Apskip, here's how I think it will go down, not only do Nick and Don arrive in Italy through Bologna, but also all the other teams go that way as well.
The clue at the mat will read something like
"Fly to Bologna, Italy.
Find your next clue on the marked cars parked at the airport."
The clue from their cars will direct them to our favorite Florence garden. The first team gets to the Florence clue around 4:55 pm. It tells them to drive to the airfield about an hour away. They get there too late for flights and have to wait until dawn. Also in the package is the Fast Forward. They may try for it but see that it too is closed by the time they get there and it does not open until 9 am. So the earlier teams go to the airfield for the Roadblock. Nick and Don go straight for the Fast Forward.
Here are the flights that the earlier teams can take:
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