$170+ Cheap flights from Winnipeg (YWG) to Maryland
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/23. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — BWI
Sep 6 — Sep 131
Round-trip
1 adult, Economy
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Find cheap flights from Winnipeg to Maryland with Cheapflights
1. Tell us where you want to go
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 7, 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 7, 2026.
This Mytrip deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/108:45 pm -
1 stop13h 00m
Sun 9/133:50 pm -
1 stop10h 05m
Deal found 8/4![Multiple Airlines logo]()
$371
This Kiwi.com deal was found by Cheapflights users on 8/7. 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.
Fri 9/47:00 am -
1 stop10h 10m
Sat 9/126:13 pm -
2 stops31h 42m
Deal found 8/7![Multiple Airlines logo]()
$380
This Kiwi.com deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/2512:15 pm -
1 stop21h 30m
Mon 8/318:59 am -
2 stops14h 11m
Deal found 8/4![Multiple Airlines logo]()
$386
This Kiwi.com deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/2512:15 pm -
1 stop21h 30m
Tue 9/18:59 am -
2 stops14h 11m
Deal found 8/4![Multiple Airlines logo]()
$387
This Kiwi.com deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/2512:00 pm -
2 stops19h 04m
Wed 9/23:50 pm -
1 stop10h 05m
Deal found 8/4![Multiple Airlines logo]()
$394
This Kiwi.com deal was found by Cheapflights users on 8/6. 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 9/46:00 am -
1 stop11h 10m
Fri 9/113:50 pm -
2 stops27h 08m
Deal found 8/6![Multiple Airlines logo]()
$405
This Kiwi.com deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/287:00 am -
1 stop10h 10m
Mon 8/318:59 am -
2 stops14h 11m
Deal found 8/4![Multiple Airlines logo]()
$407
This Kiwi.com deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/287:00 am -
1 stop10h 10m
Tue 9/18:59 am -
2 stops14h 11m
Deal found 8/4![Multiple Airlines logo]()
$409
This Kiwi.com deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/274:55 pm -
2 stops14h 09m
Tue 9/13:50 pm -
1 stop10h 05m
Deal found 8/4![Multiple Airlines logo]()
$413
This Kiwi.com deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/274:55 pm -
2 stops14h 09m
Mon 8/313:50 pm -
1 stop18h 55m
Deal found 8/4![Multiple Airlines logo]()
$417
This Trip.com deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/189:20 am -
1 stop8h 55m
Fri 9/2510:15 am -
1 stop10h 34m
Deal found 8/4![Porter Airlines logo]()
$454
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 8/275:42 pm -
1 stop5h 14m
Sat 9/125:45 am -
1 stop10h 23m
Deal found 8/7![WestJet logo]()
$459
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 7, 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 7, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/7. 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.
Fri 9/47:00 am -
1 stop10h 10m
Sat 9/126:13 pm -
2 stops31h 42m
Deal found 8/7![Multiple Airlines logo]()
$380
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 8/275:42 pm -
1 stop5h 14m
Sat 9/1212:29 pm -
2 stops13h 26m
Deal found 8/7![WestJet logo]()
$468
This Delta deal was found by Cheapflights users on 8/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/216:40 am -
2 stops16h 04m
Wed 9/238:00 am -
2 stops16h 30m
Deal found 8/6![Delta logo]()
$473
This United Airlines deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/272:00 pm -
2 stops18h 43m
Sat 9/126:25 am -
1 stop6h 27m
Deal found 8/3![United Airlines logo]()
$509
This FlightHub deal was found by Cheapflights users on 8/7. 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 9/44:15 pm -
2 stops22h 44m
Sat 9/122:59 pm -
1 stop25h 20m
Deal found 8/7![Porter Airlines logo]()
$554
This Air Canada deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1712:20 pm -
1 stop6h 39m
Fri 9/2512:55 pm -
1 stop8h 05m
Deal found 8/3![Air Canada logo]()
$565
This FlightHub deal was found by Cheapflights users on 8/6. 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.
