$150+ 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 7/24. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — BWI
Jun 9 — Jun 161
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 10, 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 10, 2026.
This oojo deal was found by Cheapflights users on 5/6. 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 8/206:25 pm
YWG
- IAD
1 stop22h 45m
WestJet
Mon 8/247:00 pm
IAD
- YWG
1 stop26h 15m
WestJet
Deal found 5/6![WestJet logo]()
$320
This Kiwi.com deal was found by Cheapflights users on 5/7. 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 6/46:15 am
YWG
- IAD
1 stop27h 31m
Multiple Airlines
Mon 6/84:05 pm
IAD
- YWG
1 stop18h 40m
Multiple Airlines
Deal found 5/7![Multiple Airlines logo]()
$383
This Kiwi.com deal was found by Cheapflights users on 5/8. 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 6/94:25 pm
YWG
- IAD
1 stop21h 56m
Multiple Airlines
Mon 6/154:05 pm
IAD
- YWG
1 stop9h 50m
Multiple Airlines
Deal found 5/8![Multiple Airlines logo]()
$385
This Kiwi.com deal was found by Cheapflights users on 5/8. 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 6/106:55 pm
YWG
- IAD
1 stop14h 51m
Multiple Airlines
Fri 6/124:05 pm
IAD
- YWG
1 stop9h 50m
Multiple Airlines
Deal found 5/8![Multiple Airlines logo]()
$391
This Kiwi.com deal was found by Cheapflights users on 5/8. 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 6/128:10 pm
YWG
- IAD
1 stop13h 36m
Multiple Airlines
Tue 6/1611:30 am
IAD
- YWG
1 stop23h 15m
Multiple Airlines
Deal found 5/8![Multiple Airlines logo]()
$392
This Kiwi.com deal was found by Cheapflights users on 5/8. 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 6/94:25 pm
YWG
- IAD
1 stop21h 56m
Multiple Airlines
Fri 6/124:05 pm
IAD
- YWG
1 stop9h 50m
Multiple Airlines
Deal found 5/8![Multiple Airlines logo]()
$396
This Kiwi.com deal was found by Cheapflights users on 5/8. 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 6/94:25 pm
YWG
- IAD
1 stop21h 56m
Multiple Airlines
Wed 6/174:05 pm
IAD
- YWG
1 stop18h 40m
Multiple Airlines
Deal found 5/8![Multiple Airlines logo]()
$400
This Kiwi.com deal was found by Cheapflights users on 5/8. 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 6/106:55 pm
YWG
- IAD
1 stop14h 51m
Multiple Airlines
Sun 6/144:05 pm
IAD
- YWG
1 stop17h 35m
Multiple Airlines
Deal found 5/8![Multiple Airlines logo]()
$403
This Kiwi.com deal was found by Cheapflights users on 5/8. 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 6/106:55 pm
YWG
- IAD
1 stop14h 51m
Multiple Airlines
Wed 6/174:05 pm
IAD
- YWG
1 stop18h 40m
Multiple Airlines
Deal found 5/8![Multiple Airlines logo]()
$405
This Mytrip deal was found by Cheapflights users on 5/9. 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.
Wed 6/179:25 am
YWG
- DCA
1 stop12h 03m
Multiple Airlines
Tue 6/236:55 pm
DCA
- YWG
1 stop14h 45m
Multiple Airlines
Deal found 5/9![Multiple Airlines logo]()
$410
This Delta deal was found by Cheapflights users on 5/8. 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 9/1412:40 pm
YWG
- PHL
1 stop10h 00m
Delta
Wed 9/163:10 pm
PHL
- YWG
1 stop5h 59m
Delta
Deal found 5/8![Delta logo]()
$510
This oojo deal was found by Cheapflights users on 5/9. 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 stops10h 07m
WestJet
Tue 7/75:15 am
PHL
- YWG
2 stops13h 10m
WestJet
Deal found 5/9![WestJet logo]()
$511
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 10, 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 10, 2026.
This Justfly.com deal was found by Cheapflights users on 5/6. 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.
Wed 8/125:42 pm
YWG
- IAD
1 stop4h 39m
WestJet
Mon 8/177:00 pm
IAD
- YWG
1 stop17h 10m
WestJet
Deal found 5/6![WestJet logo]()
$503
This Delta deal was found by Cheapflights users on 5/9. 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 9/1412:40 pm
YWG
- PHL
1 stop10h 00m
Delta
Wed 9/163:10 pm
PHL
- YWG
1 stop9h 17m
Delta
Deal found 5/9![Delta logo]()
$510
This Mytrip deal was found by Cheapflights users on 5/6. 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.
