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Cheap flights from Connecticut to Winnipeg from C$ 141

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 18/10. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — YWG
21 Jun — 28 Jun1
1 adult

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 16 June 2025.

Round-trip from

C$ 441

One-way from

C$ 141
25/7-25/8
  • 25/7-25/8
  • 4 total stops
  • 47h 28m total
  • Connecticut to Winnipeg
Search Deals
Flair Airlines
  • Flair Airlines
  • 18/10
  • 1 total stop
  • 6h 40m total
  • Connecticut to Winnipeg
Search Deals

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 16 June 2025.

Fri 25/710:00 p.m.EWR - YWG
2 stops20h 41mMultiple Airlines
Mon 25/86:00 a.m.YWG - EWR
2 stops26h 47mMultiple Airlines
Deal found 14/6C$ 441
Thu 21/88:45 a.m.LGA - YWG
1 stop7h 24mAir Canada
Tue 26/85:00 a.m.YWG - LGA
1 stop7h 29mAir Canada
Deal found 15/6C$ 497
Wed 30/75:59 a.m.LGA - YWG
3 stops36h 42mMultiple Airlines
Wed 6/86:10 a.m.YWG - LGA
1 stop9h 20mMultiple Airlines
Deal found 15/6C$ 500
Wed 30/76:20 a.m.BDL - YWG
3 stops43h 11mMultiple Airlines
Wed 6/86:00 a.m.YWG - BDL
3 stops39h 57mMultiple Airlines
Deal found 15/6C$ 507
Thu 14/87:20 a.m.LGA - YWG
1 stop16h 13mUnited Airlines
Tue 19/82:20 p.m.YWG - LGA
1 stop6h 34mUnited Airlines
Deal found 16/6C$ 508
Tue 26/86:09 a.m.PVD - YWG
1 stop17h 24mUnited Airlines
Wed 24/92:20 p.m.YWG - PVD
1 stop6h 26mUnited Airlines
Deal found 15/6C$ 526
Tue 8/77:40 p.m.EWR - YWG
1 stop16h 10mPorter Airlines
Tue 15/76:55 p.m.YWG - EWR
1 stop13h 20mPorter Airlines
Deal found 15/6C$ 540
Sat 11/105:30 p.m.JFK - YWG
1 stop29h 00mWestJet
Thu 16/105:30 p.m.YWG - JFK
1 stop22h 02mWestJet
Deal found 14/6C$ 540
Sat 25/103:55 p.m.JFK - YWG
1 stop6h 15mAir Canada
Sat 1/117:30 a.m.YWG - JFK
1 stop6h 38mAir Canada
Deal found 15/6C$ 553
Thu 11/97:45 a.m.JFK - YWG
1 stop10h 13mDelta
Fri 19/912:40 p.m.YWG - JFK
1 stop10h 08mDelta
Deal found 14/6C$ 555
Thu 28/87:50 a.m.PVD - YWG
1 stop10h 01mDelta
Tue 23/96:40 a.m.YWG - PVD
2 stops10h 02mDelta
Deal found 15/6C$ 559
Fri 8/89:00 a.m.JFK - YWG
1 stop8h 23mMultiple Airlines
Mon 11/86:55 p.m.YWG - JFK
1 stop14h 05mMultiple Airlines
Deal found 15/6C$ 595

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 629,999 searches. Data last updated 16 June 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 25/7

10:00 p.m.-5:41 p.m.

2 stops20h 41m

Winnipeg

Mon 25/8

6:00 a.m.-9:47 a.m.

2 stops26h 47m

C$ 441

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Thu 21/8

8:45 a.m.-3:09 p.m.

1 stop7h 24m

Winnipeg

Tue 26/8

5:00 a.m.-1:29 p.m.

1 stop7h 29m

C$ 497

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Wed 30/7

5:59 a.m.-5:41 p.m.

3 stops36h 42m

Winnipeg

Wed 6/8

6:10 a.m.-4:30 p.m.

1 stop9h 20m

C$ 500

HartfordWinnipeg

BDL - YWG

BDLYWG

Hartford Bradley Intl

Wed 30/7

6:20 a.m.-12:31 a.m.

3 stops43h 11m

Winnipeg

Wed 6/8

6:00 a.m.-10:57 p.m.

3 stops39h 57m

C$ 507

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Thu 14/8

7:20 a.m.-10:33 p.m.

1 stop16h 13m

Winnipeg

Tue 19/8

2:20 p.m.-9:54 p.m.

1 stop6h 34m

C$ 508

ProvidenceWinnipeg

PVD - YWG

PVDYWG

Providence-TFGreen

Tue 26/8

6:09 a.m.-10:33 p.m.

1 stop17h 24m

Winnipeg

Wed 24/9

2:20 p.m.-9:46 p.m.

1 stop6h 26m

C$ 526

NewarkWinnipeg

EWR - YWG

EWRYWG

Newark

Tue 8/7

7:40 p.m.-10:50 a.m.

