$176+ 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 10/19. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — BWI
Sep 18 — Sep 251
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 19, 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 19, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/14. 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 8/279:05 pm -
1 stop20h 05m
Tue 9/13:50 pm -
1 stop17h 50m
Deal found 8/14![Multiple Airlines logo]()
$388
This Kiwi.com deal was found by Cheapflights users on 8/17. 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 9/48:45 pm -
1 stop13h 35m
Mon 9/77:00 pm -
1 stop20h 05m
Deal found 8/17![Multiple Airlines logo]()
$394
This Mytrip deal was found by Cheapflights users on 8/16. 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 9/106:15 am -
1 stop7h 55m
Sun 9/133:50 pm -
1 stop10h 05m
Deal found 8/16![Multiple Airlines logo]()
$409
This Kiwi.com deal was found by Cheapflights users on 8/14. 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 8/279:05 pm -
1 stop20h 05m
Sun 8/303:50 pm -
2 stops27h 08m
Deal found 8/14![Multiple Airlines logo]()
$463
This Kiwi.com deal was found by Cheapflights users on 8/15. 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 9/33:58 pm -
1 stop6h 58m
Thu 9/108:41 am -
2 stops14h 29m
Deal found 8/15![Multiple Airlines logo]()
$487
This Kiwi.com deal was found by Cheapflights users on 8/15. 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 10/105:40 pm -
1 stop5h 10m
Wed 10/148:30 am -
2 stops14h 40m
Deal found 8/15![Multiple Airlines logo]()
$490
This Mytrip deal was found by Cheapflights users on 8/16. 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.
Sun 9/1311:40 am -
2 stops22h 05m
Sun 9/2011:25 am -
2 stops7h 33m
Deal found 8/16![Porter Airlines logo]()
$490
This Kiwi.com deal was found by Cheapflights users on 8/15. 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 9/293:58 pm -
1 stop6h 58m
Tue 10/68:41 am -
2 stops14h 29m
Deal found 8/15![Multiple Airlines logo]()
$493
This Justfly.com deal was found by Cheapflights users on 8/14. 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 9/243:58 pm -
1 stop6h 58m
Thu 10/15:45 am -
1 stop7h 06m
Deal found 8/14![WestJet logo]()
$499
This Kiwi.com deal was found by Cheapflights users on 8/15. 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 9/207:00 am -
2 stops15h 56m
Sat 9/265:45 am -
1 stop7h 06m
Deal found 8/15![WestJet logo]()
$502
This Justfly.com deal was found by Cheapflights users on 8/15. 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 10/106:40 am -
1 stop16h 10m
Wed 10/147:16 pm -
1 stop17h 32m
Deal found 8/15![WestJet logo]()
$506
This American Airlines deal was found by Cheapflights users on 8/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/287:00 am -
1 stop8h 09m
Sat 10/312:59 pm -
1 stop7h 58m
Deal found 8/16![American Airlines logo]()
$509
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 19, 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 19, 2026.
This Mytrip deal was found by Cheapflights users on 8/16. 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 9/106:15 am -
1 stop7h 55m
Sun 9/133:50 pm -
1 stop10h 05m
Deal found 8/16![Multiple Airlines logo]()
$409
This FlightHub deal was found by Cheapflights users on 8/15. 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 10/97:00 am -
2 stops15h 50m
Tue 10/135:20 am -
2 stops13h 05m
Deal found 8/15![WestJet logo]()
$506
This Delta deal was found by Cheapflights users on 8/18. 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 9/86:40 am -
2 stops15h 00m
Mon 9/148:50 pm -
2 stops16h 01m
Deal found 8/18![Delta logo]()
$531
This Air Canada deal was found by Cheapflights users on 8/18. 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 stop5h 22m
Deal found 8/18![Air Canada logo]()
$542
This Justfly.com deal was found by Cheapflights users on 8/17. 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 10/224:15 pm -
2 stops17h 30m
Mon 10/2611:20 am -
2 stops31h 50m
Deal found 8/17![Porter Airlines logo]()
$581
This United Airlines deal was found by Cheapflights users on 8/14. 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 11/138:40 am -
1 stop13h 28m
Thu 11/196:10 am -
1 stop7h 13m
Deal found 8/14![United Airlines logo]()
$672
This Kiwi.com deal was found by Cheapflights users on 8/15. 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 9/33:58 pm -
1 stop6h 58m
Thu 9/108:41 am -
2 stops14h 29m
Deal found 8/15![Multiple Airlines logo]()
