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Weekend trips from Toronto under C$300

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: 3

Weekends covered: 4

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Weekend of Sat 28 Nov

CityFromOutBackWeekdays offAirportsStopsAirlineFound
CalgaryC$294 (US$206)Fri 27 Nov 21:05Mon 30 Nov 01:451 weekdayYYZ → YYCout nonstop, back nonstopFlair Airlinesfound 18 hours agoSee prices for these datesCheck today's price
New YorkC$299 (US$210)Fri 27 Nov 12:10Mon 30 Nov 08:002 weekdaysYTZ → EWRout nonstop, back nonstopPorter Airlines Canadafound 2 days agoSee prices for these datesCheck today's price

Weekend of Sat 5 Dec

CityFromOutBackWeekdays offAirportsStopsAirlineFound
WinnipegC$170 (US$119)Fri 4 Dec 07:25Sun 6 Dec 19:551 weekdayYYZ → YWGout nonstop, back nonstopFlair Airlinesfound 3 hours agoSee prices for these datesCheck today's price
New YorkC$272 (US$191)Thu 3 Dec 10:35Mon 7 Dec 17:353 weekdaysYTZ → EWRout 1 stop, back 1 stopPorter Airlines Canadafound 2 days agoSee prices for these datesCheck today's price

Weekend of Sat 26 Dec

CityFromOutBackWeekdays offAirportsStopsAirlineFound
New YorkC$288 (US$202)Sat 26 Dec 10:35Mon 28 Dec 17:351 weekdayYTZ → EWRout 1 stop, back 1 stopPorter Airlines Canadafound 2 days agoSee prices for these datesCheck today's price

Weekend of Sat 2 Jan 2027

CityFromOutBackWeekdays offAirportsStopsAirlineFound
New YorkC$278 (US$195)Thu 31 Dec 12:15Sun 3 Jan 2027 09:392 weekdaysYTZ → EWRout 1 stop, back nonstopPorter Airlines Canadafound yesterdaySee prices for these datesCheck 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