Quite possible as it would only make sense since if both are in the same truck and you only paid for 1 of them for the 2 hour window and they can just give you both at the same not. Would definitely be awkward to deliver you that one earlier and later come back and deliver you the phone. Maybe ask the driver?So kind of an odd question, I have another package being delivered from UPS on Friday. It is allowing me to pay for a 2 hour delivery window on that item. If I did that do you guys think that my iPhone would come at the same time? I live 30-45 minutes from the distribution center/CC, so I'm not sure if they would make 2 trips.