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$168+ 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 2/23. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — YWG
Jan 27 — Feb 31
Tue 1/27
Tue 2/3
1 adult, Economy
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Cheap 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 December 28, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/26. 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 12/2711:10 amLGA - YWG
1 stop13h 34mWestJet
Sun 12/287:30 amYWG - LGA
1 stop6h 40mWestJet
Deal found 12/26$1,091
This Kiwi.com deal was found by Cheapflights users on 12/26. 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 12/2711:46 amEWR - YWG
1 stop12h 58mWestJet
Sun 12/2812:35 pmYWG - EWR
1 stop28h 18mWestJet
Deal found 12/26$1,290
This Kiwi.com deal was found by Cheapflights users on 12/26. 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 12/273:45 pmEWR - YWG
2 stops8h 50mMultiple Airlines
Sun 12/2812:35 pmYWG - EWR
1 stop28h 18mMultiple Airlines
Deal found 12/26$1,402
This oojo deal was found by Cheapflights users on 12/26. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/273:45 pmEWR - YWG
2 stops8h 50mPorter Airlines
Sun 12/284:25 pmYWG - EWR
2 stops16h 45mPorter Airlines
Deal found 12/26$1,504
This United Airlines deal was found by Cheapflights users on 12/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/278:05 amLGA - YWG
2 stops13h 46mUnited Airlines
Sun 12/287:05 amYWG - LGA
2 stops15h 38mUnited Airlines
Deal found 12/26$1,530
This FlightHub deal was found by Cheapflights users on 12/26. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/265:35 pmJFK - YWG
1 stop30h 06mWestJet
Sun 12/286:15 amYWG - JFK
1 stop9h 22mWestJet
Deal found 12/26$1,559
This Porter Airlines deal was found by Cheapflights users on 12/26. 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.
Fri 12/266:10 pmEWR - YWG
2 stops18h 03mPorter Airlines
Tue 12/304:25 pmYWG - EWR
2 stops16h 45mPorter Airlines
Deal found 12/26$2,170
This American Airlines deal was found by Cheapflights users on 12/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/277:59 amJFK - YWG
2 stops16h 36mAmerican Airlines
Sun 12/286:00 amYWG - JFK
2 stops15h 22mAmerican Airlines
Deal found 12/26$2,219
This WestJet deal was found by Cheapflights users on 12/26. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/265:35 pmJFK - YWG
1 stop30h 06mWestJet
Tue 12/304:10 pmYWG - JFK
1 stop23h 27mWestJet
Deal found 12/26$2,416
This Air Canada deal was found by Cheapflights users on 12/26. 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.
Fri 12/264:50 pmJFK - YWG
2 stops24h 45mAir Canada
Sun 12/287:05 pmYWG - JFK
1 stop26h 34mAir Canada
Deal found 12/26$2,746

Find flight deals from Connecticut to Winnipeg

Keep the following information in mind while searching for Connecticut to Winnipeg flight deals. Data was last updated December 28, 2025.

Round-trip from

$219
(Kiwi.com)

One-way from

$168
(United Airlines)
From Connecticut to Winnipeg
Search Deals
One-way flight from Connecticut to Winnipeg
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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 December 28, 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

Fri 2/6

6:20 am-12:40 am

2 stops19h 20m

Winnipeg

Mon 2/9

8:00 am-7:40 pm

1 stop10h 40m

$234

NewarkWinnipeg

EWR - YWG

EWRYWG

Newark

Fri 2/6

5:25 am-3:09 pm

1 stop10h 44m

Winnipeg

Mon 2/9

8:00 am-9:14 pm

1 stop12h 14m

$243

NewarkWinnipeg

EWR - YWG

EWRYWG

Newark

Tue 2/10

10:31 pm-3:09 pm

1 stop17h 38m

Winnipeg

Tue 2/17

4:10 pm-4:35 pm

2 stops23h 25m

$270

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Tue 2/10

6:20 am-12:40 am

2 stops19h 20m

Winnipeg

Tue 2/17

12:10 pm-8:00 pm

1 stop6h 50m

$275

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Sun 1/25

6:20 am-3:07 pm

1 stop9h 47m

Winnipeg

Sun 2/1

7:30 am-3:59 pm

1 stop7h 29m

$276

New YorkWinnipeg

JFK - YWG

JFKYWG

New York John F Kennedy Intl

Fri 2/6

6:10 am-3:09 pm

1 stop9h 59m

Winnipeg

Mon 2/9

9:00 pm-11:58 am

2 stops13h 58m

$330

NewarkWinnipeg

EWR - YWG

EWRYWG

Newark

Thu 2/12

6:00 pm-3:09 pm

1 stop22h 09m

Winnipeg

Tue 2/17

8:05 pm-9:15 am

1 stop12h 10m

$338

New YorkWinnipeg

JFK - YWG

JFKYWG

New York John F Kennedy Intl

Tue 2/10

10:05 am-4:35 pm

1 stop7h 30m

Winnipeg

Tue 2/17

7:05 am-10:39 pm

1 stop14h 34m

$345

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Thu 2/12

5:50 pm-11:35 pm

1 stop6h 45m

Winnipeg

Tue 2/17

9:00 pm-7:00 pm

3 stops21h 00m

$354

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Tue 3/24

6:30 am-7:09 pm

2 stops13h 39m

Winnipeg

Fri 3/27

8:20 pm-8:55 am

1 stop11h 35m

$360

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/26

Showing 1-10 of 33 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 $345, Air Canada can have you in Winnipeg from Connecticut in 7h 30m. 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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