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Cheap flights from Winnipeg to Maryland from C$ 276

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 30/8. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — BWI
2 Jul — 9 Jul1
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 2 June 2026.

Fri 4/97:00 a.m.
YWG
-
IAD
1 stop10h 10m
WestJet
Mon 7/97:00 p.m.
IAD
-
YWG
1 stop20h 05m
WestJet
Deal found 31/5C$ 505
Mon 31/83:58 p.m.
YWG
-
PHL
2 stops8h 21m
Delta
Wed 2/96:05 a.m.
PHL
-
YWG
2 stops11h 47m
Delta
Deal found 28/5C$ 507
Mon 31/87:55 a.m.
YWG
-
PHL
1 stop5h 54m
Air Canada
Wed 2/94:20 p.m.
PHL
-
YWG
1 stop8h 00m
Air Canada
Deal found 28/5C$ 516
Sat 4/75:00 a.m.
YWG
-
PHL
2 stops8h 49m
Air Canada
Tue 7/74:20 p.m.
PHL
-
YWG
1 stop8h 00m
Air Canada
Deal found 29/5C$ 523
Sat 4/77:00 a.m.
YWG
-
PHL
2 stops15h 22m
WestJet
Tue 7/76:10 a.m.
PHL
-
YWG
2 stops19h 45m
WestJet
Deal found 30/5C$ 529
Tue 7/75:41 p.m.
YWG
-
PHL
1 stop5h 15m
WestJet
Tue 14/75:15 a.m.
PHL
-
YWG
2 stops17h 55m
WestJet
Deal found 1/6C$ 541
Fri 11/98:15 a.m.
YWG
-
PHL
1 stop6h 26m
Air Canada
Tue 15/910:35 a.m.
PHL
-
YWG
1 stop6h 42m
Air Canada
Deal found 1/6C$ 552
Fri 28/87:00 a.m.
YWG
-
IAD
1 stop10h 10m
WestJet
Mon 31/87:00 p.m.
IAD
-
YWG
1 stop26h 15m
WestJet
Deal found 1/6C$ 567
Fri 3/78:10 p.m.
YWG
-
IAD
1 stop13h 36m
Multiple Airlines
Fri 10/74:00 p.m.
IAD
-
YWG
1 stop9h 55m
Multiple Airlines
Deal found 30/5C$ 603
Wed 22/78:10 p.m.
YWG
-
IAD
1 stop13h 36m
Multiple Airlines
Tue 18/811:25 a.m.
IAD
-
YWG
1 stop9h 55m
Multiple Airlines
Deal found 29/5C$ 628
Mon 10/87:00 a.m.
YWG
-
IAD
1 stop10h 10m
WestJet
Mon 31/87:00 p.m.
IAD
-
YWG
1 stop17h 10m
WestJet
Deal found 28/5C$ 635
Fri 3/76:05 p.m.
YWG
-
IAD
1 stop15h 41m
Multiple Airlines
Fri 17/74:00 p.m.
IAD
-
YWG
1 stop17h 40m
Multiple Airlines
Deal found 1/6C$ 640

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 2 June 2026.

Round-trip from

C$ 505

One-way from

C$ 276

Popular in

May

Cheapest in

October

Average price

C$ 560
WestJet
  • WestJet
  • 4/9-7/9
  • 2 total stops
  • 30h 15m total
  • Winnipeg to Maryland
Search Deals
Air Canada
  • Air Canada
  • 30/8
  • 1 total stop
  • 5h 54m total
  • Winnipeg to Maryland
Search Deals
Highest demand for flights based on searches. 19% potential increase in price (C$ 173 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 29 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 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 2 June 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

Mon 31/8

3:58 p.m.-1:19 a.m.

2 stops8h 21m

Philadelphia

Wed 2/9

6:05 a.m.-4:52 p.m.

2 stops11h 47m

C$ 507

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Mon 31/8

7:55 a.m.-2:49 p.m.

1 stop5h 54m

Philadelphia

Wed 2/9

4:20 p.m.-11:20 p.m.

1 stop8h 00m

C$ 516

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Sat 4/7

5:00 a.m.-2:49 p.m.

2 stops8h 49m

Philadelphia

Tue 7/7

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

1 stop6h 35m

C$ 523

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Sat 4/7

7:00 a.m.-11:22 p.m.

2 stops15h 22m

Philadelphia

Tue 7/7

6:10 a.m.-12:55 a.m.

2 stops19h 45m

C$ 529

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Tue 7/7

5:41 p.m.-11:56 p.m.

1 stop5h 15m

Philadelphia

Tue 14/7

5:15 a.m.-10:10 p.m.

2 stops17h 55m

C$ 541

WinnipegBaltimore

YWG - BWI

YWGBWI

Winnipeg

Tue 29/9

12:46 p.m.-10:56 a.m.

2 stops21h 10m

Baltimore/Washington

Tue 6/10

6:00 a.m.-8:16 p.m.

2 stops15h 16m

C$ 646

WinnipegWashington, D.C.

YWG - DCA

YWGDCA

Winnipeg

Tue 11/8

5:42 p.m.-8:31 a.m.

2 stops13h 49m

Washington, D.C. Reagan-National

Sat 15/8

7:45 p.m.-11:54 a.m.

2 stops17h 09m

C$ 682

WinnipegWashington, D.C.

YWG - DCA

YWGDCA

Winnipeg

Wed 15/7

7:55 a.m.-3:38 p.m.

1 stop6h 43m

Washington, D.C. Reagan-National

Sat 18/7

6:55 p.m.-11:20 p.m.

1 stop5h 25m

C$ 717

WinnipegWashington, D.C.

YWG - DCA

YWGDCA

Winnipeg

Thu 20/8

7:55 a.m.-3:38 p.m.

1 stop6h 43m

Washington, D.C. Reagan-National

Thu 27/8

11:00 a.m.-4:20 p.m.

1 stop6h 20m

C$ 720

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Fri 28/8

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

1 stop10h 10m

Washington, D.C. Dulles Intl

Mon 31/8

11:05 a.m.-10:10 p.m.

2 stops12h 05m

C$ 723

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/6

Showing 1-10 of 51 resultsSorted by cheapest first
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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 2 June 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
9,779 reviews
Check prices

Food

6.6

Boarding

7.7

Crew

8.1

Comfort

7.3

Overall

7.4

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.
United Airlines
7.4
Good
9,779 reviews
United Airlines
7.4
Good
9,779 reviews
Check prices

Food

6.6

Boarding

7.7

Crew

8.1

Comfort

7.3

Overall

7.4

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.
WestJet
7.2
Good
3,350 reviews
United Airlines
7.4
Good
9,779 reviews
Check prices

Food

6.6

Boarding

7.7

Crew

8.1

Comfort

7.3

Overall

7.4

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.
Air Canada
7.1
Good
11,119 reviews
United Airlines
7.4
Good
9,779 reviews
Check prices

Food

6.6

Boarding

7.7

Crew

8.1

Comfort

7.3

Overall

7.4

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.

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 5h 54m. 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 - 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 2 June 2026.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 189AverageC$ 190FlexibilityNo cancel feeOn-time60%
Search WestJet flights
United AirlinesCheapestC$ 367AverageC$ 862FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 434AverageC$ 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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