Sat Jun 7th 2025 Air Canada · AC 8785 Depart at 6:50pm from Washington, D.C. (DCA) Fly for 1h 33m Arrive at 8:23pm in Toronto (YYZ)
Layover in Toronto for 1h 22m
Sat Jun 7th 2025 Air Canada · AC 271 Depart at 9:45pm from Toronto (YYZ) Fly for 2h 37m Arrive at 11:22pm in Winnipeg (YWG)
Tue Aug 19th 2025 United Airlines · UA 2148 Depart at 6:00pm from Washington, D.C. (DCA) Fly for 2h 15m Arrive at 7:15pm in Chicago (ORD)
Layover in Chicago for 0h 39m
Tue Aug 19th 2025 United Airlines · UA 5868 Depart at 7:54pm from Chicago (ORD) Fly for 2h 39m Arrive at 10:33pm in Winnipeg (YWG)
Tue Jun 24th 2025 United Airlines · UA 2148 Depart at 6:00pm from Washington, D.C. (DCA) Fly for 2h 16m Arrive at 7:16pm in Chicago (ORD)
Layover in Chicago for 0h 42m
Tue Jun 24th 2025 United Airlines · UA 5868 Depart at 7:58pm from Chicago (ORD) Fly for 2h 35m Arrive at 10:33pm in Winnipeg (YWG)
Tue Jun 10th 2025 United Airlines · UA 2148 Depart at 6:00pm from Washington, D.C. (DCA) Fly for 2h 16m Arrive at 7:16pm in Chicago (ORD)
Layover in Chicago for 0h 42m
Tue Jun 10th 2025 United Airlines · UA 5868 Depart at 7:58pm from Chicago (ORD) Fly for 2h 35m Arrive at 10:33pm in Winnipeg (YWG)
Sun May 25th 2025 United Airlines · UA 2148 Depart at 6:00pm from Washington, D.C. (DCA) Fly for 2h 16m Arrive at 7:16pm in Chicago (ORD)
Layover in Chicago for 0h 42m
Sun May 25th 2025 United Airlines · UA 5868 Depart at 7:58pm from Chicago (ORD) Fly for 2h 35m Arrive at 10:33pm in Winnipeg (YWG)
Wed Jun 18th 2025 United Airlines · UA 2201 Depart at 10:30am from Washington, D.C. (DCA) Fly for 2h 19m Arrive at 11:49am in Chicago (ORD)
Layover in Chicago for 1h 13m
Wed Jun 18th 2025 United Airlines · UA 5748 Depart at 1:02pm from Chicago (ORD) Fly for 2h 29m Arrive at 3:31pm in Winnipeg (YWG)
Tue May 13th 2025 United Airlines · UA 2201 Depart at 10:30am from Washington, D.C. (DCA) Fly for 2h 15m Arrive at 11:45am in Chicago (ORD)
Layover in Chicago for 1h 12m
Tue May 13th 2025 United Airlines · UA 5748 Depart at 12:57pm from Chicago (ORD) Fly for 2h 34m Arrive at 3:31pm in Winnipeg (YWG)
Sat Aug 16th 2025 United Airlines · UA 2201 Depart at 10:30am from Washington, D.C. (DCA) Fly for 2h 19m Arrive at 11:49am in Chicago (ORD)
Layover in Chicago for 1h 13m
Sat Aug 16th 2025 United Airlines · UA 5748 Depart at 1:02pm from Chicago (ORD) Fly for 2h 29m Arrive at 3:31pm in Winnipeg (YWG)
Tue Jun 10th 2025 United Airlines · UA 2201 Depart at 10:30am from Washington, D.C. (DCA) Fly for 2h 19m Arrive at 11:49am in Chicago (ORD)
Layover in Chicago for 1h 13m
Tue Jun 10th 2025 United Airlines · UA 5748 Depart at 1:02pm from Chicago (ORD) Fly for 2h 29m Arrive at 3:31pm in Winnipeg (YWG)
Thu Jul 3rd 2025 United Airlines · UA 1888 Depart at 3:30pm from Washington, D.C. (DCA) Fly for 2h 16m Arrive at 4:46pm in Chicago (ORD)
Layover in Chicago for 3h 12m
Thu Jul 3rd 2025 United Airlines · UA 5868 Depart at 7:58pm from Chicago (ORD) Fly for 2h 35m Arrive at 10:33pm in Winnipeg (YWG)
Tue Aug 19th 2025 United Airlines · UA 775 Depart at 7:25am from Washington, D.C. (DCA) Fly for 2h 14m Arrive at 8:39am in Chicago (ORD)
Layover in Chicago for 4h 22m
Tue Aug 19th 2025 United Airlines · UA 5748 Depart at 1:01pm from Chicago (ORD) Fly for 2h 30m Arrive at 3:31pm in Winnipeg (YWG)
Wed Jul 16th 2025 United Airlines · UA 741 Depart at 7:25am from Washington, D.C. (DCA) Fly for 2h 15m Arrive at 8:40am in Chicago (ORD)
Layover in Chicago for 4h 22m
Wed Jul 16th 2025 United Airlines · UA 5748 Depart at 1:02pm from Chicago (ORD) Fly for 2h 29m Arrive at 3:31pm in Winnipeg (YWG)
Sun May 25th 2025 United Airlines · UA 1151 Depart at 7:25am from Washington, D.C. (DCA) Fly for 2h 15m Arrive at 8:40am in Chicago (ORD)
Layover in Chicago for 4h 22m
Sun May 25th 2025 United Airlines · UA 5748 Depart at 1:02pm from Chicago (ORD) Fly for 2h 29m Arrive at 3:31pm in Winnipeg (YWG)
Thu Jul 3rd 2025 United Airlines · UA 741 Depart at 7:25am from Washington, D.C. (DCA) Fly for 2h 15m Arrive at 8:40am in Chicago (ORD)
