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Cheap flights from Winnipeg to Maryland from C$ 178

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 4/2. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — BWI
22 Jan — 29 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 23 December 2025.

Mon 29/1212:20 p.m.YWG - IAD
2 stops9h 48mWestJet
Wed 31/126:00 a.m.IAD - YWG
1 stop6h 45mWestJet
Deal found 22/12C$ 727
Mon 29/1212:20 p.m.YWG - DCA
2 stops22h 17mWestJet
Sat 3/16:00 a.m.DCA - YWG
2 stops19h 42mWestJet
Deal found 19/12C$ 856
Thu 25/1212:35 p.m.YWG - DCA
1 stop8h 26mWestJet
Thu 1/16:00 a.m.DCA - YWG
2 stops19h 35mWestJet
Deal found 21/12C$ 881
Thu 25/1212:35 p.m.YWG - IAD
1 stop8h 38mWestJet
Thu 1/16:00 a.m.IAD - YWG
2 stops19h 35mWestJet
Deal found 21/12C$ 881
Mon 29/125:45 p.m.YWG - DCA
1 stop5h 12mWestJet
Wed 31/128:20 a.m.DCA - YWG
1 stop7h 47mWestJet
Deal found 22/12C$ 947
Wed 24/1212:35 p.m.YWG - DCA
1 stop8h 26mWestJet
Fri 2/16:00 a.m.DCA - YWG
1 stop6h 45mWestJet
Deal found 21/12C$ 1,074
Wed 24/126:40 a.m.YWG - IAD
1 stop14h 33mWestJet
Fri 2/16:00 a.m.IAD - YWG
1 stop6h 45mWestJet
Deal found 21/12C$ 1,074
Thu 25/125:00 a.m.YWG - DCA
2 stops10h 40mWestJet
Fri 2/16:00 a.m.DCA - YWG
1 stop6h 45mWestJet
Deal found 21/12C$ 1,085
Thu 25/125:00 a.m.YWG - IAD
2 stops11h 38mWestJet
Fri 2/16:00 a.m.IAD - YWG
1 stop6h 45mWestJet
Deal found 21/12C$ 1,085
Thu 25/1212:35 p.m.YWG - BWI
1 stop9h 57mWestJet
Fri 2/16:00 a.m.BWI - YWG
1 stop6h 45mWestJet
Deal found 21/12C$ 1,265
Thu 25/1212:35 p.m.YWG - IAD
2 stops9h 17mDelta
Fri 2/16:00 a.m.IAD - YWG
1 stop6h 45mDelta
Deal found 21/12C$ 1,289
Thu 25/128:40 a.m.YWG - BWI
1 stop9h 50mUnited Airlines
Thu 1/19:55 a.m.BWI - YWG
1 stop11h 56mUnited Airlines
Deal found 22/12C$ 1,298

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 23 December 2025.

Round-trip from

C$ 306

One-way from

C$ 178

Popular in

November

Cheapest in

October

Average price

C$ 548
3/2-10/2
  • 3/2-10/2
  • 3 total stops
  • 46h 06m total
  • Winnipeg to Maryland
Search Deals
4/2
  • 4/2
  • 2 total stops
  • 17h 37m 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 23 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

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Thu 16/4

2:00 p.m.-12:45 a.m.

1 stop9h 45m

Philadelphia

Tue 21/4

10:33 a.m.-11:52 a.m.

2 stops26h 19m

C$ 497

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Sun 22/2

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

1 stop5h 32m

Philadelphia

Thu 26/2

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

1 stop5h 49m

C$ 503

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Thu 16/4

8:15 a.m.-2:46 p.m.

1 stop5h 31m

Philadelphia

Tue 21/4

4:25 p.m.-9:37 p.m.

1 stop6h 12m

C$ 503

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$ 570

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Thu 15/1

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

1 stop19h 17m

Washington, D.C. Dulles Intl

Sun 18/1

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

1 stop7h 07m

C$ 570

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Thu 7/5

12:40 p.m.-11:29 p.m.

1 stop9h 49m

Washington, D.C. Dulles Intl

Sun 10/5

6:15 a.m.-11:27 p.m.

1 stop18h 12m

C$ 574

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Sat 10/1

2:20 p.m.-9:36 p.m.

1 stop6h 16m

Philadelphia

Sat 17/1

6:30 a.m.-11:57 a.m.

1 stop6h 27m

C$ 580

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Fri 8/5

6:40 a.m.-5:58 p.m.

1 stop10h 18m

Washington, D.C. Dulles Intl

Mon 11/5

5:15 p.m.-11:00 p.m.

2 stops30h 45m

C$ 588

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Thu 19/2

5:19 p.m.-5:56 p.m.

1 stop23h 37m

Philadelphia

Sun 22/2

6:51 p.m.-7:09 p.m.

2 stops25h 18m

C$ 593

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Thu 16/4

5:10 p.m.-11:59 p.m.

2 stops29h 49m

Philadelphia

Tue 21/4

5:45 a.m.-12:39 a.m.

3 stops19h 54m

C$ 622

Flights are sorted by cheapest round-trip flights first.

Deals found on 20/12

Showing 1-10 of 35 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 23 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 23 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
9,106 reviews
Check prices

Entertainment

7.1

Food

6.6

Boarding

7.7

Overall

7.4

Comfort

7.3

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.
United Airlines
7.4
Good
9,106 reviews
United Airlines
7.4
Good
9,106 reviews
Check prices

Entertainment

7.1

Food

6.6

Boarding

7.7

Overall

7.4

Comfort

7.3

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.
WestJet
7.2
Good
3,214 reviews
United Airlines
7.4
Good
9,106 reviews
Check prices

Entertainment

7.1

Food

6.6

Boarding

7.7

Overall

7.4

Comfort

7.3

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.
Air Canada
7.1
Good
10,551 reviews
United Airlines
7.4
Good
9,106 reviews
Check prices

Entertainment

7.1

Food

6.6

Boarding

7.7

Overall

7.4

Comfort

7.3

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.

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 02m. Fly via United Airlines, Air Canada, or WestJet to get the fastest option. Airlines will cover a distance of 2010 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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See prices for flight routes from nearby airports that may be better suited for you.
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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 23 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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