A Long Way from Chicago

by Richard Peck

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Why was the pie contest result a joke on Grandma Dowdel in A Long Way from Chicago?

Quick answer:

The pie contest result is a joke on Grandma Dowdel because she cheats by switching her pie card with Rupert Pennypacker's, aiming to win first prize. Ironically, her gooseberry pie wins the contest, but due to the switch, Rupert is awarded first prize instead. Thus, Grandma only receives the second-prize ribbon, missing out on the victory she could have legitimately claimed against the renowned baker Rupert Pennypacker.

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At the county fair "Fruit Pies and Cobblers" competition, Grandma Dowdel cheats by switching her pie card with Rupert Pennypacker's. This way, she's dead certain that she will win first prize: a free ride in Barnie Buchanan's plane. Rupert has the reputation of being the best home baker in the whole of Illinois, so it's not surprising that Grandma Dowdel feels she has to resort to such desperate measures to win the contest.

As it turns out, however, the joke's on her. Grandma's home-made gooseberry pie wins the contest after all. But, because she already switched pie cards before the judging began, first prize is awarded to Rupert Pennypacker, not to her. Grandma has to make do with the second-prize red ribbon instead. If she hadn't cheated, she would've won the contest—and against the best home baker in Illinois, too.

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