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$174+ 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 5/30. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — BWI
May 17 — May 241
Sun 5/17
Sun 5/24
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 17, 2026.

This Kiwi.com deal was found by Cheapflights users on 4/13. 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 5/85:41 pm
YWG
-
PHL
1 stop4h 31m
WestJet
Sun 5/105:45 am
PHL
-
YWG
1 stop6h 09m
WestJet
Deal found 4/13$374
This FlightHub deal was found by Cheapflights users on 4/12. 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 5/67:00 am
YWG
-
PHL
2 stops10h 08m
WestJet
Mon 5/115:45 am
PHL
-
YWG
1 stop6h 09m
WestJet
Deal found 4/12$379
This FlightHub deal was found by Cheapflights users on 4/12. 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 8/207:00 am
YWG
-
PHL
2 stops15h 40m
WestJet
Tue 8/2511:45 am
PHL
-
YWG
2 stops10h 55m
WestJet
Deal found 4/12$383
This FlightHub deal was found by Cheapflights users on 4/16. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/47:00 am
YWG
-
PHL
2 stops10h 07m
WestJet
Tue 7/79:46 am
PHL
-
YWG
2 stops11h 34m
WestJet
Deal found 4/16$390
This FlightHub deal was found by Cheapflights users on 4/12. 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 8/206:15 am
YWG
-
PHL
2 stops12h 07m
WestJet
Mon 8/241:00 pm
PHL
-
YWG
2 stops12h 55m
WestJet
Deal found 4/12$391
This WestJet deal was found by Cheapflights users on 4/13. 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.
Tue 5/55:20 pm
YWG
-
PHL
1 stop5h 38m
WestJet
Wed 5/66:05 am
PHL
-
YWG
1 stop5h 51m
WestJet
Deal found 4/13$394
This FlightHub deal was found by Cheapflights users on 4/12. 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 8/216:15 am
YWG
-
PHL
2 stops12h 07m
WestJet
Sun 8/236:00 am
PHL
-
YWG
2 stops12h 15m
WestJet
Deal found 4/12$399
This Kiwi.com deal was found by Cheapflights users on 4/17. 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.
Mon 6/19:05 pm
YWG
-
IAD
2 stops18h 16m
Multiple Airlines
Mon 6/87:00 pm
IAD
-
YWG
1 stop17h 10m
Multiple Airlines
Deal found 4/17$405
This FlightHub deal was found by Cheapflights users on 4/16. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/1610:30 pm
YWG
-
IAD
2 stops18h 40m
WestJet
Mon 7/277:00 pm
IAD
-
YWG
1 stop17h 10m
WestJet
Deal found 4/16$429
This Delta deal was found by Cheapflights users on 4/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/286:40 am
YWG
-
DCA
2 stops15h 04m
Delta
Tue 6/22:45 pm
DCA
-
YWG
2 stops21h 09m
Delta
Deal found 4/16$435
This Kiwi.com deal was found by Cheapflights users on 4/17. 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.
Mon 5/186:00 am
YWG
-
IAD
1 stop11h 10m
WestJet
Mon 5/257:00 pm
IAD
-
YWG
1 stop28h 10m
WestJet
Deal found 4/17$438
This FlightHub deal was found by Cheapflights users on 4/14. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/297:00 am
YWG
-
IAD
1 stop10h 10m
WestJet
Wed 6/310:11 am
IAD
-
YWG
2 stops12h 59m
WestJet
Deal found 4/14$480

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 17, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$374
(Kiwi.com)

One-way from

$174
(Kiwi.com)

Popular in

April

Cheapest in

October

Average price

$499
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, 10% potential price rise
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($15 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 17, 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

Fri 5/8

11:55 am-11:12 pm

1 stop10h 17m

Philadelphia

Sun 5/10

5:45 am-10:54 am

1 stop6h 09m

$376
Quickest round-trip

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Fri 5/8

11:55 am-6:06 pm

1 stop5h 11m

Philadelphia

Mon 5/11

5:45 am-10:54 am

1 stop6h 09m

$378

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Sat 7/4

7:00 am-6:07 pm

2 stops10h 07m

Philadelphia

Tue 7/7

5:40 am-3:08 pm

1 stop10h 28m

$381

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Tue 5/5

7:00 am-11:58 pm

2 stops15h 58m

Philadelphia

Wed 5/6

6:05 am-10:56 am

1 stop5h 51m

$394

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Thu 7/30

6:15 am-11:16 pm

2 stops16h 01m

Philadelphia

Fri 7/31

5:16 am-3:25 pm

2 stops11h 09m

$416

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Thu 7/16

10:30 pm-6:10 pm

2 stops18h 40m

Washington, D.C. Dulles Intl

Mon 7/27

7:00 pm-11:10 am

1 stop17h 10m

$429

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Sat 7/4

9:20 am-6:17 pm

1 stop7h 57m

Philadelphia

Tue 7/7

5:40 am-3:08 pm

1 stop10h 28m

$433

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Sun 5/31

9:05 pm-11:02 am

2 stops12h 57m

Philadelphia

Sun 6/7

5:40 am-10:10 pm

2 stops17h 30m

$435

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Fri 5/29

7:00 am-6:10 pm

1 stop10h 10m

Washington, D.C. Dulles Intl

Wed 6/3

6:00 am-10:54 am

1 stop5h 54m

$486

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Thu 6/4

4:55 pm-6:10 pm

1 stop24h 15m

Washington, D.C. Dulles Intl

Mon 6/8

7:00 pm-3:25 pm

1 stop21h 25m

$498

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/16

Showing 1-10 of 60 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
No data available for this route at this time. Please check back soon.

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 United Airlines fly from Winnipeg to Maryland in about 9h 33m. The time it takes to get you to your destination can typically vary by up to 44m. Winnipeg and Maryland are separated by a distance of 1247 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.

See more FAQs

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