Empty Leg Flights to and from Northbrook
Looking for great deals on empty leg flights to or from Northbrook? Take advantage of private jet savings with one-way and return empty leg flights. Whether you're heading to Northbrook (OBK) or departing from it, book your next flight today and enjoy luxurious, cost-effective travel.
From:
White Plains, Westchester County (HPN), NY, US
White Plains, Westchester County (HPN), NY, US
To:
Chicago, Midway International (MDW), IL, US
Chicago, Midway International (MDW), IL, US
Departure date:
04.04.2026
04.04.2026
Aircraft:
Learjet 45
Learjet 45
Capacity:
9
9
$11,030
Distance between HPN - MDW:
728 mi (1172 km)
Estimated flight duration:
1 hours : 27 minutes
Cost per person:
$1225.56
Cost per hour:
$7566.37
From:
Harrisburg, Harrisburg International Airport (MDT), PA, US
Harrisburg, Harrisburg International Airport (MDT), PA, US
To:
Chicago, Executive (PWK), IL, US
Chicago, Executive (PWK), IL, US
Departure date:
08.04.2026
08.04.2026
Aircraft:
Learjet 60
Learjet 60
Capacity:
8
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
From:
Syracuse, Hancock International (SYR), NY, US
Syracuse, Hancock International (SYR), NY, US
To:
Chicago, Midway International (MDW), IL, US
Chicago, Midway International (MDW), IL, US
Departure date:
10.04.2026
10.04.2026
Aircraft:
Beechjet 400A
Beechjet 400A
Capacity:
7
7
$12,133
Distance between SYR - MDW:
6104 mi (9823 km)
Cost per person:
$1733.27
Cost per hour:
$9866.55
From:
Paris, Le Bourget (LBG), FR
Paris, Le Bourget (LBG), FR
To:
Chicago, Executive (PWK), IL, US
Chicago, Executive (PWK), IL, US
Departure date:
11.04.2026
11.04.2026
Aircraft:
Gulfstream G300
Gulfstream G300
Capacity:
14
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
From:
Chicago, Midway International (MDW), IL, US
Chicago, Midway International (MDW), IL, US
To:
Eden Prairie, Flying Cloud (FCM), MN, US
Eden Prairie, Flying Cloud (FCM), MN, US
Departure date:
07.04.2026
07.04.2026
Aircraft:
Citation XLS+
Citation XLS+
Capacity:
8
8
$9,155
Distance between MDW - FCM:
355 mi (571 km)
Estimated flight duration:
0 hours : 41 minutes
Cost per person:
$1144.36
Cost per hour:
$13092.82
From:
Chicago, Midway International (MDW), IL, US
Chicago, Midway International (MDW), IL, US
To:
Teterboro, Teterboro Airport (TEB), NJ, US
Teterboro, Teterboro Airport (TEB), NJ, US
Departure date:
07.04.2026
07.04.2026
Aircraft:
Challenger 300
Challenger 300
Capacity:
8
8
$13,098
Distance between MDW - TEB:
712 mi (1146 km)
Estimated flight duration:
1 hours : 20 minutes
Cost per person:
$1637.24
Cost per hour:
$9713.22
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:
09.04.2026
09.04.2026
Aircraft:
Hawker 400XP
Hawker 400XP
Capacity:
7
7
$16,546
Distance between MDW - PBI:
1129 mi (1817 km)
Estimated flight duration:
2 hours : 12 minutes
Cost per person:
$2363.66
Cost per hour:
$7465.25
From:
Waukegan, Waukegan Regional Airport (UGN), IL, US
Waukegan, Waukegan Regional Airport (UGN), IL, US
To:
Washington, Dulles International (IAD), DC, US
Washington, Dulles International (IAD), DC, US
Departure date:
15.04.2026
15.04.2026
Aircraft:
Learjet 60
Learjet 60
Capacity:
7
7
$16,049
Distance between UGN - IAD:
593 mi (954 km)
Estimated flight duration:
