BookBingeWindy City Books in Order
The short answer
Liz Tomforde · 5 books
- How many books?
- There are 5 books in the Windy City series, published 2022–2025.
- Is it finished?
- Yes — the series is complete; it ends with Rewind It Back (2025).
- Where to start
- Start with Mile High (2022).
About 2,600 pages — roughly 40 hours of reading
An interconnected sports romance series set among Chicago's pro hockey, basketball and baseball teams, where each book pairs a different athlete with the woman who upends his life. A close-knit friend group carries over from book to book.
Here is the complete Windy City reading order — all 5 books by Liz Tomforde, in the order you should read them:
Reading order
- Mile HighChicago hockey's favourite villain, Evan Zanders, sets out to make life miserable for Stevie Shay, the new flight attendant on his team's plane, who has sworn off athletes.2022608 pages
- The Right MoveBasketball captain Ryan Shay fake-dates his new roommate, his sister's best friend Indy Ivers, to soften his image, while she needs a date for a wedding her ex will attend.2023528 pages
- Caught UpSingle-dad pitcher Kai Rhodes is forced to let his coach's free-spirited daughter, award-winning pastry chef Miller Montgomery, nanny his son for one summer.2023496 pages
- Play AlongAfter a Las Vegas night ends in an accidental wedding, team athletic trainer Kennedy Kay agrees to stay married to shortstop Isaiah Rhodes for one season to protect her job.2024480 pages
- Rewind It BackInterior design intern Hallie Hart moves to Chicago and ends up living next door to, and renovating the house of, her first love and ex, hockey player Rio DeLuca.2025496 pages
Good news: for this series, reading order and publication order are the same — just read straight down the list.
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Get BookBingeFrequently asked questions
How many Windy City books are there?
There are 5 books in the Windy City series by Liz Tomforde, from Mile High (2022) to Rewind It Back (2025). Together they run to about 2,600 pages.
Is the Windy City series finished?
Yes. Liz Tomforde completed the series with Rewind It Back in 2025; all 5 books are out now.
What is the first Windy City book?
Mile High (2022) is book one, at 608 pages. Chicago hockey's favourite villain, Evan Zanders, sets out to make life miserable for Stevie Shay, the new flight attendant on his team's plane, who has sworn off athletes.
Should I read the Windy City series in publication order?
Yes. For the Windy City series, reading order and publication order are the same — Mile High (2022) through Rewind It Back (2025).
How long does it take to read all Windy City books?
About 2,600 pages across 5 books — roughly 40 hours at a page a minute. The longest is Mile High (608 pages); the shortest is Play Along (480 pages).