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Cheap flights from Connecticut to Winnipeg from C$ 112

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 31/1. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — YWG
17 Jan — 24 Jan1
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 18 December 2025.

Tue 16/129:55 a.m.LGA - YWG
1 stop6h 35mPorter Airlines
Mon 22/1212:10 p.m.YWG - LGA
1 stop8h 15mPorter Airlines
Deal found 15/12C$ 1,225
Fri 26/129:55 a.m.LGA - YWG
1 stop6h 35mPorter Airlines
Mon 29/126:00 a.m.YWG - LGA
1 stop9h 55mPorter Airlines
Deal found 16/12C$ 1,252
Thu 18/129:55 a.m.LGA - YWG
1 stop6h 35mPorter Airlines
Thu 25/1212:10 p.m.YWG - LGA
1 stop8h 15mPorter Airlines
Deal found 17/12C$ 1,262
Tue 16/125:55 p.m.LGA - YWG
1 stop26h 40mMultiple Airlines
Mon 22/126:15 a.m.YWG - LGA
2 stops14h 10mMultiple Airlines
Deal found 15/12C$ 1,302
Fri 26/1211:55 a.m.JFK - YWG
1 stop6h 00mDelta
Sun 28/1212:35 p.m.YWG - JFK
1 stop10h 10mDelta
Deal found 16/12C$ 1,308
Thu 18/126:00 a.m.LGA - YWG
2 stops19h 39mMultiple Airlines
Thu 25/1212:10 p.m.YWG - LGA
1 stop8h 15mMultiple Airlines
Deal found 17/12C$ 1,309
Fri 26/1212:15 p.m.LGA - YWG
1 stop9h 36mUnited Airlines
Mon 29/122:20 p.m.YWG - LGA
2 stops18h 25mUnited Airlines
Deal found 16/12C$ 1,321
Fri 26/127:30 a.m.JFK - YWG
1 stop10h 25mDelta
Mon 29/1212:20 p.m.YWG - JFK
1 stop6h 53mDelta
Deal found 16/12C$ 1,378
Thu 18/127:35 a.m.JFK - YWG
1 stop10h 20mDelta
Thu 25/126:15 a.m.YWG - JFK
1 stop9h 22mDelta
Deal found 17/12C$ 1,506
Fri 26/126:48 p.m.EWR - YWG
1 stop5h 56mWestJet
Tue 30/128:05 p.m.YWG - EWR
2 stops19h 04mWestJet
Deal found 16/12C$ 1,533
Fri 26/126:00 a.m.LGA - YWG
2 stops14h 47mWestJet
Mon 29/128:05 p.m.YWG - LGA
2 stops26h 40mWestJet
Deal found 16/12C$ 1,546
Thu 18/127:45 a.m.LGA - YWG
2 stops11h 21mWestJet
Thu 25/126:45 a.m.YWG - LGA
2 stops11h 12mWestJet
Deal found 17/12C$ 1,576

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 18 December 2025.

Round-trip from

C$ 316

One-way from

C$ 112
6/2-7/2
  • 6/2-7/2
  • 3 total stops
  • 23h 57m total
  • Connecticut to Winnipeg
Search Deals
31/1
  • 31/1
  • 1 total stop
  • 27h 09m 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 18 December 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

JFK - YWG

JFKYWG

New York John F Kennedy Intl

Fri 6/2

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

1 stop9h 59m

Winnipeg

Sat 7/2

9:00 p.m.-11:58 a.m.

2 stops13h 58m

C$ 316

NewarkWinnipeg

EWR - YWG

EWRYWG

Newark

Fri 9/1

5:25 a.m.-3:07 p.m.

1 stop10h 42m

Winnipeg

Wed 14/1

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

1 stop15h 00m

C$ 324

New YorkWinnipeg

JFK - YWG

JFKYWG

New York John F Kennedy Intl

Fri 9/1

6:25 a.m.-3:07 p.m.

1 stop9h 42m

Winnipeg

Wed 14/1

7:30 a.m.-1:13 a.m.

1 stop16h 43m

C$ 324

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Fri 9/1

6:25 a.m.-3:07 p.m.

1 stop9h 42m

Winnipeg

Wed 14/1

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

1 stop7h 59m

C$ 364

NewarkWinnipeg

EWR - YWG

EWRYWG

Newark

Sun 11/1

5:25 a.m.-12:41 a.m.

2 stops20h 16m

Winnipeg

Mon 12/1

8:00 a.m.-11:30 p.m.

2 stops14h 30m

C$ 390

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Fri 30/1

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

1 stop9h 47m

Winnipeg

Fri 6/2

12:55 p.m.-3:59 p.m.

2 stops26h 04m

C$ 401

NewarkWinnipeg

EWR - YWG

EWRYWG

Newark

Fri 30/1

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

1 stop10h 07m

Winnipeg

Fri 6/2

6:15 a.m.-7:46 p.m.

2 stops12h 31m

C$ 426

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Sat 10/1

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

1 stop6h 35m

Winnipeg

Sun 11/1

7:30 a.m.-11:14 p.m.

1 stop14h 44m

C$ 431

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Sun 11/1

6:25 a.m.-3:07 p.m.

1 stop9h 42m

Winnipeg

Mon 12/1

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

1 stop6h 50m

C$ 433

NewarkWinnipeg

EWR - YWG

EWRYWG

Newark

Sat 10/1

10:19 p.m.-12:41 a.m.

3 stops27h 22m

Winnipeg

Mon 12/1

9:00 p.m.-3:10 p.m.

3 stops17h 10m

C$ 444

Flights are sorted by cheapest round-trip flights first.

Deals found on 17/12

Showing 1-10 of 41 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 18 December 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$ 584, Air Canada can have you in Winnipeg from Connecticut in 7h 30m. 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, 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.

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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