HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Winnipeg

$139+ 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 9/15. Fares are subject to change and may not be available on all flights or dates of travel.
BWI — YWG
Sep 9 — Sep 161
Wed 9/9
Wed 9/16
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Maryland to Winnipeg with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap 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 August 10, 2026.

This Kiwi.com deal was found by Cheapflights users on 8/7. 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 9/911:25 am -
1 stop10h 20m
Sat 9/1211:15 am -
2 stops22h 30m
Deal found 8/7$319
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 9/1011:25 am -
1 stop10h 20m
Mon 9/146:05 pm -
1 stop15h 40m
Deal found 8/7$320
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 9/911:25 am -
1 stop10h 20m
Mon 9/146:05 pm -
1 stop15h 40m
Deal found 8/7$321
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 9/113:50 pm -
1 stop10h 05m
Mon 9/1411:15 am -
2 stops22h 30m
Deal found 8/7$323
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 9/911:25 am -
1 stop10h 20m
Sun 9/138:45 pm -
1 stop13h 00m
Deal found 8/7$329
This Kiwi.com deal was found by Cheapflights users on 8/5. 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 9/183:50 pm -
1 stop10h 05m
Mon 9/2111:15 am -
2 stops22h 30m
Deal found 8/5$332
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 9/113:50 pm -
1 stop10h 05m
Sun 9/138:45 pm -
1 stop13h 00m
Deal found 8/7$333
This Kiwi.com deal was found by Cheapflights users on 8/5. 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.
Mon 8/318:59 am -
2 stops14h 11m
Wed 9/96:05 pm -
1 stop15h 40m
Deal found 8/5$343
This Kiwi.com deal was found by Cheapflights users on 8/7. 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 9/113:50 pm -
1 stop10h 05m
Sat 9/125:10 pm -
1 stop16h 35m
Deal found 8/7$346
This Mytrip deal was found by Cheapflights users on 8/5. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/316:55 pm -
1 stop15h 50m
Wed 9/97:45 am -
1 stop11h 14m
Deal found 8/5$384
This FlightHub deal was found by Cheapflights users on 8/5. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2010:13 am -
1 stop10h 36m
Tue 11/107:00 am -
1 stop6h 25m
Deal found 8/5$516
This Kiwi.com deal was found by Cheapflights users on 8/9. 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 9/249:52 pm -
1 stop12h 53m
Mon 9/287:45 am -
2 stops26h 07m
Deal found 8/9$522

Find flight deals from Maryland to Winnipeg

Keep the following information in mind while searching for Maryland to Winnipeg flight deals. Data was last updated August 10, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$319
(Kiwi.com)

One-way from

$139
(Trip.com)

Popular in

August

Cheapest in

November

Average price

$700
Provider with most accurate pricing for Washington, D.C. (WAS)-Winnipeg flight deals.
Search Deals
Provider most trusted by Cheapflights users for Washington, D.C. (WAS)-Winnipeg flights.
Search Deals
From Maryland to Winnipeg
Search Deals
One-way flight from Maryland to Winnipeg
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($49 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($15 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 2026
Search Deals

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 August 10, 2026.
Use the filters below to find and compare flights from Maryland to Winnipeg that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Washington, D.C.Winnipeg

IAD Washington, D.C. Dulles Intl - YWG Winnipeg

IADYWG

Washington, D.C. Dulles Intl

Thu 8/27

3:50 pm-8:40 am

1 stop17h 50m

Winnipeg

Mon 8/31

12:15 pm-10:45 am

1 stop21h 30m

$434

PhiladelphiaWinnipeg

PHL Philadelphia - YWG Winnipeg

PHLYWG

Philadelphia

Thu 9/24

9:52 pm-9:45 am

1 stop12h 53m

Winnipeg

Mon 9/28

7:45 am-10:52 am

2 stops26h 07m

$522

PhiladelphiaWinnipeg

PHL Philadelphia - YWG Winnipeg

PHLYWG

Philadelphia

Mon 8/24

5:45 am-3:08 pm

1 stop10h 23m

Winnipeg

Thu 8/27

5:42 pm-11:56 pm

1 stop5h 14m

$531

Washington, D.C.Winnipeg

IAD Washington, D.C. Dulles Intl - YWG Winnipeg

IADYWG

Washington, D.C. Dulles Intl

Fri 8/28

3:50 pm-12:55 am

1 stop10h 05m

Winnipeg

Sun 8/30

6:05 pm-10:45 am

1 stop15h 40m

$554

Washington, D.C.Winnipeg

IAD Washington, D.C. Dulles Intl - YWG Winnipeg

IADYWG

Washington, D.C. Dulles Intl

Sat 10/17

9:55 am-4:17 pm

1 stop7h 22m

Winnipeg

Thu 10/22

8:15 am-3:25 pm

1 stop6h 10m

$569

PhiladelphiaWinnipeg

PHL Philadelphia - YWG Winnipeg

PHLYWG

Philadelphia

Fri 10/16

5:45 am-9:40 pm

2 stops16h 55m

Winnipeg

Mon 10/26

6:45 am-11:50 pm

2 stops16h 05m

$582

PhiladelphiaWinnipeg

PHL Philadelphia - YWG Winnipeg

PHLYWG

Philadelphia

Sun 10/11

5:45 am-11:19 pm

1 stop18h 34m

Winnipeg

Fri 10/16

5:40 pm-11:50 pm

1 stop5h 10m

$585

Washington, D.C.Winnipeg

DCA Washington, D.C. Reagan-National - YWG Winnipeg

DCAYWG

Washington, D.C. Reagan-National

Tue 9/29

11:56 am-7:49 pm

1 stop8h 53m

Winnipeg

Wed 9/30

9:20 am-7:15 pm

1 stop8h 55m

$590

Washington, D.C.Winnipeg

DCA Washington, D.C. Reagan-National - YWG Winnipeg

DCAYWG

Washington, D.C. Reagan-National

Wed 10/14

11:59 am-7:54 pm

1 stop8h 55m

Winnipeg

Tue 10/20

11:40 am-4:09 pm

2 stops27h 29m

$607

PhiladelphiaWinnipeg

PHL Philadelphia - YWG Winnipeg

PHLYWG

Philadelphia

Thu 9/24

6:15 am-12:55 am

2 stops19h 40m

Winnipeg

Mon 9/28

9:05 pm-11:00 am

2 stops12h 55m

$609

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/8

Showing 1-10 of 60 resultsSorted by cheapest first
1
2
3
...
6

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 6h 17m. WestJet provides one of the quickest options available for as low as $552. 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. Reagan-National - Winnipeg, Washington, D.C. Dulles Intl - Winnipeg and Baltimore/Washington - 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.

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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.