Layover in Chicago for 4h 22m
Thu Jul 3rd 2025 United Airlines · UA 5748 Depart at 1:02pm from Chicago (ORD) Fly for 2h 29m Arrive at 3:31pm in Winnipeg (YWG)
Sun May 11th 2025 United Airlines · UA 1803 Depart at 7:25am from Washington, D.C. (DCA) Fly for 2h 16m Arrive at 8:41am in Chicago (ORD)
Layover in Chicago for 4h 16m
Sun May 11th 2025 United Airlines · UA 5748 Depart at 12:57pm from Chicago (ORD) Fly for 2h 34m Arrive at 3:31pm in Winnipeg (YWG)
Sat Aug 9th 2025 United Airlines · UA 1300 Depart at 7:25am from Washington, D.C. (DCA) Fly for 2h 15m Arrive at 8:40am in Chicago (ORD)
Layover in Chicago for 4h 22m
Sat Aug 9th 2025 United Airlines · UA 5748 Depart at 1:02pm from Chicago (ORD) Fly for 2h 29m Arrive at 3:31pm in Winnipeg (YWG)
Thu May 15th 2025 United Airlines · UA 1803 Depart at 7:25am from Washington, D.C. (DCA) Fly for 2h 16m Arrive at 8:41am in Chicago (ORD)
Layover in Chicago for 4h 16m
Thu May 15th 2025 United Airlines · UA 5748 Depart at 12:57pm from Chicago (ORD) Fly for 2h 34m Arrive at 3:31pm in Winnipeg (YWG)
Tue Aug 19th 2025 United Airlines · UA 1801 Depart at 2:00pm from Washington, D.C. (DCA) Fly for 2h 13m Arrive at 3:13pm in Chicago (ORD)
Layover in Chicago for 4h 41m
Tue Aug 19th 2025 United Airlines · UA 5868 Depart at 7:54pm from Chicago (ORD) Fly for 2h 39m Arrive at 10:33pm in Winnipeg (YWG)
Sun Aug 24th 2025 United Airlines · UA 1801 Depart at 2:00pm from Washington, D.C. (DCA) Fly for 2h 13m Arrive at 3:13pm in Chicago (ORD)
Layover in Chicago for 4h 41m
Sun Aug 24th 2025 United Airlines · UA 5868 Depart at 7:54pm from Chicago (ORD) Fly for 2h 39m Arrive at 10:33pm in Winnipeg (YWG)
Tue Jul 22nd 2025 United Airlines · UA 762 Depart at 1:00pm from Washington, D.C. (DCA) Fly for 2h 16m Arrive at 2:16pm in Chicago (ORD)
Layover in Chicago for 5h 42m
Tue Jul 22nd 2025 United Airlines · UA 5868 Depart at 7:58pm from Chicago (ORD) Fly for 2h 35m Arrive at 10:33pm in Winnipeg (YWG)
Sat Aug 9th 2025 United Airlines · UA 1347 Depart at 1:00pm from Washington, D.C. (DCA) Fly for 2h 16m Arrive at 2:16pm in Chicago (ORD)
Layover in Chicago for 5h 42m
Sat Aug 9th 2025 United Airlines · UA 5868 Depart at 7:58pm from Chicago (ORD) Fly for 2h 35m Arrive at 10:33pm in Winnipeg (YWG)
Sat Aug 16th 2025 United Airlines · UA 1347 Depart at 1:00pm from Washington, D.C. (DCA) Fly for 2h 16m Arrive at 2:16pm in Chicago (ORD)
Layover in Chicago for 5h 42m
Sat Aug 16th 2025 United Airlines · UA 5868 Depart at 7:58pm from Chicago (ORD) Fly for 2h 35m Arrive at 10:33pm in Winnipeg (YWG)
Wed Jun 18th 2025 United Airlines · UA 1128 Depart at 1:00pm from Washington, D.C. (DCA) Fly for 2h 16m Arrive at 2:16pm in Chicago (ORD)
Layover in Chicago for 5h 42m
Wed Jun 18th 2025 United Airlines · UA 5868 Depart at 7:58pm from Chicago (ORD) Fly for 2h 35m Arrive at 10:33pm in Winnipeg (YWG)
Sun Jul 6th 2025 United Airlines · UA 741 Depart at 7:25am from Washington, D.C. (DCA) Fly for 2h 15m Arrive at 8:40am in Chicago (ORD)
Layover in Chicago for 11h 18m
Sun Jul 6th 2025 United Airlines · UA 5868 Depart at 7:58pm from Chicago (ORD) Fly for 2h 35m Arrive at 10:33pm in Winnipeg (YWG)
Sat Jul 26th 2025 United Airlines · UA 741 Depart at 7:25am from Washington, D.C. (DCA) Fly for 2h 15m Arrive at 8:40am in Chicago (ORD)
Layover in Chicago for 11h 18m
Sat Jul 26th 2025 United Airlines · UA 5868 Depart at 7:58pm from Chicago (ORD) Fly for 2h 35m Arrive at 10:33pm in Winnipeg (YWG)
Sat Jul 26th 2025 United Airlines · UA 8551 Depart at 6:50pm from Washington, D.C. (DCA) Fly for 1h 34m Arrive at 8:24pm in Toronto (YYZ)
Layover in Toronto for 1h 21m
Sat Jul 26th 2025 United Airlines · UA 8335 Depart at 9:45pm from Toronto (YYZ) Fly for 2h 38m Arrive at 11:23pm in Winnipeg (YWG)
Sat Jul 19th 2025 United Airlines · UA 8551 Depart at 6:50pm from Washington, D.C. (DCA) Fly for 1h 34m Arrive at 8:24pm in Toronto (YYZ)
Layover in Toronto for 1h 21m
Sat Jul 19th 2025 United Airlines · UA 8335 Depart at 9:45pm from Toronto (YYZ) Fly for 2h 38m Arrive at 11:23pm in Winnipeg (YWG)
