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Cheap flights from Winnipeg to Maryland from C$ 205

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 24/7. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — BWI
9 Jun — 16 Jun1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Winnipeg to Maryland

Enter your travel dates to find the best prices.

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 10 May 2026.

Thu 20/86:25 p.m.
YWG
-
IAD
1 stop22h 45m
WestJet
Mon 24/87:00 p.m.
IAD
-
YWG
1 stop26h 15m
WestJet
Deal found 6/5C$ 438
Thu 4/66:15 a.m.
YWG
-
IAD
1 stop27h 31m
Multiple Airlines
Mon 8/64:05 p.m.
IAD
-
YWG
1 stop18h 40m
Multiple Airlines
Deal found 7/5C$ 524
Tue 9/64:25 p.m.
YWG
-
IAD
1 stop21h 56m
Multiple Airlines
Mon 15/64:05 p.m.
IAD
-
YWG
1 stop9h 50m
Multiple Airlines
Deal found 8/5C$ 526
Wed 10/66:55 p.m.
YWG
-
IAD
1 stop14h 51m
Multiple Airlines
Fri 12/64:05 p.m.
IAD
-
YWG
1 stop9h 50m
Multiple Airlines
Deal found 8/5C$ 535
Fri 12/68:10 p.m.
YWG
-
IAD
1 stop13h 36m
Multiple Airlines
Tue 16/611:30 a.m.
IAD
-
YWG
1 stop23h 15m
Multiple Airlines
Deal found 8/5C$ 536
Tue 9/64:25 p.m.
YWG
-
IAD
1 stop21h 56m
Multiple Airlines
Fri 12/64:05 p.m.
IAD
-
YWG
1 stop9h 50m
Multiple Airlines
Deal found 8/5C$ 541
Tue 9/64:25 p.m.
YWG
-
IAD
1 stop21h 56m
Multiple Airlines
Wed 17/64:05 p.m.
IAD
-
YWG
1 stop18h 40m
Multiple Airlines
Deal found 8/5C$ 547
Wed 10/66:55 p.m.
YWG
-
IAD
1 stop14h 51m
Multiple Airlines
Sun 14/64:05 p.m.
IAD
-
YWG
1 stop17h 35m
Multiple Airlines
Deal found 8/5C$ 551
Wed 10/66:55 p.m.
YWG
-
IAD
1 stop14h 51m
Multiple Airlines
Wed 17/64:05 p.m.
IAD
-
YWG
1 stop18h 40m
Multiple Airlines
Deal found 8/5C$ 554
Wed 17/69:25 a.m.
YWG
-
DCA
1 stop12h 03m
Multiple Airlines
Tue 23/66:55 p.m.
DCA
-
YWG
1 stop14h 45m
Multiple Airlines
Deal found 9/5C$ 561
Fri 19/68:10 p.m.
YWG
-
DCA
2 stops14h 50m
Multiple Airlines
Fri 26/68:40 p.m.
DCA
-
YWG
1 stop13h 00m
Multiple Airlines
Deal found 5/5C$ 659
Mon 14/912:40 p.m.
YWG
-
PHL
1 stop10h 00m
Delta
Wed 16/93:10 p.m.
PHL
-
YWG
1 stop5h 59m
Delta
Deal found 8/5C$ 697

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 10 May 2026.

Round-trip from

C$ 438

One-way from

C$ 205

Popular in

May

Cheapest in

October

Average price

C$ 697
WestJet
  • WestJet
  • 20/8-24/8
  • 2 total stops
  • 49h 00m total
  • Winnipeg to Maryland
Search Deals
WestJet
  • WestJet
  • 24/7
  • 1 total stop
  • 10h 10m total
  • Winnipeg to Maryland
Search Deals
Highest demand for flights based on searches. 17% potential increase in price (C$ 155 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 24 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 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 629,999 searches. Data last updated 10 May 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 17/6

8:10 p.m.-12:00 p.m.

2 stops14h 50m

Washington, D.C. Reagan-National

Tue 23/6

8:40 p.m.-8:40 a.m.

1 stop13h 00m

C$ 566

WinnipegWashington, D.C.

YWG - DCA

YWGDCA

Winnipeg

Fri 19/6

8:10 p.m.-12:00 p.m.

2 stops14h 50m

Washington, D.C. Reagan-National

Fri 26/6

8:40 p.m.-8:40 a.m.

1 stop13h 00m

C$ 659

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Wed 12/8

5:42 p.m.-11:21 p.m.

1 stop4h 39m

Washington, D.C. Dulles Intl

Mon 17/8

7:00 p.m.-11:10 a.m.

1 stop17h 10m

C$ 688

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Mon 14/9

12:40 p.m.-11:40 p.m.

1 stop10h 00m

Philadelphia

Wed 16/9

3:10 p.m.-11:27 p.m.

1 stop9h 17m

C$ 697

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Thu 20/8

2:55 p.m.-6:10 p.m.