Thu 8/202:55 pm
YWG
- IAD
1 stop26h 15m
Multiple Airlines
Mon 8/247:00 pm
IAD
- YWG
3 stops25h 15m
Multiple Airlines
Deal found 5/6![Multiple Airlines logo]()
$513
This Air Canada deal was found by Cheapflights users on 5/5. 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 5/5![Air Canada logo]()
$522
This United Airlines deal was found by Cheapflights users on 5/8. 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.
Sat 6/1312:15 pm
YWG
- IAD
2 stops8h 05m
United Airlines
Sun 6/148:15 am
IAD
- YWG
1 stop15h 23m
United Airlines
Deal found 5/8![United Airlines logo]()
$551
This oojo deal was found by Cheapflights users on 5/5. 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 stops10h 07m
WestJet
Tue 7/712:36 pm
PHL
- YWG
2 stops13h 19m
WestJet
Deal found 5/5![WestJet logo]()
$512
This Air Canada deal was found by Cheapflights users on 5/5. 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 7/48:15 am
YWG
- PHL
1 stop6h 26m
Air Canada
Tue 7/74:20 pm
PHL
- YWG
1 stop8h 00m
Air Canada
Deal found 5/5![Air Canada logo]()
$548
This Delta deal was found by Cheapflights users on 5/5. 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 9/2610:00 am
DCA
- YWG
2 stops14h 27m
Delta
Deal found 5/5![Delta logo]()
$570
This FlightHub deal was found by Cheapflights users on 5/9. 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.
Sat 8/17:00 am
YWG
- PHL
2 stops15h 21m
WestJet
Sat 8/85:45 am
PHL
- YWG
2 stops17h 25m
WestJet
Deal found 5/9![WestJet logo]()
$526
This FlightHub deal was found by Cheapflights users on 5/5. 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 6/297:00 am
YWG
- PHL
2 stops15h 17m
WestJet
Sat 7/45:40 am
PHL
- YWG
1 stop6h 58m
WestJet
Deal found 5/5![WestJet logo]()
$529
This United Airlines deal was found by Cheapflights users on 5/10. 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
2 stops14h 43m
United Airlines
Tue 7/145:32 pm
BWI
- YWG
1 stop6h 06m
United Airlines
Deal found 5/10![United Airlines logo]()
$668
This oojo deal was found by Cheapflights users on 5/6. 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.
Sun 5/315:41 pm
YWG
- PHL
1 stop4h 31m
WestJet
Sun 6/75:40 am
PHL
- YWG
1 stop7h 16m
WestJet
Deal found 5/6![WestJet logo]()
$542
This Delta deal was found by Cheapflights users on 5/8. 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 9/266:40 am
YWG
- BWI
2 stops15h 14m
Delta
Mon 9/286:00 am
BWI
- YWG
2 stops15h 09m
Delta
Deal found 5/8![Delta logo]()
$660
This United Airlines deal was found by Cheapflights users on 5/9. 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.
Sat 9/268:30 am
YWG
- BWI
2 stops15h 08m
United Airlines
Mon 9/288:15 am
BWI
- YWG
1 stop15h 09m
United Airlines
Deal found 5/9![United Airlines logo]()
$668
This Justfly.com deal was found by Cheapflights users on 5/5. 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.