Sat Aug 9th 2025 United Airlines · UA 8551 Depart at 6:50pm from Washington, D.C. (DCA) Fly for 1h 34m Arrive at 8:24pm in Toronto (YYZ)
Layover in Toronto for 1h 21m
Sat Aug 9th 2025 United Airlines · UA 8335 Depart at 9:45pm from Toronto (YYZ) Fly for 2h 38m Arrive at 11:23pm in Winnipeg (YWG)
Sat Aug 16th 2025 United Airlines · UA 8551 Depart at 6:50pm from Washington, D.C. (DCA) Fly for 1h 34m Arrive at 8:24pm in Toronto (YYZ)
Layover in Toronto for 1h 21m
Sat Aug 16th 2025 United Airlines · UA 8335 Depart at 9:45pm from Toronto (YYZ) Fly for 2h 38m Arrive at 11:23pm in Winnipeg (YWG)
Sat May 24th 2025 United Airlines · UA 2148 Depart at 5:59pm from Washington, D.C. (DCA) Fly for 2h 16m Arrive at 7:15pm in Chicago (ORD)
Layover in Chicago for 0h 43m
Sat May 24th 2025 United Airlines · UA 5868 Depart at 7:58pm from Chicago (ORD) Fly for 2h 35m Arrive at 10:33pm in Winnipeg (YWG)
Wed May 7th 2025 Air Canada · AC 8787 Depart at 8:40pm from Washington, D.C. (DCA) Fly for 1h 33m Arrive at 10:13pm in Toronto (YYZ)
Layover in Toronto for 9h 52m
Thu May 8th 2025 Air Canada · AC 259 Depart at 8:05am from Toronto (YYZ) Fly for 2h 35m Arrive at 9:40am in Winnipeg (YWG)
Sat May 24th 2025 WestJet · WS 8048 Depart at 6:55pm from Washington, D.C. (DCA) Fly for 2h 50m Arrive at 8:45pm in Minneapolis (MSP)
Layover in Minneapolis for 1h 10m
Sat May 24th 2025 WestJet · WS 7776 Depart at 9:55pm from Minneapolis (MSP) Fly for 1h 30m Arrive at 11:25pm in Winnipeg (YWG)
Tue May 13th 2025 WestJet · WS 7235 Depart at 12:00pm from Washington, D.C. (DCA) Fly for 2h 47m Arrive at 1:47pm in Minneapolis (MSP)
Layover in Minneapolis for 1h 28m
Tue May 13th 2025 WestJet · WS 6718 Depart at 3:15pm from Minneapolis (MSP) Fly for 1h 30m Arrive at 4:45pm in Winnipeg (YWG)
Tue Jun 10th 2025 WestJet · WS 7159 Depart at 2:55pm from Washington, D.C. (DCA) Fly for 2h 42m Arrive at 4:37pm in Minneapolis (MSP)
Layover in Minneapolis for 1h 58m
Tue Jun 10th 2025 WestJet · WS 5418 Depart at 6:35pm from Minneapolis (MSP) Fly for 1h 37m Arrive at 8:12pm in Winnipeg (YWG)
Wed May 14th 2025 Air Canada · AC 8781 Depart at 6:59am from Washington, D.C. (DCA) Fly for 1h 33m Arrive at 8:32am in Toronto (YYZ)
Layover in Toronto for 3h 43m
Wed May 14th 2025 Air Canada · AC 1923 Depart at 12:15pm from Toronto (YYZ) Fly for 3h 18m Arrive at 1:33pm in Regina (YQR)
Layover in Regina for 4h 2m
Wed May 14th 2025 WestJet · WS 3402 Depart at 5:35pm from Regina (YQR) Fly for 1h 19m Arrive at 7:54pm in Winnipeg (YWG)
Wed Aug 20th 2025 WestJet · WS 7235 Depart at 11:30am from Washington, D.C. (DCA) Fly for 2h 44m Arrive at 1:14pm in Minneapolis (MSP)
Layover in Minneapolis for 2h 6m
Wed Aug 20th 2025 WestJet · WS 6718 Depart at 3:20pm from Minneapolis (MSP) Fly for 1h 31m Arrive at 4:51pm in Winnipeg (YWG)
Tue May 27th 2025 Air Canada · AC 8787 Depart at 8:40pm from Washington, D.C. (DCA) Fly for 1h 33m Arrive at 10:13pm in Toronto (YYZ)
Layover in Toronto for 9h 2m
Wed May 28th 2025 Flair Airlines · F8 643 Depart at 7:15am from Toronto (YYZ) Fly for 2h 40m Arrive at 8:55am in Winnipeg (YWG)
Fri May 30th 2025 WestJet · WS 7163 Depart at 6:05am from Washington, D.C. (DCA) Fly for 2h 42m Arrive at 7:47am in Minneapolis (MSP)
Layover in Minneapolis for 2h 38m
Fri May 30th 2025 WestJet · WS 6321 Depart at 10:25am from Minneapolis (MSP) Fly for 1h 32m Arrive at 11:57am in Winnipeg (YWG)
Fri May 30th 2025 WestJet · WS 6847 Depart at 7:50am from Washington, D.C. (DCA) Fly for 2h 49m Arrive at 9:39am in Minneapolis (MSP)
Layover in Minneapolis for 0h 46m
Fri May 30th 2025 WestJet · WS 6321 Depart at 10:25am from Minneapolis (MSP) Fly for 1h 32m Arrive at 11:57am in Winnipeg (YWG)
Mon Aug 4th 2025 WestJet · WS 6847 Depart at 7:40am from Washington, D.C. (DCA) Fly for 2h 43m Arrive at 9:23am in Minneapolis (MSP)
Layover in Minneapolis for 0h 37m
Mon Aug 4th 2025 WestJet · WS 6321 Depart at 10:00am from Minneapolis (MSP) Fly for 1h 30m Arrive at 11:30am in Winnipeg (YWG)
