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$148+ 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 9/5. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — BWI
Aug 23 — Aug 301
Sat 8/23
Sat 8/30
1 adult, Economy
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Cheap flight deals from Winnipeg to Maryland

Keep the following information in mind while searching for Winnipeg to Maryland flight deals. Data was last updated August 18, 2025.

Round-trip from

$237
(oojo)

One-way from

$148
(WestJet)

Popular in

May

Cheapest in

August

Average price

$305
From Winnipeg to Maryland
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One-way flight from Winnipeg to Maryland
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Highest demand for flights based on searches. 4% potential increase in price ($20 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find 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 August 18, 2025.

This oojo deal was found by Cheapflights users on 8/16. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/38:30 amYWG - IAD
1 stop8h 20mWestJet
Fri 10/106:45 pmIAD - YWG
1 stop30h 45mWestJet
Deal found 8/16$237
This Delta deal was found by Cheapflights users on 8/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/305:40 pmYWG - DCA
1 stop4h 59mDelta
Tue 10/712:06 pmDCA - YWG
1 stop9h 04mDelta
Deal found 8/15$252
This Delta deal was found by Cheapflights users on 8/17. 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 9/46:40 amYWG - IAD
2 stops8h 50mDelta
Wed 9/106:15 amIAD - YWG
1 stop6h 36mDelta
Deal found 8/17$252
This Kiwi.com deal was found by Cheapflights users on 8/16. 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 10/179:00 amYWG - PHL
1 stop25h 00mMultiple Airlines
Fri 10/242:48 pmPHL - YWG
2 stops10h 25mMultiple Airlines
Deal found 8/16$285
This Kiwi.com deal was found by Cheapflights users on 8/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/49:00 amYWG - BWI
1 stop6h 46mMultiple Airlines
Wed 9/107:30 pmBWI - YWG
1 stop21h 52mMultiple Airlines
Deal found 8/17$286
This Kiwi.com deal was found by Cheapflights users on 8/16. 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.
Wed 10/19:05 pmYWG - PHL
2 stops26h 52mMultiple Airlines
Wed 10/81:02 pmPHL - YWG
1 stop28h 20mMultiple Airlines
Deal found 8/16$287
This Kiwi.com deal was found by Cheapflights users on 8/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/19:05 pmYWG - BWI
2 stops18h 41mMultiple Airlines
Wed 10/811:56 amBWI - YWG
1 stop29h 26mMultiple Airlines
Deal found 8/17$290
This Kiwi.com deal was found by Cheapflights users on 8/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/289:05 pmYWG - PHL
2 stops21h 33mMultiple Airlines
Sun 10/56:02 pmPHL - YWG
1 stop22h 53mMultiple Airlines
Deal found 8/18$298
This Delta deal was found by Cheapflights users on 8/17. 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 9/45:41 pmYWG - DCA
1 stop4h 55mDelta
Wed 9/106:30 amDCA - YWG
1 stop6h 21mDelta
Deal found 8/17$312
This Delta deal was found by Cheapflights users on 8/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/3012:44 pmYWG - IAD
2 stops9h 33mDelta
Tue 10/71:00 pmIAD - YWG
2 stops11h 27mDelta
Deal found 8/15$312
This Kiwi.com deal was found by Cheapflights users on 8/16. 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.
Sat 9/139:10 amYWG - BWI
1 stop23h 13mMultiple Airlines
Sat 9/205:13 pmBWI - YWG
2 stops32h 17mMultiple Airlines
Deal found 8/16$321
This Kiwi.com deal was found by Cheapflights users on 8/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/139:10 amYWG - PHL
1 stop21h 21mMultiple Airlines
Sat 9/206:37 pmPHL - YWG
2 stops30h 53mMultiple Airlines
Deal found 8/17$324

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 August 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

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Fri 10/3

8:30 am-5:50 pm

1 stop8h 20m

Washington, D.C. Dulles Intl

Fri 10/10

6:45 pm-12:30 am

1 stop30h 45m

$237

WinnipegWashington, D.C.

YWG - DCA

YWGDCA

Winnipeg

Thu 9/4

6:40 am-4:33 pm

2 stops8h 53m

Washington, D.C. Reagan-National

Wed 9/10

6:00 am-4:51 pm

2 stops11h 51m

$252

WinnipegWashington, D.C.

YWG - DCA

YWGDCA

Winnipeg

Tue 9/30

5:40 pm-11:39 pm

1 stop4h 59m

Washington, D.C. Reagan-National

Tue 10/7

12:06 pm-8:10 pm

1 stop9h 04m

$252

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Wed 9/10

6:40 am-5:34 pm

2 stops9h 54m

Washington, D.C. Dulles Intl

Tue 9/16

5:00 pm-11:27 pm

2 stops7h 27m

$252

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Thu 9/4

6:40 am-4:30 pm

2 stops8h 50m

Washington, D.C. Dulles Intl

Wed 9/10

6:15 am-11:51 am

1 stop6h 36m

$252

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Tue 9/30

12:44 pm-11:38 pm

1 stop9h 54m

Washington, D.C. Dulles Intl

Tue 10/7

12:06 pm-8:10 pm

1 stop9h 04m

$252

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Wed 10/1

12:44 pm-11:38 pm

1 stop9h 54m

Washington, D.C. Dulles Intl

Wed 10/8

9:50 am-8:10 pm

2 stops11h 20m

$252

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Fri 10/17

9:00 am-11:00 am

1 stop25h 00m

Philadelphia

Fri 10/24

2:48 pm-12:13 am

2 stops10h 25m

$285

WinnipegBaltimore

YWG - BWI

YWGBWI

Winnipeg

Thu 9/4

9:00 am-4:46 pm

1 stop6h 46m

Baltimore/Washington

Wed 9/10

7:30 pm-4:22 pm

1 stop21h 52m

$286

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Wed 10/1

9:05 pm-12:57 am

2 stops26h 52m

Philadelphia

Wed 10/8

1:02 pm-4:22 pm

1 stop28h 20m

$287

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/16

Showing 1-10 of 52 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, August is the cheapest month in which you can book a flight from Winnipeg to Maryland (average of $241). Flying from Winnipeg to Maryland in March is currently the most expensive (average of $290). 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 August 18, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Winnipeg to Maryland as you normally would.

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 WestJet and Delta fly from Winnipeg to Maryland in about 8h 20m. The time it takes to get you to your destination can typically vary by up to 33m. 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 - Baltimore/Washington 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, August is the cheapest month in which you can book a flight from Winnipeg to Maryland (average of $241). Flying from Winnipeg to Maryland in March is currently the most expensive (average of $290). 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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