cost per hour:
$8179.49
Citation XLS+ image 1
Citation XLS+ image 2
From:
Miami, Opa-locka Executive (OPF), FL, US
To:
Chicago, Midway International (MDW), IL, US
Aircraft:
Citation XLS+
Capacity:
8
$18,972
Distance between OPF - MDW:
1177 mi (1895 km)
Estimated flight duration:
2 hours : 19 minutes
Cost per person:
$2371.53
Cost per hour:
$8170.56
Citation XLS+ image 1
Citation XLS+ image 2
From:
Ft Lauderdale, Fort Lauderdale Hollywood International (FLL), FL, US
To:
Chicago, Executive (PWK), IL, US
Aircraft:
IAI Astra SPX
Capacity:
7
$16,740
Distance between FLL - PWK:
1190 mi (1915 km)
Cost per person:
$2391.37
Cost per hour:
$7209.07
From:
Fernandina Beach, Municipal (FHB), FL, US
To:
Chicago, Midway International (MDW), IL, US
Aircraft:
Hawker 400XP
Capacity:
8
$13,407
Distance between FHB - MDW:
6104 mi (9823 km)
Estimated flight duration:
11 hours : 58 minutes
Cost per person:
$1675.82
Cost per hour:
$1119.14
Hawker 400XP image 1
Hawker 400XP image 2
From:
Mountain View, Moffett Federal Airfield (NUQ), CA, US
To:
Chicago, Midway International (MDW), IL, US
Aircraft:
Global Express
Capacity:
14
$39,060
Distance between NUQ - MDW:
1842 mi (2964 km)
Estimated flight duration:
3 hours : 17 minutes
Cost per person:
$2789.97
Cost per hour:
$11886.15
Global Express image 1
Global Express image 2
From:
West Palm Beach, Palm Beach International (PBI), FL, US
To:
Chicago, Midway International (MDW), IL, US
Aircraft:
Hawker 400XP
Capacity:
8
$13,686
Distance between PBI - MDW:
1129 mi (1817 km)
Estimated flight duration:
2 hours : 12 minutes
Cost per person:
$1710.75
Cost per hour:
$6174.99
Hawker 400XP image 1
Hawker 400XP image 2
From:
West Palm Beach, Palm Beach International (PBI), FL, US
To:
Chicago, Midway International (MDW), IL, US
Aircraft:
Beechjet 400A
Capacity:
8
$13,605
Distance between PBI - MDW:
1129 mi (1817 km)
Cost per person:
$1700.68
Cost per hour:
$6138.66
From:
Chesterfield, Spirit of St Louis (SUS), MO, US
To:
Chicago, Midway International (MDW), IL, US
Aircraft:
Hawker 900XP
Capacity:
8
$7,588
Distance between SUS - MDW:
251 mi (405 km)
Cost per person:
$948.55
Cost per hour:
$3423.82
From:
Chesterfield, Spirit of St Louis (SUS), MO, US
To:
Chicago, Executive (PWK), IL, US
Aircraft:
Hawker 900XP
Capacity:
8
$7,868
Distance between SUS - PWK:
266 mi (428 km)
Cost per person:
$983.47
Cost per hour:
$3549.87
From:
Vero Beach, Municipal (VRB), FL, US
To:
Chicago, Midway International (MDW), IL, US
Aircraft:
Hawker 400XP
Capacity:
8
$14,439
Distance between VRB - MDW:
1061 mi (1707 km)
Estimated flight duration:
2 hours : 4 minutes
Cost per person:
$1804.84
Cost per hour:
$6934.7
Hawker 400XP image 1
Hawker 400XP image 2
From:
Dallas, Love Field (DAL), TX, US
To:
Chicago, Executive (PWK), IL, US
Aircraft:
Hawker 800XP
Capacity:
8
$16,349
Distance between DAL - PWK:
806 mi (1297 km)
Estimated flight duration:
1 hours : 44 minutes
Cost per person:
$2043.65
Cost per hour:
$9389.48
Hawker 800XP image 1
Hawker 800XP image 2
From:
Pittsburgh, Allegheny County (AGC), PA, US
To:
Chicago, Executive (PWK), IL, US
Aircraft:
Hawker 400XP
Capacity:
8
$11,107
Distance between AGC - PWK:
6113 mi (9837 km)
Estimated flight duration:
11 hours : 59 minutes
Cost per person:
$1388.36
Cost per hour:
$925.83
Hawker 400XP image 1
Hawker 400XP image 2
From:
Conroe, Lone Star Executive (CXO), TX, US
To:
Chicago, Midway International (MDW), IL, US
Aircraft:
Hawker 400XP
Capacity:
7
$12,217
Distance between CXO - MDW:
901 mi (1451 km)
Estimated flight duration:
1 hours : 46 minutes
Cost per person:
$1745.3
Cost per hour:
$6906.26
Hawker 400XP image 1
Hawker 400XP image 2
From:
Omaha, Eppley Airfield (OMA), NE, US
To:
Chicago, Executive (PWK), IL, US
Aircraft:
Learjet 45
Capacity:
9
$8,370
Distance between OMA - PWK:
422 mi (679 km)
Estimated flight duration:
0 hours : 50 minutes
Cost per person:
$930.05
Cost per hour:
$9910.33
Learjet 45 image 1
Learjet 45 image 2

Benefits of Booking Empty Leg Flights in Fort Sheridan

The benefits of booking empty leg flights, including cost savings and flexibility. These one-way trips offer a unique opportunity to travel privately while saving up to 75% compared to traditional charter options.

Statistics and Market Trends in Fort Sheridan

According to recent industry reports, private jet travel in Fort Sheridan has increased by 20% over the past five years. Empty leg flights now account for approximately 15% of all private jet movements in the region.

How to Find the Best Deals on Empty Leg Flights in Fort Sheridan

To get the best price on empty leg flights, book early, use charter brokers, and monitor real-time availability on online platforms. By being proactive and adaptable, travelers can snag these incredible deals and make the most of their private jet experience.

Popular Routes from Fort Sheridan

  • New York City (JFK/LGA/EWR)
  • Chicago (ORD)
  • Miami (MIA)
  • Washington D.C. (DCA/JAT)
  • Cincinnati (CVG)

Local Airports and Private Jet Terminals in Fort Sheridan

The following airports and terminals facilitate empty leg flights in the Fort Sheridan region:

  • Sherman Army Airfield (HHR)
  • Meigs Field (6I5)
  • Northbrook Field (NWB)

Frequently Asked Questions

Are empty leg flights in Fort Sheridan 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.