Cali Rowsen is a small town girl who goes back to Iowa for her best friend's brother's wedding. While there, she learns that the boy she idolized in high school is not who she thought he was, but she also meets a new handsome face. Matt Gianni is a lawyer based out of Chicago and comes to the wedding with Ty, one of Cali's good friends. Sparks fly immediately between the two, but the day after the wedding they're both set to go back to their respective homes. Neither want to try long distance, so they make an agreement. For one year both of them will live their lives as normal, but when the time is up they'll decide if what they could have is worth working for.

During this year Cali struggles to reconcile the feelings she had for Matt as her relationship with her neighbor, Dan, gets stronger.

Will Cali follow Matt to Chicago, or will she realize there was something special in front of her the whole time?