$200+ 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 8/30. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — BWI
Jul 4 — Jul 111
Round-trip
1 adult, Economy
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Find cheap flights from Winnipeg to Maryland with Cheapflights
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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 June 4, 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 June 4, 2026.
This Trip.com deal was found by Cheapflights users on 5/31. 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.
Fri 9/47:00 am
YWG
- IAD
1 stop10h 10m
WestJet
Mon 9/77:00 pm
IAD
- YWG
1 stop20h 05m
WestJet
Deal found 5/31![WestJet logo]()
$365
This Delta deal was found by Cheapflights users on 5/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/3112:46 pm
YWG
- PHL
2 stops11h 33m
Delta
Wed 9/26:05 am
PHL
- YWG
2 stops11h 47m
Delta
Deal found 5/30![Delta logo]()
$368
This Air Canada deal was found by Cheapflights users on 5/30. 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.
Mon 8/317:55 am
YWG
- PHL
1 stop5h 54m
Air Canada
Wed 9/24:20 pm
PHL
- YWG
1 stop8h 00m
Air Canada
Deal found 5/30![Air Canada logo]()
$374
This Air Canada deal was found by Cheapflights users on 6/1. 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.
Sat 7/45:00 am
YWG
- PHL
2 stops8h 49m
Air Canada
Tue 7/74:20 pm
PHL
- YWG
1 stop8h 00m
Air Canada
Deal found 6/1![Air Canada logo]()
$378
This oojo deal was found by Cheapflights users on 5/30. 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.
Sat 7/47:00 am
YWG
- PHL
2 stops15h 22m
WestJet
Tue 7/76:10 am
PHL
- YWG
2 stops19h 45m
WestJet
Deal found 5/30![WestJet logo]()
$383
This oojo deal was found by Cheapflights users on 6/2. 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.
Tue 6/165:41 pm
YWG
- PHL
1 stop5h 17m
WestJet
Mon 6/225:40 am
PHL
- YWG
2 stops17h 00m
WestJet
Deal found 6/2![WestJet logo]()
$389
This oojo deal was found by Cheapflights users on 6/1. 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.
Tue 7/75:41 pm
YWG
- PHL
1 stop5h 15m
WestJet
Tue 7/145:15 am
PHL
- YWG
2 stops17h 55m
WestJet
Deal found 6/1![WestJet logo]()
$391
This Air Canada deal was found by Cheapflights users on 6/1. 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.
Fri 9/118:15 am
YWG
- PHL
1 stop6h 26m
Air Canada
Tue 9/1510:35 am
PHL
- YWG
1 stop6h 42m
Air Canada
Deal found 6/1![Air Canada logo]()
$399
This oojo deal was found by Cheapflights users on 6/2. 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.
Wed 7/112:45 pm
YWG
- PHL
2 stops26h 51m
WestJet
Tue 7/76:10 am
PHL
- YWG
2 stops9h 15m
WestJet
Deal found 6/2![WestJet logo]()
$400
This WestJet deal was found by Cheapflights users on 6/1. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/287:00 am
YWG
- IAD
1 stop10h 10m
WestJet
Mon 8/317:00 pm
IAD
- YWG
1 stop26h 15m
WestJet
Deal found 6/1![WestJet logo]()
$410
This Kiwi.com deal was found by Cheapflights users on 5/30. 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.
Fri 7/38:10 pm
YWG
- IAD
1 stop13h 36m
Multiple Airlines
Fri 7/104:00 pm
IAD
- YWG
1 stop9h 55m
Multiple Airlines
Deal found 5/30![Multiple Airlines logo]()
$436
This Kiwi.com deal was found by Cheapflights users on 6/1. 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 7/36:05 pm
YWG
- IAD
1 stop15h 41m
Multiple Airlines
Fri 7/174:00 pm
IAD
- YWG
1 stop17h 40m
Multiple Airlines
Deal found 6/1![Multiple Airlines logo]()
$463
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 June 4, 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 June 4, 2026.
This Delta deal was found by Cheapflights users on 5/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/3112:46 pm
YWG
- PHL
2 stops11h 33m
Delta
Wed 9/26:05 am
PHL
- YWG
2 stops11h 47m
Delta
Deal found 5/30![Delta logo]()
$368
This Air Canada deal was found by Cheapflights users on 5/30. 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.
