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Cheap flights from Winnipeg to Maryland from C$ 209

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 2/12. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — BWI
16 Dec — 23 Dec1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Winnipeg to Maryland

Keep the following information in mind while searching for Winnipeg to Maryland flight deals. Data was last updated 16 November 2025.

Round-trip from

C$ 435

One-way from

C$ 209

Popular in

November

Cheapest in

October

Average price

C$ 634
4/12-9/12
  • 4/12-9/12
  • 6 total stops
  • 63h 07m total
  • Winnipeg to Maryland
Search Deals
2/12
  • 2/12
  • 2 total stops
  • 18h 52m 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$ 18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

Find 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 16 November 2025.

Thu 4/129:00 p.m.YWG - PHL
3 stops25h 16mMultiple Airlines
Tue 9/125:15 a.m.PHL - YWG
3 stops37h 51mMultiple Airlines
Deal found 15/11C$ 435
Thu 11/129:00 p.m.YWG - BWI
2 stops26h 32mMultiple Airlines
Thu 18/1210:00 p.m.BWI - YWG
1 stop28h 26mMultiple Airlines
Deal found 13/11C$ 454
Thu 20/117:30 a.m.YWG - PHL
2 stops40h 00mMultiple Airlines
Thu 27/116:47 p.m.PHL - YWG
1 stop21h 20mMultiple Airlines
Deal found 15/11C$ 474
Thu 18/127:30 a.m.YWG - BWI
2 stops16h 04mMultiple Airlines
Sun 21/125:30 a.m.BWI - YWG
1 stop10h 37mMultiple Airlines
Deal found 16/11C$ 516
Thu 11/1212:35 p.m.YWG - DCA
1 stop10h 02mWestJet
Thu 18/1212:37 p.m.DCA - YWG
1 stop27h 30mWestJet
Deal found 13/11C$ 592
Thu 11/1212:35 p.m.YWG - IAD
1 stop10h 27mWestJet
Thu 18/1212:30 p.m.IAD - YWG
1 stop27h 37mWestJet
Deal found 13/11C$ 592
Thu 4/125:45 p.m.YWG - PHL
1 stop5h 12mDelta
Tue 9/126:30 p.m.PHL - YWG
1 stop6h 14mDelta
Deal found 15/11C$ 628
Sun 14/122:20 p.m.YWG - PHL
1 stop5h 50mUnited Airlines
Sat 20/126:35 a.m.PHL - YWG
1 stop6h 22mUnited Airlines
Deal found 13/11C$ 630
Fri 19/1211:10 a.m.YWG - IAD
2 stops10h 58mWestJet
Fri 2/14:55 p.m.IAD - YWG
2 stops32h 40mWestJet
Deal found 15/11C$ 693
Thu 18/125:45 p.m.YWG - DCA
1 stop4h 52mWestJet
Sun 21/126:00 a.m.DCA - YWG
1 stop10h 07mWestJet
Deal found 16/11C$ 749
Sun 14/127:05 p.m.YWG - PHL
2 stops18h 45mAir Canada
Sat 20/126:35 a.m.PHL - YWG
1 stop6h 22mAir Canada
Deal found 15/11C$ 753
Sun 23/116:40 a.m.YWG - DCA
1 stop10h 19mWestJet
Mon 24/116:10 a.m.DCA - YWG
1 stop6h 38mWestJet
Deal found 14/11C$ 763

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 16 November 2025.
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

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Thu 4/12

9:00 p.m.-11:16 p.m.

3 stops25h 16m

Philadelphia

Tue 9/12

5:15 a.m.-6:06 p.m.

3 stops37h 51m

C$ 435

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Tue 3/3

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

1 stop5h 32m

Philadelphia

Wed 4/3

4:35 p.m.-11:54 p.m.

1 stop8h 19m

C$ 489

WinnipegBaltimore

YWG - BWI

YWGBWI

Winnipeg

Thu 18/12

7:30 a.m.-12:34 a.m.

2 stops16h 04m

Baltimore/Washington

Sun 21/12

5:30 a.m.-3:07 p.m.

