Flights at this price are available daily starting in late October through February 13, 2019. Peak travel periods like Thanksgiving, Christmas, and New Years are blacked out, but other than that this fare is wide open.
As an example, I found tickets available for the Martin Luther King Day long weekend in January. Searching JetBlue, seats are open on flights departing MCO on Friday, January 18 and returning from EWR on Monday, January 21, 2019. Scattered dates in October and November are also available for even a few dollars less if you're flexible with dates.
For those of you who want to head south for the winter, trips from Newark to Orlando are possible during the same period but will require some flexibility. United Airlines is also matching this fare, so if you prefer to fly with them, you can check their site as well. I prefer the JetBlue option because they still allow normal-sized carry on baggage, while the United offering will book into basic economy allowing for only one small personal item like a backpack or purse.
If you Florida based flyers have another destination in mind, we've got you covered with our full list of flight deals departing Orlando (MCO) here.