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$106+ 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 10/5. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — YWG
jun. 17 — jun. 241
mar. 6/17
mar. 6/24
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 junio 12, 2025.

Round-trip from

$312
(Kiwi.com)

One-way from

$114
(Kiwi.com)
From Connecticut to Winnipeg
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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 junio 12, 2025.

This Kiwi.com deal was found by Cheapflights users on 6/10. 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.
jue. 8/215:55 amEWR - YWG
1 stop11h 28mMultiple Airlines
lun. 8/259:05 pmYWG - EWR
2 stops14h 13mMultiple Airlines
Deal found 6/10$312
This Air Canada deal was found by Cheapflights users on 6/10. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 7/196:55 pmLGA - YWG
1 stop5h 33mAir Canada
vie. 7/2511:15 amYWG - LGA
1 stop7h 16mAir Canada
Deal found 6/10$366
This Trip.com deal was found by Cheapflights users on 6/9. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 6/246:15 amLGA - YWG
1 stop5h 35mPorter Airlines
mié. 7/306:10 amYWG - LGA
1 stop9h 20mPorter Airlines
Deal found 6/9$367
This Mytrip deal was found by Cheapflights users on 6/11. 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. 7/149:24 pmLGA - YWG
3 stops28h 07mMultiple Airlines
sáb. 7/196:10 amYWG - LGA
1 stop9h 20mMultiple Airlines
Deal found 6/11$369
This United Airlines deal was found by Cheapflights users on 6/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 7/117:20 amLGA - YWG
1 stop9h 11mUnited Airlines
sáb. 7/197:00 amYWG - LGA
1 stop15h 22mUnited Airlines
Deal found 6/10$374
This Air Canada deal was found by Cheapflights users on 6/10. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 8/139:00 amJFK - YWG
1 stop7h 09mAir Canada
sáb. 8/165:15 pmYWG - JFK
1 stop15h 35mAir Canada
Deal found 6/10$390
This Delta deal was found by Cheapflights users on 6/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 8/107:55 amLGA - YWG
1 stop9h 55mDelta
vie. 8/2212:43 pmYWG - LGA
1 stop10h 01mDelta
Deal found 6/11$428
This Delta deal was found by Cheapflights users on 6/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 7/227:30 amJFK - YWG
1 stop10h 20mDelta
vie. 8/112:26 pmYWG - JFK
1 stop10h 28mDelta
Deal found 6/11$428
This Kiwi.com deal was found by Cheapflights users on 6/12. 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. 10/11:15 pmEWR - YWG
1 stop8h 31mPorter Airlines
dom. 10/511:45 amYWG - EWR
2 stops8h 10mPorter Airlines
Deal found 6/12$434
This Mytrip deal was found by Cheapflights users on 6/11. 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.
sáb. 10/1110:45 amJFK - YWG
2 stops28h 45mMultiple Airlines
jue. 10/167:00 pmYWG - JFK
1 stop20h 32mMultiple Airlines
Deal found 6/11$439
This Mytrip deal was found by Cheapflights users on 6/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 7/310:45 amJFK - YWG
1 stop23h 10mFlair Airlines
lun. 7/79:40 amYWG - JFK
1 stop23h 20mFlair Airlines
Deal found 6/10$468
This Air Canada deal was found by Cheapflights users on 6/11. 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.
jue. 9/1111:00 amEWR - YWG
1 stop6h 15mAir Canada
vie. 9/195:00 amYWG - EWR
1 stop7h 06mAir Canada
Deal found 6/11$536

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 junio 12, 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

