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Cheap flights from Winnipeg to Maryland from C$ 260

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
19 Jul — 26 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 19 June 2026.

Sat 4/77:00 a.m.
YWG
-
PHL
2 stops10h 07m
WestJet
Tue 7/75:40 a.m.
PHL
-
YWG
2 stops17h 00m
WestJet
Deal found 14/6C$ 575
Fri 3/78:10 p.m.
YWG
-
IAD
1 stop13h 15m
Multiple Airlines
Sat 11/75:29 p.m.
IAD
-
YWG
2 stops27h 51m
Multiple Airlines
Deal found 18/6C$ 627
Sun 2/86:25 p.m.
YWG
-
PHL
2 stops28h 31m
WestJet
Mon 10/85:45 a.m.
PHL
-
YWG
1 stop7h 09m
WestJet
Deal found 14/6C$ 647
Fri 18/126:35 a.m.
YWG
-
PHL
1 stop16h 05m
WestJet
Mon 21/127:15 p.m.
PHL
-
YWG
2 stops41h 20m
WestJet
Deal found 13/6C$ 650
Wed 22/78:10 p.m.
YWG
-
IAD
1 stop13h 15m
Multiple Airlines
Tue 18/811:25 a.m.
IAD
-
YWG
1 stop9h 24m
Multiple Airlines
Deal found 18/6C$ 655
Sat 4/75:10 p.m.
YWG
-
IAD
1 stop16h 15m
Multiple Airlines
Mon 13/73:55 p.m.
IAD
-
YWG
2 stops21h 20m
Multiple Airlines
Deal found 14/6C$ 669
Thu 10/95:44 p.m.
YWG
-
PHL
1 stop5h 12m
Delta
Sun 13/96:00 a.m.
PHL
-
YWG
2 stops15h 09m
Delta
Deal found 17/6C$ 679
Tue 20/108:10 a.m.
YWG
-
PHL
1 stop5h 37m
Air Canada
Wed 21/1010:05 a.m.
PHL
-
YWG
1 stop6h 04m
Air Canada
Deal found 14/6C$ 682
Tue 22/95:44 p.m.
YWG
-
DCA
2 stops13h 52m
Delta
Sat 26/96:10 a.m.
DCA
-
YWG
2 stops11h 44m
Delta
Deal found 16/6C$ 688
Wed 21/108:00 a.m.
YWG
-
BWI
2 stops13h 55m
Delta
Sat 24/106:00 a.m.
BWI
-
YWG
2 stops15h 16m
Delta
Deal found 16/6C$ 688
Wed 23/96:40 a.m.
YWG
-
IAD
2 stops15h 34m
Delta
Sat 26/96:10 a.m.
IAD
-
YWG
2 stops11h 44m
Delta
Deal found 16/6C$ 688
Wed 21/109:20 a.m.
YWG
-
DCA
2 stops11h 56m
American Airlines
Wed 28/102:54 p.m.
DCA
-
YWG
1 stop8h 03m
American Airlines
Deal found 15/6C$ 689

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 19 June 2026.

Round-trip from

C$ 575

One-way from

C$ 260

Popular in

May

Cheapest in

October

Average price

C$ 719
WestJet
  • WestJet
  • 4/7-7/7
  • 4 total stops
  • 27h 07m 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. 19% potential increase in price (C$ 203 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 26 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 19 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

Sun 2/8

6:25 p.m.-11:56 p.m.

2 stops28h 31m

Philadelphia

Mon 10/8

5:45 a.m.-11:54 a.m.

1 stop7h 09m

C$ 647

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Thu 10/9

7:00 a.m.-7:29 p.m.

1 stop11h 29m

Philadelphia

Sun 13/9

6:25 a.m.-11:52 a.m.

1 stop6h 27m

C$ 675

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Thu 10/9

5:44 p.m.-11:56 p.m.

1 stop5h 12m

Philadelphia

Sun 13/9

6:00 a.m.-8:09 p.m.

2 stops15h 09m

C$ 679

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Fri 11/9

5:44 p.m.-11:56 p.m.

1 stop5h 12m

Philadelphia

Tue 15/9

5:45 a.m.-11:56 a.m.

1 stop7h 11m

C$ 681

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Sat 4/7

5:10 p.m.-10:25 a.m.

1 stop16h 15m

Washington, D.C. Dulles Intl

Mon 13/7

3:55 p.m.-9:45 a.m.

1 stop18h 50m

C$ 682

WinnipegWashington, D.C.

YWG - DCA

YWGDCA

Winnipeg

Tue 22/9

5:44 p.m.-8:36 a.m.

2 stops13h 52m

Washington, D.C. Reagan-National

Sat 26/9

6:10 a.m.-4:54 p.m.

2 stops11h 44m

C$ 688

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Wed 23/9

6:40 a.m.-11:14 p.m.

2 stops15h 34m

Washington, D.C. Dulles Intl

Sat 26/9

6:10 a.m.-4:54 p.m.

2 stops11h 44m

C$ 688

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Fri 31/7

12:56 p.m.-12:57 a.m.

1 stop11h 01m

Philadelphia

Sat 1/8

8:05 a.m.-10:38 p.m.

1 stop15h 33m

C$ 705

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Fri 14/8

5:42 p.m.-11:56 p.m.

1 stop5h 14m

Philadelphia

Sun 16/8

5:45 a.m.-11:54 a.m.

1 stop7h 09m

C$ 709

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Sat 4/7

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

1 stop6h 26m

Philadelphia

Tue 7/7

10:05 a.m.-3:14 p.m.

1 stop6h 09m

C$ 720

Flights are sorted by cheapest round-trip flights first.

Deals found on 16/6

Showing 1-10 of 58 resultsSorted by cheapest first
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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 19 June 2026.
Get a feel of what it's like to fly with United Airlines and WestJet 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
9,861 reviews
Check prices

Comfort

7.3

Entertainment

7.1

Food

6.7

Crew

8.1

Overall

7.4

Boarding

7.7

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
9,861 reviews
United Airlines
7.4
Good
9,861 reviews
Check prices

Comfort

7.3

Entertainment

7.1

Food

6.7

Crew

8.1

Overall

7.4

Boarding

7.7

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
3,375 reviews
United Airlines
7.4
Good
9,861 reviews
Check prices

Comfort

7.3

Entertainment

7.1

Food

6.7

Crew

8.1

Overall

7.4

Boarding

7.7

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 10h 07m. Fly via WestJet 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 2 airlines flying from Winnipeg to Maryland

Discover the top 2 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 19 June 2026.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 193AverageC$ 194FlexibilityNo cancel feeOn-time60%
Search WestJet flights
United AirlinesCheapestC$ 375AverageC$ 881FlexibilityNo cancel feeOn-time69%
Search United Airlines 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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