1 stop10h 37m

C$ 516

WinnipegWashington, D.C.

YWG - DCA

YWGDCA

Winnipeg

Thu 15/1

6:35 a.m.-1:40 p.m.

1 stop6h 05m

Washington, D.C. Reagan-National

Sun 18/1

12:20 p.m.-12:41 a.m.

2 stops13h 21m

C$ 590

WinnipegWashington, D.C.

YWG - DCA

YWGDCA

Winnipeg

Thu 11/12

12:35 p.m.-11:37 p.m.

1 stop10h 02m

Washington, D.C. Reagan-National

Thu 18/12

12:37 p.m.-3:07 p.m.

1 stop27h 30m

C$ 592

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Thu 11/12

12:35 p.m.-12:02 a.m.

1 stop10h 27m

Washington, D.C. Dulles Intl

Thu 18/12

12:30 p.m.-3:07 p.m.

1 stop27h 37m

C$ 592

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Thu 15/1

5:00 a.m.-4:46 p.m.

2 stops10h 46m

Washington, D.C. Dulles Intl

Sun 18/1

12:37 p.m.-12:41 a.m.

2 stops13h 04m

C$ 600

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Thu 4/12

5:45 p.m.-11:57 p.m.

1 stop5h 12m

Philadelphia

Tue 9/12

6:30 p.m.-11:44 p.m.

1 stop6h 14m

C$ 628

WinnipegWashington, D.C.

YWG - DCA

YWGDCA

Winnipeg

Tue 5/5

5:38 p.m.-11:28 p.m.

1 stop4h 50m

Washington, D.C. Reagan-National

Wed 6/5

2:00 p.m.-12:02 a.m.

2 stops11h 02m

C$ 647

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Tue 5/5

7:00 a.m.-6:45 p.m.

2 stops10h 45m

Washington, D.C. Dulles Intl

Wed 6/5

6:40 p.m.-8:09 p.m.

1 stop26h 29m

C$ 648

Flights are sorted by cheapest round-trip flights first.

Deals found on 15/11

Showing 1-10 of 29 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$ 83). Flying from Winnipeg to Maryland in January is currently the most expensive (average of C$ 863). 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.

What is the cheapest time of day to fly from YWG to MD?

Find hourly flight availability from Winnipeg to Maryland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 16 November 2025.

One of the essential ways to save on airfare from Winnipeg to Maryland is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight at noon could potentially save you up to 26% on airfare.

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 16 November 2025.
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
9,016 reviews
Check prices

Comfort

7.3

Overall

7.4

Food

6.6

Entertainment

7.1

Crew

8.1

Boarding

7.7

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
United Airlines
7.4
Good
9,016 reviews
United Airlines
7.4
Good
9,016 reviews
Check prices

Comfort

7.3

Overall

7.4

Food

6.6

Entertainment

7.1

Crew

8.1

Boarding

7.7

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
WestJet
7.2
Good
3,162 reviews
United Airlines
7.4
Good
9,016 reviews
Check prices

Comfort

7.3

Overall

7.4

Food

6.6

Entertainment

7.1

Crew

8.1

Boarding

7.7

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
Air Canada
7.1
Good
10,454 reviews
United Airlines
7.4
Good
9,016 reviews
Check prices

Comfort

7.3

Overall

7.4

Food

6.6

Entertainment

7.1

Crew

8.1

Boarding

7.7

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000

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 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 cheapest airlines to fly from Winnipeg to Maryland one-way?

    C$ 317 is the cheapest one-way deal found within the past few days, from Porter Airlines. You may also be able to find cheap deals on WestJet and United Airlines, with prices starting from C$ 370 and C$ 474, respectively.

  • 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 - Washington, D.C. Reagan-National or Winnipeg - Baltimore/Washington.

  • 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$ 83). Flying from Winnipeg to Maryland in January is currently the most expensive (average of C$ 863). 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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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 16 November 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 192AverageC$ 201FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 338AverageC$ 450FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 373AverageC$ 828FlexibilityNo 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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