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Cheap flights from Winnipeg to Maryland from C$ 231

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 31/8. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — BWI
17 Aug — 24 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 18 July 2026.

Fri 28/87:00 a.m.
YWG
-
IAD
1 stop10h 10m
WestJet
Fri 4/97:00 p.m.
IAD
-
YWG
1 stop21h 25m
WestJet
Deal found 13/7C$ 470
Fri 28/86:00 a.m.
YWG
-
IAD
1 stop11h 10m
Multiple Airlines
Sat 12/96:46 p.m.
IAD
-
YWG
2 stops26h 59m
Multiple Airlines
Deal found 15/7C$ 501
Fri 4/97:00 a.m.
YWG
-
IAD
1 stop10h 10m
WestJet
Mon 7/97:00 p.m.
IAD
-
YWG
1 stop18h 15m
WestJet
Deal found 15/7C$ 532
Fri 4/97:00 a.m.
YWG
-
IAD
1 stop10h 10m
Multiple Airlines
Mon 7/96:20 a.m.
IAD
-
YWG
2 stops16h 50m
Multiple Airlines
Deal found 15/7C$ 583
Wed 12/88:10 p.m.
YWG
-
IAD
1 stop13h 35m
Multiple Airlines
Wed 19/83:50 p.m.
IAD
-
YWG
1 stop10h 05m
Multiple Airlines
Deal found 13/7C$ 588
Fri 14/88:10 p.m.
YWG
-
IAD
1 stop13h 35m
Multiple Airlines
Thu 27/88:39 p.m.
IAD
-
YWG
2 stops19h 46m
Multiple Airlines
Deal found 14/7C$ 596
Fri 28/89:05 p.m.
YWG
-
IAD
2 stops19h 09m
Multiple Airlines
Fri 4/97:00 p.m.
IAD
-
YWG
1 stop17h 10m
Multiple Airlines
Deal found 13/7C$ 603
Fri 11/93:58 p.m.
YWG
-
PHL
1 stop6h 58m
Delta
Tue 15/96:15 a.m.
PHL
-
YWG
2 stops11h 39m
Delta
Deal found 13/7C$ 606
Sat 15/85:10 p.m.
YWG
-
IAD
1 stop16h 35m
Multiple Airlines
Thu 27/88:39 p.m.
IAD
-
YWG
2 stops19h 46m
Multiple Airlines
Deal found 14/7C$ 607
Mon 5/108:10 a.m.
YWG
-
PHL
1 stop5h 37m
Air Canada
Tue 6/1010:05 a.m.
PHL
-
YWG
1 stop6h 04m
Air Canada
Deal found 13/7C$ 617
Thu 17/93:20 p.m.
YWG
-
PHL
1 stop6h 26m
Air Canada
Sun 20/910:50 a.m.
PHL
-
YWG
1 stop6h 37m
Air Canada
Deal found 13/7C$ 625
Sat 22/82:00 p.m.
YWG
-
PHL
1 stop9h 59m
United Airlines
Wed 26/810:30 a.m.
PHL
-
YWG
2 stops13h 03m
United Airlines
Deal found 13/7C$ 641

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 18 July 2026.

Round-trip from

C$ 470

One-way from

C$ 231

Popular in

June

Cheapest in

August

Average price

C$ 707
WestJet
  • WestJet
  • 28/8-4/9
  • 2 total stops
  • 31h 35m total
  • Winnipeg to Maryland
Search Deals
31/8
  • 31/8
  • 2 total stops
  • 14h 21m total
  • Winnipeg to Maryland
Search Deals
Highest demand for flights based on searches. 19% potential increase in price (C$ 209 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease (C$ 38 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 18 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

Fri 28/8

9:05 p.m.-5:14 p.m.

2 stops19h 09m

Washington, D.C. Dulles Intl

Fri 4/9

7:00 p.m.-11:10 a.m.

1 stop17h 10m

C$ 603

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Fri 11/9

3:58 p.m.-11:56 p.m.

1 stop6h 58m

Philadelphia

Tue 15/9

5:45 a.m.-11:56 a.m.

1 stop7h 11m

C$ 606

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Sat 22/8

2:00 p.m.-9:43 p.m.

1 stop6h 43m

Philadelphia

Wed 26/8

1:30 p.m.-10:33 p.m.

1 stop10h 03m

C$ 641

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Wed 26/8

3:58 p.m.-11:56 p.m.

1 stop6h 58m

Philadelphia

Tue 1/9

9:40 a.m.-4:52 p.m.

2 stops8h 12m

C$ 641

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Wed 26/8

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

1 stop9h 59m

Philadelphia

Tue 1/9

6:25 a.m.-11:52 a.m.

1 stop6h 27m

C$ 641

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Sat 3/10

3:58 p.m.-11:56 p.m.

1 stop6h 58m

Philadelphia

Tue 6/10

10:34 a.m.-7:53 p.m.

2 stops10h 19m

C$ 659

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Sat 9/1

6:35 a.m.-8:37 p.m.

2 stops13h 02m

Philadelphia

Fri 22/1

6:15 a.m.-11:50 a.m.

1 stop6h 35m

C$ 659

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Wed 12/8

7:10 p.m.-3:10 p.m.

3 stops19h 00m

Washington, D.C. Dulles Intl

Wed 19/8

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

1 stop10h 05m

C$ 689

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Tue 22/9

5:44 p.m.-10:21 a.m.

2 stops15h 37m

Washington, D.C. Dulles Intl

Sat 26/9

6:10 a.m.-4:54 p.m.

2 stops11h 44m

C$ 735

WinnipegWashington, D.C.

YWG - DCA

YWGDCA

Winnipeg

Sat 5/9

3:58 p.m.-11:50 p.m.

1 stop6h 52m

Washington, D.C. Reagan-National

Wed 9/9

7:35 p.m.-11:56 a.m.

2 stops17h 21m

C$ 763

Flights are sorted by cheapest round-trip flights first.

Deals found on 16/7

Showing 1-10 of 59 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 18 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
10,005 reviews
Check prices

Food

6.6

Entertainment

7.1

Crew

8.1

Overall

7.4

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
10,005 reviews
United Airlines
7.4
Good
10,005 reviews
Check prices

Food

6.6

Entertainment

7.1

Crew

8.1

Overall

7.4

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
3,411 reviews
United Airlines
7.4
Good
10,005 reviews
Check prices

Food

6.6

Entertainment

7.1

Crew

8.1

Overall

7.4

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 6h 43m. 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. Dulles Intl. You may also consider Winnipeg - Philadelphia 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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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 18 July 2026.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 192AverageC$ 193FlexibilityNo cancel feeOn-time60%
Search WestJet flights
United AirlinesCheapestC$ 373AverageC$ 889FlexibilityNo 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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