1 stop26h 15m

Washington, D.C. Dulles Intl

Mon 24/8

7:00 p.m.-7:15 p.m.

3 stops25h 15m

C$ 701

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Sat 4/7

7:00 a.m.-6:07 p.m.

2 stops10h 07m

Philadelphia

Tue 7/7

5:40 a.m.-11:53 a.m.

1 stop7h 13m

C$ 704

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Tue 2/6

3:15 p.m.-10:43 p.m.

1 stop6h 28m

Philadelphia

Wed 3/6

6:00 a.m.-11:08 a.m.

1 stop6h 08m

C$ 714

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Sat 1/8

7:00 a.m.-11:21 p.m.

2 stops15h 21m

Philadelphia

Sat 8/8

5:45 a.m.-10:10 p.m.

2 stops17h 25m

C$ 719

WinnipegPhiladelphia

YWG - PHL

YWGPHL

Winnipeg

Mon 29/6

7:00 a.m.-11:17 p.m.

2 stops15h 17m

Philadelphia

Sat 4/7

5:40 a.m.-11:38 a.m.

1 stop6h 58m

C$ 723
Quickest round-trip

WinnipegWashington, D.C.

YWG - DCA

YWGDCA

Winnipeg

Tue 25/8

3:58 p.m.-10:00 p.m.

1 stop5h 02m

Washington, D.C. Reagan-National

Tue 15/9

7:40 a.m.-11:34 a.m.

1 stop4h 54m

C$ 737

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/5

Showing 1-10 of 60 resultsSorted by cheapest first
1
2
3
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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?

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 10 May 2026.
Get a feel of what it's like to fly with United Airlines,WestJet, andAir Canada from Winnipeg to Maryland by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,694 reviews
Check prices

Comfort

7.3

Crew

8.1

Boarding

7.7

Entertainment

7.1

Overall

7.4

Food

6.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Apr 2026

DFW - EWR

The flight was on time. Crew was friendly. Will fly again. The seats was comfortable.
United Airlines
7.4
Good
9,694 reviews
United Airlines
7.4
Good
9,694 reviews
Check prices

Comfort

7.3

Crew

8.1

Boarding

7.7

Entertainment

7.1

Overall

7.4

Food

6.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Apr 2026

DFW - EWR

The flight was on time. Crew was friendly. Will fly again. The seats was comfortable.
WestJet
7.2
Good
3,332 reviews
United Airlines
7.4
Good
9,694 reviews
Check prices

Comfort

7.3

Crew

8.1

Boarding

7.7

Entertainment

7.1

Overall

7.4

Food

6.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Apr 2026

DFW - EWR

The flight was on time. Crew was friendly. Will fly again. The seats was comfortable.
Air Canada
7.1
Good
11,012 reviews
United Airlines
7.4
Good
9,694 reviews
Check prices

Comfort

7.3

Crew

8.1

Boarding

7.7

Entertainment

7.1

Overall

7.4

Food

6.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Apr 2026

DFW - EWR

The flight was on time. Crew was friendly. Will fly again. The seats was comfortable.

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?

    Most people fly from Winnipeg (YWG) if they book a flight from Winnipeg to Maryland. Winnipeg is conveniently located just 7.3 km from Winnipeg’s city centre.

  • How long is the flight from Winnipeg to Maryland?

    There are many flights that can get you from Winnipeg to Maryland in 10h. Fly via Delta, WestJet, or United Airlines to get the fastest option. Airlines will cover a distance of 2047 km. Both multi-stop and direct flights can be found to your destination and back.

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

    The most popular route from Winnipeg to Maryland is Winnipeg - Washington, D.C. Reagan-National. You may also consider Winnipeg - Washington, D.C. Dulles Intl or Winnipeg - Baltimore/Washington.

  • 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

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Alternative routes for Winnipeg to Maryland

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Top 3 airlines flying from Winnipeg to Maryland

Discover the top 3 airlines 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 629,999 searches. Data last updated 10 May 2026.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 187AverageC$ 188FlexibilityNo cancel feeOn-time60%
Search WestJet flights
United AirlinesCheapestC$ 363AverageC$ 853FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 430AverageC$ 568FlexibilityNo cancel feeOn-time67%
Search Air Canada flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Winnipeg to Maryland?

Deals for Winnipeg to Maryland flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.

Why should you use Cheapflights to find cheap flight tickets from Winnipeg to Maryland?

Millions of users choose and trust Cheapflights to book the best flight deals from Winnipeg to Maryland for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

Can Cheapflights find flights from Winnipeg to Maryland with no change fees?

Yes, we can. To see specific flights from Winnipeg to Maryland with no change fees, users can toggle flexible booking options after using the search form above to find flights.

Can Cheapflights notify me if prices for flights from Winnipeg to Maryland become cheaper?

Of course! You can now track prices for flights from Winnipeg to Maryland and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.

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