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$126+ 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 1/21. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — BWI
Jan 27 — Feb 31
Tue 1/27
Tue 2/3
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 28, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/27. 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 12/295:45 pmYWG - DCA
1 stop5h 12mWestJet
Wed 1/712:20 pmDCA - YWG
2 stops13h 21mWestJet
Deal found 12/27$620
This Priceline deal was found by Cheapflights users on 12/27. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/295:45 pmYWG - IAD
1 stop5h 12mWestJet
Wed 1/79:00 amIAD - YWG
1 stop7h 07mWestJet
Deal found 12/27$699
This Kiwi.com deal was found by Cheapflights users on 12/27. 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 12/318:00 amYWG - PHL
1 stop10h 22mMultiple Airlines
Tue 1/68:54 pmPHL - YWG
2 stops39h 41mMultiple Airlines
Deal found 12/27$709
This Delta deal was found by Cheapflights users on 12/27. 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 12/3112:35 pmYWG - PHL
1 stop8h 36mDelta
Tue 1/66:15 amPHL - YWG
1 stop5h 48mDelta
Deal found 12/27$719
This United Airlines deal was found by Cheapflights users on 12/27. 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.
Wed 12/312:20 pmYWG - PHL
2 stops8h 10mUnited Airlines
Tue 1/66:30 amPHL - YWG
2 stops11h 49mUnited Airlines
Deal found 12/27$725
This Kiwi.com deal was found by Cheapflights users on 12/27. 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 12/298:00 amYWG - BWI
1 stop10h 08mMultiple Airlines
Wed 1/79:09 pmBWI - YWG
2 stops39h 26mMultiple Airlines
Deal found 12/27$880
This Delta deal was found by Cheapflights users on 12/27. 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.
Mon 12/295:45 pmYWG - BWI
1 stop4h 47mDelta
Wed 1/76:05 amBWI - YWG
1 stop5h 58mDelta
Deal found 12/27$939

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 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$213
(Kiwi.com)

One-way from

$126
(Trip.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 28, 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

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Sat 1/24

9:00 pm-4:33 pm

2 stops18h 33m

Washington, D.C. Dulles Intl

Sat 1/31

11:39 am-3:09 pm

1 stop28h 30m

$213

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Sun 3/1

7:30 am-12:57 am

1 stop16h 27m

Philadelphia

Thu 3/5

5:30 am-12:40 am

2 stops20h 10m

$259

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Sun 1/11

5:00 am-8:47 am

2 stops26h 47m

Philadelphia

Tue 1/13

7:12 pm-3:07 pm

1 stop20h 55m

$278

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Sun 4/5

7:30 am-12:51 am

1 stop16h 21m

Philadelphia

Thu 4/9

1:00 pm-7:09 pm

2 stops31h 09m

$289

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Mon 3/2

8:00 am-9:12 pm

1 stop12h 12m

Philadelphia

Fri 3/6

5:05 am-3:09 pm

1 stop11h 04m

$294

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Fri 3/6

2:40 pm-10:59 am

2 stops19h 19m

Philadelphia

Sun 3/8

5:05 am-3:09 pm

1 stop11h 04m

$297

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Fri 5/1

2:15 pm-12:45 am

1 stop9h 30m

Philadelphia

Tue 5/5

6:17 am-11:39 am

1 stop6h 22m

$325

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Tue 2/10

6:00 am-2:47 pm

2 stops7h 47m

Philadelphia

Sat 2/14

7:50 am-12:39 pm

1 stop5h 49m

$327

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Fri 1/9

5:21 pm-11:56 pm

1 stop5h 35m

Philadelphia

Sun 1/18

6:15 am-11:03 am

1 stop5h 48m

$328

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Thu 1/22

9:00 pm-4:33 pm

2 stops18h 33m

Washington, D.C. Dulles Intl

Thu 1/29

5:37 pm-3:07 pm

1 stop22h 30m

$338

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/27

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.

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 WestJet fly from Winnipeg to Maryland in about 5h 36m. The time it takes to get you to your destination can typically vary by up to . Winnipeg and Maryland are separated by a distance of 1228 mi.

  • 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.

  • 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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