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$145+ 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 3/9. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — BWI
Feb 26 — Mar 51
Thu 2/26
Thu 3/5
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 January 27, 2026.

This Trip.com deal was found by Cheapflights users on 1/26. 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.
Wed 3/117:30 am
YWG
-
IAD
1 stop16h 01m
Multiple Airlines
Wed 3/186:20 am
IAD
-
YWG
1 stop9h 49m
Multiple Airlines
Deal found 1/26$266
This Trip.com deal was found by Cheapflights users on 1/26. 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.
Wed 3/117:30 am
YWG
-
BWI
1 stop16h 11m
Multiple Airlines
Wed 3/186:05 am
BWI
-
YWG
2 stops19h 35m
Multiple Airlines
Deal found 1/26$267
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 4/87:30 am
YWG
-
IAD
1 stop16h 06m
Multiple Airlines
Wed 4/156:20 am
IAD
-
YWG
1 stop9h 49m
Multiple Airlines
Deal found 1/27$311
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
Tue 4/74:25 pm
YWG
-
IAD
2 stops16h 59m
Multiple Airlines
Wed 4/156:20 am
IAD
-
YWG
1 stop9h 49m
Multiple Airlines
Deal found 1/27$341
This Kiwi.com deal was found by Cheapflights users on 1/26. 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 2/268:05 pm
YWG
-
IAD
1 stop20h 09m
Multiple Airlines
Wed 3/411:40 am
IAD
-
YWG
1 stop8h 55m
Multiple Airlines
Deal found 1/26$346
This Air Canada deal was found by Cheapflights users on 1/26. 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.
Tue 2/176:00 am
YWG
-
PHL
2 stops7h 47m
Air Canada
Thu 2/197:50 am
PHL
-
YWG
1 stop5h 49m
Air Canada
Deal found 1/26$350
This Delta deal was found by Cheapflights users on 1/27. 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.
Tue 4/75:20 pm
YWG
-
PHL
1 stop5h 39m
Delta
Tue 4/146:00 am
PHL
-
YWG
1 stop5h 56m
Delta
Deal found 1/27$351
This Air Canada deal was found by Cheapflights users on 1/26. 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.
Mon 2/238:15 am
YWG
-
PHL
1 stop5h 32m
Air Canada
Mon 3/93:30 pm
PHL
-
YWG
2 stops9h 24m
Air Canada
Deal found 1/26$353
This Kiwi.com deal was found by Cheapflights users on 1/25. 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 2/208:20 pm
YWG
-
PHL
2 stops27h 01m
Multiple Airlines
Fri 3/65:05 am
PHL
-
YWG
1 stop11h 04m
Multiple Airlines
Deal found 1/25$363
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
Fri 3/137:30 am
YWG
-
PHL
1 stop16h 22m
Multiple Airlines
Fri 3/205:05 am
PHL
-
YWG
1 stop11h 04m
Multiple Airlines
Deal found 1/27$378
This FlightHub deal was found by Cheapflights users on 1/26. 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 7/317:00 am
YWG
-
PHL
2 stops15h 40m
WestJet
Mon 8/35:30 am
PHL
-
YWG
2 stops20h 00m
WestJet
Deal found 1/26$382
This Delta deal was found by Cheapflights users on 1/25. 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.
Fri 5/1512:40 pm
YWG
-
PHL
1 stop10h 00m
Delta
Sat 5/2311:45 am
PHL
-
YWG
1 stop9h 24m
Delta
Deal found 1/25$387

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 January 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$266
(Trip.com)

One-way from

$145
(Kiwi.com)

Popular in

November

Cheapest in

October

Average price

$443
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 January 2026
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 January 27, 2026.
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

Wed 3/11

7:30 am-12:31 am

1 stop16h 01m

Washington, D.C. Dulles Intl

Wed 3/18

6:20 am-3:09 pm

1 stop9h 49m

$266

WinnipegBaltimore

YWG - BWI

YWGBWI

Winnipeg

Wed 3/11

7:30 am-12:41 am

1 stop16h 11m

Baltimore/Washington

Wed 3/18

6:05 am-3:09 pm

1 stop10h 04m

$269

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Wed 4/22

7:30 am-12:36 am

1 stop16h 06m

Washington, D.C. Dulles Intl

Wed 4/29

6:20 am-10:10 pm

2 stops16h 50m

$277

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Wed 4/8

7:30 am-12:36 am

1 stop16h 06m

Washington, D.C. Dulles Intl

Wed 4/15

6:20 am-3:09 pm

1 stop9h 49m

$311

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Mon 2/23

8:15 am-2:47 pm

1 stop5h 32m

Philadelphia

Mon 3/9

4:35 pm-11:54 pm

1 stop8h 19m

$350

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Tue 2/17

6:00 am-2:47 pm

2 stops7h 47m

Philadelphia

Thu 2/19

7:50 am-12:39 pm

1 stop5h 49m

$350

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Tue 4/7

8:45 am-12:17 pm

2 stops26h 32m

Philadelphia

Tue 4/14

7:45 pm-11:52 am

2 stops17h 07m

$351

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Tue 4/7

5:20 pm-11:59 pm

1 stop5h 39m

Philadelphia

Tue 4/14

6:00 am-10:56 am

1 stop5h 56m

$351

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Fri 2/20

8:20 pm-12:21 am

2 stops27h 01m

Philadelphia

Fri 3/6

5:05 am-3:09 pm

1 stop11h 04m

$363

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Fri 3/13

7:30 am-12:52 am

1 stop16h 22m

Philadelphia

Fri 3/20

5:05 am-3:09 pm

1 stop11h 04m

$378

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

Showing 1-10 of 43 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 $616). 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 Air Canada, United Airlines, and Delta fly from Winnipeg to Maryland in about 5h 32m. The time it takes to get you to your destination can typically vary by up to 21h. 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. 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 $616). 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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