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$98+ 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 9/9. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — YWG
Jul 7 — Jul 141
Mon 7/7
Mon 7/14
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 July 2, 2025.

Round-trip from

$281
(Kiwi.com)

One-way from

$98
(Trip.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 July 2, 2025.

This Kiwi.com deal was found by Cheapflights users on 7/1. 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.
Fri 10/175:55 amEWR - YWG
1 stop11h 27mMultiple Airlines
Wed 10/229:00 amYWG - EWR
1 stop14h 34mMultiple Airlines
Deal found 7/1$267
This Kiwi.com deal was found by Cheapflights users on 6/29. 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 9/236:15 amLGA - YWG
1 stop8h 28mMultiple Airlines
Wed 9/249:00 amYWG - LGA
2 stops12h 00mMultiple Airlines
Deal found 6/29$386
This Trip.com deal was found by Cheapflights users on 7/1. 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.
Fri 8/156:15 amLGA - YWG
1 stop5h 35mPorter Airlines
Fri 8/226:10 amYWG - LGA
1 stop9h 20mPorter Airlines
Deal found 7/1$387
This Mytrip deal was found by Cheapflights users on 7/1. 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.
Fri 10/175:30 pmJFK - YWG
1 stop19h 11mMultiple Airlines
Wed 10/225:10 pmYWG - JFK
1 stop15h 50mMultiple Airlines
Deal found 7/1$398
This oojo deal was found by Cheapflights users on 7/1. 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.
Thu 9/115:30 pmJFK - YWG
1 stop19h 11mWestJet
Fri 9/196:30 amYWG - JFK
1 stop9h 02mWestJet
Deal found 7/1$406
This Air Canada deal was found by Cheapflights users on 6/30. 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.
Thu 8/146:00 amLGA - YWG
1 stop5h 38mAir Canada
Sun 8/2412:00 pmYWG - LGA
1 stop6h 31mAir Canada
Deal found 6/30$409
This United Airlines deal was found by Cheapflights users on 7/2. 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 7/124:25 pmLGA - YWG
1 stop7h 08mUnited Airlines
Tue 7/227:00 amYWG - LGA
1 stop13h 20mUnited Airlines
Deal found 7/2$417
This Delta deal was found by Cheapflights users on 7/2. 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.
Fri 7/117:30 amJFK - YWG
1 stop10h 20mDelta
Fri 7/1812:26 pmYWG - JFK
1 stop10h 28mDelta
Deal found 7/2$417
This Air Canada deal was found by Cheapflights users on 7/1. 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.
Wed 8/206:55 amJFK - YWG
1 stop8h 08mAir Canada
Thu 8/218:10 pmYWG - JFK
1 stop12h 40mAir Canada
Deal found 7/1$440
This United Airlines deal was found by Cheapflights users on 6/29. 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.
Tue 9/26:55 amJFK - YWG
1 stop8h 01mUnited Airlines
Tue 9/91:35 pmYWG - JFK
1 stop8h 12mUnited Airlines
Deal found 6/29$459
This Mytrip deal was found by Cheapflights users on 7/1. 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.
Tue 7/2210:45 amJFK - YWG
1 stop6h 40mFlair Airlines
Sat 7/265:10 pmYWG - JFK
1 stop15h 50mFlair Airlines
Deal found 7/1$518

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 July 2, 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

Fri 10/17

5:55 am-4:22 pm

1 stop11h 27m

Winnipeg

Wed 10/22

9:00 am-12:34 am

1 stop14h 34m

$267

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Tue 9/23

6:15 am-1:43 pm

1 stop8h 28m

Winnipeg

Wed 9/24

9:00 am-10:00 pm

2 stops12h 00m

$386

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Fri 8/15

6:15 am-10:50 am

1 stop5h 35m

Winnipeg

Fri 8/22

6:10 am-4:30 pm

1 stop9h 20m

$387

New YorkWinnipeg

JFK - YWG

JFKYWG

New York John F Kennedy Intl

Fri 10/17

5:30 pm-11:41 am

1 stop19h 11m

Winnipeg

Wed 10/22

5:10 pm-10:00 am

1 stop15h 50m

$398

New YorkWinnipeg

JFK - YWG

JFKYWG

New York John F Kennedy Intl

Thu 9/11

5:30 pm-11:41 am

1 stop19h 11m

Winnipeg

Fri 9/19

6:30 am-4:32 pm

1 stop9h 02m

$406

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Thu 8/14

6:00 am-10:38 am

1 stop5h 38m

Winnipeg

Sun 8/24

12:00 pm-7:31 pm

1 stop6h 31m

$409

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Sat 7/12

4:25 pm-10:33 pm

1 stop7h 08m

Winnipeg

Tue 7/22

7:00 am-9:20 pm

1 stop13h 20m

$417

New YorkWinnipeg

JFK - YWG

JFKYWG

New York John F Kennedy Intl

Sat 7/12

7:30 am-4:50 pm

1 stop10h 20m

Winnipeg

Tue 7/22

12:26 pm-11:54 pm

1 stop10h 28m

$434

New YorkWinnipeg

JFK - YWG

JFKYWG

New York John F Kennedy Intl

Wed 8/20

6:55 am-2:03 pm

1 stop8h 08m

Winnipeg

Thu 8/21

8:10 pm-9:50 am

1 stop12h 40m

$440

New YorkWinnipeg

JFK - YWG

JFKYWG

New York John F Kennedy Intl

Tue 9/2

6:55 am-1:56 pm

1 stop8h 01m

Winnipeg

Tue 9/9

1:35 pm-10:47 pm

1 stop8h 12m

$459

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/30

Showing 1-10 of 28 results
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2
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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.

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 July 2, 2025.
Read through reviews of airlines operating flights from Connecticut to Winnipeg, such as Porter Airlines, Delta, and United Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
8.0
Very good
298 reviews

Food

7.7

Boarding

8.2

Comfort

8.1

Crew

8.7

Overall

8.0

Entertainment

7.0

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
298 reviews
Porter Airlines
8.0
Very good
298 reviews

Food

7.7

Boarding

8.2

Comfort

8.1

Crew

8.7

Overall

8.0

Entertainment

7.0

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
7,975 reviews
Porter Airlines
8.0
Very good
298 reviews

Food

7.7

Boarding

8.2

Comfort

8.1

Crew

8.7

Overall

8.0

Entertainment

7.0

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
8,861 reviews
Porter Airlines
8.0
Very good
298 reviews

Food

7.7

Boarding

8.2

Comfort

8.1

Crew

8.7

Overall

8.0

Entertainment

7.0

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
2,912 reviews
Porter Airlines
8.0
Very good
298 reviews

Food

7.7

Boarding

8.2

Comfort

8.1

Crew

8.7

Overall

8.0

Entertainment

7.0

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
9,671 reviews
Porter Airlines
8.0
Very good
298 reviews

Food

7.7

Boarding

8.2

Comfort

8.1

Crew

8.7

Overall

8.0

Entertainment

7.0

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 $162 on Porter Airlines. Other airlines that offer cheap prices include Air Canada from $173 and United Airlines from $181 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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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 July 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$733Average$867FlexibilityNo cancel feeOn-timeN/A

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