$487
This oojo deal was found by Cheapflights users on 8/15. 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 9/207:00 am -
2 stops15h 56m
Sat 9/266:59 pm -
2 stops28h 11m
Deal found 8/15![WestJet logo]()
$518
This Kiwi.com deal was found by Cheapflights users on 8/14. 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 11/2110:00 am -
1 stop23h 38m
Sun 11/296:25 pm -
1 stop15h 50m
Deal found 8/14![Multiple Airlines logo]()
$495
This Air Canada deal was found by Cheapflights users on 8/16. 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 10/53:20 pm -
1 stop6h 14m
Tue 10/612:40 pm -
2 stops11h 27m
Deal found 8/16![Air Canada logo]()
$572
This oojo deal was found by Cheapflights users on 8/17. 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 9/47:00 am -
2 stops15h 56m
Sat 9/126:59 pm -
1 stop17h 52m
Deal found 8/17![WestJet logo]()
$521
This Delta deal was found by Cheapflights users on 8/15. 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 9/1212:41 pm -
1 stop7h 49m
Sat 9/196:10 am -
2 stops11h 44m
Deal found 8/15![Delta logo]()
$586
This oojo deal was found by Cheapflights users on 8/14. 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 11/217:00 am -
1 stop6h 25m
Sun 11/292:40 pm -
1 stop8h 17m
Deal found 8/14![Porter Airlines logo]()
$590
This FlightHub deal was found by Cheapflights users on 8/19. 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 9/116:40 am -
1 stop16h 16m
Mon 9/146:59 pm -
1 stop17h 52m
Deal found 8/19![WestJet logo]()
$521
This Kiwi.com deal was found by Cheapflights users on 8/19. 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 9/115:44 pm -
1 stop5h 12m
Mon 9/148:41 am -
2 stops14h 29m
Deal found 8/19![Multiple Airlines logo]()
$529
This Air Canada deal was found by Cheapflights users on 8/18. 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 9/92:05 pm -
1 stop7h 29m
Mon 9/1412:55 pm -
2 stops11h 22m
Deal found 8/18![Air Canada logo]()
$591
This United Airlines deal was found by Cheapflights users on 8/15. 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 10/98:45 am -
1 stop13h 59m
Tue 10/138:37 am -
1 stop13h 20m
Deal found 8/15![United Airlines logo]()
$674
This oojo deal was found by Cheapflights users on 8/18. 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 9/207:00 am -
2 stops15h 56m
Mon 9/285:45 am -
2 stops16h 55m
Deal found 8/18![WestJet logo]()
$524
This United Airlines deal was found by Cheapflights users on 8/18. 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 10/57:00 am -
1 stop14h 59m
Tue 10/69:09 am -
1 stop14h 24m
Deal found 8/18![United Airlines logo]()
$674
This Trip.com deal was found by Cheapflights users on 8/17. 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 10/110:45 am -
1 stop7h 30m
Thu 10/810:13 am -
2 stops12h 57m
Deal found 8/17![Multiple Airlines logo]()
$606
This United Airlines deal was found by Cheapflights users on 8/17. 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 10/17:00 am -
1 stop9h 43m
Thu 10/86:25 am -
1 stop7h 12m
Deal found 8/17![United Airlines logo]()
$675
This WestJet deal was found by Cheapflights users on 8/18. 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.
Sat 10/1710:45 am -
2 stops11h 23m
Tue 10/206:10 am -
2 stops9h 15m
Deal found 8/18![WestJet logo]()
$564
This Mytrip deal was found by Cheapflights users on 8/17. 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 10/19:05 pm -
3 stops17h 05m
Thu 10/83:50 pm -
3 stops23h 15m
Deal found 8/17![Multiple Airlines logo]()
$631
This FlightHub deal was found by Cheapflights users on 8/18. 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 stop7h 01m
Sat 9/196:05 am -
2 stops12h 20m
Deal found 8/18![WestJet logo]()
$605
This FlightHub deal was found by Cheapflights users on 8/18. 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 9/126:15 am -
2 stops9h 15m
Sat 9/196:10 am -
1 stop6h 41m
Deal found 8/18![WestJet logo]()
$613
This oojo deal was found by Cheapflights users on 8/14. 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 9/179:05 pm -
2 stops18h 12m
Sun 9/206:10 am -
2 stops17h 00m
Deal found 8/14![WestJet logo]()
$636
This oojo deal was found by Cheapflights users on 8/16. 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 10/97:00 am -
2 stops15h 16m
Fri 10/166:13 am -
2 stops33h 27m
Deal found 8/16![WestJet logo]()
$645
Last-minute flights from Winnipeg to MarylandDiscover last-minute flight deals from Winnipeg to Maryland. Data last updated August 19, 2026 and is based on user searches.