1 hours : 13 minutes
Cost per person:
$2292.73
Cost per hour:
$13086.17
From:
Chicago, Executive (PWK), IL, US
Chicago, Executive (PWK), IL, US
To:
Lincoln, Lincoln Airport (LNK), NE, US
Lincoln, Lincoln Airport (LNK), NE, US
Departure date:
19.04.2026
19.04.2026
Aircraft:
Gulfstream G200
Gulfstream G200
Capacity:
9
9
$12,520
Distance between PWK - LNK:
466 mi (751 km)
Estimated flight duration:
0 hours : 52 minutes
Cost per person:
$1391.07
Cost per hour:
$14175.5
From:
Washington, Dulles International (IAD), DC, US
Washington, Dulles International (IAD), DC, US
To:
Chicago, Executive (PWK), IL, US
Chicago, Executive (PWK), IL, US
Aircraft:
Learjet 45
Learjet 45
Capacity:
8
8
$19,964
Distance between IAD - PWK:
590 mi (950 km)
Estimated flight duration:
1 hours : 10 minutes
Cost per person:
$2495.51
Cost per hour:
$16891.01
From:
Eden Prairie, Flying Cloud (FCM), MN, US
Eden Prairie, Flying Cloud (FCM), MN, US
To:
Chicago, Midway International (MDW), IL, US
Chicago, Midway International (MDW), IL, US
Aircraft:
Falcon 900EX
Falcon 900EX
Capacity:
12
12
$12,880
Distance between FCM - MDW:
355 mi (571 km)
Estimated flight duration:
0 hours : 36 minutes
Cost per person:
$1073.3
Cost per hour:
$21444.42
From:
Tucson, Tucson International Airport (TUS), AZ, US
Tucson, Tucson International Airport (TUS), AZ, US
To:
Chicago, Midway International (MDW), IL, US
Chicago, Midway International (MDW), IL, US
Aircraft:
Hawker 400XP
Hawker 400XP
Capacity:
7
7
$18,555
Distance between TUS - MDW:
1434 mi (2308 km)
Estimated flight duration:
2 hours : 48 minutes
Cost per person:
$2650.71
Cost per hour:
$6593.14
From:
White Plains, Westchester County (HPN), NY, US
White Plains, Westchester County (HPN), NY, US
To:
Chicago, Midway International (MDW), IL, US
Chicago, Midway International (MDW), IL, US
Aircraft:
Hawker 400XP
Hawker 400XP
Capacity:
7
7
$12,065
Distance between HPN - MDW:
728 mi (1172 km)
Estimated flight duration:
1 hours : 25 minutes
Cost per person:
$1723.51
Cost per hour:
$8440.76
From:
West Palm Beach, Palm Beach International (PBI), FL, US
West Palm Beach, Palm Beach International (PBI), FL, US
To:
Chicago, Lewis University (LOT), IL, US
Chicago, Lewis University (LOT), IL, US
Aircraft:
Citation CJ3
Citation CJ3
Capacity:
6
6
$15,281
Distance between PBI - LOT:
1123 mi (1808 km)
Estimated flight duration:
2 hours : 20 minutes
Cost per person:
$2546.75
Cost per hour:
$6507.57
From:
Teterboro, Teterboro Airport (TEB), NJ, US
Teterboro, Teterboro Airport (TEB), NJ, US
To:
Chicago, Executive (PWK), IL, US
Chicago, Executive (PWK), IL, US
Aircraft:
Legacy 600
Legacy 600
Capacity:
12
12
$16,304
Distance between TEB - PWK:
721 mi (1160 km)
Estimated flight duration:
1 hours : 23 minutes
Cost per person:
$1358.67
Cost per hour:
$11647.4
From:
Teterboro, Teterboro Airport (TEB), NJ, US
Teterboro, Teterboro Airport (TEB), NJ, US
To:
Chicago, Executive (PWK), IL, US
Chicago, Executive (PWK), IL, US
Aircraft:
Legacy 600
Legacy 600
Capacity:
12
12
$16,247
Distance between TEB - PWK:
721 mi (1160 km)
Estimated flight duration:
1 hours : 23 minutes
Cost per person:
$1353.9
Cost per hour:
$11606.43
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
Aircraft:
Citation CJ3
Citation CJ3
Capacity:
5
5
$10,898
