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$76+ 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 12/2. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — YWG
dic. 25 — ene. 11
jue. 12/25
jue. 1/1
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 noviembre 25, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/24. 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. 12/126:15 amJFK - YWG
1 stop9h 52mMultiple Airlines
lun. 12/159:00 pmYWG - JFK
2 stops14h 00mMultiple Airlines
Deal found 11/24$192
This Kiwi.com deal was found by Cheapflights users on 11/24. 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. 12/126:20 amLGA - YWG
1 stop9h 47mMultiple Airlines
lun. 12/158:00 amYWG - LGA
1 stop14h 42mMultiple Airlines
Deal found 11/24$211
This Kiwi.com deal was found by Cheapflights users on 11/24. 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. 12/125:15 amEWR - YWG
1 stop10h 52mMultiple Airlines
lun. 12/158:00 amYWG - EWR
1 stop14h 52mMultiple Airlines
Deal found 11/24$211
This Kiwi.com deal was found by Cheapflights users on 11/24. 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. 12/55:15 amEWR - YWG
1 stop10h 52mMultiple Airlines
lun. 12/89:00 pmYWG - EWR
2 stops22h 31mMultiple Airlines
Deal found 11/24$219
This Kiwi.com deal was found by Cheapflights users on 11/24. 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. 12/55:15 amEWR - YWG
1 stop10h 52mMultiple Airlines
mar. 12/99:00 pmYWG - EWR
2 stops23h 35mMultiple Airlines
Deal found 11/24$225
This Kiwi.com deal was found by Cheapflights users on 11/22. 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. 12/36:20 amLGA - YWG
1 stop9h 47mMultiple Airlines
jue. 1/299:00 pmYWG - LGA
2 stops18h 28mMultiple Airlines
Deal found 11/22$228
This Kiwi.com deal was found by Cheapflights users on 11/22. 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. 12/36:10 amJFK - YWG
1 stop9h 57mMultiple Airlines
jue. 1/299:00 pmYWG - JFK
2 stops13h 58mMultiple Airlines
Deal found 11/22$228
This Kiwi.com deal was found by Cheapflights users on 11/24. 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. 12/56:20 amLGA - YWG
1 stop9h 47mMultiple Airlines
lun. 12/89:00 pmYWG - LGA
2 stops18h 29mMultiple Airlines
Deal found 11/24$277
This Kiwi.com deal was found by Cheapflights users on 11/24. 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. 12/56:15 amJFK - YWG
1 stop9h 52mMultiple Airlines
lun. 12/89:00 pmYWG - JFK
2 stops14h 00mMultiple Airlines
Deal found 11/24$277
This Mytrip deal was found by Cheapflights users on 11/25. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/812:59 pmLGA - YWG
3 stops35h 51mMultiple Airlines
vie. 12/127:30 amYWG - LGA
2 stops15h 12mMultiple Airlines
Deal found 11/25$365
This Kiwi.com deal was found by Cheapflights users on 11/24. 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.
sáb. 12/205:30 amLGA - YWG
2 stops44h 53mMultiple Airlines
mié. 1/147:30 amYWG - LGA
1 stop7h 59mMultiple Airlines
Deal found 11/24$410
This Kiwi.com deal was found by Cheapflights users on 11/24. 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. 12/266:20 amJFK - YWG
1 stop9h 47mMultiple Airlines
lun. 1/58:05 pmYWG - JFK
2 stops36h 55mMultiple Airlines
Deal found 11/24$417

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 noviembre 25, 2025.

Round-trip from

$192
(Kiwi.com)

One-way from

$85
(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 noviembre 25, 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

vie. 12/12

6:20 am-3:07 pm

1 stop9h 47m

Winnipeg

lun. 12/15

8:00 am-11:42 pm

1 stop14h 42m

$211

NewarkWinnipeg

EWR - YWG

EWRYWG

Newark

vie. 12/12

5:15 am-3:07 pm

1 stop10h 52m

Winnipeg

lun. 12/15

9:00 pm-8:31 pm

2 stops22h 31m

$217

New YorkWinnipeg

JFK - YWG

JFKYWG

New York John F Kennedy Intl

vie. 1/9

6:25 am-3:07 pm

1 stop9h 42m

Winnipeg

jue. 1/15

9:00 pm-11:59 am

2 stops13h 59m

$218

New YorkWinnipeg

JFK - YWG

JFKYWG

New York John F Kennedy Intl

vie. 1/9

6:25 am-3:07 pm

1 stop9h 42m

Winnipeg

mar. 1/13

9:00 pm-11:59 am

2 stops13h 59m

$218

NewarkWinnipeg

EWR - YWG

EWRYWG

Newark

vie. 12/5

5:15 am-3:07 pm

1 stop10h 52m

Winnipeg

lun. 12/8

9:00 pm-8:31 pm

2 stops22h 31m

$219

New YorkWinnipeg

JFK - YWG

JFKYWG

New York John F Kennedy Intl

dom. 1/11

6:25 am-3:07 pm

1 stop9h 42m

Winnipeg

jue. 1/15

9:00 pm-11:59 am

2 stops13h 59m

$223

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

jue. 1/8

8:30 pm-3:07 pm

1 stop19h 37m

Winnipeg

mié. 1/14

7:30 am-4:29 pm

1 stop7h 59m

$230

NewarkWinnipeg

EWR - YWG

EWRYWG

Newark

vie. 12/5

10:00 pm-10:41 pm

3 stops25h 41m

Winnipeg

mar. 12/9

9:00 pm-8:31 pm

2 stops22h 31m

$260

NewarkWinnipeg

EWR - YWG

EWRYWG

Newark

dom. 1/18

6:00 am-3:07 pm

1 stop10h 07m

Winnipeg

mar. 1/27

5:00 am-4:30 pm

1 stop10h 30m

$273

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

jue. 1/8

8:30 pm-3:07 pm

1 stop19h 37m

Winnipeg

jue. 1/15

5:00 am-4:55 pm

1 stop10h 55m

$279

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/22

Showing 1-10 of 43 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 $341, 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 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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