Empty Leg Flights to and from Winnipeg
Winnipeg offers a focused network of empty-leg flights, primarily active during the summer months of June, July, and August. The available inventory is heavily outbound, with seven legs departing from James Armstrong Richardson International compared to four inbound arrivals. Domestic travel is not currently represented in this dataset. The fleet mix is dominated by Midsize jets, which account for five of the eleven legs, followed by Super Light Jets and Light Jets.
Key routes connect Winnipeg to major US hubs. Flights to Denver average $11,114, while connections to Zelienople are priced around $11,081. For travelers originating in the Chicago area, outbound legs from Executive Airport to Winnipeg offer a lower entry point at approximately $8,470. Minneapolis serves as another regional destination with an average price of $9,533. The overall pricing for these thirteen thousand dollar range legs sits between $8,470 and $13,852, with an average cost of $11,104. This compact selection provides efficient access to the upper Midwest and Canada during the peak travel season.
From:
El Catey (AZS)
El Catey (AZS)
To:
Winnipeg (YWG)
Winnipeg (YWG)
Departure date:
06.09.2026
06.09.2026
Aircraft:
Citation III
Citation III
Capacity:
9
9
$15,828
Distance between AZS - YWG:
2599 mi (4182 km)
Estimated flight duration:
4 hours : 44 minutes
Cost per person:
$1758.71
Cost per hour:
$3334.48
From:
Oberpfaffenhofen (OBF)
Oberpfaffenhofen (OBF)
To:
Winnipeg (YWG)
Winnipeg (YWG)
Departure date:
22.08.2026
22.08.2026
Aircraft:
Legacy 650
Legacy 650
Capacity:
14
14
$55,715
Distance between OBF - YWG:
4447 mi (7157 km)
Estimated flight duration:
8 hours : 37 minutes
Cost per person:
$3979.67
Cost per hour:
$6453.55
From:
Santiago (STI)
Santiago (STI)
To:
Winnipeg (YWG)
Winnipeg (YWG)
Departure date:
24.08.2026
24.08.2026
Aircraft:
Citation III
Citation III
Capacity:
9
9
$15,605
Distance between STI - YWG:
2564 mi (4126 km)
Estimated flight duration:
4 hours : 40 minutes
Cost per person:
$1733.94
Cost per hour:
$3332.13
From:
Grand Marais (GRM)
Grand Marais (GRM)
To:
Winnipeg (YWG)
Winnipeg (YWG)
Departure date:
25.08.2026
25.08.2026
Aircraft:
Eclipse 500
Eclipse 500
Capacity:
5
5
$3,172
Distance between GRM - YWG:
559 mi (900 km)
Estimated flight duration:
1 hours : 18 minutes
Cost per person:
$634.4
Cost per hour:
$2414.24
From:
Pamplona (PNA)
Pamplona (PNA)
To:
Winnipeg (YWG)
Winnipeg (YWG)
Departure date:
29.08.2026
29.08.2026
Aircraft:
Gulfstream G350
Gulfstream G350
Capacity:
16
16
$39,320
Distance between PNA - YWG:
4263 mi (6860 km)
Estimated flight duration:
7 hours : 35 minutes
Cost per person:
$2457.47
Cost per hour:
$5175.74
From:
Winnipeg (YWG)
Winnipeg (YWG)
To:
Trois-Rivieres (YRQ)
Trois-Rivieres (YRQ)
Departure date:
02.09.2026
02.09.2026
Aircraft:
Eclipse 500
Eclipse 500
Capacity:
5
5
$6,588
Distance between YWG - YRQ:
1150 mi (1850 km)
Estimated flight duration:
2 hours : 42 minutes
Cost per person:
$1317.6
Cost per hour:
$2439.34
From:
Winnipeg (YWG)
Winnipeg (YWG)
To:
San Cristobal (SCI)
San Cristobal (SCI)
Departure date:
06.09.2026
06.09.2026
Aircraft:
Learjet 35A
Learjet 35A
Capacity:
8
8
$22,383
Distance between YWG - SCI:
3247 mi (5225 km)
Estimated flight duration:
6 hours : 45 minutes
Cost per person:
$2797.84
Cost per hour:
$3315.64
From:
Winnipeg (YWG)
Winnipeg (YWG)
To:
Decorah (DEH)
Decorah (DEH)
Departure date:
05.09.2026
05.09.2026
Aircraft:
Eclipse 500
Eclipse 500
Capacity:
5
5
$2,969
Distance between YWG - DEH:
521 mi (839 km)
Estimated flight duration:
1 hours : 13 minutes
Cost per person:
$593.73