Distance between PBI - MDW:
1129 mi (1817 km)
Estimated flight duration:
2 hours : 21 minutes
Cost per person:
$2179.65
Cost per hour:
$4617.37
From:
Asheville, Asheville Regional Airport (AVL), NC, US
Asheville, Asheville Regional Airport (AVL), NC, US
To:
Chicago, Midway International (MDW), IL, US
Chicago, Midway International (MDW), IL, US
Aircraft:
Learjet 60
Learjet 60
Capacity:
7
7
$9,323
Distance between AVL - MDW:
521 mi (839 km)
Estimated flight duration:
1 hours : 4 minutes
Cost per person:
$1331.89
Cost per hour:
$8649.91
From:
Pittsburgh, Pittsburgh International Airport (PIT), PA, US
Pittsburgh, Pittsburgh International Airport (PIT), PA, US
To:
Chicago, Executive (PWK), IL, US
Chicago, Executive (PWK), IL, US
Aircraft:
Challenger 300
Challenger 300
Capacity:
10
10
$11,023
Distance between PIT - PWK:
485 mi (781 km)
Estimated flight duration:
0 hours : 55 minutes
Cost per person:
$1102.27
Cost per hour:
$12001.12
From:
Omaha, Eppley Airfield (OMA), NE, US
Omaha, Eppley Airfield (OMA), NE, US
To:
Chicago, Executive (PWK), IL, US
Chicago, Executive (PWK), IL, US
Aircraft:
Learjet 45XR
Learjet 45XR
Capacity:
8
8
$8,645
Distance between OMA - PWK:
422 mi (679 km)
Estimated flight duration:
0 hours : 50 minutes
Cost per person:
$1080.62
Cost per hour:
$10235.33
From:
Omaha, Eppley Airfield (OMA), NE, US
Omaha, Eppley Airfield (OMA), NE, US
To:
Chicago, Midway International (MDW), IL, US
Chicago, Midway International (MDW), IL, US
Aircraft:
Citation XLS
Citation XLS
Capacity:
9
9
$10,200
Distance between OMA - MDW:
429 mi (690 km)
Estimated flight duration:
0 hours : 50 minutes
Cost per person:
$1133.38
Cost per hour:
$12064.15
From:
Nashville, Nashville International Airport (BNA), TN, US
Nashville, Nashville International Airport (BNA), TN, US
To:
Chicago, Executive (PWK), IL, US
Chicago, Executive (PWK), IL, US
Aircraft:
Citation XLS
Citation XLS
Capacity:
8
8
$10,200
Distance between BNA - PWK:
419 mi (674 km)
Estimated flight duration:
0 hours : 49 minutes
Cost per person:
$1275.05
Cost per hour:
$12352.61
From:
Teterboro, Teterboro Airport (TEB), NJ, US
Teterboro, Teterboro Airport (TEB), NJ, US
To:
Chicago, Executive (PWK), IL, US
Chicago, Executive (PWK), IL, US
Aircraft:
Challenger 300
Challenger 300
Capacity:
8
8
$15,246
Distance between TEB - PWK:
721 mi (1160 km)
Estimated flight duration:
1 hours : 21 minutes
Cost per person:
$1905.79
Cost per hour:
$11167.67
From:
Nashville, Nashville International Airport (BNA), TN, US
Nashville, Nashville International Airport (BNA), TN, US
To:
Chicago, Dupage (DPA), IL, US
Chicago, Dupage (DPA), IL, US
Aircraft:
Gulfstream G-V
Gulfstream G-V
Capacity:
16
16
$20,990
Distance between BNA - DPA:
409 mi (657 km)
Cost per person:
$1311.88
Cost per hour:
$15374.87
From:
Teterboro, Teterboro Airport (TEB), NJ, US
Teterboro, Teterboro Airport (TEB), NJ, US
To:
Chicago, Midway International (MDW), IL, US
Chicago, Midway International (MDW), IL, US
Aircraft:
Citation Excel
Citation Excel
Capacity:
8
8
$16,357
Distance between TEB - MDW:
712 mi (1146 km)
Cost per person:
$2044.57
Cost per hour:
$11980.87
From:
George Town, Owen Roberts International (GCM), KY
George Town, Owen Roberts International (GCM), KY
To:
Chicago, Executive (PWK), IL, US
