SeriesStack

Windy City Books in Order

5 books from Mile High (2023) to Rewind It Back (2025). Rated 4.7 across 13,302 listener reviews.

Reading order

  1. Mile High

    Book 1 2023 4.4 (2.2k)

    Zanders: Chicago hockey isn't complete without me—everyone's favorite player to hate. I know my role, and I play it well. In fact, I thoroughly enjoy spending the majority of my game time in the penalty box before leaving the arena with a…

  2. The Right Move

    Book 2 2023 4.7 (1.9k)

    Ryan: I'm the newest Captain of the Devils, Chicago's NBA team, and the last thing I needed this year was for Indy Ivers, my sister's best friend, to move into my apartment. She's messy, emotional, and way too tempting.

  3. Caught Up

    Book 3 2023 4.7 (2.9k)

    I’m a single dad and starting pitcher for Chicago’s MLB team. I’m stretched too thin, but I don’t want help raising my son. Each of his previous nannies only lasted a few weeks before I let them go.

  4. Play Along

    Book 4 2024 4.8 (3.2k)

    I’m the only woman on staff for the Windy City Warriors, and after years of putting up with a sexist lead doctor, I’m desperate to land my dream job with a new team next year.

  5. Rewind It Back

    Book 5 2025 4.8 (3.2k)

    When I was eleven, my family moved next door to his. When I was thirteen, he was my first crush. When I was sixteen, we fell for each other. And when I was nineteen, we broke each other's hearts.

Collections and companions

About this reading order

Books are listed in the series' own numbering, which for Windy City is also the best order to read them in. Years are first publication where we could confirm it, and otherwise the first audiobook release.