$190+ 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 12/13. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — BWI
Sep 29 — Oct 61
Round-trip
1 adult, Economy
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Find cheap flights from Winnipeg to Maryland with Cheapflights
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Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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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 August 30, 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 August 30, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/27. 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 11/113:45 pm -
2 stops17h 53m
Sun 11/156:25 pm -
1 stop15h 50m
Deal found 8/27![Multiple Airlines logo]()
$326
This Kiwi.com deal was found by Cheapflights users on 8/27. 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 12/23:45 pm -
2 stops17h 53m
Sun 12/136:25 pm -
1 stop17h 40m
Deal found 8/27![Multiple Airlines logo]()
$345
This Mytrip deal was found by Cheapflights users on 8/25. 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 9/246:15 am -
1 stop7h 55m
Mon 9/283:50 pm -
1 stop10h 05m
Deal found 8/25![Multiple Airlines logo]()
$379
This Air Canada deal was found by Cheapflights users on 8/27. 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 12/23:05 pm -
1 stop6h 33m
Sun 12/136:55 pm -
1 stop5h 49m
Deal found 8/27![Air Canada logo]()
$458
This Kiwi.com deal was found by Cheapflights users on 8/28. 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 10/125:00 pm -
1 stop13h 18m
Mon 10/198:30 am -
2 stops33h 55m
Deal found 8/28![Multiple Airlines logo]()
$461
This Mytrip deal was found by Cheapflights users on 8/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/175:10 pm -
2 stops17h 59m
Mon 10/266:55 pm -
1 stop15h 20m
Deal found 8/29![Multiple Airlines logo]()
$474
This Air Canada deal was found by Cheapflights users on 8/27. 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 11/135:15 am -
2 stops9h 09m
Thu 11/196:59 am -
1 stop7h 50m
Deal found 8/27![Air Canada logo]()
$507
This Kiwi.com deal was found by Cheapflights users on 8/26. 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 10/119:05 pm -
2 stops33h 16m
Sun 10/188:44 pm -
1 stop28h 51m
Deal found 8/26![Multiple Airlines logo]()
$507
This Air Canada deal was found by Cheapflights users on 8/26. 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 11/205:15 am -
1 stop12h 03m
Mon 11/308:45 pm -
1 stop18h 24m
Deal found 8/26![Air Canada logo]()
$508
This Air Canada deal was found by Cheapflights users on 8/26. 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 11/206:55 pm -
1 stop19h 50m
Mon 11/305:15 pm -
1 stop17h 54m
Deal found 8/26![Air Canada logo]()
$508
This FlightHub deal was found by Cheapflights users on 8/25. 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 11/247:00 am -
1 stop6h 25m
Sat 11/282:40 pm -
1 stop8h 17m
Deal found 8/25![Porter Airlines logo]()
$524
This Air Canada deal was found by Cheapflights users on 8/28. 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 9/123:20 pm -
1 stop6h 14m
Sat 9/196:55 pm -
1 stop5h 22m
Deal found 8/28![Air Canada logo]()
$527
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 August 30, 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 August 30, 2026.
This Mytrip deal was found by Cheapflights users on 8/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/175:10 pm -
1 stop14h 45m
Mon 10/268:45 pm -
1 stop13h 30m
Deal found 8/29![Multiple Airlines logo]()
$479
This Air Canada deal was found by Cheapflights users on 8/26. 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 11/205:15 am -
1 stop12h 03m
Mon 11/308:45 pm -
1 stop18h 24m
Deal found 8/26![Air Canada logo]()
$508
This Delta deal was found by Cheapflights users on 8/26. 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 10/106:40 am -
2 stops15h 36m
Sat 10/177:23 am -
1 stop5h 25m
Deal found 8/26![Delta logo]()
$521
This United Airlines deal was found by Cheapflights users on 8/26. 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 9/222:00 pm -
2 stops18h 43m
Wed 9/231:30 pm -
1 stop10h 03m
Deal found 8/26![United Airlines logo]()
$529
This Justfly.com deal was found by Cheapflights users on 8/30. 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.
Fri 11/139:35 am -
2 stops30h 49m
Thu 11/197:01 am -
2 stops13h 49m
Deal found 8/30![WestJet logo]()
$586
This Porter Airlines deal was found by Cheapflights users on 8/26. 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/1311:40 am -
2 stops21h 58m
Thu 1/2111:20 am -
2 stops31h 50m
Deal found 8/26![Porter Airlines logo]()
$634
This United Airlines deal was found by Cheapflights users on 8/26. 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.
