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:
West Palm Beach, Palm Beach International (PBI), FL, US
West Palm Beach, Palm Beach International (PBI), FL, US
To:
Chicago, Midway International (MDW), IL, US
Chicago, Midway International (MDW), IL, US
Departure date:
05.11.2025
05.11.2025
Aircraft:
Hawker 400XP
Hawker 400XP
Capacity:
8
8
$12,625
Distance between PBI - MDW:
1129 mi (1817 km)
Estimated flight duration:
2 hours : 12 minutes
Cost per person:
$1578.07
Cost per hour:
$5696.09
From:
Tucson, Tucson International Airport (TUS), AZ, US
Tucson, Tucson International Airport (TUS), AZ, US
To:
Chicago, Executive (PWK), IL, US
Chicago, Executive (PWK), IL, US
Departure date:
06.11.2025
06.11.2025
Aircraft:
Learjet 45
Learjet 45
Capacity:
9
9
$20,035
Distance between TUS - PWK:
1434 mi (2308 km)
Estimated flight duration:
2 hours : 52 minutes
Cost per person:
$2226.09
Cost per hour:
$6979.5
From:
Marco, Island (MKY), FL, US
Marco, Island (MKY), FL, US
To:
Chicago, Midway International (MDW), IL, US
Chicago, Midway International (MDW), IL, US
Departure date:
07.11.2025
07.11.2025
Aircraft:
Learjet 45
Learjet 45
Capacity:
9
9
$16,348
Distance between MKY - MDW:
8869 mi (14274 km)
Estimated flight duration:
17 hours : 45 minutes
Cost per person:
$1816.44
Cost per hour:
$920.85
From:
Palm Springs, Palm Springs International Airport (PSP), CA, US
Palm Springs, Palm Springs International Airport (PSP), CA, US
To:
Chicago, Midway International (MDW), IL, US
Chicago, Midway International (MDW), IL, US
Departure date:
08.11.2025
08.11.2025
Aircraft:
Hawker 400XP
Hawker 400XP
Capacity:
8
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
From:
Dallas, Addison (ADS), TX, US
Dallas, Addison (ADS), TX, US
To:
Chicago, Midway International (MDW), IL, US
Chicago, Midway International (MDW), IL, US
Departure date:
10.11.2025
10.11.2025
Aircraft:
Hawker 400XP
Hawker 400XP
Capacity:
7
7
$10,008
Distance between ADS - MDW:
814 mi (1309 km)
Estimated flight duration:
1 hours : 35 minutes
Cost per person:
$1429.67
Cost per hour:
$6268.01
From:
Stuart, Witham Field (SUA), FL, US
Stuart, Witham Field (SUA), FL, US
To:
Chicago, Executive (PWK), IL, US
Chicago, Executive (PWK), IL, US
Departure date:
11.11.2025
11.11.2025
Aircraft:
Citation Ultra
Citation Ultra
Capacity:
7
7
$16,680
Distance between SUA - PWK:
1118 mi (1799 km)
Estimated flight duration:
2 hours : 15 minutes
Cost per person:
$2382.83
Cost per hour:
$7382.05
From:
Charleston, Executive (JZI), SC, US
Charleston, Executive (JZI), SC, US
To:
Chicago, Executive (PWK), IL, US
Chicago, Executive (PWK), IL, US
Departure date:
12.11.2025
12.11.2025
Aircraft:
Hawker 400XP
Hawker 400XP
Capacity:
8
8
$7,685
Distance between JZI - PWK:
6113 mi (9837 km)
Estimated flight duration:
11 hours : 59 minutes
Cost per person:
$960.6
Cost per hour:
$640.58
From:
Flagstaff, Pulliam (FLG), AZ, US
Flagstaff, Pulliam (FLG), AZ, US
To:
Chicago, Midway International (MDW), IL, US
Chicago, Midway International (MDW), IL, US
Departure date:
14.11.2025
14.11.2025
Aircraft:
Hawker 400XP
Hawker 400XP
Capacity:
7
7
$17,564
Distance between FLG - MDW:
1369 mi (2203 km)
Estimated flight duration:
2 hours : 41 minutes
Cost per person:
$2509.19
Cost per hour:
$6538.52
From:
Chicago, Executive (PWK), IL, US
Chicago, Executive (PWK), IL, US
To:
Cincinnati, Municipal Airport Lunken Field (LUK), OH, US
Cincinnati, Municipal Airport Lunken Field (LUK), OH, US
Departure date:
04.11.2025
04.11.2025
Aircraft:
Citation Ultra
Citation Ultra
Capacity:
7
7
$5,004
Distance between PWK - LUK:
272 mi (438 km)
