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$205+ 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 9/2. Fares are subject to change and may not be available on all flights or dates of travel.
BWI — YWG
Jul 19 — Jul 261
Sun 7/19
Sun 7/26
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 June 19, 2026.

This Kiwi.com deal was found by Cheapflights users on 6/15. 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.
Mon 7/133:55 pm
IAD
-
YWG
1 stop18h 50m
Multiple Airlines
Tue 7/214:55 pm
YWG
-
IAD
2 stops16h 30m
Multiple Airlines
Deal found 6/15$386
This Kiwi.com deal was found by Cheapflights users on 6/16. 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.
Fri 9/253:50 pm
IAD
-
YWG
2 stops27h 08m
Multiple Airlines
Thu 10/16:05 pm
YWG
-
IAD
1 stop15h 40m
Multiple Airlines
Deal found 6/16$402
This Kiwi.com deal was found by Cheapflights users on 6/16. 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 9/213:50 pm
IAD
-
YWG
1 stop18h 55m
Multiple Airlines
Mon 9/2811:15 am
YWG
-
IAD
2 stops22h 30m
Multiple Airlines
Deal found 6/16$403
This Kiwi.com deal was found by Cheapflights users on 6/16. 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 9/213:50 pm
IAD
-
YWG
1 stop18h 55m
Multiple Airlines
Sun 9/2711:15 am
YWG
-
IAD
2 stops22h 30m
Multiple Airlines
Deal found 6/16$408
This Kiwi.com deal was found by Cheapflights users on 6/16. 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 9/213:50 pm
IAD
-
YWG
1 stop18h 55m
Multiple Airlines
Sat 9/2611:15 am
YWG
-
IAD
2 stops22h 30m
Multiple Airlines
Deal found 6/16$409
This Kiwi.com deal was found by Cheapflights users on 6/16. 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.
Tue 9/2211:25 am
IAD
-
YWG
1 stop9h 24m
Porter Airlines
Mon 9/2811:15 am
YWG
-
IAD
2 stops22h 30m
Porter Airlines
Deal found 6/16$414
This Kiwi.com deal was found by Cheapflights users on 6/16. 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.
Fri 9/253:50 pm
IAD
-
YWG
1 stop18h 55m
Multiple Airlines
Wed 9/308:50 pm
YWG
-
IAD
1 stop12h 55m
Multiple Airlines
Deal found 6/16$416
This Kiwi.com deal was found by Cheapflights users on 6/15. 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.
Fri 7/313:55 pm
IAD
-
YWG
1 stop10h 00m
Multiple Airlines
Tue 8/46:05 pm
YWG
-
IAD
1 stop15h 40m
Multiple Airlines
Deal found 6/15$418
This Kiwi.com deal was found by Cheapflights users on 6/16. 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.
Tue 9/2211:25 am
IAD
-
YWG
1 stop9h 24m
Porter Airlines
Sun 9/2711:15 am
YWG
-
IAD
2 stops22h 30m
Porter Airlines
Deal found 6/16$419
This Kiwi.com deal was found by Cheapflights users on 6/16. 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.
Tue 9/2211:25 am
IAD
-
YWG
1 stop9h 24m
Porter Airlines
Sat 9/2611:15 am
YWG
-
IAD
2 stops22h 30m
Porter Airlines
Deal found 6/16$420
This Kiwi.com deal was found by Cheapflights users on 6/16. 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.
Tue 9/2211:25 am
IAD
-
YWG
1 stop9h 24m
Multiple Airlines
Mon 9/286:05 pm
YWG
-
IAD
1 stop15h 40m
Multiple Airlines
Deal found 6/16$421
This Justfly.com deal was found by Cheapflights users on 6/14. 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.
Sat 10/171:00 pm
PHL
-
YWG
2 stops12h 55m
WestJet
Thu 10/226:35 am
YWG
-
PHL
1 stop16h 05m
WestJet
Deal found 6/14$508

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 June 19, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$386
(Kiwi.com)

One-way from

$205
(Mytrip)

Popular in

August

Cheapest in

November

Average price

$642
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. 8% potential increase in price ($48 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 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 June 19, 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

Washington, D.C.Winnipeg

IAD - YWG

IADYWG

Washington, D.C. Dulles Intl

Thu 8/27

3:50 pm-5:58 pm

2 stops27h 08m

Winnipeg

Mon 8/31

7:00 am-6:10 pm

1 stop10h 10m

$535

PhiladelphiaWinnipeg

PHL - YWG

PHLYWG

Philadelphia

Fri 7/31

5:15 am-12:15 pm

2 stops32h 00m

Winnipeg

Mon 8/3

6:00 am-2:34 pm

2 stops31h 34m

$560

PhiladelphiaWinnipeg

PHL - YWG

PHLYWG

Philadelphia

Fri 7/10

3:38 pm-3:07 pm

1 stop24h 29m

Winnipeg

Mon 7/13

10:45 am-11:16 pm

2 stops11h 31m

$567

PhiladelphiaWinnipeg

PHL - YWG

PHLYWG

Philadelphia

Thu 7/2

7:00 am-2:25 pm

1 stop8h 25m

Winnipeg

Thu 7/9

7:55 am-2:49 pm

1 stop5h 54m

$570

PhiladelphiaWinnipeg

PHL - YWG

PHLYWG

Philadelphia

Sat 10/10

6:15 am-11:50 am

1 stop6h 35m

Winnipeg

Tue 10/13

9:05 pm-11:21 pm

2 stops25h 16m

$584

Washington, D.C.Winnipeg

IAD - YWG

IADYWG

Washington, D.C. Dulles Intl

Fri 8/7

3:50 pm-2:05 pm

3 stops23h 15m

Winnipeg

Sun 8/9

6:05 pm-10:45 am

1 stop15h 40m

$597

PhiladelphiaWinnipeg

PHL - YWG

PHLYWG

Philadelphia

Wed 7/29

8:30 am-11:10 am

2 stops27h 40m

Winnipeg

Thu 8/20

5:42 pm-11:56 pm

1 stop5h 14m

$612

PhiladelphiaWinnipeg

PHL - YWG

PHLYWG

Philadelphia

Sun 9/13

3:25 pm-9:14 pm

1 stop6h 49m

Winnipeg

Sun 9/20

8:10 am-2:47 pm

1 stop5h 37m

$613
Quickest round-trip

PhiladelphiaWinnipeg

PHL - YWG

PHLYWG

Philadelphia

Thu 11/26

6:10 am-11:39 am

1 stop6h 29m

Winnipeg

Sun 11/29

8:15 am-2:44 pm

1 stop5h 29m

$614

PhiladelphiaWinnipeg

PHL - YWG

PHLYWG

Philadelphia

Tue 9/15

3:25 pm-9:14 pm

1 stop6h 49m

Winnipeg

Sat 9/19

1:25 pm-9:32 pm

2 stops7h 07m

$619

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/14

Showing 1-10 of 60 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 8h 25m. WestJet provides one of the quickest options available for as low as $570. 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, Baltimore/Washington - Winnipeg and Washington, D.C. Reagan-National - 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

Browse thousands of different options on Cheapflights for your next trip

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Top airline flying from Maryland to Winnipeg

Discover the top airline 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 June 19, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$384Average$877FlexibilityNo cancel feeOn-timeN/A

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