Unless the rounds in the hockey game were incredibly short without intermissions, the hour Dudley, Kitty, and Keswick had to pay the ransom for the Chief's safety would have passed when it ended, especially since Dudley said the game went into overtime.
When Snaptrap drops The Chief out of the blimp, he is tied up in ropes. But when Dudley grabs him and puts him on his shoulders, the ropes are off him, even when Dudley was never shown untying him.
Snaptrap and the skunk lady's favorite city is Europe.
The Chief's favorite city is Mexico.
The fact that Snaptrap said they're all cities is probably to affiliate to his stupidity, as Mexico is a country and Europe is a continent.