Mon 8/317:55 am
YWG
- PHL
1 stop5h 54m
Air Canada
Wed 9/24:20 pm
PHL
- YWG
1 stop8h 00m
Air Canada
Deal found 5/30![Air Canada logo]()
$374
This oojo deal was found by Cheapflights users on 5/31. 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.
Sat 7/47:00 am
YWG
- PHL
2 stops15h 22m
WestJet
Tue 7/76:10 am
PHL
- YWG
2 stops19h 45m
WestJet
Deal found 5/31![WestJet logo]()
$383
This United Airlines deal was found by Cheapflights users on 6/2. 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 10/308:30 am
YWG
- BWI
2 stops15h 08m
United Airlines
Tue 11/36:17 am
BWI
- YWG
1 stop6h 22m
United Airlines
Deal found 6/2![United Airlines logo]()
$676
This oojo deal was found by Cheapflights users on 6/1. 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.
Tue 7/75:41 pm
YWG
- PHL
1 stop5h 15m
WestJet
Tue 7/145:15 am
PHL
- YWG
2 stops17h 55m
WestJet
Deal found 6/1![WestJet logo]()
$391
This Air Canada deal was found by Cheapflights users on 5/30. 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 7/45:00 am
YWG
- PHL
2 stops8h 49m
Air Canada
Tue 7/710:45 am
PHL
- YWG
1 stop13h 35m
Air Canada
Deal found 5/30![Air Canada logo]()
$403
This Delta deal was found by Cheapflights users on 6/2. 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 9/223:58 pm
YWG
- PHL
2 stops7h 58m
Delta
Sat 9/266:15 am
PHL
- YWG
2 stops9h 53m
Delta
Deal found 6/2![Delta logo]()
$419
This FlightHub deal was found by Cheapflights users on 6/1. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/117:00 am
YWG
- PHL
2 stops13h 18m
WestJet
Tue 9/155:20 am
PHL
- YWG
2 stops11h 05m
WestJet
Deal found 6/1![WestJet logo]()
$410
This Delta deal was found by Cheapflights users on 6/3. 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.
Mon 9/285:44 pm
YWG
- BWI
2 stops14h 32m
Delta
Wed 10/76:00 am
BWI
- YWG
2 stops15h 16m
Delta
Deal found 6/3![Delta logo]()
$467
This Air Canada deal was found by Cheapflights users on 5/31. 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 7/27:55 am
YWG
- IAD
1 stop6h 06m
Air Canada
Mon 7/133:45 pm
IAD
- YWG
1 stop6h 34m
Air Canada
Deal found 5/31![Air Canada logo]()
$516
This Delta deal was found by Cheapflights users on 5/31. 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 8/115:42 pm
YWG
- DCA
2 stops13h 49m
Delta
Sat 8/157:45 pm
DCA
- YWG
2 stops17h 09m
Delta
Deal found 5/31![Delta logo]()
$497
This Air Canada deal was found by Cheapflights users on 6/2. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/117:55 am
YWG
- DCA
1 stop6h 43m
Air Canada
Sat 8/156:55 pm
DCA
- YWG
1 stop5h 25m
Air Canada
Deal found 6/2![Air Canada logo]()
$544
This FlightHub deal was found by Cheapflights users on 6/2. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/115:42 pm
YWG
- IAD
1 stop4h 38m
WestJet
Sat 8/156:00 am
IAD
- YWG
1 stop6h 54m
WestJet
Deal found 6/2![WestJet logo]()
$550
This United Airlines deal was found by Cheapflights users on 6/1. 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.
Tue 9/228:45 am
YWG
- BWI
1 stop9h 49m
United Airlines
Sat 9/2612:10 pm
BWI
- YWG
1 stop11h 14m
United Airlines
Deal found 6/1![United Airlines logo]()
$677
This Delta deal was found by Cheapflights users on 6/2. 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.
Wed 9/163:58 pm
YWG
- DCA
1 stop6h 54m
Delta
Sat 9/1912:00 pm
DCA
- YWG
1 stop5h 54m
Delta
Deal found 6/2![Delta logo]()
$536
This oojo deal was found by Cheapflights users on 5/30. 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.
