Empty Leg Flights to and from Fort Sheridan

From:
Provo, Municipal (PVU), UT, US
To:
Chicago, Executive (PWK), IL, US
Departure date:
28.07.2026
Aircraft:
Challenger 300
Capacity:
10
$23,764
Distance between PVU - PWK:
1242 mi (1999 km)
Estimated flight duration:
2 hours : 21 minutes
Cost per person:
$2376.44
Cost per hour:
$10104.36
Challenger 300 image 1
Challenger 300 image 2

From:
Minneapolis, St Paul International/Wold-Chamberlain (MSP), MN, US
To:
Waukegan, Waukegan Regional Airport (UGN), IL, US
Departure date:
31.07.2026
Aircraft:
Learjet 60
Capacity:
7
$11,196
Distance between MSP - UGN:
326 mi (525 km)
Estimated flight duration:
0 hours : 40 minutes
Cost per person:
$1599.42
Cost per hour:
$16605.42
Learjet 60 image 1
Learjet 60 image 2

From:
Minneapolis, St Paul International/Wold-Chamberlain (MSP), MN, US
To:
Chicago, Executive (PWK), IL, US
Departure date:
31.07.2026
Aircraft:
Learjet 45
Capacity:
9
$7,574
Distance between MSP - PWK:
334 mi (537 km)
Estimated flight duration:
0 hours : 40 minutes
Cost per person:
$841.53
Cost per hour:
$11341.53
Learjet 45 image 1
Learjet 45 image 2

From:
Islip, Long Island Mac Arthur (ISP), NY, US
To:
Waukegan, Waukegan Regional Airport (UGN), IL, US
Departure date:
03.08.2026
Aircraft:
Gulfstream G450
Capacity:
12
$16,464
Distance between ISP - UGN:
769 mi (1237 km)
Estimated flight duration:
1 hours : 22 minutes
Cost per person:
$1371.99
Cost per hour:
$12019.04
Gulfstream G450 image 1
Gulfstream G450 image 2

From:
Fort Worth, Meacham International (FTW), TX, US
To:
Chicago, Midway International (MDW), IL, US
Departure date:
05.08.2026
Aircraft:
Challenger 300
Capacity:
8
$16,464
Distance between FTW - MDW:
817 mi (1314 km)
Estimated flight duration:
1 hours : 32 minutes
Cost per person:
$2057.99
Cost per hour:
$10649.59
Challenger 300 image 1
Challenger 300 image 2

From:
Southern Pines, Moore County (SOP), NC, US
To:
Chicago, Executive (PWK), IL, US
Departure date:
06.08.2026
Aircraft:
Gulfstream G200
Capacity:
9
$15,312
Distance between SOP - PWK:
660 mi (1063 km)
Estimated flight duration:
1 hours : 15 minutes
Cost per person:
$1701.36
Cost per hour:
$12248.66
Gulfstream G200 image 1
Gulfstream G200 image 2

From:
Provo, Municipal (PVU), UT, US
To:
Chicago, Executive (PWK), IL, US
Departure date:
13.08.2026
Aircraft:
Challenger 300
Capacity:
10
$23,708
Distance between PVU - PWK:
1242 mi (1999 km)
Estimated flight duration:
2 hours : 21 minutes
Cost per person:
$2370.83
Cost per hour:
$10080.5
Challenger 300 image 1
Challenger 300 image 2

From:
Chicago, Midway International (MDW), IL, US
To:
Teterboro, Teterboro Airport (TEB), NJ, US
Departure date:
28.07.2026
Aircraft:
Gulfstream G-IVSP
Capacity:
13
$14,128
Distance between MDW - TEB:
712 mi (1146 km)
Cost per person:
$1086.74
Cost per hour:
$6006.9

