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Cheap flights from Winnipeg to Maryland from C$ 220

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 5/5. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — BWI
22 Apr — 29 Apr1
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 23 March 2026.

Sat 5/95:38 p.m.
YWG
-
PHL
1 stop5h 02m
Delta
Sat 12/911:45 a.m.
PHL
-
YWG
1 stop9h 24m
Delta
Deal found 19/3C$ 432
Tue 1/912:40 p.m.
YWG
-
PHL
1 stop10h 00m
Delta
Sat 12/911:45 a.m.
PHL
-
YWG
1 stop9h 24m
Delta
Deal found 19/3C$ 434
Tue 21/48:45 a.m.
YWG
-
PHL
1 stop13h 58m
Air Canada
Fri 24/46:17 a.m.
PHL
-
YWG
1 stop6h 35m
Air Canada
Deal found 18/3C$ 506
Mon 4/59:05 p.m.
YWG
-
IAD
2 stops18h 16m
Multiple Airlines
Sun 10/54:05 p.m.
IAD
-
YWG
1 stop17h 35m
Multiple Airlines
Deal found 18/3C$ 506
Sat 12/95:38 p.m.
YWG
-
PHL
1 stop5h 02m
Delta
Sun 20/93:10 p.m.
PHL
-
YWG
1 stop9h 17m
Delta
Deal found 19/3C$ 516
Sat 12/97:00 a.m.
YWG
-
PHL
2 stops15h 40m
WestJet
Sun 20/96:15 a.m.
PHL
-
YWG
2 stops16h 25m
WestJet
Deal found 19/3C$ 520
Mon 3/86:00 a.m.
YWG
-
PHL
2 stops16h 57m
WestJet
Sun 9/85:40 a.m.
PHL
-
YWG
2 stops17h 30m
WestJet
Deal found 22/3C$ 521
Sat 5/97:00 a.m.
YWG
-
PHL
2 stops15h 40m
WestJet
Sat 12/911:45 a.m.
PHL
-
YWG
1 stop9h 24m
WestJet
Deal found 19/3C$ 523
Tue 21/48:45 a.m.
YWG
-
PHL
2 stops24h 13m
United Airlines
Fri 24/46:17 a.m.
PHL
-
YWG
1 stop6h 35m
United Airlines
Deal found 19/3C$ 524
Fri 24/42:00 p.m.
YWG
-
PHL
1 stop9h 59m
United Airlines
Fri 1/58:35 p.m.
PHL
-
YWG
1 stop16h 17m
United Airlines
Deal found 22/3C$ 525
Sat 11/47:05 a.m.
YWG
-
PHL
1 stop7h 39m
Air Canada
Sat 18/710:05 a.m.
PHL
-
YWG
1 stop6h 09m
Air Canada
Deal found 21/3C$ 528
Wed 6/59:05 p.m.
YWG
-
IAD
2 stops18h 16m
Multiple Airlines
Wed 13/54:05 p.m.
IAD
-
YWG
1 stop17h 35m
Multiple Airlines
Deal found 19/3C$ 560

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 23 March 2026.

Round-trip from

C$ 432

One-way from

C$ 220

Popular in

April

Cheapest in

October
Delta
  • Delta
  • 5/9-12/9
  • 2 total stops
  • 14h 26m total
  • Winnipeg to Maryland
Search Deals
5/5
  • 5/5
  • 3 total stops
  • 29h 02m total
  • Winnipeg to Maryland
Search Deals
Highest demand for flights based on searches. 16% potential increase in price (C$ 140 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 24 potential savings vs. average RT price).
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 23 March 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

Sat 5/9

5:38 p.m.-11:40 p.m.

1 stop5h 02m

Philadelphia

Sat 12/9

11:45 a.m.-8:09 p.m.

1 stop9h 24m

C$ 432

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Tue 21/4

8:45 a.m.-11:43 p.m.

1 stop13h 58m

Philadelphia

Fri 24/4

6:17 a.m.-11:52 a.m.

1 stop6h 35m

C$ 506

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Sat 12/9

5:38 p.m.-11:40 p.m.

1 stop5h 02m

Philadelphia

Sun 20/9

3:10 p.m.-11:27 p.m.

1 stop9h 17m

C$ 516

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Sat 12/9

7:00 a.m.-11:40 p.m.

2 stops15h 40m

Philadelphia

Sun 20/9

6:15 a.m.-9:40 p.m.

2 stops16h 25m

C$ 520

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Tue 21/4

8:45 a.m.-9:58 a.m.

2 stops24h 13m

Philadelphia

Fri 24/4

6:17 a.m.-11:52 a.m.

1 stop6h 35m

C$ 524

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Mon 3/8

6:00 a.m.-11:57 p.m.

2 stops16h 57m

Philadelphia

Sun 9/8

5:40 a.m.-4:52 p.m.

1 stop12h 12m

C$ 524

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Fri 24/4

2:00 p.m.-12:59 a.m.

1 stop9h 59m

Philadelphia

Fri 1/5

7:45 p.m.-11:52 a.m.

2 stops17h 07m

C$ 525

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Sat 4/7

5:10 a.m.-3:41 p.m.

1 stop9h 31m

Philadelphia

Tue 7/7

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

1 stop8h 00m

C$ 572

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Tue 21/4

5:00 a.m.-10:50 p.m.

2 stops16h 50m

Philadelphia

Fri 24/4

5:30 a.m.-3:09 p.m.

1 stop10h 39m

C$ 589

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Sat 11/4

8:45 a.m.-10:28 a.m.

2 stops24h 43m

Philadelphia

Tue 14/7

1:31 p.m.-10:33 p.m.

1 stop10h 02m

C$ 594

Flights are sorted by cheapest round-trip flights first.

Deals found on 21/3

Showing 1-10 of 60 resultsSorted by cheapest first
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2
3
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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 23 March 2026.
Get a feel of what it's like to fly with United Airlines,WestJet, andAir Canada 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
9,462 reviews
Check prices

Food

6.6

Entertainment

7.1

Overall

7.4

Crew

8.1

Comfort

7.3

Boarding

7.7

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
9,462 reviews
United Airlines
7.4
Good
9,462 reviews
Check prices

Food

6.6

Entertainment

7.1

Overall

7.4

Crew

8.1

Comfort

7.3

Boarding

7.7

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
3,300 reviews
United Airlines
7.4
Good
9,462 reviews
Check prices

Food

6.6

Entertainment

7.1

Overall

7.4

Crew

8.1

Comfort

7.3

Boarding

7.7

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
Air Canada
7.1
Good
10,835 reviews
United Airlines
7.4
Good
9,462 reviews
Check prices

Food

6.6

Entertainment

7.1

Overall

7.4

Crew

8.1

Comfort

7.3

Boarding

7.7

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 02m. Fly via Delta, Air Canada, or WestJet 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. Dulles Intl. You may also consider Winnipeg - Baltimore/Washington or Winnipeg - Washington, D.C. Reagan-National.

  • 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 3 airlines flying from Winnipeg to Maryland

Discover the top 3 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 23 March 2026.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 188AverageC$ 189FlexibilityNo cancel feeOn-time60%
Search WestJet flights
United AirlinesCheapestC$ 365AverageC$ 448FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 431AverageC$ 569FlexibilityNo cancel feeOn-time67%
Search Air Canada 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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