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Cheap flights from Connecticut to Winnipeg from C$ 96

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 12/12. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — YWG
29 Nov — 6 Dec1
1 adult
1 adult, Economy, 0 bags

Find 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 30 October 2025.

Wed 3/126:20 a.m.LGA - YWG
1 stop9h 47mMultiple Airlines
Wed 10/127:30 a.m.YWG - LGA
1 stop7h 59mMultiple Airlines
Deal found 30/10C$ 261
Wed 3/125:55 a.m.EWR - YWG
1 stop10h 12mMultiple Airlines
Wed 10/127:30 a.m.YWG - EWR
1 stop13h 05mMultiple Airlines
Deal found 30/10C$ 261
Wed 3/126:10 a.m.JFK - YWG
1 stop9h 57mMultiple Airlines
Wed 10/127:30 a.m.YWG - JFK
1 stop16h 29mMultiple Airlines
Deal found 30/10C$ 261
Wed 19/116:20 a.m.JFK - YWG
1 stop9h 47mMultiple Airlines
Sat 22/119:00 p.m.YWG - JFK
2 stops26h 24mMultiple Airlines
Deal found 30/10C$ 274
Thu 27/112:38 p.m.EWR - YWG
1 stop25h 29mMultiple Airlines
Thu 4/129:00 p.m.YWG - EWR
2 stops23h 30mMultiple Airlines
Deal found 30/10C$ 299
Wed 10/1210:00 a.m.JFK - YWG
2 stops15h 41mMultiple Airlines
Wed 21/17:30 a.m.YWG - JFK
1 stop27h 30mMultiple Airlines
Deal found 30/10C$ 309
Wed 19/116:24 a.m.LGA - YWG
1 stop9h 43mMultiple Airlines
Sat 22/119:00 p.m.YWG - LGA
2 stops25h 08mMultiple Airlines
Deal found 30/10C$ 335
Wed 10/126:20 a.m.LGA - YWG
1 stop9h 47mMultiple Airlines
Wed 21/17:30 a.m.YWG - LGA
1 stop12h 57mMultiple Airlines
Deal found 30/10C$ 338
Tue 4/1111:30 a.m.EWR - YWG
1 stop28h 37mMultiple Airlines
Wed 12/117:30 a.m.YWG - EWR
1 stop10h 43mMultiple Airlines
Deal found 30/10C$ 367
Fri 28/116:00 a.m.EWR - YWG
1 stop10h 07mMultiple Airlines
Fri 5/127:30 a.m.YWG - EWR
1 stop13h 00mMultiple Airlines
Deal found 29/10C$ 383
Fri 7/116:21 a.m.LGA - YWG
1 stop9h 46mMultiple Airlines
Mon 10/1112:55 p.m.YWG - LGA
2 stops21h 34mMultiple Airlines
Deal found 29/10C$ 394
Fri 28/116:15 a.m.LGA - YWG
1 stop9h 52mMultiple Airlines
Fri 5/127:30 a.m.YWG - LGA
1 stop14h 35mMultiple Airlines
Deal found 29/10C$ 402

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 30 October 2025.

Round-trip from

C$ 261

One-way from

C$ 96

Popular in

November

Cheapest in

October

Average price

C$ 744
3/12-10/12
  • 3/12-10/12
  • 2 total stops
  • 17h 46m total
  • Connecticut to Winnipeg
Search Deals
12/12
  • 12/12
  • 1 total stop
  • 10h 08m total
  • Connecticut to Winnipeg
Search Deals
Highest demand for flights based on searches. 6% potential increase in price (C$ 123 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease (C$ 87 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
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 30 October 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

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Wed 3/12

6:20 a.m.-3:07 p.m.

1 stop9h 47m

Winnipeg

Wed 10/12

7:30 a.m.-4:29 p.m.

1 stop7h 59m

C$ 261

New YorkWinnipeg

JFK - YWG

JFKYWG

New York John F Kennedy Intl

Wed 10/12

10:00 a.m.-12:41 a.m.

2 stops15h 41m

Winnipeg

Wed 21/1

7:30 a.m.-12:45 a.m.

1 stop16h 15m

C$ 316

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Wed 19/11

6:24 a.m.-3:07 p.m.

1 stop9h 43m

Winnipeg

Sat 22/11

9:00 p.m.-11:08 p.m.

2 stops25h 08m

C$ 335

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Wed 10/12

6:20 a.m.-3:07 p.m.

1 stop9h 47m

Winnipeg

Wed 21/1

7:30 a.m.-9:27 p.m.

1 stop12h 57m

C$ 338

NewarkWinnipeg

EWR - YWG

EWRYWG

Newark

Wed 3/12

6:49 p.m.-10:41 p.m.

3 stops28h 52m

Winnipeg

Wed 10/12

7:30 a.m.-8:31 p.m.

1 stop12h 01m

C$ 359

New YorkWinnipeg

JFK - YWG

JFKYWG

New York John F Kennedy Intl

Sun 18/1

6:10 a.m.-3:07 p.m.

1 stop9h 57m

Winnipeg

Mon 26/1

9:00 p.m.-12:00 p.m.

2 stops14h 00m

C$ 377

NewarkWinnipeg

EWR - YWG

EWRYWG

Newark

Fri 28/11

6:00 a.m.-3:07 p.m.

1 stop10h 07m

Winnipeg

Fri 5/12

7:30 a.m.-9:30 p.m.

1 stop13h 00m

C$ 383

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Wed 26/11

6:15 a.m.-3:07 p.m.

1 stop9h 52m

Winnipeg

Wed 3/12

7:30 a.m.-4:29 p.m.

1 stop7h 59m

C$ 412

NewarkWinnipeg

EWR - YWG

EWRYWG

Newark

Thu 27/11

1:35 p.m.-6:06 p.m.

3 stops29h 31m

Winnipeg

Wed 3/12

7:30 a.m.-5:44 p.m.

1 stop9h 14m

C$ 429

NewarkWinnipeg

EWR - YWG

EWRYWG

Newark

Sun 18/1

5:55 a.m.-3:07 p.m.

1 stop10h 12m

Winnipeg

Mon 26/1

9:00 p.m.-9:35 p.m.

2 stops23h 35m

C$ 430

Flights are sorted by cheapest round-trip flights first.

Deals found on 29/10

Showing 1-10 of 49 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 30 October 2025.

When flying from Connecticut to Winnipeg, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 25% versus a flight in the morning.

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$ 603, Air Canada can have you in Winnipeg from Connecticut in 6h 43m. Connecticut and Winnipeg are separated by a distance of 2081 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
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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