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$182+ 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 8/27. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — BWI
Jun 16 — Jun 231
Tue 6/16
Tue 6/23
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 May 17, 2026.

This United Airlines deal was found by Cheapflights users on 5/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/87:00 am
YWG
-
PHL
1 stop6h 47m
United Airlines
Sun 7/126:00 am
PHL
-
YWG
1 stop6h 52m
United Airlines
Deal found 5/16$368
This Air Canada deal was found by Cheapflights users on 5/16. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/45:00 am
YWG
-
PHL
2 stops8h 49m
Air Canada
Tue 7/74:20 pm
PHL
-
YWG
1 stop8h 00m
Air Canada
Deal found 5/16$381
This Kiwi.com deal was found by Cheapflights users on 5/17. 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.
Wed 8/267:00 am
YWG
-
IAD
2 stops15h 17m
Multiple Airlines
Mon 8/317:00 pm
IAD
-
YWG
1 stop17h 10m
Multiple Airlines
Deal found 5/17$383
This Mytrip deal was found by Cheapflights users on 5/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/185:10 am
YWG
-
DCA
2 stops15h 38m
Multiple Airlines
Mon 6/228:40 pm
DCA
-
YWG
1 stop13h 00m
Multiple Airlines
Deal found 5/15$390
This Air Canada deal was found by Cheapflights users on 5/16. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/137:10 pm
YWG
-
PHL
1 stop13h 59m
Air Canada
Sat 8/2210:05 am
PHL
-
YWG
1 stop6h 09m
Air Canada
Deal found 5/16$391
This United Airlines deal was found by Cheapflights users on 5/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/212:56 pm
YWG
-
PHL
1 stop7h 23m
United Airlines
Wed 6/36:00 am
PHL
-
YWG
1 stop6h 52m
United Airlines
Deal found 5/16$411
This United Airlines deal was found by Cheapflights users on 5/17. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/27:00 am
YWG
-
PHL
1 stop9h 54m
United Airlines
Mon 9/145:01 pm
PHL
-
YWG
1 stop6h 32m
United Airlines
Deal found 5/17$412
This Kiwi.com deal was found by Cheapflights users on 5/13. 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.
Wed 6/38:45 pm
YWG
-
IAD
1 stop13h 01m
Porter Airlines
Sun 6/74:05 pm
IAD
-
YWG
1 stop28h 44m
Porter Airlines
Deal found 5/13$412
This Air Canada deal was found by Cheapflights users on 5/15. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/15:15 pm
YWG
-
PHL
1 stop15h 54m
Air Canada
Sat 8/84:20 pm
PHL
-
YWG
1 stop8h 00m
Air Canada
Deal found 5/15$417
This Mytrip deal was found by Cheapflights users on 5/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/185:10 am
YWG
-
IAD
1 stop9h 14m
Multiple Airlines
Mon 6/223:45 pm
IAD
-
YWG
2 stops17h 55m
Multiple Airlines
Deal found 5/15$418
This Kiwi.com deal was found by Cheapflights users on 5/17. 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.
Tue 8/254:15 pm
YWG
-
IAD
2 stops17h 31m
Multiple Airlines
Mon 8/317:00 pm
IAD
-
YWG
1 stop17h 10m
Multiple Airlines
Deal found 5/17$420
This Kiwi.com deal was found by Cheapflights users on 5/13. 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 6/58:10 pm
YWG
-
IAD
1 stop13h 36m
Multiple Airlines
Sun 6/74:05 pm
IAD
-
YWG
1 stop17h 35m
Multiple Airlines
Deal found 5/13$433

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 May 17, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$368
(United Airlines)

One-way from

$182
(Booking.com)

Popular in

May

Cheapest in

October

Average price

$510
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. 17% potential increase in price ($83 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 May 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 May 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

Tue 6/2

12:56 pm-9:19 pm

1 stop7h 23m

Philadelphia

Wed 6/3

6:00 am-11:52 am

1 stop6h 52m

$411

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Wed 9/2

7:00 am-5:54 pm

1 stop9h 54m

Philadelphia

Mon 9/14

5:01 pm-10:33 pm

1 stop6h 32m

$412

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Thu 8/13

5:00 am-12:59 am

2 stops18h 59m

Philadelphia

Sat 8/22

5:01 pm-10:33 pm

1 stop6h 32m

$430

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Sat 8/1

5:15 pm-10:09 am

1 stop15h 54m

Philadelphia

Sat 8/8

7:00 am-2:25 pm

1 stop8h 25m

$453

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Fri 9/4

8:45 am-9:43 am

2 stops23h 58m

Philadelphia

Mon 9/14

5:01 pm-10:33 pm

1 stop6h 32m

$455
Quickest round-trip

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Wed 9/16

7:00 am-2:40 pm

1 stop6h 40m

Philadelphia

Sat 9/19

5:01 pm-10:33 pm

1 stop6h 32m

$456

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Wed 9/16

6:40 am-7:22 pm

2 stops11h 42m

Philadelphia

Sat 9/19

6:15 am-11:34 am

1 stop6h 19m

$457

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Wed 5/27

7:00 am-9:10 pm

2 stops13h 10m

Washington, D.C. Dulles Intl

Thu 5/28

6:10 am-11:52 am

1 stop6h 42m

$457

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Sat 7/4

5:00 am-3:41 pm

1 stop9h 41m

Philadelphia

Tue 7/7

10:32 am-11:20 pm

2 stops13h 48m

$464

WinnipegWashington, D.C.

YWG - DCA

YWGDCA

Winnipeg

Thu 6/18

9:25 am-9:48 pm

2 stops11h 23m

Washington, D.C. Reagan-National

Mon 6/22

6:00 am-4:25 pm

2 stops11h 25m

$498

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/12

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

How much does it cost to fly round-trip from Winnipeg to Maryland?

Reviews of airlines servicing Maryland

Get insights into the airlines that provide service to Maryland. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Maryland. Reviews last updated May 17, 2026.
Peruse reviews from past customers who have flown with Delta from Winnipeg to Maryland to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,453 reviews

Entertainment

7.8

Boarding

8.1

Overall

7.9

Comfort

7.8

Crew

8.5

Food

7.2

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional
Delta
7.9
Good
8,453 reviews
Delta
7.9
Good
8,453 reviews

Entertainment

7.8

Boarding

8.1

Overall

7.9

Comfort

7.8

Crew

8.5

Food

7.2

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional

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, Air Canada, and WestJet fly from Winnipeg to Maryland in about 7h 23m. The time it takes to get you to your destination can typically vary by up to 8h 31m. 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. Dulles Intl or Winnipeg - Baltimore/Washington, Winnipeg - Philadelphia 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

Browse thousands of different options on Cheapflights for your next trip

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Top airline flying from Winnipeg to Maryland

Discover the top airline that operate flights from Winnipeg to Maryland. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 17, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$575Average$587FlexibilityNo cancel feeOn-timeN/A

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