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$94+ 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 2/11. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — YWG
Feb 10 — Feb 171
Tue 2/10
Tue 2/17
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 January 11, 2026.

Round-trip from

$212
(Kiwi.com)

One-way from

$94
(Kiwi.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 January 11, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/10. 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.
Sun 1/256:10 amJFK - YWG
1 stop9h 57mMultiple Airlines
Tue 2/39:00 pmYWG - JFK
2 stops13h 58mMultiple Airlines
Deal found 1/10$212
This Kiwi.com deal was found by Cheapflights users on 1/10. 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 1/286:10 amEWR - YWG
1 stop9h 57mMultiple Airlines
Fri 1/307:30 amYWG - EWR
1 stop15h 00mMultiple Airlines
Deal found 1/10$218
This Kiwi.com deal was found by Cheapflights users on 1/9. 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 1/275:40 pmEWR - YWG
1 stop22h 27mMultiple Airlines
Sat 1/318:20 pmYWG - EWR
1 stop16h 40mMultiple Airlines
Deal found 1/9$246
This Kiwi.com deal was found by Cheapflights users on 1/10. 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.
Sun 1/255:25 amEWR - YWG
1 stop10h 42mMultiple Airlines
Tue 2/38:05 pmYWG - EWR
1 stop12h 10mMultiple Airlines
Deal found 1/10$252
This Kiwi.com deal was found by Cheapflights users on 1/9. 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 1/286:25 amLGA - YWG
2 stops19h 16mMultiple Airlines
Fri 1/307:30 amYWG - LGA
1 stop12h 59mMultiple Airlines
Deal found 1/9$257
This Kiwi.com deal was found by Cheapflights users on 1/10. 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 1/286:25 amLGA - YWG
2 stops19h 16mMultiple Airlines
Sat 1/318:20 pmYWG - LGA
1 stop19h 35mMultiple Airlines
Deal found 1/10$265
This Kiwi.com deal was found by Cheapflights users on 1/10. 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 2/710:30 pmEWR - YWG
2 stops27h 10mMultiple Airlines
Sat 2/148:20 pmYWG - EWR
1 stop11h 55mMultiple Airlines
Deal found 1/10$273
This Kiwi.com deal was found by Cheapflights users on 1/8. 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 2/209:00 pmLGA - YWG
1 stop15h 32mMultiple Airlines
Fri 2/277:30 amYWG - LGA
1 stop14h 36mMultiple Airlines
Deal found 1/8$297
This Kiwi.com deal was found by Cheapflights users on 1/9. 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 3/2110:43 pmEWR - YWG
1 stop17h 26mMultiple Airlines
Tue 3/248:05 pmYWG - EWR
1 stop12h 10mMultiple Airlines
Deal found 1/9$297
This flugladen.de deal was found by Cheapflights users on 1/10. 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 flugladen.de is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/256:20 amLGA - YWG
1 stop9h 47mMultiple Airlines
Tue 2/312:10 pmYWG - LGA
1 stop6h 50mMultiple Airlines
Deal found 1/10$305
This Kiwi.com deal was found by Cheapflights users on 1/9. 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 3/213:20 pmLGA - YWG
1 stop24h 49mMultiple Airlines
Tue 3/248:05 pmYWG - LGA
1 stop11h 50mMultiple Airlines
Deal found 1/9$309
This deal was found by Cheapflights users on 1/10. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/89:00 amJFK - YWG
1 stop7h 04mAir Canada
Wed 5/132:00 pmYWG - JFK
1 stop7h 48mAir Canada
Deal found 1/10$312

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 January 11, 2026.
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

JFK - YWG

JFKYWG

New York John F Kennedy Intl

Sun 1/25

6:10 am-3:07 pm

1 stop9h 57m

Winnipeg

Tue 2/3

9:00 pm-11:58 am

2 stops13h 58m

$219

NewarkWinnipeg

EWR - YWG

EWRYWG

Newark

Wed 1/28

6:10 am-3:07 pm

1 stop9h 57m

Winnipeg

Fri 1/30

7:30 am-9:35 pm

1 stop13h 05m

$222

NewarkWinnipeg

EWR - YWG

EWRYWG

Newark

Tue 1/27

5:40 pm-3:07 pm

1 stop22h 27m

Winnipeg

Sat 1/31

8:20 pm-2:00 pm

1 stop16h 40m

$246

NewarkWinnipeg

EWR - YWG

EWRYWG

Newark

Sun 1/25

5:25 am-3:07 pm

1 stop10h 42m

Winnipeg

Tue 2/3

8:05 pm-9:15 am

1 stop12h 10m

$252

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Wed 1/28

6:25 am-12:41 am

2 stops19h 16m

Winnipeg

Fri 1/30

7:30 am-9:29 pm

1 stop12h 59m

$257

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Wed 1/28

6:25 am-12:41 am

2 stops19h 16m

Winnipeg

Sat 1/31

8:20 pm-4:55 pm

1 stop19h 35m

$265

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Fri 2/20

9:00 pm-11:32 am

1 stop15h 32m

Winnipeg

Fri 2/27

7:30 am-11:06 pm

1 stop14h 36m

$297

NewarkWinnipeg

EWR - YWG

EWRYWG

Newark

Sat 3/21

10:43 pm-3:09 pm

1 stop17h 26m

Winnipeg

Tue 3/24

8:05 pm-9:15 am

1 stop12h 10m

$297

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Sun 1/25

6:20 am-3:07 pm

1 stop9h 47m

Winnipeg

Tue 2/3

12:10 pm-8:00 pm

1 stop6h 50m

$305

NewarkWinnipeg

EWR - YWG

EWRYWG

Newark

Sat 2/7

10:19 pm-12:40 am

3 stops27h 21m

Winnipeg

Sat 2/14

8:20 pm-9:15 am

1 stop11h 55m

$308

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/8

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.

  • How long is the flight from Connecticut to Winnipeg?

    For as low as $330, Air Canada can have you in Winnipeg from Connecticut in 7h 30m. Airlines will cover a distance of 1299 mi.

  • 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.

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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