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$89+ Cheap flights from Maryland to Winnipeg (YWG)

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 10/29. Fares are subject to change and may not be available on all flights or dates of travel.
BWI — YWG
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
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Cheap flight deals from Maryland to Winnipeg

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

Round-trip from

$214
(Kiwi.com)

One-way from

$89
(Kiwi.com)

Popular in

December

Cheapest in

June

Average price

$532
From Maryland to Winnipeg
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One-way flight from Maryland to Winnipeg
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Highest demand for flights based on searches. 0% potential increase in price ($1 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($18 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Maryland to Winnipeg

Cheapest flights from Maryland to Winnipeg
Explore the most affordable flight options available from Maryland to Winnipeg. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 16, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/236:15 amIAD - YWG
1 stop11h 07mMultiple Airlines
Mon 11/39:00 pmYWG - IAD
2 stops22h 20mMultiple Airlines
Deal found 9/13$214
This Trip.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/168:30 amDCA - YWG
1 stop15h 03mUnited Airlines
Sat 10/252:20 pmYWG - DCA
1 stop7h 23mUnited Airlines
Deal found 9/15$239
This Kiwi.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/126:30 amBWI - YWG
1 stop9h 37mMultiple Airlines
Sun 12/147:30 amYWG - BWI
1 stop15h 45mMultiple Airlines
Deal found 9/14$248
This Kiwi.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/166:15 amIAD - YWG
1 stop11h 07mMultiple Airlines
Sat 10/259:15 pmYWG - IAD
2 stops49h 07mMultiple Airlines
Deal found 9/15$248
This Kiwi.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/126:00 amIAD - YWG
1 stop10h 07mMultiple Airlines
Sun 12/147:30 amYWG - IAD
1 stop15h 49mMultiple Airlines
Deal found 9/14$251
This Kiwi.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/156:45 pmBWI - YWG
1 stop22h 37mMultiple Airlines
Wed 10/229:05 pmYWG - BWI
2 stops33h 33mMultiple Airlines
Deal found 9/15$284
This Kiwi.com deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/295:27 pmPHL - YWG
2 stops32h 14mMultiple Airlines
Wed 11/57:30 amYWG - PHL
1 stop7h 20mMultiple Airlines
Deal found 9/13$295
This Kiwi.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/225:53 pmPHL - YWG
1 stop23h 29mMultiple Airlines
Wed 10/297:30 amYWG - PHL
1 stop7h 20mMultiple Airlines
Deal found 9/16$298
This Kiwi.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/166:15 amIAD - YWG
1 stop11h 07mMultiple Airlines
Sun 10/199:05 pmYWG - IAD
2 stops17h 34mMultiple Airlines
Deal found 9/14$300
This Kiwi.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/165:37 pmBWI - YWG
1 stop23h 18mMultiple Airlines
Sat 10/259:10 amYWG - BWI
1 stop9h 55mMultiple Airlines
Deal found 9/15$307
This Kiwi.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/246:15 amIAD - YWG
1 stop11h 07mMultiple Airlines
Sun 10/267:30 amYWG - IAD
2 stops29h 55mMultiple Airlines
Deal found 9/15$309
This Kiwi.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/165:20 amPHL - YWG
1 stop12h 02mMultiple Airlines
Thu 10/239:00 amYWG - PHL
1 stop8h 44mMultiple Airlines
Deal found 9/16$312

Cheapflights Fare Finder

 
Customize your flight search to find flights from Maryland to Winnipeg 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 2,558,603 searches. Data last updated September 16, 2025.
Use the filters below to find and compare flights from Maryland to Winnipeg that are best for you.

