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$178+ 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 10/7. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — BWI
Aug 24 — Aug 311
Mon 8/24
Mon 8/31
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 25, 2026.

This Trip.com deal was found by Cheapflights users on 7/23. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/610:45 am
YWG
-
DCA
1 stop8h 12m
Multiple Airlines
Sun 9/136:59 am
DCA
-
YWG
1 stop8h 26m
Multiple Airlines
Deal found 7/23$335
This Trip.com deal was found by Cheapflights users on 7/23. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/67:45 am
YWG
-
IAD
1 stop6h 39m
Multiple Airlines
Sun 9/139:55 am
IAD
-
YWG
1 stop11h 50m
Multiple Airlines
Deal found 7/23$335
This Justfly.com deal was found by Cheapflights users on 7/23. 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 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 stop20h 05m
WestJet
Deal found 7/23$378
This Trip.com deal was found by Cheapflights users on 7/20. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/47:10 pm
YWG
-
BWI
2 stops25h 46m
Multiple Airlines
Mon 9/76:45 am
BWI
-
YWG
2 stops16h 25m
Multiple Airlines
Deal found 7/20$385
This Kiwi.com deal was found by Cheapflights users on 7/21. 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.
Thu 9/39:05 pm
YWG
-
IAD
1 stop20h 05m
WestJet
Mon 9/77:00 pm
IAD
-
YWG
1 stop17h 10m
WestJet
Deal found 7/21$395
This Trip.com deal was found by Cheapflights users on 7/20. 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 Trip.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 9/811:25 am
IAD
-
YWG
1 stop10h 20m
Multiple Airlines
Deal found 7/20$401
This Trip.com deal was found by Cheapflights users on 7/22. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2012:00 pm
YWG
-
IAD
1 stop29h 10m
WestJet
Mon 8/247:00 pm
IAD
-
YWG
1 stop17h 10m
WestJet
Deal found 7/22$418
This Kiwi.com deal was found by Cheapflights users on 7/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/209:05 pm
YWG
-
IAD
1 stop20h 05m
Multiple Airlines
Mon 8/248:39 pm
IAD
-
YWG
2 stops19h 46m
Multiple Airlines
Deal found 7/22$429
This Kiwi.com deal was found by Cheapflights users on 7/20. 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.
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 7/20$434
This Kiwi.com deal was found by Cheapflights users on 7/21. 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 8/263:58 pm
YWG
-
PHL
1 stop6h 58m
Multiple Airlines
Mon 8/318:30 am
PHL
-
YWG
2 stops14h 40m
Multiple Airlines
Deal found 7/21$442
This Delta deal was found by Cheapflights users on 7/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/35:44 pm
YWG
-
PHL
1 stop5h 12m
Delta
Tue 10/611:49 am
PHL
-
YWG
1 stop9h 04m
Delta
Deal found 7/20$470
This Delta deal was found by Cheapflights users on 7/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/165:44 pm
YWG
-
PHL
1 stop5h 12m
Delta
Thu 10/15:45 am
PHL
-
YWG
1 stop7h 06m
Delta
Deal found 7/20$471

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 25, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$335
(Trip.com)

One-way from

$178
(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 25, 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

Sun 9/6

10:45 am-7:57 pm

1 stop8h 12m

Washington, D.C. Reagan-National

Sun 9/13

6:59 am-2:25 pm

1 stop8h 26m

$335

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Sun 9/6

7:45 am-3:24 pm

1 stop6h 39m

Washington, D.C. Dulles Intl

Sun 9/13

9:55 am-8:45 pm

1 stop11h 50m

$335

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Fri 9/4

7:00 am-6:10 pm

1 stop10h 10m

Washington, D.C. Dulles Intl

Mon 9/7

7:00 pm-11:10 am

1 stop17h 10m

$389

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Sat 10/3

3:58 pm-12:40 am

2 stops7h 42m

Philadelphia

Tue 10/6

3:00 pm-11:19 pm

1 stop9h 19m

$470

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Wed 9/16

5:44 pm-11:56 pm

1 stop5h 12m

Philadelphia

Sat 10/3

3:40 pm-11:30 pm

1 stop8h 50m

$471

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Wed 9/16

5:44 pm-11:56 pm

1 stop5h 12m

Philadelphia

Thu 10/1

5:45 am-11:51 am

1 stop7h 06m

$471

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Wed 8/19

7:00 am-11:56 pm

2 stops15h 56m

Philadelphia

Sat 8/22

9:35 am-12:55 am

2 stops16h 20m

$477

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Thu 10/8

9:05 pm-10:12 pm

2 stops24h 07m

Philadelphia

Sun 10/11

5:45 am-8:00 pm

2 stops15h 15m

$477

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Tue 9/22

5:44 pm-10:21 am

2 stops15h 37m

Washington, D.C. Dulles Intl

Sat 9/26

6:10 am-4:54 pm

2 stops11h 44m

$492

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Fri 9/4

7:00 am-11:56 pm

2 stops15h 56m

Philadelphia

Fri 9/11

5:45 am-3:08 pm

1 stop10h 23m

$495

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/24

Showing 1-10 of 60 resultsSorted by cheapest first
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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?

Airfare is below average for this route at the moment.
Winnipeg to Maryland flights typically cost between $510 and $890 in September.
The cheapest round-trip price found within the last 5 days was $385 on Multiple Airlines (Sep 4-Sep 7).

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 25, 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
8,481 reviews

Comfort

7.8

Entertainment

7.8

Boarding

8.1

Crew

8.5

Overall

7.8

Food

7.2

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
8,481 reviews
Delta
7.8
Good
8,481 reviews

Comfort

7.8

Entertainment

7.8

Boarding

8.1

Crew

8.5

Overall

7.8

Food

7.2

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 Air Canada fly from Winnipeg to Maryland in about 6h 14m. The time it takes to get you to your destination can typically vary by up to 3h 56m. 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 - 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

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

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 25, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$575Average$587FlexibilityNo cancel feeOn-timeN/A

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