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Winnipeg

$141+ Cheap flights from Maryland to Winnipeg (YWG)

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 5/5. Fares are subject to change and may not be available on all flights or dates of travel.
BWI — YWG
Apr 21 — Apr 281
Tue 4/21
Tue 4/28
1 adult, Economy
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Cheap flight deals from Maryland to Winnipeg

Cheapest flights from Maryland to Winnipeg
Explore the most affordable flight options available from Maryland to Winnipeg. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 22, 2026.

This Air Canada deal was found by Cheapflights users on 3/18. 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.
Fri 8/213:25 pm
PHL
-
YWG
1 stop6h 54m
Air Canada
Mon 8/313:20 pm
YWG
-
PHL
1 stop6h 26m
Air Canada
Deal found 3/18$374
This Air Canada deal was found by Cheapflights users on 3/18. 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.
Tue 10/277:50 am
PHL
-
YWG
1 stop6h 54m
Air Canada
Sun 11/16:00 am
YWG
-
PHL
2 stops7h 47m
Air Canada
Deal found 3/18$379
This Air Canada deal was found by Cheapflights users on 3/18. 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.
Fri 5/296:00 am
PHL
-
YWG
1 stop6h 08m
Air Canada
Sun 6/75:10 am
YWG
-
PHL
2 stops8h 38m
Air Canada
Deal found 3/18$388
This Kiwi.com deal was found by Cheapflights users on 3/20. 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 5/104:05 pm
IAD
-
YWG
1 stop17h 35m
Multiple Airlines
Mon 5/119:05 pm
YWG
-
IAD
2 stops18h 16m
Multiple Airlines
Deal found 3/20$394
This Air Canada deal was found by Cheapflights users on 3/18. 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.
Tue 4/289:15 am
PHL
-
YWG
1 stop15h 33m
Air Canada
Sat 5/28:00 am
YWG
-
PHL
1 stop5h 48m
Air Canada
Deal found 3/18$399
This United Airlines deal was found by Cheapflights users on 3/17. 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.
Fri 4/246:17 am
PHL
-
YWG
1 stop6h 35m
United Airlines
Mon 4/278:45 am
YWG
-
PHL
2 stops26h 32m
United Airlines
Deal found 3/17$408
This FlightHub deal was found by Cheapflights users on 3/17. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/2511:35 am
PHL
-
YWG
1 stop24h 21m
WestJet
Tue 4/2811:55 am
YWG
-
PHL
1 stop5h 13m
WestJet
Deal found 3/17$429
This Kiwi.com deal was found by Cheapflights users on 3/19. 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 5/14:05 pm
IAD
-
YWG
1 stop17h 35m
Multiple Airlines
Fri 5/86:00 am
YWG
-
IAD
2 stops33h 21m
Multiple Airlines
Deal found 3/19$434
This Kiwi.com deal was found by Cheapflights users on 3/21. 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 5/56:05 am
PHL
-
YWG
1 stop5h 51m
Multiple Airlines
Tue 5/126:00 am
YWG
-
PHL
2 stops48h 12m
Multiple Airlines
Deal found 3/21$438
This Justfly.com deal was found by Cheapflights users on 3/19. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/108:40 am
PHL
-
YWG
1 stop7h 29m
Multiple Airlines
Sun 4/1212:10 pm
YWG
-
PHL
1 stop6h 37m
Multiple Airlines
Deal found 3/19$439
This FlightHub deal was found by Cheapflights users on 3/19. 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.
Mon 6/87:00 pm
IAD
-
YWG
1 stop17h 10m
WestJet
Thu 6/1112:00 pm
YWG
-
IAD
1 stop29h 10m
WestJet
Deal found 3/19$458
This Kiwi.com deal was found by Cheapflights users on 3/19. 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.
Sun 5/1011:30 am
IAD
-
YWG
1 stop22h 10m
Multiple Airlines
Sat 5/169:05 pm
YWG
-
IAD
2 stops18h 16m
Multiple Airlines
Deal found 3/19$466

Find flight deals from Maryland to Winnipeg

Keep the following information in mind while searching for Maryland to Winnipeg flight deals. Data was last updated March 22, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$374
(Air Canada)

One-way from

$141
(Kiwi.com)

