Empty Leg Flights to and from Fort Sheridan

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From:
Toluca, Licenciado Adolfo Lopez Mateos International (TLC), MX
To:
Chicago, Midway International (MDW), IL, US
Departure date:
18.09.2025
Aircraft:
Gulfstream G-IV
Capacity:
14
$17,940
Distance between TLC - MDW:
1706 mi (2745 km)
Estimated flight duration:
3 hours : 2 minutes
Cost per person:
$1281.44
Cost per hour:
$5901.57
Gulfstream G-IV image 1
Gulfstream G-IV image 2

From:
Harrisburg, Harrisburg International Airport (MDT), PA, US
To:
Chicago, Midway International (MDW), IL, US
Departure date:
20.09.2025
Aircraft:
Learjet 45
Capacity:
9
$13,482
Distance between MDT - MDW:
583 mi (938 km)
Estimated flight duration:
1 hours : 10 minutes
Cost per person:
$1498.02
Cost per hour:
$11551.63
Learjet 45 image 1
Learjet 45 image 2

From:
Vero Beach, Municipal (VRB), FL, US
To:
Chicago, Midway International (MDW), IL, US
Departure date:
20.09.2025
Aircraft:
Beechjet 400A
Capacity:
8
$14,122
Distance between VRB - MDW:
1061 mi (1707 km)
Cost per person:
$1765.19
Cost per hour:
$12099.37

From:
San Antonio, San Antonio International Airport (SAT), TX, US
To:
Chicago, Executive (PWK), IL, US
Departure date:
25.09.2025
Aircraft:
Hawker 400XP
Capacity:
8
$13,288
Distance between SAT - PWK:
1057 mi (1702 km)
Estimated flight duration:
2 hours : 4 minutes
Cost per person:
$1661.03
Cost per hour:
$6403.54
Hawker 400XP image 1
Hawker 400XP image 2

From:
San Antonio, San Antonio International Airport (SAT), TX, US
To:
Chicago, Executive (PWK), IL, US
Departure date:
25.09.2025
Aircraft:
Beechjet 400A
Capacity:
7
$11,595
Distance between SAT - PWK:
1057 mi (1702 km)
Cost per person:
$1656.41
Cost per hour:
$5587.52

From:
Chesterfield, Spirit of St Louis (SUS), MO, US
To:
Chicago, Executive (PWK), IL, US
Departure date:
27.09.2025
Aircraft:
Hawker 750
Capacity:
8
$12,836
Distance between SUS - PWK:
266 mi (428 km)
Cost per person:
$1604.45
Cost per hour:
$6185.43

From:
Dallas, Love Field (DAL), TX, US
To:
Chicago, Midway International (MDW), IL, US
Departure date:
27.09.2025
Aircraft:
Hawker 400XP
Capacity:
7
$11,916
Distance between DAL - MDW:
794 mi (1279 km)
Estimated flight duration:
1 hours : 33 minutes
Cost per person:
$1702.25
Cost per hour:
$7641.8
Hawker 400XP image 1
Hawker 400XP image 2

From:
Dallas, Love Field (DAL), TX, US
To:
Chicago, Midway International (MDW), IL, US
Departure date:
28.09.2025
Aircraft:
Hawker 400XP
Capacity:
7
$11,949
Distance between DAL - MDW:
794 mi (1279 km)
Estimated flight duration:
1 hours : 33 minutes
Cost per person:
$1706.95
Cost per hour:
$7662.93
Hawker 400XP image 1
Hawker 400XP image 2

From:
Concord, Concord Regional Airport (JQF), NC, US
To:
Chicago, Midway International (MDW), IL, US
Departure date:
29.09.2025
Aircraft:
Learjet 45
Capacity:
9
$11,352
Distance between JQF - MDW:
579 mi (931 km)
Estimated flight duration:
1 hours : 9 minutes
Cost per person:
$1261.34
Cost per hour:
$9798.69
Learjet 45 image 1
Learjet 45 image 2

From:
Huntsville, International Carl T Jones Field (HSV), AL, US
To:
Chicago, Midway International (MDW), IL, US
Departure date:
30.09.2025
Aircraft:
Hawker 400XP
Capacity:
8
$8,650
Distance between HSV - MDW:
492 mi (791 km)
Estimated flight duration:
0 hours : 57 minutes
Cost per person:
$1081.23
Cost per hour:
$8961.96
Hawker 400XP image 1
Hawker 400XP image 2

