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Cheap flights from Connecticut to Winnipeg from C$ 223

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 7/3. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — YWG
11 Mar — 18 Mar1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Connecticut to Winnipeg

Enter your travel dates to find the best prices.

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 9 February 2026.

Wed 22/45:59 a.m.
EWR
-
YWG
1 stop10h 10m
Multiple Airlines
Tue 28/49:05 p.m.
YWG
-
EWR
2 stops23h 24m
Multiple Airlines
Deal found 6/2C$ 377
Tue 10/310:30 p.m.
EWR
-
YWG
1 stop17h 39m
Multiple Airlines
Sun 15/37:30 a.m.
YWG
-
EWR
1 stop23h 21m
Multiple Airlines
Deal found 9/2C$ 384
Tue 3/39:55 a.m.
LGA
-
YWG
1 stop6h 35m
Porter Airlines
Fri 6/312:10 p.m.
YWG
-
LGA
1 stop6h 50m
Porter Airlines
Deal found 6/2C$ 455
Mon 30/33:45 p.m.
EWR
-
YWG
2 stops9h 54m
Multiple Airlines
Wed 1/47:30 a.m.
YWG
-
EWR
1 stop14h 59m
Multiple Airlines
Deal found 9/2C$ 457
Tue 10/39:55 a.m.
LGA
-
YWG
1 stop6h 35m
Porter Airlines
Thu 12/312:10 p.m.
YWG
-
LGA
1 stop6h 50m
Porter Airlines
Deal found 8/2C$ 462
Thu 30/49:55 a.m.
LGA
-
YWG
1 stop6h 35m
Porter Airlines
Sat 9/59:20 a.m.
YWG
-
LGA
1 stop6h 35m
Porter Airlines
Deal found 9/2C$ 466
Thu 5/39:55 a.m.
LGA
-
YWG
1 stop6h 35m
Porter Airlines
Mon 9/312:10 p.m.
YWG
-
LGA
1 stop6h 50m
Porter Airlines
Deal found 6/2C$ 467
Thu 26/29:55 a.m.
LGA
-
YWG
1 stop6h 35m
Multiple Airlines
Wed 4/31:45 p.m.
YWG
-
LGA
1 stop6h 48m
Multiple Airlines
Deal found 7/2C$ 474
Wed 25/36:10 a.m.
EWR
-
YWG
1 stop9h 59m
Multiple Airlines
Wed 1/47:30 a.m.
YWG
-
EWR
1 stop14h 59m
Multiple Airlines
Deal found 8/2C$ 480
Fri 6/35:55 p.m.
LGA
-
YWG
1 stop6h 40m
Porter Airlines
Wed 11/312:10 p.m.
YWG
-
LGA
1 stop6h 50m
Porter Airlines
Deal found 5/2C$ 483
Thu 14/59:55 a.m.
LGA
-
YWG
1 stop8h 20m
Multiple Airlines
Mon 18/59:05 p.m.
YWG
-
LGA
2 stops19h 25m
Multiple Airlines
Deal found 7/2C$ 487
Mon 30/39:55 a.m.
LGA
-
YWG
1 stop6h 35m
Porter Airlines
Wed 1/46:00 a.m.
YWG
-
LGA
1 stop9h 55m
Porter Airlines
Deal found 9/2C$ 489

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 9 February 2026.

Round-trip from

C$ 377

One-way from

C$ 223
22/4-28/4
  • 22/4-28/4
  • 3 total stops
  • 33h 34m total
  • Connecticut to Winnipeg
Search Deals
Porter Airlines
  • Porter Airlines
  • 7/3
  • 1 total stop
  • 6h 35m total
  • 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 629,999 searches. Data last updated 9 February 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 10/3

10:30 p.m.-3:09 p.m.

1 stop17h 39m

Winnipeg

Sun 15/3

7:30 a.m.-7:51 a.m.

1 stop23h 21m

C$ 384

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Tue 3/3

9:55 a.m.-3:30 p.m.

1 stop6h 35m

Winnipeg

Fri 6/3

12:10 p.m.-8:00 p.m.

1 stop6h 50m

C$ 455

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Tue 10/3

9:55 a.m.-3:30 p.m.

1 stop6h 35m

Winnipeg

Thu 12/3

12:10 p.m.-8:00 p.m.

1 stop6h 50m

C$ 462

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Thu 30/4

9:55 a.m.-3:30 p.m.

1 stop6h 35m

Winnipeg

Sat 9/5

9:20 a.m.-4:55 p.m.

1 stop6h 35m

C$ 466

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Thu 5/3

9:55 a.m.-3:30 p.m.

1 stop6h 35m

Winnipeg

Mon 9/3

12:10 p.m.-8:00 p.m.

1 stop6h 50m

C$ 467

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Thu 26/2

9:55 a.m.-3:30 p.m.

1 stop6h 35m

Winnipeg

Wed 4/3

1:45 p.m.-9:33 p.m.

1 stop6h 48m

C$ 474

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Mon 9/3

9:55 a.m.-3:30 p.m.

1 stop6h 35m

Winnipeg

Thu 19/3

12:10 p.m.-8:00 p.m.

1 stop6h 50m

C$ 474

NewarkWinnipeg

EWR - YWG

EWRYWG

Newark

Wed 25/3

6:10 a.m.-3:09 p.m.

1 stop9h 59m

Winnipeg

Wed 1/4

7:30 a.m.-11:29 p.m.

1 stop14h 59m

C$ 480

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Thu 14/5

9:55 a.m.-5:15 p.m.

1 stop8h 20m

Winnipeg

Mon 18/5

9:05 p.m.-5:30 p.m.

2 stops19h 25m

C$ 487

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Tue 31/3

5:55 p.m.-11:35 p.m.

1 stop6h 40m

Winnipeg

Thu 9/4

12:10 p.m.-9:25 p.m.

1 stop8h 15m

C$ 495

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/2

Showing 1-10 of 56 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?

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

  • How long is the flight from Connecticut to Winnipeg?

    For as low as C$ 455, Porter Airlines can have you in Winnipeg from Connecticut in 6h 35m. Connecticut and Winnipeg are separated by a distance of 2074 km. Both multi-stop and direct flights can be found to your destination and back.

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

    When deciding which route to take from Connecticut to Winnipeg consider Newark - Winnipeg, New York LaGuardia - Winnipeg or New York John F Kennedy Intl - 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.

See more FAQs

Travelling to a place near Winnipeg?

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

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Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

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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