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$89+ 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 10/22. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — YWG
oct. 16 — oct. 231
jue. 10/16
jue. 10/23
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 septiembre 16, 2025.

Round-trip from

$214
(Kiwi.com)

One-way from

$89
(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 septiembre 16, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/14. 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.
mié. 10/296:29 amLGA - YWG
1 stop9h 38mMultiple Airlines
mié. 11/57:30 amYWG - LGA
1 stop14h 57mMultiple Airlines
Deal found 9/14$215
This Kiwi.com deal was found by Cheapflights users on 9/14. 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.
mié. 10/295:59 amEWR - YWG
1 stop10h 08mMultiple Airlines
mié. 11/57:30 amYWG - EWR
1 stop16h 04mMultiple Airlines
Deal found 9/14$233
This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
mié. 10/2211:26 amEWR - YWG
1 stop29h 56mMultiple Airlines
mié. 10/297:30 amYWG - EWR
1 stop16h 36mMultiple Airlines
Deal found 9/16$246
This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
jue. 10/165:15 amEWR - YWG
1 stop12h 07mMultiple Airlines
jue. 10/239:00 amYWG - EWR
1 stop24h 10mMultiple Airlines
Deal found 9/16$248
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
mié. 10/155:59 pmLGA - YWG
1 stop23h 23mMultiple Airlines
mié. 10/229:05 pmYWG - LGA
2 stops24h 39mMultiple Airlines
Deal found 9/15$277
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
jue. 10/165:15 amEWR - YWG
1 stop12h 07mMultiple Airlines
mié. 10/226:30 amYWG - EWR
1 stop11h 15mMultiple Airlines
Deal found 9/15$279
This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
jue. 10/165:15 amEWR - YWG
1 stop12h 07mMultiple Airlines
lun. 10/208:10 pmYWG - EWR
2 stops15h 20mMultiple Airlines
Deal found 9/16$284
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
jue. 10/169:00 amJFK - YWG
1 stop8h 22mMultiple Airlines
mié. 10/2212:30 pmYWG - JFK
2 stops16h 00mMultiple Airlines
Deal found 9/15$286
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
mié. 10/295:15 amEWR - YWG
1 stop10h 52mMultiple Airlines
jue. 11/68:20 pmYWG - EWR
1 stop11h 55mMultiple Airlines
Deal found 9/15$289
This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
jue. 10/169:00 amJFK - YWG
1 stop8h 22mMultiple Airlines
lun. 10/209:00 amYWG - JFK
2 stops24h 24mMultiple Airlines
Deal found 9/16$292
This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
jue. 10/169:00 amJFK - YWG
1 stop8h 22mMultiple Airlines
jue. 10/239:00 amYWG - JFK
1 stop14h 33mMultiple Airlines
Deal found 9/16$294
This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
vie. 12/126:00 amEWR - YWG
1 stop10h 07mMultiple Airlines
lun. 12/158:00 amYWG - EWR
1 stop15h 56mMultiple Airlines
Deal found 9/16$295

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 septiembre 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

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

mié. 10/29

6:29 am-3:07 pm

1 stop9h 38m

Winnipeg

mié. 11/5

7:30 am-11:27 pm

1 stop14h 57m

$215

NewarkWinnipeg

EWR - YWG

EWRYWG

Newark

mié. 10/29

5:59 am-3:07 pm

1 stop10h 08m

Winnipeg

mié. 11/5

7:30 am-12:34 am

1 stop16h 04m

$233

NewarkWinnipeg

EWR - YWG

EWRYWG

Newark

jue. 10/16

5:15 am-4:22 pm

1 stop12h 07m

Winnipeg

jue. 10/23

9:00 am-9:40 pm

2 stops11h 40m

$263

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

mié. 10/15

5:59 pm-4:22 pm

1 stop23h 23m

Winnipeg

mié. 10/22

9:05 pm-10:44 pm

2 stops24h 39m

$277

NewarkWinnipeg

EWR - YWG

EWRYWG

Newark

vie. 10/31

5:59 am-3:07 pm

1 stop10h 08m

Winnipeg

jue. 11/6

8:20 pm-8:15 am

1 stop10h 55m

$280

NewarkWinnipeg

EWR - YWG

EWRYWG

Newark

jue. 10/16

5:15 am-4:22 pm

1 stop12h 07m

Winnipeg

mié. 10/22

5:10 pm-12:30 pm

2 stops18h 20m

$281

NewarkWinnipeg

EWR - YWG

EWRYWG

Newark

jue. 10/16

5:15 am-4:22 pm

1 stop12h 07m

Winnipeg

lun. 10/20

8:10 pm-12:30 pm

2 stops15h 20m

$284

New YorkWinnipeg

JFK - YWG

JFKYWG

New York John F Kennedy Intl

jue. 10/16

9:00 am-4:22 pm

1 stop8h 22m

Winnipeg

jue. 10/23

9:00 am-12:33 am

1 stop14h 33m

$294

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

mié. 10/29

6:29 am-3:07 pm

1 stop9h 38m

Winnipeg

jue. 11/6

8:20 pm-8:55 am

1 stop11h 35m

$296

NewarkWinnipeg

EWR - YWG

EWRYWG

Newark

vie. 10/17

5:15 am-4:22 pm

1 stop12h 07m

Winnipeg

mar. 10/21

6:30 am-6:45 pm

1 stop11h 15m

$296

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

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.

  • 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.

  • 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

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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