Wed 7/156:15 am
YWG
- IAD
2 stops9h 31m
WestJet
Wed 7/2210:21 am
IAD
- YWG
2 stops12h 49m
WestJet
Deal found 5/30![WestJet logo]()
$555
This United Airlines deal was found by Cheapflights users on 5/31. 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 9/287:00 am
YWG
- BWI
1 stop14h 58m
United Airlines
Sat 10/35:11 pm
BWI
- YWG
1 stop6h 13m
United Airlines
Deal found 5/31![United Airlines logo]()
$678
This Delta deal was found by Cheapflights users on 6/2. 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.
Sat 9/1912:46 pm
YWG
- IAD
2 stops9h 28m
Delta
Tue 9/226:20 am
IAD
- YWG
1 stop9h 48m
Delta
Deal found 6/2![Delta logo]()
$536
This FlightHub deal was found by Cheapflights users on 5/31. 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.
Thu 7/210:45 am
YWG
- IAD
2 stops11h 29m
WestJet
Mon 7/1310:21 am
IAD
- YWG
2 stops12h 49m
WestJet
Deal found 5/31![WestJet logo]()
$556
This United Airlines deal was found by Cheapflights users on 5/31. 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 7/18:45 am
YWG
- BWI
1 stop13h 45m
United Airlines
Tue 7/148:16 am
BWI
- YWG
1 stop15h 22m
United Airlines
Deal found 5/31![United Airlines logo]()
$678
This FlightHub deal was found by Cheapflights users on 5/31. 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.
Wed 7/16:15 am
YWG
- IAD
2 stops9h 35m
WestJet
Tue 7/1410:21 am
IAD
- YWG
2 stops12h 49m
WestJet
Deal found 5/31![WestJet logo]()
$556
This Delta deal was found by Cheapflights users on 6/1. 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.
Tue 9/223:58 pm
YWG
- BWI
2 stops16h 18m
Delta
Sat 9/266:15 am
BWI
- YWG
2 stops11h 39m
Delta
Deal found 6/1![Delta logo]()
$562
This Justfly.com deal was found by Cheapflights users on 6/1. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/37:00 am
YWG
- IAD
2 stops15h 25m
WestJet
Fri 7/175:50 am
IAD
- YWG
2 stops16h 50m
WestJet
Deal found 6/1![WestJet logo]()
$565
This lol.travel deal was found by Cheapflights users on 6/2. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/157:00 am
YWG
- IAD
2 stops15h 20m
WestJet
Sun 8/96:00 am
IAD
- YWG
2 stops16h 40m
WestJet
Deal found 6/2![WestJet logo]()
$593
This Delta deal was found by Cheapflights users on 5/31. 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 9/3012:46 pm
YWG
- BWI
2 stops19h 14m
Delta
Wed 10/76:59 pm
BWI
- YWG
1 stop5h 35m
Delta
Deal found 5/31![Delta logo]()
$676
Last-minute flights from Winnipeg to MarylandDiscover last-minute flight deals from Winnipeg to Maryland. Data last updated June 4, 2026 and is based on user searches.
Discover last-minute flight deals from Winnipeg to Maryland. Data last updated June 4, 2026 and is based on user searches.
This oojo deal was found by Cheapflights users on 6/2. 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.
Tue 6/165:41 pm
YWG
- PHL
1 stop5h 17m
WestJet
Mon 6/225:40 am
PHL
- YWG
2 stops17h 00m
WestJet
Deal found 6/2![WestJet logo]()
$389
This oojo deal was found by Cheapflights users on 6/2. 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.
Wed 7/112:45 pm
YWG
- PHL
2 stops26h 51m
WestJet
Tue 7/76:10 am
PHL
- YWG
2 stops9h 15m
WestJet
Deal found 6/2![WestJet logo]()
$400
This Air Canada deal was found by Cheapflights users on 5/31. 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.
Wed 7/18:15 am
YWG
- IAD
1 stop6h 09m
Air Canada
Tue 7/143:45 pm
IAD
- YWG
1 stop6h 34m
Air Canada
Deal found 5/31![Air Canada logo]()
$521
This Air Canada deal was found by Cheapflights users on 5/31. 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 7/27:55 am
YWG
- IAD
1 stop6h 06m
Air Canada
Mon 7/133:45 pm
IAD
- YWG
1 stop6h 34m
Air Canada
Deal found 5/31![Air Canada logo]()
$516
This Kiwi.com deal was found by Cheapflights users on 5/30. 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.
