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$128+ 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 1/31. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — BWI
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
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 December 18, 2025.

This FlightHub deal was found by Cheapflights users on 12/17. 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.
Thu 12/256:45 amYWG - DCA
2 stops10h 28mWestJet
Mon 12/297:00 amDCA - YWG
2 stops13h 12mWestJet
Deal found 12/17$564
This FlightHub deal was found by Cheapflights users on 12/16. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/195:45 pmYWG - IAD
1 stop5h 17mWestJet
Fri 1/26:00 amIAD - YWG
2 stops19h 39mWestJet
Deal found 12/16$608
This Justfly.com deal was found by Cheapflights users on 12/17. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/235:45 pmYWG - DCA
1 stop5h 12mWestJet
Tue 12/3012:37 pmDCA - YWG
1 stop27h 30mWestJet
Deal found 12/17$609
This Justfly.com deal was found by Cheapflights users on 12/17. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/2312:35 pmYWG - IAD
1 stop10h 22mWestJet
Tue 12/3012:58 pmIAD - YWG
1 stop27h 09mWestJet
Deal found 12/17$609
This Justfly.com deal was found by Cheapflights users on 12/17. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/266:45 amYWG - IAD
2 stops16h 12mWestJet
Tue 12/3012:58 pmIAD - YWG
1 stop27h 09mWestJet
Deal found 12/17$668
This FlightHub deal was found by Cheapflights users on 12/14. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/205:45 pmYWG - IAD
1 stop5h 12mWestJet
Mon 1/197:00 amIAD - YWG
1 stop17h 38mWestJet
Deal found 12/14$706
This FlightHub deal was found by Cheapflights users on 12/17. 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.
Sun 12/285:45 pmYWG - DCA
1 stop5h 12mWestJet
Sat 1/36:00 amDCA - YWG
2 stops19h 42mWestJet
Deal found 12/17$714
This FlightHub deal was found by Cheapflights users on 12/14. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/205:55 amYWG - IAD
2 stops40h 23mWestJet
Mon 12/225:29 pmIAD - YWG
2 stops26h 43mWestJet
Deal found 12/14$715
This CheapOair deal was found by Cheapflights users on 12/15. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/195:45 pmYWG - DCA
1 stop23h 24mWestJet
Mon 12/2212:37 pmDCA - YWG
2 stops23h 58mWestJet
Deal found 12/15$763
This Delta deal was found by Cheapflights users on 12/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/2512:35 pmYWG - DCA
1 stop8h 26mDelta
Fri 1/26:00 amDCA - YWG
1 stop6h 45mDelta
Deal found 12/17$791
This CheapOair deal was found by Cheapflights users on 12/17. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/205:45 pmYWG - DCA
1 stop5h 12mWestJet
Sun 12/216:30 amDCA - YWG
1 stop18h 14mWestJet
Deal found 12/17$807
This United Airlines deal was found by Cheapflights users on 12/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/252:20 pmYWG - DCA
1 stop5h 39mUnited Airlines
Fri 1/26:30 amDCA - YWG
1 stop6h 27mUnited Airlines
Deal found 12/16$820

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 December 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$239
(Kiwi.com)

One-way from

$128
(Kiwi.com)

Popular in

November

Cheapest in

October

Average price

$398
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, 16% potential price rise
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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 December 18, 2025.
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

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Thu 1/15

12:10 pm-8:09 pm

1 stop6h 59m

Philadelphia

Wed 1/21

6:00 am-3:07 pm

1 stop10h 07m

$317

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Mon 3/23

5:45 pm-11:59 pm

1 stop5h 14m

Philadelphia

Wed 3/25

6:00 am-12:03 pm

1 stop7h 03m

$353

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Mon 2/2

8:15 am-2:47 pm

1 stop5h 32m

Philadelphia

Thu 2/5

7:50 am-12:39 pm

1 stop5h 49m

$358

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Thu 1/15

6:00 am-2:47 pm

2 stops7h 47m

Philadelphia

Wed 1/21

3:30 pm-9:49 am

2 stops19h 19m

$363

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Mon 2/2

5:21 pm-11:56 pm

1 stop5h 35m

Philadelphia

Thu 2/5

6:15 am-11:03 am

1 stop5h 48m

$379

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Mon 1/12

5:21 pm-1:38 pm

1 stop19h 17m

Washington, D.C. Dulles Intl

Mon 1/19

7:00 am-11:38 pm

1 stop17h 38m

$410

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Mon 3/23

6:45 am-11:59 pm

2 stops16h 14m

Philadelphia

Wed 3/25

6:00 am-12:03 pm

1 stop7h 03m

$414

WinnipegWashington, D.C.

YWG - DCA

YWGDCA

Winnipeg

Thu 1/15

5:21 pm-11:23 pm

1 stop5h 02m

Washington, D.C. Reagan-National

Sun 1/18

6:05 am-11:03 am

1 stop5h 58m

$416

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Thu 1/15

5:21 pm-11:57 pm

1 stop5h 36m

Washington, D.C. Dulles Intl

Sun 1/18

9:00 am-3:07 pm

1 stop7h 07m

$417

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Thu 5/7

5:38 pm-11:29 pm

1 stop4h 51m

Washington, D.C. Dulles Intl

Sun 5/10

12:00 pm-8:09 pm

1 stop9h 09m

$418

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

Showing 1-10 of 49 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 $619). 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.

What is the cheapest time of day to fly from YWG to MD?

Find hourly flight availability from Winnipeg to Maryland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 18, 2025.

When flying from Winnipeg to Maryland, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 37% versus a flight in the afternoon.

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

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 14m. The time it takes to get you to your destination can typically vary by up to 14h 03m. 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 - Baltimore/Washington or Winnipeg - Washington, D.C. Dulles Intl, Winnipeg - Washington, D.C. Reagan-National 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 $619). 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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