Fri 8/217:00 am -
2 stops9h 59m
Wed 8/265:15 am -
2 stops13h 10m
Deal found 8/6![WestJet logo]()
$473
This Mytrip deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1711:40 am -
2 stops22h 05m
Thu 9/243:50 pm -
3 stops23h 15m
Deal found 8/3![Multiple Airlines logo]()
$513
This Delta deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/283:58 pm -
2 stops17h 06m
Mon 8/316:00 am -
2 stops18h 30m
Deal found 8/4![Delta logo]()
$531
This United Airlines deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/128:30 am -
2 stops24h 57m
Sat 12/197:40 pm -
2 stops18h 12m
Deal found 8/3![United Airlines logo]()
$541
This Justfly.com deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/207:00 am -
2 stops15h 56m
Tue 8/255:15 am -
2 stops11h 10m
Deal found 8/4![WestJet logo]()
$530
This Air Canada deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1712:20 pm -
1 stop7h 05m
Sun 9/203:45 pm -
1 stop6h 29m
Deal found 8/3![Air Canada logo]()
$586
This Porter Airlines deal was found by Cheapflights users on 8/5. 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/297:05 pm -
1 stop23h 12m
Thu 11/510:14 am -
1 stop25h 26m
Deal found 8/5![Porter Airlines logo]()
$597
This Delta deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2712:46 pm -
2 stops19h 08m
Sat 8/295:36 pm -
2 stops19h 18m
Deal found 8/3![Delta logo]()
$553
This Mytrip deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/24:15 pm -
2 stops17h 30m
Wed 9/911:25 am -
3 stops22h 55m
Deal found 8/4![Multiple Airlines logo]()
$553
This United Airlines deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/282:00 pm -
1 stop9h 44m
Sat 8/2912:35 pm -
2 stops9h 55m
Deal found 8/4![United Airlines logo]()
$554
This WestJet deal was found by Cheapflights users on 8/5. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/286:40 am -
1 stop10h 41m
Sat 10/315:45 am -
2 stops13h 20m
Deal found 8/5![WestJet logo]()
$534
This Delta deal was found by Cheapflights users on 8/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/173:58 pm -
1 stop6h 25m
Fri 9/256:10 am -
1 stop9h 58m
Deal found 8/6![Delta logo]()
$558
This United Airlines deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/262:00 pm -
1 stop9h 44m
Thu 8/278:35 am -
2 stops8h 45m
Deal found 8/4![United Airlines logo]()
$560
This WestJet deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/185:40 pm -
1 stop5h 10m
Wed 10/215:45 am -
1 stop12h 05m
Deal found 8/4![WestJet logo]()
$534
This Delta deal was found by Cheapflights users on 8/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1112:41 pm -
2 stops9h 06m
Sun 9/136:05 am -
1 stop6h 46m
Deal found 8/6![Delta logo]()
$560
This United Airlines deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/28:45 am -
1 stop13h 59m
Sun 10/118:37 am -
1 stop13h 20m
Deal found 8/3![United Airlines logo]()
$596
This Delta deal was found by Cheapflights users on 8/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/115:44 pm -
1 stop4h 39m
Sun 9/136:10 am -
1 stop6h 41m
Deal found 8/6![Delta logo]()
$560
This oojo deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/207:00 am -
2 stops14h 59m
Mon 8/246:05 am -
2 stops17h 05m
Deal found 8/4![WestJet logo]()
$595
This Delta deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/25:44 pm -
2 stops15h 53m
Sun 10/117:30 am -
1 stop5h 18m
Deal found 8/3![Delta logo]()
$569
This United Airlines deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/278:45 am -
2 stops13h 15m
Sat 8/298:10 am -
1 stop15h 23m
Deal found 8/3![United Airlines logo]()
$645
This oojo deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/179:05 pm -
2 stops13h 21m
Fri 9/256:05 am -
1 stop6h 46m
Deal found 8/3![WestJet logo]()
$597
This Delta deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/255:44 pm -
1 stop5h 15m
Mon 9/287:25 pm -
2 stops17h 26m
Deal found 8/3![Delta logo]()
$577
This United Airlines deal was found by Cheapflights users on 8/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/292:15 pm -
1 stop6h 27m
Thu 11/56:10 am -
2 stops15h 47m
Deal found 8/5![United Airlines logo]()
$667
This United Airlines deal was found by Cheapflights users on 8/6. 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.
Sat 9/57:00 am -
1 stop10h 30m
Wed 9/912:10 pm -
1 stop11h 23m
Deal found 8/6![United Airlines logo]()
$669
Last-minute flights from Winnipeg to MarylandDiscover last-minute flight deals from Winnipeg to Maryland. Data last updated August 7, 2026 and is based on user searches.
