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$155+ 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 5/1. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — BWI
May 3 — May 101
Sun 5/3
Sun 5/10
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 April 3, 2026.

This United Airlines deal was found by Cheapflights users on 3/30. 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 4/158:45 am
YWG
-
PHL
2 stops24h 43m
United Airlines
Sat 4/256:17 am
PHL
-
YWG
1 stop6h 35m
United Airlines
Deal found 3/30$308
This Air Canada deal was found by Cheapflights users on 3/31. 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.
Sat 7/45:10 am
YWG
-
PHL
1 stop9h 31m
Air Canada
Tue 7/710:45 am
PHL
-
YWG
1 stop13h 35m
Air Canada
Deal found 3/31$355
This Air Canada deal was found by Cheapflights users on 3/30. 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 4/168:45 am
YWG
-
PHL
1 stop13h 58m
Air Canada
Sat 4/256:17 am
PHL
-
YWG
1 stop6h 35m
Air Canada
Deal found 3/30$361
This United Airlines deal was found by Cheapflights users on 4/1. 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.
Mon 4/205:30 am
YWG
-
PHL
2 stops18h 29m
United Airlines
Thu 4/236:17 am
PHL
-
YWG
1 stop6h 35m
United Airlines
Deal found 4/1$368
This United Airlines deal was found by Cheapflights users on 3/30. 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 4/165:30 am
YWG
-
PHL
2 stops18h 29m
United Airlines
Sat 4/256:17 am
PHL
-
YWG
1 stop6h 35m
United Airlines
Deal found 3/30$369
This Delta deal was found by Cheapflights users on 4/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/55:42 pm
YWG
-
PHL
1 stop5h 15m
Delta
Tue 8/1111:45 am
PHL
-
YWG
1 stop9h 24m
Delta
Deal found 4/2$370
This FlightHub deal was found by Cheapflights users on 4/2. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/56:00 am
YWG
-
PHL
2 stops16h 57m
WestJet
Tue 8/1111:45 am
PHL
-
YWG
2 stops11h 25m
WestJet
Deal found 4/2$375
This FlightHub deal was found by Cheapflights users on 4/2. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/276:40 am
YWG
-
PHL
1 stop6h 21m
WestJet
Tue 11/311:45 am
PHL
-
YWG
1 stop9h 31m
WestJet
Deal found 4/2$376
This Kiwi.com deal was found by Cheapflights users on 3/30. 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 5/79:05 pm
YWG
-
IAD
2 stops19h 07m
Multiple Airlines
Fri 5/154:05 pm
IAD
-
YWG
1 stop9h 50m
Multiple Airlines
Deal found 3/30$385
This Kiwi.com deal was found by Cheapflights users on 3/31. 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 4/289:05 pm
YWG
-
IAD
2 stops26h 31m
Multiple Airlines
Tue 5/511:30 am
IAD
-
YWG
1 stop9h 19m
Multiple Airlines
Deal found 3/31$388
This Kiwi.com deal was found by Cheapflights users on 4/1. 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 4/298:10 pm
YWG
-
IAD
1 stop13h 44m
Multiple Airlines
Wed 5/64:05 pm
IAD
-
YWG
1 stop9h 50m
Multiple Airlines
Deal found 4/1$410
This Justfly.com deal was found by Cheapflights users on 3/31. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/155:42 pm
YWG
-
IAD
1 stop4h 39m
WestJet
Sun 8/910:21 am
IAD
-
YWG
2 stops12h 49m
WestJet
Deal found 3/31$468

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 April 3, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$308
(United Airlines)

One-way from

$155
(Kiwi.com)

Popular in

April

Cheapest in

October

Average price

$493
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
Highest demand for flights based on searches. 16% potential increase in price ($73 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 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 April 3, 2026.
Use the filters below to find and compare flights from Winnipeg to Maryland that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Wed 4/15

8:45 am-10:28 am

2 stops24h 43m

Philadelphia

Sat 4/25

6:17 am-11:52 am

1 stop6h 35m

$308

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Sat 5/30

3:50 pm-11:22 pm

1 stop6h 32m

Philadelphia

Tue 6/2

5:45 am-2:55 pm

1 stop10h 10m

$308

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Tue 7/21

7:00 am-2:47 pm

1 stop6h 47m

Philadelphia

Tue 7/28

10:32 am-10:33 pm

2 stops13h 01m

$308

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Sat 7/4

5:10 am-3:41 pm

1 stop9h 31m

Philadelphia

Tue 7/7

10:45 am-11:20 pm

1 stop13h 35m

$355

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Mon 4/20

5:30 am-12:59 am

2 stops18h 29m

Philadelphia

Thu 4/23

6:17 am-11:52 am

1 stop6h 35m

$368

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Sat 5/30

2:00 pm-11:44 pm

2 stops8h 44m

Philadelphia

Tue 6/2

7:45 pm-11:52 am

2 stops17h 07m

$369

WinnipegWashington, D.C.

YWG - DCA

YWGDCA

Winnipeg

Wed 4/22

6:45 am-6:00 pm

2 stops10h 15m

Washington, D.C. Reagan-National

Tue 4/28

6:05 am-10:56 am

1 stop5h 51m

$469

WinnipegWashington, D.C.

YWG - DCA

YWGDCA

Winnipeg

Fri 4/17

6:45 am-6:02 pm

2 stops10h 17m

Washington, D.C. Reagan-National

Sun 4/19

6:00 am-3:09 pm

1 stop10h 09m

$469

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Thu 5/7

5:41 pm-11:38 pm

1 stop4h 57m

Washington, D.C. Dulles Intl

Sun 5/10

6:00 am-10:54 am

1 stop5h 54m

$473

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Fri 5/8

5:41 pm-11:38 pm

1 stop4h 57m

Washington, D.C. Dulles Intl

Mon 5/11

6:00 am-10:54 am

1 stop5h 54m

$473

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/29

Showing 1-10 of 53 resultsSorted by cheapest first
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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

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 United Airlines, Delta, and WestJet fly from Winnipeg to Maryland in about 6h 32m. The time it takes to get you to your destination can typically vary by up to 18h 11m. 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.

See more FAQs

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