Wed 7/155:41 pm
YWG
- IAD
1 stop4h 39m
WestJet
Sun 8/910:16 am
IAD
- YWG
2 stops14h 24m
WestJet
Deal found 5/5![WestJet logo]()
$542
This United Airlines deal was found by Cheapflights users on 5/9. 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 8/77:00 am
YWG
- BWI
1 stop16h 28m
United Airlines
Sun 8/98:16 am
BWI
- YWG
1 stop15h 22m
United Airlines
Deal found 5/9![United Airlines logo]()
$668
This United Airlines deal was found by Cheapflights users on 5/9. 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 6/178:45 am
YWG
- BWI
1 stop13h 45m
United Airlines
Tue 6/2310:40 am
BWI
- YWG
1 stop12h 58m
United Airlines
Deal found 5/9![United Airlines logo]()
$668
This Kiwi.com deal was found by Cheapflights users on 5/6. 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 6/197:00 am
YWG
- IAD
1 stop10h 10m
WestJet
Sat 6/276:00 am
IAD
- YWG
1 stop6h 38m
WestJet
Deal found 5/6![WestJet logo]()
$553
This United Airlines deal was found by Cheapflights users on 5/7. 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 8/137:00 am
YWG
- BWI
1 stop9h 29m
United Airlines
Tue 9/296:17 am
BWI
- YWG
1 stop6h 22m
United Airlines
Deal found 5/7![United Airlines logo]()
$669
This FlightHub deal was found by Cheapflights users on 5/6. 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 8/127:45 am
YWG
- DCA
2 stops10h 14m
WestJet
Sun 8/166:05 am
DCA
- YWG
1 stop6h 49m
WestJet
Deal found 5/6![WestJet logo]()
$555
This United Airlines deal was found by Cheapflights users on 5/8. 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 stop9h 36m
United Airlines
Sat 7/186:38 pm
BWI
- YWG
2 stops27h 19m
United Airlines
Deal found 5/8![United Airlines logo]()
$669
This FlightHub deal was found by Cheapflights users on 5/10. 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 7/16:00 am
YWG
- IAD
2 stops28h 48m
WestJet
Tue 7/1411:05 am
IAD
- YWG
2 stops14h 50m
WestJet
Deal found 5/10![WestJet logo]()
$555
This United Airlines deal was found by Cheapflights users on 5/6. 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 8/207:00 am
YWG
- BWI
1 stop16h 43m
United Airlines
Mon 8/2412:30 pm
BWI
- YWG
1 stop11h 03m
United Airlines
Deal found 5/6![United Airlines logo]()
$671
This FlightHub deal was found by Cheapflights users on 5/7. 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 8/215:42 pm
YWG
- DCA
1 stop5h 08m
WestJet
Sun 8/236:05 am
DCA
- YWG
2 stops16h 35m
WestJet
Deal found 5/7![WestJet logo]()
$558
This FlightHub deal was found by Cheapflights users on 5/5. 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 7/155:41 pm
YWG
- DCA
1 stop5h 15m
WestJet
Sun 8/910:10 am
DCA
- YWG
2 stops14h 30m
WestJet
Deal found 5/5![WestJet logo]()
$568
This FlightHub deal was found by Cheapflights users on 5/6. 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 8/127:45 am
YWG
- DCA
2 stops10h 14m
WestJet
Sat 8/156:05 am
DCA
- YWG
1 stop6h 49m
WestJet
Deal found 5/6![WestJet logo]()
$591
This Kiwi.com deal was found by Cheapflights users on 5/7. 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 6/85:41 pm
YWG
- DCA
1 stop4h 45m
WestJet
Wed 6/1012:29 pm
DCA
- YWG
2 stops13h 26m
WestJet
Deal found 5/7![WestJet logo]()
$593
This WestJet deal was found by Cheapflights users on 5/9. 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 9/236:40 am
YWG
- DCA
1 stop10h 35m
WestJet
Sat 9/266:10 am
DCA
- YWG
1 stop6h 24m
WestJet
Deal found 5/9![WestJet logo]()
$603
Last-minute flights from Winnipeg to MarylandDiscover last-minute flight deals from Winnipeg to Maryland. Data last updated May 10, 2026 and is based on user searches.
Discover last-minute flight deals from Winnipeg to Maryland. Data last updated May 10, 2026 and is based on user searches.
This oojo deal was found by Cheapflights users on 5/6. 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.