Tue Sep 2nd 2025 WestJet · WS 7159 Depart at 3:10pm from Washington, D.C. (DCA) Fly for 2h 47m Arrive at 4:57pm in Minneapolis (MSP)
Layover in Minneapolis for 1h 38m
Tue Sep 2nd 2025 WestJet · WS 5400 Depart at 6:35pm from Minneapolis (MSP) Fly for 1h 33m Arrive at 8:08pm in Winnipeg (YWG)
Fri May 9th 2025 WestJet · WS 8115 Depart at 10:20am from Washington, D.C. (DCA) Fly for 1h 53m Arrive at 12:13pm in Atlanta (ATL)
Layover in Atlanta for 1h 52m
Fri May 9th 2025 WestJet · WS 1361 Depart at 2:05pm from Atlanta (ATL) Fly for 3h 23m Arrive at 4:28pm in Winnipeg (YWG)
Fri May 30th 2025 WestJet · WS 8115 Depart at 10:20am from Washington, D.C. (DCA) Fly for 1h 53m Arrive at 12:13pm in Atlanta (ATL)
Layover in Atlanta for 1h 52m
Fri May 30th 2025 WestJet · WS 1361 Depart at 2:05pm from Atlanta (ATL) Fly for 3h 23m Arrive at 4:28pm in Winnipeg (YWG)
Fri Aug 1st 2025 WestJet · WS 8115 Depart at 10:00am from Washington, D.C. (DCA) Fly for 1h 51m Arrive at 11:51am in Atlanta (ATL)
Layover in Atlanta for 2h 9m
Fri Aug 1st 2025 WestJet · WS 1361 Depart at 2:00pm from Atlanta (ATL) Fly for 3h 23m Arrive at 4:23pm in Winnipeg (YWG)
Tue May 6th 2025 Air Canada · AC 8870 Depart at 12:55pm from Washington, D.C. (DCA) Fly for 1h 32m Arrive at 2:27pm in Ottawa (YOW)
Layover in Ottawa for 1h 38m
Tue May 6th 2025 Air Canada · AC 8111 Depart at 4:05pm from Ottawa (YOW) Fly for 2h 45m Arrive at 5:50pm in Winnipeg (YWG)
Sat May 3rd 2025 Air Canada · AC 8822 Depart at 9:40am from Washington, D.C. (DCA) Fly for 1h 48m Arrive at 11:28am in Montreal (YUL)
Layover in Montreal for 1h 32m
Sat May 3rd 2025 Air Canada · AC 373 Depart at 1:00pm from Montreal (YUL) Fly for 3h 0m Arrive at 3:00pm in Winnipeg (YWG)
Tue May 6th 2025 Air Canada · AC 8822 Depart at 9:40am from Washington, D.C. (DCA) Fly for 1h 48m Arrive at 11:28am in Montreal (YUL)
Layover in Montreal for 1h 32m
Tue May 6th 2025 Air Canada · AC 373 Depart at 1:00pm from Montreal (YUL) Fly for 3h 0m Arrive at 3:00pm in Winnipeg (YWG)
Sun Aug 17th 2025 WestJet · WS 6847 Depart at 7:40am from Washington, D.C. (DCA) Fly for 2h 43m Arrive at 9:23am in Minneapolis (MSP)
Layover in Minneapolis for 0h 37m
Sun Aug 17th 2025 WestJet · WS 6321 Depart at 10:00am from Minneapolis (MSP) Fly for 1h 30m Arrive at 11:30am in Winnipeg (YWG)
Tue May 6th 2025 Air Canada · AC 8783 Depart at 11:00am from Washington, D.C. (DCA) Fly for 1h 33m Arrive at 12:33pm in Toronto (YYZ)
Layover in Toronto for 1h 27m
Tue May 6th 2025 Air Canada · AC 265 Depart at 2:00pm from Toronto (YYZ) Fly for 2h 37m Arrive at 3:37pm in Winnipeg (YWG)
Mon May 5th 2025 Air Canada · AC 8785 Depart at 6:50pm from Washington, D.C. (DCA) Fly for 1h 33m Arrive at 8:23pm in Toronto (YYZ)
Layover in Toronto for 2h 2m
Mon May 5th 2025 Air Canada · AC 271 Depart at 10:25pm from Toronto (YYZ) Fly for 2h 37m Arrive at 12:02am in Winnipeg (YWG)
Sat May 3rd 2025 Air Canada · AC 8783 Depart at 11:00am from Washington, D.C. (DCA) Fly for 1h 33m Arrive at 12:33pm in Toronto (YYZ)
Layover in Toronto for 3h 27m
Sat May 3rd 2025 Air Canada · AC 267 Depart at 4:00pm from Toronto (YYZ) Fly for 2h 35m Arrive at 5:35pm in Winnipeg (YWG)
Tue May 6th 2025 Air Canada · AC 8781 Depart at 6:59am from Washington, D.C. (DCA) Fly for 1h 33m Arrive at 8:32am in Toronto (YYZ)
Layover in Toronto for 3h 53m
Tue May 6th 2025 Air Canada · AC 263 Depart at 12:25pm from Toronto (YYZ) Fly for 2h 37m Arrive at 2:02pm in Winnipeg (YWG)
Sat May 3rd 2025 Air Canada · AC 8781 Depart at 6:59am from Washington, D.C. (DCA) Fly for 1h 33m Arrive at 8:32am in Toronto (YYZ)
Layover in Toronto for 3h 53m
Sat May 3rd 2025 Air Canada · AC 263 Depart at 12:25pm from Toronto (YYZ) Fly for 2h 37m Arrive at 2:02pm in Winnipeg (YWG)
Tue Sep 23rd 2025 United Airlines · UA 2148 Depart at 6:00pm from Washington, D.C. (DCA) Fly for 2h 15m Arrive at 7:15pm in Chicago (ORD)
Layover in Chicago for 0h 39m
Tue Sep 23rd 2025 United Airlines · UA 5868 Depart at 7:54pm from Chicago (ORD) Fly for 2h 39m Arrive at 10:33pm in Winnipeg (YWG)