From:
Chicago, Executive (PWK), IL, US
To:
Minneapolis, St Paul International/Wold-Chamberlain (MSP), MN, US
Departure date:
29.07.2026
Aircraft:
Learjet 45
Capacity:
9
$8,672
Distance between PWK - MSP:
334 mi (537 km)
Estimated flight duration:
0 hours : 40 minutes
Cost per person:
$963.53
Cost per hour:
$12985.76
Learjet 45 image 1
Learjet 45 image 2

From:
Chicago, Executive (PWK), IL, US
To:
Eagle River, Union (EGV), WI, US
Departure date:
02.08.2026
Aircraft:
Citation XLS+
Capacity:
8
$16,244
Distance between PWK - EGV:
272 mi (438 km)
Estimated flight duration:
0 hours : 32 minutes
Cost per person:
$2030.54
Cost per hour:
$30255.62
Citation XLS+ image 1
Citation XLS+ image 2

From:
Waukegan, Waukegan Regional Airport (UGN), IL, US
To:
Islip, Long Island Mac Arthur (ISP), NY, US
Departure date:
05.08.2026
Aircraft:
Gulfstream G450
Capacity:
12
$16,464
Distance between UGN - ISP:
769 mi (1237 km)
Estimated flight duration:
1 hours : 22 minutes
Cost per person:
$1371.99
Cost per hour:
$12019.04
Gulfstream G450 image 1
Gulfstream G450 image 2

From:
Chicago, Executive (PWK), IL, US
To:
Groton, New London (GON), CT, US
Departure date:
06.08.2026
Aircraft:
Citation Excel
Capacity:
9
$9,709
Distance between PWK - GON:
816 mi (1312 km)
Cost per person:
$1078.75
Cost per hour:
$7087.63

From:
Chicago, Midway International (MDW), IL, US
To:
Charlevoix, Municipal (CVX), MI, US
Departure date:
09.08.2026
Aircraft:
Citation XLS
Capacity:
9
$4,940
Distance between MDW - CVX:
0 mi (0 km)
Estimated flight duration:
0 hours : 0 minutes
Cost per person:
$548.86
Cost per hour:
—
Citation XLS image 1
Citation XLS image 2

From:
Chicago, Dupage (DPA), IL, US
To:
Teterboro, Teterboro Airport (TEB), NJ, US
Departure date:
10.08.2026
Aircraft:
Challenger 300
Capacity:
8
$13,171
Distance between DPA - TEB:
738 mi (1188 km)
Estimated flight duration:
1 hours : 23 minutes
Cost per person:
$1646.39
Cost per hour:
$9421.6
Challenger 300 image 1
Challenger 300 image 2

From:
Chicago, Executive (PWK), IL, US
To:
Denver, Rocky Mountain Metropolitan (BJC), CO, US
Departure date:
11.08.2026
Aircraft:
Gulfstream G200
Capacity:
9
$21,019
Distance between PWK - BJC:
906 mi (1458 km)
Estimated flight duration:
1 hours : 42 minutes
Cost per person:
$2335.49
Cost per hour:
$12253.48
Gulfstream G200 image 1
Gulfstream G200 image 2

From:
Chicago, Midway International (MDW), IL, US
To:
Rochester, Rochester International Airport (RST), MN, US
Departure date:
22.08.2026
Aircraft:
Learjet 60
Capacity:
8
$11,196
Distance between MDW - RST:
285 mi (458 km)
Estimated flight duration:
0 hours : 35 minutes
Cost per person:
$1399.49
Cost per hour:
$19005.51
Learjet 60 image 1
Learjet 60 image 2

From:
Teterboro, Teterboro Airport (TEB), NJ, US
To:
Chicago, Executive (PWK), IL, US
Aircraft:
Citation XLS
Capacity:
9
$8,727
Distance between TEB - PWK:
721 mi (1160 km)
Estimated flight duration:
1 hours : 25 minutes
Cost per person:
$969.63
Cost per hour:
$6136.44
Citation XLS image 1
Citation XLS image 2