Sun 5/316:00 am
YWG
- PHL
2 stops16h 12m
WestJet
Sun 6/75:40 am
PHL
- YWG
2 stops17h 00m
WestJet
Deal found 5/6![WestJet logo]()
$512
This Kiwi.com deal was found by Cheapflights users on 5/7. 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 6/46:15 am
YWG
- IAD
1 stop27h 31m
Multiple Airlines
Mon 6/84:05 pm
IAD
- YWG
1 stop18h 40m
Multiple Airlines
Deal found 5/7![Multiple Airlines logo]()
$383
This oojo deal was found by Cheapflights users on 5/6. 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 6/47:00 am
YWG
- PHL
2 stops10h 06m
WestJet
Thu 6/1110:40 am
PHL
- YWG
2 stops29h 45m
WestJet
Deal found 5/6![WestJet logo]()
$511
This Kiwi.com deal was found by Cheapflights users on 5/8. 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 6/94:25 pm
YWG
- IAD
1 stop21h 56m
Multiple Airlines
Mon 6/154:05 pm
IAD
- YWG
1 stop9h 50m
Multiple Airlines
Deal found 5/8![Multiple Airlines logo]()
$385
This Kiwi.com deal was found by Cheapflights users on 5/8. 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 6/94:25 pm
YWG
- IAD
1 stop21h 56m
Multiple Airlines
Fri 6/124:05 pm
IAD
- YWG
1 stop9h 50m
Multiple Airlines
Deal found 5/8![Multiple Airlines logo]()
$396
This Kiwi.com deal was found by Cheapflights users on 5/8. 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 6/94:25 pm
YWG
- IAD
1 stop21h 56m
Multiple Airlines
Wed 6/174:05 pm
IAD
- YWG
1 stop18h 40m
Multiple Airlines
Deal found 5/8![Multiple Airlines logo]()
$400
This Kiwi.com deal was found by Cheapflights users on 5/8. 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 6/106:55 pm
YWG
- IAD
1 stop14h 51m
Multiple Airlines
Fri 6/124:05 pm
IAD
- YWG
1 stop9h 50m
Multiple Airlines
Deal found 5/8![Multiple Airlines logo]()
$391
This Kiwi.com deal was found by Cheapflights users on 5/8. 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 6/106:55 pm
YWG
- IAD
1 stop14h 51m
Multiple Airlines
Sun 6/144:05 pm
IAD
- YWG
1 stop17h 35m
Multiple Airlines
Deal found 5/8![Multiple Airlines logo]()
$403
This Kiwi.com deal was found by Cheapflights users on 5/8. 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 6/106:55 pm
YWG
- IAD
1 stop14h 51m
Multiple Airlines
Wed 6/174:05 pm
IAD
- YWG
1 stop18h 40m
Multiple Airlines
Deal found 5/8![Multiple Airlines logo]()
$405
This Kiwi.com deal was found by Cheapflights users on 5/8. 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 6/128:10 pm
YWG
- IAD
1 stop13h 36m
Multiple Airlines
Tue 6/1611:30 am
IAD
- YWG
1 stop23h 15m
Multiple Airlines
Deal found 5/8![Multiple Airlines logo]()
$392
This Kiwi.com deal was found by Cheapflights users on 5/8. 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 6/128:10 pm
YWG
- IAD
1 stop13h 36m
Multiple Airlines
Wed 6/174:05 pm
IAD
- YWG
1 stop18h 40m
Multiple Airlines
Deal found 5/8![Multiple Airlines logo]()
$407
This Mytrip deal was found by Cheapflights users on 5/9. 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.
Wed 6/179:25 am
YWG
- DCA
1 stop12h 03m
Multiple Airlines
Tue 6/236:55 pm
DCA
- YWG
1 stop14h 45m
Multiple Airlines
Deal found 5/9![Multiple Airlines logo]()
$410
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 10, 2026.
Search for one-way flight options from Winnipeg to Maryland. Find affordable one-way fares based on user searches. Data last updated May 10, 2026.
This oojo deal was found by Cheapflights users on 5/8. 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 7/247:00 am
YWG
- IAD
1 stop10h 10m
WestJet
Deal found 5/8![WestJet logo]()
$150
This Kiwi.com deal was found by Cheapflights users on 5/8. 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 8/317:00 am
YWG
- IAD
1 stop10h 10m
WestJet
Deal found 5/8![WestJet logo]()
$159
This oojo deal was found by Cheapflights users on 5/8. 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 9/32:55 pm
YWG
- IAD
1 stop26h 15m
WestJet
Deal found 5/8![WestJet logo]()
$181
This Kiwi.com deal was found by Cheapflights users on 5/5. 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 5/318:45 pm
YWG
- IAD
1 stop13h 01m
Porter Airlines
Deal found 5/5![Porter Airlines logo]()
$200
This Trip.com deal was found by Cheapflights users on 5/5. 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.
