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Cheap flights from Connecticut to Winnipeg from C$ 173

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 22/9. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — YWG
6 Aug — 13 Aug1
1 adult

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 1 August 2025.

Round-trip from

C$ 407

One-way from

C$ 185
Air Canada
  • Air Canada
  • 13/9-20/9
  • 2 total stops
  • 11h 35m total
  • Connecticut to Winnipeg
Search Deals
19/9
  • 19/9
  • 1 total stop
  • 12h 07m 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 1 August 2025.

Sat 6/910:05 a.m.EWR - YWG
2 stops15h 25mMultiple Airlines
Fri 12/99:00 a.m.YWG - EWR
1 stop9h 41mMultiple Airlines
Deal found 31/7C$ 430
Mon 15/95:55 a.m.LGA - YWG
2 stops11h 00mMultiple Airlines
Mon 22/98:15 p.m.YWG - LGA
3 stops25h 23mMultiple Airlines
Deal found 1/8C$ 458
Tue 26/86:15 a.m.LGA - YWG
1 stop5h 35mPorter Airlines
Wed 10/912:15 p.m.YWG - LGA
1 stop7h 50mPorter Airlines
Deal found 31/7C$ 538
Sat 6/910:45 a.m.JFK - YWG
1 stop7h 13mMultiple Airlines
Fri 12/99:05 p.m.YWG - JFK
2 stops13h 54mMultiple Airlines
Deal found 31/7C$ 546
Fri 3/105:30 p.m.JFK - YWG
1 stop29h 00mWestJet
Tue 7/106:30 a.m.YWG - JFK
1 stop9h 02mWestJet
Deal found 1/8C$ 559
Mon 15/91:15 p.m.EWR - YWG
1 stop22h 10mPorter Airlines
Mon 22/911:20 a.m.YWG - EWR
1 stop5h 20mPorter Airlines
Deal found 1/8C$ 597
Thu 21/86:00 a.m.LGA - YWG
1 stop5h 38mAir Canada
Thu 28/812:00 p.m.YWG - LGA
1 stop5h 30mAir Canada
Deal found 30/7C$ 613
Wed 27/89:00 a.m.JFK - YWG
2 stops8h 18mAir Canada
Sun 31/86:35 p.m.YWG - JFK
1 stop14h 15mAir Canada
Deal found 1/8C$ 662
Mon 15/97:39 p.m.PVD - YWG
2 stops20h 52mUnited Airlines
Mon 22/92:20 p.m.YWG - PVD
1 stop6h 28mUnited Airlines
Deal found 1/8C$ 705
Thu 11/98:15 a.m.JFK - YWG
2 stops12h 56mDelta
Fri 19/95:40 p.m.YWG - JFK
1 stop5h 10mDelta
Deal found 31/7C$ 816
Mon 15/96:10 a.m.BDL - YWG
1 stop10h 21mUnited Airlines
Mon 22/92:20 p.m.YWG - BDL
1 stop21h 00mUnited Airlines
Deal found 1/8C$ 1,026
Sat 2/88:43 p.m.BDL - YWG
2 stops37h 55mMultiple Airlines
Sat 16/89:10 a.m.YWG - BDL
1 stop9h 58mMultiple Airlines
Deal found 1/8C$ 1,406

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 1 August 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

NewarkWinnipeg

EWR - YWG

EWRYWG

Newark

Sat 6/9

10:05 a.m.-12:30 a.m.

2 stops15h 25m

Winnipeg

Fri 12/9

9:00 a.m.-7:41 p.m.

1 stop9h 41m

C$ 430

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Mon 15/9

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

2 stops11h 00m

Winnipeg

Mon 22/9

8:15 p.m.-10:38 p.m.

3 stops25h 23m

C$ 458

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Tue 26/8

6:15 a.m.-10:50 a.m.

1 stop5h 35m

Winnipeg

Wed 10/9

12:15 p.m.-9:05 p.m.

1 stop7h 50m

C$ 538

New YorkWinnipeg

JFK - YWG

JFKYWG

New York John F Kennedy Intl

Sat 6/9

10:45 a.m.-4:58 p.m.

