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We catch our flight in PIT @ 5:15am - our shuttle service at the hotel says they don't start until 4am and that the airport ticket counters are closed until then. Is this enough time to get 4 people thru without missing our flight?
Yes, they aren't lying to you. The counters and checkpoints don't open until 4 AM. there will be very few people at the airport that early. You'll be fine.