Wed Sep 17th 2025 United Airlines · UA 2148 Depart at 6:00pm from Washington, D.C. (DCA) Fly for 2h 15m Arrive at 7:15pm in Chicago (ORD)
Layover in Chicago for 0h 39m
Wed Sep 17th 2025 United Airlines · UA 5868 Depart at 7:54pm from Chicago (ORD) Fly for 2h 39m Arrive at 10:33pm in Winnipeg (YWG)
Sat Sep 20th 2025 United Airlines · UA 2148 Depart at 6:00pm from Washington, D.C. (DCA) Fly for 2h 15m Arrive at 7:15pm in Chicago (ORD)
Layover in Chicago for 0h 39m
Sat Sep 20th 2025 United Airlines · UA 5868 Depart at 7:54pm from Chicago (ORD) Fly for 2h 39m Arrive at 10:33pm in Winnipeg (YWG)
Tue Sep 9th 2025 United Airlines · UA 2148 Depart at 6:00pm from Washington, D.C. (DCA) Fly for 2h 15m Arrive at 7:15pm in Chicago (ORD)
Layover in Chicago for 0h 39m
Tue Sep 9th 2025 United Airlines · UA 5868 Depart at 7:54pm from Chicago (ORD) Fly for 2h 39m Arrive at 10:33pm in Winnipeg (YWG)
Fri Sep 5th 2025 United Airlines · UA 2148 Depart at 6:00pm from Washington, D.C. (DCA) Fly for 2h 15m Arrive at 7:15pm in Chicago (ORD)
Layover in Chicago for 0h 39m
Fri Sep 5th 2025 United Airlines · UA 5868 Depart at 7:54pm from Chicago (ORD) Fly for 2h 39m Arrive at 10:33pm in Winnipeg (YWG)
Sun Sep 7th 2025 United Airlines · UA 2148 Depart at 6:00pm from Washington, D.C. (DCA) Fly for 2h 15m Arrive at 7:15pm in Chicago (ORD)
Layover in Chicago for 0h 39m
Sun Sep 7th 2025 United Airlines · UA 5868 Depart at 7:54pm from Chicago (ORD) Fly for 2h 39m Arrive at 10:33pm in Winnipeg (YWG)
Tue Sep 9th 2025 United Airlines · UA 2201 Depart at 10:30am from Washington, D.C. (DCA) Fly for 2h 16m Arrive at 11:46am in Chicago (ORD)
Layover in Chicago for 1h 15m
Tue Sep 9th 2025 United Airlines · UA 5748 Depart at 1:01pm from Chicago (ORD) Fly for 2h 30m Arrive at 3:31pm in Winnipeg (YWG)
Wed Sep 17th 2025 United Airlines · UA 2201 Depart at 10:30am from Washington, D.C. (DCA) Fly for 2h 16m Arrive at 11:46am in Chicago (ORD)
Layover in Chicago for 1h 15m
Wed Sep 17th 2025 United Airlines · UA 5748 Depart at 1:01pm from Chicago (ORD) Fly for 2h 30m Arrive at 3:31pm in Winnipeg (YWG)
Sun Sep 7th 2025 United Airlines · UA 2201 Depart at 10:30am from Washington, D.C. (DCA) Fly for 2h 16m Arrive at 11:46am in Chicago (ORD)
Layover in Chicago for 1h 15m
Sun Sep 7th 2025 United Airlines · UA 5748 Depart at 1:01pm from Chicago (ORD) Fly for 2h 30m Arrive at 3:31pm in Winnipeg (YWG)
Sun Sep 14th 2025 United Airlines · UA 2201 Depart at 10:30am from Washington, D.C. (DCA) Fly for 2h 16m Arrive at 11:46am in Chicago (ORD)
Layover in Chicago for 1h 15m
Sun Sep 14th 2025 United Airlines · UA 5748 Depart at 1:01pm from Chicago (ORD) Fly for 2h 30m Arrive at 3:31pm in Winnipeg (YWG)
Tue Sep 23rd 2025 United Airlines · UA 2201 Depart at 10:30am from Washington, D.C. (DCA) Fly for 2h 16m Arrive at 11:46am in Chicago (ORD)
Layover in Chicago for 1h 15m
Tue Sep 23rd 2025 United Airlines · UA 5748 Depart at 1:01pm from Chicago (ORD) Fly for 2h 30m Arrive at 3:31pm in Winnipeg (YWG)
Sat Sep 20th 2025 United Airlines · UA 2201 Depart at 10:30am from Washington, D.C. (DCA) Fly for 2h 17m Arrive at 11:47am in Chicago (ORD)
Layover in Chicago for 1h 14m
Sat Sep 20th 2025 United Airlines · UA 5748 Depart at 1:01pm from Chicago (ORD) Fly for 2h 30m Arrive at 3:31pm in Winnipeg (YWG)
Fri Sep 5th 2025 United Airlines · UA 2201 Depart at 10:30am from Washington, D.C. (DCA) Fly for 2h 16m Arrive at 11:46am in Chicago (ORD)
Layover in Chicago for 1h 15m
Fri Sep 5th 2025 United Airlines · UA 5748 Depart at 1:01pm from Chicago (ORD) Fly for 2h 30m Arrive at 3:31pm in Winnipeg (YWG)
Sun Oct 12th 2025 United Airlines · UA 654 Depart at 5:00pm from Washington, D.C. (DCA) Fly for 2h 15m Arrive at 6:15pm in Chicago (ORD)
Layover in Chicago for 1h 39m
Sun Oct 12th 2025 United Airlines · UA 5868 Depart at 7:54pm from Chicago (ORD) Fly for 2h 39m Arrive at 10:33pm in Winnipeg (YWG)