From:
Nashville, Nashville International Airport (BNA), TN, US
To:
Chicago, Midway International (MDW), IL, US
Departure date:
30.09.2025
Aircraft:
Gulfstream G-V
Capacity:
16
$19,685
Distance between BNA - MDW:
395 mi (636 km)
Cost per person:
$1230.29
Cost per hour:
$20395.1

From:
Marco, Island (MKY), FL, US
To:
Chicago, Midway International (MDW), IL, US
Departure date:
30.09.2025
Aircraft:
Citation Excel
Capacity:
8
$10,819
Distance between MKY - MDW:
8869 mi (14274 km)
Cost per person:
$1352.37
Cost per hour:
$11209.4

From:
Stuart, Witham Field (SUA), FL, US
To:
Chicago, Midway International (MDW), IL, US
Departure date:
03.10.2025
Aircraft:
Hawker 400XP
Capacity:
7
$13,579
Distance between SUA - MDW:
1094 mi (1760 km)
Estimated flight duration:
2 hours : 8 minutes
Cost per person:
$1939.8
Cost per hour:
$6326.05
Hawker 400XP image 1
Hawker 400XP image 2

From:
Sarasota, Bradenton International (SRQ), FL, US
To:
Chicago, Midway International (MDW), IL, US
Departure date:
03.10.2025
Aircraft:
Hawker 400XP
Capacity:
8
$13,579
Distance between SRQ - MDW:
1038 mi (1670 km)
Estimated flight duration:
2 hours : 2 minutes
Cost per person:
$1697.33
Cost per hour:
$6668.12
Hawker 400XP image 1
Hawker 400XP image 2

From:
Clearwater, St Petersburg Clearwater International (PIE), FL, US
To:
Chicago, Executive (PWK), IL, US
Departure date:
07.10.2025
Aircraft:
Learjet 40
Capacity:
6
$10,821
Distance between PIE - PWK:
1024 mi (1648 km)
Estimated flight duration:
1 hours : 56 minutes
Cost per person:
$1803.57
Cost per hour:
$5593.06
Learjet 40 image 1
Learjet 40 image 2

From:
Colorado Springs, City of Colorado Springs Municipal (COS), CO, US
To:
Chicago, Midway International (MDW), IL, US
Departure date:
09.10.2025
Aircraft:
Hawker 400XP
Capacity:
7
$12,943
Distance between COS - MDW:
921 mi (1483 km)
Estimated flight duration:
1 hours : 48 minutes
Cost per person:
$1849
Cost per hour:
$7157.65
Hawker 400XP image 1
Hawker 400XP image 2

From:
Boca Raton, Boca Raton Airport (BCT), FL, US
To:
Chicago, Midway International (MDW), IL, US
Departure date:
10.10.2025
Aircraft:
Hawker 400XP
Capacity:
8
$15,124
Distance between BCT - MDW:
1152 mi (1854 km)
Estimated flight duration:
2 hours : 15 minutes
Cost per person:
$1890.54
Cost per hour:
$6687.76
Hawker 400XP image 1
Hawker 400XP image 2

From:
Concord, Concord Regional Airport (JQF), NC, US
To:
Chicago, Midway International (MDW), IL, US
Departure date:
11.10.2025
Aircraft:
Learjet 45
Capacity:
9
$11,361
Distance between JQF - MDW:
579 mi (931 km)
Estimated flight duration:
1 hours : 9 minutes
Cost per person:
$1262.29
Cost per hour:
$9806.07
Learjet 45 image 1
Learjet 45 image 2

From:
Tucson, Tucson International Airport (TUS), AZ, US
To:
Chicago, Midway International (MDW), IL, US
Departure date:
14.10.2025
Aircraft:
Hawker 400XP
Capacity:
8
$18,335
Distance between TUS - MDW:
1434 mi (2308 km)
Estimated flight duration:
2 hours : 48 minutes
Cost per person:
$2291.92
Cost per hour:
$6515.11
Hawker 400XP image 1
Hawker 400XP image 2

From:
Chicago, Midway International (MDW), IL, US
To:
Brainerd, Lakes Regional (BRD), MN, US
Departure date:
19.09.2025
Aircraft:
Learjet 60
Capacity:
7
$5,392
Distance between MDW - BRD:
449 mi (723 km)
Estimated flight duration:
0 hours : 55 minutes
Cost per person:
$770.34
Cost per hour:
$5799.7
Learjet 60 image 1
Learjet 60 image 2

