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$81+ 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 12/5. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — YWG
Dec 16 — Dec 231
Tue 12/16
Tue 12/23
1 adult, Economy
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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 November 16, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/15. 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.
Sat 11/2210:30 pmEWR - YWG
1 stop17h 37mMultiple Airlines
Mon 12/19:00 pmYWG - EWR
2 stops27h 10mMultiple Airlines
Deal found 11/15$215
This Kiwi.com deal was found by Cheapflights users on 11/15. 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 12/317:51 amEWR - YWG
1 stop8h 16mMultiple Airlines
Wed 1/77:30 amYWG - EWR
1 stop16h 40mMultiple Airlines
Deal found 11/15$238
This Kiwi.com deal was found by Cheapflights users on 11/13. 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.
Sat 12/610:00 pmEWR - YWG
1 stop18h 07mMultiple Airlines
Mon 12/88:00 amYWG - EWR
1 stop9h 59mMultiple Airlines
Deal found 11/13$267
This Kiwi.com deal was found by Cheapflights users on 11/15. 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 12/316:20 amJFK - YWG
1 stop9h 47mMultiple Airlines
Wed 1/77:30 amYWG - JFK
1 stop16h 29mMultiple Airlines
Deal found 11/15$292
This Trip.com deal was found by Cheapflights users on 11/15. 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.
Wed 12/319:55 amLGA - YWG
1 stop6h 35mMultiple Airlines
Wed 1/77:30 amYWG - LGA
1 stop14h 44mMultiple Airlines
Deal found 11/15$301
This Trip.com deal was found by Cheapflights users on 11/13. 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.
Sat 12/69:55 amLGA - YWG
1 stop6h 35mPorter Airlines
Mon 12/812:10 pmYWG - LGA
1 stop8h 15mPorter Airlines
Deal found 11/13$313
This Trip.com deal was found by Cheapflights users on 11/13. 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 12/119:55 amLGA - YWG
1 stop6h 35mPorter Airlines
Thu 12/1812:10 pmYWG - LGA
1 stop8h 15mPorter Airlines
Deal found 11/13$319
This Kiwi.com deal was found by Cheapflights users on 11/13. 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 12/111:00 pmJFK - YWG
1 stop27h 07mMultiple Airlines
Thu 12/184:10 pmYWG - JFK
2 stops36h 20mMultiple Airlines
Deal found 11/13$362
This Air Canada deal was found by Cheapflights users on 11/14. 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.
Sat 12/610:05 amJFK - YWG
1 stop7h 30mAir Canada
Mon 12/85:30 amYWG - JFK
1 stop9h 39mAir Canada
Deal found 11/14$408
This Kiwi.com deal was found by Cheapflights users on 11/14. 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 11/1810:00 amJFK - YWG
1 stop30h 07mMultiple Airlines
Thu 11/207:30 amYWG - JFK
2 stops15h 54mMultiple Airlines
Deal found 11/14$462
This Trip.com deal was found by Cheapflights users on 11/14. 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 12/259:55 amLGA - YWG
1 stop6h 35mPorter Airlines
Mon 12/2912:10 pmYWG - LGA
1 stop8h 15mPorter Airlines
Deal found 11/14$467
This Porter Airlines deal was found by Cheapflights users on 11/15. 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/306:15 amLGA - YWG
1 stop10h 15mPorter Airlines
Tue 1/66:00 amYWG - LGA
1 stop9h 55mPorter Airlines
Deal found 11/15$477

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 November 16, 2025.

Round-trip from

$215
(Kiwi.com)

One-way from

$81
(Kiwi.com)

Popular in

November

Cheapest in

October

Average price

$1,315
From Connecticut to Winnipeg
Search Deals
One-way flight from Connecticut to Winnipeg
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($63 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($45 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

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 November 16, 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

Sat 11/22

10:30 pm-3:07 pm

1 stop17h 37m

Winnipeg

Mon 12/1

9:00 pm-1:10 am

2 stops27h 10m

$215

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Fri 1/16

6:29 am-3:07 pm

1 stop9h 38m

Winnipeg

Tue 1/20

9:00 pm-4:28 pm

2 stops18h 28m

$227

NewarkWinnipeg

EWR - YWG

EWRYWG

Newark

Wed 12/31

7:51 am-3:07 pm

1 stop8h 16m

Winnipeg

Wed 1/7

7:30 am-1:10 am

1 stop16h 40m

$239

NewarkWinnipeg

EWR - YWG

EWRYWG

Newark

Sat 12/6

10:00 pm-3:07 pm

1 stop18h 07m

Winnipeg

Mon 12/8

8:00 am-6:59 pm

1 stop9h 59m

$267

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Fri 1/16

6:29 am-3:07 pm

1 stop9h 38m

Winnipeg

Sat 1/17

7:05 pm-8:07 am

1 stop12h 02m

$292

New YorkWinnipeg

JFK - YWG

JFKYWG

New York John F Kennedy Intl

Wed 12/31

6:20 am-3:07 pm

1 stop9h 47m

Winnipeg

Wed 1/7

7:30 am-12:59 am

1 stop16h 29m

$292

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Wed 12/31

9:55 am-3:30 pm

1 stop6h 35m

Winnipeg

Wed 1/7

7:30 am-11:14 pm

1 stop14h 44m

$301

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Sat 12/6

9:55 am-3:30 pm

1 stop6h 35m

Winnipeg

Mon 12/8

12:10 pm-9:25 pm

1 stop8h 15m

$313

NewarkWinnipeg

EWR - YWG

EWRYWG

Newark

Fri 1/16

5:30 am-3:07 pm

1 stop10h 37m

Winnipeg

Tue 1/20

10:55 am-11:30 pm

2 stops35h 35m

$315

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Thu 12/11

9:55 am-3:30 pm

1 stop6h 35m

Winnipeg

Thu 12/18

12:10 pm-9:25 pm

1 stop8h 15m

$319

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/15

Showing 1-10 of 45 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
No data available for this route at this time. Please check back soon.

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.

  • How long is the flight from Connecticut to Winnipeg?

    For as low as $362, Porter Airlines can have you in Winnipeg from Connecticut in 5h 54m. Airlines will cover a distance of 1299 mi. This flight may include one or multiple stops.

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

    While some choose either Newark - Winnipeg or New York LaGuardia - Winnipeg, New York John F Kennedy Intl - 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.

See more FAQs

Traveling to a place near Winnipeg?

Book flights to Winnipeg if you plan to visit one of these locations
Portage la Prairie

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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 November 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$733Average$851FlexibilityNo cancel feeOn-timeN/A

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