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$226+ 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 6/15. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — BWI
Jun 29 — Jul 61
Mon 6/29
Mon 7/6
1 adult, Economy
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Cheap flight deals from Winnipeg to Maryland

Cheapest flights from Winnipeg to Maryland
Explore the most affordable flight options available from Winnipeg to Maryland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 30, 2026.

This Delta deal was found by Cheapflights users on 5/27. 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.
Mon 8/313:58 pm
YWG
-
PHL
2 stops8h 21m
Delta
Wed 9/26:05 am
PHL
-
YWG
2 stops11h 47m
Delta
Deal found 5/27$367
This Air Canada deal was found by Cheapflights users on 5/28. 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.
Mon 8/317:55 am
YWG
-
PHL
1 stop5h 54m
Air Canada
Wed 9/24:20 pm
PHL
-
YWG
1 stop8h 00m
Air Canada
Deal found 5/28$373
This Air Canada deal was found by Cheapflights users on 5/29. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/45:00 am
YWG
-
PHL
2 stops8h 49m
Air Canada
Tue 7/74:20 pm
PHL
-
YWG
1 stop8h 00m
Air Canada
Deal found 5/29$378
This oojo deal was found by Cheapflights users on 5/29. 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.
Sat 7/47:00 am
YWG
-
PHL
2 stops15h 22m
WestJet
Tue 7/79:46 am
PHL
-
YWG
2 stops16h 09m
WestJet
Deal found 5/29$383
This Kiwi.com deal was found by Cheapflights users on 5/29. 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.
Wed 7/228:10 pm
YWG
-
IAD
1 stop13h 36m
Multiple Airlines
Tue 8/1811:25 am
IAD
-
YWG
1 stop9h 55m
Multiple Airlines
Deal found 5/29$454
This Kiwi.com deal was found by Cheapflights users on 5/25. 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.
Thu 7/29:05 pm
YWG
-
IAD
2 stops19h 26m
Multiple Airlines
Mon 7/134:00 pm
IAD
-
YWG
1 stop17h 40m
Multiple Airlines
Deal found 5/25$458
This oojo deal was found by Cheapflights users on 5/28. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/107:00 am
YWG
-
IAD
1 stop10h 10m
WestJet
Mon 8/317:00 pm
IAD
-
YWG
1 stop17h 10m
WestJet
Deal found 5/28$459
This Kiwi.com deal was found by Cheapflights users on 5/26. 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.
Tue 6/234:25 pm
YWG
-
IAD
1 stop17h 21m
Multiple Airlines
Tue 6/304:00 pm
IAD
-
YWG
1 stop17h 40m
Multiple Airlines
Deal found 5/26$460
This Kiwi.com deal was found by Cheapflights users on 5/28. 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 7/235:10 pm
YWG
-
IAD
1 stop16h 36m
Multiple Airlines
Sun 8/163:50 pm
IAD
-
YWG
2 stops19h 53m
Multiple Airlines
Deal found 5/28$469
This Kiwi.com deal was found by Cheapflights users on 5/25. 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 7/219:25 am
YWG
-
IAD
1 stop24h 21m
Multiple Airlines
Mon 8/313:50 pm
IAD
-
YWG
2 stops19h 53m
Multiple Airlines
Deal found 5/25$472
This Mytrip deal was found by Cheapflights users on 5/26. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/296:05 pm
YWG
-
DCA
2 stops16h 55m
Multiple Airlines
Tue 7/712:40 pm
DCA
-
YWG
2 stops21h 00m
Multiple Airlines
Deal found 5/26$493
This American Airlines deal was found by Cheapflights users on 5/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/108:45 pm
YWG
-
DCA
2 stops20h 29m
American Airlines
Sat 8/295:35 pm
DCA
-
YWG
2 stops27h 14m
American Airlines
Deal found 5/28$503

Find flight deals from Winnipeg to Maryland

Keep the following information in mind while searching for Winnipeg to Maryland flight deals. Data was last updated May 30, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$367
(Delta)

One-way from

$211
(Delta)

Popular in

May

Cheapest in

October

Average price

$533
Provider with most accurate pricing for Winnipeg-Washington, D.C. (WAS) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Winnipeg-Washington, D.C. (WAS) flights.
Search Deals
From Winnipeg to Maryland
Search Deals
One-way flight from Winnipeg to Maryland
Search Deals
Highest demand for flights based on searches. 18% potential increase in price ($89 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($15 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Winnipeg to Maryland that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 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

