$170+ Cheap flights from Winnipeg (YWG) to Maryland
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/25. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — BWI
Jun 4 — Jun 111
Round-trip
1 adult, Economy
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Cheapest flights from Winnipeg to MarylandExplore the most affordable flight options available from Winnipeg to Maryland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 5, 2026.
Explore the most affordable flight options available from Winnipeg to Maryland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 5, 2026.
This Delta deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/163:50 pm
YWG
- PHL
1 stop6h 32m
Delta
Sun 5/245:45 am
PHL
- YWG
1 stop6h 09m
Delta
Deal found 5/1![Delta logo]()
$348
This Air Canada deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/23:15 pm
YWG
- PHL
1 stop6h 28m
Air Canada
Wed 6/36:00 am
PHL
- YWG
1 stop6h 08m
Air Canada
Deal found 4/29![Air Canada logo]()
$357
This Air Canada deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/45:10 am
YWG
- PHL
2 stops8h 39m
Air Canada
Tue 7/77:00 am
PHL
- YWG
1 stop10h 20m
Air Canada
Deal found 4/30![Air Canada logo]()
$382
This Kiwi.com deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/119:05 pm
YWG
- IAD
2 stops19h 26m
Multiple Airlines
Sun 6/214:00 pm
IAD
- YWG
1 stop17h 40m
Multiple Airlines
Deal found 5/3![Multiple Airlines logo]()
$391
This Mytrip deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/16:05 pm
YWG
- DCA
1 stop13h 48m
Multiple Airlines
Mon 6/812:45 pm
DCA
- YWG
2 stops13h 10m
Multiple Airlines
Deal found 4/30![Multiple Airlines logo]()
$392
This Justfly.com deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/16:00 am
YWG
- PHL
2 stops16h 21m
WestJet
Sat 8/85:40 am
PHL
- YWG
2 stops17h 30m
WestJet
Deal found 4/30![WestJet logo]()
$413
This Mytrip deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/276:15 am
YWG
- IAD
1 stop8h 01m
Multiple Airlines
Mon 7/67:00 pm
IAD
- YWG
1 stop21h 25m
Multiple Airlines
Deal found 5/3![Multiple Airlines logo]()
$417
This Gotogate deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/17:00 am
YWG
- IAD
1 stop10h 10m
WestJet
Mon 6/87:00 pm
IAD
- YWG
1 stop21h 25m
WestJet
Deal found 4/30![WestJet logo]()
$424
This Mytrip deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/12:00 pm
YWG
- DCA
1 stop7h 28m
Air Canada
Mon 6/86:55 pm
DCA
- YWG
1 stop16h 08m
Air Canada
Deal found 4/30![Air Canada logo]()
$426
This oojo deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/126:00 am
YWG
- IAD
1 stop11h 10m
WestJet
Mon 6/157:00 pm
IAD
- YWG
1 stop18h 15m
WestJet
Deal found 5/2![WestJet logo]()
$432
This Kiwi.com deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/127:00 am
YWG
- IAD
1 stop10h 10m
Multiple Airlines
Sun 6/144:05 pm
IAD
- YWG
2 stops26h 53m
Multiple Airlines
Deal found 5/1![Multiple Airlines logo]()
$452
This oojo deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/156:00 am
YWG
- IAD
1 stop11h 10m
WestJet
Mon 6/227:00 pm
IAD
- YWG
1 stop18h 15m
WestJet
Deal found 4/30![WestJet logo]()
$457
Best flights from Winnipeg to MarylandDiscover carefully curated flight deals from Winnipeg to Maryland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 5, 2026.
Discover carefully curated flight deals from Winnipeg to Maryland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 5, 2026.
