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$166+ 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 5/22. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — BWI
May 11 — May 181
Mon 5/11
Mon 5/18
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 April 11, 2026.

This United Airlines deal was found by Cheapflights users on 4/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/52:00 pm
YWG
-
PHL
1 stop9h 59m
United Airlines
Wed 5/66:10 am
PHL
-
YWG
1 stop6h 42m
United Airlines
Deal found 4/7$323
This Air Canada deal was found by Cheapflights users on 4/7. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/55:10 am
YWG
-
PHL
2 stops8h 38m
Air Canada
Wed 5/66:00 am
PHL
-
YWG
1 stop6h 08m
Air Canada
Deal found 4/7$337
This United Airlines deal was found by Cheapflights users on 4/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/18:45 am
YWG
-
PHL
2 stops24h 00m
United Airlines
Fri 6/57:45 pm
PHL
-
YWG
2 stops17h 07m
United Airlines
Deal found 4/8$338
This Air Canada deal was found by Cheapflights users on 4/7. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/45:10 am
YWG
-
PHL
2 stops8h 39m
Air Canada
Tue 7/710:45 am
PHL
-
YWG
1 stop13h 35m
Air Canada
Deal found 4/7$355
This Air Canada deal was found by Cheapflights users on 4/11. Clicking the “Pick Dates” 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 6/12:00 pm
YWG
-
PHL
1 stop7h 43m
Air Canada
Tue 6/96:00 am
PHL
-
YWG
1 stop6h 08m
Air Canada
Deal found 4/11$362
This Air Canada deal was found by Cheapflights users on 4/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/95:10 am
YWG
-
PHL
1 stop9h 31m
Air Canada
Sat 8/157:00 am
PHL
-
YWG
1 stop8h 25m
Air Canada
Deal found 4/8$369
This FlightHub deal was found by Cheapflights users on 4/7. 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.
Sun 9/136:40 am
YWG
-
PHL
1 stop16h 00m
WestJet
Fri 9/183:10 pm
PHL
-
YWG
1 stop5h 59m
WestJet
Deal found 4/7$375
This Kiwi.com deal was found by Cheapflights users on 4/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/306:00 am
YWG
-
PHL
2 stops12h 18m
WestJet
Tue 5/56:05 am
PHL
-
YWG
1 stop5h 51m
WestJet
Deal found 4/9$376
This Kiwi.com deal was found by Cheapflights users on 4/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/69:05 pm
YWG
-
IAD
2 stops25h 04m
Multiple Airlines
Wed 5/134:05 pm
IAD
-
YWG
1 stop18h 40m
Multiple Airlines
Deal found 4/8$380
This oojo deal was found by Cheapflights users on 4/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/207:00 am
YWG
-
IAD
1 stop10h 10m
WestJet
Mon 8/247:00 pm
IAD
-
YWG
1 stop20h 05m
WestJet
Deal found 4/8$415
This Kiwi.com deal was found by Cheapflights users on 4/6. 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.
Tue 5/54:25 pm
YWG
-
IAD
1 stop21h 56m
Multiple Airlines
Tue 5/1211:30 am
IAD
-
YWG
1 stop23h 15m
Multiple Airlines
Deal found 4/6$417
This Delta deal was found by Cheapflights users on 4/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/286:40 am
YWG
-
DCA
2 stops15h 04m
Delta
Tue 6/22:45 pm
DCA
-
YWG
2 stops21h 09m
Delta
Deal found 4/9$430

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 April 11, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$323
(Delta)

One-way from

$166
(Kiwi.com)

Popular in

April

Cheapest in

October

Average price

$499
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
High demand for flights, 10% potential price rise
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 April 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 April 11, 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

Sat 5/30

3:50 pm-11:22 pm

1 stop6h 32m

Philadelphia

Tue 6/2

5:45 am-2:55 pm

1 stop10h 10m

$323

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Tue 5/5

2:00 pm-12:59 am

1 stop9h 59m

Philadelphia

Wed 5/6

6:10 am-11:52 am

1 stop6h 42m

$323

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Mon 6/1

8:45 am-9:45 am

2 stops24h 00m

Philadelphia

Fri 6/5

7:45 pm-11:52 am

2 stops17h 07m

$338

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Tue 5/5

5:10 am-2:48 pm

2 stops8h 38m

Philadelphia

Wed 5/6

6:00 am-11:08 am

1 stop6h 08m

$354

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Mon 6/1

2:00 pm-10:43 pm

1 stop7h 43m

Philadelphia

Tue 6/9

6:00 am-11:08 am

1 stop6h 08m

$362

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Sat 7/4

5:10 am-3:41 pm

1 stop9h 31m

Philadelphia

Tue 7/7

4:20 pm-11:20 pm

1 stop8h 00m

$363

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Tue 5/5

5:20 pm-11:58 pm

1 stop5h 38m

Philadelphia

Wed 5/6

6:58 pm-10:54 am

1 stop16h 56m

$394

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Mon 6/1

6:15 am-4:30 pm

2 stops9h 15m

Philadelphia

Tue 6/9

9:46 am-5:15 pm

2 stops8h 29m

$397

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Tue 5/5

4:25 pm-3:21 pm

1 stop21h 56m

Washington, D.C. Dulles Intl

Tue 5/12

11:30 am-9:45 am

1 stop23h 15m

$417

WinnipegWashington, D.C.

YWG - DCA

YWGDCA

Winnipeg

Thu 5/28

6:40 am-10:44 pm

2 stops15h 04m

Washington, D.C. Reagan-National

Tue 6/2

2:45 pm-10:54 am

2 stops21h 09m

$430

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/10

Showing 1-10 of 57 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
No data available for this route at this time. Please check back soon.

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, United Airlines, and WestJet fly from Winnipeg to Maryland in about 6h 32m. The time it takes to get you to your destination can typically vary by up to 3h 43m. 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 - Philadelphia or Winnipeg - Washington, D.C. Reagan-National, 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

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