From:
Chicago, Midway International (MDW), IL, US
To:
Omaha, Eppley Airfield (OMA), NE, US
Departure date:
19.09.2025
Aircraft:
Learjet 45XR
Capacity:
8
$8,679
Distance between MDW - OMA:
429 mi (690 km)
Estimated flight duration:
0 hours : 51 minutes
Cost per person:
$1084.89
Cost per hour:
$10113.89
Learjet 45XR image 1
Learjet 45XR image 2

From:
Chicago, Midway International (MDW), IL, US
To:
Omaha, Eppley Airfield (OMA), NE, US
Departure date:
21.09.2025
Aircraft:
Learjet 45XR
Capacity:
8
$8,697
Distance between MDW - OMA:
429 mi (690 km)
Estimated flight duration:
0 hours : 51 minutes
Cost per person:
$1087.17
Cost per hour:
$10135.21
Learjet 45XR image 1
Learjet 45XR image 2

From:
Chicago, Midway International (MDW), IL, US
To:
Quebec, Jean Lesage International (YQB), QC, CA
Departure date:
23.09.2025
Aircraft:
Learjet 45
Capacity:
9
$12,093
Distance between MDW - YQB:
884 mi (1423 km)
Estimated flight duration:
1 hours : 46 minutes
Cost per person:
$1343.63
Cost per hour:
$6830.38
Learjet 45 image 1
Learjet 45 image 2

From:
Chicago, Midway International (MDW), IL, US
To:
Vero Beach, Municipal (VRB), FL, US
Departure date:
23.09.2025
Aircraft:
Beechjet 400A
Capacity:
8
$13,579
Distance between MDW - VRB:
1061 mi (1707 km)
Cost per person:
$1697.33
Cost per hour:
$7669.71

From:
Chicago, Midway International (MDW), IL, US
To:
Scottsdale, Scottsdale Airport (SDL), AZ, US
Departure date:
24.09.2025
Aircraft:
Learjet 45
Capacity:
9
$18,335
Distance between MDW - SDL:
4143 mi (6668 km)
Estimated flight duration:
8 hours : 17 minutes
Cost per person:
$2037.26
Cost per hour:
$2210.87
Learjet 45 image 1
Learjet 45 image 2

From:
Chicago, Midway International (MDW), IL, US
To:
Raleigh, Durham International (RDU), NC, US
Departure date:
25.09.2025
Aircraft:
Hawker 400XP
Capacity:
8
$10,786
Distance between MDW - RDU:
631 mi (1016 km)
Estimated flight duration:
1 hours : 14 minutes
Cost per person:
$1348.25
Cost per hour:
$8706
Hawker 400XP image 1
Hawker 400XP image 2

From:
Chicago, Midway International (MDW), IL, US
To:
Bangor, Bangor International Airport (BGR), ME, US
Departure date:
26.09.2025
Aircraft:
Hawker 400XP
Capacity:
7
$12,999
Distance between MDW - BGR:
972 mi (1564 km)
Estimated flight duration:
1 hours : 54 minutes
Cost per person:
$1857.01
Cost per hour:
$6814.68
Hawker 400XP image 1
Hawker 400XP image 2

From:
Chicago, Executive (PWK), IL, US
To:
San Antonio, San Antonio International Airport (SAT), TX, US
Departure date:
29.09.2025
Aircraft:
Hawker 400XP
Capacity:
8
$14,045
Distance between PWK - SAT:
1057 mi (1702 km)
Estimated flight duration:
2 hours : 4 minutes
Cost per person:
$1755.58
Cost per hour:
$6768.05
Hawker 400XP image 1
Hawker 400XP image 2

From:
Chicago, Executive (PWK), IL, US
To:
San Antonio, San Antonio International Airport (SAT), TX, US
Departure date:
29.09.2025
Aircraft:
Beechjet 400A
Capacity:
7
$12,241
Distance between PWK - SAT:
1057 mi (1702 km)
Cost per person:
$1748.78
Cost per hour:
$5899.11

From:
Chicago, Executive (PWK), IL, US
To:
Omaha, Eppley Airfield (OMA), NE, US
Departure date:
03.10.2025
Aircraft:
Hawker 900XP
Capacity:
8
$9,965
Distance between PWK - OMA:
422 mi (679 km)
Cost per person:
$1245.62
Cost per hour:
$4802.07