This Delta deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/163:50 pm
YWG
- PHL
1 stop6h 32m
Delta
Sun 5/245:45 am
PHL
- YWG
1 stop6h 09m
Delta
Deal found 5/1![Delta logo]()
$348
This Air Canada deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/23:15 pm
YWG
- PHL
1 stop6h 28m
Air Canada
Wed 6/36:00 am
PHL
- YWG
1 stop6h 08m
Air Canada
Deal found 4/29![Air Canada logo]()
$357
This Mytrip deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/16:05 pm
YWG
- DCA
1 stop13h 48m
Multiple Airlines
Mon 6/812:45 pm
DCA
- YWG
2 stops13h 10m
Multiple Airlines
Deal found 4/30![Multiple Airlines logo]()
$392
This Justfly.com deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/16:00 am
YWG
- PHL
2 stops16h 21m
WestJet
Sat 8/85:40 am
PHL
- YWG
2 stops17h 30m
WestJet
Deal found 4/30![WestJet logo]()
$413
This United Airlines deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2112:56 pm
YWG
- BWI
1 stop7h 30m
United Airlines
Mon 8/108:16 am
BWI
- YWG
1 stop15h 22m
United Airlines
Deal found 4/30![United Airlines logo]()
$639
This Air Canada deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/45:10 am
YWG
- PHL
1 stop9h 31m
Air Canada
Tue 7/77:00 am
PHL
- YWG
1 stop10h 20m
Air Canada
Deal found 4/30![Air Canada logo]()
$399
This Delta deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/155:41 pm
YWG
- PHL
1 stop5h 17m
Delta
Mon 6/223:38 pm
PHL
- YWG
1 stop8h 51m
Delta
Deal found 5/1![Delta logo]()
$416
This Gotogate deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/17:00 am
YWG
- IAD
1 stop10h 10m
WestJet
Mon 6/87:00 pm
IAD
- YWG
1 stop21h 25m
WestJet
Deal found 4/30![WestJet logo]()
$424
This Gotogate deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/510:55 am
YWG
- IAD
1 stop7h 06m
Multiple Airlines
Mon 8/177:00 pm
IAD
- YWG
1 stop28h 10m
Multiple Airlines
Deal found 5/2![Multiple Airlines logo]()
$466
This Mytrip deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/12:00 pm
YWG
- DCA
1 stop7h 28m
Air Canada
Mon 6/86:55 pm
DCA
- YWG
1 stop16h 08m
Air Canada
Deal found 4/30![Air Canada logo]()
$426
This WestJet deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/27:00 am
YWG
- PHL
2 stops10h 06m
WestJet
Wed 6/36:12 am
PHL
- YWG
2 stops9h 13m
WestJet
Deal found 4/29![WestJet logo]()
$429
This Kissandfly.com deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/17:00 am
YWG
- IAD
1 stop10h 10m
Multiple Airlines
Mon 6/811:30 am
IAD
- YWG
2 stops7h 28m
Multiple Airlines
Deal found 4/30![Multiple Airlines logo]()
$482
This Delta deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/36:40 am
YWG
- DCA
2 stops15h 04m
Delta
Wed 6/109:13 am
DCA
- YWG
2 stops15h 16m
Delta
Deal found 5/4![Delta logo]()
$512
This Trip.com deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/2710:45 am
YWG
- IAD
2 stops11h 29m
WestJet
Mon 7/67:00 pm
IAD
- YWG
1 stop17h 10m
WestJet
Deal found 5/3![WestJet logo]()
$468
This Kiwi.com deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/56:00 am
YWG
- IAD
1 stop11h 10m
Multiple Airlines
Sun 6/74:05 pm
IAD
- YWG
2 stops26h 53m
Multiple Airlines
Deal found 5/2![Multiple Airlines logo]()
$504
This United Airlines deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/157:00 am
YWG
- BWI
1 stop16h 33m
United Airlines
Mon 6/228:25 am
BWI
- YWG
1 stop15h 13m
United Airlines
Deal found 5/1![United Airlines logo]()
$662
This Delta deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2212:40 pm
YWG
- DCA
2 stops19h 46m
Delta
Sat 9/263:10 pm
DCA
- YWG
1 stop5h 59m
Delta
Deal found 5/2![Delta logo]()
$549
This Justfly.com deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1012:40 pm
YWG
- DCA
1 stop8h 32m
WestJet
Mon 9/1410:00 am
DCA
- YWG
2 stops13h 10m
WestJet
Deal found 4/30![WestJet logo]()
$511
This United Airlines deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/17:00 am
YWG
- BWI
1 stop16h 28m
United Airlines
Tue 7/1410:32 am
BWI
- YWG
1 stop13h 06m
