Empty Leg Flights to and from Chicago

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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:
Asheville, Asheville Regional Airport (AVL), NC, US
To:
Chicago, Midway International (MDW), IL, US
Departure date:
09.10.2025
Aircraft:
Hawker 800XP
Capacity:
8
$15,726
Distance between AVL - MDW:
521 mi (839 km)
Estimated flight duration:
1 hours : 7 minutes
Cost per person:
$1965.73
Cost per hour:
$13971.22
Hawker 800XP image 1
Hawker 800XP image 2

From:
Phoenix, Mesa-Gateway (IWA), AZ, US
To:
Chicago, Dupage (DPA), IL, US
Departure date:
09.10.2025
Aircraft:
Gulfstream G-IVSP
Capacity:
14
$23,823
Distance between IWA - DPA:
5000 mi (8046 km)
Cost per person:
$1701.64
Cost per hour:
$21164.93

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:
Joplin, Joplin Regional Airport (JLN), MO, US
To:
Chicago, Executive (PWK), IL, US
Departure date:
10.10.2025
Aircraft:
Pilatus PC-12/47
Capacity:
8
$5,897
Distance between JLN - PWK:
491 mi (790 km)
Cost per person:
$737.19
Cost per hour:
$2607.78

From:
Myrtle Beach, Myrtle Beach International Airport (MYR), SC, US
To:
Chicago, Midway International (MDW), IL, US
Departure date:
11.10.2025
Aircraft:
Hawker 400XP
Capacity:
8
$9,828
Distance between MYR - MDW:
739 mi (1189 km)
Estimated flight duration:
1 hours : 27 minutes
Cost per person:
$1228.54
Cost per hour:
$6775.69
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:
Clearwater, St Petersburg Clearwater International (PIE), FL, US
To:
Chicago, Dupage (DPA), IL, US
Departure date:
12.10.2025
Aircraft:
Hawker 850XP
Capacity:
8
$13,368
Distance between PIE - DPA:
1017 mi (1637 km)
Estimated flight duration:
2 hours : 11 minutes
Cost per person:
$1670.94
Cost per hour:
$6084.72
Hawker 850XP image 1
Hawker 850XP image 2

From:
New Orleans, Louis Armstrong New Orleans International (MSY), LA, US
To:
Chicago, Midway International (MDW), IL, US
Departure date:
13.10.2025
Aircraft:
Falcon 900EX
Capacity:
13
$21,593
Distance between MSY - MDW:
827 mi (1332 km)
Estimated flight duration:
1 hours : 24 minutes
Cost per person:
$1660.98
Cost per hour:
$15405.14
Falcon 900EX image 1
Falcon 900EX image 2

From:
Clearwater, St Petersburg Clearwater International (PIE), FL, US
To:
Chicago, Dupage (DPA), IL, US
Departure date:
13.10.2025
Aircraft:
Hawker 850XP
Capacity:
8
$13,366
Distance between PIE - DPA:
1017 mi (1637 km)
Estimated flight duration:
2 hours : 11 minutes
Cost per person:
$1670.79
Cost per hour:
$6084.17
Hawker 850XP image 1
Hawker 850XP image 2

From:
Ft Myers, Southwest Florida International (RSW), FL, US
To:
Chicago, Midway International (MDW), IL, US
Departure date:
14.10.2025
Aircraft:
Hawker 400XP
Capacity:
8
$13,104
Distance between RSW - MDW:
1107 mi (1782 km)
Estimated flight duration:
2 hours : 10 minutes
Cost per person:
$1638
Cost per hour:
$6030.88
Hawker 400XP image 1
Hawker 400XP image 2

From:
Teterboro, Teterboro Airport (TEB), NJ, US
To:
Chicago, Dupage (DPA), IL, US
Departure date:
14.10.2025
Aircraft:
Gulfstream G200
Capacity:
9
$6,527
Distance between TEB - DPA:
738 mi (1188 km)
Estimated flight duration:
1 hours : 23 minutes
Cost per person:
$725.22
Cost per hour:
$4668.91
Gulfstream G200 image 1
Gulfstream G200 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:
Miami, Opa-locka Executive (OPF), FL, US
To:
Chicago, Executive (PWK), IL, US
Departure date:
14.10.2025
Aircraft:
Citation Latitude
Capacity:
9
$21,733
Distance between OPF - PWK:
1201 mi (1933 km)
Estimated flight duration:
2 hours : 50 minutes
Cost per person:
$2414.79
Cost per hour:
$7666.55
Citation Latitude image 1
Citation Latitude image 2