From:
Panama City, Northwest Florida Beaches International (ECP), FL, US
To:
Chicago, Midway International (MDW), IL, US
Aircraft:
Learjet 60
Capacity:
7
$16,091
Distance between ECP - MDW:
797 mi (1283 km)
Estimated flight duration:
1 hours : 38 minutes
Cost per person:
$2298.65
Cost per hour:
$9755.81
Learjet 60 image 1
Learjet 60 image 2

From:
Dallas, Addison (ADS), TX, US
To:
Chicago, Midway International (MDW), IL, US
Aircraft:
Learjet 45
Capacity:
9
$13,283
Distance between ADS - MDW:
814 mi (1309 km)
Estimated flight duration:
1 hours : 37 minutes
Cost per person:
$1475.93
Cost per hour:
$8157.32
Learjet 45 image 1
Learjet 45 image 2

From:
Philadelphia, Northeast Philadelphia (PNE), PA, US
To:
Chicago, Dupage (DPA), IL, US
Aircraft:
Challenger 300
Capacity:
8
$13,091
Distance between PNE - DPA:
701 mi (1128 km)
Estimated flight duration:
1 hours : 19 minutes
Cost per person:
$1636.33
Cost per hour:
$9861.58
Challenger 300 image 1
Challenger 300 image 2

From:
Westhampton Beach, Francis S Gabreski (FOK), NY, US
To:
Chicago, Dupage (DPA), IL, US
Aircraft:
Challenger 300
Capacity:
8
$16,503
Distance between FOK - DPA:
810 mi (1304 km)
Estimated flight duration:
1 hours : 32 minutes
Cost per person:
$2062.87
Cost per hour:
$10756.41
Challenger 300 image 1
Challenger 300 image 2

From:
Teterboro, Teterboro Airport (TEB), NJ, US
To:
Chicago, Dupage (DPA), IL, US
Aircraft:
Challenger 300
Capacity:
8
$13,283
Distance between TEB - DPA:
738 mi (1188 km)
Estimated flight duration:
1 hours : 23 minutes
Cost per person:
$1660.42
Cost per hour:
$9501.89
Challenger 300 image 1
Challenger 300 image 2

From:
Naples, Municipal (APF), FL, US
To:
Chicago, Midway International (MDW), IL, US
Aircraft:
Challenger 300
Capacity:
8
$19,693
Distance between APF - MDW:
1133 mi (1823 km)
Estimated flight duration:
2 hours : 8 minutes
Cost per person:
$2461.66
Cost per hour:
$9183.25
Challenger 300 image 1
Challenger 300 image 2

From:
Missoula, Missoula International Airport (MSO), MT, US
To:
Waukegan, Waukegan Regional Airport (UGN), IL, US
Aircraft:
Citation Excel
Capacity:
8
$14,445
Distance between MSO - UGN:
1322 mi (2127 km)
Cost per person:
$1805.6
Cost per hour:
$6735.83

From:
Zelienople, Municipal (PJC), PA, US
To:
Chicago, Midway International (MDW), IL, US
Aircraft:
Citation XLS
Capacity:
8
$8,855
Distance between PJC - MDW:
4894 mi (7876 km)
Estimated flight duration:
9 hours : 39 minutes
Cost per person:
$1106.85
Cost per hour:
$917.41
Citation XLS image 1
Citation XLS image 2

From:
Hayward, Sawyer County (HYR), WI, US
To:
Chicago, Executive (PWK), IL, US
Aircraft:
Learjet 45
Capacity:
9
$7,637
Distance between HYR - PWK:
322 mi (519 km)
Estimated flight duration:
0 hours : 38 minutes
Cost per person:
$848.58
Cost per hour:
$11834.82
Learjet 45 image 1
Learjet 45 image 2