United Airlines
Deal found 5/3![United Airlines logo]()
$664
This oojo deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/117:00 am
YWG
- PHL
2 stops11h 20m
WestJet
Wed 6/1712:37 pm
PHL
- YWG
2 stops13h 18m
WestJet
Deal found 5/3![WestJet logo]()
$511
This Delta deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/238:50 am
YWG
- IAD
1 stop8h 08m
Delta
Sat 9/2610:40 am
IAD
- YWG
2 stops10h 29m
Delta
Deal found 4/29![Delta logo]()
$568
This Mytrip deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/1210:10 am
YWG
- BWI
2 stops32h 58m
Multiple Airlines
Mon 6/159:13 pm
BWI
- YWG
3 stops23h 47m
Multiple Airlines
Deal found 5/2![Multiple Airlines logo]()
$577
This United Airlines deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/57:00 am
YWG
- BWI
1 stop13h 26m
United Airlines
Sun 6/78:25 am
BWI
- YWG
1 stop15h 13m
United Airlines
Deal found 5/2![United Airlines logo]()
$664
This oojo deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/125:41 pm
YWG
- DCA
1 stop4h 45m
WestJet
Tue 6/166:00 am
DCA
- YWG
1 stop6h 56m
WestJet
Deal found 5/1![WestJet logo]()
$529
This United Airlines deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/147:00 am
YWG
- BWI
1 stop13h 26m
United Airlines
Thu 7/238:16 am
BWI
- YWG
1 stop15h 22m
United Airlines
Deal found 5/2![United Airlines logo]()
$665
This Justfly.com deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/55:41 pm
YWG
- DCA
1 stop4h 47m
WestJet
Sun 6/76:30 am
DCA
- YWG
1 stop6h 26m
WestJet
Deal found 5/2![WestJet logo]()
$540
This Delta deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/16:40 am
YWG
- BWI
2 stops17h 00m
Delta
Tue 7/146:20 pm
BWI
- YWG
2 stops18h 33m
Delta
Deal found 5/3![Delta logo]()
$655
This Mytrip deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/128:10 pm
YWG
- BWI
3 stops19h 20m
Multiple Airlines
Tue 6/1612:25 pm
BWI
- YWG
2 stops22h 10m
Multiple Airlines
Deal found 5/1![Multiple Airlines logo]()
$684
This United Airlines deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1012:20 pm
YWG
- BWI
2 stops11h 23m
United Airlines
Mon 9/145:32 pm
BWI
- YWG
1 stop6h 01m
United Airlines
Deal found 4/30![United Airlines logo]()
$699
This FlightHub deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/105:42 pm
YWG
- DCA
1 stop5h 08m
WestJet
Sat 8/1510:10 am
DCA
- YWG
2 stops13h 00m
WestJet
Deal found 5/4![WestJet logo]()
$543
Last-minute flights from Winnipeg to MarylandDiscover last-minute flight deals from Winnipeg to Maryland. Data last updated May 5, 2026 and is based on user searches.
Discover last-minute flight deals from Winnipeg to Maryland. Data last updated May 5, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/163:50 pm
YWG
- PHL
1 stop6h 32m
Delta
Sun 5/245:45 am
PHL
- YWG
1 stop6h 09m
Delta
Deal found 5/1![Delta logo]()
$348
This Mytrip deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/16:05 pm
YWG
- DCA
1 stop13h 48m
Multiple Airlines
Mon 6/812:45 pm
DCA
- YWG
2 stops13h 10m
Multiple Airlines
Deal found 4/30![Multiple Airlines logo]()
$392
This Gotogate deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/17:00 am
YWG
- IAD
1 stop10h 10m
WestJet
Mon 6/87:00 pm
IAD
- YWG
1 stop21h 25m
WestJet
Deal found 4/30![WestJet logo]()
$424
This Mytrip deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/12:00 pm
YWG
- DCA
1 stop7h 28m
Air Canada
Mon 6/86:55 pm
DCA
- YWG
1 stop16h 08m
Air Canada
Deal found 4/30![Air Canada logo]()
$426
This Air Canada deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/23:15 pm
YWG
- PHL
1 stop6h 28m
Air Canada
Wed 6/36:00 am
PHL
- YWG
1 stop6h 08m
Air Canada
Deal found 4/29![Air Canada logo]()
$357
This WestJet deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/27:00 am
YWG
- PHL
2 stops10h 06m
WestJet
Wed 6/36:12 am
PHL
- YWG
2 stops9h 13m
WestJet
Deal found 4/29![WestJet logo]()
$429
This Kiwi.com deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/119:05 pm
YWG
- IAD