Sun 5/316:05 pm
YWG
- IAD
1 stop15h 41m
Multiple Airlines
Deal found 5/5![Multiple Airlines logo]()
$202
This WestJet deal was found by Cheapflights users on 5/8. 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 9/47:00 am
YWG
- IAD
1 stop10h 10m
WestJet
Deal found 5/8![WestJet logo]()
$203
This Kiwi.com deal was found by Cheapflights users on 5/10. 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 5/275:10 pm
YWG
- IAD
1 stop16h 36m
Multiple Airlines
Deal found 5/10![Multiple Airlines logo]()
$204
This Kiwi.com deal was found by Cheapflights users on 5/10. 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 5/298:10 pm
YWG
- IAD
1 stop13h 36m
Multiple Airlines
Deal found 5/10![Multiple Airlines logo]()
$205
This Kiwi.com deal was found by Cheapflights users on 5/6. 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
- BWI
2 stops24h 52m
Multiple Airlines
Deal found 5/6![Multiple Airlines logo]()
$206
This Kiwi.com deal was found by Cheapflights users on 5/10. 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 5/294:15 pm
YWG
- IAD
2 stops17h 31m
Porter Airlines
Deal found 5/10![Porter Airlines logo]()
$216
This Kiwi.com deal was found by Cheapflights users on 5/5. 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 9/164:55 pm
YWG
- BWI
3 stops22h 17m
Multiple Airlines
Deal found 5/5![Multiple Airlines logo]()
$225
This Kiwi.com deal was found by Cheapflights users on 5/10. 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.
Sat 5/239:20 am
YWG
- IAD
1 stop24h 26m
Porter Airlines
Deal found 5/10![Porter Airlines logo]()
$228
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 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $320 (oojo) |
One-way from | $150 (oojo) |
Popular in | May |
Cheapest in | October |
Average price | $510 |
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 10, 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
WinnipegWashington, D.C.
YWG - IAD
YWGIAD
Winnipeg
Wed 8/12
5:42 pm-11:21 pm
1 stop4h 39m
Washington, D.C. Dulles Intl
Mon 8/17
7:00 pm-11:10 am
1 stop17h 10m
$503
WinnipegPhiladelphia
YWG - PHL
YWGPHL
Winnipeg
Mon 9/14
12:40 pm-11:40 pm
1 stop10h 00m
Philadelphia
Wed 9/16
3:10 pm-11:27 pm
1 stop9h 17m
$510
WinnipegPhiladelphia
YWG - PHL
YWGPHL
Winnipeg
Sat 7/4
7:00 am-6:07 pm
2 stops10h 07m
Philadelphia
Tue 7/7
12:36 pm-12:55 am
2 stops13h 19m
$512
WinnipegWashington, D.C.
YWG - IAD
YWGIAD
Winnipeg
Thu 8/20
2:55 pm-6:10 pm
1 stop26h 15m
Washington, D.C. Dulles Intl
Mon 8/24
7:00 pm-7:15 pm
3 stops25h 15m
$513
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
$522
WinnipegPhiladelphia
YWG - PHL
YWGPHL
Winnipeg
Sat 8/1
7:00 am-11:21 pm
2 stops15h 21m
Philadelphia
Sat 8/8
5:45 am-10:10 pm
2 stops17h 25m
$526
WinnipegPhiladelphia
YWG - PHL
YWGPHL
Winnipeg
Mon 6/29
7:00 am-11:17 pm
2 stops15h 17m
Philadelphia
Sat 7/4
5:40 am-11:38 am
1 stop6h 58m
$529
Quickest round-trip
WinnipegPhiladelphia
YWG - PHL
YWGPHL
Winnipeg
Sun 5/31
5:41 pm-11:12 pm
1 stop4h 31m
Philadelphia
Sun 6/7
5:40 am-11:56 am
1 stop7h 16m
$542
WinnipegWashington, D.C.
YWG - IAD
YWGIAD
Winnipeg
Wed 7/15
5:41 pm-11:20 pm
1 stop4h 39m
Washington, D.C. Dulles Intl
Sun 8/9
10:16 am-11:40 pm
2 stops14h 24m
$542
WinnipegPhiladelphia
YWG - PHL
YWGPHL
Winnipeg
Sat 7/4
8:15 am-3:41 pm
1 stop6h 26m
Philadelphia
Tue 7/7
4:20 pm-11:20 pm
1 stop8h 00m
$548
Showing 1-10 of 58 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-IAD
YWG-DCA
YWG-PHL
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-IAD
YWG-DCA
YWG-PHL
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 10, 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.
Food
7.2
Overall
7.9
Comfort
7.8
Entertainment
7.8
Crew
8.5
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Food
7.2
Overall
7.9
Comfort
7.8
Entertainment
7.8
Crew
8.5
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
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 10, 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 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$575 | Average$587 | FlexibilityNo cancel fee | On-timeN/A |