HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Winnipeg

$145+ Cheap flights from Connecticut to Winnipeg (YWG)

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 4/15. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — YWG
אפר' 29 — מאי 61
ד' 4/29
ד' 5/6
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Connecticut to Winnipeg with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap 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 מרץ 30, 2026.

This Gotogate deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ו' 5/19:55 am
LGA
-
YWG
1 stop6h 24m
Multiple Airlines
ו' 5/85:10 am
YWG
-
LGA
2 stops10h 48m
Multiple Airlines
Deal found 3/28$293
This Mytrip deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ה' 4/239:55 am
LGA
-
YWG
1 stop6h 35m
Multiple Airlines
ש' 5/211:00 am
YWG
-
LGA
1 stop7h 36m
Multiple Airlines
Deal found 3/29$302
This Trip.com deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ה' 4/239:55 am
LGA
-
YWG
1 stop6h 35m
Porter Airlines
ש' 5/29:20 am
YWG
-
LGA
1 stop6h 35m
Porter Airlines
Deal found 3/29$304
This FlightHub deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ג' 10/279:55 am
LGA
-
YWG
1 stop6h 35m
Porter Airlines
א' 11/112:10 pm
YWG
-
LGA
1 stop6h 10m
Porter Airlines
Deal found 3/27$310
This Trip.com deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ד' 5/139:55 am
LGA
-
YWG
1 stop6h 24m
Porter Airlines
ד' 5/209:20 am
YWG
-
LGA
1 stop6h 35m
Porter Airlines
Deal found 3/28$311
This Justfly.com deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ב' 10/199:55 am
LGA
-
YWG
1 stop6h 24m
Porter Airlines
א' 10/2512:10 pm
YWG
-
LGA
1 stop6h 10m
Porter Airlines
Deal found 3/25$313
This Kiwi.com deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ו' 4/246:02 am
LGA
-
YWG
1 stop10h 07m
Multiple Airlines
א' 4/269:05 pm
YWG
-
LGA
2 stops19h 50m
Multiple Airlines
Deal found 3/28$318
This FlightHub deal was found by Cheapflights users on 3/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ו' 9/49:55 am
LGA
-
YWG
1 stop6h 24m
Porter Airlines
ג' 9/89:20 am
YWG
-
LGA
1 stop6h 35m
Porter Airlines
Deal found 3/25$320
This FlightHub deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ו' 6/59:55 am
LGA
-
YWG
1 stop6h 24m
Porter Airlines
ג' 6/99:20 am
YWG
-
LGA
1 stop6h 35m
Porter Airlines
Deal found 3/26$327
This Kiwi.com deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ה' 4/2310:29 pm
EWR
-
YWG
2 stops27h 11m
Multiple Airlines
ש' 5/24:25 pm
YWG
-
EWR
1 stop15h 05m
Multiple Airlines
Deal found 3/29$332
This Ticket deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Ticket is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ו' 5/19:00 am
JFK
-
YWG
1 stop7h 14m
Air Canada
ו' 5/85:10 am
YWG
-
JFK
1 stop8h 57m
Air Canada
Deal found 3/28$334
This Gotogate deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ו' 5/299:55 am
LGA
-
YWG
1 stop6h 24m
Porter Airlines
ב' 6/19:20 am
YWG
-
LGA
1 stop6h 35m
Porter Airlines
Deal found 3/29$335

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 מרץ 30, 2026.

Round-trip from

$293
(Gotogate)

One-way from

$151
(Gotogate)
From Connecticut to Winnipeg
Search Deals
One-way flight from 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 2,558,603 searches. Data last updated מרץ 30, 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 - YWG

LGAYWG

New York LaGuardia

ו' 5/1

9:55 am-3:19 pm

1 stop6h 24m

Winnipeg

ו' 5/8

9:20 am-4:55 pm

1 stop6h 35m

$302

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

ד' 5/13

9:55 am-3:19 pm

1 stop6h 24m

Winnipeg

ג' 5/19

9:20 am-4:55 pm

1 stop6h 35m

$342

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

ו' 9/4

9:55 am-5:58 pm

2 stops9h 03m

Winnipeg

ג' 9/8

9:20 am-4:55 pm

1 stop6h 35m

$344

NewarkWinnipeg

EWR - YWG

EWRYWG

Newark

ו' 5/22

6:25 am-2:25 pm

1 stop9h 00m

Winnipeg

ב' 5/25

6:05 pm-8:30 am

1 stop13h 25m

$372

New YorkWinnipeg

JFK - YWG

JFKYWG

New York John F Kennedy Intl

ג' 5/5

3:50 pm-9:28 pm

1 stop6h 38m

Winnipeg

ד' 5/6

3:15 pm-10:48 pm

1 stop6h 33m

$372

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

ה' 5/28

9:55 am-3:19 pm

1 stop6h 24m

Winnipeg

ב' 6/1

9:20 am-4:55 pm

1 stop6h 35m

$372

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

ו' 5/15

9:55 am-3:19 pm

1 stop6h 24m

Winnipeg

ב' 5/18

9:05 pm-5:48 pm

2 stops19h 43m

$393

NewarkWinnipeg

EWR - YWG

EWRYWG

Newark

א' 4/12

8:45 am-9:35 am

1 stop25h 50m

Winnipeg

ג' 4/14

8:20 pm-9:15 am

1 stop11h 55m

$451

NewarkWinnipeg

EWR - YWG

EWRYWG

Newark

ה' 5/14

10:35 am-12:55 am

2 stops15h 20m

Winnipeg

ה' 5/21

8:00 am-3:53 pm

1 stop6h 53m

$452

New YorkWinnipeg

LGA - YWG

LGAYWG

New York LaGuardia

ב' 5/11

9:55 am-3:19 pm

1 stop6h 24m

Winnipeg

ב' 5/18

6:15 am-11:17 pm

2 stops16h 02m

$453

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/30

Showing 1-10 of 53 resultsSorted by cheapest first
1
2
3
...
6

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?

    If you book a flight to Winnipeg from Connecticut, you will be flying to Winnipeg, which is the city’s only airport. Winnipeg (YWG) is located 4.6 mi from the center of Winnipeg.

  • How long is the flight from Connecticut to Winnipeg?

    For as low as $302, Porter Airlines can have you in Winnipeg from Connecticut in 6h 24m. Airlines will cover a distance of 1289 mi. This flight may include one or multiple stops.

  • What are the most popular routes from Connecticut to Winnipeg?

    While some choose either Newark - Winnipeg or New York LaGuardia - Winnipeg, New York John F Kennedy Intl - Winnipeg is the most popular route from Connecticut to Winnipeg.

  • 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

Traveling to a place near Winnipeg?

Book flights to Winnipeg if you plan to visit one of these locations
Portage la Prairie

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.