1 stop16h 10m

Winnipeg

Tue 15/7

6:55 p.m.-9:15 a.m.

1 stop13h 20m

C$ 540

New YorkWinnipeg

JFK - YWG

JFKYWG

New York John F Kennedy Intl

Sat 11/10

5:30 p.m.-9:30 p.m.

1 stop29h 00m

Winnipeg

Thu 16/10

10:00 a.m.-4:32 p.m.

1 stop29h 32m

C$ 540

New YorkWinnipeg

JFK - YWG

JFKYWG

New York John F Kennedy Intl

Sat 25/10

3:55 p.m.-9:10 p.m.

1 stop6h 15m

Winnipeg

Sat 1/11

7:30 a.m.-3:08 p.m.

1 stop6h 38m

C$ 553

New YorkWinnipeg

JFK - YWG

JFKYWG

New York John F Kennedy Intl

Thu 11/9

7:45 a.m.-4:58 p.m.

1 stop10h 13m

Winnipeg

Fri 19/9

12:40 p.m.-11:48 p.m.

1 stop10h 08m

C$ 555

Flights are sorted by cheapest round-trip flights first.

Deals found on 14/6

Showing 1-10 of 40 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

What is the cheapest time of day to fly from CT to YWG?

Find hourly flight availability from Connecticut to Winnipeg. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 16 June 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Connecticut to Winnipeg as you normally would.

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 20.0 - 80.0 mm per month. June is typically the wettest month, when rainfall can reach 80.0 mm. January is typically the driest time to visit Winnipeg when rainfall is around 20.0 mm.

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 20.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -16.0 C).

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 16 June 2025.
Read reviews from past customers who have flown Porter Airlines, Delta and United Airlines from Connecticut to Winnipeg. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
8.0
Very good
289 reviews
Check prices

Food

7.6

Entertainment

7.0

Comfort

8.1

Boarding

8.2

Crew

8.7

Overall

8.0

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
289 reviews
Porter Airlines
8.0
Very good
289 reviews
Check prices

Food

7.6

Entertainment

7.0

Comfort

8.1

Boarding

8.2

Crew

8.7

Overall

8.0

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
7,963 reviews
Porter Airlines
8.0
Very good
289 reviews
Check prices

Food

7.6

Entertainment

7.0

Comfort

8.1

Boarding

8.2

Crew

8.7

Overall

8.0

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
8,798 reviews
Porter Airlines
8.0
Very good
289 reviews
Check prices

Food

7.6

Entertainment

7.0

Comfort

8.1

Boarding

8.2

Crew

8.7

Overall

8.0

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
2,873 reviews
Porter Airlines
8.0
Very good
289 reviews
Check prices

Food

7.6

Entertainment

7.0

Comfort

8.1

Boarding

8.2

Crew

8.7

Overall

8.0

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
9,553 reviews
Porter Airlines
8.0
Very good
289 reviews
Check prices

Food

7.6

Entertainment

7.0

Comfort

8.1

Boarding

8.2

Crew

8.7

Overall

8.0

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?

    Winnipeg (YWG), located 7.3 km from the city centre, is the airport you fly into when you book flights from Connecticut to Winnipeg.

  • What are the cheapest airlines to fly from Connecticut to Winnipeg one-way?

    C$ 141 is the cheapest one-way deal found within the past few days, from Flair Airlines. You may also be able to find cheap deals on Porter Airlines and Air Canada, with prices starting from C$ 198 and C$ 206, respectively.

  • What are the most popular routes from Connecticut to Winnipeg?

    When deciding which route to take from Connecticut to Winnipeg consider New York John F Kennedy Intl - Winnipeg, Newark - Winnipeg or New York LaGuardia - Winnipeg as they are the most popular.

  • 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, January is the cheapest month in which you can book a flight from Connecticut to Winnipeg (average of C$ 123). Flying from Connecticut to Winnipeg in July is currently the most expensive (average of C$ 229). 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

Travelling to a place near Connecticut?

Book flights to Connecticut if you plan to visit one of these locations
Selkirk
Portage la Prairie

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Fly with Cheapflights

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How does Cheapflights help users find flights from Connecticut to Winnipeg?

Deals for Connecticut to Winnipeg flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.

Why should you use Cheapflights to find cheap flight tickets from Connecticut to Winnipeg?

Millions of users choose and trust Cheapflights to book the best flight deals from Connecticut to Winnipeg for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

Can Cheapflights find flights from Connecticut to Winnipeg with no change fees?

Cheapflights does show flights with no change fees to all users. To see these options for flights from Connecticut to Winnipeg, users can toggle the no change fees filter when performing a flight search.

Can Cheapflights notify me if prices for flights from Connecticut to Winnipeg become cheaper?

Yes! Start tracking prices for Connecticut to Winnipeg flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.

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