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$135+ 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 1/18. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — BWI
Jan 3 — Jan 101
Sat 1/3
Sat 1/10
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 4, 2025.

This FlightHub deal was found by Cheapflights users on 12/3. 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 12/207:50 amYWG - IAD
2 stops14h 28mWestJet
Wed 12/316:00 amIAD - YWG
1 stop10h 07mWestJet
Deal found 12/3$441
This Travelocity deal was found by Cheapflights users on 12/4. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/196:00 amYWG - PHL
1 stop7h 07mMultiple Airlines
Thu 12/256:05 amPHL - YWG
2 stops18h 45mMultiple Airlines
Deal found 12/4$501
This Kiwi.com deal was found by Cheapflights users on 12/4. 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 12/177:30 amYWG - PHL
1 stop8h 22mMultiple Airlines
Thu 12/256:00 amPHL - YWG
2 stops44h 26mMultiple Airlines
Deal found 12/4$506
This United Airlines deal was found by Cheapflights users on 12/4. 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 12/185:30 amYWG - PHL
2 stops18h 15mUnited Airlines
Thu 12/256:35 amPHL - YWG
1 stop6h 22mUnited Airlines
Deal found 12/4$510
This FlightHub deal was found by Cheapflights users on 12/4. 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 12/1810:55 amYWG - PHL
2 stops12h 02mWestJet
Thu 12/256:05 amPHL - YWG
2 stops19h 34mWestJet
Deal found 12/4$518
This WestJet deal was found by Cheapflights users on 12/2. 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.
Wed 12/106:45 amYWG - IAD
2 stops10h 27mWestJet
Fri 12/126:00 amIAD - YWG
2 stops13h 06mWestJet
Deal found 12/2$530
This Air Canada deal was found by Cheapflights users on 12/4. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/257:05 amYWG - PHL
1 stop14h 41mAir Canada
Wed 12/317:50 amPHL - YWG
1 stop14h 54mAir Canada
Deal found 12/4$534
This Air Canada deal was found by Cheapflights users on 12/4. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/187:05 amYWG - PHL
1 stop14h 41mAir Canada
Thu 12/256:35 amPHL - YWG
1 stop6h 22mAir Canada
Deal found 12/4$540
This United Airlines deal was found by Cheapflights users on 12/4. 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 12/178:40 amYWG - PHL
1 stop13h 42mUnited Airlines
Thu 12/256:35 amPHL - YWG
1 stop6h 22mUnited Airlines
Deal found 12/4$542
This FlightHub deal was found by Cheapflights users on 12/3. 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 12/197:50 amYWG - IAD
2 stops14h 39mWestJet
Fri 1/25:29 pmIAD - YWG
2 stops32h 06mWestJet
Deal found 12/3$550
This Air Canada deal was found by Cheapflights users on 12/4. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/247:05 amYWG - PHL
1 stop7h 44mAir Canada
Wed 12/317:50 amPHL - YWG
1 stop14h 54mAir Canada
Deal found 12/4$577
This Air Canada deal was found by Cheapflights users on 12/4. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/267:05 amYWG - PHL
1 stop14h 41mAir Canada
Wed 12/317:50 amPHL - YWG
1 stop14h 54mAir Canada
Deal found 12/4$582

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 4, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$247
(Kiwi.com)

One-way from

$135
(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 4, 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

Mon 1/19

8:00 am-11:14 am

1 stop26h 14m

Philadelphia

Mon 1/26

3:04 pm-12:42 am

2 stops34h 38m

$247

WinnipegBaltimore

YWG - BWI

YWGBWI

Winnipeg

Tue 1/13

9:00 pm-12:31 am

2 stops26h 31m

Baltimore/Washington

Sun 1/18

6:05 am-3:07 pm

1 stop10h 02m

$257

WinnipegBaltimore

YWG - BWI

YWGBWI

Winnipeg

Thu 1/15

9:00 pm-12:31 am

2 stops26h 31m

Baltimore/Washington

Sun 1/25

6:00 am-3:07 pm

1 stop10h 07m

$272

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Mon 2/2

5:30 am-2:47 pm

2 stops8h 17m

Philadelphia

Thu 2/5

7:50 am-12:39 pm

1 stop5h 49m

$360

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Thu 2/12

6:45 am-11:44 pm

2 stops15h 59m

Philadelphia

Mon 2/16

6:00 am-1:52 pm

2 stops32h 52m

$406

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Thu 1/15

8:05 pm-10:19 am

1 stop13h 14m

Washington, D.C. Dulles Intl

Sun 1/25

11:35 am-7:35 pm

1 stop9h 00m

$406

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Thu 5/7

12:40 pm-11:29 pm

1 stop9h 49m

Washington, D.C. Dulles Intl

Sun 5/10

6:15 am-11:27 pm

1 stop18h 12m

$409

WinnipegBaltimore

YWG - BWI

YWGBWI

Winnipeg

Sat 1/17

8:20 pm-11:47 pm

3 stops26h 27m

Baltimore/Washington

Sat 1/24

4:44 pm-3:07 pm

3 stops23h 23m

$421

WinnipegWashington, D.C.

YWG - DCA

YWGDCA

Winnipeg

Thu 1/15

5:21 pm-10:00 pm

1 stop27h 39m

Washington, D.C. Reagan-National

Sun 1/25

6:00 am-3:07 pm

1 stop10h 07m

$422

WinnipegWashington, D.C.

YWG - DCA

YWGDCA

Winnipeg

Thu 1/15

6:45 am-6:04 pm

2 stops10h 19m

Washington, D.C. Reagan-National

Sun 1/18

12:20 pm-12:41 am

2 stops13h 21m

$422

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/4

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 4, 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.

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 and WestJet fly from Winnipeg to Maryland in about 8h 17m. The time it takes to get you to your destination can typically vary by up to 1h 32m. 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 - 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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