Empty Leg Flights to and from Waukegan

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

From:
Asheville, Asheville Regional Airport (AVL), NC, US
To:
Chicago, Midway International (MDW), IL, US
Departure date:
14.09.2025
Aircraft:
Beechjet 400A
Capacity:
8
$7,604
Distance between AVL - MDW:
521 mi (839 km)
Cost per person:
$950.53
Cost per hour:
$INF

From:
Teterboro, Teterboro Airport (TEB), NJ, US
To:
Chicago, Midway International (MDW), IL, US
Departure date:
14.09.2025
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:
Austin, Bergstrom International (AUS), TX, US
To:
Chicago, Midway International (MDW), IL, US
Departure date:
17.09.2025
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:
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:
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:
Teterboro, Teterboro Airport (TEB), NJ, US
Departure date:
16.09.2025
Aircraft:
Challenger 350
Capacity:
8
$14,746
Distance between MDW - TEB:
712 mi (1146 km)
Estimated flight duration:
1 hours : 20 minutes
Cost per person:
$1843.27
Cost per hour:
$10935.52
Challenger 350 image 1
Challenger 350 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:
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, 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:
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:
Nashville, John C Tune (JWN), TN, US
To:
Waukegan, Waukegan Regional Airport (UGN), IL, US
Aircraft:
Citation XLS+
Capacity:
8
$4,242
Distance between JWN - UGN:
6314 mi (10162 km)
Estimated flight duration:
12 hours : 27 minutes
Cost per person:
$530.24
Cost per hour:
$340.63
Citation XLS+ image 1
Citation XLS+ image 2

From:
Nashville, Nashville International Airport (BNA), TN, US
To:
Waukegan, Waukegan Regional Airport (UGN), IL, US
Aircraft:
Citation XLS+
Capacity:
8
$4,382
Distance between BNA - UGN:
435 mi (701 km)
Estimated flight duration:
0 hours : 51 minutes
Cost per person:
$547.78
Cost per hour:
$5103.47
Citation XLS+ image 1
Citation XLS+ image 2

From:
Heber, Heber Valley Airport (HCR), UT, US
To:
Waukegan, Waukegan Regional Airport (UGN), IL, US
Aircraft:
Falcon 900C
Capacity:
12
$22,249
Distance between HCR - UGN:
3134 mi (5043 km)
Cost per person:
$1854.1
Cost per hour:
$25910.91

From:
International Falls, Falls International (INL), MN, US
To:
Waukegan, Waukegan Regional Airport (UGN), IL, US
Aircraft:
Learjet 60
Capacity:
7
$8,527
Distance between INL - UGN:
506 mi (814 km)
Estimated flight duration:
1 hours : 2 minutes
Cost per person:
$1218.08
Cost per hour:
$8146.88
Learjet 60 image 1
Learjet 60 image 2

From:
West Palm Beach, Palm Beach International (PBI), FL, US
To:
Waukegan, Waukegan Regional Airport (UGN), IL, US
Aircraft:
Citation XLS+
Capacity:
8
$15,939
Distance between PBI - UGN:
1168 mi (1879 km)
Estimated flight duration:
2 hours : 18 minutes
Cost per person:
$1992.41
Cost per hour:
$6921.99
Citation XLS+ image 1
Citation XLS+ image 2

From:
St Louis, Lambert St Louis International (STL), MO, US
To:
Waukegan, Waukegan Regional Airport (UGN), IL, US
Aircraft:
Legacy 600
Capacity:
13
$13,873
Distance between STL - UGN:
287 mi (462 km)
Estimated flight duration:
0 hours : 33 minutes
Cost per person:
$1067.12
Cost per hour:
$24917.64
Legacy 600 image 1
Legacy 600 image 2

From:
Panama City, Northwest Florida Beaches International (ECP), FL, US
To:
Waukegan, Waukegan Regional Airport (UGN), IL, US
Aircraft:
Citation Excel
Capacity:
8
$16,837
Distance between ECP - UGN:
838 mi (1348 km)
Cost per person:
$2104.65
Cost per hour:
$30242.58

From:
Scottsdale, Scottsdale Airport (SDL), AZ, US
To:
Waukegan, Waukegan Regional Airport (UGN), IL, US
Aircraft:
Challenger 300
Capacity:
9
$24,632
Distance between SDL - UGN:
4111 mi (6617 km)
Estimated flight duration:
7 hours : 47 minutes
Cost per person:
$2736.87
Cost per hour:
$3164.26
Challenger 300 image 1
Challenger 300 image 2

From:
Stuart, Witham Field (SUA), FL, US
To:
Waukegan, Waukegan Regional Airport (UGN), IL, US
Aircraft:
Citation CJ3
Capacity:
8
$14,420
Distance between SUA - UGN:
1132 mi (1822 km)
Estimated flight duration:
2 hours : 21 minutes
Cost per person:
$1802.55
Cost per hour:
$6095.3
Citation CJ3 image 1
Citation CJ3 image 2

From:
Waukegan, Waukegan Regional Airport (UGN), IL, US
To:
Teterboro, Teterboro Airport (TEB), NJ, US
Aircraft:
Gulfstream G-V
Capacity:
16
$27,455
Distance between UGN - TEB:
718 mi (1156 km)
Cost per person:
$1715.93
Cost per hour:
$11604.79

