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Cheap flights from Winnipeg to Maryland from C$ 238

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 30/5. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — BWI
17 May — 24 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 17 April 2026.

Fri 8/55:41 p.m.
YWG
-
PHL
1 stop4h 31m
WestJet
Sun 10/55:45 a.m.
PHL
-
YWG
1 stop6h 09m
WestJet
Deal found 13/4C$ 512
Wed 6/57:00 a.m.
YWG
-
PHL
2 stops10h 08m
WestJet
Mon 11/55:45 a.m.
PHL
-
YWG
1 stop6h 09m
WestJet
Deal found 12/4C$ 519
Thu 20/87:00 a.m.
YWG
-
PHL
2 stops15h 40m
WestJet
Tue 25/811:45 a.m.
PHL
-
YWG
2 stops10h 55m
WestJet
Deal found 12/4C$ 524
Sat 4/77:00 a.m.
YWG
-
PHL
2 stops10h 07m
WestJet
Tue 7/79:46 a.m.
PHL
-
YWG
2 stops11h 34m
WestJet
Deal found 16/4C$ 534
Thu 20/86:15 a.m.
YWG
-
PHL
2 stops12h 07m
WestJet
Mon 24/81:00 p.m.
PHL
-
YWG
2 stops12h 55m
WestJet
Deal found 12/4C$ 535
Tue 5/55:20 p.m.
YWG
-
PHL
1 stop5h 38m
WestJet
Wed 6/56:05 a.m.
PHL
-
YWG
1 stop5h 51m
WestJet
Deal found 13/4C$ 539
Fri 21/86:15 a.m.
YWG
-
PHL
2 stops12h 07m
WestJet
Sun 23/86:00 a.m.
PHL
-
YWG
2 stops12h 15m
WestJet
Deal found 12/4C$ 546
Mon 1/69:05 p.m.
YWG
-
IAD
2 stops18h 16m
Multiple Airlines
Mon 8/67:00 p.m.
IAD
-
YWG
1 stop17h 10m
Multiple Airlines
Deal found 17/4C$ 554
Thu 16/710:30 p.m.
YWG
-
IAD
2 stops18h 40m
WestJet
Mon 27/77:00 p.m.
IAD
-
YWG
1 stop17h 10m
WestJet
Deal found 16/4C$ 587
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 16/4C$ 595
Mon 18/56:00 a.m.
YWG
-
IAD
1 stop11h 10m
WestJet
Mon 25/57:00 p.m.
IAD
-
YWG
1 stop28h 10m
WestJet
Deal found 17/4C$ 599
Mon 1/69:05 p.m.
YWG
-
BWI
2 stops22h 03m
Multiple Airlines
Mon 8/69:13 p.m.
BWI
-
YWG
2 stops19h 12m
Multiple Airlines
Deal found 17/4C$ 629

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 17 April 2026.

Round-trip from

C$ 431

One-way from

C$ 238

Popular in

April

Cheapest in

October

Average price

C$ 683
WestJet
  • WestJet
  • 21/8-28/8
  • 2 total stops
  • 38h 20m total
  • Winnipeg to Maryland
Search Deals
30/5
  • 30/5
  • 2 total stops
  • 15h 52m total
  • Winnipeg to Maryland
Search Deals
High demand for flights, 11% potential price rise
Search Deals
Cheapest flight prices on average. 4% potential price decrease (C$ 30 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 17 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 4/7

8:15 a.m.-3:41 p.m.

1 stop6h 26m

Philadelphia

Tue 7/7

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

1 stop8h 00m

C$ 461

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Fri 8/5

11:55 a.m.-11:12 p.m.

1 stop10h 17m

Philadelphia

Sun 10/5

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

1 stop6h 09m

C$ 514

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Sat 4/7

7:00 a.m.-6:07 p.m.

2 stops10h 07m

Philadelphia

Tue 7/7

5:40 a.m.-3:08 p.m.

1 stop10h 28m

C$ 521
Quickest round-trip

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Tue 5/5

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

1 stop5h 38m

Philadelphia

Wed 6/5

6:05 a.m.-10:56 a.m.

1 stop5h 51m

C$ 539

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Thu 30/7

6:15 a.m.-11:16 p.m.

2 stops16h 01m

Philadelphia

Fri 31/7

5:16 a.m.-3:25 p.m.

2 stops11h 09m

C$ 569

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Sat 4/7

9:20 a.m.-6:17 p.m.

1 stop7h 57m

Philadelphia

Tue 7/7

5:40 a.m.-3:08 p.m.

1 stop10h 28m

C$ 592

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Fri 29/5

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

1 stop10h 10m

Washington, D.C. Dulles Intl

Wed 3/6

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

1 stop5h 54m

C$ 665

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Thu 4/6

4:55 p.m.-6:10 p.m.

1 stop24h 15m

Washington, D.C. Dulles Intl

Mon 8/6

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

1 stop21h 25m

C$ 681

WinnipegWashington, D.C.

YWG - DCA

YWGDCA

Winnipeg

Tue 18/8

10:45 a.m.-7:18 p.m.

2 stops7h 33m

Washington, D.C. Reagan-National

Tue 1/9

11:30 a.m.-9:40 p.m.

2 stops11h 10m

C$ 684

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Thu 7/5

10:45 a.m.-10:56 p.m.

2 stops11h 11m

Washington, D.C. Dulles Intl

Sun 10/5

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

2 stops12h 59m

C$ 687

Flights are sorted by cheapest round-trip flights first.

Deals found on 16/4

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
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 17 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
9,602 reviews
Check prices

Comfort

7.3

Food

6.6

Entertainment

7.1

Crew

8.1

Boarding

7.7

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
9,602 reviews
United Airlines
7.4
Good
9,602 reviews
Check prices

Comfort

7.3

Food

6.6

Entertainment

7.1

Crew

8.1

Boarding

7.7

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
3,321 reviews
United Airlines
7.4
Good
9,602 reviews
Check prices

Comfort

7.3

Food

6.6

Entertainment

7.1

Crew

8.1

Boarding

7.7

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
10,932 reviews
United Airlines
7.4
Good
9,602 reviews
Check prices

Comfort

7.3

Food

6.6

Entertainment

7.1

Crew

8.1

Boarding

7.7

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 5h 57m. Fly via Air Canada, WestJet, or United Airlines to get the fastest option. Airlines will cover a distance of 2007 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 - Philadelphia.

  • 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 17 April 2026.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 187AverageC$ 188FlexibilityNo cancel feeOn-time60%
Search WestJet flights
United AirlinesCheapestC$ 364AverageC$ 802FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 430AverageC$ 568FlexibilityNo 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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