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Cheap flights from Winnipeg to Maryland from C$ 206

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
29 May — 5 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 29 April 2026.

Sat 30/57:00 a.m.
YWG
-
PHL
2 stops15h 44m
United Airlines
Wed 3/66:00 a.m.
PHL
-
YWG
1 stop6h 52m
United Airlines
Deal found 24/4C$ 463
Sat 4/75:10 a.m.
YWG
-
PHL
2 stops8h 39m
Air Canada
Tue 7/710:45 a.m.
PHL
-
YWG
1 stop6h 35m
Air Canada
Deal found 27/4C$ 477
Tue 2/63:15 p.m.
YWG
-
PHL
1 stop6h 28m
Air Canada
Wed 3/66:00 a.m.
PHL
-
YWG
1 stop6h 08m
Air Canada
Deal found 28/4C$ 489
Thu 4/69:25 a.m.
YWG
-
IAD
1 stop24h 21m
Multiple Airlines
Sun 7/68:47 p.m.
IAD
-
YWG
2 stops24h 13m
Multiple Airlines
Deal found 28/4C$ 529
Tue 2/68:45 a.m.
YWG
-
PHL
2 stops23h 54m
United Airlines
Tue 9/66:00 a.m.
PHL
-
YWG
1 stop6h 08m
United Airlines
Deal found 24/4C$ 548
Sat 1/87:00 a.m.
YWG
-
PHL
2 stops15h 21m
WestJet
Sun 9/85:40 a.m.
PHL
-
YWG
1 stop10h 28m
WestJet
Deal found 28/4C$ 555
Wed 10/66:55 p.m.
YWG
-
IAD
1 stop14h 51m
Porter Airlines
Sun 14/64:05 p.m.
IAD
-
YWG
2 stops26h 53m
Porter Airlines
Deal found 26/4C$ 579
Thu 11/69:05 p.m.
YWG
-
IAD
2 stops19h 26m
Multiple Airlines
Mon 15/64:05 p.m.
IAD
-
YWG
1 stop17h 35m
Multiple Airlines
Deal found 27/4C$ 581
Wed 10/66:55 p.m.
YWG
-
IAD
1 stop14h 51m
Multiple Airlines
Sun 14/64:05 p.m.
IAD
-
YWG
1 stop17h 35m
Multiple Airlines
Deal found 26/4C$ 594
Fri 19/68:10 p.m.
YWG
-
IAD
1 stop13h 36m
Multiple Airlines
Thu 20/812:48 p.m.
IAD
-
YWG
2 stops33h 37m
Multiple Airlines
Deal found 26/4C$ 605
Mon 8/66:15 a.m.
YWG
-
BWI
2 stops16h 14m
Multiple Airlines
Mon 15/69:13 p.m.
BWI
-
YWG
2 stops19h 12m
Multiple Airlines
Deal found 24/4C$ 645
Fri 26/66:00 a.m.
YWG
-
DCA
2 stops11h 59m
WestJet
Sat 4/710:25 a.m.
DCA
-
YWG
2 stops12h 45m
WestJet
Deal found 26/4C$ 679

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 April 2026.

Round-trip from

C$ 463

One-way from

C$ 206

Popular in

April

Cheapest in

October

Average price

C$ 709
United Airlines
  • United Airlines
  • 30/5-3/6
  • 3 total stops
  • 22h 36m total
  • Winnipeg to Maryland
Search Deals
WestJet
  • WestJet
  • 31/8
  • 1 total stop
  • 10h 10m total
  • Winnipeg to Maryland
Search Deals
Highest demand for flights based on searches. 2% potential increase in price (C$ 17 potential increase over avg. RT price).
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 29 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

Sat 30/5

7:00 a.m.-11:44 p.m.

2 stops15h 44m

Philadelphia

Wed 3/6

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

1 stop6h 52m

C$ 463

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Thu 18/6

8:45 a.m.-9:39 a.m.