Discover last-minute flight deals from Winnipeg to Maryland. Data last updated August 19, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 8/14. 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 8/279:05 pm -
1 stop20h 05m
Tue 9/13:50 pm -
1 stop17h 50m
Deal found 8/14![Multiple Airlines logo]()
$388
This Kiwi.com deal was found by Cheapflights users on 8/14. 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 8/279:05 pm -
1 stop20h 05m
Sun 8/303:50 pm -
2 stops27h 08m
Deal found 8/14![Multiple Airlines logo]()
$463
This Kiwi.com deal was found by Cheapflights users on 8/15. 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 9/33:58 pm -
1 stop6h 58m
Thu 9/108:41 am -
2 stops14h 29m
Deal found 8/15![Multiple Airlines logo]()
$487
This oojo deal was found by Cheapflights users on 8/15. 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 9/36:00 am -
2 stops16h 56m
Thu 9/106:15 am -
2 stops19h 40m
Deal found 8/15![WestJet logo]()
$519
This Kiwi.com deal was found by Cheapflights users on 8/17. 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 9/48:45 pm -
1 stop13h 35m
Mon 9/77:00 pm -
1 stop20h 05m
Deal found 8/17![Multiple Airlines logo]()
$394
This oojo deal was found by Cheapflights users on 8/17. 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 9/47:10 pm -
2 stops21h 29m
Sat 9/129:35 am -
2 stops16h 20m
Deal found 8/17![WestJet logo]()
$518
This Mytrip deal was found by Cheapflights users on 8/16. 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 9/106:15 am -
1 stop7h 55m
Sun 9/133:50 pm -
1 stop10h 05m
Deal found 8/16![Multiple Airlines logo]()
$409
This Air Canada deal was found by Cheapflights users on 8/18. 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 9/1911:00 am -
1 stop6h 27m
Deal found 8/18![Air Canada logo]()
$517
This Mytrip deal was found by Cheapflights users on 8/16. 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.
Sun 9/1311:40 am -
2 stops22h 05m
Sun 9/2011:25 am -
2 stops7h 33m
Deal found 8/16![Porter Airlines logo]()
$490
This Kiwi.com deal was found by Cheapflights users on 8/15. 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 9/207:00 am -
2 stops15h 56m
Sat 9/265:45 am -
1 stop7h 06m
Deal found 8/15![WestJet logo]()
$502
This Justfly.com deal was found by Cheapflights users on 8/14. 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 9/243:58 pm -
1 stop6h 58m
Thu 10/15:45 am -
1 stop7h 06m
Deal found 8/14![WestJet logo]()
$499
This Kiwi.com deal was found by Cheapflights users on 8/15. 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 9/293:58 pm -
1 stop6h 58m
Tue 10/68:41 am -
2 stops14h 29m
Deal found 8/15![Multiple Airlines logo]()
$493
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 19, 2026.
Search for one-way flight options from Winnipeg to Maryland. Find affordable one-way fares based on user searches. Data last updated August 19, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/14. 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 10/197:45 am -
2 stops35h 26m
Deal found 8/14![Multiple Airlines logo]()
$176
This Kiwi.com deal was found by Cheapflights users on 8/17. 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 9/307:00 am -
2 stops30h 07m
Deal found 8/17![Multiple Airlines logo]()
$191
This Kiwi.com deal was found by Cheapflights users on 8/17. 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 9/3011:40 am -
2 stops26h 30m
Deal found 8/17![Porter Airlines logo]()
$192
This Kiwi.com deal was found by Cheapflights users on 8/14. 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 10/197:45 am -
2 stops28h 16m
Deal found 8/14![Multiple Airlines logo]()
$205
This Kiwi.com deal was found by Cheapflights users on 8/17. 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 stops18h 41m
Deal found 8/17![Multiple Airlines logo]()
$209
This Trip.com deal was found by Cheapflights users on 8/16. 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.