From:
Hayward, Sawyer County (HYR), WI, US
To:
Chicago, Executive (PWK), IL, US
Aircraft:
Gulfstream G200
Capacity:
9
$9,520
Distance between HYR - PWK:
322 mi (519 km)
Estimated flight duration:
0 hours : 36 minutes
Cost per person:
$1057.74
Cost per hour:
$15595.95
Gulfstream G200 image 1
Gulfstream G200 image 2

From:
Amsterdam, Airport Schiphol (AMS), NL
To:
Chicago, Dupage (DPA), IL, US
Aircraft:
Falcon 8X
Capacity:
14
$98,120
Distance between AMS - DPA:
4128 mi (6643 km)
Estimated flight duration:
7 hours : 48 minutes
Cost per person:
$7008.55
Cost per hour:
$12555.53
Falcon 8X image 1
Falcon 8X image 2

From:
Toronto, Lester B. Pearson International (YYZ), ON, CA
To:
Chicago, Midway International (MDW), IL, US
Aircraft:
Global 6000
Capacity:
14
$17,104
Distance between YYZ - MDW:
433 mi (696 km)
Estimated flight duration:
0 hours : 46 minutes
Cost per person:
$1221.74
Cost per hour:
$22154.7
Global 6000 image 1
Global 6000 image 2

From:
Georgetown, Sussex County (GED), DE, US
To:
Chicago, Midway International (MDW), IL, US
Aircraft:
Learjet 45
Capacity:
9
$14,142
Distance between GED - MDW:
687 mi (1105 km)
Estimated flight duration:
1 hours : 22 minutes
Cost per person:
$1571.36
Cost per hour:
$10286.99
Learjet 45 image 1
Learjet 45 image 2

From:
Pellston, Regional Airport of Emmet County (PLN), MI, US
To:
Chicago, Midway International (MDW), IL, US
Aircraft:
Learjet 60
Capacity:
8
$11,084
Distance between PLN - MDW:
300 mi (483 km)
Estimated flight duration:
0 hours : 37 minutes
Cost per person:
$1385.46
Cost per hour:
$17857.66
Learjet 60 image 1
Learjet 60 image 2

From:
Sacramento, Sacramento International Airport (SMF), CA, US
To:
Chicago, Midway International (MDW), IL, US
Aircraft:
Learjet 60XR
Capacity:
6
$25,348
Distance between SMF - MDW:
1787 mi (2876 km)
Cost per person:
$4224.66
Cost per hour:
$40839.69

From:
Teterboro, Teterboro Airport (TEB), NJ, US
To:
Chicago, Midway International (MDW), IL, US
Aircraft:
Learjet 60XR
Capacity:
6
$16,655
Distance between TEB - MDW:
712 mi (1146 km)
Cost per person:
$2775.91
Cost per hour:
$26834.64

From:
Chesterfield, Spirit of St Louis (SUS), MO, US
To:
Chicago, Executive (PWK), IL, US
Aircraft:
Learjet 45
Capacity:
9
$6,787
Distance between SUS - PWK:
266 mi (428 km)
Estimated flight duration:
0 hours : 31 minutes
Cost per person:
$754.1
Cost per hour:
$12737.33
Learjet 45 image 1
Learjet 45 image 2

From:
Madrid, Barajas International (MAD), ES
To:
Chicago, Executive (PWK), IL, US
Aircraft:
Gulfstream G-V
Capacity:
14
$55,597
Distance between MAD - PWK:
4184 mi (6733 km)
Cost per person:
$3971.19
Cost per hour:
$104341.72

From:
Kansas City, Charles B. Wheeler Downtown (MKC), MO, US
To:
Chicago, Dupage (DPA), IL, US
Aircraft:
Learjet 60
Capacity:
8
$11,103
Distance between MKC - DPA:
387 mi (623 km)
Estimated flight duration:
0 hours : 48 minutes
Cost per person:
$1387.9
Cost per hour:
$13857.28
Learjet 60 image 1
Learjet 60 image 2

