My understanding (admittedly limited!) is that per the EO, no matter how she arrives to FL, she is supposed to quarantine. Flying in from CT she would be instructed to quarantine, though some have commented that this appears to be lessening. Flying in from MA, it has been reported that only passengers flights from/through CT/NJ/NY are being asked to complete the travel questionnaire and told they need to quarantine. So, she may not be stopped/asked at the airport, but if staying on-property, I would be concerned that upon reaching WDW (whether that's at Magical Express or resort check-in), she would be flagged as a traveler from CT and questioned/possibly refused check-in.