2 stops19h 26m
Multiple Airlines
Sun 6/214:00 pm
IAD
- YWG
1 stop17h 40m
Multiple Airlines
Deal found 5/3![Multiple Airlines logo]()
$391
This oojo deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/126:00 am
YWG
- IAD
1 stop11h 10m
WestJet
Mon 6/157:00 pm
IAD
- YWG
1 stop18h 15m
WestJet
Deal found 5/2![WestJet logo]()
$432
This Kiwi.com deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/127:00 am
YWG
- IAD
1 stop10h 10m
Multiple Airlines
Sun 6/144:05 pm
IAD
- YWG
2 stops26h 53m
Multiple Airlines
Deal found 5/1![Multiple Airlines logo]()
$452
This Delta deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/155:41 pm
YWG
- PHL
1 stop5h 17m
Delta
Mon 6/223:38 pm
PHL
- YWG
1 stop8h 51m
Delta
Deal found 5/1![Delta logo]()
$416
This oojo deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/156:00 am
YWG
- IAD
1 stop11h 10m
WestJet
Mon 6/227:00 pm
IAD
- YWG
1 stop18h 15m
WestJet
Deal found 4/30![WestJet logo]()
$457
This Mytrip deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/276:15 am
YWG
- IAD
1 stop8h 01m
Multiple Airlines
Mon 7/67:00 pm
IAD
- YWG
1 stop21h 25m
Multiple Airlines
Deal found 5/3![Multiple Airlines logo]()
$417
One-way flights from Winnipeg to MarylandSearch for one-way flight options from Winnipeg to Maryland. Find affordable one-way fares based on user searches. Data last updated May 5, 2026.
Search for one-way flight options from Winnipeg to Maryland. Find affordable one-way fares based on user searches. Data last updated May 5, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/259:05 pm
YWG
- BWI
2 stops33h 38m
Multiple Airlines
Deal found 4/30![Multiple Airlines logo]()
$170
This Kiwi.com deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/319:05 pm
YWG
- IAD
2 stops25h 04m
Multiple Airlines
Deal found 5/3![Multiple Airlines logo]()
$191
This Delta deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/165:41 pm
YWG
- PHL
1 stop4h 41m
Delta
Deal found 4/29![Delta logo]()
$201
This United Airlines deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/227:00 am
YWG
- PHL
2 stops15h 44m
United Airlines
Deal found 5/1![United Airlines logo]()
$202
This Air Canada deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/213:15 pm
YWG
- PHL
1 stop6h 28m
Air Canada
Deal found 5/1![Air Canada logo]()
$212
This Delta deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/155:41 pm
YWG
- PHL
1 stop5h 17m
Delta
Deal found 5/1![Delta logo]()
$213
This oojo deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/257:00 am
YWG
- IAD
1 stop10h 10m
WestJet
Deal found 5/1![WestJet logo]()
$221
This Kiwi.com deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/259:05 pm
YWG
- IAD
2 stops18h 16m
Multiple Airlines
Deal found 5/2![Multiple Airlines logo]()
$222
This WestJet deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/176:00 am
YWG
- PHL
2 stops33h 36m
WestJet
Deal found 4/29![WestJet logo]()
$227
This Kiwi.com deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/219:05 pm
YWG
- PHL
3 stops41h 11m
Multiple Airlines
Deal found 5/1![Multiple Airlines logo]()
$230
This Kiwi.com deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/146:05 pm
YWG
- BWI
2 stops44h 23m
Multiple Airlines
Deal found 4/30![Multiple Airlines logo]()
$231
This Kiwi.com deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/1211:40 am
YWG
- IAD
2 stops22h 06m
Porter Airlines
Deal found 5/1![Porter Airlines logo]()
$231
Find flight deals from Winnipeg to Maryland
Keep the following information in mind while searching for Winnipeg to Maryland flight deals. Data was last updated May 5, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $348 (Delta) |
One-way from | $170 (Kiwi.com) |
Popular in | April |
Cheapest in | October |
Average price | $217 |
Cheapflights Fare Finder
Customize your flight search to find flights from Winnipeg to Maryland that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 5, 2026.
