The middle-class kids had the pocket money to try a few times, usually in the games which seemed the best match for their skills. The rich kids went around and picked the booth with the coolest prices, then simply tried again until they won the price they wanted, or got bored. The poor kids were manning the booths, helping their parents sell popcorn and keep the show running.
Things haven't changed much as we've grown up. If you come from a wealthy background, you can keep on trying seed ideas until you find traction. With a more middle-class background, you can put in a small number of attempts, spread between long stretches of saving more money. If you're poor, you'll never have the ability to even try.