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$229+ 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 6/29. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — BWI
Jul 14 — Jul 211
Tue 7/14
Tue 7/21
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 14, 2026.

This Kiwi.com deal was found by Cheapflights users on 6/11. 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.
Sun 7/268:50 pm
YWG
-
IAD
1 stop12h 35m
Porter Airlines
Sun 8/911:25 am
IAD
-
YWG
1 stop9h 24m
Porter Airlines
Deal found 6/11$398
This oojo deal was found by Cheapflights users on 6/9. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/177:00 am
YWG
-
PHL
2 stops15h 56m
WestJet
Tue 7/215:40 am
PHL
-
YWG
2 stops17h 00m
WestJet
Deal found 6/9$400
This Kiwi.com deal was found by Cheapflights users on 6/11. 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.
Sun 7/268:50 pm
YWG
-
IAD
1 stop12h 35m
Multiple Airlines
Sun 8/99:50 am
IAD
-
YWG
2 stops32h 35m
Multiple Airlines
Deal found 6/11$400
This Kiwi.com deal was found by Cheapflights users on 6/9. 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.
Fri 9/47:00 am
YWG
-
IAD
1 stop10h 10m
Multiple Airlines
Fri 9/113:50 pm
IAD
-
YWG
2 stops27h 08m
Multiple Airlines
Deal found 6/9$401
This Kiwi.com deal was found by Cheapflights users on 6/10. 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 6/298:10 pm
YWG
-
IAD
1 stop13h 36m
Multiple Airlines
Sun 7/511:05 am
IAD
-
YWG
2 stops31h 53m
Multiple Airlines
Deal found 6/10$403
This oojo deal was found by Cheapflights users on 6/9. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/47:00 am
YWG
-
PHL
2 stops15h 22m
WestJet
Tue 7/75:40 am
PHL
-
YWG
2 stops17h 00m
WestJet
Deal found 6/9$406
This Kiwi.com deal was found by Cheapflights users on 6/9. 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.
Fri 9/47:00 am
YWG
-
IAD
1 stop10h 10m
Multiple Airlines
Wed 9/96:46 pm
IAD
-
YWG
2 stops31h 09m
Multiple Airlines
Deal found 6/9$406
This Kiwi.com deal was found by Cheapflights users on 6/11. 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 8/194:55 pm
YWG
-
IAD
2 stops13h 55m
Multiple Airlines
Wed 9/911:25 am
IAD
-
YWG
1 stop9h 29m
Multiple Airlines
Deal found 6/11$407
This Kiwi.com deal was found by Cheapflights users on 6/9. 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.
Fri 9/47:00 am
YWG
-
IAD
1 stop10h 10m
Multiple Airlines
Tue 9/83:50 pm
IAD
-
YWG
1 stop20h 55m
Multiple Airlines
Deal found 6/9$409
This Kiwi.com deal was found by Cheapflights users on 6/10. 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 6/298:10 pm
YWG
-
IAD
1 stop13h 36m
Multiple Airlines
Wed 7/1511:05 am
IAD
-
YWG
1 stop9h 49m
Multiple Airlines
Deal found 6/10$410
This Kiwi.com deal was found by Cheapflights users on 6/11. 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 8/1912:15 pm
YWG
-
IAD
1 stop21h 30m
Porter Airlines
Wed 9/911:25 am
IAD
-
YWG
1 stop9h 29m
Porter Airlines
Deal found 6/11$414
This Kiwi.com deal was found by Cheapflights users on 6/12. 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 8/78:45 pm
YWG
-
IAD
1 stop17h 25m
Multiple Airlines
Sun 8/163:50 pm
IAD
-
YWG
1 stop17h 50m
Multiple Airlines
Deal found 6/12$421

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 14, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$398
(Kiwi.com)

One-way from

$229
(Mytrip)

Popular in

May

Cheapest in

October

Average price

$509
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. 21% potential increase in price ($109 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
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 14, 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

Fri 8/7

8:45 pm-3:10 pm

1 stop17h 25m

Washington, D.C. Dulles Intl

Sun 8/16

3:50 pm-8:40 am

1 stop17h 50m

$421

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Fri 9/11

8:50 am-11:40 pm

1 stop13h 50m

Philadelphia

Tue 9/15

6:59 pm-3:08 pm

1 stop21h 09m

$426

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Sat 7/4

7:00 am-11:22 pm

2 stops15h 22m

Philadelphia

Tue 7/7

5:40 am-9:40 pm

2 stops17h 00m

$429

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Sun 8/2

7:00 am-11:56 pm

2 stops15h 56m

Philadelphia

Mon 8/10

5:45 am-10:10 pm

2 stops17h 25m

$429

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Fri 7/24

7:00 am-11:56 pm

2 stops15h 56m

Philadelphia

Wed 7/29

5:15 am-5:25 pm

2 stops13h 10m

$434

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Tue 10/20

5:35 pm-11:40 pm

1 stop5h 05m

Philadelphia

Wed 10/21

3:10 pm-11:34 pm

1 stop9h 24m

$454

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Thu 9/3

5:42 pm-11:56 pm

1 stop5h 14m

Philadelphia

Fri 9/11

3:10 pm-8:09 pm

1 stop5h 59m

$454

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Tue 9/22

6:15 am-4:42 pm

2 stops9h 27m

Philadelphia

Sat 9/26

9:00 am-8:20 pm

2 stops12h 20m

$471

WinnipegBaltimore

YWG - BWI

YWGBWI

Winnipeg

Fri 10/30

6:35 am-9:16 am

2 stops25h 41m

Baltimore/Washington

Tue 11/3

7:30 am-11:50 am

1 stop5h 20m

$553

WinnipegWashington, D.C.

YWG - DCA

YWGDCA

Winnipeg

Tue 9/22

6:40 am-10:38 pm

2 stops14h 58m

Washington, D.C. Reagan-National

Sat 9/26

7:45 am-11:56 am

1 stop5h 11m

$556

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/9

Showing 1-10 of 59 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 14, 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
7.9
Good
8,404 reviews

Boarding

8.1

Entertainment

7.8

Crew

8.5

Food

7.2

Comfort

7.8

Overall

7.9

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
7.9
Good
8,404 reviews
Delta
7.9
Good
8,404 reviews

Boarding

8.1

Entertainment

7.8

Crew

8.5

Food

7.2

Comfort

7.8

Overall

7.9

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 WestJet, Delta, and United Airlines fly from Winnipeg to Maryland in about 13h 50m. The time it takes to get you to your destination can typically vary by up to 11h 51m. 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

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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 14, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$575Average$587FlexibilityNo cancel feeOn-timeN/A

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