From:
West Palm Beach, Palm Beach International (PBI), FL, US
To:
Chicago, Executive (PWK), IL, US
Departure date:
15.10.2025
Aircraft:
Citation CJ3+
Capacity:
6
$14,129
Distance between PBI - PWK:
1153 mi (1856 km)
Cost per person:
$2354.8
Cost per hour:
$4984.07

From:
Nashville, Nashville International Airport (BNA), TN, US
To:
Chicago, Executive (PWK), IL, US
Departure date:
16.10.2025
Aircraft:
Falcon 900B
Capacity:
14
$15,718
Distance between BNA - PWK:
419 mi (674 km)
Cost per person:
$1122.75
Cost per hour:
$5544.84

From:
Naples, Municipal (APF), FL, US
To:
Chicago, Executive (PWK), IL, US
Departure date:
19.10.2025
Aircraft:
Citation Sovereign
Capacity:
8
$19,037
Distance between APF - PWK:
1157 mi (1861 km)
Estimated flight duration:
2 hours : 11 minutes
Cost per person:
$2379.61
Cost per hour:
$8713.45
Citation Sovereign image 1
Citation Sovereign image 2

From:
East St. Louis, St Louis Downtown (CPS), IL, US
To:
Chicago, Executive (PWK), IL, US
Departure date:
20.10.2025
Aircraft:
Citation III
Capacity:
9
$5,977
Distance between CPS - PWK:
6113 mi (9837 km)
Estimated flight duration:
11 hours : 9 minutes
Cost per person:
$664.09
Cost per hour:
$535.27
Citation III image 1
Citation III image 2

From:
Jacksonville, Jacksonville International Airport (JAX), FL, US
To:
Chicago, Dupage (DPA), IL, US
Departure date:
21.10.2025
Aircraft:
Hawker 400XP
Capacity:
7
$10,375
Distance between JAX - DPA:
880 mi (1417 km)
Estimated flight duration:
1 hours : 43 minutes
Cost per person:
$1482.13
Cost per hour:
$6005.19
Hawker 400XP image 1
Hawker 400XP image 2

From:
Tucson, Tucson International Airport (TUS), AZ, US
To:
Chicago, Midway International (MDW), IL, US
Departure date:
22.10.2025
Aircraft:
Hawker 400XP
Capacity:
8
$18,454
Distance between TUS - MDW:
1434 mi (2308 km)
Estimated flight duration:
2 hours : 48 minutes
Cost per person:
$2306.72
Cost per hour:
$6557.16
Hawker 400XP image 1
Hawker 400XP image 2

From:
Teterboro, Teterboro Airport (TEB), NJ, US
To:
Chicago, Midway International (MDW), IL, US
Departure date:
22.10.2025
Aircraft:
Citation Latitude
Capacity:
9
$19,531
Distance between TEB - MDW:
712 mi (1146 km)
Estimated flight duration:
1 hours : 40 minutes
Cost per person:
$2170.11
Cost per hour:
$11621.18
Citation Latitude image 1
Citation Latitude image 2

From:
Miami, Opa-locka Executive (OPF), FL, US
To:
Chicago, Midway International (MDW), IL, US
Departure date:
22.10.2025
Aircraft:
Citation Latitude
Capacity:
9
$22,787
Distance between OPF - MDW:
1177 mi (1895 km)
Estimated flight duration:
2 hours : 46 minutes
Cost per person:
$2531.91
Cost per hour:
$8201.97
Citation Latitude image 1
Citation Latitude image 2

From:
South Lake Tahoe, Lake Tahoe (TVL), CA, US
To:
Chicago, Midway International (MDW), IL, US
Departure date:
29.10.2025
Aircraft:
Learjet 45
Capacity:
9
$21,733
Distance between TVL - MDW:
1701 mi (2737 km)
Estimated flight duration:
3 hours : 24 minutes
Cost per person:
$2414.79
Cost per hour:
$6384.03
Learjet 45 image 1
Learjet 45 image 2

From:
Panama City, Northwest Florida Beaches International (ECP), FL, US
To:
Chicago, Midway International (MDW), IL, US
Departure date:
30.10.2025
Aircraft:
Hawker 400XP
Capacity:
7
$11,467
Distance between ECP - MDW:
797 mi (1283 km)
Estimated flight duration:
1 hours : 33 minutes
Cost per person:
$1638.11
Cost per hour:
$7327.69
Hawker 400XP image 1
Hawker 400XP image 2