Mon 9/711:15 am -
2 stops22h 30m
Deal found 8/16![Porter Airlines logo]()
$210
This Kiwi.com deal was found by Cheapflights users on 8/17. 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 9/156:00 am -
3 stops35h 14m
Deal found 8/17![Multiple Airlines logo]()
$217
This Kiwi.com deal was found by Cheapflights users on 8/17. 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 stops33h 11m
Deal found 8/17![Multiple Airlines logo]()
$220
This Kiwi.com deal was found by Cheapflights users on 8/14. 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 10/197:10 pm -
2 stops22h 05m
Deal found 8/14![Multiple Airlines logo]()
$222
This Kiwi.com deal was found by Cheapflights users on 8/16. 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 9/79:05 pm -
2 stops35h 20m
Deal found 8/16![Multiple Airlines logo]()
$225
This Kiwi.com deal was found by Cheapflights users on 8/17. 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 9/307:00 am -
3 stops22h 20m
Deal found 8/17![Multiple Airlines logo]()
$230
This Kiwi.com deal was found by Cheapflights users on 8/15. 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 9/266:00 am -
3 stops24h 16m
Deal found 8/15![Multiple Airlines logo]()
$233
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 19, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $394 (Kiwi.com) |
One-way from | $176 (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 2,558,603 searches. Data last updated August 19, 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 - IAD Washington, D.C. Dulles Intl
YWGIAD
Winnipeg
Thu 9/10
6:15 am-3:10 pm
1 stop7h 55m
Washington, D.C. Dulles Intl
Sun 9/13
3:50 pm-12:55 am
1 stop10h 05m
$409
WinnipegPhiladelphia
YWG Winnipeg - PHL Philadelphia
YWGPHL
Winnipeg
Thu 9/3
3:58 pm-11:56 pm
1 stop6h 58m
Philadelphia
Thu 9/10
8:41 am-10:10 pm
2 stops14h 29m
$487
WinnipegWashington, D.C.
YWG Winnipeg - IAD Washington, D.C. Dulles Intl
YWGIAD
Winnipeg
Sat 11/21
10:00 am-10:38 am
1 stop23h 38m
Washington, D.C. Dulles Intl
Sun 11/29
6:25 pm-9:15 am
1 stop15h 50m
$495
WinnipegPhiladelphia
YWG Winnipeg - PHL Philadelphia
YWGPHL
Winnipeg
Fri 10/9
7:00 am-11:50 pm
2 stops15h 50m
Philadelphia
Tue 10/13
5:20 am-5:25 pm
2 stops13h 05m
$506
WinnipegPhiladelphia
YWG Winnipeg - PHL Philadelphia
YWGPHL
Winnipeg
Sun 9/20
7:00 am-11:56 pm
2 stops15h 56m
Philadelphia
Sat 9/26
6:59 pm-10:10 pm
2 stops28h 11m
$518
WinnipegPhiladelphia
YWG Winnipeg - PHL Philadelphia
YWGPHL
Winnipeg
Fri 9/4
7:00 am-11:56 pm
2 stops15h 56m
Philadelphia
Sat 9/12
6:59 pm-11:51 am
1 stop17h 52m
$521
WinnipegPhiladelphia
YWG Winnipeg - PHL Philadelphia
YWGPHL
Winnipeg
Fri 9/11
6:40 am-11:56 pm
1 stop16h 16m
Philadelphia
Mon 9/14
6:59 pm-11:51 am
1 stop17h 52m
$521
WinnipegPhiladelphia
YWG Winnipeg - PHL Philadelphia
YWGPHL
Winnipeg
Sun 9/20
7:00 am-11:56 pm
2 stops15h 56m
Philadelphia
Mon 9/28
5:45 am-9:40 pm
2 stops16h 55m
$524
WinnipegPhiladelphia
YWG Winnipeg - PHL Philadelphia
YWGPHL
Winnipeg
Fri 9/11
5:44 pm-11:56 pm
1 stop5h 12m
Philadelphia
Mon 9/14
8:41 am-10:10 pm
2 stops14h 29m
$529
WinnipegWashington, D.C.
YWG Winnipeg - DCA Washington, D.C. Reagan-National
YWGDCA
Winnipeg
Tue 9/8
6:40 am-10:40 pm
2 stops15h 00m
Washington, D.C. Reagan-National
Mon 9/14
8:50 pm-11:51 am
2 stops16h 01m
$531
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-PHL
YWG-DCA
YWG-BWI
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Winnipeg to Maryland
YWG-USMD
YWG-IAD
YWG-PHL
YWG-DCA
YWG-BWI
No data available for this route at this time. Please check back soon.
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 19, 2026.
Peruse reviews from past customers who have flown with Delta from Winnipeg to Maryland to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Food
7.2
Overall
7.8
Crew
8.5
Entertainment
7.8
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentSalvador,Aug 2026
PHL - DTW
Boarding
8.1
Food
7.2
Overall
7.8
Crew
8.5
Entertainment
7.8
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentSalvador,Aug 2026
PHL - DTW
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 19, 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 August 19, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$575 | Average$587 | FlexibilityNo cancel fee | On-timeN/A |