
Discover tips and strategies to find the most affordable flight options for your journey from Winnipeg (YWG) to Boston (BOS). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated November 9, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $425 (Kiwi.com) |
One-way from | $240 (Kiwi.com) |
Popular in | April |
Cheapest in | August |
Average price | $582 |
Fly from
Fly to
Route
Depart
Return
WinnipegBoston
YWG Winnipeg - BOS Boston Logan Intl
YWGBOS
Winnipeg
Fri 2/5
7:00 am-9:29 am
2 stops26h 29m
Boston Logan Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
WinnipegBoston
YWG Winnipeg - BOS Boston Logan Intl
YWGBOS
Winnipeg
Wed 12/9
9:35 pm-10:13 am
3 stops36h 38m
Boston Logan Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
WinnipegBoston
YWG Winnipeg - BOS Boston Logan Intl
YWGBOS
Winnipeg
Tue 12/8
9:35 pm-9:39 am
3 stops36h 04m
Boston Logan Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
WinnipegBoston
YWG Winnipeg - BOS Boston Logan Intl
YWGBOS
Winnipeg
Wed 12/2
11:00 am-7:10 pm
1 stop8h 10m
Boston Logan Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
WinnipegBoston
YWG Winnipeg - BOS Boston Logan Intl
YWGBOS
Winnipeg
Tue 12/8
12:40 pm-9:34 pm
2 stops8h 54m
Boston Logan Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
WinnipegBoston
YWG Winnipeg - BOS Boston Logan Intl
YWGBOS
Winnipeg
Wed 12/9
12:40 pm-9:34 pm
2 stops8h 54m
Boston Logan Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
WinnipegBoston
YWG Winnipeg - BOS Boston Logan Intl
YWGBOS
Winnipeg
Thu 11/19
9:35 pm-7:41 am
2 stops34h 06m
Boston Logan Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
WinnipegBoston
YWG Winnipeg - BOS Boston Logan Intl
YWGBOS
Winnipeg
Thu 4/8
11:40 am-9:35 pm
2 stops8h 55m
Boston Logan Intl
Mon 4/12
8:00 am-6:11 pm
2 stops11h 11m
WinnipegBoston
YWG Winnipeg - BOS Boston Logan Intl
YWGBOS
Winnipeg
Wed 3/3
12:40 pm-9:34 pm
2 stops8h 54m
Boston Logan Intl
Wed 3/10
1:15 pm-7:19 pm
1 stop6h 04m
WinnipegBoston
YWG Winnipeg - BOS Boston Logan Intl
YWGBOS
Winnipeg
Wed 3/3
12:40 pm-9:34 pm
2 stops8h 54m
Boston Logan Intl
Mon 3/8
1:15 pm-7:19 pm
1 stop6h 04m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars |
Everything you need to know about your flight from Winnipeg to Boston
Comfort
Overall
Boarding
Food
Entertainment
Crew
Reviews
D,Sep 2026
YHM - YVR
Comfort
Overall
Boarding
Food
Entertainment
Crew
Reviews
D,Sep 2026
YHM - YVR
Comfort
Overall
Boarding
Food
Entertainment
Crew
Reviews
D,Sep 2026
YHM - YVR
Find useful and relevant information for your journey from Winnipeg to Boston. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$215 | Average$582 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$282 | Average$380 | FlexibilityNo cancel fee | On-time52% |