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$184+ 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 8/31. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — BWI
Jul 21 — Jul 281
Tue 7/21
Tue 7/28
1 adult, Economy
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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 June 21, 2026.

This Kiwi.com deal was found by Cheapflights users on 6/20. 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 7/234:15 pm
YWG
-
IAD
2 stops17h 10m
Multiple Airlines
Sun 7/263:55 pm
IAD
-
YWG
1 stop18h 50m
Multiple Airlines
Deal found 6/20$386
This Kiwi.com deal was found by Cheapflights users on 6/21. 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 7/226:15 am
YWG
-
IAD
1 stop27h 10m
Multiple Airlines
Sat 7/253:55 pm
IAD
-
YWG
1 stop20h 24m
Multiple Airlines
Deal found 6/21$393
This Kiwi.com deal was found by Cheapflights users on 6/21. 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 7/248:50 pm
YWG
-
IAD
1 stop12h 35m
Multiple Airlines
Sun 7/263:55 pm
IAD
-
YWG
1 stop18h 50m
Multiple Airlines
Deal found 6/21$417
This Kiwi.com deal was found by Cheapflights users on 6/18. 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 7/38:10 pm
YWG
-
IAD
1 stop13h 15m
Multiple Airlines
Sat 7/115:29 pm
IAD
-
YWG
2 stops27h 51m
Multiple Airlines
Deal found 6/18$444
This Mytrip deal was found by Cheapflights users on 6/18. 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.
Wed 7/228:10 pm
YWG
-
IAD
1 stop13h 15m
Multiple Airlines
Tue 8/1811:25 am
IAD
-
YWG
1 stop9h 24m
Multiple Airlines
Deal found 6/18$464
This Mytrip deal was found by Cheapflights users on 6/20. 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.
Wed 7/224:15 pm
YWG
-
IAD
2 stops17h 10m
Porter Airlines
Tue 8/1811:25 am
IAD
-
YWG
1 stop9h 24m
Porter Airlines
Deal found 6/20$474
This United Airlines deal was found by Cheapflights users on 6/20. 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.
Thu 9/107:00 am
YWG
-
PHL
1 stop11h 29m
United Airlines
Sun 9/136:25 am
PHL
-
YWG
1 stop6h 27m
United Airlines
Deal found 6/20$477
This Delta deal was found by Cheapflights users on 6/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/16:35 am
YWG
-
PHL
2 stops9h 40m
Delta
Fri 11/63:10 pm
PHL
-
YWG
1 stop9h 24m
Delta
Deal found 6/19$478
This Delta deal was found by Cheapflights users on 6/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/105:44 pm
YWG
-
PHL
1 stop5h 12m
Delta
Sun 9/136:00 am
PHL
-
YWG
2 stops15h 09m
Delta
Deal found 6/17$481
This Air Canada deal was found by Cheapflights users on 6/20. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/101:30 pm
YWG
-
PHL
2 stops7h 02m
Air Canada
Sun 9/134:20 pm
PHL
-
YWG
1 stop7h 57m
Air Canada
Deal found 6/20$483
This Air Canada deal was found by Cheapflights users on 6/20. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/82:05 pm
YWG
-
PHL
1 stop7h 41m
Air Canada
Wed 10/1410:05 am
PHL
-
YWG
1 stop6h 04m
Air Canada
Deal found 6/20$484
This United deal was found by Cheapflights users on 6/20. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/67:00 am
YWG
-
PHL
2 stops15h 30m
Multiple Airlines
Tue 10/134:20 pm
PHL
-
YWG
1 stop7h 47m
Multiple Airlines
Deal found 6/20$485

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 June 21, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$386
(Kiwi.com)

One-way from

$184
(Justfly.com)

Popular in

June

Cheapest in

October

Average price

$535
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. 20% potential increase in price ($106 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2026
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 June 21, 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

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Wed 7/22

8:10 pm-10:25 am

1 stop13h 15m

Washington, D.C. Dulles Intl

Tue 8/18

11:25 am-7:49 pm

1 stop9h 24m

$470

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Thu 9/10

7:00 am-7:29 pm

1 stop11h 29m

Philadelphia

Sun 9/13

6:25 am-11:52 am

1 stop6h 27m

$477

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Sun 11/1

6:35 am-2:01 pm

1 stop6h 26m

Philadelphia

Fri 11/6

3:10 pm-11:34 pm

1 stop9h 24m

$478

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Thu 9/10

5:44 pm-11:56 pm

1 stop5h 12m

Philadelphia

Sun 9/13

6:00 am-8:09 pm

2 stops15h 09m

$481

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Thu 9/10

1:30 pm-9:32 pm

2 stops7h 02m

Philadelphia

Sun 9/13

4:20 pm-11:17 pm

1 stop7h 57m

$483

WinnipegWashington, D.C.

YWG - DCA

YWGDCA

Winnipeg

Tue 9/22

5:44 pm-8:36 am

2 stops13h 52m

Washington, D.C. Reagan-National

Sat 9/26

6:10 am-4:54 pm

2 stops11h 44m

$487

WinnipegBaltimore

YWG - BWI

YWGBWI

Winnipeg

Wed 10/21

8:00 am-10:55 pm

2 stops13h 55m

Baltimore/Washington

Sat 10/24

6:00 am-8:16 pm

2 stops15h 16m

$487

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Wed 8/19

2:00 pm-12:59 am

1 stop9h 59m

Philadelphia

Tue 8/25

6:25 am-11:52 am

1 stop6h 27m

$497

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Thu 8/13

2:00 pm-12:59 am

1 stop9h 59m

Philadelphia

Wed 8/19

10:30 am-10:33 pm

2 stops13h 03m

$498

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Tue 7/14

12:56 pm-9:45 am

2 stops19h 49m

Philadelphia

Mon 7/20

8:05 am-10:38 pm

1 stop15h 33m

$498

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/16

Showing 1-10 of 60 resultsSorted by cheapest first
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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

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

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 June 21, 2026.
Peruse reviews from past customers who have flown with Delta from Winnipeg to Maryland to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.8
Good
8,423 reviews

Comfort

7.8

Crew

8.5

Boarding

8.1

Entertainment

7.8

Food

7.2

Overall

7.8

Reviews

1 / 20
8.0
Excellent

Rakshith,May 2026

TPE - SEA

I got middle seat, but it was cheap $340 for Taipei to PDX ,
Delta
7.8
Good
8,423 reviews
Delta
7.8
Good
8,423 reviews

Comfort

7.8

Crew

8.5

Boarding

8.1

Entertainment

7.8

Food

7.2

Overall

7.8

Reviews

1 / 20
8.0
Excellent

Rakshith,May 2026

TPE - SEA

I got middle seat, but it was cheap $340 for Taipei to PDX ,

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, Delta, and Air Canada fly from Winnipeg to Maryland in about 6h 11m. The time it takes to get you to your destination can typically vary by up to 5h 18m. Winnipeg and Maryland are separated by a distance of 1249 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. Dulles Intl or Winnipeg - Philadelphia, Winnipeg - Baltimore/Washington 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

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Top airline flying from Winnipeg to Maryland

Discover the top airline 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 2,558,603 searches. Data last updated June 21, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$575Average$587FlexibilityNo cancel feeOn-timeN/A

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