Sun 10/117:00 am -
2 stops15h 30m
Sat 10/179:34 am -
1 stop13h 59m
Deal found 8/26![United Airlines logo]()
$529
This United deal was found by Cheapflights users on 8/26. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/248:40 am -
1 stop13h 19m
Sat 1/29:15 am -
1 stop5h 34m
Deal found 8/26![Multiple Airlines logo]()
$574
This Delta deal was found by Cheapflights users on 8/28. 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.
Fri 10/305:40 pm -
2 stops15h 36m
Thu 11/56:10 am -
2 stops14h 43m
Deal found 8/28![Delta logo]()
$575
This United Airlines deal was found by Cheapflights users on 8/26. 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 10/312:15 pm -
1 stop7h 42m
Sun 11/86:15 am -
1 stop7h 08m
Deal found 8/26![United Airlines logo]()
$529
This Air Canada deal was found by Cheapflights users on 8/27. 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 11/1112:45 pm -
1 stop8h 53m
Sun 11/1512:55 pm -
1 stop6h 30m
Deal found 8/27![Air Canada logo]()
$585
This FlightHub deal was found by Cheapflights users on 8/30. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/123:58 pm -
1 stop6h 25m
Sat 9/192:22 pm -
1 stop10h 08m
Deal found 8/30![WestJet logo]()
$618
This Air Canada deal was found by Cheapflights users on 8/27. 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 9/121:30 pm -
1 stop6h 44m
Sat 9/199:55 am -
1 stop7h 32m
Deal found 8/27![Air Canada logo]()
$589
This Delta deal was found by Cheapflights users on 8/30. 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.
Sat 10/105:40 pm -
1 stop5h 10m
Wed 10/146:10 am -
2 stops6h 38m
Deal found 8/30![Delta logo]()
$601
This Justfly.com deal was found by Cheapflights users on 8/25. 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 9/245:44 pm -
1 stop5h 15m
Mon 9/286:05 am -
1 stop6h 46m
Deal found 8/25![WestJet logo]()
$621
This United Airlines deal was found by Cheapflights users on 8/26. 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.
Sun 9/277:00 am -
1 stop14h 52m
Mon 9/288:25 am -
2 stops15h 08m
Deal found 8/26![United Airlines logo]()
$592
This Delta deal was found by Cheapflights users on 8/26. 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 1/1312:30 pm -
2 stops10h 50m
Thu 1/217:30 am -
1 stop5h 20m
Deal found 8/26![Delta logo]()
$604
This Justfly.com deal was found by Cheapflights users on 8/29. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/126:15 am -
2 stops10h 14m
Sat 9/193:00 pm -
1 stop9h 30m
Deal found 8/29![WestJet logo]()
$627
This United Airlines deal was found by Cheapflights users on 8/26. 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.
Sun 9/277:00 am -
1 stop14h 52m
Mon 9/2810:30 am -
2 stops13h 03m
Deal found 8/26![United Airlines logo]()
$618
This oojo deal was found by Cheapflights users on 8/29. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/65:40 pm -
1 stop5h 04m
Mon 10/126:05 am -
2 stops16h 35m
Deal found 8/29![WestJet logo]()
$637
This Justfly.com deal was found by Cheapflights users on 8/28. 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 10/186:40 am -
1 stop14h 24m
Sun 10/256:05 am -
1 stop6h 43m
Deal found 8/28![WestJet logo]()
$643
This United Airlines deal was found by Cheapflights users on 8/30. 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.
Mon 10/198:45 am -
2 stops24h 45m
Fri 10/239:09 am -
1 stop14h 24m
Deal found 8/30![United Airlines logo]()
$673
This Justfly.com deal was found by Cheapflights users on 8/29. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/205:00 am -
2 stops10h 26m
Mon 11/306:58 pm -
1 stop5h 31m
Deal found 8/29![WestJet logo]()
$655
This United Airlines deal was found by Cheapflights users on 8/27. 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 12/22:15 pm -
1 stop6h 27m
Sun 12/136:15 am -
1 stop6h 24m
Deal found 8/27![United Airlines logo]()
$675
This oojo deal was found by Cheapflights users on 8/30. 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.
Tue 10/66:15 am -
2 stops9h 36m
Mon 10/127:21 pm -
1 stop22h 29m
Deal found 8/30![WestJet logo]()
$670
This United Airlines deal was found by Cheapflights users on 8/28. 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 10/137:00 am -
1 stop14h 59m
Tue 10/209:09 am -
1 stop14h 24m
Deal found 8/28![United Airlines logo]()
$675
This United Airlines deal was found by Cheapflights users on 8/26. 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 10/97:00 am -
1 stop10h 13m
Mon 10/195:29 pm -
1 stop6h 04m
Deal found 8/26![United Airlines logo]()
$676
Last-minute flights from Winnipeg to MarylandDiscover last-minute flight deals from Winnipeg to Maryland. Data last updated August 30, 2026 and is based on user searches.