From:
Venice, Municipal (VNC), FL, US
To:
Chicago, Midway International (MDW), IL, US
Departure date:
30.10.2025
Aircraft:
Hawker 400XP
Capacity:
7
$13,041
Distance between VNC - MDW:
1061 mi (1707 km)
Estimated flight duration:
2 hours : 4 minutes
Cost per person:
$1862.94
Cost per hour:
$6263.11
Hawker 400XP image 1
Hawker 400XP 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:
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:
Windsor Locks, Bradley International (BDL), CT, US
Departure date:
10.10.2025
Aircraft:
Citation X
Capacity:
9
$13,104
Distance between MDW - BDL:
774 mi (1246 km)
Estimated flight duration:
1 hours : 16 minutes
Cost per person:
$1456
Cost per hour:
$10287.54
Citation X image 1
Citation X image 2

From:
Chicago, Midway International (MDW), IL, US
To:
Teterboro, Teterboro Airport (TEB), NJ, US
Departure date:
12.10.2025
Aircraft:
Challenger 601
Capacity:
9
$10,865
Distance between MDW - TEB:
712 mi (1146 km)
Estimated flight duration:
1 hours : 20 minutes
Cost per person:
$1207.26
Cost per hour:
$8095.48
Challenger 601 image 1
Challenger 601 image 2

From:
Chicago, Dupage (DPA), IL, US
To:
Teterboro, Teterboro Airport (TEB), NJ, US
Departure date:
13.10.2025
Aircraft:
Gulfstream G-IVSP
Capacity:
14
$17,351
Distance between DPA - TEB:
738 mi (1188 km)
Cost per person:
$1239.35
Cost per hour:
$12927.67

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:
Chicago, Midway International (MDW), IL, US
To:
Nashville, Nashville International Airport (BNA), TN, US
Departure date:
15.10.2025
Aircraft:
Citation CJ
Capacity:
6
$4,613
Distance between MDW - BNA:
395 mi (636 km)
Cost per person:
$768.8
Cost per hour:
$2505.13

From:
Chicago, Executive (PWK), IL, US
To:
Buffalo, Niagara International (BUF), NY, US
Departure date:
16.10.2025
Aircraft:
Falcon 900B
Capacity:
14
$15,827
Distance between PWK - BUF:
463 mi (745 km)
Cost per person:
$1130.5
Cost per hour:
$8595.37

From:
Chicago, Midway International (MDW), IL, US
To:
Cleveland, Hopkins International (CLE), OH, US
Departure date:
18.10.2025
Aircraft:
Citation XLS
Capacity:
8
$8,702
Distance between MDW - CLE:
313 mi (503 km)
Estimated flight duration:
0 hours : 37 minutes
Cost per person:
$1087.78
Cost per hour:
$14105.93
Citation XLS image 1
Citation XLS image 2

From:
Chicago, Dupage (DPA), IL, US
To:
Clearwater, St Petersburg Clearwater International (PIE), FL, US
Departure date:
18.10.2025
Aircraft:
Hawker 850XP
Capacity:
8
$12,770
Distance between DPA - PIE:
1017 mi (1637 km)
Estimated flight duration:
2 hours : 11 minutes
Cost per person:
$1596.22
Cost per hour:
$5812.61
Hawker 850XP image 1
Hawker 850XP image 2

From:
Chicago, Midway International (MDW), IL, US
To:
Ft Lauderdale, Fort Lauderdale Hollywood International (FLL), FL, US
Departure date:
19.10.2025
Aircraft:
Citation XLS
Capacity:
8
$15,734
Distance between MDW - FLL:
1166 mi (1876 km)
Estimated flight duration:
2 hours : 17 minutes
Cost per person:
$1966.79
Cost per hour:
$6843.35
Citation XLS image 1
Citation XLS image 2

From:
Chicago, Midway International (MDW), IL, US
To:
Morristown, Municipal (MMU), NJ, US
Departure date:
20.10.2025
Aircraft:
Beechjet 400A
Capacity:
8
$12,012
Distance between MDW - MMU:
695 mi (1118 km)
Cost per person:
$1501.52
Cost per hour:
$5224.44

From:
Chicago, Midway International (MDW), IL, US
To:
Windsor Locks, Bradley International (BDL), CT, US
Departure date:
20.10.2025
Aircraft:
Hawker 400XP
Capacity:
8
$13,026
Distance between MDW - BDL:
774 mi (1246 km)
Estimated flight duration:
1 hours : 31 minutes
Cost per person:
$1628.24
Cost per hour:
$8574.15
Hawker 400XP image 1
Hawker 400XP image 2

From:
Chicago, Executive (PWK), IL, US
To:
Naples, Municipal (APF), FL, US
Departure date:
24.10.2025
Aircraft:
Citation Sovereign
Capacity:
7
$20,749
Distance between PWK - APF:
1157 mi (1861 km)
Estimated flight duration:
2 hours : 11 minutes
Cost per person:
$2964.08
Cost per hour:
$9496.9
Citation Sovereign image 1
Citation Sovereign image 2