Popular in

February

Cheapest in

June

Average price

$495
Provider with most accurate pricing for Washington, D.C. (WAS)-Winnipeg flight deals.
Search Deals
Provider most trusted by Cheapflights users for Washington, D.C. (WAS)-Winnipeg flights.
Search Deals
From Maryland to Winnipeg
Search Deals
One-way flight from Maryland to Winnipeg
Search Deals
Highest demand for flights based on searches. 13% potential increase in price ($72 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Maryland to Winnipeg 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 March 22, 2026.
Use the filters below to find and compare flights from Maryland to Winnipeg that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PhiladelphiaWinnipeg

PHL - YWG

PHLYWG

Philadelphia

Fri 8/21

10:05 am-3:14 pm

1 stop6h 09m

Winnipeg

Mon 8/31

3:20 pm-10:46 pm

1 stop6h 26m

$374

PhiladelphiaWinnipeg

PHL - YWG

PHLYWG

Philadelphia

Thu 4/30

8:35 pm-11:52 am

1 stop16h 17m

Winnipeg

Mon 5/4

8:45 am-9:59 am

2 stops24h 14m

$408

PhiladelphiaWinnipeg

PHL - YWG

PHLYWG

Philadelphia

Thu 5/28

6:00 am-11:52 am

1 stop6h 52m

Winnipeg

Sun 5/31

8:45 am-9:39 am

2 stops23h 54m

$408

PhiladelphiaWinnipeg

PHL - YWG

PHLYWG

Philadelphia

Tue 4/28

9:15 am-11:48 pm

1 stop15h 33m

Winnipeg

Sat 5/2

5:10 am-2:48 pm

2 stops8h 38m

$412

PhiladelphiaWinnipeg

PHL - YWG

PHLYWG

Philadelphia

Fri 4/24

7:45 pm-11:52 am

2 stops17h 07m

Winnipeg

Mon 4/27

8:45 am-12:17 pm

2 stops26h 32m

$414

PhiladelphiaWinnipeg

PHL - YWG

PHLYWG

Philadelphia

Fri 5/29

6:00 am-11:08 am

1 stop6h 08m

Winnipeg

Sun 6/7

8:00 am-2:48 pm

1 stop5h 48m

$432

PhiladelphiaWinnipeg

PHL - YWG

PHLYWG

Philadelphia

Fri 4/10

8:40 am-3:09 pm

1 stop7h 29m

Winnipeg

Sun 4/12

12:10 pm-7:47 pm

1 stop6h 37m

$439

PhiladelphiaWinnipeg

PHL - YWG

PHLYWG

Philadelphia

Thu 4/16

6:00 am-7:09 pm

2 stops14h 09m

Winnipeg

Tue 6/16

4:09 pm-11:40 pm

1 stop6h 31m

$459

PhiladelphiaWinnipeg

PHL - YWG

PHLYWG

Philadelphia

Wed 5/13

4:20 pm-9:28 pm

1 stop6h 08m

Winnipeg

Sun 5/17

5:10 am-2:48 pm

2 stops8h 38m

$471

PhiladelphiaWinnipeg

PHL - YWG

PHLYWG

Philadelphia

Sun 6/14

8:05 am-10:33 pm

1 stop15h 28m

Winnipeg

Sat 6/20

8:15 am-3:39 pm

1 stop6h 24m

$472

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/21

Showing 1-10 of 55 resultsSorted by cheapest first
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Best time to book a flight from Maryland to Winnipeg

Have a flexible travel schedule? Discover the best time to fly to Winnipeg from Maryland 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 Maryland to Winnipeg
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 Maryland to Winnipeg. 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 into for flights to Winnipeg from Maryland?

    Winnipeg (YWG) is the airport you will fly into if you book a flight from Maryland to Winnipeg. It is only a 4.6 mi journey from Winnipeg (YWG) to Winnipeg’s city center.

  • How long is the flight from Maryland to Winnipeg?

    A quick flight from Maryland to Winnipeg can take about 6h 09m. Air Canada provides one of the quickest options available for as low as $374. The distance between Maryland and Winnipeg is about 1272 mi. This flight may include one or multiple stops.

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

    The most popular flight routes from Maryland to Winnipeg are Washington, D.C. Dulles Intl - Winnipeg, Washington, D.C. Reagan-National - Winnipeg and Baltimore/Washington - Winnipeg.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Maryland to Winnipeg 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

Traveling to a place near Winnipeg?

Book flights to Winnipeg if you plan to visit one of these locations
Portage la Prairie

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Top 2 airlines flying from Maryland to Winnipeg

Discover the top 2 airlines that operate flights from Maryland to Winnipeg. 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 March 22, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$332Average$815FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$711Average$824FlexibilityNo cancel feeOn-time69%

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