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$120+ Cheap flights from Connecticut to Winnipeg (YWG)

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 6/4. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — YWG
May 5 — May 121
Mon 5/5
Mon 5/12
1 adult, Economy
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Cheap flight deals from Connecticut to Winnipeg

Keep the following information in mind while searching for Connecticut to Winnipeg flight deals. Data was last updated April 30, 2025.

Round-trip from

$287
(Kiwi.com)

One-way from

$120
(Trip.com)
From Connecticut to Winnipeg
Search Deals
One-way flight from Connecticut to Winnipeg
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Find flight deals from Connecticut to Winnipeg

Cheapest flights from Connecticut to Winnipeg
Explore the most affordable flight options available from Connecticut to Winnipeg. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 30, 2025.

This Kiwi.com deal was found by Cheapflights users on 4/27. 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.
Tue 7/225:59 amEWR - YWG
1 stop11h 24mMultiple Airlines
Fri 8/19:00 amYWG - EWR
1 stop24h 03mMultiple Airlines
Deal found 4/27$287
This Kiwi.com deal was found by Cheapflights users on 4/27. 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 6/129:00 amJFK - YWG
1 stop8h 28mMultiple Airlines
Tue 6/179:00 amYWG - JFK
1 stop14h 44mMultiple Airlines
Deal found 4/27$325
This Kiwi.com deal was found by Cheapflights users on 4/27. 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 6/126:15 amLGA - YWG
1 stop8h 28mMultiple Airlines
Tue 6/179:00 amYWG - LGA
1 stop13h 26mMultiple Airlines
Deal found 4/27$336
This FlightHub deal was found by Cheapflights users on 4/28. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/216:15 amLGA - YWG
1 stop7h 10mPorter Airlines
Wed 5/281:20 pmYWG - LGA
1 stop6h 45mPorter Airlines
Deal found 4/28$352
This Air Canada deal was found by Cheapflights users on 4/28. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/139:00 amJFK - YWG
1 stop7h 04mAir Canada
Tue 8/191:40 pmYWG - JFK
1 stop8h 09mAir Canada
Deal found 4/28$359
This United Airlines deal was found by Cheapflights users on 4/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/307:20 amLGA - YWG
1 stop9h 11mUnited Airlines
Sat 7/51:40 pmYWG - LGA
1 stop6h 08mUnited Airlines
Deal found 4/28$364
This Kiwi.com deal was found by Cheapflights users on 4/28. 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 6/2010:00 amEWR - YWG
1 stop9h 00mPorter Airlines
Thu 6/266:55 pmYWG - EWR
1 stop12h 20mPorter Airlines
Deal found 4/28$428
This United Airlines deal was found by Cheapflights users on 4/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/2610:30 amJFK - YWG
1 stop8h 08mUnited Airlines
Wed 8/135:00 amYWG - JFK
1 stop9h 15mUnited Airlines
Deal found 4/28$432
This Delta deal was found by Cheapflights users on 4/27. 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.
Tue 7/221:15 pmEWR - YWG
2 stops11h 10mDelta
Tue 7/296:45 amYWG - EWR
2 stops15h 28mDelta
Deal found 4/27$442
This Delta deal was found by Cheapflights users on 4/28. 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.
Thu 6/266:05 amLGA - YWG
1 stop6h 31mDelta
Mon 6/305:42 pmYWG - LGA
1 stop5h 02mDelta
Deal found 4/28$505
This SmartFares deal was found by Cheapflights users on 4/29. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/39:00 pmJFK - YWG
1 stop13h 41mWestJet
Sun 10/58:50 amYWG - JFK
1 stop7h 05mWestJet
Deal found 4/29$527
This Air Canada deal was found by Cheapflights users on 4/28. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/269:00 amEWR - YWG
1 stop6h 03mAir Canada
Mon 6/305:00 amYWG - EWR
1 stop7h 07mAir Canada
Deal found 4/28$534

Cheapflights Fare Finder

Customize your flight search to find flights from Connecticut to Winnipeg 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 April 30, 2025.
Use the filters below to find and compare flights from Connecticut to Winnipeg that are best for you.

