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$165+ 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
Aug 18 — Aug 251
Tue 8/18
Tue 8/25
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 July 19, 2026.

This Kiwi.com deal was found by Cheapflights users on 7/15. 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 8/286:00 am
YWG
-
IAD
1 stop11h 10m
Multiple Airlines
Sat 9/126:46 pm
IAD
-
YWG
2 stops26h 59m
Multiple Airlines
Deal found 7/15$357
This Justfly.com deal was found by Cheapflights users on 7/15. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/47:00 am
YWG
-
IAD
1 stop10h 10m
WestJet
Mon 9/77:00 pm
IAD
-
YWG
1 stop18h 15m
WestJet
Deal found 7/15$379
This Kiwi.com deal was found by Cheapflights users on 7/15. 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 9/47:00 am
YWG
-
IAD
1 stop10h 10m
Multiple Airlines
Mon 9/76:20 am
IAD
-
YWG
2 stops16h 50m
Multiple Airlines
Deal found 7/15$416
This Kiwi.com deal was found by Cheapflights users on 7/14. 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 8/148:10 pm
YWG
-
IAD
1 stop13h 35m
Multiple Airlines
Thu 8/278:39 pm
IAD
-
YWG
2 stops19h 46m
Multiple Airlines
Deal found 7/14$425
This Kiwi.com deal was found by Cheapflights users on 7/14. 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.
Sat 8/155:10 pm
YWG
-
IAD
1 stop16h 35m
Multiple Airlines
Thu 8/278:39 pm
IAD
-
YWG
2 stops19h 46m
Multiple Airlines
Deal found 7/14$433
This Mytrip deal was found by Cheapflights users on 7/18. 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 9/210:45 am
YWG
-
DCA
1 stop7h 30m
Multiple Airlines
Wed 9/96:59 am
DCA
-
YWG
1 stop8h 26m
Multiple Airlines
Deal found 7/18$445
This Kiwi.com deal was found by Cheapflights users on 7/14. 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 8/135:10 pm
YWG
-
IAD
1 stop16h 35m
Multiple Airlines
Thu 8/278:39 pm
IAD
-
YWG
2 stops19h 46m
Multiple Airlines
Deal found 7/14$448
This Mytrip deal was found by Cheapflights users on 7/18. 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 9/26:15 am
YWG
-
IAD
1 stop8h 09m
Multiple Airlines
Wed 9/99:55 am
IAD
-
YWG
1 stop7h 32m
Multiple Airlines
Deal found 7/18$453
This Delta deal was found by Cheapflights users on 7/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/113:58 pm
YWG
-
PHL
1 stop6h 58m
Delta
Tue 9/156:15 am
PHL
-
YWG
2 stops11h 39m
Delta
Deal found 7/16$470
This Delta deal was found by Cheapflights users on 7/17. 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.
Sat 10/33:58 pm
YWG
-
PHL
2 stops7h 43m
Delta
Tue 10/63:00 pm
PHL
-
YWG
1 stop9h 19m
Delta
Deal found 7/17$471
This oojo deal was found by Cheapflights users on 7/16. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/67:45 am
YWG
-
PHL
2 stops14h 41m
WestJet
Mon 8/105:45 am
PHL
-
YWG
2 stops17h 25m
WestJet
Deal found 7/16$473
This Air Canada deal was found by Cheapflights users on 7/17. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/142:05 pm
YWG
-
PHL
1 stop7h 41m
Air Canada
Fri 8/213:25 pm
PHL
-
YWG
1 stop6h 54m
Air Canada
Deal found 7/17$477

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 July 19, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$357
(Kiwi.com)

One-way from

$165
(Kiwi.com)

Popular in

June

Cheapest in

August

Average price

$504
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. 19% potential increase in price ($106 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($19 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 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 July 19, 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 - DCA

YWGDCA

Winnipeg

Wed 9/2

10:45 am-7:15 pm

1 stop7h 30m

Washington, D.C. Reagan-National

Wed 9/9

6:59 am-2:25 pm

1 stop8h 26m

$445

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Sat 10/3

3:58 pm-11:56 pm

1 stop6h 58m

Philadelphia

Tue 10/6

10:34 am-7:53 pm

2 stops10h 19m

$470

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Sat 1/9

6:35 am-8:37 pm

2 stops13h 02m

Philadelphia

Fri 1/22

6:15 am-11:50 am

1 stop6h 35m

$470

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Fri 9/11

3:58 pm-11:56 pm

1 stop6h 58m

Philadelphia

Tue 9/15

6:15 am-4:54 pm

2 stops11h 39m

$470

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Thu 8/13

5:10 pm-10:45 am

1 stop16h 35m

Washington, D.C. Dulles Intl

Thu 8/27

3:50 pm-8:40 am

1 stop17h 50m

$478

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Fri 9/11

12:46 pm-11:56 pm

1 stop10h 10m

Philadelphia

Tue 9/15

3:45 pm-11:56 am

1 stop21h 11m

$488

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Tue 9/22

5:44 pm-11:23 pm

1 stop4h 39m

Washington, D.C. Dulles Intl

Sat 9/26

6:10 am-4:54 pm

2 stops11h 44m

$527

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Mon 8/3

9:25 am-3:10 pm

1 stop28h 45m

Washington, D.C. Dulles Intl

Sat 8/8

3:50 pm-8:40 am

1 stop17h 50m

$534

WinnipegWashington, D.C.

YWG - DCA

YWGDCA

Winnipeg

Tue 9/1

3:58 pm-9:10 am

2 stops16h 12m

Washington, D.C. Reagan-National

Sat 9/5

7:45 pm-11:54 am

2 stops17h 09m

$544

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Tue 11/10

9:00 pm-9:11 am

2 stops11h 11m

Washington, D.C. Dulles Intl

Fri 11/13

7:15 am-7:05 pm

2 stops12h 50m

$569

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/16

Showing 1-10 of 57 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

No data available for this route at this time. Please check back soon.

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 July 19, 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
8,477 reviews

Entertainment

7.8

Overall

7.8

Boarding

8.1

Food

7.2

Comfort

7.8

Crew

8.5

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
8,477 reviews
Delta
7.8
Good
8,477 reviews

Entertainment

7.8

Overall

7.8

Boarding

8.1

Food

7.2

Comfort

7.8

Crew

8.5

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 Delta and WestJet fly from Winnipeg to Maryland in about 5h 04m. The time it takes to get you to your destination can typically vary by up to 1h 54m. 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. Reagan-National or Winnipeg - Baltimore/Washington, Winnipeg - Philadelphia 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 July 19, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$575Average$587FlexibilityNo cancel feeOn-timeN/A

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