Estimated flight duration:
0 hours : 33 minutes
Cost per person:
$714.92
Cost per hour:
$9089.88
From:
Chicago, Midway International (MDW), IL, US
Chicago, Midway International (MDW), IL, US
To:
Dallas, Addison (ADS), TX, US
Dallas, Addison (ADS), TX, US
Departure date:
06.11.2025
06.11.2025
Aircraft:
Hawker 400XP
Hawker 400XP
Capacity:
8
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
From:
Chicago, Midway International (MDW), IL, US
Chicago, Midway International (MDW), IL, US
To:
Naples, Municipal (APF), FL, US
Naples, Municipal (APF), FL, US
Departure date:
06.11.2025
06.11.2025
Aircraft:
Beechjet 400A
Beechjet 400A
Capacity:
8
8
$14,196
Distance between MDW - APF:
1133 mi (1823 km)
Cost per person:
$1774.49
Cost per hour:
$8891.21
From:
Chicago, Midway International (MDW), IL, US
Chicago, Midway International (MDW), IL, US
To:
Savannah, Hilton Head International (SAV), GA, US
Savannah, Hilton Head International (SAV), GA, US
Departure date:
08.11.2025
08.11.2025
Aircraft:
Beechjet 400A
Beechjet 400A
Capacity:
8
8
$10,978
Distance between MDW - SAV:
764 mi (1229 km)
Cost per person:
$1372.2
Cost per hour:
$6875.48
From:
Chicago, Midway International (MDW), IL, US
Chicago, Midway International (MDW), IL, US
To:
Starkville, George M Bryan (STF), MS, US
Starkville, George M Bryan (STF), MS, US
Departure date:
08.11.2025
08.11.2025
Aircraft:
Hawker 400XP
Hawker 400XP
Capacity:
7
7
$7,685
Distance between MDW - STF:
8620 mi (13873 km)
Estimated flight duration:
16 hours : 55 minutes
Cost per person:
$1097.83
Cost per hour:
$454.22
From:
Chicago, Executive (PWK), IL, US
Chicago, Executive (PWK), IL, US
To:
Stuart, Witham Field (SUA), FL, US
Stuart, Witham Field (SUA), FL, US
Departure date:
10.11.2025
10.11.2025
Aircraft:
Citation Ultra
Citation Ultra
Capacity:
7
7
$16,466
Distance between PWK - SUA:
1118 mi (1799 km)
Estimated flight duration:
2 hours : 15 minutes
Cost per person:
$2352.33
Cost per hour:
$7287.56
From:
Chicago, Executive (PWK), IL, US
Chicago, Executive (PWK), IL, US
To:
Ft Lauderdale, Fort Lauderdale Hollywood International (FLL), FL, US
Ft Lauderdale, Fort Lauderdale Hollywood International (FLL), FL, US
Departure date:
10.11.2025
10.11.2025
Aircraft:
Citation CJ4 Gen2
Citation CJ4 Gen2
Capacity:
8
8
$16,466
Distance between PWK - FLL:
1190 mi (1915 km)
Cost per person:
$2058.29
Cost per hour:
$7287.56
From:
Chicago, Midway International (MDW), IL, US
Chicago, Midway International (MDW), IL, US
To:
Scottsdale, Scottsdale Airport (SDL), AZ, US
Scottsdale, Scottsdale Airport (SDL), AZ, US
Departure date:
11.11.2025
11.11.2025
Aircraft:
Learjet 45
Learjet 45
Capacity:
9
9
$18,617
Distance between MDW - SDL:
4143 mi (6668 km)
Estimated flight duration:
8 hours : 17 minutes
Cost per person:
$2068.58
Cost per hour:
$2244.85
From:
Chicago, Midway International (MDW), IL, US
Chicago, Midway International (MDW), IL, US
To:
White Plains, Westchester County (HPN), NY, US
White Plains, Westchester County (HPN), NY, US
Departure date:
11.11.2025
11.11.2025
Aircraft:
Hawker 400XP
Hawker 400XP
Capacity:
8
8
$10,978
Distance between MDW - HPN:
728 mi (1172 km)
Estimated flight duration:
1 hours : 25 minutes
Cost per person:
$1372.2
Cost per hour:
$7680.24
From:
Chicago, Midway International (MDW), IL, US
Chicago, Midway International (MDW), IL, US
To:
Islip, Long Island Mac Arthur (ISP), NY, US
Islip, Long Island Mac Arthur (ISP), NY, US
Departure date:
13.11.2025
13.11.2025
Aircraft:
Hawker 400XP
Hawker 400XP
Capacity:
7
7
$12,076
Distance between MDW - ISP:
763 mi (1227 km)
Estimated flight duration:
1 hours : 29 minutes
Cost per person:
$1725.08
Cost per hour:
$8067.8
From:
Chicago, Midway International (MDW), IL, US
Chicago, Midway International (MDW), IL, US
To:
Marco, Island (MKY), FL, US
Marco, Island (MKY), FL, US
Departure date:
14.11.2025
14.11.2025
Aircraft:
Learjet 45
Learjet 45
Capacity:
9
9
$17,437
Distance between MDW - MKY:
8869 mi (14274 km)
Estimated flight duration:
17 hours : 45 minutes
Cost per person:
$1937.5
Cost per hour:
$982.22
From:
Chicago, Midway International (MDW), IL, US
Chicago, Midway International (MDW), IL, US
To:
West Palm Beach, Palm Beach International (PBI), FL, US
West Palm Beach, Palm Beach International (PBI), FL, US
Departure date:
20.11.2025
20.11.2025
Aircraft:
Citation CJ1+
Citation CJ1+
Capacity:
5
5
$9,860
Distance between MDW - PBI:
1129 mi (1817 km)
Cost per person:
$1972.01
Cost per hour:
$555.4
From:
Chicago, Executive (PWK), IL, US
Chicago, Executive (PWK), IL, US
To:
St Louis, Lambert St Louis International (STL), MO, US
St Louis, Lambert St Louis International (STL), MO, US
Departure date:
25.11.2025
25.11.2025
Aircraft:
Challenger 300
Challenger 300
Capacity:
10
10
$8,563
Distance between PWK - STL:
270 mi (434 km)
Estimated flight duration:
0 hours : 30 minutes
Cost per person:
$856.32
Cost per hour:
$16773.18
From:
Burlington, Alamance Regional (BUY), NC, US
Burlington, Alamance Regional (BUY), NC, US
To:
Waukegan, Waukegan Regional Airport (UGN), IL, US
Waukegan, Waukegan Regional Airport (UGN), IL, US
Aircraft:
Citation X
Citation X
Capacity:
8
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
From:
Nashville, John C Tune (JWN), TN, US
Nashville, John C Tune (JWN), TN, US
To:
Waukegan, Waukegan Regional Airport (UGN), IL, US
Waukegan, Waukegan Regional Airport (UGN), IL, US
Aircraft:
Citation XLS+
Citation XLS+
Capacity:
8
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
From:
Nashville, Nashville International Airport (BNA), TN, US
Nashville, Nashville International Airport (BNA), TN, US
To:
Waukegan, Waukegan Regional Airport (UGN), IL, US
Waukegan, Waukegan Regional Airport (UGN), IL, US
Aircraft:
Citation XLS+
Citation XLS+
Capacity:
8
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
From:
Heber, Heber Valley Airport (HCR), UT, US
Heber, Heber Valley Airport (HCR), UT, US
To:
Waukegan, Waukegan Regional Airport (UGN), IL, US
Waukegan, Waukegan Regional Airport (UGN), IL, US
Aircraft:
Falcon 900C
Falcon 900C
Capacity:
12
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
International Falls, Falls International (INL), MN, US
To:
Waukegan, Waukegan Regional Airport (UGN), IL, US
Waukegan, Waukegan Regional Airport (UGN), IL, US
Aircraft:
Learjet 60
Learjet 60
Capacity:
7
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
From:
West Palm Beach, Palm Beach International (PBI), FL, US
West Palm Beach, Palm Beach International (PBI), FL, US
To:
Waukegan, Waukegan Regional Airport (UGN), IL, US
Waukegan, Waukegan Regional Airport (UGN), IL, US
Aircraft:
Citation XLS+
Citation XLS+
Capacity:
8
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
From:
St Louis, Lambert St Louis International (STL), MO, US
St Louis, Lambert St Louis International (STL), MO, US
To:
Waukegan, Waukegan Regional Airport (UGN), IL, US
Waukegan, Waukegan Regional Airport (UGN), IL, US
Aircraft:
Legacy 600
Legacy 600
Capacity:
13
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
From:
Panama City, Northwest Florida Beaches International (ECP), FL, US
Panama City, Northwest Florida Beaches International (ECP), FL, US
To:
Waukegan, Waukegan Regional Airport (UGN), IL, US
Waukegan, Waukegan Regional Airport (UGN), IL, US
Aircraft:
Citation Excel
Citation Excel
Capacity:
8
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
Scottsdale, Scottsdale Airport (SDL), AZ, US
To:
Waukegan, Waukegan Regional Airport (UGN), IL, US
Waukegan, Waukegan Regional Airport (UGN), IL, US
Aircraft:
Challenger 300
Challenger 300
Capacity:
9
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
From:
Stuart, Witham Field (SUA), FL, US
Stuart, Witham Field (SUA), FL, US
To:
Waukegan, Waukegan Regional Airport (UGN), IL, US
Waukegan, Waukegan Regional Airport (UGN), IL, US
Aircraft:
Citation CJ3
Citation CJ3
Capacity:
8
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
From:
Waukegan, Waukegan Regional Airport (UGN), IL, US
Waukegan, Waukegan Regional Airport (UGN), IL, US
To:
Teterboro, Teterboro Airport (TEB), NJ, US
Teterboro, Teterboro Airport (TEB), NJ, US
Aircraft:
Gulfstream G-V
Gulfstream G-V
Capacity:
16
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
Waukegan, Waukegan Regional Airport (UGN), IL, US
To:
Atlanta, DeKalb Peachtree (PDK), GA, US
Atlanta, DeKalb Peachtree (PDK), GA, US
Aircraft:
Citation XLS+
Citation XLS+
Capacity:
8
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
From:
Waukegan, Waukegan Regional Airport (UGN), IL, US
Waukegan, Waukegan Regional Airport (UGN), IL, US
To:
Naples, Municipal (APF), FL, US
Naples, Municipal (APF), FL, US
Aircraft:
Citation Excel
Citation Excel
Capacity:
9
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
Waukegan, Waukegan Regional Airport (UGN), IL, US
To:
Naples, Municipal (APF), FL, US
Naples, Municipal (APF), FL, US
Aircraft:
Citation XLS
Citation XLS
Capacity:
9
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
From:
Waukegan, Waukegan Regional Airport (UGN), IL, US
Waukegan, Waukegan Regional Airport (UGN), IL, US
To:
White Plains, Westchester County (HPN), NY, US
White Plains, Westchester County (HPN), NY, US
Aircraft:
Citation Excel
Citation Excel
Capacity:
9
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
Waukegan, Waukegan Regional Airport (UGN), IL, US
To:
Naples, Municipal (APF), FL, US
Naples, Municipal (APF), FL, US
Aircraft:
Citation XLS
Citation XLS
Capacity:
9
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
From:
Waukegan, Waukegan Regional Airport (UGN), IL, US
Waukegan, Waukegan Regional Airport (UGN), IL, US
To:
West Palm Beach, Palm Beach International (PBI), FL, US
West Palm Beach, Palm Beach International (PBI), FL, US
Aircraft:
Challenger 300
Challenger 300
Capacity:
9
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
From:
Waukegan, Waukegan Regional Airport (UGN), IL, US
Waukegan, Waukegan Regional Airport (UGN), IL, US
To:
Manchester, Manchester Airport (MHT), NH, US
Manchester, Manchester Airport (MHT), NH, US
Aircraft:
Citation XLS
Citation XLS
Capacity:
9
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
From:
Waukegan, Waukegan Regional Airport (UGN), IL, US
Waukegan, Waukegan Regional Airport (UGN), IL, US
To:
Naples, Municipal (APF), FL, US
Naples, Municipal (APF), FL, US
Aircraft:
Citation XLS
Citation XLS
Capacity:
9
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
From:
Waukegan, Waukegan Regional Airport (UGN), IL, US
Waukegan, Waukegan Regional Airport (UGN), IL, US
To:
Marathon, The Florida Keys Marathon (MTH), FL, US
Marathon, The Florida Keys Marathon (MTH), FL, US
Aircraft:
Citation XLS
Citation XLS
Capacity:
9
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
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.