From:
Chicago, Executive (PWK), IL, US
To:
Naples, Municipal (APF), FL, US
Departure date:
24.10.2025
Aircraft:
Citation Ultra
Capacity:
7
$20,668
Distance between PWK - APF:
1157 mi (1861 km)
Estimated flight duration:
2 hours : 20 minutes
Cost per person:
$2952.57
Cost per hour:
$8838.26
Citation Ultra image 1
Citation Ultra image 2

From:
Chicago, Midway International (MDW), IL, US
To:
Pellston, Regional Airport of Emmet County (PLN), MI, US
Departure date:
27.10.2025
Aircraft:
Citation Ultra
Capacity:
8
$11,630
Distance between MDW - PLN:
300 mi (483 km)
Estimated flight duration:
0 hours : 36 minutes
Cost per person:
$1453.78
Cost per hour:
$19171.79
Citation Ultra image 1
Citation Ultra 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, 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:
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:
$12484.06

From:
Dallas, Love Field (DAL), TX, US
To:
Chicago, Executive (PWK), IL, US
Aircraft:
Challenger 300
Capacity:
9
$10,878
Distance between DAL - PWK:
806 mi (1297 km)
Estimated flight duration:
1 hours : 31 minutes
Cost per person:
$1208.61
Cost per hour:
$7127.49
Challenger 300 image 1
Challenger 300 image 2

From:
Clearwater, St Petersburg Clearwater International (PIE), FL, US
To:
Chicago, Executive (PWK), IL, US
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:
Omaha, Eppley Airfield (OMA), NE, US
To:
Chicago, Executive (PWK), IL, US
Aircraft:
Hawker 900XP
Capacity:
8
$9,010
Distance between OMA - PWK:
422 mi (679 km)
Cost per person:
$1126.21
Cost per hour:
$4656.68

From:
Clearwater, St Petersburg Clearwater International (PIE), FL, US
To:
Chicago, Executive (PWK), IL, US
Aircraft:
Learjet 40
Capacity:
6
$11,636
Distance between PIE - PWK:
1024 mi (1648 km)
Estimated flight duration:
1 hours : 56 minutes
Cost per person:
$1939.39
Cost per hour:
$6014.28
Learjet 40 image 1
Learjet 40 image 2

From:
Santa Barbara, Municipal (SBA), CA, US
To:
Chicago, Midway International (MDW), IL, US
Aircraft:
Hawker 400XP
Capacity:
7
$17,387
Distance between SBA - MDW:
1799 mi (2896 km)
Estimated flight duration:
3 hours : 31 minutes
Cost per person:
$2483.92
Cost per hour:
$4923.65
Hawker 400XP image 1
Hawker 400XP image 2

From:
Stuart, Witham Field (SUA), FL, US
To:
Chicago, Midway International (MDW), IL, US
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
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:
Clarinda, Schenck Field (ICL), IA, US
To:
Chicago, Midway International (MDW), IL, US
Aircraft:
Citation Excel
Capacity:
8
$10,856
Distance between ICL - MDW:
386 mi (621 km)
Cost per person:
$1356.95
Cost per hour:
$5330.9

From:
Huntsville, International Carl T Jones Field (HSV), AL, US
To:
Chicago, Midway International (MDW), IL, US
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
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
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:
Concord, Concord Regional Airport (JQF), NC, US
To:
Chicago, Midway International (MDW), IL, US
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:
Zelienople, Municipal (PJC), PA, US
To:
Chicago, Midway International (MDW), IL, US
Aircraft:
Citation XLS
Capacity:
8
$8,695
Distance between PJC - MDW:
4894 mi (7876 km)
Estimated flight duration:
9 hours : 39 minutes
Cost per person:
$1086.87
Cost per hour:
$900.85
Citation XLS image 1
Citation XLS image 2

From:
Dallas, Love Field (DAL), TX, US
To:
Chicago, Midway International (MDW), IL, US
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:
Chesterfield, Spirit of St Louis (SUS), MO, US
To:
Chicago, Executive (PWK), IL, US
Aircraft:
Hawker 750
Capacity:
8
$12,836
Distance between SUS - PWK:
266 mi (428 km)
Cost per person:
$1604.45
Cost per hour:
$8231.74

