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Cheap flights from Winnipeg to Maryland from C$ 182

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 8/2. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — BWI
29 Jan — 5 Feb1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Winnipeg to Maryland

Enter your travel dates to find the best prices.

Best flights from Winnipeg to Maryland
Discover carefully curated flight deals from Winnipeg to Maryland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 30 December 2025.

Tue 31/39:00 p.m.YWG - IAD
2 stops13h 38mMultiple Airlines
Wed 8/46:00 a.m.IAD - YWG
1 stop10h 09mMultiple Airlines
Deal found 29/12C$ 316
Wed 11/212:20 p.m.YWG - DCA
2 stops8h 03mWestJet
Wed 18/29:00 a.m.DCA - YWG
1 stop7h 09mWestJet
Deal found 27/12C$ 580
Sun 18/17:05 a.m.YWG - PHL
1 stop7h 44mAir Canada
Thu 22/17:50 a.m.PHL - YWG
1 stop5h 49mAir Canada
Deal found 29/12C$ 628
Thu 7/55:38 p.m.YWG - BWI
1 stop5h 06mDelta
Sun 10/57:00 p.m.BWI - YWG
1 stop5h 27mDelta
Deal found 29/12C$ 774
Thu 7/58:30 a.m.YWG - BWI
1 stop13h 30mUnited Airlines
Sun 10/56:17 a.m.BWI - YWG
1 stop6h 22mUnited Airlines
Deal found 28/12C$ 774
Wed 1/47:30 a.m.YWG - BWI
1 stop9h 22mMultiple Airlines
Mon 6/43:20 p.m.BWI - YWG
2 stops21h 12mMultiple Airlines
Deal found 29/12C$ 492
Sat 28/312:20 p.m.YWG - IAD
2 stops9h 39mMultiple Airlines
Wed 8/46:00 a.m.IAD - YWG
1 stop10h 09mMultiple Airlines
Deal found 29/12C$ 503
Tue 31/36:15 a.m.YWG - DCA
2 stops11h 18mWestJet
Sun 5/46:00 a.m.DCA - YWG
1 stop10h 09mWestJet
Deal found 29/12C$ 588
Tue 31/36:15 a.m.YWG - IAD
2 stops17h 16mMultiple Airlines
Sun 5/46:00 a.m.IAD - YWG
1 stop10h 09mMultiple Airlines
Deal found 29/12C$ 506
Mon 30/36:15 a.m.YWG - DCA
2 stops15h 21mWestJet
Sun 5/46:00 a.m.DCA - YWG
1 stop10h 09mWestJet
Deal found 29/12C$ 588
Wed 1/46:15 a.m.YWG - IAD
2 stops11h 28mMultiple Airlines
Sun 5/46:00 a.m.IAD - YWG
1 stop10h 09mMultiple Airlines
Deal found 29/12C$ 506
Mon 30/35:44 p.m.YWG - DCA
1 stop4h 51mWestJet
Tue 7/412:10 p.m.DCA - YWG
1 stop27h 59mWestJet
Deal found 29/12C$ 588
Wed 25/35:30 a.m.YWG - PHL
2 stops8h 17mAir Canada
Sat 28/37:50 a.m.PHL - YWG
2 stops9h 45mAir Canada
Deal found 28/12C$ 752
Tue 9/612:40 p.m.YWG - BWI
2 stops9h 14mDelta
Sat 13/66:00 a.m.BWI - YWG
2 stops15h 09mDelta
Deal found 28/12C$ 774
Fri 8/58:30 a.m.YWG - BWI
2 stops24h 49mUnited Airlines
Mon 11/56:17 a.m.BWI - YWG
1 stop6h 22mUnited Airlines
Deal found 28/12C$ 774
Wed 10/67:00 a.m.YWG - DCA
2 stops11h 19mWestJet
Tue 16/63:10 p.m.DCA - YWG
1 stop5h 59mWestJet
Deal found 28/12C$ 588
Fri 8/55:38 p.m.YWG - BWI
1 stop5h 06mDelta
Mon 11/57:00 p.m.BWI - YWG
1 stop5h 27mDelta
Deal found 29/12C$ 774
Mon 30/35:44 p.m.YWG - IAD
1 stop4h 57mWestJet
Sun 5/47:20 a.m.IAD - YWG
1 stop8h 49mWestJet
Deal found 29/12C$ 588
Wed 11/27:30 a.m.YWG - BWI
1 stop9h 17mMultiple Airlines
Wed 18/26:00 a.m.BWI - YWG
1 stop10h 09mMultiple Airlines
Deal found 27/12C$ 595
Sun 29/35:44 p.m.YWG - BWI
1 stop5h 15mDelta
Sun 5/46:15 a.m.BWI - YWG
1 stop6h 45mDelta
Deal found 29/12C$ 774
Fri 12/68:50 a.m.YWG - IAD
1 stop8h 08mWestJet
Tue 16/66:15 a.m.IAD - YWG
1 stop14h 54mWestJet
Deal found 28/12C$ 588
Wed 10/68:50 a.m.YWG - BWI
1 stop8h 19mDelta
Sat 13/66:00 a.m.BWI - YWG
2 stops15h 09mDelta
Deal found 28/12C$ 774
Wed 25/37:30 a.m.YWG - PHL
1 stop16h 22mMultiple Airlines
Sat 28/37:10 p.m.PHL - YWG
1 stop20h 59mMultiple Airlines
Deal found 28/12C$ 642
Sun 29/35:44 p.m.YWG - IAD
1 stop4h 57mWestJet
Tue 7/46:01 a.m.IAD - YWG
2 stops13h 04mWestJet
Deal found 29/12C$ 588
Mon 2/25:21 p.m.YWG - BWI
1 stop5h 05mDelta
Fri 6/26:05 a.m.BWI - YWG
1 stop5h 58mDelta
Deal found 27/12C$ 774
Fri 12/68:50 a.m.YWG - IAD
1 stop8h 08mWestJet
Sun 14/66:15 a.m.IAD - YWG
1 stop14h 54mWestJet
Deal found 28/12C$ 588
Wed 1/47:30 a.m.YWG - BWI
1 stop9h 22mMultiple Airlines
Sun 5/46:00 a.m.BWI - YWG
1 stop10h 09mMultiple Airlines
Deal found 29/12C$ 711
Tue 31/36:15 a.m.YWG - DCA
2 stops11h 18mWestJet
Mon 6/49:40 a.m.DCA - YWG
2 stops10h 29mWestJet
Deal found 29/12C$ 598
Tue 31/36:15 a.m.YWG - BWI
2 stops17h 26mMultiple Airlines
Sun 5/46:00 a.m.BWI - YWG
1 stop10h 09mMultiple Airlines
Deal found 29/12C$ 711
Thu 7/58:15 p.m.YWG - IAD
2 stops14h 46mWestJet
Sun 10/53:00 p.m.IAD - YWG
2 stops27h 40mWestJet
Deal found 28/12C$ 601

