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Cheap flights from Winnipeg to Maryland from C$ 212

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 12/4. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — BWI
7 Mar — 14 Mar1
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 February 2026.

Mon 16/38:00 a.m.
YWG
-
BWI
1 stop24h 14m
Multiple Airlines
Mon 23/33:19 p.m.
BWI
-
YWG
2 stops34h 21m
Multiple Airlines
Deal found 2/2C$ 415
Fri 10/47:30 a.m.
YWG
-
IAD
1 stop13h 00m
Multiple Airlines
Mon 13/410:25 p.m.
IAD
-
YWG
2 stops20h 40m
Multiple Airlines
Deal found 2/2C$ 457
Thu 26/28:15 a.m.
YWG
-
PHL
1 stop5h 32m
Air Canada
Sat 28/27:50 a.m.
PHL
-
YWG
1 stop5h 49m
Air Canada
Deal found 1/2C$ 479
Fri 6/32:20 p.m.
YWG
-
PHL
1 stop8h 56m
United Airlines
Fri 13/37:45 p.m.
PHL
-
YWG
2 stops17h 12m
United Airlines
Deal found 4/2C$ 481
Wed 4/37:30 a.m.
YWG
-
BWI
1 stop9h 17m
Multiple Airlines
Wed 11/312:30 p.m.
BWI
-
YWG
2 stops28h 00m
Multiple Airlines
Deal found 4/2C$ 486
Mon 2/36:45 a.m.
YWG
-
PHL
2 stops15h 59m
WestJet
Tue 3/36:57 p.m.
PHL
-
YWG
1 stop17h 04m
WestJet
Deal found 2/2C$ 511
Tue 30/66:30 a.m.
YWG
-
PHL
2 stops16h 10m
WestJet
Fri 3/76:30 p.m.
PHL
-
YWG
2 stops28h 00m
WestJet
Deal found 4/2C$ 519
Tue 3/311:53 a.m.
YWG
-
PHL
1 stop5h 04m
WestJet
Tue 10/36:54 p.m.
PHL
-
YWG
1 stop17h 07m
WestJet
Deal found 3/2C$ 524
Fri 6/311:53 a.m.
YWG
-
PHL
1 stop10h 51m
WestJet
Mon 9/36:00 a.m.
PHL
-
YWG
1 stop11h 23m
WestJet
Deal found 2/2C$ 526
Thu 19/28:05 p.m.
YWG
-
IAD
1 stop20h 09m
Multiple Airlines
Thu 5/311:22 a.m.
IAD
-
YWG
1 stop28h 47m
Multiple Airlines
Deal found 3/2C$ 553
Thu 19/27:30 a.m.
YWG
-
BWI
2 stops49h 57m
Multiple Airlines
Thu 5/35:53 p.m.
BWI
-
YWG
1 stop22h 16m
Multiple Airlines
Deal found 3/2C$ 568
Wed 18/38:20 p.m.
YWG
-
IAD
1 stop13h 04m
Multiple Airlines
Wed 25/311:40 a.m.
IAD
-
YWG
1 stop8h 55m
Multiple Airlines
Deal found 2/2C$ 594

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 February 2026.

Round-trip from

C$ 415

One-way from

C$ 212

Popular in

November

Cheapest in

October

Average price

C$ 605
16/3-23/3
  • 16/3-23/3
  • 3 total stops
  • 58h 35m total
  • Winnipeg to Maryland
Search Deals
12/4
  • 12/4
  • 1 total stop
  • 29h 53m total
  • Winnipeg to Maryland
Search Deals
High demand for flights, 16% potential price rise
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 17 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 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 February 2026.
Use the filters below to find and compare flights from Winnipeg to Maryland that are best for you.

Fly from

Winnipeg

Fly to

Maryland

Route

Depart

Return

Price

WinnipegBaltimore

YWG - BWI

YWGBWI

Winnipeg

Mon 16/3

8:00 a.m.-9:14 a.m.