Cost per hour:
$2423.76
From:
Winnipeg (YWG)
Winnipeg (YWG)
To:
Sanford (SFM)
Sanford (SFM)
Departure date:
20.08.2026
20.08.2026
Aircraft:
Citation Mustang
Citation Mustang
Capacity:
5
5
$8,215
Distance between YWG - SFM:
1320 mi (2125 km)
Estimated flight duration:
3 hours : 22 minutes
Cost per person:
$1642.93
Cost per hour:
$2435.41
From:
Winnipeg (YWG)
Winnipeg (YWG)
To:
Lanai (LNY)
Lanai (LNY)
Departure date:
30.08.2026
30.08.2026
Aircraft:
Hawker 4000
Hawker 4000
Capacity:
14
14
$40,234
Distance between YWG - LNY:
3797 mi (6110 km)
Estimated flight duration:
7 hours : 1 minutes
Cost per person:
$2873.83
Cost per hour:
$5728.84
From:
Hailey, Friedman Memorial (SUN), ID, US
Hailey, Friedman Memorial (SUN), ID, US
To:
Winnipeg, James Armstrong Richardson International (YWG), MB, CA
Winnipeg, James Armstrong Richardson International (YWG), MB, CA
Aircraft:
Citation Excel
Citation Excel
Capacity:
8
8
$9,351
Distance between SUN - YWG:
916 mi (1475 km)
Cost per person:
$1168.91
Cost per hour:
$1331.53
From:
Pontiac, Oakland County International (PTK), MI, US
Pontiac, Oakland County International (PTK), MI, US
To:
Winnipeg, James Armstrong Richardson International (YWG), MB, CA
Winnipeg, James Armstrong Richardson International (YWG), MB, CA
Aircraft:
Learjet 55
Learjet 55
Capacity:
7
7
$13,869
Distance between PTK - YWG:
822 mi (1324 km)
Estimated flight duration:
1 hours : 46 minutes
Cost per person:
$1981.28
Cost per hour:
$7795.46
From:
Chicago, Executive (PWK), IL, US
Chicago, Executive (PWK), IL, US
To:
Winnipeg, James Armstrong Richardson International (YWG), MB, CA
Winnipeg, James Armstrong Richardson International (YWG), MB, CA
Aircraft:
Citation XLS
Citation XLS
Capacity:
8
8
$10,333
Distance between PWK - YWG:
696 mi (1120 km)
Estimated flight duration:
1 hours : 22 minutes
Cost per person:
$1291.68
Cost per hour:
$7528.91
From:
Zelienople, Municipal (PJC), PA, US
Zelienople, Municipal (PJC), PA, US
To:
Winnipeg, James Armstrong Richardson International (YWG), MB, CA
Winnipeg, James Armstrong Richardson International (YWG), MB, CA
Aircraft:
Citation XLS
Citation XLS
Capacity:
8
8
$15,118
Distance between PJC - YWG:
5611 mi (9030 km)
Estimated flight duration:
11 hours : 3 minutes
Cost per person:
$1889.78
Cost per hour:
$1366.19
From:
Eden Prairie, Flying Cloud (FCM), MN, US
Eden Prairie, Flying Cloud (FCM), MN, US
To:
Winnipeg, James Armstrong Richardson International (YWG), MB, CA
Winnipeg, James Armstrong Richardson International (YWG), MB, CA
Aircraft:
Hawker 750
Hawker 750
Capacity:
8
8
$16,180
Distance between FCM - YWG:
384 mi (619 km)
Cost per person:
$2022.46
Cost per hour:
$1462.11
From:
Monterey, Peninsula (MRY), CA, US
Monterey, Peninsula (MRY), CA, US
To:
Winnipeg, James Armstrong Richardson International (YWG), MB, CA
Winnipeg, James Armstrong Richardson International (YWG), MB, CA
Aircraft:
Citation X
Citation X
Capacity:
8
8
$21,291
Distance between MRY - YWG:
1536 mi (2471 km)
Estimated flight duration:
2 hours : 31 minutes
Cost per person:
$2661.43
Cost per hour:
$8426.25
From:
Winnipeg, James Armstrong Richardson International (YWG), MB, CA
Winnipeg, James Armstrong Richardson International (YWG), MB, CA
To:
Seattle, Boeing Field King County International (BFI), WA, US
Seattle, Boeing Field King County International (BFI), WA, US
Aircraft:
Citation Excel
Citation Excel
Capacity:
8
8
$9,351
Distance between YWG - BFI:
1153 mi (1855 km)
Cost per person:
$1168.91
Cost per hour:
$3700.85
From:
Winnipeg, James Armstrong Richardson International (YWG), MB, CA
Winnipeg, James Armstrong Richardson International (YWG), MB, CA
