The Windy City Series (Series by Liz Tomforde)

The Windy City Series is a sports romance series set in Chicago. Each book follows a different professional athlete and the woman who becomes an important part of his life. The stories are connected through friendships, family relationships, and Chicago’s professional hockey, basketball, and baseball teams.

The series includes hockey and baseball romances, fake dating, forced proximity, single-parent romance, marriage of convenience, and second-chance love. Although each book focuses on a different couple, readers will get more from the recurring characters and relationships by reading the books in order.

Age Recommendation: Adult Readers (18+)
This contemporary romance series contains explicit sexual content and other mature themes.

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The Windy City Series (Series by Liz Tomforde)

Author: Liz Tomforde
Current North American Publisher: Entangled: Amara
Genre: Romance, Contemporary Romance, Sports Romance
Years of Publication: 2022–2025
Total Books: 5 main books and 1 spin-off
Series Status: Completed
Setting: Chicago, Illinois
Sports Featured: Hockey, basketball, and baseball
Audiobook Narrators: Winston James, Mari, Juniper Young, Sean Crisden, Megan Wicks, Alex Kydd, Samantha Brentmoor, Jacob Morgan, Connor Crais, Jason Clarke

Our Rating of This Series:

The Windy City Series (Series by Liz Tomforde) Order of Reading

Book 1: Mile High (2022)

Mile High introduces Evan Zanders, a talented but arrogant professional hockey player known for his bad-boy image. Stevie is the new flight attendant assigned to his team’s private plane, and she is not impressed by his fame or attitude. Their frequent clashes slowly develop into something deeper as they spend more time together during the hockey season. Behind Zanders’ public image is a man dealing with his own fears and insecurities, while Stevie must learn to see herself as worthy of love.

The book includes enemies-to-lovers romance, workplace boundaries, forced proximity, body-image issues, and discussions about mental health.

Main Couple: Evan Zanders and Stevie Shay
Sport: Hockey
Audiobook Narrators: Juniper Young, Winston James and Mari

Book 2: The Right Move (2023)

The Right Move follows Ryan Shay, the new captain of Chicago’s professional basketball team, and Indy Ivers, his sister’s best friend. When Indy needs somewhere to live, she temporarily moves into Ryan’s apartment. Ryan is private, controlled, and careful about whom he trusts. Indy is outgoing, romantic, and recovering from a difficult breakup. When Ryan needs to improve his public image and Indy needs a date to a wedding, they agree to pretend to be a couple. Their arrangement becomes complicated when sharing a home and pretending to be in love begin to feel real.

The book includes fake dating, forced proximity, roommates, grumpy-and-sunshine romance, and the best friend’s brother trope.

Main Couple: Ryan Shay and Indy Ivers
Sport: Basketball
Audiobook Narrators: Juniper Young and Sean Crisden

Book 3: Caught Up (2023)

Caught Up centers on Kai Rhodes, a professional baseball pitcher and single father. Kai is devoted to his young son but struggles to balance parenting with the demands of his career. When Kai’s coach hires his daughter, Miller Montgomery, to serve as a temporary nanny, Kai is reluctant to accept her help. Miller is a successful pastry chef experiencing creative burnout, and she only plans to remain in Chicago for the summer.

As Miller becomes part of Kai’s daily life, she forms a close relationship with both father and son. However, their growing feelings are complicated by Miller’s plans to leave when the summer ends.

The book includes single-parent romance, a nanny relationship, forced proximity, opposites attract, and a temporary summer romance.

Main Couple: Kai Rhodes and Miller Montgomery
Sport: Baseball
Audiobook Narrators: Megan Wicks and Alex Kydd

Book 4: Play Along (2024)

Play Along follows Isaiah Rhodes, the shortstop for Chicago’s professional baseball team, and Kennedy Kay, the team’s athletic trainer. After a night in Las Vegas, Kennedy wakes up married to Isaiah. To protect her professional reputation and her chances of securing a new position, they agree to remain married and present the wedding as a planned elopement.

Isaiah has wanted Kennedy for years and sees their temporary marriage as an opportunity to prove that he can be the husband she needs. Kennedy, however, is determined to keep their arrangement from becoming permanent.

The book includes marriage of convenience, forced proximity, workplace romance, he falls first, and a Las Vegas wedding.

Main Couple: Isaiah Rhodes and Kennedy Kay
Sport: Baseball
Audiobook Narrators: Jacob Morgan and Samantha Brentmoor

Book 5: Rewind It Back (2025)

Rewind It Back concludes the main Windy City series with the story of professional hockey player Rio DeLuca and interior designer Hallie Hart. Rio and Hallie grew up next door to each other and fell in love when they were young. Their relationship ended in heartbreak, and they spent years apart. When Hallie moves to Chicago for an interior-design internship, she unexpectedly finds herself living next door to Rio again.

Their past becomes harder to avoid when Hallie is assigned to renovate Rio’s house. As they work together, old memories return and both must confront what ended their relationship.

The book includes childhood friends to lovers, second-chance romance, neighbors, forced proximity, and first love.

Main Couple: Rio DeLuca and Hallie Hart
Sport: Hockey
Audiobook Narrators: Megan Wicks and Connor Crais

Windy City Spin-Off

In Her Own League (2026)

In Her Own League is a spin-off connected to the Windy City world. It follows Reese Remington, the first female owner of a Major League Baseball team, and Emmett Montgomery, the team’s experienced field manager. Reese has spent years preparing to lead the organization, but she faces constant scrutiny in a male-dominated industry. Emmett initially questions her decisions and resents the changes she brings to the team.

As they spend long days and road trips together, their disagreements lead to an attraction neither of them expected. Reese must decide whether pursuing a relationship with Emmett could place the career she worked so hard to build at risk.

The book includes enemies-to-lovers romance, workplace tension, an age gap, professional baseball, and a woman in a position of power.

The novel can be read separately, but it includes characters and relationships introduced in the main Windy City books.

Main Couple: Reese Remington and Emmett Montgomery
Sport: Baseball
Audiobook Narrators: Samantha Brentmoor and Jason Clarke

The Windy City Series — Book Library Table

Book Title	First Published	Current U.S. Paperback ISBN-13
Mile High	June 4, 2022	9781649379696
The Right Move	February 7, 2023	9781649379719
Caught Up	October 10, 2023	9781649379733
Play Along	July 11, 2024	9781649379788
Rewind It Back	May 20, 2025	9781649379238
In Her Own League — Spin-off	March 3, 2026	9781649379795

ISBNs may differ by country, format, and edition.

Television Adaptation

The Windy City Series is being developed as a television series by Amazon MGM Studios and Premeditated Productions. The adaptation remains in development, and a cast and release date have not yet been announced.