Fri 7/38:10 pm
YWG
- IAD
1 stop13h 36m
Multiple Airlines
Fri 7/104:00 pm
IAD
- YWG
1 stop9h 55m
Multiple Airlines
Deal found 5/30![Multiple Airlines logo]()
$436
This Kiwi.com deal was found by Cheapflights users on 6/1. 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 7/36:05 pm
YWG
- IAD
1 stop15h 41m
Multiple Airlines
Fri 7/174:00 pm
IAD
- YWG
1 stop17h 40m
Multiple Airlines
Deal found 6/1![Multiple Airlines logo]()
$463
This Air Canada deal was found by Cheapflights users on 6/1. 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.
Sat 7/45:00 am
YWG
- PHL
2 stops8h 49m
Air Canada
Tue 7/74:20 pm
PHL
- YWG
1 stop8h 00m
Air Canada
Deal found 6/1![Air Canada logo]()
$378
This oojo deal was found by Cheapflights users on 5/30. 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.
Sat 7/47:00 am
YWG
- PHL
2 stops15h 22m
WestJet
Tue 7/76:10 am
PHL
- YWG
2 stops19h 45m
WestJet
Deal found 5/30![WestJet logo]()
$383
This oojo deal was found by Cheapflights users on 6/1. 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.
Tue 7/75:41 pm
YWG
- PHL
1 stop5h 15m
WestJet
Tue 7/145:15 am
PHL
- YWG
2 stops17h 55m
WestJet
Deal found 6/1![WestJet logo]()
$391
This oojo deal was found by Cheapflights users on 6/3. 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.
Tue 7/75:41 pm
YWG
- PHL
1 stop5h 15m
WestJet
Wed 7/155:15 am
PHL
- YWG
2 stops11h 10m
WestJet
Deal found 6/3![WestJet logo]()
$420
This Justfly.com deal was found by Cheapflights users on 6/1. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/145:41 pm
YWG
- DCA
1 stop5h 15m
WestJet
Tue 7/2112:00 pm
DCA
- YWG
1 stop5h 51m
WestJet
Deal found 6/1![WestJet logo]()
$545
This SmartFares deal was found by Cheapflights users on 6/1. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/155:41 pm
YWG
- DCA
1 stop5h 15m
Delta
Sun 8/96:05 am
DCA
- YWG
1 stop6h 49m
Delta
Deal found 6/1![Delta logo]()
$541
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 June 4, 2026.
Search for one-way flight options from Winnipeg to Maryland. Find affordable one-way fares based on user searches. Data last updated June 4, 2026.
This Booking.com deal was found by Cheapflights users on 6/1. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/307:55 am
YWG
- PHL
1 stop5h 54m
Air Canada
Deal found 6/1![Air Canada logo]()
$200
This Delta deal was found by Cheapflights users on 5/31. 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 7/155:41 pm
YWG
- PHL
1 stop5h 15m
Delta
Deal found 5/31![Delta logo]()
$212
This Kiwi.com deal was found by Cheapflights users on 5/30. 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.
Tue 10/139:05 pm
YWG
- IAD
2 stops26h 23m
Multiple Airlines
Deal found 5/30![Multiple Airlines logo]()
$223
This SmartFares deal was found by Cheapflights users on 6/2. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/309:20 am
YWG
- PHL
1 stop7h 44m
Porter Airlines
Deal found 6/2![Porter Airlines logo]()
$224
This Kiwi.com deal was found by Cheapflights users on 6/3. 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 9/179:05 pm
YWG
- BWI
2 stops34h 24m
Multiple Airlines
Deal found 6/3![Multiple Airlines logo]()
$224
This Kiwi.com deal was found by Cheapflights users on 6/2. 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.
Wed 7/14:15 pm
YWG
- IAD
2 stops22h 01m
Porter Airlines
Deal found 6/2![Porter Airlines logo]()
$228
This Kiwi.com deal was found by Cheapflights users on 6/1. 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.
Wed 7/19:20 am
YWG
- PHL
1 stop7h 46m
Porter Airlines
Deal found 6/1![Porter Airlines logo]()
$232
This Trip.com deal was found by Cheapflights users on 6/2. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/165:10 pm
YWG
- IAD
1 stop21h 06m
Multiple Airlines
Deal found 6/2![Multiple Airlines logo]()
$232
This Air Canada deal was found by Cheapflights users on 6/3. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/77:55 am
YWG
- PHL
1 stop5h 54m
Air Canada
Deal found 6/3![Air Canada logo]()
$235
This Justfly.com deal was found by Cheapflights users on 6/1. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/129:20 am
YWG
- PHL
1 stop7h 57m
Porter Airlines
Deal found 6/1![Porter Airlines logo]()
$238
This Kiwi.com deal was found by Cheapflights users on 5/30. 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.
