Weekend trips from Toronto under C$500
For each of the coming weekends, the cheapest return we hold from Toronto to each place: out on a Thursday, Friday or Saturday and back on the Sunday or Monday, with at least a full day there.
Places with a weekend trip: 9
Weekends covered: 7
Weekend of Sat 21 Nov
| City | From | Out | Back | Weekdays off | Airports | Stops | Airline | Found | ||
|---|---|---|---|---|---|---|---|---|---|---|
| Calgary | C$468 (US$328) | Thu 19 Nov 07:00 | Sun 22 Nov 01:45 | 2 weekdays | YYZ → YYC | out nonstop, back nonstop | Flair Airlines | found 20 hours ago | See prices for these dates | Check today's price |
| Fort Myers | C$344 (US$241) | Fri 20 Nov 07:30 | Sun 22 Nov 13:15 | 1 weekday | YYZ → RSW | out nonstop, back nonstop | WestJet | found 3 days ago | See prices for these dates | Check today's price |
| Cancun | C$396 (US$278) | Fri 20 Nov 15:40 | Mon 23 Nov 21:35 | 2 weekdays | YYZ → CUN | out nonstop, back nonstop | WestJet | found 2 days ago | See prices for these dates | Check today's price |
| Montreal | C$422 (US$296) | Sat 21 Nov 10:40 | Mon 23 Nov 18:05 | 1 weekday | YTZ → YHU | out nonstop, back nonstop | Porter Airlines Canada | found 6 days ago | See prices for these dates | Check today's price |
| New York | C$478 (US$335) | Fri 20 Nov 12:10 | Sun 22 Nov 08:00 | 1 weekday | YTZ → EWR | out nonstop, back nonstop | Porter Airlines Canada | found 6 days ago | See prices for these dates | Check today's price |
Weekend of Sat 28 Nov
| City | From | Out | Back | Weekdays off | Airports | Stops | Airline | Found | ||
|---|---|---|---|---|---|---|---|---|---|---|
| Calgary | C$294 (US$206) | Fri 27 Nov 21:05 | Mon 30 Nov 01:45 | 1 weekday | YYZ → YYC | out nonstop, back nonstop | Flair Airlines | found 18 hours ago | See prices for these dates | Check today's price |
| New York | C$299 (US$210) | Fri 27 Nov 12:10 | Mon 30 Nov 08:00 | 2 weekdays | YTZ → EWR | out nonstop, back nonstop | Porter Airlines Canada | found 2 days ago | See prices for these dates | Check today's price |
| Nashville | C$362 (US$254) | Sat 28 Nov 06:45 | Mon 30 Nov 18:34 | 1 weekday | YYZ → BNA | out 1 stop, back 1 stop | United Airlines | found 3 days ago | See prices for these dates | Check today's price |
| Montreal | C$421 (US$295) | Fri 27 Nov 10:40 | Sun 29 Nov 17:10 | 1 weekday | YTZ → YHU | out nonstop, back nonstop | Porter Airlines Canada | found 3 days ago | See prices for these dates | Check today's price |
Weekend of Sat 5 Dec
| City | From | Out | Back | Weekdays off | Airports | Stops | Airline | Found | ||
|---|---|---|---|---|---|---|---|---|---|---|
| Winnipeg | C$170 (US$119) | Fri 4 Dec 07:25 | Sun 6 Dec 19:55 | 1 weekday | YYZ → YWG | out nonstop, back nonstop | Flair Airlines | found 3 hours ago | See prices for these dates | Check today's price |
| New York | C$272 (US$191) | Thu 3 Dec 10:35 | Mon 7 Dec 17:35 | 3 weekdays | YTZ → EWR | out 1 stop, back 1 stop | Porter Airlines Canada | found 2 days ago | See prices for these dates | Check today's price |
Weekend of Sat 12 Dec
| City | From | Out | Back | Weekdays off | Airports | Stops | Airline | Found | ||
|---|---|---|---|---|---|---|---|---|---|---|
| Edmonton | C$311 (US$218) | Fri 11 Dec 21:05 | Sun 13 Dec 01:40 | None | YYZ → YEG | out nonstop, back nonstop | Flair Airlines | found 2 days ago | See prices for these dates | Check today's price |
| Austin | C$354 (US$248) | Fri 11 Dec 13:40 | Mon 14 Dec 17:35 | 2 weekdays | YYZ → AUS | out nonstop, back nonstop | Porter Airlines Canada | found 2 days ago | See prices for these dates | Check today's price |
Weekend of Sat 26 Dec
| City | From | Out | Back | Weekdays off | Airports | Stops | Airline | Found | ||
|---|---|---|---|---|---|---|---|---|---|---|
| New York | C$288 (US$202) | Sat 26 Dec 10:35 | Mon 28 Dec 17:35 | 1 weekday | YTZ → EWR | out 1 stop, back 1 stop | Porter Airlines Canada | found 2 days ago | See prices for these dates | Check today's price |
| Montreal | C$346 (US$243) | Thu 24 Dec 09:05 | Mon 28 Dec 22:10 | 3 weekdays | YTZ → YHU | out nonstop, back nonstop | Porter Airlines Canada | found 3 days ago | See prices for these dates | Check today's price |
Weekend of Sat 2 Jan 2027
| City | From | Out | Back | Weekdays off | Airports | Stops | Airline | Found | ||
|---|---|---|---|---|---|---|---|---|---|---|
| New York | C$278 (US$195) | Thu 31 Dec 12:15 | Sun 3 Jan 2027 09:39 | 2 weekdays | YTZ → EWR | out 1 stop, back nonstop | Porter Airlines Canada | found yesterday | See prices for these dates | Check today's price |
Weekend of Sat 9 Jan 2027
| City | From | Out | Back | Weekdays off | Airports | Stops | Airline | Found | ||
|---|---|---|---|---|---|---|---|---|---|---|
| New York | C$331 (US$232) | Fri 8 Jan 2027 10:45 | Sun 10 Jan 2027 16:05 | 1 weekday | YTZ → LGA | out 1 stop, back nonstop | Air Canada | found 5 days ago | See prices for these dates | Check today's price |
Every trip here gives at least 24 hours at the destination and gets you home by 6 am on the Tuesday. Times are local to each airport. "Weekdays off" counts Monday to Friday days the trip takes; a flight leaving at 5 pm or later does not take that day.
1 traveler · Economy
Prices are what travelers' searches on Aviasales found in the last 7 days: the price the seller showed on Aviasales; bags may cost extra. Canadian dollars at the Bank of Canada rate of 2026-11-12, US dollars in brackets. Fares change, so check today's price before you book. How our prices work