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Cheap flights from Winnipeg to Maryland from C$ 250

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 29/1. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — BWI
16 Jan — 23 Jan1
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 December 2025.

Sat 20/128:30 p.m.YWG - BWI
2 stops26h 02mMultiple Airlines
Mon 19/19:26 a.m.BWI - YWG
1 stop9h 37mMultiple Airlines
Deal found 14/12C$ 793
Fri 19/125:45 p.m.YWG - IAD
1 stop5h 17mWestJet
Fri 2/16:00 a.m.IAD - YWG
2 stops19h 39mWestJet
Deal found 16/12C$ 837
Sat 20/125:55 a.m.YWG - IAD
2 stops40h 23mWestJet
Mon 19/112:40 p.m.IAD - YWG
2 stops13h 01mWestJet
Deal found 14/12C$ 848
Sat 20/125:55 a.m.YWG - IAD
2 stops40h 23mWestJet
Mon 22/125:29 p.m.IAD - YWG
2 stops26h 43mWestJet
Deal found 14/12C$ 984
Fri 19/125:45 p.m.YWG - DCA
1 stop23h 24mWestJet
Mon 22/1212:37 p.m.DCA - YWG
2 stops23h 58mWestJet
Deal found 15/12C$ 1,050
Fri 19/127:30 a.m.YWG - IAD
1 stop25h 16mWestJet
Mon 22/122:21 p.m.IAD - YWG
1 stop27h 34mWestJet
Deal found 15/12C$ 1,061
Thu 25/122:20 p.m.YWG - DCA
1 stop5h 39mUnited Airlines
Fri 2/16:30 a.m.DCA - YWG
1 stop6h 27mUnited Airlines
Deal found 16/12C$ 1,128
Thu 25/128:40 a.m.YWG - BWI
1 stop9h 50mUnited Airlines
Fri 2/16:15 a.m.BWI - YWG
1 stop6h 42mUnited Airlines
Deal found 16/12C$ 1,164
Sun 14/125:45 p.m.YWG - PHL
1 stop5h 12mWestJet
Sat 20/128:08 a.m.PHL - YWG
2 stops36h 19mWestJet
Deal found 13/12C$ 1,212
Sat 20/125:00 a.m.YWG - DCA
2 stops12h 56mWestJet
Sun 21/126:00 a.m.DCA - YWG
2 stops19h 35mWestJet
Deal found 14/12C$ 1,270
Sun 14/127:05 p.m.YWG - PHL
2 stops18h 45mAir Canada
Sat 20/129:45 a.m.PHL - YWG
1 stop12h 06mAir Canada
Deal found 14/12C$ 1,310
Sat 20/1212:20 p.m.YWG - BWI
2 stops28h 28mWestJet
Mon 22/126:00 a.m.BWI - YWG
2 stops19h 39mWestJet
Deal found 14/12C$ 1,377

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 December 2025.

Round-trip from

C$ 329

One-way from

C$ 250

Popular in

November

Cheapest in

October

Average price

C$ 548
15/1-21/1
  • 15/1-21/1
  • 3 total stops
  • 21h 22m total
  • Winnipeg to Maryland
Search Deals
29/1
  • 29/1
  • 3 total stops
  • 36h 44m 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 December 2025
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 December 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

Mon 12/1

9:00 p.m.-12:31 a.m.

2 stops26h 31m

Baltimore/Washington

Mon 19/1

9:26 a.m.-6:03 p.m.

1 stop9h 37m

C$ 340

WinnipegBaltimore

YWG - BWI

YWGBWI

Winnipeg

Mon 5/1

8:00 a.m.-12:29 a.m.

2 stops39h 29m

Baltimore/Washington

Thu 8/1

11:45 a.m.-3:07 p.m.

1 stop28h 22m

C$ 395

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Sat 10/1

8:20 p.m.-8:47 a.m.

2 stops35h 27m

Philadelphia

Sat 17/1

7:12 p.m.-3:07 p.m.

1 stop20h 55m

C$ 465

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Mon 23/3

5:45 p.m.-11:59 p.m.

1 stop5h 14m

Philadelphia

Wed 25/3

6:00 a.m.-12:03 p.m.

1 stop7h 03m

C$ 486

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Mon 2/2

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

1 stop5h 32m

Philadelphia

Thu 5/2

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

1 stop5h 49m

C$ 493

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Mon 2/2

5:21 p.m.-11:56 p.m.

1 stop5h 35m

Philadelphia

Thu 5/2

6:15 a.m.-11:03 a.m.

1 stop5h 48m

C$ 522

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Mon 12/1

5:21 p.m.-1:38 p.m.

1 stop19h 17m

Washington, D.C. Dulles Intl

Mon 19/1

7:00 a.m.-11:38 p.m.

1 stop17h 38m

C$ 564

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Mon 23/3

6:45 a.m.-11:59 p.m.

2 stops16h 14m

Philadelphia

Wed 25/3

6:00 a.m.-12:03 p.m.

1 stop7h 03m

C$ 570

WinnipegWashington, D.C.

YWG - DCA

YWGDCA

Winnipeg

Thu 15/1

5:21 p.m.-11:23 p.m.

1 stop5h 02m

Washington, D.C. Reagan-National

Sun 18/1

6:05 a.m.-11:03 a.m.

1 stop5h 58m

C$ 572

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Thu 15/1

5:21 p.m.-11:57 p.m.

1 stop5h 36m

Washington, D.C. Dulles Intl

Sun 18/1

9:00 a.m.-3:07 p.m.

1 stop7h 07m

C$ 582

Flights are sorted by cheapest round-trip flights first.

Deals found on 15/12

Showing 1-10 of 32 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$ 852). 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 17 December 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 17 December 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
9,092 reviews
Check prices

Comfort

7.3

Food

6.6

Crew

8.1

Overall

7.4

Boarding

7.7

Entertainment

7.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Dec 2025

AMS - EWR

It was good! The first 3/4 of the trip was uncomfortably cold. Only one option for lunch that I didn’t enjoy (vegetarian).
United Airlines
7.4
Good
9,092 reviews
United Airlines
7.4
Good
9,092 reviews
Check prices

Comfort

7.3

Food

6.6

Crew

8.1

Overall

7.4

Boarding

7.7

Entertainment

7.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Dec 2025

AMS - EWR

It was good! The first 3/4 of the trip was uncomfortably cold. Only one option for lunch that I didn’t enjoy (vegetarian).
WestJet
7.2
Good
3,202 reviews
United Airlines
7.4
Good
9,092 reviews
Check prices

Comfort

7.3

Food

6.6

Crew

8.1

Overall

7.4

Boarding

7.7

Entertainment

7.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Dec 2025

AMS - EWR

It was good! The first 3/4 of the trip was uncomfortably cold. Only one option for lunch that I didn’t enjoy (vegetarian).
Air Canada
7.1
Good
10,531 reviews
United Airlines
7.4
Good
9,092 reviews
Check prices

Comfort

7.3

Food

6.6

Crew

8.1

Overall

7.4

Boarding

7.7

Entertainment

7.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Dec 2025

AMS - EWR

It was good! The first 3/4 of the trip was uncomfortably cold. Only one option for lunch that I didn’t enjoy (vegetarian).

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 14m. Fly via Delta, 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 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$ 81). Flying from Winnipeg to Maryland in January is currently the most expensive (average of C$ 852). 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 17 December 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 188AverageC$ 198FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 332AverageC$ 442FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 366AverageC$ 807FlexibilityNo 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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