Discover last-minute flight deals from Winnipeg to Maryland. Data last updated August 7, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/2512:15 pm -
1 stop21h 30m
Mon 8/318:59 am -
2 stops14h 11m
Deal found 8/4![Multiple Airlines logo]()
$386
This Kiwi.com deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/2512:15 pm -
1 stop21h 30m
Tue 9/18:59 am -
2 stops14h 11m
Deal found 8/4![Multiple Airlines logo]()
$387
This Kiwi.com deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/2512:00 pm -
2 stops19h 04m
Wed 9/23:50 pm -
1 stop10h 05m
Deal found 8/4![Multiple Airlines logo]()
$394
This Kiwi.com deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/274:55 pm -
2 stops14h 09m
Tue 9/13:50 pm -
1 stop10h 05m
Deal found 8/4![Multiple Airlines logo]()
$413
This Kiwi.com deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/274:55 pm -
2 stops14h 09m
Mon 8/313:50 pm -
1 stop18h 55m
Deal found 8/4![Multiple Airlines logo]()
$417
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 8/275:42 pm -
1 stop5h 14m
Sat 9/125:45 am -
1 stop10h 23m
Deal found 8/7![WestJet logo]()
$459
This Kiwi.com deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/287:00 am -
1 stop10h 10m
Mon 8/318:59 am -
2 stops14h 11m
Deal found 8/4![Multiple Airlines logo]()
$407
This Kiwi.com deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/287:00 am -
1 stop10h 10m
Tue 9/18:59 am -
2 stops14h 11m
Deal found 8/4![Multiple Airlines logo]()
$409
This Kiwi.com deal was found by Cheapflights users on 8/7. 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.
Fri 9/47:00 am -
1 stop10h 10m
Sat 9/126:13 pm -
2 stops31h 42m
Deal found 8/7![Multiple Airlines logo]()
$380
This Kiwi.com deal was found by Cheapflights users on 8/6. 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 9/46:00 am -
1 stop11h 10m
Fri 9/113:50 pm -
2 stops27h 08m
Deal found 8/6![Multiple Airlines logo]()
$405
This Mytrip deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/108:45 pm -
1 stop13h 00m
Sun 9/133:50 pm -
1 stop10h 05m
Deal found 8/4![Multiple Airlines logo]()
$371
This Trip.com deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/189:20 am -
1 stop8h 55m
Fri 9/2510:15 am -
1 stop10h 34m
Deal found 8/4![Porter Airlines logo]()
$454
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 7, 2026.
Search for one-way flight options from Winnipeg to Maryland. Find affordable one-way fares based on user searches. Data last updated August 7, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/7. 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.
Wed 9/2311:15 am -
2 stops22h 30m
Deal found 8/7![Porter Airlines logo]()
$170
This Kiwi.com deal was found by Cheapflights users on 8/6. 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.
Mon 9/217:45 am -
2 stops28h 15m
Deal found 8/6![Multiple Airlines logo]()
$181
This Trip.com deal was found by Cheapflights users on 8/7. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/236:15 am -
1 stop8h 49m
Deal found 8/7![Multiple Airlines logo]()
$210
This Trip.com deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/116:05 pm -
1 stop20h 54m
Deal found 8/4![Multiple Airlines logo]()
$211
This Kiwi.com deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1711:40 am -
2 stops22h 05m
Deal found 8/4![Porter Airlines logo]()
$212
This Kiwi.com deal was found by Cheapflights users on 8/7. 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.
Sun 10/119:05 pm -
2 stops33h 31m
Deal found 8/7![Multiple Airlines logo]()
$217
This Kiwi.com deal was found by Cheapflights users on 8/7. 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.
Tue 10/139:05 pm -
2 stops15h 07m
Deal found 8/7![Multiple Airlines logo]()
$218
This Kiwi.com deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/116:15 am -
2 stops36h 54m
Deal found 8/4![Multiple Airlines logo]()
$218
This Kiwi.com deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1811:15 am -
3 stops48h 45m
Deal found 8/4![Multiple Airlines logo]()
$219
This Kiwi.com deal was found by Cheapflights users on 8/7. 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.
Wed 10/149:05 pm -
2 stops33h 31m
Deal found 8/7![Multiple Airlines logo]()
$222
This Kiwi.com deal was found by Cheapflights users on 8/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/117:00 am -
2 stops15h 04m
Deal found 8/4![Multiple Airlines logo]()
$224
This Kiwi.com deal was found by Cheapflights users on 8/7. 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.
