$200 Find Cheap Flights from Winnipeg to Maryland

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Winnipeg to Maryland departing on 8/30. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Maryland

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Winnipeg to Maryland, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Winnipeg to Maryland, as well as popular online travel agencies
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Flight Deals

Book Cheap Winnipeg to Maryland Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Winnipeg to Maryland that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Winnipeg to Maryland

Fri, Sep 4 - Mon, Sep 7
WestJet Logo
7:00 am - 6:10 pm
YWG
-
IAD
10h 10m
1 stop
WestJet Logo
7:00 pm - 2:05 pm
IAD
-
YWG
20h 05m
1 stop
$365WestJet
Mon, Aug 31 - Wed, Sep 2
Delta Logo
12:46 pm - 1:19 am
YWG
-
PHL
11h 33m
2 stops
Delta Logo
6:05 am - 4:52 pm
PHL
-
YWG
11h 47m
2 stops
$368Delta
Mon, Aug 31 - Wed, Sep 2
Air Canada Logo
7:55 am - 2:49 pm
YWG
-
PHL
5h 54m
1 stop
Air Canada Logo
4:20 pm - 11:20 pm
PHL
-
YWG
8h 00m
1 stop
$374Air Canada
Sat, Jul 4 - Tue, Jul 7
Air Canada Logo
5:00 am - 2:49 pm
YWG
-
PHL
8h 49m
2 stops
Air Canada Logo
4:20 pm - 11:20 pm
PHL
-
YWG
8h 00m
1 stop
$378Air Canada
Sat, Jul 4 - Tue, Jul 7
WestJet Logo
7:00 am - 11:22 pm
YWG
-
PHL
15h 22m
2 stops
WestJet Logo
6:10 am - 12:55 am
PHL
-
YWG
19h 45m
2 stops
$383WestJet
Tue, Jun 16 - Mon, Jun 22
WestJet Logo
5:41 pm - 11:58 pm
YWG
-
PHL
5h 17m
1 stop
WestJet Logo
5:40 am - 9:40 pm
PHL
-
YWG
17h 00m
2 stops
$389WestJet
Tue, Jun 16 - Mon, Jun 22
WestJet Logo
6:15 am - 5:22 pm
YWG
-
PHL
10h 07m
2 stops
WestJet Logo
5:40 am - 9:40 pm
PHL
-
YWG
17h 00m
2 stops
$390WestJet
Tue, Jul 7 - Tue, Jul 14
WestJet Logo
5:41 pm - 11:56 pm
YWG
-
PHL
5h 15m
1 stop
WestJet Logo
5:15 am - 10:10 pm
PHL
-
YWG
17h 55m
2 stops
$391WestJet
Fri, Jul 3 - Fri, Jul 10
Multiple Airlines Logo
8:10 pm - 10:46 am
YWG
-
IAD
13h 36m
1 stop
Multiple Airlines Logo
4:00 pm - 12:55 am
IAD
-
YWG
9h 55m
1 stop
$436Multiple Airlines
Fri, Jul 3 - Fri, Jul 17
Multiple Airlines Logo
6:05 pm - 10:46 am
YWG
-
IAD
15h 41m
1 stop
Multiple Airlines Logo
4:00 pm - 8:40 am
IAD
-
YWG
17h 40m
1 stop
$463Multiple Airlines
Booking Insights

KAYAK's insights & trends for Winnipeg to Maryland flights

Get data-powered insights and trends into flights from Winnipeg to Maryland to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Winnipeg to Maryland?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Winnipeg to Maryland departing in September.

What is the cheapest month to fly from Winnipeg to Maryland?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Winnipeg to Maryland, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Winnipeg to Maryland is February, when tickets cost $0 (return) on average. On the other hand, the most expensive months are January and September, when the average cost of round-trip tickets is $636 and $592 respectively.

Good to know

Low seasonOctober
Cheapest flight$200
Best time to beat the crowds with an average 83% drop in price.
Most popular time to fly with an average 5% increase in price.
Flight from Winnipeg to Philadelphia

FAQs - booking Maryland flights

  • How does KAYAK find such low prices on flights from Winnipeg to Maryland?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Winnipeg to Maryland.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Winnipeg to Maryland?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Winnipeg to Maryland is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Winnipeg to Maryland?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Winnipeg to Maryland with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Winnipeg to Maryland?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Winnipeg to Maryland up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Winnipeg to Maryland

 
See real verified KAYAK customer reviews for airlines flying from Winnipeg to Maryland. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Winnipeg to Maryland? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.8
DeltaOverall score based on 8395 reviews
8.1Boarding
7.8Comfort
7.2Food
8.5Crew
7.8Entertainment
Airline reviews

Was on time, normal boarding. The worst flight attendents and service I ever seen,, can't believe Delta can have such service. Bathroom was dirty and no toilet paper, paper towels and used toilet paper all over the floor, when I tried to tell flight attendant she didn't even let me to finish and turn around. Very rude. Wi fi didn't work.

4.0 OkayMarianna, Jun 2026
MAD - JFK
Read more Delta reviews

Was on time, normal boarding. The worst flight attendents and service I ever seen,, can't believe Delta can have such service. Bathroom was dirty and no toilet paper, paper towels and used toilet paper all over the floor, when I tried to tell flight attendant she didn't even let me to finish and turn around. Very rude. Wi fi didn't work.

Connection flights should be spaced out farther because too close I missed my connection.

Definitely a southern flavor. Cordiality was evident even though no drinks or snacks were served.

On time! There were plenty of airport employees who were able to keep us moving in the right direction. The crew on the plane were professional.

Left /arrived on time. Decent seat space. Like the wifi/plugs and entertainment. Windows and tray table were kinda gross. Attendants didn't start snack service til 40mins before landing. Two rows before us, captain came on to say there's turbulence and recalled staff to seats. So, no drink/snack. Later, attendants didn't stop to see if we had trash nor even look our way. Felt invisible! Almost all pilot announcements were not only unintelligible, but so quiet. We had no idea what she said.

Average seat comfort, a drink and chips were provided, early boarding because we checked a carryon at the gate was nice. Ticket pricing shenanigans, including fees to pick a seat, check a bag, and get food onboard - evidence the industry is reinvigorating last century’s strategies- destroys the experience before one ever arrives at the airport. It’s difficult to recognize any value or sustain loyalty in the end-to-end process making air travel more drudgery than pleasure.

Gate agent was unhelpful for handicapped boarding. Flight attendant seemed untrained.

Great flight with a terrific crew. Uneventful and early arrival. Thank you.

No service flight that took 5 hrs and a stop at an unscheduled airport. Crew and pilots did their jobs

Clean planes and not take my comfort class seat away.

Everything you need to know for your flight from Winnipeg to Maryland

Information on your arrival and departure airports