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Cheap flights from Winnipeg to Maryland from C$ 237

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 25/5. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — BWI
12 May — 19 May1
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 12 April 2026.

Tue 5/52:00 p.m.
YWG
-
PHL
1 stop9h 59m
United Airlines
Wed 6/56:10 a.m.
PHL
-
YWG
1 stop6h 42m
United Airlines
Deal found 7/4C$ 447
Tue 5/55:10 a.m.
YWG
-
PHL
2 stops8h 38m
Air Canada
Wed 6/56:00 a.m.
PHL
-
YWG
1 stop6h 08m
Air Canada
Deal found 7/4C$ 466
Mon 1/68:45 a.m.
YWG
-
PHL
2 stops24h 00m
United Airlines
Fri 5/67:45 p.m.
PHL
-
YWG
2 stops17h 07m
United Airlines
Deal found 8/4C$ 468
Mon 1/65:10 a.m.
YWG
-
PHL
2 stops8h 38m
Air Canada
Tue 9/66:00 a.m.
PHL
-
YWG
1 stop6h 08m
Air Canada
Deal found 11/4C$ 477
Sat 4/75:10 a.m.
YWG
-
PHL
2 stops8h 39m
Air Canada
Tue 7/710:45 a.m.
PHL
-
YWG
1 stop13h 35m
Air Canada
Deal found 7/4C$ 491
Mon 1/66:15 a.m.
YWG
-
PHL
2 stops12h 12m
WestJet
Tue 9/65:40 a.m.
PHL
-
YWG
2 stops17h 30m
WestJet
Deal found 11/4C$ 504
Wed 6/59:05 p.m.
YWG
-
IAD
2 stops25h 04m
Multiple Airlines
Wed 13/54:05 p.m.
IAD
-
YWG
1 stop18h 40m
Multiple Airlines
Deal found 8/4C$ 526
Mon 20/77:00 a.m.
YWG
-
IAD
1 stop10h 10m
WestJet
Mon 24/87:00 p.m.
IAD
-
YWG
1 stop20h 05m
WestJet
Deal found 8/4C$ 574
Thu 28/56:40 a.m.
YWG
-
DCA
2 stops15h 04m
Delta
Tue 2/62:45 p.m.
DCA
-
YWG
2 stops21h 09m
Delta
Deal found 9/4C$ 595
Tue 26/59:05 p.m.
YWG
-
BWI
3 stops25h 24m
Multiple Airlines
Tue 2/64:33 p.m.
BWI
-
YWG
3 stops46h 32m
Multiple Airlines
Deal found 11/4C$ 632
Thu 6/87:10 p.m.
YWG
-
IAD
1 stop22h 00m
WestJet
Mon 10/87:00 p.m.
IAD
-
YWG
1 stop30h 55m
WestJet
Deal found 11/4C$ 664
Wed 22/46:45 a.m.
YWG
-
DCA
2 stops10h 15m
WestJet
Tue 28/46:00 a.m.
DCA
-
YWG
2 stops19h 55m
WestJet
Deal found 8/4C$ 675

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 12 April 2026.

Round-trip from

C$ 447

One-way from

C$ 237

Popular in

April

Cheapest in

October

Average price

C$ 691
United Airlines
  • United Airlines
  • 5/5-6/5
  • 2 total stops
  • 16h 41m total
  • Winnipeg to Maryland
Search Deals
25/5
  • 25/5
  • 3 total stops
  • 39h 48m total
  • Winnipeg to Maryland
Search Deals
High demand for flights, 10% potential price rise
Search Deals
Cheapest flight prices on average. 4% potential price decrease (C$ 31 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 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 12 April 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

Tue 5/5

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

1 stop9h 59m

Philadelphia

Wed 6/5

6:10 a.m.-11:52 a.m.

1 stop6h 42m

C$ 447

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Mon 1/6

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

2 stops24h 00m

Philadelphia

Fri 5/6

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

2 stops17h 07m

C$ 468

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Mon 1/6

2:00 p.m.-10:43 p.m.

1 stop7h 43m

Philadelphia

Tue 9/6

6:00 a.m.-11:08 a.m.

1 stop6h 08m

C$ 479

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Tue 5/5

5:10 a.m.-2:48 p.m.

2 stops8h 38m

Philadelphia

Wed 6/5

6:00 a.m.-11:08 a.m.

1 stop6h 08m

C$ 490

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$ 502

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Tue 5/5

5:20 p.m.-11:58 p.m.

1 stop5h 38m

Philadelphia

Wed 6/5

6:58 p.m.-10:54 a.m.

1 stop16h 56m

C$ 545

WinnipegWashington, D.C.

YWG - DCA

YWGDCA

Winnipeg

Thu 28/5

6:40 a.m.-10:44 p.m.

2 stops15h 04m

Washington, D.C. Reagan-National

Tue 2/6

2:45 p.m.-10:54 a.m.

2 stops21h 09m

C$ 595

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Sat 22/8

9:05 p.m.-11:59 a.m.

2 stops13h 54m

Washington, D.C. Dulles Intl

Sat 29/8

10:45 a.m.-10:10 p.m.

2 stops12h 25m

C$ 675
Quickest round-trip

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Fri 8/5

5:41 p.m.-11:38 p.m.

1 stop4h 57m

Washington, D.C. Dulles Intl

Mon 11/5

6:00 a.m.-10:54 a.m.

1 stop5h 54m

C$ 684

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Thu 4/6

9:05 p.m.-6:10 p.m.

1 stop20h 05m

Washington, D.C. Dulles Intl

Mon 8/6

7:00 p.m.-8:15 p.m.

1 stop26h 15m

C$ 689

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/4

Showing 1-10 of 59 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
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 12 April 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
9,574 reviews
Check prices

Entertainment

7.1

Comfort

7.3

Food

6.6

Overall

7.4

Boarding

7.7

Crew

8.1

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
9,574 reviews
United Airlines
7.4
Good
9,574 reviews
Check prices

Entertainment

7.1

Comfort

7.3

Food

6.6

Overall

7.4

Boarding

7.7

Crew

8.1

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
3,320 reviews
United Airlines
7.4
Good
9,574 reviews
Check prices

Entertainment

7.1

Comfort

7.3

Food

6.6

Overall

7.4

Boarding

7.7

Crew

8.1

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
Air Canada
7.1
Good
10,917 reviews
United Airlines
7.4
Good
9,574 reviews
Check prices

Entertainment

7.1

Comfort

7.3

Food

6.6

Overall

7.4

Boarding

7.7

Crew

8.1

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, Air Canada, or Delta 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 12 April 2026.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 189AverageC$ 190FlexibilityNo cancel feeOn-time60%
Search WestJet flights
United AirlinesCheapestC$ 368AverageC$ 811FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 435AverageC$ 574FlexibilityNo 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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