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Cheap flights from Winnipeg to Maryland from C$ 255

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 18/8. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — BWI
3 Aug — 10 Aug1
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 4 July 2026.

Fri 28/87:00 a.m.
YWG
-
IAD
1 stop10h 10m
Multiple Airlines
Sat 5/93:50 p.m.
IAD
-
YWG
1 stop20h 29m
Multiple Airlines
Deal found 3/7C$ 534
Mon 24/811:15 a.m.
YWG
-
IAD
2 stops22h 30m
Multiple Airlines
Mon 31/83:50 p.m.
IAD
-
YWG
1 stop10h 05m
Multiple Airlines
Deal found 1/7C$ 546
Thu 23/76:05 p.m.
YWG
-
IAD
1 stop15h 20m
Multiple Airlines
Mon 27/73:55 p.m.
IAD
-
YWG
1 stop10h 00m
Multiple Airlines
Deal found 30/6C$ 571
Fri 7/88:45 p.m.
YWG
-
IAD
1 stop17h 25m
Multiple Airlines
Sun 16/88:33 p.m.
IAD
-
YWG
2 stops19h 52m
Multiple Airlines
Deal found 2/7C$ 575
Wed 19/89:05 p.m.
YWG
-
IAD
2 stops19h 09m
Multiple Airlines
Mon 24/87:00 p.m.
IAD
-
YWG
1 stop17h 10m
Multiple Airlines
Deal found 2/7C$ 596
Fri 28/86:05 p.m.
YWG
-
DCA
2 stops16h 55m
Multiple Airlines
Sat 5/96:00 a.m.
DCA
-
YWG
2 stops11h 30m
Multiple Airlines
Deal found 3/7C$ 599
Mon 20/78:10 p.m.
YWG
-
IAD
1 stop13h 15m
Multiple Airlines
Tue 4/811:25 a.m.
IAD
-
YWG
1 stop22h 15m
Multiple Airlines
Deal found 4/7C$ 639
Mon 20/78:10 p.m.
YWG
-
IAD
1 stop13h 15m
Multiple Airlines
Wed 5/83:50 p.m.
IAD
-
YWG
1 stop17h 50m
Multiple Airlines
Deal found 4/7C$ 640
Thu 16/712:56 p.m.
YWG
-
IAD
2 stops17h 38m
United Airlines
Fri 17/73:39 p.m.
IAD
-
YWG
1 stop7h 59m
United Airlines
Deal found 3/7C$ 646
Fri 23/107:00 a.m.
YWG
-
PHL
2 stops15h 44m
WestJet
Thu 29/106:10 a.m.
PHL
-
YWG
2 stops14h 05m
WestJet
Deal found 30/6C$ 670
Sat 3/105:44 p.m.
YWG
-
PHL
1 stop5h 12m
Delta
Tue 6/1011:49 a.m.
PHL
-
YWG
1 stop9h 04m
Delta
Deal found 30/6C$ 686
Sun 13/93:58 p.m.
YWG
-
PHL
1 stop6h 58m
WestJet
Fri 18/95:45 a.m.
PHL
-
YWG
2 stops17h 25m
WestJet
Deal found 30/6C$ 697

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 4 July 2026.

Round-trip from

C$ 534

One-way from

C$ 255

Popular in

June

Cheapest in

October

Average price

C$ 715
Porter Airlines
  • Porter Airlines
  • 28/8-5/9
  • 2 total stops
  • 30h 39m total
  • Winnipeg to Maryland
Search Deals
18/8
  • 18/8
  • 2 total stops
  • 14h 19m total
  • Winnipeg to Maryland
Search Deals
Highest demand for flights based on searches. 20% potential increase in price (C$ 223 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 33 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 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 4 July 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 - IAD

YWGIAD

Winnipeg

Mon 24/8

11:15 a.m.-10:45 a.m.

2 stops22h 30m

Washington, D.C. Dulles Intl

Mon 31/8

3:50 p.m.-12:55 a.m.

1 stop10h 05m

C$ 546

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Thu 16/7

12:56 p.m.-7:34 a.m.

2 stops17h 38m

Washington, D.C. Dulles Intl

Fri 17/7

3:39 p.m.-10:38 p.m.

1 stop7h 59m

C$ 646

WinnipegWashington, D.C.

YWG - DCA

YWGDCA

Winnipeg

Fri 28/8

6:05 p.m.-12:00 p.m.

2 stops16h 55m

Washington, D.C. Reagan-National

Sat 5/9

6:59 a.m.-4:30 p.m.

1 stop10h 31m

C$ 657
Quickest round-trip

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Sat 3/10

3:58 p.m.-12:41 a.m.

2 stops7h 43m

Philadelphia

Tue 6/10

3:00 p.m.-7:53 p.m.

1 stop5h 53m

C$ 686

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Sat 3/10

8:45 a.m.-10:11 a.m.

2 stops24h 26m

Philadelphia

Tue 6/10

5:08 p.m.-10:33 p.m.

1 stop6h 25m

C$ 686

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Wed 14/10

7:00 a.m.-2:43 p.m.

1 stop6h 43m

Philadelphia

Wed 21/10

6:15 a.m.-10:33 p.m.

2 stops17h 18m

C$ 687

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Thu 23/7

12:56 p.m.-12:57 a.m.

1 stop11h 01m

Philadelphia

Fri 24/7

6:00 a.m.-11:52 a.m.

1 stop6h 52m

C$ 715

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Mon 3/8

12:56 p.m.-12:57 a.m.

1 stop11h 01m

Philadelphia

Mon 10/8

8:05 a.m.-10:38 p.m.

1 stop15h 33m

C$ 715

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Fri 24/7

6:00 a.m.-11:20 p.m.

2 stops16h 20m

Washington, D.C. Dulles Intl

Fri 31/7

7:00 p.m.-3:25 p.m.

1 stop21h 25m

C$ 735

WinnipegWashington, D.C.

YWG - DCA

YWGDCA

Winnipeg

Tue 25/8

5:42 p.m.-8:31 a.m.

2 stops13h 49m

Washington, D.C. Reagan-National

Sat 29/8

6:25 p.m.-11:54 a.m.

2 stops18h 29m

C$ 735

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/7

Showing 1-10 of 59 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 4 July 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
9,932 reviews
Check prices

Overall

7.4

Crew

8.1

Food

6.7

Comfort

7.3

Boarding

7.7

Entertainment

7.1

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
9,932 reviews
United Airlines
7.4
Good
9,932 reviews
Check prices

Overall

7.4

Crew

8.1

Food

6.7

Comfort

7.3

Boarding

7.7

Entertainment

7.1

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
3,397 reviews
United Airlines
7.4
Good
9,932 reviews
Check prices

Overall

7.4

Crew

8.1

Food

6.7

Comfort

7.3

Boarding

7.7

Entertainment

7.1

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 7h 43m. Fly via United Airlines, Delta, 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 - Philadelphia. 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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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 4 July 2026.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 194AverageC$ 195FlexibilityNo cancel feeOn-time60%
Search WestJet flights
United AirlinesCheapestC$ 377AverageC$ 900FlexibilityNo 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.

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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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