2 stops23h 54m

Philadelphia

Tue 30/6

8:40 p.m.-8:57 p.m.

2 stops25h 17m

C$ 464

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Tue 2/6

7:00 a.m.-12:45 a.m.

1 stop16h 45m

Philadelphia

Wed 3/6

9:21 a.m.-10:33 p.m.

1 stop14h 12m

C$ 464

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Sat 4/7

5:10 a.m.-2:49 p.m.

2 stops8h 39m

Philadelphia

Tue 7/7

10:45 a.m.-4:20 p.m.

1 stop6h 35m

C$ 477

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Thu 11/6

9:05 p.m.-5:31 p.m.

2 stops19h 26m

Washington, D.C. Dulles Intl

Mon 15/6

4:05 p.m.-8:40 a.m.

1 stop17h 35m

C$ 581

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Tue 16/6

10:45 a.m.-11:14 p.m.

2 stops11h 29m

Washington, D.C. Dulles Intl

Mon 22/6

10:16 a.m.-10:10 p.m.

2 stops12h 54m

C$ 686

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Tue 25/8

5:38 p.m.-11:29 p.m.

1 stop4h 51m

Washington, D.C. Dulles Intl

Sat 29/8

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

2 stops12h 25m

C$ 687

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Thu 11/6

10:45 a.m.-11:14 p.m.

2 stops11h 29m

Washington, D.C. Dulles Intl

Mon 15/6

10:16 a.m.-10:10 p.m.

2 stops12h 54m

C$ 687

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Wed 15/7

6:05 p.m.-10:46 a.m.

1 stop15h 41m

Washington, D.C. Dulles Intl

Sun 9/8

1:28 p.m.-9:25 p.m.

2 stops32h 57m

C$ 693

WinnipegWashington, D.C.

YWG - DCA

YWGDCA

Winnipeg

Thu 25/6

10:45 a.m.-10:59 p.m.

2 stops11h 14m

Washington, D.C. Reagan-National

Sat 4/7

6:00 a.m.-11:38 a.m.

1 stop6h 38m

C$ 693

Flights are sorted by cheapest round-trip flights first.

Deals found on 29/4

Showing 1-10 of 60 resultsSorted by cheapest first
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2
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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 29 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
9,680 reviews
Check prices

Boarding

7.7

Food

6.6

Entertainment

7.1

Crew

8.1

Comfort

7.3

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Anonymous,Apr 2026

DFW - EWR

The flight was on time. Crew was friendly. Will fly again. The seats was comfortable.
United Airlines
7.4
Good
9,680 reviews
United Airlines
7.4
Good
9,680 reviews
Check prices

Boarding

7.7

Food

6.6

Entertainment

7.1

Crew

8.1

Comfort

7.3

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Anonymous,Apr 2026

DFW - EWR

The flight was on time. Crew was friendly. Will fly again. The seats was comfortable.
WestJet
7.2
Good
3,328 reviews
United Airlines
7.4
Good
9,680 reviews
Check prices

Boarding

7.7

Food

6.6

Entertainment

7.1

Crew

8.1

Comfort

7.3

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Anonymous,Apr 2026

DFW - EWR

The flight was on time. Crew was friendly. Will fly again. The seats was comfortable.
Air Canada
7.1
Good
10,979 reviews
United Airlines
7.4
Good
9,680 reviews
Check prices

Boarding

7.7

Food

6.6

Entertainment

7.1

Crew

8.1

Comfort

7.3

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Anonymous,Apr 2026

DFW - EWR

The flight was on time. Crew was friendly. Will fly again. The seats was comfortable.

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 11h 29m. Fly via United Airlines, WestJet, or Delta to get the fastest option. Airlines will cover a distance of 1976 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 29 April 2026.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 187AverageC$ 188FlexibilityNo cancel feeOn-time60%
Search WestJet flights
United AirlinesCheapestC$ 363AverageC$ 771FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 429AverageC$ 567FlexibilityNo 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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