Discover last-minute flight deals from Winnipeg to Maryland. Data last updated August 30, 2026 and is based on user searches.
This oojo deal was found by Cheapflights users on 8/25. 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 9/27:00 am -
2 stops14h 16m
Tue 9/85:45 am -
1 stop7h 06m
Deal found 8/25![WestJet logo]()
$608
This Delta deal was found by Cheapflights users on 8/27. 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 9/95:44 pm -
2 stops17h 01m
Tue 9/295:40 pm -
2 stops19h 11m
Deal found 8/27![Delta logo]()
$563
This Air Canada deal was found by Cheapflights users on 8/28. 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 9/123:20 pm -
1 stop6h 14m
Sat 9/196:55 pm -
1 stop5h 22m
Deal found 8/28![Air Canada logo]()
$527
This Air Canada deal was found by Cheapflights users on 8/26. 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 9/121:30 pm -
1 stop6h 44m
Sat 9/199:55 am -
1 stop7h 32m
Deal found 8/26![Air Canada logo]()
$588
This Air Canada deal was found by Cheapflights users on 8/25. 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 9/155:00 am -
2 stops10h 35m
Wed 9/169:55 am -
1 stop7h 32m
Deal found 8/25![Air Canada logo]()
$550
This Air Canada deal was found by Cheapflights users on 8/25. 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 9/153:20 pm -
1 stop6h 14m
Wed 9/168:40 pm -
1 stop14h 17m
Deal found 8/25![Air Canada logo]()
$586
This United Airlines deal was found by Cheapflights users on 8/26. 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 9/222:00 pm -
2 stops18h 43m
Wed 9/231:30 pm -
1 stop10h 03m
Deal found 8/26![United Airlines logo]()
$529
This WestJet deal was found by Cheapflights users on 8/25. 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 9/2210:45 am -
2 stops11h 27m
Wed 9/235:20 am -
2 stops12h 55m
Deal found 8/25![WestJet logo]()
$605
This Mytrip deal was found by Cheapflights users on 8/25. 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 9/246:15 am -
1 stop7h 55m
Mon 9/283:50 pm -
1 stop10h 05m
Deal found 8/25![Multiple Airlines logo]()
$379
This United Airlines deal was found by Cheapflights users on 8/26. 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.
Sun 9/277:00 am -
1 stop14h 52m
Mon 9/288:25 am -
2 stops15h 08m
Deal found 8/26![United Airlines logo]()
$592
This Air Canada deal was found by Cheapflights users on 8/26. 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.
Sun 9/2712:20 pm -
1 stop6h 39m
Mon 9/286:55 pm -
1 stop5h 32m
Deal found 8/26![Air Canada logo]()
$606
This United Airlines deal was found by Cheapflights users on 8/26. 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.
Sun 9/277:00 am -
1 stop14h 52m
Mon 9/2810:30 am -
2 stops13h 03m
Deal found 8/26![United Airlines logo]()
$618
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 August 30, 2026.
Search for one-way flight options from Winnipeg to Maryland. Find affordable one-way fares based on user searches. Data last updated August 30, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/137:35 am -
2 stops33h 08m
Deal found 8/29![Multiple Airlines logo]()
$190
This Kiwi.com deal was found by Cheapflights users on 8/25. 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 9/154:55 pm -
3 stops24h 19m
Deal found 8/25![Multiple Airlines logo]()
$198
This Kiwi.com deal was found by Cheapflights users on 8/28. 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 10/19:05 pm -
2 stops35h 20m
Deal found 8/28![Multiple Airlines logo]()
$203
This Kiwi.com deal was found by Cheapflights users on 8/28. 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 10/29:05 pm -
2 stops19h 13m
Deal found 8/28![Multiple Airlines logo]()
$203
This Kiwi.com deal was found by Cheapflights users on 8/30. 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 10/1811:40 am -
2 stops22h 05m
Deal found 8/30![Multiple Airlines logo]()
$213
This Kiwi.com deal was found by Cheapflights users on 8/28. 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 10/19:05 pm -
2 stops26h 05m
Deal found 8/28![Multiple Airlines logo]()
$217
This Kiwi.com deal was found by Cheapflights users on 8/28. 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 9/206:15 am -
3 stops58h 59m
Deal found 8/28![Multiple Airlines logo]()
$228
This Kiwi.com deal was found by Cheapflights users on 8/30. 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 10/49:05 pm -
2 stops35h 20m
Deal found 8/30![Multiple Airlines logo]()
$229
This Kiwi.com deal was found by Cheapflights users on 8/30. 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 10/189:05 pm -
2 stops35h 22m
Deal found 8/30![Multiple Airlines logo]()
$232
This Kiwi.com deal was found by Cheapflights users on 8/26. 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 10/1111:15 am -
2 stops22h 30m
Deal found 8/26![Porter Airlines logo]()
$242
This Kiwi.com deal was found by Cheapflights users on 8/26. 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 10/119:05 pm -
3 stops36h 12m
Deal found 8/26![Multiple Airlines logo]()
$245
This Kiwi.com deal was found by Cheapflights users on 8/28. 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 10/19:05 pm -
3 stops38h 06m
Deal found 8/28![Multiple Airlines logo]()
$246
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 August 30, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $326 (Kiwi.com) |
One-way from | $190 (Kiwi.com) |
Popular in | June |
Cheapest in | October |
Average price | $608 |
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 7,457,451 searches. Data last updated August 30, 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 Winnipeg - DCA Washington, D.C. Reagan-National
YWGDCA
Winnipeg
Sat 10/17
5:10 pm-8:55 am
1 stop14h 45m
Washington, D.C. Reagan-National
Mon 10/26
8:45 pm-9:15 am
1 stop13h 30m
$479
WinnipegWashington, D.C.
