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$141+ 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 4/15. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — BWI
Mar 13 — Mar 201
Fri 3/13
Fri 3/20
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 February 11, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/10. 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 4/107:30 am
YWG
-
PHL
1 stop9h 35m
Multiple Airlines
Mon 4/139:37 pm
PHL
-
YWG
2 stops21h 28m
Multiple Airlines
Deal found 2/10$288
This Delta deal was found by Cheapflights users on 2/9. 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 5/75:41 pm
YWG
-
IAD
1 stop5h 00m
Delta
Sun 5/106:00 am
IAD
-
YWG
2 stops11h 51m
Delta
Deal found 2/9$298
This Delta deal was found by Cheapflights users on 2/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/812:40 pm
YWG
-
DCA
2 stops9h 19m
Delta
Mon 7/206:10 am
DCA
-
YWG
1 stop10h 13m
Delta
Deal found 2/11$317
This United Airlines deal was found by Cheapflights users on 2/10. 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 4/108:45 am
YWG
-
PHL
2 stops28h 31m
United Airlines
Mon 4/137:45 pm
PHL
-
YWG
2 stops17h 07m
United Airlines
Deal found 2/10$332
This Delta deal was found by Cheapflights users on 2/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/85:41 pm
YWG
-
PHL
1 stop4h 36m
Delta
Sun 5/106:30 am
PHL
-
YWG
1 stop9h 50m
Delta
Deal found 2/11$340
This Delta deal was found by Cheapflights users on 2/10. 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.
Wed 5/611:55 am
YWG
-
DCA
1 stop9h 07m
Delta
Tue 5/126:10 am
DCA
-
YWG
2 stops12h 05m
Delta
Deal found 2/10$363
This Kiwi.com deal was found by Cheapflights users on 2/8. 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.
Sun 3/87:30 am
YWG
-
BWI
1 stop29h 54m
Multiple Airlines
Sun 3/159:43 pm
BWI
-
YWG
2 stops26h 52m
Multiple Airlines
Deal found 2/8$380
This Kiwi.com deal was found by Cheapflights users on 2/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/86:15 am
YWG
-
PHL
2 stops15h 55m
Multiple Airlines
Sun 5/106:30 am
PHL
-
YWG
1 stop6h 06m
Multiple Airlines
Deal found 2/11$383
This Delta deal was found by Cheapflights users on 2/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/84:10 pm
YWG
-
IAD
1 stop6h 31m
Delta
Mon 5/116:00 am
IAD
-
YWG
2 stops12h 15m
Delta
Deal found 2/8$385
This United Airlines deal was found by Cheapflights users on 2/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/65:30 am
YWG
-
PHL
2 stops10h 44m
United Airlines
Fri 3/136:30 am
PHL
-
YWG
1 stop6h 27m
United Airlines
Deal found 2/9$392
This Delta deal was found by Cheapflights users on 2/9. 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.
Fri 3/65:19 pm
YWG
-
PHL
1 stop5h 25m
Delta
Fri 3/136:00 am
PHL
-
YWG
1 stop6h 01m
Delta
Deal found 2/9$395
This WestJet deal was found by Cheapflights users on 2/8. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/26:40 am
YWG
-
PHL
1 stop16h 04m
WestJet
Wed 3/48:00 am
PHL
-
YWG
1 stop8h 09m
WestJet
Deal found 2/8$398

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 February 11, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$288
(Kiwi.com)

One-way from

$141
(Kiwi.com)

Popular in

April

Cheapest in

October

Average price

$443
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. 10% potential increase in price ($41 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 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 February 11, 2026.
Use the filters below to find and compare flights from Winnipeg to Maryland that are best for you.

Fly from

Winnipeg

Fly to

Maryland

Route

Depart

Return

Price

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Thu 5/7

5:41 pm-11:41 pm

1 stop5h 00m

Washington, D.C. Dulles Intl

Sun 5/10

6:00 am-4:51 pm

2 stops11h 51m

$298

WinnipegWashington, D.C.

YWG - DCA

YWGDCA

Winnipeg

Wed 7/8

5:38 pm-11:28 pm

1 stop4h 50m

Washington, D.C. Reagan-National

Mon 7/20

6:10 am-3:23 pm

1 stop10h 13m

$317

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Fri 4/10

8:45 am-2:16 pm

2 stops28h 31m

Philadelphia

Mon 4/13

7:45 pm-11:52 am

2 stops17h 07m

$332

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Fri 5/8

4:10 pm-11:17 pm

1 stop6h 07m

Philadelphia

Sun 5/10

6:30 am-3:20 pm

1 stop9h 50m

$340

WinnipegWashington, D.C.

YWG - DCA

YWGDCA

Winnipeg

Wed 5/6

11:55 am-10:02 pm

1 stop9h 07m

Washington, D.C. Reagan-National

Tue 5/12

6:10 am-5:15 pm

2 stops12h 05m

$363

WinnipegBaltimore

YWG - BWI

YWGBWI

Winnipeg

Sun 3/8

7:30 am-2:24 pm

1 stop29h 54m

Baltimore/Washington

Sun 3/15

9:43 pm-11:35 pm

2 stops26h 52m

$380

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Fri 5/8

6:15 am-11:10 pm

2 stops15h 55m

Philadelphia

Sun 5/10

6:30 am-11:36 am

1 stop6h 06m

$383

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Fri 5/8

4:10 pm-11:41 pm

1 stop6h 31m

Washington, D.C. Dulles Intl

Mon 5/11

6:00 am-5:15 pm

2 stops12h 15m

$385

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Fri 3/6

5:30 am-5:14 pm

2 stops10h 44m

Philadelphia

Fri 3/13

6:30 am-11:57 am

1 stop6h 27m

$392

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Fri 3/6

5:19 pm-11:44 pm

1 stop5h 25m

Philadelphia

Fri 3/13

6:00 am-11:01 am

1 stop6h 01m

$395

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/10

Showing 1-10 of 44 results
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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

What is the cheapest month to book a flight from Winnipeg to Maryland?

Currently, October is the cheapest month in which you can book a flight from Winnipeg to Maryland (average of $59). Flying from Winnipeg to Maryland in January is currently the most expensive (average of $636). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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 5h. The time it takes to get you to your destination can typically vary by up to 23h 31m. Winnipeg and Maryland are separated by a distance of 1228 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. Dulles Intl or Winnipeg - Baltimore/Washington, Winnipeg - Philadelphia 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.

  • What is the cheapest month to book a flight from Winnipeg to Maryland?

    Currently, October is the cheapest month in which you can book a flight from Winnipeg to Maryland (average of $59). Flying from Winnipeg to Maryland in January is currently the most expensive (average of $636). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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