Not within a year.
500 Tickets
No. If you look at the coins they have a year on them and they are reused anyway
entertainment
$69 bucks
1000
I'm pretty sure they don't but you can try.
Skee ball Is the easiest but If you want to cheat buy some tickets from staples and put them in the machine you will have about 1000 tickets
100 tickets
Chuck E Cheese is good. Kids enjoy it.
Whatever age Chuck E Cheese and Wing Out specifies. Not sure about the other one but for Chuck E. Cheese you have to 16.
The name Chuck E cheese has been derived from a comedic mouse who sings and interacts with guests.