Thu Sep 11th 2025 United Airlines · UA 1888 Depart at 3:30pm from Washington, D.C. (DCA) Fly for 2h 13m Arrive at 4:43pm in Chicago (ORD)
Layover in Chicago for 3h 11m
Thu Sep 11th 2025 United Airlines · UA 5868 Depart at 7:54pm from Chicago (ORD) Fly for 2h 39m Arrive at 10:33pm in Winnipeg (YWG)
Sun Sep 14th 2025 United Airlines · UA 1888 Depart at 3:30pm from Washington, D.C. (DCA) Fly for 2h 13m Arrive at 4:43pm in Chicago (ORD)
Layover in Chicago for 3h 11m
Sun Sep 14th 2025 United Airlines · UA 5868 Depart at 7:54pm from Chicago (ORD) Fly for 2h 39m Arrive at 10:33pm in Winnipeg (YWG)
Fri Sep 19th 2025 United Airlines · UA 8551 Depart at 6:50pm from Washington, D.C. (DCA) Fly for 1h 32m Arrive at 8:22pm in Toronto (YYZ)
Layover in Toronto for 1h 23m
Fri Sep 19th 2025 United Airlines · UA 8335 Depart at 9:45pm from Toronto (YYZ) Fly for 2h 35m Arrive at 11:20pm in Winnipeg (YWG)
Sun Sep 21st 2025 United Airlines · UA 8551 Depart at 6:50pm from Washington, D.C. (DCA) Fly for 1h 32m Arrive at 8:22pm in Toronto (YYZ)
Layover in Toronto for 1h 23m
Sun Sep 21st 2025 United Airlines · UA 8335 Depart at 9:45pm from Toronto (YYZ) Fly for 2h 35m Arrive at 11:20pm in Winnipeg (YWG)
Fri Sep 5th 2025 United Airlines · UA 8551 Depart at 6:50pm from Washington, D.C. (DCA) Fly for 1h 32m Arrive at 8:22pm in Toronto (YYZ)
Layover in Toronto for 1h 23m
Fri Sep 5th 2025 United Airlines · UA 8335 Depart at 9:45pm from Toronto (YYZ) Fly for 2h 35m Arrive at 11:20pm in Winnipeg (YWG)
Tue Sep 23rd 2025 United Airlines · UA 8551 Depart at 6:50pm from Washington, D.C. (DCA) Fly for 1h 32m Arrive at 8:22pm in Toronto (YYZ)
Layover in Toronto for 1h 23m
Tue Sep 23rd 2025 United Airlines · UA 8335 Depart at 9:45pm from Toronto (YYZ) Fly for 2h 35m Arrive at 11:20pm in Winnipeg (YWG)
Sun Sep 7th 2025 United Airlines · UA 8551 Depart at 6:50pm from Washington, D.C. (DCA) Fly for 1h 32m Arrive at 8:22pm in Toronto (YYZ)
Layover in Toronto for 1h 23m
Sun Sep 7th 2025 United Airlines · UA 8335 Depart at 9:45pm from Toronto (YYZ) Fly for 2h 35m Arrive at 11:20pm in Winnipeg (YWG)
Sat Sep 20th 2025 United Airlines · UA 8551 Depart at 6:50pm from Washington, D.C. (DCA) Fly for 1h 32m Arrive at 8:22pm in Toronto (YYZ)
Layover in Toronto for 1h 23m
Sat Sep 20th 2025 United Airlines · UA 8335 Depart at 9:45pm from Toronto (YYZ) Fly for 2h 35m Arrive at 11:20pm in Winnipeg (YWG)
Thu Sep 11th 2025 United Airlines · UA 8547 Depart at 11:00am from Washington, D.C. (DCA) Fly for 1h 32m Arrive at 12:32pm in Toronto (YYZ)
Layover in Toronto for 2h 3m
Thu Sep 11th 2025 United Airlines · UA 8637 Depart at 2:35pm from Toronto (YYZ) Fly for 2h 35m Arrive at 4:10pm in Winnipeg (YWG)
Wed Sep 17th 2025 United Airlines · UA 8547 Depart at 11:00am from Washington, D.C. (DCA) Fly for 1h 32m Arrive at 12:32pm in Toronto (YYZ)
Layover in Toronto for 2h 3m
Wed Sep 17th 2025 United Airlines · UA 8637 Depart at 2:35pm from Toronto (YYZ) Fly for 2h 35m Arrive at 4:10pm in Winnipeg (YWG)
Sun Sep 14th 2025 United Airlines · UA 8547 Depart at 11:00am from Washington, D.C. (DCA) Fly for 1h 32m Arrive at 12:32pm in Toronto (YYZ)
Layover in Toronto for 2h 3m
Sun Sep 14th 2025 United Airlines · UA 8637 Depart at 2:35pm from Toronto (YYZ) Fly for 2h 35m Arrive at 4:10pm in Winnipeg (YWG)
Sat Sep 20th 2025 United Airlines · UA 8547 Depart at 11:00am from Washington, D.C. (DCA) Fly for 1h 32m Arrive at 12:32pm in Toronto (YYZ)
Layover in Toronto for 2h 3m
Sat Sep 20th 2025 United Airlines · UA 8637 Depart at 2:35pm from Toronto (YYZ) Fly for 2h 35m Arrive at 4:10pm in Winnipeg (YWG)
Fri Sep 19th 2025 United Airlines · UA 8547 Depart at 11:00am from Washington, D.C. (DCA) Fly for 1h 32m Arrive at 12:32pm in Toronto (YYZ)
Layover in Toronto for 2h 3m
Fri Sep 19th 2025 United Airlines · UA 8637 Depart at 2:35pm from Toronto (YYZ) Fly for 2h 35m Arrive at 4:10pm in Winnipeg (YWG)
Sun Sep 7th 2025 United Airlines · UA 8547 Depart at 11:00am from Washington, D.C. (DCA) Fly for 1h 32m Arrive at 12:32pm in Toronto (YYZ)
Layover in Toronto for 2h 3m
