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$69+ 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 12/12. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — YWG
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
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 October 30, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/30. 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 12/36:20 amLGA - YWG
1 stop9h 47mMultiple Airlines
Wed 12/107:30 amYWG - LGA
1 stop7h 59mMultiple Airlines
Deal found 10/30$187
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 12/35:55 amEWR - YWG
1 stop10h 12mMultiple Airlines
Wed 12/107:30 amYWG - EWR
1 stop13h 05mMultiple Airlines
Deal found 10/30$187
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 12/36:10 amJFK - YWG
1 stop9h 57mMultiple Airlines
Wed 12/107:30 amYWG - JFK
1 stop16h 29mMultiple Airlines
Deal found 10/30$187
This Kiwi.com deal was found by Cheapflights users on 10/27. 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.
Wed 12/36:10 amJFK - YWG
1 stop9h 57mMultiple Airlines
Sat 12/69:00 pmYWG - JFK
2 stops26h 59mMultiple Airlines
Deal found 10/27$191
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 11/196:20 amJFK - YWG
1 stop9h 47mMultiple Airlines
Sat 11/229:00 pmYWG - JFK
2 stops26h 24mMultiple Airlines
Deal found 10/30$196
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 11/272:38 pmEWR - YWG
1 stop25h 29mMultiple Airlines
Thu 12/49:00 pmYWG - EWR
2 stops23h 30mMultiple Airlines
Deal found 10/30$214
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 12/1010:00 amJFK - YWG
2 stops15h 41mMultiple Airlines
Wed 1/217:30 amYWG - JFK
1 stop27h 30mMultiple Airlines
Deal found 10/30$221
This Kiwi.com deal was found by Cheapflights users on 10/28. 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.
Sat 11/810:00 amJFK - YWG
2 stops15h 41mMultiple Airlines
Sun 11/167:30 amYWG - JFK
1 stop24h 34mMultiple Airlines
Deal found 10/28$222
This Kiwi.com deal was found by Cheapflights users on 10/28. 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.
Sat 11/86:00 amEWR - YWG
2 stops19h 41mMultiple Airlines
Wed 11/197:30 amYWG - EWR
1 stop10h 43mMultiple Airlines
Deal found 10/28$225
This Kiwi.com deal was found by Cheapflights users on 10/28. 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.
Sat 11/86:21 amLGA - YWG
2 stops19h 20mMultiple Airlines
Wed 11/197:30 amYWG - LGA
1 stop14h 57mMultiple Airlines
Deal found 10/28$226
This Kiwi.com deal was found by Cheapflights users on 10/28. 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.
Sat 11/810:00 amJFK - YWG
2 stops15h 41mMultiple Airlines
Wed 11/197:30 amYWG - JFK
1 stop16h 03mMultiple Airlines
Deal found 10/28$226
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 11/196:24 amLGA - YWG
1 stop9h 43mMultiple Airlines
Sat 11/229:00 pmYWG - LGA
2 stops25h 08mMultiple Airlines
Deal found 10/30$240

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 October 30, 2025.

Round-trip from

$187
(Kiwi.com)

One-way from

$69
(Trip.com)

Popular in

November

Cheapest in

October

Average price

$533
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 October 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 October 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

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Wed 12/3

6:20 am-3:07 pm

1 stop9h 47m

Winnipeg

Wed 12/10

7:30 am-4:29 pm

1 stop7h 59m

$187

NewarkWinnipeg

EWR - YWG

EWRYWG

Newark

Wed 12/3

5:55 am-3:07 pm

1 stop10h 12m

Winnipeg

Wed 12/10

7:30 am-9:35 pm

1 stop13h 05m

$187

New YorkWinnipeg

JFK - YWG

JFKYWG

New York John F Kennedy Intl

Wed 12/3

6:10 am-3:07 pm

1 stop9h 57m

Winnipeg

Sat 12/6

9:00 pm-12:59 am

2 stops26h 59m

$191

New YorkWinnipeg

JFK - YWG

JFKYWG

New York John F Kennedy Intl

Wed 11/19

6:20 am-3:07 pm

1 stop9h 47m

Winnipeg

Sat 11/22

9:00 pm-12:24 am

2 stops26h 24m

$196

New YorkWinnipeg

JFK - YWG

JFKYWG

New York John F Kennedy Intl

Wed 12/10

10:00 am-12:41 am

2 stops15h 41m

Winnipeg

Wed 1/21

7:30 am-12:45 am

1 stop16h 15m

$226

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Wed 11/19

6:24 am-3:07 pm

1 stop9h 43m

Winnipeg

Sat 11/22

9:00 pm-11:08 pm

2 stops25h 08m

$240

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Wed 12/10

6:20 am-3:07 pm

1 stop9h 47m

Winnipeg

Wed 1/21

7:30 am-9:27 pm

1 stop12h 57m

$242

New YorkWinnipeg

JFK - YWG

JFKYWG

New York John F Kennedy Intl

Wed 1/7

10:00 am-12:41 am

2 stops15h 41m

Winnipeg

Wed 2/25

7:30 am-12:45 am

1 stop16h 15m

$257

New YorkWinnipeg

JFK - YWG

JFKYWG

New York John F Kennedy Intl

Sun 1/18

6:10 am-3:07 pm

1 stop9h 57m

Winnipeg

Mon 1/26

9:00 pm-12:00 pm

2 stops14h 00m

$270

New YorkWinnipeg

JFK - YWG

JFKYWG

New York John F Kennedy Intl

Sat 1/10

6:10 am-12:41 am

2 stops19h 31m

Winnipeg

Fri 2/27

7:30 am-12:45 am

1 stop16h 15m

$284

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

Showing 1-10 of 47 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.

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

    While some choose either New York LaGuardia - Winnipeg or Newark - 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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$733Average$851FlexibilityNo cancel feeOn-timeN/A

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