Use the filters below to find and compare flights from Winnipeg to Maryland that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
WinnipegPhiladelphia
YWG - PHL
YWGPHL
Winnipeg
Sat 5/16
3:50 pm-11:22 pm
1 stop6h 32m
Philadelphia
Sun 5/24
5:45 am-10:54 am
1 stop6h 09m
$348
WinnipegPhiladelphia
YWG - PHL
YWGPHL
Winnipeg
Tue 6/2
3:15 pm-10:43 pm
1 stop6h 28m
Philadelphia
Wed 6/3
6:00 am-11:08 am
1 stop6h 08m
$357
WinnipegWashington, D.C.
YWG - DCA
YWGDCA
Winnipeg
Mon 6/1
6:05 pm-8:53 am
1 stop13h 48m
Washington, D.C. Reagan-National
Mon 6/8
12:45 pm-12:55 am
2 stops13h 10m
$392
WinnipegPhiladelphia
YWG - PHL
YWGPHL
Winnipeg
Sat 7/4
5:10 am-3:41 pm
1 stop9h 31m
Philadelphia
Tue 7/7
7:00 am-4:20 pm
1 stop10h 20m
$399
WinnipegPhiladelphia
YWG - PHL
YWGPHL
Winnipeg
Sat 8/1
6:00 am-11:21 pm
2 stops16h 21m
Philadelphia
Sat 8/8
5:40 am-10:10 pm
2 stops17h 30m
$413
WinnipegPhiladelphia
YWG - PHL
YWGPHL
Winnipeg
Mon 6/15
5:41 pm-11:58 pm
1 stop5h 17m
Philadelphia
Mon 6/22
3:38 pm-11:29 pm
1 stop8h 51m
$416
WinnipegWashington, D.C.
YWG - IAD
YWGIAD
Winnipeg
Mon 6/1
7:00 am-6:10 pm
1 stop10h 10m
Washington, D.C. Dulles Intl
Mon 6/8
7:00 pm-3:25 pm
1 stop21h 25m
$424
WinnipegWashington, D.C.
YWG - DCA
YWGDCA
Winnipeg
Mon 6/1
2:00 pm-10:28 pm
1 stop7h 28m
Washington, D.C. Reagan-National
Mon 6/8
6:55 pm-10:03 am
1 stop16h 08m
$426
WinnipegPhiladelphia
YWG - PHL
YWGPHL
Winnipeg
Tue 6/2
7:00 am-6:06 pm
2 stops10h 06m
Philadelphia
Wed 6/3
6:12 am-2:25 pm
2 stops9h 13m
$429
WinnipegWashington, D.C.
YWG - IAD
YWGIAD
Winnipeg
Wed 8/5
10:55 am-7:01 pm
1 stop7h 06m
Washington, D.C. Dulles Intl
Mon 8/17
7:00 pm-10:10 pm
1 stop28h 10m
$466
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Winnipeg to Maryland
Have a flexible travel schedule? Discover the best time to fly to Maryland from Winnipeg with our price prediction graph.
YWG-PHL
YWG-IAD
YWG-DCA
YWG-BWI
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Winnipeg to Maryland
YWG-USMD
YWG-PHL
YWG-IAD
YWG-DCA
YWG-BWI
How much does it cost to fly round-trip from Winnipeg to Maryland?
Reviews of airlines servicing Maryland
Get insights into the airlines that provide service to Maryland. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Maryland. Reviews last updated May 5, 2026.
Peruse reviews from past customers who have flown with Delta from Winnipeg to Maryland to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Food
7.2
Comfort
7.9
Crew
8.5
Entertainment
7.8
Overall
7.9
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Boarding
8.1
Food
7.2
Comfort
7.9
Crew
8.5
Entertainment
7.8
Overall
7.9
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Related info for your journey
Find useful and relevant information for your journey from Winnipeg to Maryland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Winnipeg to Maryland
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Complete your trip
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Winnipeg and Maryland flights
Browse other Winnipeg and Maryland flight options. Last updated on May 5, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top airline flying from Winnipeg to Maryland
Discover the top airline that operate flights from Winnipeg to Maryland. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 5, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$575 | Average$587 | FlexibilityNo cancel fee | On-timeN/A |