Cheap flights from Winnipeg to Maryland from C$ 169

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 17/12. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — BWI
22 Nov — 29 Nov1
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 23 October 2025.

Round-trip from

C$ 336

One-way from

C$ 169

Popular in

November

Cheapest in

August

Average price

C$ 483
14/11-17/11
  • 14/11-17/11
  • 3 total stops
  • 42h 19m total
  • Winnipeg to Maryland
17/12
  • 17/12
  • 1 total stop
  • 15h 54m total
  • Winnipeg to Maryland
Highest demand for flights based on searches. 6% potential increase in price (C$ 49 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease (C$ 25 potential savings vs. average RT price).
Average for round-trip flights in October 2025

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 23 October 2025.

Fri 31/107:30 a.m.YWG - IAD
1 stop8h 04mMultiple Airlines
Fri 7/116:00 a.m.IAD - YWG
1 stop10h 07mMultiple Airlines
Deal found 22/10C$ 304
Fri 14/117:30 a.m.YWG - BWI
1 stop15h 43mMultiple Airlines
Mon 17/114:30 p.m.BWI - YWG
2 stops26h 36mMultiple Airlines
Deal found 21/10C$ 336
Sun 2/117:30 a.m.YWG - BWI
1 stop23h 48mMultiple Airlines
Wed 12/1110:00 a.m.BWI - YWG
2 stops39h 39mMultiple Airlines
Deal found 21/10C$ 346
Wed 19/117:30 a.m.YWG - BWI
1 stop9h 59mMultiple Airlines
Wed 26/116:58 p.m.BWI - YWG
2 stops30h 43mMultiple Airlines
Deal found 21/10C$ 386
Mon 27/107:40 a.m.YWG - PHL
1 stop8h 22mMultiple Airlines
Mon 3/114:20 p.m.PHL - YWG
2 stops47h 47mMultiple Airlines
Deal found 20/10C$ 389
Sun 2/117:30 a.m.YWG - IAD
1 stop8h 04mMultiple Airlines
Wed 12/118:40 a.m.IAD - YWG
2 stops40h 59mMultiple Airlines
Deal found 21/10C$ 409
Sun 14/127:30 a.m.YWG - BWI
1 stop15h 54mMultiple Airlines
Sun 21/125:30 a.m.BWI - YWG
1 stop10h 37mMultiple Airlines
Deal found 22/10C$ 423
Wed 19/117:30 a.m.YWG - IAD
1 stop11h 50mMultiple Airlines
Wed 26/117:05 a.m.IAD - YWG
1 stop9h 02mMultiple Airlines
Deal found 21/10C$ 426
Wed 5/117:30 a.m.YWG - IAD
1 stop11h 50mMultiple Airlines
Wed 12/118:40 a.m.IAD - YWG
2 stops40h 59mMultiple Airlines
Deal found 21/10C$ 458
Fri 14/117:30 a.m.YWG - IAD
1 stop8h 04mMultiple Airlines
Sun 16/116:00 a.m.IAD - YWG
1 stop10h 07mMultiple Airlines
Deal found 22/10C$ 469
Wed 5/117:30 a.m.YWG - BWI
1 stop9h 59mMultiple Airlines
Wed 12/1110:00 a.m.BWI - YWG
2 stops39h 39mMultiple Airlines
Deal found 21/10C$ 473
Thu 27/111:45 p.m.YWG - DCA
1 stop7h 11mAir Canada
Sat 29/1111:05 a.m.DCA - YWG
1 stop6h 30mAir Canada
Deal found 21/10C$ 479

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 23 October 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

WinnipegBaltimore

YWG - BWI

YWGBWI

Winnipeg

Fri 14/11

7:30 a.m.-8:31 p.m.

1 stop12h 01m

Baltimore/Washington

Mon 17/11

4:30 p.m.-6:06 p.m.

2 stops26h 36m

C$ 336

WinnipegBaltimore

YWG - BWI

YWGBWI

Winnipeg

Sun 2/11

7:30 a.m.-8:18 a.m.

1 stop23h 48m

Baltimore/Washington

Wed 12/11

10:00 a.m.-12:39 a.m.

2 stops39h 39m

C$ 346

WinnipegBaltimore

YWG - BWI

YWGBWI

Winnipeg

Wed 19/11

7:30 a.m.-6:29 p.m.

1 stop9h 59m

Baltimore/Washington

Wed 26/11

6:58 p.m.-12:41 a.m.

2 stops30h 43m

C$ 386

WinnipegBaltimore

YWG - BWI

YWGBWI

Winnipeg

Sun 14/12

7:30 a.m.-12:24 a.m.

1 stop15h 54m

Baltimore/Washington

Sun 21/12

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

1 stop10h 37m

C$ 423

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Wed 19/11

7:30 a.m.-8:20 p.m.

1 stop11h 50m

Washington, D.C. Dulles Intl

Wed 26/11

7:05 a.m.-3:07 p.m.

1 stop9h 02m

C$ 426

WinnipegWashington, D.C.

YWG - DCA

YWGDCA

Winnipeg

Thu 15/1

1:45 p.m.-9:56 p.m.

1 stop7h 11m

Washington, D.C. Reagan-National

Sun 18/1

11:05 a.m.-4:35 p.m.

1 stop6h 30m

C$ 479

WinnipegWashington, D.C.

YWG - DCA

YWGDCA

Winnipeg

Thu 27/11

1:45 p.m.-9:56 p.m.

1 stop7h 11m

Washington, D.C. Reagan-National

Sat 29/11

11:05 a.m.-4:35 p.m.

1 stop6h 30m

C$ 479

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Thu 15/1

1:45 p.m.-8:59 p.m.

1 stop6h 14m

Washington, D.C. Dulles Intl

Sun 18/1

9:45 a.m.-4:35 p.m.

1 stop7h 50m

C$ 479

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Fri 27/2

6:00 a.m.-8:59 p.m.

2 stops13h 59m

Washington, D.C. Dulles Intl

Mon 2/3

9:45 a.m.-4:35 p.m.

1 stop7h 50m

C$ 484

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Tue 3/3

2:20 p.m.-9:38 p.m.

1 stop6h 18m

Philadelphia

Wed 4/3

6:32 a.m.-11:57 a.m.

1 stop6h 25m

C$ 487

Flights are sorted by cheapest round-trip flights first.

Deals found on 23/10

Showing 1-10 of 43 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$ 867). 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 23 October 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 23 October 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.

Entertainment

7.1

Crew

8.1

Food

6.6

Boarding

7.7

Comfort

7.3

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.

Entertainment

7.1

Crew

8.1

Food

6.6

Boarding

7.7

Comfort

7.3

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.

Entertainment

7.1

Crew

8.1

Food

6.6

Boarding

7.7

Comfort

7.3

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.

Entertainment

7.1

Crew

8.1

Food

6.6

Boarding

7.7

Comfort

7.3

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.

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 6h 18m. Fly via Air Canada or United Airlines 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$ 274 is the cheapest one-way deal found within the past few days, from Air Canada. You may also be able to find cheap deals on Delta and United Airlines, with prices starting from C$ 283 and C$ 290, respectively.

  • What are the most popular routes from Winnipeg to Maryland?

  • 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$ 867). 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

See prices for flight routes from nearby airports that may be better suited for you.

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 23 October 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 192AverageC$ 195FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 338AverageC$ 449FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 373AverageC$ 828FlexibilityNo cancel feeOn-time69%
Search United Airlines flights

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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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