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Cheap flights from Winnipeg to Maryland from C$ 251

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 7/10. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — BWI
28 Aug — 4 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 29 July 2026.

Fri 11/94:25 p.m.
YWG
-
DCA
2 stops18h 49m
Multiple Airlines
Fri 18/98:40 p.m.
DCA
-
YWG
1 stop14h 05m
Multiple Airlines
Deal found 28/7C$ 518
Fri 4/97:00 a.m.
YWG
-
IAD
1 stop10h 10m
WestJet
Mon 7/97:00 p.m.
IAD
-
YWG
1 stop17h 10m
WestJet
Deal found 27/7C$ 533
Sun 4/106:15 a.m.
YWG
-
IAD
1 stop27h 30m
Multiple Airlines
Wed 7/106:13 p.m.
IAD
-
YWG
2 stops31h 42m
Multiple Airlines
Deal found 28/7C$ 538
Fri 14/88:10 p.m.
YWG
-
IAD
1 stop13h 35m
Multiple Airlines
Mon 17/88:33 p.m.
IAD
-
YWG
2 stops19h 52m
Multiple Airlines
Deal found 26/7C$ 577
Thu 13/89:25 a.m.
YWG
-
IAD
1 stop24h 20m
Multiple Airlines
Mon 17/88:33 p.m.
IAD
-
YWG
2 stops19h 52m
Multiple Airlines
Deal found 26/7C$ 601
Fri 4/94:15 p.m.
YWG
-
IAD
2 stops17h 30m
Multiple Airlines
Mon 7/97:00 p.m.
IAD
-
YWG
1 stop17h 10m
Multiple Airlines
Deal found 27/7C$ 615
Mon 24/812:46 p.m.
YWG
-
BWI
2 stops21h 56m
Delta
Mon 31/85:36 p.m.
BWI
-
YWG
2 stops19h 18m
Delta
Deal found 27/7C$ 629
Fri 20/117:05 p.m.
YWG
-
IAD
1 stop14h 33m
Porter Airlines
Sat 28/1111:20 a.m.
IAD
-
YWG
1 stop11h 37m
Porter Airlines
Deal found 28/7C$ 649
Fri 11/96:15 a.m.
YWG
-
IAD
3 stops11h 45m
Multiple Airlines
Fri 18/98:28 a.m.
IAD
-
YWG
1 stop6h 57m
Multiple Airlines
Deal found 28/7C$ 655
Sat 21/1110:00 a.m.
YWG
-
IAD
1 stop23h 38m
Multiple Airlines
Sat 28/1111:20 a.m.
IAD
-
YWG
1 stop22h 55m
Multiple Airlines
Deal found 28/7C$ 660
Sat 21/1111:35 a.m.
YWG
-
IAD
2 stops22h 03m
Porter Airlines
Sat 28/1111:20 a.m.
IAD
-
YWG
1 stop11h 37m
Porter Airlines
Deal found 28/7C$ 669
Wed 19/87:00 a.m.
YWG
-
PHL
2 stops15h 56m
WestJet
Sat 22/89:35 a.m.
PHL
-
YWG
2 stops16h 20m
WestJet
Deal found 24/7C$ 673

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 29 July 2026.

Round-trip from

C$ 518

One-way from

C$ 251

Popular in

June

Cheapest in

October

Average price

C$ 711
11/9-18/9
  • 11/9-18/9
  • 3 total stops
  • 32h 54m total
  • Winnipeg to Maryland
Search Deals
7/10
  • 7/10
  • 1 total stop
  • 15h 40m total
  • Winnipeg to Maryland
Search Deals
Highest demand for flights based on searches. 15% potential increase in price (C$ 175 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 35 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 29 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

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Sat 3/10

3:58 p.m.-12:40 a.m.

2 stops7h 42m

Philadelphia

Tue 6/10

7:16 p.m.-11:19 p.m.

1 stop5h 03m

C$ 700

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Fri 22/1

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

1 stop5h 02m

Philadelphia

Sun 24/1

5:30 a.m.-5:00 p.m.

2 stops12h 30m

C$ 701

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Wed 19/8

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

1 stop6h 58m

Philadelphia

Sat 22/8

5:46 a.m.-11:54 a.m.

1 stop7h 08m

C$ 703

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Fri 14/8

7:00 a.m.-11:26 p.m.

2 stops15h 26m

Washington, D.C. Dulles Intl

Mon 17/8

7:00 p.m.-2:05 p.m.

1 stop20h 05m

C$ 714

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Thu 13/8

9:05 p.m.-3:10 p.m.

2 stops17h 05m

Washington, D.C. Dulles Intl

Mon 17/8

11:25 a.m.-7:40 p.m.

1 stop9h 15m

C$ 736

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Tue 22/9

5:44 p.m.-11:23 p.m.

1 stop4h 39m

Washington, D.C. Dulles Intl

Sat 26/9

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

2 stops11h 44m

C$ 742

WinnipegWashington, D.C.

YWG - DCA

YWGDCA

Winnipeg

Tue 8/9

3:58 p.m.-11:59 p.m.

1 stop7h 01m

Washington, D.C. Reagan-National

Tue 15/9

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

2 stops11h 44m

C$ 744

WinnipegWashington, D.C.

YWG - DCA

YWGDCA

Winnipeg

Fri 25/9

5:44 p.m.-11:59 p.m.

1 stop5h 15m

Washington, D.C. Reagan-National

Mon 28/9

7:25 p.m.-11:51 a.m.

2 stops17h 26m

C$ 744

WinnipegWashington, D.C.

YWG - DCA

YWGDCA

Winnipeg

Fri 11/9

8:45 p.m.-12:44 p.m.

1 stop14h 59m

Washington, D.C. Reagan-National

Sat 12/9

2:59 p.m.-3:19 p.m.

1 stop25h 20m

C$ 772

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Wed 26/8

5:42 p.m.-11:21 p.m.

1 stop4h 39m

Washington, D.C. Dulles Intl

Sun 30/8

8:39 p.m.-3:25 p.m.

2 stops19h 46m

C$ 777

Flights are sorted by cheapest round-trip flights first.

Deals found on 24/7

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

How much does it cost to fly round-trip from Winnipeg to Maryland?

Airfare is typical for this route at the moment.
Winnipeg to Maryland flights typically cost between C$ 443 and C$ 895 in August.
The cheapest round-trip price found within the last 5 days was C$ 629 on Delta (24 Aug-31 Aug).

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 29 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
10,050 reviews
Check prices

Overall

7.4

Food

6.6

Entertainment

7.1

Crew

8.1

Boarding

7.7

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
10,050 reviews
United Airlines
7.4
Good
10,050 reviews
Check prices

Overall

7.4

Food

6.6

Entertainment

7.1

Crew

8.1

Boarding

7.7

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
3,415 reviews
United Airlines
7.4
Good
10,050 reviews
Check prices

Overall

7.4

Food

6.6

Entertainment

7.1

Crew

8.1

Boarding

7.7

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 7h 42m. Fly via Delta, WestJet, or Porter Airlines 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 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 29 July 2026.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 193AverageC$ 194FlexibilityNo cancel feeOn-time60%
Search WestJet flights
United AirlinesCheapestC$ 375AverageC$ 894FlexibilityNo 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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