Sat 10/109:05 pm -
2 stops33h 31m
Deal found 8/7![Multiple Airlines logo]()
$224
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 7, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $371 (Mytrip) |
One-way from | $170 (Kiwi.com) |
Popular in | June |
Cheapest in | October |
Average price | $545 |
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 7, 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
Fri 9/4
7:00 am-6:10 pm
1 stop10h 10m
Washington, D.C. Dulles Intl
Sat 9/12
6:13 pm-12:55 am
2 stops31h 42m
$380
WinnipegPhiladelphia
YWG Winnipeg - PHL Philadelphia
YWGPHL
Winnipeg
Thu 8/27
5:42 pm-11:56 pm
1 stop5h 14m
Philadelphia
Sat 9/12
12:29 pm-12:55 am
2 stops13h 26m
$468
WinnipegWashington, D.C.
YWG Winnipeg - DCA Washington, D.C. Reagan-National
YWGDCA
Winnipeg
Mon 9/21
6:40 am-11:44 pm
2 stops16h 04m
Washington, D.C. Reagan-National
Wed 9/23
8:00 am-11:30 pm
2 stops16h 30m
$473
WinnipegPhiladelphia
YWG Winnipeg - PHL Philadelphia
YWGPHL
Winnipeg
Fri 8/21
7:00 am-5:59 pm
2 stops9h 59m
Philadelphia
Wed 8/26
5:15 am-5:25 pm
2 stops13h 10m
$473
WinnipegPhiladelphia
YWG Winnipeg - PHL Philadelphia
YWGPHL
Winnipeg
Thu 8/27
2:00 pm-9:43 am
2 stops18h 43m
Philadelphia
Sat 9/12
6:25 am-11:52 am
1 stop6h 27m
$509
WinnipegWashington, D.C.
YWG Winnipeg - IAD Washington, D.C. Dulles Intl
YWGIAD
Winnipeg
Thu 9/17
11:40 am-10:45 am
2 stops22h 05m
Washington, D.C. Dulles Intl
Thu 9/24
3:50 pm-2:05 pm
3 stops23h 15m
$513
WinnipegPhiladelphia
YWG Winnipeg - PHL Philadelphia
YWGPHL
Winnipeg
Thu 8/20
7:00 am-11:56 pm
2 stops15h 56m
Philadelphia
Tue 8/25
5:15 am-3:25 pm
2 stops11h 10m
$530
WinnipegWashington, D.C.
YWG Winnipeg - IAD Washington, D.C. Dulles Intl
YWGIAD
Winnipeg
Fri 8/28
3:58 pm-10:04 am
2 stops17h 06m
Washington, D.C. Dulles Intl
Mon 8/31
6:00 am-11:30 pm
2 stops18h 30m
$531
WinnipegPhiladelphia
YWG Winnipeg - PHL Philadelphia
YWGPHL
Winnipeg
Wed 10/28
6:40 am-6:21 pm
1 stop10h 41m
Philadelphia
Sat 10/31
5:45 am-6:05 pm
2 stops13h 20m
$534
WinnipegPhiladelphia
YWG Winnipeg - PHL Philadelphia
YWGPHL
Winnipeg
Sun 10/18
5:40 pm-11:50 pm
1 stop5h 10m
Philadelphia
Wed 10/21
5:45 am-4:50 pm
1 stop12h 05m
$534
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Winnipeg to Maryland
Have a flexible travel schedule? Discover the best time to fly to Maryland from Winnipeg with our price prediction graph.
YWG-IAD
YWG-BWI
YWG-DCA
YWG-PHL
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-BWI
YWG-DCA
YWG-PHL
How much does it cost to fly round-trip from Winnipeg to Maryland?
Airfare is typical for this route at the moment.
Winnipeg to Maryland flights typically cost between $314 and $641 in December.The cheapest round-trip price found within the last 5 days was $512 on Multiple Airlines (Dec 1-Dec 13).
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 7, 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.
Comfort
7.8
Crew
8.5
Boarding
8.1
Food
7.2
Overall
7.8
Entertainment
7.8
Reviews
1 / 20
8.0
ExcellentRakshith,May 2026
TPE - SEA
Comfort
7.8
Crew
8.5
Boarding
8.1
Food
7.2
Overall
7.8
Entertainment
7.8
Reviews
1 / 20
8.0
ExcellentRakshith,May 2026
TPE - SEA
Related info for your journey
Find useful and relevant information for your journey from Winnipeg to Maryland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Winnipeg to Maryland
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Complete your trip
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Winnipeg and Maryland flights
Browse other Winnipeg and Maryland flight options. Last updated on August 7, 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 7, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$575 | Average$587 | FlexibilityNo cancel fee | On-timeN/A |