From:
Waukegan, Waukegan Regional Airport (UGN), IL, US
To:
Atlanta, DeKalb Peachtree (PDK), GA, US
Aircraft:
Citation XLS+
Capacity:
8
$8,283
Distance between UGN - PDK:
618 mi (994 km)
Estimated flight duration:
1 hours : 13 minutes
Cost per person:
$1035.32
Cost per hour:
$6799.15
Citation XLS+ image 1
Citation XLS+ image 2

From:
Waukegan, Waukegan Regional Airport (UGN), IL, US
To:
Naples, Municipal (APF), FL, US
Aircraft:
Citation Excel
Capacity:
9
$14,840
Distance between UGN - APF:
1172 mi (1886 km)
Cost per person:
$1648.9
Cost per hour:
$12182.18

From:
Waukegan, Waukegan Regional Airport (UGN), IL, US
To:
Naples, Municipal (APF), FL, US
Aircraft:
Citation XLS
Capacity:
9
$15,947
Distance between UGN - APF:
1172 mi (1886 km)
Estimated flight duration:
2 hours : 18 minutes
Cost per person:
$1771.85
Cost per hour:
$6899.13
Citation XLS image 1
Citation XLS image 2

From:
Waukegan, Waukegan Regional Airport (UGN), IL, US
To:
White Plains, Westchester County (HPN), NY, US
Aircraft:
Citation Excel
Capacity:
9
$9,417
Distance between UGN - HPN:
734 mi (1181 km)
Cost per person:
$1046.35
Cost per hour:
$4074.24

From:
Waukegan, Waukegan Regional Airport (UGN), IL, US
To:
Naples, Municipal (APF), FL, US
Aircraft:
Citation XLS
Capacity:
9
$15,954
Distance between UGN - APF:
1172 mi (1886 km)
Estimated flight duration:
2 hours : 18 minutes
Cost per person:
$1772.66
Cost per hour:
$6902.3
Citation XLS image 1
Citation XLS image 2

From:
Waukegan, Waukegan Regional Airport (UGN), IL, US
To:
West Palm Beach, Palm Beach International (PBI), FL, US
Aircraft:
Challenger 300
Capacity:
9
$19,704
Distance between UGN - PBI:
1168 mi (1879 km)
Estimated flight duration:
2 hours : 12 minutes
Cost per person:
$2189.36
Cost per hour:
$8913.54
Challenger 300 image 1
Challenger 300 image 2

From:
Waukegan, Waukegan Regional Airport (UGN), IL, US
To:
Manchester, Manchester Airport (MHT), NH, US
Aircraft:
Citation XLS
Capacity:
9
$15,289
Distance between UGN - MHT:
833 mi (1341 km)
Estimated flight duration:
1 hours : 38 minutes
Cost per person:
$1698.78
Cost per hour:
$9306.09
Citation XLS image 1
Citation XLS image 2

From:
Waukegan, Waukegan Regional Airport (UGN), IL, US
To:
Naples, Municipal (APF), FL, US
Aircraft:
Citation XLS
Capacity:
9
$15,662
Distance between UGN - APF:
1172 mi (1886 km)
Estimated flight duration:
2 hours : 18 minutes
Cost per person:
$1740.26
Cost per hour:
$6776.15
Citation XLS image 1
Citation XLS image 2

From:
Waukegan, Waukegan Regional Airport (UGN), IL, US
To:
Marathon, The Florida Keys Marathon (MTH), FL, US
Aircraft:
Citation XLS
Capacity:
9
$15,278
Distance between UGN - MTH:
1280 mi (2059 km)
Estimated flight duration:
2 hours : 31 minutes
Cost per person:
$1697.56
Cost per hour:
$6054.05
Citation XLS image 1
Citation XLS image 2

Benefits of Booking Empty Leg Flights in Waukegan

The benefits of booking empty leg flights, including cost savings and flexibility, make them an attractive option for private jet travelers in Waukegan. By taking advantage of these flights, individuals can enjoy significant discounts on their travel costs while still experiencing the convenience and luxury of private air transportation.

Statistics and Market Trends in Waukegan

According to recent industry reports, private jet travel in Waukegan has increased by 20% over the past five years. Empty leg flights now account for approximately 40% of all private jet movements in the region.

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

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 flexible with your travel plans, you can secure an even better deal on these already discounted flights.

Popular Routes from Waukegan

Some of the most popular routes from Waukegan that often have empty leg flights available include:

  • Waukegan to Chicago O'Hare International Airport (ORD)
  • Waukegan to Milwaukee Mitchell International Airport (MKE)
  • Waukegan to Detroit Metropolitan Wayne County Airport (DTW)

Local Airports and Private Jet Terminals in Waukegan

The following local airports and private jet terminals in Waukegan facilitate empty leg flights:

  • Waukegan Regional Airport (UGN)
  • Racine County Airport (KRQ)

Frequently Asked Questions

Are empty leg flights in Waukegan 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. However, you can often select your preferred arrival and destination airports, making it easier to plan your trip around your needs and preferences.

facebook icon youtube icon twitter icon
openlegfligts white logo

Copyright © 2025