1 stop24h 14m

Baltimore/Washington

Mon 23/3

3:19 p.m.-12:40 a.m.

2 stops34h 21m

C$ 415

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Thu 26/2

8:15 a.m.-2:47 p.m.

1 stop5h 32m

Philadelphia

Sat 28/2

7:50 a.m.-12:39 p.m.

1 stop5h 49m

C$ 479

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Tue 3/3

2:20 p.m.-9:09 p.m.

1 stop5h 49m

Philadelphia

Tue 10/3

10:35 a.m.-11:57 a.m.

2 stops26h 22m

C$ 481

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Fri 6/3

2:20 p.m.-9:09 p.m.

1 stop5h 49m

Philadelphia

Mon 9/3

7:45 p.m.-11:57 a.m.

2 stops17h 12m

C$ 481

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Fri 6/3

2:20 p.m.-12:16 a.m.

1 stop8h 56m

Philadelphia

Fri 13/3

7:45 p.m.-11:57 a.m.

2 stops17h 12m

C$ 481

WinnipegBaltimore

YWG - BWI

YWGBWI

Winnipeg

Wed 4/3

7:30 a.m.-5:47 p.m.

1 stop9h 17m

Baltimore/Washington

Wed 11/3

12:30 p.m.-3:30 p.m.

2 stops28h 00m

C$ 486

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Mon 2/3

11:53 a.m.-11:44 p.m.

1 stop10h 51m

Philadelphia

Tue 3/3

12:16 p.m.-3:09 p.m.

1 stop27h 53m

C$ 516

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Tue 30/6

6:30 a.m.-11:40 p.m.

2 stops16h 10m

Philadelphia

Fri 3/7

6:30 p.m.-9:30 p.m.

2 stops28h 00m

C$ 519

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Wed 1/7

7:00 a.m.-11:40 p.m.

2 stops15h 40m

Philadelphia

Fri 3/7

6:15 a.m.-9:25 p.m.

2 stops16h 10m

C$ 519

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Thu 19/2

8:05 p.m.-5:14 p.m.

1 stop20h 09m

Washington, D.C. Dulles Intl

Thu 5/3

11:22 a.m.-3:09 p.m.

1 stop28h 47m

C$ 553

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/2

Showing 1-10 of 55 results
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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

What is the cheapest month to book a flight from Winnipeg to Maryland?

Currently, October is the cheapest month in which you can book a flight from Winnipeg to Maryland (average of C$ 81). Flying from Winnipeg to Maryland in January is currently the most expensive (average of C$ 841). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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 February 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
9,236 reviews
Check prices

Crew

8.1

Entertainment

7.1

Boarding

7.7

Comfort

7.3

Food

6.6

Overall

7.4

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats
United Airlines
7.4
Good
9,236 reviews
United Airlines
7.4
Good
9,236 reviews
Check prices

Crew

8.1

Entertainment

7.1

Boarding

7.7

Comfort

7.3

Food

6.6

Overall

7.4

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats
WestJet
7.2
Good
3,255 reviews
United Airlines
7.4
Good
9,236 reviews
Check prices

Crew

8.1

Entertainment

7.1

Boarding

7.7

Comfort

7.3

Food

6.6

Overall

7.4

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats
Air Canada
7.1
Good
10,688 reviews
United Airlines
7.4
Good
9,236 reviews
Check prices

Crew

8.1

Entertainment

7.1

Boarding

7.7

Comfort

7.3

Food

6.6

Overall

7.4

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats

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 32m. Fly via Air Canada, United Airlines, 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 - 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.

  • What is the cheapest month to book a flight from Winnipeg to Maryland?

    Currently, October is the cheapest month in which you can book a flight from Winnipeg to Maryland (average of C$ 81). Flying from Winnipeg to Maryland in January is currently the most expensive (average of C$ 841). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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 5 February 2026.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 187AverageC$ 190FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 329AverageC$ 438FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 363AverageC$ 685FlexibilityNo 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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