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 30 December 2025.

Round-trip from

C$ 302

One-way from

C$ 182

Popular in

November

Cheapest in

October

Average price

C$ 544
1/4-8/4
  • 1/4-8/4
  • 3 total stops
  • 21h 37m total
  • Winnipeg to Maryland
Search Deals
8/2
  • 8/2
  • 3 total stops
  • 23h 18m total
  • Winnipeg to Maryland
Search Deals
High demand for flights, 16% potential price rise
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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 30 December 2025.
Use the filters below to find and compare flights from Winnipeg to Maryland that are best for you.

Fly from

Winnipeg

Fly to

Maryland

Route

Depart

Return

Price

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Tue 31/3

9:00 p.m.-11:38 a.m.

2 stops13h 38m

Washington, D.C. Dulles Intl

Wed 8/4

6:00 a.m.-3:09 p.m.

1 stop10h 09m

C$ 316

WinnipegBaltimore

YWG - BWI

YWGBWI

Winnipeg

Wed 1/4

7:30 a.m.-5:52 p.m.

1 stop9h 22m

Baltimore/Washington

Mon 6/4

3:20 p.m.-11:32 a.m.

2 stops21h 12m

C$ 492

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Sat 28/3

12:20 p.m.-10:59 p.m.

2 stops9h 39m

Washington, D.C. Dulles Intl

Wed 8/4

6:00 a.m.-3:09 p.m.