Sun Sep 7th 2025 United Airlines · UA 8637 Depart at 2:35pm from Toronto (YYZ) Fly for 2h 35m Arrive at 4:10pm in Winnipeg (YWG)
Fri Sep 5th 2025 United Airlines · UA 8547 Depart at 11:00am from Washington, D.C. (DCA) Fly for 1h 32m Arrive at 12:32pm in Toronto (YYZ)
Layover in Toronto for 2h 3m
Fri Sep 5th 2025 United Airlines · UA 8637 Depart at 2:35pm from Toronto (YYZ) Fly for 2h 35m Arrive at 4:10pm in Winnipeg (YWG)
Sat Sep 20th 2025 United Airlines · UA 8555 Depart at 6:59am from Washington, D.C. (DCA) Fly for 1h 32m Arrive at 8:31am in Toronto (YYZ)
Layover in Toronto for 3h 54m
Sat Sep 20th 2025 United Airlines · UA 8336 Depart at 12:25pm from Toronto (YYZ) Fly for 2h 31m Arrive at 1:56pm in Winnipeg (YWG)
Thu May 1st 2025 WestJet · WS 6826 Depart at 6:00am from Washington, D.C. (DCA) Fly for 1h 52m Arrive at 7:52am in Atlanta (ATL)
Layover in Atlanta for 0h 48m
Thu May 1st 2025 WestJet · WS 1599 Depart at 8:40am from Atlanta (ATL) Fly for 5h 35m Arrive at 11:15am in Vancouver (YVR)
Layover in Vancouver for 3h 20m
Thu May 1st 2025 WestJet · WS 482 Depart at 2:35pm from Vancouver (YVR) Fly for 2h 49m Arrive at 7:24pm in Winnipeg (YWG)
Thu May 1st 2025 WestJet · WS 6847 Depart at 7:30am from Washington, D.C. (DCA) Fly for 2h 48m Arrive at 9:18am in Minneapolis (MSP)
Layover in Minneapolis for 1h 7m
Thu May 1st 2025 WestJet · WS 6321 Depart at 10:25am from Minneapolis (MSP) Fly for 1h 37m Arrive at 12:02pm in Winnipeg (YWG)
Thu May 1st 2025 WestJet · WS 6847 Depart at 7:30am from Washington, D.C. (DCA) Fly for 2h 48m Arrive at 9:18am in Minneapolis (MSP)
Layover in Minneapolis for 6h 0m
Thu May 1st 2025 WestJet · WS 6718 Depart at 3:18pm from Minneapolis (MSP) Fly for 1h 35m Arrive at 4:53pm in Winnipeg (YWG)
Thu May 1st 2025 WestJet · WS 6847 Depart at 7:30am from Washington, D.C. (DCA) Fly for 2h 48m Arrive at 9:18am in Minneapolis (MSP)
Layover in Minneapolis for 9h 27m
Thu May 1st 2025 WestJet · WS 5405 Depart at 6:45pm from Minneapolis (MSP) Fly for 1h 34m Arrive at 8:19pm in Winnipeg (YWG)
Thu May 1st 2025 WestJet · WS 6847 Depart at 7:30am from Washington, D.C. (DCA) Fly for 2h 48m Arrive at 9:18am in Minneapolis (MSP)
Layover in Minneapolis for 12h 37m
Thu May 1st 2025 WestJet · WS 7776 Depart at 9:55pm from Minneapolis (MSP) Fly for 1h 33m Arrive at 11:28pm in Winnipeg (YWG)
Wed Apr 30th 2025 United Airlines · UA 2201 Depart at 10:30am from Washington, D.C. (DCA) Fly for 2h 14m Arrive at 11:44am in Chicago (ORD)
Layover in Chicago for 1h 13m
Wed Apr 30th 2025 United Airlines · UA 5748 Depart at 12:57pm from Chicago (ORD) Fly for 2h 34m Arrive at 3:31pm in Winnipeg (YWG)
Wed Apr 30th 2025 United Airlines · UA 1878 Depart at 8:30am from Washington, D.C. (DCA) Fly for 2h 15m Arrive at 9:45am in Chicago (ORD)
Layover in Chicago for 3h 12m
Wed Apr 30th 2025 United Airlines · UA 5748 Depart at 12:57pm from Chicago (ORD) Fly for 2h 34m Arrive at 3:31pm in Winnipeg (YWG)
Wed Apr 30th 2025 United Airlines · UA 1656 Depart at 7:25am from Washington, D.C. (DCA) Fly for 2h 16m Arrive at 8:41am in Chicago (ORD)
Layover in Chicago for 4h 16m
Wed Apr 30th 2025 United Airlines · UA 5748 Depart at 12:57pm from Chicago (ORD) Fly for 2h 34m Arrive at 3:31pm in Winnipeg (YWG)
Wed Apr 30th 2025 United Airlines · UA 1793 Depart at 6:20am from Washington, D.C. (DCA) Fly for 2h 15m Arrive at 7:35am in Chicago (ORD)
Layover in Chicago for 5h 22m
Wed Apr 30th 2025 United Airlines · UA 5748 Depart at 12:57pm from Chicago (ORD) Fly for 2h 34m Arrive at 3:31pm in Winnipeg (YWG)
Fri May 2nd 2025 United Airlines · UA 8551 Depart at 6:40pm from Washington, D.C. (DCA) Fly for 1h 33m Arrive at 8:13pm in Toronto (YYZ)
Layover in Toronto for 2h 12m
Fri May 2nd 2025 United Airlines · UA 8335 Depart at 10:25pm from Toronto (YYZ) Fly for 2h 37m Arrive at 12:02am in Winnipeg (YWG)
Thu May 1st 2025 Air Canada · AC 8781 Depart at 6:59am from Washington, D.C. (DCA) Fly for 1h 33m Arrive at 8:32am in Toronto (YYZ)
Layover in Toronto for 5h 28m
