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Cheap flights from Winnipeg to Maryland from C$ 250

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 27/8. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — BWI
15 Jun — 22 Jun1
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 16 May 2026.

Thu 28/55:41 p.m.
YWG
-
PHL
1 stop4h 31m
Delta
Wed 3/65:45 a.m.
PHL
-
YWG
1 stop6h 09m
Delta
Deal found 11/5C$ 509
Thu 18/65:10 a.m.
YWG
-
DCA
2 stops15h 38m
Multiple Airlines
Mon 22/68:40 p.m.
DCA
-
YWG
1 stop13h 00m
Multiple Airlines
Deal found 15/5C$ 536
Sat 4/75:00 a.m.
YWG
-
PHL
1 stop9h 41m
Air Canada
Tue 7/710:45 a.m.
PHL
-
YWG
1 stop6h 35m
Air Canada
Deal found 12/5C$ 546
Thu 23/77:00 a.m.
YWG
-
PHL
1 stop6h 47m
United Airlines
Mon 27/75:00 p.m.
PHL
-
YWG
1 stop6h 38m
United Airlines
Deal found 11/5C$ 565
Wed 3/68:45 p.m.
YWG
-
IAD
1 stop13h 01m
Porter Airlines
Sun 7/64:05 p.m.
IAD
-
YWG
1 stop28h 44m
Porter Airlines
Deal found 13/5C$ 566
Thu 11/65:10 p.m.
YWG
-
IAD
1 stop16h 36m
Multiple Airlines
Sun 14/64:05 p.m.
IAD
-
YWG
1 stop17h 35m
Multiple Airlines
Deal found 12/5C$ 572
Sat 1/85:15 p.m.
YWG
-
PHL
1 stop15h 54m
Air Canada
Sat 8/84:20 p.m.
PHL
-
YWG
1 stop8h 00m
Air Canada
Deal found 15/5C$ 573
Thu 18/65:10 a.m.
YWG
-
IAD
1 stop9h 14m
Multiple Airlines
Mon 22/63:45 p.m.
IAD
-
YWG
2 stops17h 55m
Multiple Airlines
Deal found 15/5C$ 575
Tue 2/66:55 p.m.
YWG
-
IAD
1 stop19h 26m
Multiple Airlines
Tue 9/611:30 a.m.
IAD
-
YWG
1 stop22h 10m
Multiple Airlines
Deal found 12/5C$ 591
Fri 5/68:10 p.m.
YWG
-
IAD
1 stop13h 36m
Multiple Airlines
Sun 7/64:05 p.m.
IAD
-
YWG
1 stop17h 35m
Multiple Airlines
Deal found 13/5C$ 595
Tue 30/65:10 p.m.
YWG
-
IAD
1 stop16h 36m
Multiple Airlines
Mon 6/74:00 p.m.
IAD
-
YWG
1 stop9h 55m
Multiple Airlines
Deal found 14/5C$ 603
Wed 3/69:05 p.m.
YWG
-
IAD
2 stops18h 16m
Multiple Airlines
Sun 7/64:05 p.m.
IAD
-
YWG
1 stop17h 35m
Multiple Airlines
Deal found 13/5C$ 610

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 16 May 2026.

Round-trip from

C$ 509

One-way from

C$ 250

Popular in

May

Cheapest in

October

Average price

C$ 701
Delta
  • Delta
  • 28/5-3/6
  • 2 total stops
  • 10h 40m total
  • Winnipeg to Maryland
Search Deals
WestJet
  • WestJet
  • 27/8
  • 1 total stop
  • 26h 15m total
  • Winnipeg to Maryland
Search Deals
Highest demand for flights based on searches. 17% potential increase in price (C$ 157 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
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 629,999 searches. Data last updated 16 May 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
Quickest round-trip

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Thu 28/5

5:41 p.m.-11:12 p.m.

1 stop4h 31m

Philadelphia

Wed 3/6

5:45 a.m.-10:54 a.m.

1 stop6h 09m

C$ 509

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Thu 23/7

7:00 a.m.-2:47 p.m.

1 stop6h 47m

Philadelphia

Mon 27/7

5:00 p.m.-10:38 p.m.

1 stop6h 38m

C$ 565

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Tue 30/6

5:10 p.m.-10:46 a.m.

1 stop16h 36m

Washington, D.C. Dulles Intl

Mon 6/7

4:00 p.m.-12:55 a.m.

1 stop9h 55m

C$ 603

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Sat 1/8

7:10 p.m.-10:09 a.m.

1 stop13h 59m

Philadelphia

Sat 8/8

7:00 a.m.-2:25 p.m.

1 stop8h 25m

C$ 624

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Wed 16/9

7:00 a.m.-2:40 p.m.

1 stop6h 40m

Philadelphia

Sat 19/9

5:01 p.m.-10:33 p.m.

1 stop6h 32m

C$ 627

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Mon 14/9

12:40 p.m.-11:40 p.m.

1 stop10h 00m

Philadelphia

Wed 16/9

6:15 a.m.-11:34 a.m.

1 stop6h 19m

C$ 628

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Wed 16/9

6:40 a.m.-7:22 p.m.

2 stops11h 42m

Philadelphia

Sat 19/9

6:15 a.m.-11:34 a.m.

1 stop6h 19m

C$ 628

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Fri 18/9

12:40 p.m.-11:40 p.m.

1 stop10h 00m

Philadelphia

Sun 20/9

6:00 a.m.-8:09 p.m.

2 stops15h 09m

C$ 630

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Sat 4/7

5:00 a.m.-3:41 p.m.

1 stop9h 41m

Philadelphia

Tue 7/7

10:32 a.m.-11:20 p.m.

2 stops13h 48m

C$ 638

WinnipegWashington, D.C.

YWG - DCA

YWGDCA

Winnipeg

Thu 18/6

9:25 a.m.-9:48 p.m.

2 stops11h 23m

Washington, D.C. Reagan-National

Mon 22/6

6:00 a.m.-4:25 p.m.

2 stops11h 25m

C$ 685

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/5

Showing 1-10 of 60 resultsSorted by cheapest first
1
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

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 16 May 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
9,729 reviews
Check prices

Comfort

7.3

Crew

8.1

Boarding

7.7

Entertainment

7.1

Food

6.6

Overall

7.4

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.
United Airlines
7.4
Good
9,729 reviews
United Airlines
7.4
Good
9,729 reviews
Check prices

Comfort

7.3

Crew

8.1

Boarding

7.7

Entertainment

7.1

Food

6.6

Overall

7.4

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.
WestJet
7.2
Good
3,336 reviews
United Airlines
7.4
Good
9,729 reviews
Check prices

Comfort

7.3

Crew

8.1

Boarding

7.7

Entertainment

7.1

Food

6.6

Overall

7.4

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.
Air Canada
7.1
Good
11,046 reviews
United Airlines
7.4
Good
9,729 reviews
Check prices

Comfort

7.3

Crew

8.1

Boarding

7.7

Entertainment

7.1

Food

6.6

Overall

7.4

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.

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 4h 31m. Fly via Delta, United Airlines, 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 - Baltimore/Washington or Winnipeg - Washington, D.C. Dulles Intl.

  • 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 16 May 2026.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 188AverageC$ 189FlexibilityNo cancel feeOn-time60%
Search WestJet flights
United AirlinesCheapestC$ 365AverageC$ 857FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 432AverageC$ 571FlexibilityNo 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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