Find flights
When to book
FAQs

Cheap flights from Connecticut to Winnipeg from C$ 208

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 19/8. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — YWG
27 Apr — 4 May1
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 28 March 2026.

Fri 5/69:55 a.m.
LGA
-
YWG
2 stops9h 03m
Porter Airlines
Tue 9/69:20 a.m.
YWG
-
LGA
1 stop6h 35m
Porter Airlines
Deal found 23/3C$ 430
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 25/3C$ 434
Fri 4/99:55 a.m.
LGA
-
YWG
1 stop6h 24m
Porter Airlines
Tue 8/99:20 a.m.
YWG
-
LGA
1 stop6h 35m
Porter Airlines
Deal found 25/3C$ 444
Fri 15/59:55 a.m.
LGA
-
YWG
1 stop6h 24m
Porter Airlines
Mon 18/59:20 a.m.
YWG
-
LGA
1 stop6h 35m
Porter Airlines
Deal found 24/3C$ 460
Sun 10/59:55 a.m.
LGA
-
YWG
1 stop6h 24m
Porter Airlines
Mon 18/59:20 a.m.
YWG
-
LGA
1 stop6h 35m
Porter Airlines
Deal found 23/3C$ 464
Thu 7/59:55 a.m.
LGA
-
YWG
1 stop6h 24m
Porter Airlines
Sat 9/59:20 a.m.
YWG
-
LGA
1 stop6h 35m
Porter Airlines
Deal found 23/3C$ 466
Wed 13/59:55 a.m.
LGA
-
YWG
1 stop6h 24m
Porter Airlines
Tue 19/59:20 a.m.
YWG
-
LGA
1 stop6h 35m
Porter Airlines
Deal found 25/3C$ 474
Fri 29/59:55 a.m.
LGA
-
YWG
1 stop6h 24m
Porter Airlines
Sat 29/89:20 a.m.
YWG
-
LGA
1 stop6h 35m
Porter Airlines
Deal found 24/3C$ 476
Sun 23/89:55 a.m.
LGA
-
YWG
2 stops9h 03m
Porter Airlines
Mon 31/812:15 p.m.
YWG
-
LGA
1 stop6h 10m
Porter Airlines
Deal found 24/3C$ 477
Tue 5/56:59 a.m.
JFK
-
YWG
1 stop8h 19m
Air Canada
Wed 6/51:25 p.m.
YWG
-
JFK
2 stops7h 22m
Air Canada
Deal found 27/3C$ 516
Sat 30/57:35 p.m.
PVD
-
YWG
2 stops26h 22m
United Airlines
Wed 3/68:45 a.m.
YWG
-
PVD
2 stops24h 27m
United Airlines
Deal found 25/3C$ 544
Sat 6/66:59 a.m.
JFK
-
YWG
1 stop8h 19m
Air Canada
Wed 10/62:00 p.m.
YWG
-
JFK
1 stop7h 48m
Air Canada
Deal found 23/3C$ 555

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 28 March 2026.

Round-trip from

C$ 430

One-way from

C$ 208
Porter Airlines
  • Porter Airlines
  • 5/6-9/6
  • 3 total stops
  • 15h 38m total
  • Connecticut to Winnipeg
Search Deals
Porter Airlines
  • Porter Airlines
  • 19/8
  • 1 total stop
  • 6h 24m 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 28 March 2026.
Use the filters below to find and compare flights from Connecticut to Winnipeg that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

New YorkWinnipeg

JFK - YWG

JFKYWG

New York John F Kennedy Intl

Tue 5/5

3:50 p.m.-9:28 p.m.

1 stop6h 38m

Winnipeg

Wed 6/5

3:15 p.m.-10:48 p.m.

1 stop6h 33m

C$ 516

ProvidenceWinnipeg

PVD - YWG

PVDYWG

Providence-TFGreen

Sat 30/5

7:35 p.m.-8:57 p.m.

2 stops26h 22m

Winnipeg

Wed 3/6

7:00 a.m.-11:56 p.m.

2 stops15h 56m

C$ 544

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Thu 4/6

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

1 stop16h 23m

Winnipeg

Wed 10/6

7:00 a.m.-9:59 p.m.

1 stop13h 59m

C$ 552

NewarkWinnipeg

EWR - YWG

EWRYWG

Newark

Fri 22/5

6:25 a.m.-2:25 p.m.

1 stop9h 00m

Winnipeg

Mon 25/5

8:10 p.m.-8:30 a.m.

1 stop11h 20m

C$ 557

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Sat 6/6

6:00 a.m.-10:33 p.m.

2 stops17h 33m

Winnipeg

Wed 10/6

7:00 a.m.-9:59 p.m.

1 stop13h 59m

C$ 566

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Sun 3/5

9:55 a.m.-6:03 p.m.

2 stops9h 08m

Winnipeg

Mon 18/5

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

1 stop6h 35m

C$ 585

HartfordWinnipeg

BDL - YWG

BDLYWG

Hartford Bradley Intl

Wed 2/9

6:00 a.m.-11:40 p.m.

2 stops18h 40m

Winnipeg

Wed 9/9

12:40 p.m.-11:32 p.m.

1 stop9h 52m

C$ 600

HartfordWinnipeg

BDL - YWG

BDLYWG

Hartford Bradley Intl

Mon 1/6

11:41 a.m.-10:10 p.m.

2 stops11h 29m

Winnipeg

Tue 30/6

6:15 a.m.-11:43 p.m.

2 stops16h 28m

C$ 618

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Fri 15/5

8:25 p.m.-9:45 a.m.

1 stop14h 20m

Winnipeg

Mon 18/5

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

1 stop6h 35m

C$ 636
Quickest round-trip

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Mon 1/6

9:55 a.m.-3:19 p.m.

1 stop6h 24m

Winnipeg

Wed 10/6

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

1 stop6h 35m

C$ 636

Flights are sorted by cheapest round-trip flights first.

Deals found on 23/3

Showing 1-10 of 59 resultsSorted by cheapest first
1
2
3
...
6

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$ 516, Air Canada can have you in Winnipeg from Connecticut in 6h 38m. Connecticut and Winnipeg are separated by a distance of 2091 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.