In Jazz Age Chicago, Dot Rodgers sells hats at Marshall Field while struggling to get her singing career off the ground. Independent and feisty, she's the life of the party. But underneath the glitter, she doesn't believe she's worth the love of a good man. Why would a strong, upstanding man want to build a future with a shallow, good-time girl like her?

Small-town businessman Charlie Corrigan carries scars from the Great War. After all he's been through, he wants nothing more than to marry and start a family. But the woman he loves is a flamboyant flapper with no intention of settling down. She's used to a more glamorous life than he can offer. As his fortunes climb with the stock market, it seems he's finally going to win her love. But what happens when it all comes crashing down?