Chicago, Executive (PWK), IL, US
Aircraft:
Hawker 900XP
Hawker 900XP
Capacity:
8
8
$26,262
Distance between GCM - PWK:
1623 mi (2612 km)
Cost per person:
$3282.72
Cost per hour:
$19236.24
From:
Madrid, Barajas International (MAD), ES
Madrid, Barajas International (MAD), ES
To:
Chicago, Midway International (MDW), IL, US
Chicago, Midway International (MDW), IL, US
Aircraft:
Gulfstream G-IVSP
Gulfstream G-IVSP
Capacity:
13
13
$81,431
Distance between MAD - MDW:
4188 mi (6740 km)
Cost per person:
$6263.95
Cost per hour:
$59647
From:
Toronto, Lester B. Pearson International (YYZ), ON, CA
Toronto, Lester B. Pearson International (YYZ), ON, CA
To:
Chicago, Midway International (MDW), IL, US
Chicago, Midway International (MDW), IL, US
Aircraft:
Citation Excel
Citation Excel
Capacity:
8
8
$16,414
Distance between YYZ - MDW:
433 mi (696 km)
Cost per person:
$2051.74
Cost per hour:
$12022.87
From:
Philadelphia, Philadelphia International Airport (PHL), PA, US
Philadelphia, Philadelphia International Airport (PHL), PA, US
To:
Chicago, Midway International (MDW), IL, US
Chicago, Midway International (MDW), IL, US
Aircraft:
Hawker 400XP
Hawker 400XP
Capacity:
8
8
$10,942
Distance between PHL - MDW:
669 mi (1076 km)
Estimated flight duration:
1 hours : 18 minutes
Cost per person:
$1367.77
Cost per hour:
$8336.3
From:
Hilton Head, Hilton Head Airport (HXD), SC, US
Hilton Head, Hilton Head Airport (HXD), SC, US
To:
Chicago, Executive (PWK), IL, US
Chicago, Executive (PWK), IL, US
Aircraft:
Challenger 300
Challenger 300
Capacity:
10
10
$17,125
Distance between HXD - PWK:
6113 mi (9837 km)
Estimated flight duration:
11 hours : 34 minutes
Cost per person:
$1712.51
Cost per hour:
$1479.72
From:
Tampa, Tampa International Airport (TPA), FL, US
Tampa, Tampa International Airport (TPA), FL, US
To:
Chicago, Midway International (MDW), IL, US
Chicago, Midway International (MDW), IL, US
Aircraft:
Gulfstream G-IVSP
Gulfstream G-IVSP
Capacity:
12
12
$32,828
Distance between TPA - MDW:
1002 mi (1612 km)
Cost per person:
$2735.65
Cost per hour:
$2836.52
From:
Zelienople, Municipal (PJC), PA, US
Zelienople, Municipal (PJC), PA, US
To:
Chicago, Midway International (MDW), IL, US
Chicago, Midway International (MDW), IL, US
Aircraft:
Citation XLS
Citation XLS
Capacity:
8
8
$8,754
Distance between PJC - MDW:
4894 mi (7876 km)
Estimated flight duration:
9 hours : 39 minutes
Cost per person:
$1094.19
Cost per hour:
$906.92
From:
Teterboro, Teterboro Airport (TEB), NJ, US
Teterboro, Teterboro Airport (TEB), NJ, US
To:
Chicago, Midway International (MDW), IL, US
Chicago, Midway International (MDW), IL, US
Aircraft:
Gulfstream G-IVSP
Gulfstream G-IVSP
Capacity:
13
13
$10,693
Distance between TEB - MDW:
712 mi (1146 km)
Cost per person:
$822.56
Cost per hour:
$1107.9
From:
Chesterfield, Spirit of St Louis (SUS), MO, US
Chesterfield, Spirit of St Louis (SUS), MO, US
To:
Chicago, Executive (PWK), IL, US
Chicago, Executive (PWK), IL, US
Aircraft:
Challenger 300
Challenger 300
Capacity:
10
10
$7,737
Distance between SUS - PWK:
266 mi (428 km)
Estimated flight duration:
0 hours : 30 minutes
Cost per person:
$773.72
Cost per hour:
$15351.77
From:
Nashville, John C Tune (JWN), TN, US
Nashville, John C Tune (JWN), TN, US
