
Everything you should know
Cheap Flights from Boston to Winnipeg (BOS-YWG)
Recent round-trip flight deals from Boston to Winnipeg
Recent one-way flight deals from Boston to Winnipeg
KAYAK's insights & trends for Boston to Winnipeg flights
Get data-powered insights and trends into flights from Boston to Winnipeg to help you find the cheapest flights, the best time to fly and much more.
How much is a round-trip flight from Boston to Winnipeg?
Flight prices are below average for this route right now.
Flights to Winnipeg from Boston usually cost between $411 and $684 in September.The lowest price found in the past 5 days was $339 on Multiple Airlines (Sep 12-Sep 19).
What is the most popular layover airport when flying from Boston to Winnipeg?
Toronto (YYZ) is the top choice – 51% of KAYAK users who clicked on 1-stop flights from Boston to Winnipeg picked an itinerary connecting there.
What is the cheapest layover airport when flying from Boston to Winnipeg?
Flights via Toronto (YYZ) offer the most affordable fares, with an average round-trip price of $594.
Which layover airport offers the shortest total travel time from Boston to Winnipeg?
Consider flying via Montreal (YUL) for the shortest journey. The average one-way travel time for flights connecting there is 5h 58m.
Which layover airport has the quickest connection when flying from Boston to Winnipeg?
If you prefer a quick connection, Montreal (YUL) often has the shortest layovers from Boston to Winnipeg, with an average of 1h 25m.
How long does a flight from Boston to Winnipeg take?
There are no direct flights from Boston to Winnipeg. The quickest journey takes 4h 34m.
Good to know
Low season | February |
|---|---|
High season | June |
Cheapest flight | $174 |
When to book flights from Boston to Winnipeg
FAQs for booking flights from Boston to Winnipeg
Reviews of the top 4 airlines serving from Boston to Winnipeg
A few improvements: 1. No signages at the airport that the porter airline was a codeshare and i could check-in at American counter. 2. Crew at the gate said they couldn't change my reward to Alaska - despite that being done previously 3. Despite there being many open seats, i was assigned a seat at the very back near lavatory, last row. Fortunately, the pilot wanted more people moved up so the flight attendants moved me up. It seemed very odd to have been stuck in last row with very few people nearby..
A few improvements: 1. No signages at the airport that the porter airline was a codeshare and i could check-in at American counter. 2. Crew at the gate said they couldn't change my reward to Alaska - despite that being done previously 3. Despite there being many open seats, i was assigned a seat at the very back near lavatory, last row. Fortunately, the pilot wanted more people moved up so the flight attendants moved me up. It seemed very odd to have been stuck in last row with very few people nearby..
The flight booking code given by Kayak was not the correct one used by the airline. I had to call to get the correct one. It was never sent to me. Totally unacceptable!
Much roomer than air Canada! Great flight for the price. No complaints
As a first time flyer with Porter I was happy with the service and comfort of the airline.
Other than wifi no on board entertainment. Will use them again, roomier seats than other airlines and snacks and beverages, better than average
I like it, but the food isn't good. They need to offer more simple things. This bowls that have so many things your don't know what your are eating. The milenials like it, no the rest. And last but not least, they allowed somebody have a huge dog, vey agressive and fidgety in the flight. That's horrible. No animals should be allowed inside the airplane, what about allergies, etc
The flight was half empty yet they charged me $50 for a basic carry on! I saw how passengers of different colors were treated differently.
There was a 5 hour delay. Missed connection and now an almost 21 hour lay over!
Porter was excellent. Boarding was a breeze. The seats were a little uncomfortably but the overall trip was excellent.
travelling in 14th of April and now we are in 17th , I have not received my lost/delayed bag... this is very bad and the worst part is their call center is not able to see where is it!!!!
Flight from Savannah arrived very late and we did not take off till 2 hours after scheduled departure!
Very good seat and service. No complaints about the food. Take off delayed due to airport traffic
It is usually very pleasant. Good service for the price, international flights are even better
Flight attendant was very poor in taking care or showing attention. I slept up front for a few and missed the snacks. She saw me many times, went by me many times and never once asked if I needed anything. The whole 2 hours flight. And this is to a Diamond member in first.
I thought the service was very nice and pleasant. There were no hiccups and no issues so overall a good experience.
It was a pleasant surprise to have complimentary Wi-Fi on the flight
Flight was delayed, we could have been notified earlier and in a consistent manner. App was not refreshing for another passenger to get the latest flight status. We could have stayed and waited at the hotel instead of waiting at the airport had we known the flight was going to delayed for more than 5 hours. The toilet is too tight, and needs to be cleaned more frequently (every hour). The entertainment screen froze, the touch screen not responding to touch. We were upgraded to comfort, it is more comfortable than regular economy seats.
The baggage belt was not updated on the Delta App and was displayed on the wrong belt board. Was not expecting this to happen.
The plan was delayed and left DC 90 minutes late. However, it showed a 20 minute delay on the delta app, then a 12 min delay. It turned out to be an hour delay. I found out where the plane was with flightaware. Stop keeping customers in the dark about what is going on.
Airline stewardess service is good. The check-in attendant had a bad attitude and was unprofessional. We did not complete the trip as originally planned. Very dissatisfied☹️ We didn't get on this flight
I would have preferred a flight voucher and to hop on a different flight. Delayed over 6 hours.
Boarding was great, and the crew were very friendly. The seats must have been a bit on the older side and you could feel some of the seat components through the padding. Also, the plugs did not work on the row's entertainment screen or charging ports. Checked bag was transferred for connecting flight, and we appreciated how early we had the connecting gate information.
It was Swiss. Our kosher meals were literally frozen solid and therefore inedible, and the crew didnt care.
Food was great. Staff was phenomenal. Seats were a bit hard and could use a lot more entertainment options as far as movies to choose from. WiFi was good. Overall great trip.
The flight was delayed, they didn’t even have water for the toilets or for drinks
It’s always a great time flying with united airlines.
Very old flight - time to retire it for newer airplanes
2+ hours delayed Outlet in row 12 did not work Tv monitors did not work Lights kept off the entire flight for at 5pm-7pm flight
Flight got cancelled and there was no communication to mention the rescheduled / alternative flight details.
I really don’t know if it ever happened. I never made it any further than the horrible Newark airport because of the snowstorm.
I was rescheduled when I missed my flight due to border clearance issue
Delays. Poor support booking a hotel after a diverted flight.
Because of a change in aircraft, I was unable to experience the business class I paid for and was disappointed.
Very clean plane, staff were courteous, complimentary wifi and beverages are nice, and it was nice to have a whole row to myself! I do miss having seatback entertainment, though. And the prices are getting ridiculous, especially with the different teared tickets. But the flight overall was great.
Nuts would be better than pretzels as the non sweet snack
Kind and accommodating staff. Comfy seats. Plenty of leg and luggage room.
Flight was great, no plug in for charging and no inflight entertainment.
Seat cushion had lost much of its give and the entertainment monitors on the old A320 fleet are small.
The flight was good, the inflight tv's are too old and hard to work
The aircraft was very spacious and comfortable. Loved that the rows were more spread out.