Fly from

Connecticut

Fly to

Winnipeg

Route

Depart

Return

Price

NewarkWinnipeg

EWR - YWG

EWRYWG

Newark

Tue 7/22

5:59 am-4:23 pm

1 stop11h 24m

Winnipeg

Fri 8/1

9:00 am-10:03 am

1 stop24h 03m

$287

New YorkWinnipeg

JFK - YWG

JFKYWG

New York John F Kennedy Intl

Thu 6/12

9:00 am-4:28 pm

1 stop8h 28m

Winnipeg

Tue 6/17

9:00 am-12:44 am

1 stop14h 44m

$325

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Thu 6/12

6:15 am-1:43 pm

1 stop8h 28m

Winnipeg

Tue 6/17

9:00 am-11:26 pm

1 stop13h 26m

$336

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Wed 5/21

6:15 am-12:25 pm

1 stop7h 10m

Winnipeg

Wed 5/28

1:20 pm-9:05 pm

1 stop6h 45m

$352

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Mon 6/30

7:20 am-3:31 pm

1 stop9h 11m

Winnipeg

Sat 7/5

1:40 pm-8:48 pm

1 stop6h 08m

$364

New YorkWinnipeg

JFK - YWG

JFKYWG

New York John F Kennedy Intl

Thu 7/10

6:55 am-5:38 pm

1 stop11h 43m

Winnipeg

Sun 7/13

5:00 am-3:15 pm

1 stop9h 15m

$413

NewarkWinnipeg

EWR - YWG

EWRYWG

Newark

Fri 6/20

10:00 am-6:00 pm

1 stop9h 00m

Winnipeg

Thu 6/26

6:55 pm-8:15 am

1 stop12h 20m

$428

New YorkWinnipeg

JFK - YWG

JFKYWG

New York John F Kennedy Intl

Sat 7/26

10:30 am-5:38 pm

1 stop8h 08m

Winnipeg

Wed 8/13

5:00 am-3:15 pm

1 stop9h 15m

$432

NewarkWinnipeg

EWR - YWG

EWRYWG

Newark

Tue 7/22

1:15 pm-11:25 pm

2 stops11h 10m

Winnipeg

Tue 7/29

6:45 am-11:13 pm

2 stops15h 28m

$442

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Thu 6/26

6:05 am-11:36 am

1 stop6h 31m

Winnipeg

Mon 6/30

5:42 pm-11:44 pm

1 stop5h 02m

$505

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/28

Showing 1-10 of 35 results
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Best time to book a flight from Connecticut to Winnipeg

Have a flexible travel schedule? Discover the best time to fly to Winnipeg from Connecticut 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 Connecticut to Winnipeg

Rainfall in Winnipeg by month

Plan your trip to Winnipeg by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Winnipeg ranges from 0.8 - 3.1 inches per month. June is typically the wettest month, when rainfall can reach 3.1 in. January is typically the driest time to visit Winnipeg when rainfall is around 0.8 in.

Temperature in Winnipeg by month

Plan your trip to Winnipeg by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Winnipeg, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 68.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 3.2 F).

Reviews of airlines servicing Winnipeg

Get insights into the airlines that provide service to Winnipeg. 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 Winnipeg. Reviews last updated April 30, 2025.
To help decide which airline to fly from Connecticut to Winnipeg, see what other customers have to say about Porter Airlines, Delta and United Airlines. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
8.0
Very good
285 reviews

Entertainment

7.0

Comfort

8.1

Food

7.6

Boarding

8.2

Overall

8.0

Crew

8.8

Reviews

1 / 18
10.0
Excellent

Anonymous,Apr 2025

MCO - YHZ

A good flight and the crew was very nice. Thank you
Porter Airlines
8.0
Very good
285 reviews
Porter Airlines
8.0
Very good
285 reviews

Entertainment

7.0

Comfort

8.1

Food

7.6

Boarding

8.2

Overall

8.0

Crew

8.8

Reviews

1 / 18
10.0
Excellent

Anonymous,Apr 2025

MCO - YHZ

A good flight and the crew was very nice. Thank you
Delta
8.0
Very good
7,936 reviews
Porter Airlines
8.0
Very good
285 reviews

Entertainment

7.0

Comfort

8.1

Food

7.6

Boarding

8.2

Overall

8.0

Crew

8.8

Reviews

1 / 18
10.0
Excellent

Anonymous,Apr 2025

MCO - YHZ

A good flight and the crew was very nice. Thank you
United Airlines
7.4
Good
8,696 reviews
Porter Airlines
8.0
Very good
285 reviews

Entertainment

7.0

Comfort

8.1

Food

7.6

Boarding

8.2

Overall

8.0

Crew

8.8

Reviews

1 / 18
10.0
Excellent

Anonymous,Apr 2025

MCO - YHZ

A good flight and the crew was very nice. Thank you
WestJet
7.2
Good
2,823 reviews
Porter Airlines
8.0
Very good
285 reviews

Entertainment

7.0

Comfort

8.1

Food

7.6

Boarding

8.2

Overall

8.0

Crew

8.8

Reviews

1 / 18
10.0
Excellent

Anonymous,Apr 2025

MCO - YHZ

A good flight and the crew was very nice. Thank you
Air Canada
7.0
Good
9,242 reviews
Porter Airlines
8.0
Very good
285 reviews

Entertainment

7.0

Comfort

8.1

Food

7.6

Boarding

8.2

Overall

8.0

Crew

8.8

Reviews

1 / 18
10.0
Excellent

Anonymous,Apr 2025

MCO - YHZ

A good flight and the crew was very nice. Thank you

Related info for your journey

Find useful and relevant information for your journey from Connecticut to Winnipeg. 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 into for flights to Winnipeg from Connecticut?

    If you book a flight to Winnipeg from Connecticut, you will be flying to Winnipeg, which is the city’s only airport. Winnipeg (YWG) is located 4.6 mi from the center of Winnipeg.

  • What are the cheapest airlines to fly from Connecticut to Winnipeg one-way?

    One-way options have recently been found by users for as low as $133 on Porter Airlines. Other airlines that offer cheap prices include United Airlines from $162 and Air Canada from $217 one-way.

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

    While some choose either New York John F Kennedy Intl - Winnipeg or New York LaGuardia - Winnipeg, Newark - Winnipeg is the most popular route from Connecticut to Winnipeg.

  • Can I find deals for flights from Connecticut to Winnipeg that include hotel bookings?

    Yes. In addition to deals on Connecticut to Winnipeg flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Connecticut to Winnipeg?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Connecticut to Winnipeg.

  • Can I find deals for business class flights from Connecticut to Winnipeg?

    Yes. Cheapflights offers flight deals from Connecticut to Winnipeg 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 Connecticut to Winnipeg?

    Currently, August is the cheapest month in which you can book a flight from Connecticut to Winnipeg (average of $358). Flying from Connecticut to Winnipeg in December is currently the most expensive (average of $501). 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

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Top airline flying from Connecticut to Winnipeg

Discover the top airline that operate flights from Connecticut to Winnipeg. 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 April 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$620Average$867FlexibilityNo cancel feeOn-timeN/A

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