To:
Chicago, Lewis University (LOT), IL, US
Chicago, Lewis University (LOT), IL, US
Aircraft:
Citation Excel
Citation Excel
Capacity:
9
9
$5,928
Distance between JWN - LOT:
6365 mi (10244 km)
Cost per person:
$658.66
Cost per hour:
$11761.95
From:
Omaha, Eppley Airfield (OMA), NE, US
Omaha, Eppley Airfield (OMA), NE, US
To:
Chicago, Midway International (MDW), IL, US
Chicago, Midway International (MDW), IL, US
Aircraft:
Learjet 45XR
Learjet 45XR
Capacity:
8
8
$8,492
Distance between OMA - MDW:
429 mi (690 km)
Estimated flight duration:
0 hours : 51 minutes
Cost per person:
$1061.55
Cost per hour:
$9896.37
From:
Miami, Opa-locka Executive (OPF), FL, US
Miami, Opa-locka Executive (OPF), FL, US
To:
Chicago, Dupage (DPA), IL, US
Chicago, Dupage (DPA), IL, US
Aircraft:
Citation Excel
Citation Excel
Capacity:
13
13
$18,185
Distance between OPF - DPA:
1196 mi (1925 km)
Cost per person:
$1398.87
Cost per hour:
$21191.68
From:
Naples, Municipal (APF), FL, US
Naples, Municipal (APF), FL, US
To:
Chicago, Midway International (MDW), IL, US
Chicago, Midway International (MDW), IL, US
Aircraft:
Hawker 800XPi
Hawker 800XPi
Capacity:
6
6
$20,325
Distance between APF - MDW:
1133 mi (1823 km)
Cost per person:
$3387.53
Cost per hour:
$23685.32
From:
Stuart, Witham Field (SUA), FL, US
Stuart, Witham Field (SUA), FL, US
To:
Chicago, Executive (PWK), IL, US
Chicago, Executive (PWK), IL, US
Aircraft:
Citation XLS
Citation XLS
Capacity:
9
9
$15,435
Distance between SUA - PWK:
1118 mi (1799 km)
Estimated flight duration:
2 hours : 12 minutes
Cost per person:
$1715.05
Cost per hour:
$7002.95
Benefits of Booking Empty Leg Flights in Northbrook
The benefits of booking empty leg flights, including cost savings and flexibility. With the increasing popularity of private jet travel in Northbrook, individuals can now enjoy more affordable and convenient options for their air travel needs.
Statistics and Market Trends in Northbrook
According to recent industry reports, private jet travel in Northbrook has increased by 15% over the past five years. Empty leg flights now account for approximately 25% of all private jet movements in the region, offering a unique opportunity for travelers to save on their airfare.
How to Find the Best Deals on Empty Leg Flights in Northbrook
To get the best price on empty leg flights, book early, use charter brokers, and monitor real-time availability on online platforms. Additionally, consider flying out of smaller airports or during off-peak hours for better deals.
Popular Routes from Northbrook
A few popular routes from Northbrook that often have empty leg flights available include:
- New York City (JFK)
- Chicago, Illinois (ORD)
- Miami, Florida (MIA)
- Boston, Massachusetts (BOS)
Local Airports and Private Jet Terminals in Northbrook
Northbrook has several local airports and private jet terminals that facilitate empty leg flights. Some of the most popular options include:
- Northbrook Executive Airport (KBRB)
- Chicago O'Hare International Airport (ORD)
- Midway International Airport (MDW)
Frequently Asked Questions
Are empty leg flights in Northbrook 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 negotiate with the charter broker to adjust the departure time slightly if needed.