From:
Dallas, Love Field (DAL), TX, US
To:
Chicago, Midway International (MDW), IL, US
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:
Teterboro, Teterboro Airport (TEB), NJ, US
To:
Chicago, Midway International (MDW), IL, US
Aircraft:
Challenger 605
Capacity:
11
$12,988
Distance between TEB - MDW:
712 mi (1146 km)
Estimated flight duration:
1 hours : 20 minutes
Cost per person:
$1180.74
Cost per hour:
$9677.12
Challenger 605 image 1
Challenger 605 image 2

From:
Oxford, University Oxford (UOX), MS, US
To:
Chicago, Executive (PWK), IL, US
Aircraft:
Citation Ultra
Capacity:
8
$12,010
Distance between UOX - PWK:
541 mi (871 km)
Estimated flight duration:
1 hours : 5 minutes
Cost per person:
$1501.21
Cost per hour:
$10969.83
Citation Ultra image 1
Citation Ultra image 2

From:
San Antonio, San Antonio International Airport (SAT), TX, US
To:
Chicago, Executive (PWK), IL, US
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
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:
Hot Springs, Memorial Field (HOT), AR, US
To:
Chicago, Executive (PWK), IL, US
Aircraft:
Challenger 604
Capacity:
10
$19,432
Distance between HOT - PWK:
598 mi (962 km)
Estimated flight duration:
1 hours : 7 minutes
Cost per person:
$1943.22
Cost per hour:
$17246.45
Challenger 604 image 1
Challenger 604 image 2

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:
$17683.9

From:
Harrisburg, Harrisburg International Airport (MDT), PA, US
To:
Chicago, Midway International (MDW), IL, US
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
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:
Toluca, Licenciado Adolfo Lopez Mateos International (TLC), MX
To:
Chicago, Midway International (MDW), IL, US
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:
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

Benefits of Booking Empty Leg Flights in Chicago

Booking an empty leg flight in Chicago can offer numerous benefits to travelers. One major advantage is the potential for significant cost savings. Since these flights are often operated at a lower cost than standard charter flights, passengers can enjoy a more affordable option without compromising on luxury or convenience. Another benefit is flexibility – empty leg flights can provide a flexible schedule that allows travelers to book a flight that suits their needs, even if it's not during peak travel hours. Additionally, these flights often offer a unique and exclusive travel experience, complete with amenities like gourmet catering, comfortable seating, and personalized service.

Statistics and Market Trends in Chicago

A growing demand for private jet travel has led to an increase in empty leg flights in Chicago. According to recent statistics, the number of private flights in the United States has seen a significant surge over the past few years, with Chicago being one of the busiest hubs. In fact, a study by the General Aviation Manufacturers Association found that private jet travel is experiencing steady growth, with many industry experts predicting continued expansion in the coming years. Furthermore, the rise of on-demand charter services and online booking platforms has made it easier for passengers to find and book empty leg flights, further fueling market demand.

How to Find the Best Deals on Empty Leg Flights in Chicago

To find the best deals on empty leg flights in Chicago, travelers can try the following:

  • Maintain a flexible schedule and be open to different flight dates and times.
  • Use online platforms or apps that specialize in private jet travel, such as JetSmarter or Victor.
  • Contact local brokers or charter companies, who often have access to a wider range of empty leg flights.

Popular Routes from Chicago

Some popular empty leg flight routes from Chicago include:

  • Chicago to Miami: This route is in high demand due to the city's thriving business community and the popularity of South Florida as a vacation destination.
  • Chicago to New York City: As one of the most populous cities in the United States, NYC is a major hub for private jet travel, with many empty leg flights available from Chicago.
  • Chicago to Los Angeles: This route is popular among entertainment industry professionals and business travelers looking to access LA's bustling airports and surrounding communities.

Local Airports and Private Jet Terminals in Chicago

In Chicago, there are several local airports and private jet terminals that serve empty leg flights. One notable option is the Pal-Waukee Airport (KPWA), a popular alternative to O'Hare International Airport for private aviation travelers. The airport offers amenities like fuel services, hangar space, and ground transportation, making it an ideal location for those seeking empty leg flights.

Frequently Asked Questions

Are empty leg flights in Chicago always cheaper?

No, empty leg flights in Chicago are not always cheaper. While these flights can offer significant cost savings compared to standard charter flights, prices may still vary depending on factors like the distance of the flight, the type of aircraft, and the level of service required. However, by being flexible with your travel dates and times, you may be able to find a more affordable option.

Can I choose the exact departure time?

While empty leg flights often have fixed schedules due to their unique nature, some brokers or charter companies may offer flexibility in terms of departure time. However, this is not always possible, as the flight's itinerary and schedule are often determined by the original booking. In certain cases, you may be able to negotiate a revised departure time or find alternative flights that better suit your needs.

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