YWG Winnipeg - DCA Washington, D.C. Reagan-National
YWGDCA
Winnipeg
Fri 11/20
5:15 am-6:18 pm
1 stop12h 03m
Washington, D.C. Reagan-National
Mon 11/30
8:45 pm-2:09 pm
1 stop18h 24m
$508
WinnipegWashington, D.C.
YWG Winnipeg - IAD Washington, D.C. Dulles Intl
YWGIAD
Winnipeg
Sat 10/10
6:40 am-11:16 pm
2 stops15h 36m
Washington, D.C. Dulles Intl
Sat 10/17
7:23 am-11:48 am
1 stop5h 25m
$521
WinnipegPhiladelphia
YWG Winnipeg - PHL Philadelphia
YWGPHL
Winnipeg
Tue 9/22
2:00 pm-9:43 am
2 stops18h 43m
Philadelphia
Wed 9/23
1:30 pm-10:33 pm
1 stop10h 03m
$529
WinnipegPhiladelphia
YWG Winnipeg - PHL Philadelphia
YWGPHL
Winnipeg
Sun 10/11
7:00 am-11:30 pm
2 stops15h 30m
Philadelphia
Sat 10/17
9:34 am-10:33 pm
1 stop13h 59m
$529
WinnipegPhiladelphia
YWG Winnipeg - PHL Philadelphia
YWGPHL
Winnipeg
Sat 10/31
2:15 pm-10:57 pm
1 stop7h 42m
Philadelphia
Sun 11/8
6:15 am-12:23 pm
1 stop7h 08m
$529
WinnipegPhiladelphia
YWG Winnipeg - PHL Philadelphia
YWGPHL
Winnipeg
Thu 12/24
8:40 am-10:59 pm
1 stop13h 19m
Philadelphia
Sat 1/2
9:15 am-1:49 pm
1 stop5h 34m
$574
WinnipegPhiladelphia
YWG Winnipeg - PHL Philadelphia
YWGPHL
Winnipeg
Fri 10/30
5:40 pm-10:16 am
2 stops15h 36m
Philadelphia
Thu 11/5
6:10 am-7:53 pm
2 stops14h 43m
$575
WinnipegWashington, D.C.
YWG Winnipeg - DCA Washington, D.C. Reagan-National
YWGDCA
Winnipeg
Wed 11/11
12:45 pm-10:38 pm
1 stop8h 53m
Washington, D.C. Reagan-National
Sun 11/15
12:55 pm-6:25 pm
1 stop6h 30m
$585
WinnipegBaltimore
YWG Winnipeg - BWI Baltimore/Washington
YWGBWI
Winnipeg
Fri 11/13
9:35 am-5:24 pm
2 stops30h 49m
Baltimore/Washington
Thu 11/19
7:01 am-7:50 pm
2 stops13h 49m
$586
Showing 1-10 of 57 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?
Airfare is below average for this route at the moment.
Winnipeg to Maryland flights typically cost between $668 and $672 in September.The cheapest round-trip price found within the last 5 days was $563 on Delta (Sep 9-Sep 29).
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 August 30, 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
Entertainment
7.8
Boarding
8.1
Crew
8.5
Comfort
7.8
Overall
7.8
Reviews
1 / 20
8.0
ExcellentJorge,Aug 2026
TPA - ATL
Food
7.2
Entertainment
7.8
Boarding
8.1
Crew
8.5
Comfort
7.8
Overall
7.8
Reviews
1 / 20
8.0
ExcellentJorge,Aug 2026
TPA - ATL
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 August 30, 2026.
Popular flight searches
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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 7,457,451 searches. Data last updated August 30, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$575 | Average$587 | FlexibilityNo cancel fee | On-timeN/A |