From:
Chicago, Midway International (MDW), IL, US
To:
Colorado Springs, City of Colorado Springs Municipal (COS), CO, US
Departure date:
06.10.2025
Aircraft:
Hawker 400XP
Capacity:
7
$14,089
Distance between MDW - COS:
921 mi (1483 km)
Estimated flight duration:
1 hours : 48 minutes
Cost per person:
$2012.65
Cost per hour:
$7791.17
Hawker 400XP image 1
Hawker 400XP image 2

From:
Chicago, Midway International (MDW), IL, US
To:
Concord, Concord Regional Airport (JQF), NC, US
Departure date:
09.10.2025
Aircraft:
Learjet 45
Capacity:
9
$10,803
Distance between MDW - JQF:
579 mi (931 km)
Estimated flight duration:
1 hours : 9 minutes
Cost per person:
$1200.34
Cost per hour:
$9324.82
Learjet 45 image 1
Learjet 45 image 2

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:
Austin, Bergstrom International (AUS), TX, US
To:
Chicago, Midway International (MDW), IL, US
Aircraft:
Hawker 400XP
Capacity:
8
$12,492
Distance between AUS - MDW:
971 mi (1563 km)
Estimated flight duration:
1 hours : 54 minutes
Cost per person:
$1561.45
Cost per hour:
$6552.38
Hawker 400XP image 1
Hawker 400XP image 2

From:
San Jose, Norman Y. Mineta San Jose International (SJC), CA, US
To:
Chicago, Midway International (MDW), IL, US
Aircraft:
Hawker 800XP
Capacity:
9
$28,454
Distance between SJC - MDW:
1833 mi (2950 km)
Estimated flight duration:
3 hours : 57 minutes
Cost per person:
$3161.56
Cost per hour:
$7185.42
Hawker 800XP image 1
Hawker 800XP image 2

From:
Sanford, Orlando Sanford International (SFB), FL, US
To:
Chicago, Midway International (MDW), IL, US
Aircraft:
Learjet 45
Capacity:
9
$13,958
Distance between SFB - MDW:
970 mi (1562 km)
Estimated flight duration:
1 hours : 56 minutes
Cost per person:
$1550.89
Cost per hour:
$7185.61
Learjet 45 image 1
Learjet 45 image 2

From:
Asheville, Asheville Regional Airport (AVL), NC, US
To:
Chicago, Midway International (MDW), IL, US
Aircraft:
Beechjet 400A
Capacity:
8
$7,604
Distance between AVL - MDW:
521 mi (839 km)
Cost per person:
$950.53
Cost per hour:
$3914.68

From:
Teterboro, Teterboro Airport (TEB), NJ, US
To:
Chicago, Midway International (MDW), IL, US
Aircraft:
Hawker 850XP
Capacity:
8
$9,669
Distance between TEB - MDW:
712 mi (1146 km)
Estimated flight duration:
1 hours : 32 minutes
Cost per person:
$1208.56
Cost per hour:
$6284.31
Hawker 850XP image 1
Hawker 850XP image 2

From:
Allentown, Lehigh Valley International (ABE), PA, US
To:
Chicago, Midway International (MDW), IL, US
Aircraft:
Learjet 45
Capacity:
9
$8,642
Distance between ABE - MDW:
644 mi (1036 km)
Estimated flight duration:
1 hours : 17 minutes
Cost per person:
$960.28
Cost per hour:
$6704.38
Learjet 45 image 1
Learjet 45 image 2

From:
Fernandina Beach, Municipal (FHB), FL, US
To:
Chicago, Midway International (MDW), IL, US
Aircraft:
Hawker 400XP
Capacity:
8
$11,851
Distance between FHB - MDW:
6104 mi (9823 km)
Estimated flight duration:
11 hours : 58 minutes
Cost per person:
$1481.39
Cost per hour:
$989.3
Hawker 400XP image 1
Hawker 400XP image 2

From:
San Jose, Norman Y. Mineta San Jose International (SJC), CA, US
To:
Chicago, Midway International (MDW), IL, US
Aircraft:
Hawker 800XP
Capacity:
9
$28,720
Distance between SJC - MDW:
1833 mi (2950 km)
Estimated flight duration:
3 hours : 57 minutes
Cost per person:
$3191.11
Cost per hour:
$7252.58
Hawker 800XP image 1
Hawker 800XP image 2