Price

Cheapest round-trip

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Mon 8/31

3:58 pm-1:19 am

2 stops8h 21m

Philadelphia

Wed 9/2

6:05 am-4:52 pm

2 stops11h 47m

$367

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Mon 8/31

7:55 am-2:49 pm

1 stop5h 54m

Philadelphia

Wed 9/2

4:20 pm-11:20 pm

1 stop8h 00m

$373

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Sat 7/4

5:00 am-2:49 pm

2 stops8h 49m

Philadelphia

Tue 7/7

10:45 am-4:20 pm

1 stop6h 35m

$378

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Sat 7/4

7:00 am-11:22 pm

2 stops15h 22m

Philadelphia

Tue 7/7

9:46 am-12:55 am

2 stops16h 09m

$383

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Thu 7/2

9:05 pm-5:31 pm

2 stops19h 26m

Washington, D.C. Dulles Intl

Mon 7/13

4:00 pm-8:40 am

1 stop17h 40m

$458

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Thu 7/23

5:10 pm-10:46 am

1 stop16h 36m

Washington, D.C. Dulles Intl

Sun 8/16

3:50 pm-11:19 am

1 stop20h 29m

$476
Quickest round-trip

WinnipegWashington, D.C.

YWG - DCA

YWGDCA

Winnipeg

Wed 7/15

7:55 am-3:38 pm

1 stop6h 43m

Washington, D.C. Reagan-National

Sat 7/18

6:55 pm-11:20 pm

1 stop5h 25m

$519

WinnipegWashington, D.C.

YWG - DCA

YWGDCA

Winnipeg

Thu 8/20

7:55 am-3:38 pm

1 stop6h 43m

Washington, D.C. Reagan-National

Thu 8/27

11:00 am-4:20 pm

1 stop6h 20m

$521

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Tue 10/20

6:35 am-6:26 pm

2 stops10h 51m

Washington, D.C. Dulles Intl

Wed 10/21

6:40 pm-11:34 pm

1 stop5h 54m

$522

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Tue 8/11

3:58 pm-9:20 am

2 stops16h 22m

Washington, D.C. Dulles Intl

Tue 8/18

6:00 am-3:08 pm

1 stop10h 08m

$533

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/25

Showing 1-10 of 59 resultsSorted by cheapest first
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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.
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

How much does it cost to fly round-trip from Winnipeg to Maryland?

Reviews of airlines servicing Maryland

Get insights into the airlines that provide service to Maryland. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Maryland. Reviews last updated May 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.
Delta
7.9
Good
8,417 reviews

Boarding

8.1

Food

7.2

Crew

8.5

Entertainment

7.8

Overall

7.9

Comfort

7.8

Reviews

1 / 20
8.0
Excellent

Rakshith,May 2026

TPE - SEA

I got middle seat, but it was cheap $340 for Taipei to PDX ,
Delta
7.9
Good
8,417 reviews
Delta
7.9
Good
8,417 reviews

Boarding

8.1

Food

7.2

Crew

8.5

Entertainment

7.8

Overall

7.9

Comfort

7.8

Reviews

1 / 20
8.0
Excellent

Rakshith,May 2026

TPE - SEA

I got middle seat, but it was cheap $340 for Taipei to PDX ,

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.

  • What airport do you fly from for flights from Winnipeg to Maryland?

    Located just 4.6 mi from the city center, Winnipeg (YWG) is the airport most travelers will use when flying to Maryland from Winnipeg.

  • How long is the flight from Winnipeg to Maryland?

    Airlines like Delta, Air Canada, and WestJet fly from Winnipeg to Maryland in about 5h 54m. The time it takes to get you to your destination can typically vary by up to 8h 08m. Winnipeg and Maryland are separated by a distance of 1272 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the most popular routes from Winnipeg to Maryland?

    While some choose either Winnipeg - Washington, D.C. Reagan-National or Winnipeg - Baltimore/Washington, Winnipeg - Washington, D.C. Dulles Intl is the most popular route from Winnipeg to Maryland.

  • Can I find deals for flights from Winnipeg to Maryland that include hotel bookings?

    Yes. In addition to deals on Winnipeg to Maryland flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Winnipeg to Maryland?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Winnipeg to Maryland.

  • Can I find deals for business class flights from Winnipeg to Maryland?

    Yes. Cheapflights offers flight deals from Winnipeg to Maryland by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Top airline flying from Winnipeg to Maryland

Discover the top airline that operate flights from Winnipeg to Maryland. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 30, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$575Average$587FlexibilityNo cancel feeOn-timeN/A

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