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Cheap flights from Connecticut to Winnipeg from C$ 246

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 17/9. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — YWG
14 Sep — 21 Sep1
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 15 August 2026.

Wed 9/99:55 a.m. -
1 stop6h 24m
Wed 16/911:15 a.m. -
2 stops20h 40m
Deal found 10/8C$ 504
Sat 12/99:55 a.m. -
1 stop6h 24m
Sun 20/911:15 a.m. -
2 stops20h 40m
Deal found 14/8C$ 513
Tue 15/99:55 a.m. -
1 stop6h 24m
Sat 19/99:20 a.m. -
1 stop6h 35m
Deal found 10/8C$ 514
Sat 12/99:55 a.m. -
1 stop6h 24m
Sun 20/96:05 p.m. -
1 stop13h 50m
Deal found 14/8C$ 522
Wed 9/95:55 p.m. -
1 stop8h 00m
Wed 16/911:15 a.m. -
2 stops20h 40m
Deal found 10/8C$ 533
Sat 10/109:55 a.m. -
1 stop6h 24m
Mon 12/106:05 p.m. -
1 stop13h 50m
Deal found 10/8C$ 547
Mon 21/99:55 a.m. -
1 stop11h 50m
Tue 22/97:45 a.m. -
1 stop8h 10m
Deal found 10/8C$ 549
Fri 4/910:40 a.m. -
1 stop8h 18m
Mon 7/99:05 p.m. -
2 stops12h 35m
Deal found 12/8C$ 560
Wed 9/99:55 a.m. -
1 stop8h 20m
Mon 14/96:15 a.m. -
1 stop12h 10m
Deal found 11/8C$ 561
Mon 31/84:25 p.m. -
2 stops22h 50m
Thu 24/96:05 p.m. -
1 stop13h 10m
Deal found 10/8C$ 564
Thu 3/910:40 a.m. -
2 stops14h 00m
Mon 7/99:25 a.m. -
1 stop21h 50m
Deal found 10/8C$ 576
Sat 12/911:20 a.m. -
1 stop10h 00m
Sun 20/911:15 a.m. -
2 stops20h 00m
Deal found 11/8C$ 588

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 15 August 2026.

Round-trip from

C$ 504

One-way from

C$ 246
Porter Airlines
  • Porter Airlines
  • 9/9-16/9
  • 3 total stops
  • 27h 04m total
  • Connecticut to Winnipeg
Search Deals
17/9
  • 17/9
  • 1 total stop
  • 8h 20m 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 15 August 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

LGA New York LaGuardia - YWG Winnipeg

LGAYWG

New York LaGuardia

Tue 29/9

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

1 stop6h 24m

Winnipeg

Tue 6/10

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

1 stop6h 35m

C$ 568

New YorkWinnipeg

LGA New York LaGuardia - YWG Winnipeg

LGAYWG

New York LaGuardia

Sat 12/9

9:55 a.m.-8:20 p.m.

1 stop11h 25m

Winnipeg

Sun 20/9

11:15 a.m.-8:55 a.m.

2 stops20h 40m

C$ 582

New YorkWinnipeg

LGA New York LaGuardia - YWG Winnipeg

LGAYWG

New York LaGuardia

Wed 9/9

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

1 stop6h 24m

Winnipeg

Wed 16/9

11:15 a.m.-8:55 a.m.

2 stops20h 40m

C$ 603

NewarkWinnipeg

EWR Newark - YWG Winnipeg

EWRYWG

Newark

Tue 13/10

4:25 p.m.-9:45 a.m.

1 stop18h 20m

Winnipeg

Sat 24/10

4:25 p.m.-9:00 a.m.

1 stop15h 35m

C$ 603

New YorkWinnipeg

JFK New York John F Kennedy Intl - YWG Winnipeg

JFKYWG

New York John F Kennedy Intl

Fri 16/10

7:25 a.m.-11:48 a.m.

1 stop5h 23m

Winnipeg

Tue 20/10

12:38 p.m.-11:58 p.m.

1 stop10h 20m

C$ 621

NewarkWinnipeg

EWR Newark - YWG Winnipeg

EWRYWG

Newark

Thu 17/9

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

1 stop9h 00m

Winnipeg

Sun 20/9

11:15 a.m.-9:45 p.m.

2 stops9h 30m

C$ 622

New YorkWinnipeg

LGA New York LaGuardia - YWG Winnipeg

LGAYWG

New York LaGuardia

Tue 29/9

8:30 p.m.-10:43 a.m.

2 stops15h 13m

Winnipeg

Wed 30/9

5:10 p.m.-8:55 a.m.

1 stop14h 45m

C$ 632

New YorkWinnipeg

LGA New York LaGuardia - YWG Winnipeg

LGAYWG

New York LaGuardia

Thu 12/11

6:00 a.m.-11:49 a.m.

1 stop6h 49m

Winnipeg

Sat 14/11

8:05 a.m.-4:51 p.m.

1 stop7h 46m

C$ 663

NewarkWinnipeg

EWR Newark - YWG Winnipeg

EWRYWG

Newark

Thu 3/9

6:25 a.m.-11:40 p.m.

3 stops18h 15m

Winnipeg

Mon 7/9

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

1 stop12h 50m

C$ 663

New YorkWinnipeg

LGA New York LaGuardia - YWG Winnipeg

LGAYWG

New York LaGuardia

Thu 3/9

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

1 stop8h 20m

Winnipeg

Mon 7/9

9:25 a.m.-8:55 a.m.

1 stop22h 30m

C$ 670

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/8

Showing 1-10 of 60 resultsSorted by cheapest first
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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$ 621, Porter Airlines can have you in Winnipeg from Connecticut in 5h 23m. 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 New York John F Kennedy Intl - Winnipeg, New York LaGuardia - Winnipeg or Newark - 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

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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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