The plane returns on November 4, 2018. When Cal is in the hospital for his fever, only a week or two has passed, but the heart rate monitor shows the date as September 14.
Around the 19:25 point in this show, a voice says an obscenity, one of the "seven words you can't say on (network) TV". It is hard to hear but confirmed by the English closed captioning on the DVD. Not sure if it is a character who said it or a crew member.
When Jared and Michaela go to the farm in upstate NY the trees are green and she has a light jacket and he doesn't wear one and has his shirt sleeves rolled up. The scene takes place in November/December when that would not be a possibility in NYS.