From:
Washington, Dulles International (IAD), DC, US
To:
Chicago, Midway International (MDW), IL, US
Aircraft:
Citation XLS+
Capacity:
8
$14,326
Distance between IAD - MDW:
576 mi (927 km)
Estimated flight duration:
1 hours : 8 minutes
Cost per person:
$1790.81
Cost per hour:
$12614.28
Citation XLS+ image 1
Citation XLS+ image 2

From:
Washington, Dulles International (IAD), DC, US
To:
Chicago, Midway International (MDW), IL, US
Aircraft:
Gulfstream G300
Capacity:
14
$16,328
Distance between IAD - MDW:
576 mi (927 km)
Estimated flight duration:
1 hours : 1 minutes
Cost per person:
$1166.32
Cost per hour:
$15909.89
Gulfstream G300 image 1
Gulfstream G300 image 2

From:
Westhampton Beach, Francis S Gabreski (FOK), NY, US
To:
Chicago, Executive (PWK), IL, US
Aircraft:
Nextant 400XTi
Capacity:
8
$16,056
Distance between FOK - PWK:
793 mi (1276 km)
Cost per person:
$2007.05
Cost per hour:
$15644.8

From:
Lincoln, Lincoln Airport (LNK), NE, US
To:
Chicago, Executive (PWK), IL, US
Aircraft:
Gulfstream G200
Capacity:
9
$11,741
Distance between LNK - PWK:
466 mi (751 km)
Estimated flight duration:
0 hours : 52 minutes
Cost per person:
$1304.59
Cost per hour:
$13294.2
Gulfstream G200 image 1
Gulfstream G200 image 2

From:
Denver, Centennial (APA), CO, US
To:
Chicago, Executive (PWK), IL, US
Aircraft:
Citation CJ3
Capacity:
6
$9,736
Distance between APA - PWK:
905 mi (1457 km)
Estimated flight duration:
1 hours : 53 minutes
Cost per person:
$1622.6
Cost per hour:
$5144.44
Citation CJ3 image 1
Citation CJ3 image 2

From:
Teterboro, Teterboro Airport (TEB), NJ, US
To:
Chicago, Midway International (MDW), IL, US
Aircraft:
Gulfstream G-IVSP
Capacity:
14
$21,614
Distance between TEB - MDW:
712 mi (1146 km)
Cost per person:
$1543.82
Cost per hour:
$11420.91

From:
St Paul, Downtown Holman Field (STP), MN, US
To:
Chicago, Executive (PWK), IL, US
Aircraft:
Falcon 900EX
Capacity:
13
$12,385
Distance between STP - PWK:
324 mi (521 km)
Estimated flight duration:
0 hours : 32 minutes
Cost per person:
$952.73
Cost per hour:
$22574.98
Falcon 900EX image 1
Falcon 900EX image 2

From:
Paris, Le Bourget (LBG), FR
To:
Chicago, Executive (PWK), IL, US
Aircraft:
Gulfstream G300
Capacity:
14
$71,824
Distance between LBG - PWK:
4133 mi (6652 km)
Estimated flight duration:
7 hours : 21 minutes
Cost per person:
$5130.27
Cost per hour:
$9750.49
Gulfstream G300 image 1
Gulfstream G300 image 2

From:
Syracuse, Hancock International (SYR), NY, US
To:
Chicago, Midway International (MDW), IL, US
Aircraft:
Beechjet 400A
Capacity:
7
$12,133
Distance between SYR - MDW:
0 mi (0 km)
Cost per person:
$1733.27
Cost per hour:
$1647.11

From:
Harrisburg, Harrisburg International Airport (MDT), PA, US
To:
Chicago, Executive (PWK), IL, US
Aircraft:
Learjet 60
Capacity:
8
$13,898
Distance between MDT - PWK:
594 mi (957 km)
Estimated flight duration:
1 hours : 13 minutes
Cost per person:
$1737.28
Cost per hour:
$11302.14
Learjet 60 image 1
Learjet 60 image 2

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