From:
North Platte, Regional Airport Lee Bird Field (LBF), NE, US
To:
Chicago, Executive (PWK), IL, US
Aircraft:
Citation Excel
Capacity:
8
$8,128
Distance between LBF - PWK:
664 mi (1068 km)
Cost per person:
$1015.96
Cost per hour:
$2052.45

From:
Fayetteville, Northwest Arkansas Regional (XNA), AR, US
To:
Chicago, Midway International (MDW), IL, US
Aircraft:
Learjet 60
Capacity:
8
$9,104
Distance between XNA - MDW:
6104 mi (9823 km)
Estimated flight duration:
12 hours : 37 minutes
Cost per person:
$1137.96
Cost per hour:
$721.02
Learjet 60 image 1
Learjet 60 image 2

From:
Leesburg, Leesburg International Airport (LEE), FL, US
To:
Chicago, Midway International (MDW), IL, US
Aircraft:
Learjet 45
Capacity:
9
$15,207
Distance between LEE - MDW:
955 mi (1537 km)
Estimated flight duration:
1 hours : 54 minutes
Cost per person:
$1689.7
Cost per hour:
$7955.21
Learjet 45 image 1
Learjet 45 image 2

From:
Colorado Springs, City of Colorado Springs Municipal (COS), CO, US
To:
Chicago, Midway International (MDW), IL, US
Aircraft:
Hawker 400XP
Capacity:
8
$12,032
Distance between COS - MDW:
921 mi (1483 km)
Estimated flight duration:
1 hours : 48 minutes
Cost per person:
$1503.96
Cost per hour:
$6653.66
Hawker 400XP image 1
Hawker 400XP image 2

From:
Charlottesville, Albemarle (CHO), VA, US
To:
Chicago, Midway International (MDW), IL, US
Aircraft:
Hawker 400XP
Capacity:
8
$10,348
Distance between CHO - MDW:
553 mi (889 km)
Estimated flight duration:
1 hours : 5 minutes
Cost per person:
$1293.51
Cost per hour:
$9541.37
Hawker 400XP image 1
Hawker 400XP image 2

From:
Pittsburgh, Allegheny County (AGC), PA, US
To:
Chicago, Midway International (MDW), IL, US
Aircraft:
Hawker 400XP
Capacity:
7
$9,804
Distance between AGC - MDW:
6104 mi (9823 km)
Estimated flight duration:
11 hours : 58 minutes
Cost per person:
$1400.56
Cost per hour:
$818.4
Hawker 400XP image 1
Hawker 400XP image 2

From:
Burlington, Alamance Regional (BUY), NC, US
To:
Waukegan, Waukegan Regional Airport (UGN), IL, US
Aircraft:
Citation X
Capacity:
8
$10,832
Distance between BUY - UGN:
11021 mi (17737 km)
Estimated flight duration:
18 hours : 8 minutes
Cost per person:
$1354.05
Cost per hour:
$597.28
Citation X image 1
Citation X image 2

From:
Dallas, Addison (ADS), TX, US
To:
Chicago, Midway International (MDW), IL, US
Aircraft:
Learjet 45
Capacity:
9
$13,214
Distance between ADS - MDW:
814 mi (1309 km)
Estimated flight duration:
1 hours : 37 minutes
Cost per person:
$1468.2
Cost per hour:
$8114.61
Learjet 45 image 1
Learjet 45 image 2

From:
Sarasota, Bradenton International (SRQ), FL, US
To:
Chicago, Midway International (MDW), IL, US
Aircraft:
Hawker 400XP
Capacity:
8
$13,616
Distance between SRQ - MDW:
1038 mi (1670 km)
Estimated flight duration:
2 hours : 2 minutes
Cost per person:
$1702.05
Cost per hour:
$6686.7
Hawker 400XP image 1
Hawker 400XP image 2

From:
Clemson, Oconee County Regional (CEU), SC, US
To:
Chicago, Executive (PWK), IL, US
Aircraft:
Citation XLS+
Capacity:
8
$10,788
Distance between CEU - PWK:
582 mi (937 km)
Estimated flight duration:
1 hours : 8 minutes
Cost per person:
$1348.56
Cost per hour:
$9398.03
Citation XLS+ image 1
Citation XLS+ image 2

