We used to have a secretary who was a real whizz at booking people from the wrong airport, and other blunders. Some of them got caught before departure, but others didn't. In the end we had to take her off flight bookings.
One where the request was a day trip from London to Edinburgh was booked in the reverse direction, down from Edinburgh in the morning and back there in the evening.
Booked London to Dublin when the request was to go to Belfast - that didn't get noticed until the chap turned up at Heathrow; the day was lost.
Two people travelling to Edinburgh on Easyjet, one from Luton, one from Stansted. Of course she got the names the wrong way round, that one took for ever to sort out.
In passing, web-generated documents are far less clear about the itinerary than paper tickets used to be; the detail is buried in a mass of terms and conditions. I wonder why it cannot be highlighted better at the top.