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Cheap flights from Winnipeg to Maryland from C$ 235

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 2/10. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — BWI
13 Sep — 20 Sep1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Winnipeg to Maryland

Enter your travel dates to find the best prices.

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 14 August 2026.

Sat 10/104:25 p.m. -
1 stop17h 20m
Tue 20/1011:25 a.m. -
2 stops31h 33m
Deal found 11/8C$ 446
Mon 5/1011:15 a.m. -
2 stops22h 30m
Thu 22/103:50 p.m. -
1 stop10h 05m
Deal found 11/8C$ 458
Mon 5/106:05 p.m. -
1 stop15h 40m
Tue 20/1011:25 a.m. -
1 stop9h 55m
Deal found 11/8C$ 460
Sat 10/1011:15 a.m. -
2 stops22h 30m
Thu 22/1011:25 a.m. -
1 stop9h 24m
Deal found 11/8C$ 464
Mon 5/1011:15 a.m. -
2 stops22h 30m
Mon 19/103:50 p.m. -
1 stop10h 05m
Deal found 11/8C$ 465
Fri 4/96:00 a.m. -
1 stop11h 10m
Sat 12/911:25 a.m. -
1 stop9h 55m
Deal found 13/8C$ 468
Wed 7/1011:15 a.m. -
2 stops22h 30m
Tue 20/1011:25 a.m. -
1 stop9h 55m
Deal found 11/8C$ 470
Sat 10/105:10 p.m. -
1 stop16h 35m
Mon 19/1011:25 a.m. -
1 stop10h 20m
Deal found 11/8C$ 471
Sun 4/1011:15 a.m. -
2 stops22h 30m
Thu 22/1011:25 a.m. -
1 stop9h 24m
Deal found 11/8C$ 472
Sun 4/1011:15 a.m. -
2 stops22h 30m
Tue 20/1011:25 a.m. -
1 stop9h 55m
Deal found 11/8C$ 474
Sun 4/106:05 p.m. -
1 stop15h 40m
Thu 22/1011:25 a.m. -
1 stop9h 24m
Deal found 11/8C$ 475
Fri 4/96:15 a.m. -
1 stop12h 42m
Sat 12/912:55 p.m. -
3 stops22h 25m
Deal found 13/8C$ 510

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 14 August 2026.

Round-trip from

C$ 446

One-way from

C$ 235

Popular in

June

Cheapest in

October

Average price

C$ 829
Porter Airlines
  • Porter Airlines
  • 10/10-20/10
  • 3 total stops
  • 48h 53m total
  • Winnipeg to Maryland
Search Deals
Porter Airlines
  • Porter Airlines
  • 2/10
  • 2 total stops
  • 22h 30m total
  • Winnipeg to Maryland
Search Deals
Highest demand for flights based on searches. 14% potential increase in price (C$ 155 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 32 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 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 629,999 searches. Data last updated 14 August 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

WinnipegWashington, D.C.

YWG Winnipeg - DCA Washington, D.C. Reagan-National

YWGDCA

Winnipeg

Fri 25/9

7:55 p.m.-8:55 a.m.

1 stop12h 00m

Washington, D.C. Reagan-National

Fri 2/10

6:59 a.m.-7:40 p.m.

1 stop13h 41m

C$ 531

WinnipegWashington, D.C.

YWG Winnipeg - IAD Washington, D.C. Dulles Intl

YWGIAD

Winnipeg

Mon 5/10

5:00 p.m.-6:20 a.m.

1 stop12h 20m

Washington, D.C. Dulles Intl

Tue 20/10

11:25 a.m.-5:58 p.m.

2 stops31h 33m

C$ 601

WinnipegPhiladelphia

YWG Winnipeg - PHL Philadelphia

YWGPHL

Winnipeg

Thu 27/8

5:42 p.m.-5:59 p.m.

1 stop23h 17m

Philadelphia

Sat 12/9

8:50 a.m.-3:25 p.m.

2 stops31h 35m

C$ 665
Quickest round-trip

WinnipegPhiladelphia

YWG Winnipeg - PHL Philadelphia

YWGPHL

Winnipeg

Mon 5/10

5:44 p.m.-11:56 p.m.

1 stop5h 12m

Philadelphia

Sat 24/10

7:15 p.m.-11:19 p.m.

1 stop5h 04m

C$ 685

WinnipegPhiladelphia

YWG Winnipeg - PHL Philadelphia

YWGPHL

Winnipeg

Mon 5/10

5:44 p.m.-11:56 p.m.