To:
Chesterfield, Spirit of St Louis (SUS), MO, US
Chesterfield, Spirit of St Louis (SUS), MO, US
Aircraft:
Citation XLS
Citation XLS
Capacity:
8
8
$11,789
Distance between YWG - SUS:
839 mi (1350 km)
Estimated flight duration:
1 hours : 39 minutes
Cost per person:
$1473.61
Cost per hour:
$7126.45
From:
Winnipeg, James Armstrong Richardson International (YWG), MB, CA
Winnipeg, James Armstrong Richardson International (YWG), MB, CA
To:
Minneapolis, St Paul International/Wold-Chamberlain (MSP), MN, US
Minneapolis, St Paul International/Wold-Chamberlain (MSP), MN, US
Aircraft:
Citation CJ3
Citation CJ3
Capacity:
7
7
$11,630
Distance between YWG - MSP:
385 mi (619 km)
Estimated flight duration:
0 hours : 48 minutes
Cost per person:
$1661.47
Cost per hour:
$14467.72
From:
Winnipeg, James Armstrong Richardson International (YWG), MB, CA
Winnipeg, James Armstrong Richardson International (YWG), MB, CA
To:
St Paul, Downtown Holman Field (STP), MN, US
St Paul, Downtown Holman Field (STP), MN, US
Aircraft:
Hawker 800XP
Hawker 800XP
Capacity:
8
8
$16,899
Distance between YWG - STP:
392 mi (631 km)
Estimated flight duration:
0 hours : 50 minutes
Cost per person:
$2112.43
Cost per hour:
$19962.1
From:
Winnipeg, James Armstrong Richardson International (YWG), MB, CA
Winnipeg, James Armstrong Richardson International (YWG), MB, CA
To:
Chesterfield, Spirit of St Louis (SUS), MO, US
Chesterfield, Spirit of St Louis (SUS), MO, US
Aircraft:
Citation XLS
Citation XLS
Capacity:
8
8
$11,346
Distance between YWG - SUS:
839 mi (1350 km)
Estimated flight duration:
1 hours : 39 minutes
Cost per person:
$1418.25
Cost per hour:
$6858.74
From:
Winnipeg, James Armstrong Richardson International (YWG), MB, CA
Winnipeg, James Armstrong Richardson International (YWG), MB, CA
To:
Zelienople, Municipal (PJC), PA, US
Zelienople, Municipal (PJC), PA, US
Aircraft:
Citation XLS
Citation XLS
Capacity:
9
9
$13,519
Distance between YWG - PJC:
5611 mi (9030 km)
Estimated flight duration:
11 hours : 3 minutes
Cost per person:
$1502.09
Cost per hour:
$1221.66
From:
Winnipeg, James Armstrong Richardson International (YWG), MB, CA
Winnipeg, James Armstrong Richardson International (YWG), MB, CA
To:
Milwaukee, General Mitchell International (MKE), WI, US
Milwaukee, General Mitchell International (MKE), WI, US
Aircraft:
Citation CJ4 Gen2
Citation CJ4 Gen2
Capacity:
8
8
$11,431
Distance between YWG - MKE:
645 mi (1039 km)
Cost per person:
$1428.93
Cost per hour:
$1033.02
From:
Winnipeg, James Armstrong Richardson International (YWG), MB, CA
Winnipeg, James Armstrong Richardson International (YWG), MB, CA
To:
Harrison, Boone County (HRO), AR, US
Harrison, Boone County (HRO), AR, US
Aircraft:
Learjet 60XR
Learjet 60XR
Capacity:
6
6
$15,135
Distance between YWG - HRO:
963 mi (1549 km)
Cost per person:
$2522.55
Cost per hour:
$1367.74
From:
Winnipeg, James Armstrong Richardson International (YWG), MB, CA
Winnipeg, James Armstrong Richardson International (YWG), MB, CA
To:
Denver, Centennial (APA), CO, US
Denver, Centennial (APA), CO, US
Aircraft:
Learjet 60XR
Learjet 60XR
Capacity:
6
6
$13,559
Distance between YWG - APA:
799 mi (1286 km)
Cost per person:
$2259.85
Cost per hour:
$1225.3
From:
Winnipeg, James Armstrong Richardson International (YWG), MB, CA
Winnipeg, James Armstrong Richardson International (YWG), MB, CA
To:
New Haven, Tweed New Haven (HVN), CT, US
New Haven, Tweed New Haven (HVN), CT, US
Aircraft:
Citation X
Citation X
Capacity:
8
8
$20,618
Distance between YWG - HVN:
1305 mi (2100 km)
Estimated flight duration:
2 hours : 8 minutes
Cost per person:
$2577.25
Cost per hour:
$9602.05