Tue 10/136:55 pm
YWG
- IAD
1 stop19h 15m
Porter Airlines
Deal found 5/30![Porter Airlines logo]()
$238
This Air Canada deal was found by Cheapflights users on 6/3. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/178:15 am
YWG
- PHL
1 stop6h 26m
Air Canada
Deal found 6/3![Air Canada logo]()
$240
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 June 4, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $365 (Trip.com) |
One-way from | $200 (Booking.com) |
Popular in | May |
Cheapest in | October |
Average price | $405 |
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 June 4, 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
Mon 8/31
12:46 pm-1:19 am
2 stops11h 33m
Philadelphia
Wed 9/2
6:05 am-4:52 pm
2 stops11h 47m
$368
WinnipegPhiladelphia
YWG - PHL
YWGPHL
Winnipeg
Mon 8/31
7:55 am-2:49 pm
1 stop5h 54m
Philadelphia
Wed 9/2
4:20 pm-11:20 pm
1 stop8h 00m
$374
WinnipegPhiladelphia
YWG - PHL
YWGPHL
Winnipeg
Sat 7/4
7:00 am-11:22 pm
2 stops15h 22m
Philadelphia
Tue 7/7
6:10 am-12:55 am
2 stops19h 45m
$383
WinnipegPhiladelphia
YWG - PHL
YWGPHL
Winnipeg
Tue 7/7
5:41 pm-11:56 pm
1 stop5h 15m
Philadelphia
Tue 7/14
5:15 am-10:10 pm
2 stops17h 55m
$391
WinnipegPhiladelphia
YWG - PHL
YWGPHL
Winnipeg
Sat 7/4
5:00 am-2:49 pm
2 stops8h 49m
Philadelphia
Tue 7/7
10:45 am-11:20 pm
1 stop13h 35m
$403
WinnipegPhiladelphia
YWG - PHL
YWGPHL
Winnipeg
Fri 9/11
7:00 am-9:18 pm
2 stops13h 18m
Philadelphia
Tue 9/15
5:20 am-3:25 pm
2 stops11h 05m
$410
WinnipegPhiladelphia
YWG - PHL
YWGPHL
Winnipeg
Tue 9/22
3:58 pm-12:56 am
2 stops7h 58m
Philadelphia
Sat 9/26
6:15 am-3:08 pm
2 stops9h 53m
$419
WinnipegBaltimore
YWG - BWI
YWGBWI
Winnipeg
Mon 9/28
5:44 pm-9:16 am
2 stops14h 32m
Baltimore/Washington
Wed 10/7
6:00 am-8:16 pm
2 stops15h 16m
$467
WinnipegWashington, D.C.
YWG - DCA
YWGDCA
Winnipeg
Tue 8/11
5:42 pm-8:31 am
2 stops13h 49m
Washington, D.C. Reagan-National
Sat 8/15
7:45 pm-11:54 am
2 stops17h 09m
$497
WinnipegWashington, D.C.
YWG - IAD
YWGIAD
Winnipeg
Thu 7/2
7:55 am-3:01 pm
1 stop6h 06m
Washington, D.C. Dulles Intl
Mon 7/13
3:45 pm-9:19 pm
1 stop6h 34m
$516
Showing 1-10 of 55 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-BWI
YWG-IAD
YWG-DCA
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-BWI
YWG-IAD
YWG-DCA
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 June 4, 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.
Overall
7.9
Crew
8.5
Comfort
7.8
Food
7.2
Entertainment
7.8
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentRakshith,May 2026
TPE - SEA
Overall
7.9
Crew
8.5
Comfort
7.8
Food
7.2
Entertainment
7.8
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentRakshith,May 2026
TPE - SEA
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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Winnipeg and Maryland flights
Browse other Winnipeg and Maryland flight options. Last updated on June 4, 2026.
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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 June 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$575 | Average$587 | FlexibilityNo cancel fee | On-timeN/A |