1 stop10h 09m

C$ 503

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Tue 31/3

6:15 a.m.-12:31 a.m.

2 stops17h 16m

Washington, D.C. Dulles Intl

Sun 5/4

6:00 a.m.-3:09 p.m.

1 stop10h 09m

C$ 506

WinnipegWashington, D.C.

YWG - IAD

YWGIAD

Winnipeg

Wed 1/4

6:15 a.m.-6:43 p.m.

2 stops11h 28m

Washington, D.C. Dulles Intl

Sun 5/4

6:00 a.m.-3:09 p.m.

1 stop10h 09m

C$ 506

WinnipegWashington, D.C.

YWG - DCA

YWGDCA

Winnipeg

Wed 11/2

12:20 p.m.-9:23 p.m.

2 stops8h 03m

Washington, D.C. Reagan-National

Wed 18/2

9:00 a.m.-3:09 p.m.

1 stop7h 09m

C$ 580

WinnipegWashington, D.C.

YWG - DCA

YWGDCA

Winnipeg

Tue 31/3

6:15 a.m.-6:33 p.m.

2 stops11h 18m

Washington, D.C. Reagan-National

Sun 5/4

6:00 a.m.-3:09 p.m.

1 stop10h 09m

C$ 588

WinnipegWashington, D.C.

YWG - DCA

YWGDCA

Winnipeg

Mon 30/3

6:15 a.m.-10:36 p.m.

2 stops15h 21m

Washington, D.C. Reagan-National

Sun 5/4

6:00 a.m.-3:09 p.m.

1 stop10h 09m

C$ 588

WinnipegWashington, D.C.

YWG - DCA

YWGDCA

Winnipeg

Mon 30/3

5:44 p.m.-11:35 p.m.

1 stop4h 51m

Washington, D.C. Reagan-National

Tue 7/4

12:10 p.m.-3:09 p.m.

1 stop27h 59m

C$ 588

WinnipegWashington, D.C.

YWG - DCA

YWGDCA

Winnipeg

Wed 10/6

7:00 a.m.-7:19 p.m.

2 stops11h 19m

Washington, D.C. Reagan-National

Tue 16/6

3:10 p.m.-8:09 p.m.

1 stop5h 59m

C$ 588

Flights are sorted by cheapest round-trip flights first.

Deals found on 29/12

Showing 1-10 of 52 results
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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

What is the cheapest month to book a flight from Winnipeg to Maryland?

Currently, October is the cheapest month in which you can book a flight from Winnipeg to Maryland (average of C$ 81). Flying from Winnipeg to Maryland in January is currently the most expensive (average of C$ 847). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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 30 December 2025.
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
9,122 reviews
Check prices

Comfort

7.3

Crew

8.1

Entertainment

7.1

Food

6.6

Overall

7.4

Boarding

7.7

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.
United Airlines
7.4
Good
9,122 reviews
United Airlines
7.4
Good
9,122 reviews
Check prices

Comfort

7.3

Crew

8.1

Entertainment

7.1

Food

6.6

Overall

7.4

Boarding

7.7

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.
WestJet
7.2
Good
3,226 reviews
United Airlines
7.4
Good
9,122 reviews
Check prices

Comfort

7.3

Crew

8.1

Entertainment

7.1

Food

6.6

Overall

7.4

Boarding

7.7

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.
Air Canada
7.1
Good
10,564 reviews
United Airlines
7.4
Good
9,122 reviews
Check prices

Comfort

7.3

Crew

8.1

Entertainment

7.1

Food

6.6

Overall

7.4

Boarding

7.7

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.

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 5h 06m. Fly via WestJet, Air Canada, or Delta to get the fastest option. Airlines will cover a distance of 2007 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.

  • What is the cheapest month to book a flight from Winnipeg to Maryland?

    Currently, October is the cheapest month in which you can book a flight from Winnipeg to Maryland (average of C$ 81). Flying from Winnipeg to Maryland in January is currently the most expensive (average of C$ 847). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Winnipeg to Maryland

See prices for flight routes from nearby airports that may be better suited for you.
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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 30 December 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 187AverageC$ 190FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 330AverageC$ 439FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 364AverageC$ 802FlexibilityNo cancel feeOn-time69%
Search United Airlines 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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