Thu May 1st 2025 Air Canada · AC 265 Depart at 2:00pm from Toronto (YYZ) Fly for 2h 37m Arrive at 3:37pm in Winnipeg (YWG)
Thu May 1st 2025 Air Canada · AC 8820 Depart at 6:00am from Washington, D.C. (DCA) Fly for 1h 48m Arrive at 7:48am in Montreal (YUL)
Layover in Montreal for 5h 12m
Thu May 1st 2025 Air Canada · AC 373 Depart at 1:00pm from Montreal (YUL) Fly for 3h 0m Arrive at 3:00pm in Winnipeg (YWG)
Wed Apr 30th 2025 Air Canada · AC 8820 Depart at 6:00am from Washington, D.C. (DCA) Fly for 1h 48m Arrive at 7:48am in Montreal (YUL)
Layover in Montreal for 6h 32m
Wed Apr 30th 2025 Air Canada · AC 371 Depart at 2:20pm from Montreal (YUL) Fly for 3h 2m Arrive at 4:22pm in Winnipeg (YWG)
Fri Aug 1st 2025 WestJet · WS 6847 Depart at 7:40am from Washington, D.C. (DCA) Fly for 2h 43m Arrive at 9:23am in Minneapolis (MSP)
Layover in Minneapolis for 0h 37m
Fri Aug 1st 2025 WestJet · WS 6321 Depart at 10:00am from Minneapolis (MSP) Fly for 1h 30m Arrive at 11:30am in Winnipeg (YWG)
Fri May 2nd 2025 United Airlines · UA 1803 Depart at 7:25am from Washington, D.C. (DCA) Fly for 2h 16m Arrive at 8:41am in Chicago (ORD)
Layover in Chicago for 4h 16m
Fri May 2nd 2025 United Airlines · UA 5748 Depart at 12:57pm from Chicago (ORD) Fly for 2h 34m Arrive at 3:31pm in Winnipeg (YWG)
Mon Sep 1st 2025 WestJet · WS 6847 Depart at 7:40am from Washington, D.C. (DCA) Fly for 2h 43m Arrive at 9:23am in Minneapolis (MSP)
Layover in Minneapolis for 0h 37m
Mon Sep 1st 2025 WestJet · WS 6321 Depart at 10:00am from Minneapolis (MSP) Fly for 1h 30m Arrive at 11:30am in Winnipeg (YWG)
Fri May 23rd 2025 WestJet · WS 6847 Depart at 7:50am from Washington, D.C. (DCA) Fly for 2h 49m Arrive at 9:39am in Minneapolis (MSP)
Layover in Minneapolis for 0h 46m
Fri May 23rd 2025 WestJet · WS 6321 Depart at 10:25am from Minneapolis (MSP) Fly for 1h 32m Arrive at 11:57am in Winnipeg (YWG)
Have flexible travel plans or looking for alternative routes given the chaos? Check out all the connection possibilities via a super helpful site created by @ismaelyws flightlist.io thanks to @andy_travels for the recommendation #travel #flights
There seem to be lots of sites launching at the moment that promise to find you cheap flights but not many have the professional finish of Flightlist by @ismaelyws #travel #flights
For people wanting to maximize their trips, Flightlist is my newest travel hack for uncovering the coolest routes at irresistible prices. No stress, no annoying ads — just seamless flight booking with amazing functionality.
@ismaelyws Just tried out Flightlist for the first time. Really nice idea, well made, and just what I need at the moment 👍
Did you spot my recent article about how to score cheap one way flights? ✈️ FlightList is my new secret tool for discovering cheap routes, within a departure date range. Plus you can also search by country/region for departures & destinations. Powerful! 💪
One useful tool I've found for evaluating different departure and return dates is called FlightList.io. You can quickly scan different travel date ranges, carriers and one way flight options to easily determine the cheapest flight combinations for your trip.
❝Founded by a remote worker and frequent flyer, who discovered that the best deals come from searching with flexible dates across entire countries or regions. Our streamlined platform strips away the clutter found on typical travel sites, offering a clean interface that focuses solely on finding cost-effective flights. Unlike traditional booking sites, FlightList allows users to search by date ranges and broad destinations, unveiling opportunities that rigid parameters often miss. Our filters let travelers tailor searches to their specific needs, whether they're digital nomads seeking their next adventure or budget-conscious explorers maximizing travel funds. We've made finding cheap flights into a quicker and easier experience, empowering users to discover just how far their budget can take them.❞
Hans Desjarlais, Founder 