Fly from

Maryland

Fly to

Winnipeg

Route

Depart

Return

Price

BaltimoreWinnipeg

BWI - YWG

BWIYWG

Baltimore/Washington

Fri 12/12

6:30 am-3:07 pm

1 stop9h 37m

Winnipeg

Sun 12/14

7:30 am-12:15 am

1 stop15h 45m

$248

Washington, D.C.Winnipeg

IAD - YWG

IADYWG

Washington, D.C. Dulles Intl

Thu 10/16

6:15 am-4:22 pm

1 stop11h 07m

Winnipeg

Sat 10/25

9:15 pm-11:22 pm

2 stops49h 07m

$248

PhiladelphiaWinnipeg

PHL - YWG

PHLYWG

Philadelphia

Wed 10/29

5:27 pm-12:41 am

2 stops32h 14m

Winnipeg

Wed 11/5

7:30 am-3:50 pm

1 stop7h 20m

$295

PhiladelphiaWinnipeg

PHL - YWG

PHLYWG

Philadelphia

Wed 10/22

5:53 pm-4:22 pm

1 stop23h 29m

Winnipeg

Wed 10/29

7:30 am-3:50 pm

1 stop7h 20m

$298

Washington, D.C.Winnipeg

IAD - YWG

IADYWG

Washington, D.C. Dulles Intl

Thu 10/16

6:15 am-4:22 pm

1 stop11h 07m

Winnipeg

Sun 10/19

9:05 pm-3:39 pm

2 stops17h 34m

$300

Washington, D.C.Winnipeg

IAD - YWG

IADYWG

Washington, D.C. Dulles Intl

Fri 10/24

6:15 am-4:22 pm

1 stop11h 07m

Winnipeg

Sun 10/26

7:30 am-2:25 pm

2 stops29h 55m

$309

PhiladelphiaWinnipeg

PHL - YWG

PHLYWG

Philadelphia

Thu 10/16

5:20 am-4:22 pm

1 stop12h 02m

Winnipeg

Thu 10/23

9:00 am-6:44 pm

1 stop8h 44m

$312

Washington, D.C.Winnipeg

DCA - YWG

DCAYWG

Washington, D.C. Reagan-National

Tue 3/10

12:55 pm-8:28 pm

1 stop8h 33m

Winnipeg

Wed 3/11

6:00 am-12:19 pm

1 stop5h 19m

$314

Washington, D.C.Winnipeg

DCA - YWG

DCAYWG

Washington, D.C. Reagan-National

Thu 10/30

6:59 am-12:39 pm

1 stop6h 40m

Winnipeg

Sun 11/2

5:00 am-11:19 am

1 stop5h 19m

$320

Washington, D.C.Winnipeg

DCA - YWG

DCAYWG

Washington, D.C. Reagan-National

Fri 12/12

6:59 am-12:39 pm

1 stop6h 40m

Winnipeg

Sun 12/14

2:20 pm-11:59 pm

1 stop8h 39m

$331

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 54 results
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Best time to book a flight from Maryland to Winnipeg

Have a flexible travel schedule? Discover the best time to fly to Winnipeg from Maryland 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 Maryland to Winnipeg
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Maryland to Winnipeg. 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 into for flights to Winnipeg from Maryland?

    Winnipeg (YWG) is the airport you will fly into if you book a flight from Maryland to Winnipeg. It is only a 4.6 mi journey from Winnipeg (YWG) to Winnipeg’s city center.

  • How long is the flight from Maryland to Winnipeg?

    A quick flight from Maryland to Winnipeg can take about 8h 33m. Air Canada provides one of the quickest options available for as low as $314. The distance between Maryland and Winnipeg is about 1249 mi. This flight may include one or multiple stops.

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

    The most popular flight routes from Maryland to Winnipeg are Washington, D.C. Dulles Intl - Winnipeg, Baltimore/Washington - Winnipeg and Washington, D.C. Reagan-National - Winnipeg.

  • Can I find deals for flights from Maryland to Winnipeg that include hotel bookings?

    Yes. In addition to deals on Maryland to Winnipeg flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Maryland to Winnipeg?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Maryland to Winnipeg.

  • Can I find deals for business class flights from Maryland to Winnipeg?

    Yes. Cheapflights offers flight deals from Maryland to Winnipeg 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 Maryland to Winnipeg?

    Currently, August is the cheapest month in which you can book a flight from Maryland to Winnipeg (average of $358). Flying from Maryland to Winnipeg in December is currently the most expensive (average of $501). 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

Traveling to a place near Winnipeg?

Book flights to Winnipeg if you plan to visit one of these locations
Portage la Prairie

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Top 2 airlines flying from Maryland to Winnipeg

Discover the top 2 airlines that operate flights from Maryland to Winnipeg. 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 2,558,603 searches. Data last updated September 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$352Average$824FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$671Average$824FlexibilityNo cancel feeOn-time69%

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