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$97+ 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 5/3. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — YWG
Mar 12 — Mar 191
Thu 3/12
Thu 3/19
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 February 10, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/10. 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.
Tue 3/1010:30 pm
EWR
-
YWG
1 stop17h 39m
Multiple Airlines
Tue 3/178:00 am
YWG
-
EWR
1 stop24h 01m
Multiple Airlines
Deal found 2/10$274
This Kiwi.com deal was found by Cheapflights users on 2/6. 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 4/225:59 am
EWR
-
YWG
1 stop10h 10m
Multiple Airlines
Tue 4/289:05 pm
YWG
-
EWR
2 stops23h 24m
Multiple Airlines
Deal found 2/6$276
This Kiwi.com deal was found by Cheapflights users on 2/9. 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 3/1010:30 pm
EWR
-
YWG
1 stop17h 39m
Multiple Airlines
Sun 3/157:30 am
YWG
-
EWR
1 stop23h 21m
Multiple Airlines
Deal found 2/9$281
This Kiwi.com deal was found by Cheapflights users on 2/10. 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.
Tue 3/108:30 pm
LGA
-
YWG
1 stop19h 39m
Multiple Airlines
Tue 3/178:00 am
YWG
-
LGA
1 stop8h 32m
Multiple Airlines
Deal found 2/10$282
This Kiwi.com deal was found by Cheapflights users on 2/9. 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 3/108:30 pm
LGA
-
YWG
1 stop19h 39m
Multiple Airlines
Thu 3/1212:20 pm
YWG
-
LGA
1 stop6h 40m
Multiple Airlines
Deal found 2/9$319
This Kiwi.com deal was found by Cheapflights users on 2/9. 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.
Thu 3/199:55 am
LGA
-
YWG
1 stop10h 14m
Multiple Airlines
Mon 3/238:00 am
YWG
-
LGA
1 stop25h 00m
Multiple Airlines
Deal found 2/9$331
This Kiwi.com deal was found by Cheapflights users on 2/9. 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.
Mon 3/303:45 pm
EWR
-
YWG
2 stops9h 54m
Multiple Airlines
Wed 4/17:30 am
YWG
-
EWR
1 stop14h 59m
Multiple Airlines
Deal found 2/9$334
This Trip.com deal was found by Cheapflights users on 2/8. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/109:55 am
LGA
-
YWG
1 stop6h 35m
Porter Airlines
Thu 3/1212:10 pm
YWG
-
LGA
1 stop6h 50m
Porter Airlines
Deal found 2/8$338
This FlightHub deal was found by Cheapflights users on 2/9. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/309:55 am
LGA
-
YWG
1 stop6h 35m
Porter Airlines
Sat 5/99:20 am
YWG
-
LGA
1 stop6h 35m
Porter Airlines
Deal found 2/9$341
This FlightHub deal was found by Cheapflights users on 2/7. 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.
Tue 3/39:55 am
LGA
-
YWG
1 stop6h 35m
Porter Airlines
Fri 3/612:10 pm
YWG
-
LGA
1 stop6h 50m
Porter Airlines
Deal found 2/7$344
This Gotogate deal was found by Cheapflights users on 2/7. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/269:55 am
LGA
-
YWG
1 stop6h 35m
Multiple Airlines
Wed 3/41:45 pm
YWG
-
LGA
1 stop6h 48m
Multiple Airlines
Deal found 2/7$347
This Kiwi.com deal was found by Cheapflights users on 2/8. 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.
Wed 3/256:10 am
EWR
-
YWG
1 stop9h 59m
Multiple Airlines
Wed 4/17:30 am
YWG
-
EWR
1 stop14h 59m
Multiple Airlines
Deal found 2/8$351

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 February 10, 2026.

Round-trip from

$274
(Kiwi.com)

One-way from

$97
(Kiwi.com)
From Connecticut to Winnipeg
Search Deals
One-way flight from Connecticut to Winnipeg
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 February 10, 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

NewarkWinnipeg

EWR - YWG

EWRYWG

Newark

Tue 3/10

10:30 pm-3:09 pm

1 stop17h 39m

Winnipeg

Tue 3/17

8:00 am-9:01 am

1 stop24h 01m

$274

NewarkWinnipeg

EWR - YWG

EWRYWG

Newark

Tue 3/10

10:30 pm-3:09 pm

1 stop17h 39m

Winnipeg

Sun 3/15

7:30 am-7:51 am

1 stop23h 21m

$281

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Tue 3/10

8:30 pm-3:09 pm

1 stop19h 39m

Winnipeg

Tue 3/17

8:00 am-5:32 pm

1 stop8h 32m

$282

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Thu 3/19

9:55 am-7:09 pm

1 stop10h 14m

Winnipeg

Mon 3/23

8:00 am-10:00 am

1 stop25h 00m

$331

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Tue 3/10

9:55 am-3:30 pm

1 stop6h 35m

Winnipeg

Thu 3/12

12:10 pm-8:00 pm

1 stop6h 50m

$338

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Thu 4/30

9:55 am-3:30 pm

1 stop6h 35m

Winnipeg

Sat 5/9

9:20 am-4:55 pm

1 stop6h 35m

$341

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Thu 2/26

9:55 am-3:30 pm

1 stop6h 35m

Winnipeg

Wed 3/4

1:45 pm-9:33 pm

1 stop6h 48m

$347

NewarkWinnipeg

EWR - YWG

EWRYWG

Newark

Wed 3/25

6:10 am-3:09 pm

1 stop9h 59m

Winnipeg

Wed 4/1

7:30 am-11:29 pm

1 stop14h 59m

$351

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Thu 5/14

9:55 am-5:15 pm

1 stop8h 20m

Winnipeg

Mon 5/18

9:05 pm-5:30 pm

2 stops19h 25m

$356

New YorkWinnipeg

JFK - YWG

JFKYWG

New York John F Kennedy Intl

Thu 4/30

5:30 pm-5:25 pm

1 stop24h 55m

Winnipeg

Sat 5/9

6:00 am-4:35 pm

1 stop9h 35m

$366

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/10

Showing 1-10 of 51 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 $338, Porter Airlines can have you in Winnipeg from Connecticut in 6h 35m. Airlines will cover a distance of 1289 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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