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$165+ 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 11/23. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — BWI
Nov 16 — Nov 231
Sun 11/16
Sun 11/23
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 October 17, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$250
(Kiwi.com)

One-way from

$165
(Delta)

Popular in

November

Cheapest in

August

Average price

$345
Provider with most accurate pricing for Winnipeg-Washington, D.C. (WAS) flight deals.
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Provider most trusted by Cheapflights users for Winnipeg-Washington, D.C. (WAS) flights.
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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. 6% potential increase in price ($25 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in October 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 October 17, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/15. 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 12/57:30 amYWG - BWI
1 stop15h 54mMultiple Airlines
Mon 12/85:45 amBWI - YWG
2 stops37h 21mMultiple Airlines
Deal found 10/15$250
This Trip.com deal was found by Cheapflights users on 10/14. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/209:05 pmYWG - IAD
2 stops21h 41mMultiple Airlines
Fri 10/246:15 amIAD - YWG
1 stop11h 07mMultiple Airlines
Deal found 10/14$286
This Kiwi.com deal was found by Cheapflights users on 10/15. 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.
Wed 11/127:30 amYWG - IAD
1 stop11h 50mMultiple Airlines
Wed 11/198:40 amIAD - YWG
1 stop7h 27mMultiple Airlines
Deal found 10/15$292
This Kiwi.com deal was found by Cheapflights users on 10/16. 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.
Thu 11/139:00 pmYWG - IAD
2 stops26h 11mMultiple Airlines
Thu 11/206:41 pmIAD - YWG
1 stop21h 26mMultiple Airlines
Deal found 10/16$295
This Kiwi.com deal was found by Cheapflights users on 10/15. 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.
Wed 11/127:30 amYWG - BWI
1 stop9h 59mMultiple Airlines
Wed 11/1910:00 amBWI - YWG
2 stops15h 41mMultiple Airlines
Deal found 10/15$313
This Mytrip deal was found by Cheapflights users on 10/14. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/139:00 pmYWG - PHL
3 stops25h 16mMultiple Airlines
Mon 12/155:35 amPHL - YWG
1 stop13h 28mMultiple Airlines
Deal found 10/14$313
This Delta deal was found by Cheapflights users on 10/15. 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.
Wed 12/175:45 pmYWG - DCA
1 stop4h 52mDelta
Wed 12/246:00 amDCA - YWG
1 stop10h 07mDelta
Deal found 10/15$340
This Delta deal was found by Cheapflights users on 10/15. 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.
Wed 12/177:30 amYWG - IAD
1 stop9h 51mDelta
Wed 12/246:00 amIAD - YWG
1 stop10h 07mDelta
Deal found 10/15$340
This Kiwi.com deal was found by Cheapflights users on 10/15. 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 11/217:30 amYWG - BWI
1 stop14h 49mMultiple Airlines
Tue 11/252:47 pmBWI - YWG
2 stops25h 20mMultiple Airlines
Deal found 10/15$344
This United Airlines deal was found by Cheapflights users on 10/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/252:20 pmYWG - IAD
1 stop8h 55mUnited Airlines
Fri 1/210:33 pmIAD - YWG
1 stop14h 24mUnited Airlines
Deal found 10/14$347
This Delta deal was found by Cheapflights users on 10/15. 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.
Wed 11/126:40 amYWG - DCA
2 stops11h 19mDelta
Wed 11/193:06 pmDCA - YWG
2 stops9h 30mDelta
Deal found 10/15$348
This Delta deal was found by Cheapflights users on 10/15. 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.
Wed 11/125:49 pmYWG - BWI
1 stop5h 00mDelta
Wed 11/1911:38 amBWI - YWG
1 stop6h 21mDelta
Deal found 10/15$348

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 October 17, 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

WinnipegBaltimore

YWG - BWI

YWGBWI

Winnipeg

Fri 12/5

7:30 am-12:24 am

1 stop15h 54m

Baltimore/Washington

Mon 12/8

5:45 am-6:06 pm

2 stops37h 21m

$250

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Thu 1/15

1:45 pm-8:59 pm

1 stop6h 14m

Washington, D.C. Dulles Intl

Sun 1/18

9:45 am-4:35 pm

1 stop7h 50m

$271

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Thu 11/13

9:00 pm-12:11 am

2 stops26h 11m

Washington, D.C. Dulles Intl

Thu 11/20

6:41 pm-3:07 pm

1 stop21h 26m

$295

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Sat 12/13

9:00 pm-11:16 pm

3 stops25h 16m

Philadelphia

Mon 12/15

5:35 am-6:03 pm

1 stop13h 28m

$313

WinnipegWashington, D.C.

YWG - DCA

YWGDCA

Winnipeg

Wed 12/17

5:45 pm-11:37 pm

1 stop4h 52m

Washington, D.C. Reagan-National

Wed 12/24

6:00 am-3:07 pm

1 stop10h 07m

$340

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Wed 12/17

7:30 am-6:21 pm

1 stop9h 51m

Washington, D.C. Dulles Intl

Wed 12/24

6:00 am-3:07 pm

1 stop10h 07m

$340

WinnipegWashington, D.C.

YWG - DCA

YWGDCA

Winnipeg

Thu 1/15

1:45 pm-9:56 pm

1 stop7h 11m

Washington, D.C. Reagan-National

Sun 1/18

11:05 am-4:35 pm

1 stop6h 30m

$342

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Thu 12/25

2:20 pm-12:15 am

1 stop8h 55m

Washington, D.C. Dulles Intl

Fri 1/2

10:33 pm-11:57 am

1 stop14h 24m

$347

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Tue 3/3

2:20 pm-9:32 pm

1 stop6h 12m

Philadelphia

Wed 3/4

6:10 am-11:57 am

1 stop6h 47m

$348

WinnipegWashington, D.C.

YWG - DCA

YWGDCA

Winnipeg

Thu 11/13

6:40 am-6:59 pm

2 stops11h 19m

Washington, D.C. Reagan-National

Thu 11/20

12:39 pm-11:36 pm

2 stops11h 57m

$348

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/14

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, 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 October 17, 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 Air Canada, Delta, and United Airlines fly from Winnipeg to Maryland in about 4h 52m. The time it takes to get you to your destination can typically vary by up to 1h 22m. Winnipeg and Maryland are separated by a distance of 1249 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Winnipeg to Maryland one-way?

    One-way options have recently been found by users for as low as $165 on Delta. Other airlines that offer cheap prices include United Airlines from $171 and Porter Airlines from $228 one-way.

  • What are the most popular routes from Winnipeg to Maryland?

    While some choose either Winnipeg - Washington, D.C. Reagan-National or Winnipeg - Baltimore/Washington, 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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