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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 25/5. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — BWI
4 Jun — 11 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 5 May 2026.

Sat 16/53:50 p.m.
YWG
-
PHL
1 stop6h 32m
Delta
Sun 24/55:45 a.m.
PHL
-
YWG
1 stop6h 09m
Delta
Deal found 1/5C$ 473
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 29/4C$ 486
Sat 4/75:10 a.m.
YWG
-
PHL
2 stops8h 39m
Air Canada
Tue 7/77:00 a.m.
PHL
-
YWG
1 stop10h 20m
Air Canada
Deal found 30/4C$ 520
Thu 11/69:05 p.m.
YWG
-
IAD
2 stops19h 26m
Multiple Airlines
Sun 21/64:00 p.m.
IAD
-
YWG
1 stop17h 40m
Multiple Airlines
Deal found 3/5C$ 532
Mon 1/66:05 p.m.
YWG
-
DCA
1 stop13h 48m
Multiple Airlines
Mon 8/612:45 p.m.
DCA
-
YWG
2 stops13h 10m
Multiple Airlines
Deal found 30/4C$ 533
Sat 1/86:00 a.m.
YWG
-
PHL
2 stops16h 21m
WestJet
Sat 8/85:40 a.m.
PHL
-
YWG
2 stops17h 30m
WestJet
Deal found 30/4C$ 562
Sat 27/66:15 a.m.
YWG
-
IAD
1 stop8h 01m
Multiple Airlines
Mon 6/77:00 p.m.
IAD
-
YWG
1 stop21h 25m
Multiple Airlines
Deal found 3/5C$ 567
Mon 1/67:00 a.m.
YWG
-
IAD
1 stop10h 10m
WestJet
Mon 8/67:00 p.m.
IAD
-
YWG
1 stop21h 25m
WestJet
Deal found 30/4C$ 577
Mon 1/62:00 p.m.
YWG
-
DCA
1 stop7h 28m
Air Canada
Mon 8/66:55 p.m.
DCA
-
YWG
1 stop16h 08m
Air Canada
Deal found 30/4C$ 580
Fri 12/66:00 a.m.
YWG
-
IAD
1 stop11h 10m
WestJet
Mon 15/67:00 p.m.
IAD
-
YWG
1 stop18h 15m
WestJet
Deal found 2/5C$ 588
Fri 12/67:00 a.m.
YWG
-
IAD
1 stop10h 10m
Multiple Airlines
Sun 14/64:05 p.m.
IAD
-
YWG
2 stops26h 53m
Multiple Airlines
Deal found 1/5C$ 615
Mon 15/66:00 a.m.
YWG
-
IAD
1 stop11h 10m
WestJet
Mon 22/67:00 p.m.
IAD
-
YWG
1 stop18h 15m
WestJet
Deal found 30/4C$ 622

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 5 May 2026.

Round-trip from

C$ 473

One-way from

C$ 231

Popular in

April

Cheapest in

October

Average price

C$ 295
Delta
  • Delta
  • 16/5-24/5
  • 2 total stops
  • 12h 41m total
  • Winnipeg to Maryland
Search Deals
25/5
  • 25/5
  • 2 total stops
  • 33h 38m total
  • Winnipeg to Maryland
Search Deals
Highest demand for flights based on searches. 2% potential increase in price (C$ 16 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 May 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 5 May 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 16/5

3:50 p.m.-11:22 p.m.

1 stop6h 32m

Philadelphia

Sun 24/5

5:45 a.m.-10:54 a.m.

1 stop6h 09m

C$ 473

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Tue 2/6

3:15 p.m.-10:43 p.m.

1 stop6h 28m

Philadelphia

Wed 3/6

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

1 stop6h 08m

C$ 486

WinnipegWashington, D.C.

YWG - DCA

YWGDCA

Winnipeg

Mon 1/6

4:25 p.m.-12:01 p.m.

2 stops18h 36m

Washington, D.C. Reagan-National

Mon 8/6

12:45 p.m.-12:55 a.m.

2 stops13h 10m

C$ 539

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Sat 4/7

5:00 a.m.-3:41 p.m.

1 stop9h 41m

Philadelphia

Tue 7/7

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

1 stop6h 35m

C$ 543

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Sat 1/8

6:00 a.m.-11:21 p.m.

2 stops16h 21m

Philadelphia

Sat 8/8

5:40 a.m.-10:10 p.m.

2 stops17h 30m

C$ 562

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Mon 15/6

5:41 p.m.-11:58 p.m.

1 stop5h 17m

Philadelphia

Mon 22/6

3:38 p.m.-11:29 p.m.

1 stop8h 51m

C$ 566

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Mon 1/6

7:00 a.m.-6:10 p.m.

1 stop10h 10m

Washington, D.C. Dulles Intl

Mon 8/6

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

1 stop21h 25m

C$ 577

WinnipegWashington, D.C.

YWG - DCA

YWGDCA

Winnipeg

Mon 1/6

2:00 p.m.-10:28 p.m.

1 stop7h 28m

Washington, D.C. Reagan-National

Mon 8/6

6:55 p.m.-10:03 a.m.

1 stop16h 08m

C$ 580

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Tue 2/6

7:00 a.m.-6:06 p.m.

2 stops10h 06m

Philadelphia

Wed 3/6

6:12 a.m.-2:25 p.m.

2 stops9h 13m

C$ 584

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Wed 5/8

10:55 a.m.-7:01 p.m.

1 stop7h 06m

Washington, D.C. Dulles Intl

Mon 17/8

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

1 stop28h 10m

C$ 634

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/5

Showing 1-10 of 60 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

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 5 May 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

Entertainment

7.1

Comfort

7.3

Overall

7.4

Boarding

7.7

Crew

8.1

Food

6.6

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

Entertainment

7.1

Comfort

7.3

Overall

7.4

Boarding

7.7

Crew

8.1

Food

6.6

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
3,331 reviews
United Airlines
7.4
Good
9,680 reviews
Check prices

Entertainment

7.1

Comfort

7.3

Overall

7.4

Boarding

7.7

Crew

8.1

Food

6.6

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
10,995 reviews
United Airlines
7.4
Good
9,680 reviews
Check prices

Entertainment

7.1

Comfort

7.3

Overall

7.4

Boarding

7.7

Crew

8.1

Food

6.6

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 6h 28m. Fly via Delta, Air Canada, 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 - Baltimore/Washington. You may also consider Winnipeg - Washington, D.C. Dulles Intl 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

See prices for flight routes from nearby airports that may be better suited for you.
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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 5 May 2026.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 186AverageC$ 187FlexibilityNo cancel feeOn-time60%
Search WestJet flights
United AirlinesCheapestC$ 362AverageC$ 768FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 428AverageC$ 565FlexibilityNo 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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