From:
Denver, Rocky Mountain Metropolitan (BJC), CO, US
To:
Chicago, Midway International (MDW), IL, US
Aircraft:
Hawker 400XP
Capacity:
8
$13,071
Distance between BJC - MDW:
913 mi (1469 km)
Estimated flight duration:
1 hours : 47 minutes
Cost per person:
$1633.89
Cost per hour:
$7294.24
Hawker 400XP image 1
Hawker 400XP image 2

From:
Cleveland, Burke Lakefront (BKL), OH, US
To:
Chicago, Midway International (MDW), IL, US
Aircraft:
Cessna Conquest II
Capacity:
5
$5,458
Distance between BKL - MDW:
313 mi (504 km)
Cost per person:
$1091.66
Cost per hour:
$3045.96

From:
Erie, International Tom Ridge Field (ERI), PA, US
To:
Chicago, Executive (PWK), IL, US
Aircraft:
Citation Excel
Capacity:
7
$10,825
Distance between ERI - PWK:
396 mi (637 km)
Cost per person:
$1546.44
Cost per hour:
$6040.87

From:
West Palm Beach, Palm Beach International (PBI), FL, US
To:
Chicago, Midway International (MDW), IL, US
Aircraft:
Cessna Conquest II
Capacity:
5
$11,015
Distance between PBI - MDW:
1129 mi (1817 km)
Cost per person:
$2203.08
Cost per hour:
$6147.07

From:
Missoula, Missoula International Airport (MSO), MT, US
To:
Chicago, Midway International (MDW), IL, US
Aircraft:
Learjet 45
Capacity:
9
$20,929
Distance between MSO - MDW:
1342 mi (2160 km)
Estimated flight duration:
2 hours : 41 minutes
Cost per person:
$2325.46
Cost per hour:
$7790.39
Learjet 45 image 1
Learjet 45 image 2

From:
Aiken, Municipal (AIK), SC, US
To:
Chicago, Midway International (MDW), IL, US
Aircraft:
Beechjet 400A
Capacity:
8
$10,464
Distance between AIK - MDW:
656 mi (1056 km)
Cost per person:
$1307.99
Cost per hour:
$3894.97

From:
Lakeland, Linder Regional (LAL), FL, US
To:
Chicago, Executive (PWK), IL, US
Aircraft:
Falcon 2000
Capacity:
10
$22,028
Distance between LAL - PWK:
1031 mi (1659 km)
Cost per person:
$2202.83
Cost per hour:
$8199.55

From:
Rutland, Southern Vermont Regional (RUT), VT, US
To:
Chicago, Executive (PWK), IL, US
Aircraft:
Citation Excel
Capacity:
8
$6,387
Distance between RUT - PWK:
763 mi (1228 km)
Cost per person:
$798.34
Cost per hour:
$2377.31

From:
Hyannis, Barnstable Municipal Boardman Polando Field (HYA), MA, US
To:
Chicago, Midway International (MDW), IL, US
Aircraft:
Challenger 601
Capacity:
9
$15,230
Distance between HYA - MDW:
899 mi (1447 km)
Estimated flight duration:
1 hours : 41 minutes
Cost per person:
$1692.28
Cost per hour:
$8989.05
Challenger 601 image 1
Challenger 601 image 2

From:
Tampa, Tampa International Airport (TPA), FL, US
To:
Chicago, Midway International (MDW), IL, US
Aircraft:
Learjet 45
Capacity:
9
$17,624
Distance between TPA - MDW:
1002 mi (1612 km)
Estimated flight duration:
2 hours : 0 minutes
Cost per person:
$1958.24
Cost per hour:
$8790.81
Learjet 45 image 1
Learjet 45 image 2

From:
Oakland, Metropolitan Oakland International (OAK), CA, US
To:
Chicago, Midway International (MDW), IL, US
Aircraft:
Hawker 400XP
Capacity:
7
$19,465
Distance between OAK - MDW:
1842 mi (2964 km)
Estimated flight duration:
3 hours : 36 minutes
Cost per person:
$2780.73
Cost per hour:
$5385.64
Hawker 400XP image 1
Hawker 400XP image 2

From:
Boca Raton, Boca Raton Airport (BCT), FL, US
To:
Chicago, Midway International (MDW), IL, US
Aircraft:
Hawker 400XP
Capacity:
8
$13,769
Distance between BCT - MDW:
1152 mi (1854 km)
Estimated flight duration:
2 hours : 15 minutes
Cost per person:
$1721.12
Cost per hour:
$6088.42
Hawker 400XP image 1
Hawker 400XP 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.

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