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Cheap flights from Connecticut to Winnipeg from C$ 123

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 22/10. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — YWG
16 Oct — 23 Oct1
1 adult
1 adult, Economy

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 16 September 2025.

Round-trip from

C$ 297

One-way from

C$ 123
29/10-5/11
  • 29/10-5/11
  • 2 total stops
  • 24h 35m total
  • Connecticut to Winnipeg
Search Deals
22/10
  • 22/10
  • 1 total stop
  • 23h 23m total
  • Connecticut to Winnipeg
Search Deals

Find flight deals from Connecticut to Winnipeg

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 16 September 2025.

Wed 29/106:29 a.m.LGA - YWG
1 stop9h 38mMultiple Airlines
Wed 5/117:30 a.m.YWG - LGA
1 stop14h 57mMultiple Airlines
Deal found 14/9C$ 297
Wed 29/105:59 a.m.EWR - YWG
1 stop10h 08mMultiple Airlines
Wed 5/117:30 a.m.YWG - EWR
1 stop16h 04mMultiple Airlines
Deal found 14/9C$ 322
Wed 22/1011:26 a.m.EWR - YWG
1 stop29h 56mMultiple Airlines
Wed 29/107:30 a.m.YWG - EWR
1 stop16h 36mMultiple Airlines
Deal found 16/9C$ 340
Wed 15/105:59 p.m.LGA - YWG
1 stop23h 23mMultiple Airlines
Wed 22/109:05 p.m.YWG - LGA
2 stops24h 39mMultiple Airlines
Deal found 15/9C$ 383
Thu 16/105:15 a.m.EWR - YWG
1 stop12h 07mMultiple Airlines
Wed 22/106:30 a.m.YWG - EWR
1 stop11h 15mMultiple Airlines
Deal found 15/9C$ 385
Thu 16/109:00 a.m.JFK - YWG
1 stop8h 22mMultiple Airlines
Wed 22/1012:30 p.m.YWG - JFK
2 stops16h 00mMultiple Airlines
Deal found 15/9C$ 395
Wed 29/105:15 a.m.EWR - YWG
1 stop10h 52mMultiple Airlines
Thu 6/118:20 p.m.YWG - EWR
1 stop11h 55mMultiple Airlines
Deal found 15/9C$ 399
Thu 16/109:00 a.m.JFK - YWG
1 stop8h 22mMultiple Airlines
Mon 20/109:00 a.m.YWG - JFK
2 stops24h 24mMultiple Airlines
Deal found 16/9C$ 403
Thu 16/109:00 a.m.JFK - YWG
1 stop8h 22mMultiple Airlines
Thu 23/109:00 a.m.YWG - JFK
1 stop14h 33mMultiple Airlines
Deal found 16/9C$ 406
Wed 29/106:29 a.m.LGA - YWG
1 stop9h 38mMultiple Airlines
Thu 6/118:20 p.m.YWG - LGA
1 stop11h 35mMultiple Airlines
Deal found 15/9C$ 409
Fri 17/105:15 a.m.EWR - YWG
1 stop12h 07mMultiple Airlines
Tue 21/106:30 a.m.YWG - EWR
1 stop11h 15mMultiple Airlines
Deal found 14/9C$ 409
Wed 29/106:25 a.m.JFK - YWG
1 stop9h 42mMultiple Airlines
Wed 5/117:30 a.m.YWG - JFK
1 stop16h 03mMultiple Airlines
Deal found 14/9C$ 409

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 16 September 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 29/10

6:29 a.m.-3:07 p.m.

1 stop9h 38m

Winnipeg

Wed 5/11

7:30 a.m.-11:27 p.m.

1 stop14h 57m

C$ 297

NewarkWinnipeg

EWR - YWG

EWRYWG

Newark

Wed 29/10

5:59 a.m.-3:07 p.m.

1 stop10h 08m

Winnipeg

Wed 5/11

7:30 a.m.-12:34 a.m.

1 stop16h 04m

C$ 322

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Wed 15/10

5:59 p.m.-4:22 p.m.

1 stop23h 23m

Winnipeg

Wed 22/10

9:05 p.m.-10:44 p.m.

2 stops24h 39m

C$ 383

NewarkWinnipeg

EWR - YWG

EWRYWG

Newark

Thu 16/10

5:15 a.m.-4:22 p.m.

1 stop12h 07m

Winnipeg

Wed 22/10

5:10 p.m.-12:30 p.m.

2 stops18h 20m

C$ 388

NewarkWinnipeg

EWR - YWG

EWRYWG

Newark

Thu 16/10

5:15 a.m.-4:22 p.m.

1 stop12h 07m

Winnipeg

Mon 20/10

8:10 p.m.-12:30 p.m.

2 stops15h 20m

C$ 392

New YorkWinnipeg

JFK - YWG

JFKYWG

New York John F Kennedy Intl

Thu 16/10

9:00 a.m.-4:22 p.m.

1 stop8h 22m

Winnipeg

Thu 23/10

9:00 a.m.-12:33 a.m.

1 stop14h 33m

C$ 406

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Wed 29/10

6:29 a.m.-3:07 p.m.

1 stop9h 38m

Winnipeg

Thu 6/11

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

1 stop11h 35m

C$ 409

NewarkWinnipeg

EWR - YWG

EWRYWG

Newark

Fri 17/10

5:15 a.m.-4:22 p.m.

1 stop12h 07m

Winnipeg

Tue 21/10

6:30 a.m.-6:45 p.m.

1 stop11h 15m

C$ 409

New YorkWinnipeg

JFK - YWG

JFKYWG

New York John F Kennedy Intl

Thu 6/11

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

2 stops15h 41m

Winnipeg

Tue 11/11

6:15 a.m.-4:37 p.m.

1 stop9h 22m

C$ 416

New YorkWinnipeg

JFK - YWG

JFKYWG

New York John F Kennedy Intl

Fri 31/10

6:25 a.m.-12:41 a.m.

2 stops19h 16m

Winnipeg

Thu 6/11

6:15 a.m.-4:37 p.m.

1 stop9h 22m

C$ 416

Flights are sorted by cheapest round-trip flights first.

Deals found on 16/9

Showing 1-10 of 54 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 16 September 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Connecticut to Winnipeg as you normally would.

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$ 695, United Airlines can have you in Winnipeg from Connecticut in 6h 56m. Connecticut and Winnipeg are separated by a distance of 2181 km.

  • 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.

  • What is the cheapest month to book a flight from Connecticut to Winnipeg?

    Currently, January is the cheapest month in which you can book a flight from Connecticut to Winnipeg (average of C$ 123). Flying from Connecticut to Winnipeg in July is currently the most expensive (average of C$ 232). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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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