NewarkWinnipeg

EWR - YWG

EWRYWG

Newark

jue. 8/21

5:55 am-4:23 pm

1 stop11h 28m

Winnipeg

lun. 8/25

9:05 pm-12:18 pm

2 stops14h 13m

$312

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

sáb. 7/19

6:55 pm-11:28 pm

1 stop5h 33m

Winnipeg

vie. 7/25

11:15 am-7:31 pm

1 stop7h 16m

$366

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

mar. 6/24

6:15 am-10:50 am

1 stop5h 35m

Winnipeg

mié. 7/30

6:10 am-4:30 pm

1 stop9h 20m

$367

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

lun. 7/14

9:24 pm-12:31 am

3 stops28h 07m

Winnipeg

sáb. 7/19

6:10 am-4:30 pm

1 stop9h 20m

$369

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

vie. 7/11

7:20 am-3:31 pm

1 stop9h 11m

Winnipeg

sáb. 7/19

7:00 am-11:22 pm

1 stop15h 22m

$374

New YorkWinnipeg

JFK - YWG

JFKYWG

New York John F Kennedy Intl

mié. 8/13

9:00 am-3:09 pm

1 stop7h 09m

Winnipeg

sáb. 8/16

5:15 pm-9:50 am

1 stop15h 35m

$390

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

dom. 8/10

7:55 am-4:50 pm

1 stop9h 55m

Winnipeg

vie. 8/22

12:43 pm-11:44 pm

1 stop10h 01m

$428

New YorkWinnipeg

JFK - YWG

JFKYWG

New York John F Kennedy Intl

mar. 7/22

7:30 am-4:50 pm

1 stop10h 20m

Winnipeg

vie. 8/1

12:26 pm-11:54 pm

1 stop10h 28m

$428

NewarkWinnipeg

EWR - YWG

EWRYWG

Newark

mié. 10/1

1:15 pm-8:46 pm

1 stop8h 31m

Winnipeg

dom. 10/5

11:45 am-8:55 pm

2 stops8h 10m

$434

New YorkWinnipeg

JFK - YWG

JFKYWG

New York John F Kennedy Intl

sáb. 10/11

10:45 am-2:30 pm

2 stops28h 45m

Winnipeg

jue. 10/16

7:00 pm-4:32 pm

1 stop20h 32m

$439

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

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

Rainfall in Winnipeg by month

Plan your trip to Winnipeg by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Winnipeg ranges from 0.8 - 3.1 inches per month. June is typically the wettest month, when rainfall can reach 3.1 in. January is typically the driest time to visit Winnipeg when rainfall is around 0.8 in.

Temperature in Winnipeg by month

Plan your trip to Winnipeg by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Winnipeg, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 68.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 3.2 F).

Reviews of airlines servicing Winnipeg

Get insights into the airlines that provide service to Winnipeg. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Winnipeg. Reviews last updated junio 12, 2025.
To help decide which airline to fly from Connecticut to Winnipeg, see what other customers have to say about Porter Airlines, Delta and United Airlines. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
8.0
Very good
288 reviews

Food

7.6

Boarding

8.2

Entertainment

7.0

Overall

8.0

Comfort

8.1

Crew

8.7

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!
Porter Airlines
8.0
Very good
288 reviews
Porter Airlines
8.0
Very good
288 reviews

Food

7.6

Boarding

8.2

Entertainment

7.0

Overall

8.0

Comfort

8.1

Crew

8.7

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!
Delta
8.0
Very good
7,950 reviews
Porter Airlines
8.0
Very good
288 reviews

Food

7.6

Boarding

8.2

Entertainment

7.0

Overall

8.0

Comfort

8.1

Crew

8.7

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!
United Airlines
7.4
Good
8,790 reviews
Porter Airlines
8.0
Very good
288 reviews

Food

7.6

Boarding

8.2

Entertainment

7.0

Overall

8.0

Comfort

8.1

Crew

8.7

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!
WestJet
7.2
Good
2,868 reviews
Porter Airlines
8.0
Very good
288 reviews

Food

7.6

Boarding

8.2

Entertainment

7.0

Overall

8.0

Comfort

8.1

Crew

8.7

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!
Air Canada
7.1
Good
9,531 reviews
Porter Airlines
8.0
Very good
288 reviews

Food

7.6

Boarding

8.2

Entertainment

7.0

Overall

8.0

Comfort

8.1

Crew

8.7

Reviews

1 / 20
4.0
Okay

Mary,Jun 2025

FLL - YYZ

Fort Lauderdale staff was not helpful at all to try to accommodate my husband and myself to sit together. Also very surprised to get charged USD53 for each of our checked luggage, as when we booked the tickets online, the website indicated that our first checked luggage will be charged CAD50!! Very misleading!!!

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 cheapest airlines to fly from Connecticut to Winnipeg one-way?

    One-way options have recently been found by users for as low as $138 on Porter Airlines. Other airlines that offer cheap prices include United Airlines from $160 and Air Canada from $174 one-way.

  • 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 $497). 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

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Alternative routes for Connecticut to Winnipeg

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Connecticut to Winnipeg

Discover the top airline that operate flights from Connecticut to Winnipeg. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated junio 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$733Average$867FlexibilityNo cancel feeOn-timeN/A

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