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Weekend trips from Orlando under $300

For each of the coming weekends, the cheapest return we hold from Orlando 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: 12

Weekends covered: 7

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Weekend of Sat 14 Nov

CityFromOutBackWeekdays offAirportsStopsAirlineFound
Nashville$289Sat 14 Nov 07:40Mon 16 Nov 09:431 weekdayMCO → BNAout nonstop, back nonstopFrontier Airlinesfound 2 days agoSee prices for these datesCheck today's price
New York$299Sat 14 Nov 07:00Mon 16 Nov 06:001 weekdayMCO → LGAout 1 stop, back nonstopFrontier Airlinesfound 5 days agoSee prices for these datesCheck today's price

Weekend of Sat 21 Nov

CityFromOutBackWeekdays offAirportsStopsAirlineFound
Norfolk$195Fri 20 Nov 13:58Mon 23 Nov 16:542 weekdaysMCO → ORFout nonstop, back nonstopFrontier Airlinesfound 2 days agoSee prices for these datesCheck today's price
Chicago$237Sat 21 Nov 22:38Mon 23 Nov 05:401 weekdayMCO → ORDout nonstop, back nonstopFrontier Airlinesfound 2 days agoSee prices for these datesCheck today's price
Philadelphia$181Fri 20 Nov 08:40Mon 23 Nov 12:082 weekdaysSFB → TTNout nonstop, back nonstopAllegiant Airfound 5 days agoSee prices for these datesCheck today's price
Baltimore$273Thu 19 Nov 06:00Mon 23 Nov 14:293 weekdaysMCO → BWIout nonstop, back 1 stopFrontier Airlinesfound 6 days agoSee prices for these datesCheck today's price
New York$274Fri 20 Nov 17:25Mon 23 Nov 14:241 weekdayMCO → LGAout 1 stop, back nonstopAllegiant Airfound 6 days agoSee prices for these datesCheck today's price

Weekend of Sat 5 Dec

CityFromOutBackWeekdays offAirportsStopsAirlineFound
Baltimore$107Fri 4 Dec 22:09Sun 6 Dec 19:12NoneMCO → BWIout nonstop, back nonstopFrontier Airlinesfound 2 days agoSee prices for these datesCheck today's price
Dallas$121Fri 4 Dec 21:55Sun 6 Dec 06:10NoneMCO → DFWout nonstop, back nonstopFrontier Airlinesfound 2 days agoSee prices for these datesCheck today's price
Atlanta$63Sat 5 Dec 07:10Sun 6 Dec 21:45NoneMCO → ATLout nonstop, back nonstopFrontier Airlinesfound 4 days agoSee prices for these datesCheck today's price
Newburgh$214Fri 4 Dec 07:20Sun 6 Dec 06:301 weekdayMCO → SWFout nonstop, back nonstopBreeze Airwaysfound 6 days agoSee prices for these datesCheck today's price

Weekend of Sat 12 Dec

CityFromOutBackWeekdays offAirportsStopsAirlineFound
Atlanta$83Sat 12 Dec 09:10Sun 13 Dec 12:09NoneMCO → ATLout nonstop, back nonstopFrontier Airlinesfound 2 days agoSee prices for these datesCheck today's price
New Haven$151Thu 10 Dec 16:26Sun 13 Dec 19:542 weekdaysMCO → HVNout nonstop, back nonstopBreeze Airwaysfound 6 days agoSee prices for these datesCheck today's price
New York$237Sat 12 Dec 08:00Sun 13 Dec 11:06NoneMCO → EWRout nonstop, back nonstopUnited Airlinesfound 5 days agoSee prices for these datesCheck today's price

Weekend of Sat 19 Dec

CityFromOutBackWeekdays offAirportsStopsAirlineFound
New York$280Sat 19 Dec 20:34Mon 21 Dec 07:001 weekdayMCO → LGAout nonstop, back nonstopFrontier Airlinesfound 5 days agoSee prices for these datesCheck today's price

Weekend of Sat 26 Dec

CityFromOutBackWeekdays offAirportsStopsAirlineFound
Tulsa$274Thu 24 Dec 06:10Sun 27 Dec 08:572 weekdaysSFB → TULout nonstop, back nonstopAllegiant Airfound 2 days agoSee prices for these datesCheck today's price
Birmingham$285Fri 25 Dec 13:42Mon 28 Dec 16:282 weekdaysMCO → BHMout 1 stop, back 1 stopBreeze Airwaysfound 6 days agoSee prices for these datesCheck today's price

Weekend of Sat 16 Jan 2027

CityFromOutBackWeekdays offAirportsStopsAirlineFound
Chicago$156Thu 14 Jan 2027 07:05Mon 18 Jan 2027 06:003 weekdaysMCO → ORDout 1 stop, back 1 stopFrontier Airlinesfound yesterdaySee prices for these datesCheck today's price
New York$172Fri 15 Jan 2027 18:22Mon 18 Jan 2027 06:301 weekdayMCO → EWRout nonstop, back nonstopFrontier Airlinesfound 3 days agoSee 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, in US dollars: the price the seller showed on Aviasales; bags may cost extra. Fares change, so check today's price before you book. How our prices work