1 stop5h 12m

Philadelphia

Tue 20/10

3:05 p.m.-11:19 p.m.

1 stop9h 14m

C$ 685

WinnipegPhiladelphia

YWG Winnipeg - PHL Philadelphia

YWGPHL

Winnipeg

Sun 4/10

5:44 p.m.-11:56 p.m.

1 stop5h 12m

Philadelphia

Sun 18/10

5:45 a.m.-11:48 a.m.

1 stop7h 03m

C$ 685

WinnipegPhiladelphia

YWG Winnipeg - PHL Philadelphia

YWGPHL

Winnipeg

Sun 4/10

7:00 a.m.-11:56 p.m.

2 stops15h 56m

Philadelphia

Mon 5/10

5:45 a.m.-11:30 p.m.

1 stop18h 45m

C$ 686

WinnipegPhiladelphia

YWG Winnipeg - PHL Philadelphia

YWGPHL

Winnipeg

Sun 4/10

2:05 p.m.-10:46 p.m.

1 stop7h 41m

Philadelphia

Mon 5/10

4:20 p.m.-11:07 p.m.

1 stop7h 47m

C$ 689

WinnipegPhiladelphia

YWG Winnipeg - PHL Philadelphia

YWGPHL

Winnipeg

Fri 11/12

6:00 a.m.-2:44 p.m.

2 stops7h 44m

Philadelphia

Mon 14/12

5:05 p.m.-11:44 p.m.

1 stop7h 39m

C$ 692

WinnipegPhiladelphia

YWG Winnipeg - PHL Philadelphia

YWGPHL

Winnipeg

Thu 24/9

7:00 a.m.-11:56 p.m.

2 stops15h 56m

Philadelphia

Thu 1/10

5:45 a.m.-11:51 a.m.

1 stop7h 06m

C$ 697

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/8

Showing 1-10 of 60 resultsSorted by cheapest first
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6

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.

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 14 August 2026.
Get a feel of what it's like to fly with United Airlines and WestJet from Winnipeg to Maryland by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
10,108 reviews
Check prices

Overall

7.4

Boarding

7.7

Entertainment

7.1

Crew

8.1

Food

6.7

Comfort

7.3

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats
United Airlines
7.4
Good
10,108 reviews
United Airlines
7.4
Good
10,108 reviews
Check prices

Overall

7.4

Boarding

7.7

Entertainment

7.1

Crew

8.1

Food

6.7

Comfort

7.3

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats
WestJet
7.2
Good
3,432 reviews
United Airlines
7.4
Good
10,108 reviews
Check prices

Overall

7.4

Boarding

7.7

Entertainment

7.1

Crew

8.1

Food

6.7

Comfort

7.3

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats

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?

    Most people fly from Winnipeg (YWG) if they book a flight from Winnipeg to Maryland. Winnipeg is conveniently located just 7.3 km from Winnipeg’s city centre.

  • How long is the flight from Winnipeg to Maryland?

    There are many flights that can get you from Winnipeg to Maryland in 5h 12m. Fly via WestJet, Delta, or Air Canada to get the fastest option. Airlines will cover a distance of 2047 km. Both multi-stop and direct flights can be found to your destination and back.

  • What are the most popular routes from Winnipeg to Maryland?

    The most popular route from Winnipeg to Maryland is Winnipeg - Washington, D.C. Reagan-National. You may also consider Winnipeg - Washington, D.C. Dulles Intl or Winnipeg - Baltimore/Washington.

  • 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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Alternative routes for Winnipeg to Maryland

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Top 2 airlines flying from Winnipeg to Maryland

Discover the top 2 airlines 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 629,999 searches. Data last updated 14 August 2026.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 190AverageC$ 191FlexibilityNo cancel feeOn-time60%
Search WestJet flights
United AirlinesCheapestC$ 697AverageC$ 933FlexibilityNo cancel feeOn-time69%
Search United Airlines flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Winnipeg to Maryland?

Deals for Winnipeg to Maryland flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.

Why should you use Cheapflights to find cheap flight tickets from Winnipeg to Maryland?

Millions of users choose and trust Cheapflights to book the best flight deals from Winnipeg to Maryland for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

Can Cheapflights find flights from Winnipeg to Maryland with no change fees?

Yes, we can. To see specific flights from Winnipeg to Maryland with no change fees, users can toggle flexible booking options after using the search form above to find flights.

Can Cheapflights notify me if prices for flights from Winnipeg to Maryland become cheaper?

Of course! You can now track prices for flights from Winnipeg to Maryland and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.

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