HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Maryland

$157+ Cheap flights from Winnipeg (YWG) to Maryland

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 5/10. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — BWI
Apr 26 — May 31
Sun 4/26
Sun 5/3
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Winnipeg to Maryland 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 Winnipeg to Maryland

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 March 27, 2026.

This United Airlines deal was found by Cheapflights users on 3/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/297:00 am
YWG
-
PHL
1 stop16h 45m
United Airlines
Mon 6/18:26 pm
PHL
-
YWG
1 stop16h 26m
United Airlines
Deal found 3/25$355
This FlightHub deal was found by Cheapflights users on 3/23. 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.
Wed 4/227:30 am
YWG
-
PHL
1 stop9h 53m
WestJet
Mon 4/2711:34 am
PHL
-
YWG
1 stop24h 22m
WestJet
Deal found 3/23$380
This Justfly.com deal was found by Cheapflights users on 3/25. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/197:30 am
YWG
-
PHL
1 stop27h 44m
WestJet
Wed 4/226:05 am
PHL
-
YWG
1 stop5h 51m
WestJet
Deal found 3/25$381
This United Airlines deal was found by Cheapflights users on 3/24. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/52:00 pm
YWG
-
PHL
2 stops18h 54m
United Airlines
Tue 5/126:10 am
PHL
-
YWG
1 stop6h 42m
United Airlines
Deal found 3/24$382
This United Airlines deal was found by Cheapflights users on 3/24. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/132:00 pm
YWG
-
PHL
2 stops18h 54m
United Airlines
Fri 5/158:35 pm
PHL
-
YWG
1 stop16h 17m
United Airlines
Deal found 3/24$383
This FlightHub deal was found by Cheapflights users on 3/26. 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.
Fri 5/87:00 am
YWG
-
PHL
2 stops15h 12m
WestJet
Sun 5/106:12 am
PHL
-
YWG
2 stops19h 43m
WestJet
Deal found 3/26$384
This WestJet deal was found by Cheapflights users on 3/24. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/56:00 am
YWG
-
PHL
2 stops12h 18m
WestJet
Thu 5/711:28 am
PHL
-
YWG
2 stops11h 12m
WestJet
Deal found 3/24$397
This FlightHub deal was found by Cheapflights users on 3/24. 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 5/510:45 am
YWG
-
PHL
2 stops11h 05m
WestJet
Tue 5/125:17 am
PHL
-
YWG
2 stops10h 08m
WestJet
Deal found 3/24$398
This FlightHub deal was found by Cheapflights users on 3/22. 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.
Fri 4/245:00 am
YWG
-
PHL
2 stops10h 37m
WestJet
Fri 5/16:05 am
PHL
-
YWG
2 stops16h 35m
WestJet
Deal found 3/22$411
This Kiwi.com deal was found by Cheapflights users on 3/26. 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 5/49:05 pm
YWG
-
IAD
2 stops18h 16m
Multiple Airlines
Fri 5/84:05 pm
IAD
-
YWG
1 stop9h 50m
Multiple Airlines
Deal found 3/26$411
This WestJet deal was found by Cheapflights users on 3/26. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/105:41 pm
YWG
-
PHL
1 stop20h 08m
WestJet
Sun 5/175:17 am
PHL
-
YWG
2 stops10h 08m
WestJet
Deal found 3/26$412
This WestJet deal was found by Cheapflights users on 3/23. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/225:00 am
YWG
-
PHL
2 stops12h 19m
WestJet
Tue 1/56:30 pm
PHL
-
YWG
1 stop6h 04m
WestJet
Deal found 3/23$413

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 March 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$355
(United Airlines)

One-way from

$157
(Trip.com)

Popular in

April

Cheapest in

October
Provider with most accurate pricing for Winnipeg-Washington, D.C. (WAS) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Winnipeg-Washington, D.C. (WAS) flights.
Search Deals
From Winnipeg to Maryland
Search Deals
One-way flight from Winnipeg to Maryland
Search Deals
Highest demand for flights based on searches. 16% potential increase in price ($74 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).
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 2,558,603 searches. Data last updated March 27, 2026.
Use the filters below to find and compare flights from Winnipeg to Maryland that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Fri 5/29

7:00 am-11:44 pm

2 stops15h 44m

Philadelphia

Mon 6/1

8:26 pm-11:52 am

1 stop16h 26m

$355

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Tue 5/5

5:20 pm-1:51 pm

1 stop19h 31m

Philadelphia

Tue 5/12

5:45 am-10:54 am

1 stop6h 09m

$380

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Tue 5/5

2:00 pm-9:54 am

2 stops18h 54m

Philadelphia

Tue 5/12

6:10 am-11:52 am

1 stop6h 42m

$382

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Mon 8/3

6:00 am-11:57 pm

2 stops16h 57m

Philadelphia

Sun 8/9

5:40 am-4:52 pm

1 stop12h 12m

$382

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Fri 4/24

2:00 pm-12:59 am

1 stop9h 59m

Philadelphia

Fri 5/1

7:45 pm-11:52 am

2 stops17h 07m

$383

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Tue 4/21

8:45 am-11:43 pm

1 stop13h 58m

Philadelphia

Fri 4/24

6:17 am-11:52 am

1 stop6h 35m

$383

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Wed 5/13

2:00 pm-9:54 am

2 stops18h 54m

Philadelphia

Fri 5/15

7:45 pm-11:52 am

2 stops17h 07m

$383

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Wed 4/22

2:00 pm-12:59 am

1 stop9h 59m

Philadelphia

Mon 4/27

7:45 pm-11:52 am

2 stops17h 07m

$383

WinnipegWashington, D.C.

YWG - DCA

YWGDCA

Winnipeg

Thu 4/23

5:20 pm-11:43 pm

1 stop5h 23m

Washington, D.C. Reagan-National

Thu 4/30

12:00 pm-9:40 pm

2 stops10h 40m

$470

WinnipegWashington, D.C.

YWG - DCA

YWGDCA

Winnipeg

Wed 4/22

6:45 am-6:00 pm

2 stops10h 15m

Washington, D.C. Reagan-National

Tue 4/28

6:05 am-10:56 am

1 stop5h 51m

$474

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/25

Showing 1-10 of 54 resultsSorted by cheapest first
1
2
3
...
6

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

How much does it cost to fly round-trip from Winnipeg to Maryland?

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?

    Located just 4.6 mi from the city center, Winnipeg (YWG) is the airport most travelers will use when flying to Maryland from Winnipeg.

  • How long is the flight from Winnipeg to Maryland?

    Airlines like United Airlines and WestJet fly from Winnipeg to Maryland in about 15h 44m. The time it takes to get you to your destination can typically vary by up to 3h 47m. Winnipeg and Maryland are separated by a distance of 1272 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    While some choose either Winnipeg - Washington, D.C. Reagan-National or Winnipeg - Baltimore/Washington, Winnipeg - Washington, D.C. Dulles Intl is the most popular route 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.

See more FAQs

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.
Site
©2026 Cheapflights