1 stop7h 13m

Winnipeg

Fri 12/9

9:05 p.m.-11:59 a.m.

2 stops13h 54m

C$ 546

New YorkWinnipeg

JFK - YWG

JFKYWG

New York John F Kennedy Intl

Fri 3/10

5:30 p.m.-9:30 p.m.

1 stop29h 00m

Winnipeg

Tue 7/10

6:30 a.m.-4:32 p.m.

1 stop9h 02m

C$ 559

NewarkWinnipeg

EWR - YWG

EWRYWG

Newark

Mon 15/9

1:15 p.m.-10:25 a.m.

1 stop22h 10m

Winnipeg

Mon 22/9

11:20 a.m.-5:40 p.m.

1 stop5h 20m

C$ 597

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

Thu 21/8

6:00 a.m.-10:38 a.m.

1 stop5h 38m

Winnipeg

Thu 28/8

12:00 p.m.-6:30 p.m.

1 stop5h 30m

C$ 613

New YorkWinnipeg

JFK - YWG

JFKYWG

New York John F Kennedy Intl

Wed 27/8

9:00 a.m.-4:18 p.m.

2 stops8h 18m

Winnipeg

Sun 31/8

6:35 p.m.-9:50 a.m.

1 stop14h 15m

C$ 662

ProvidenceWinnipeg

PVD - YWG

PVDYWG

Providence-TFGreen

Mon 15/9

7:39 p.m.-3:31 p.m.

2 stops20h 52m

Winnipeg

Mon 22/9

2:20 p.m.-9:48 p.m.

1 stop6h 28m

C$ 705

New YorkWinnipeg

JFK - YWG

JFKYWG

New York John F Kennedy Intl

Thu 11/9

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

2 stops12h 56m

Winnipeg

Fri 19/9

5:40 p.m.-11:50 p.m.

1 stop5h 10m

C$ 816

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/8

Showing 1-10 of 25 results
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2
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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 1 August 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.

Reviews of airlines servicing Winnipeg

Get insights into the airlines that provide service to Winnipeg. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Winnipeg. Reviews last updated 1 August 2025.
Check out reviews from past customers who have flown with Porter Airlines,Delta, andUnited Airlines from Connecticut to Winnipeg to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Porter Airlines
8.0
Very good
318 reviews
Check prices

Boarding

8.2

Entertainment

7.0

Food

7.6

Overall

8.0

Crew

8.7

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
Porter Airlines
8.0
Very good
318 reviews
Porter Airlines
8.0
Very good
318 reviews
Check prices

Boarding

8.2

Entertainment

7.0

Food

7.6

Overall

8.0

Crew

8.7

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
Delta
8.0
Very good
7,983 reviews
Porter Airlines
8.0
Very good
318 reviews
Check prices

Boarding

8.2

Entertainment

7.0

Food

7.6

Overall

8.0

Crew

8.7

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
United Airlines
7.4
Good
8,904 reviews
Porter Airlines
8.0
Very good
318 reviews
Check prices

Boarding

8.2

Entertainment

7.0

Food

7.6

Overall

8.0

Crew

8.7

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
WestJet
7.2
Good
2,980 reviews
Porter Airlines
8.0
Very good
318 reviews
Check prices

Boarding

8.2

Entertainment

7.0

Food

7.6

Overall

8.0

Crew

8.7

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience
Air Canada
7.1
Good
9,855 reviews
Porter Airlines
8.0
Very good
318 reviews
Check prices

Boarding

8.2

Entertainment

7.0

Food

7.6

Overall

8.0

Crew

8.7

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2025

LIS - YYZ

Everything was on time and easy. Crew were nice on flights and helpful. International flight, so long and typically uncomfortable but not more than most. Food and drink service were below average but you get what you pay for. Overall, good experience

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.

  • What are the cheapest airlines to fly from Connecticut to Winnipeg one-way?

    C$ 249 is the cheapest one-way deal found within the past few days, from Porter Airlines. You may also be able to find cheap deals on Air Canada and WestJet, with prices starting from C$ 268 and C$ 286, respectively.

  • 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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