windy city series reading order — liz tomforde (all 5 books)

May 19, 2026

the windy city series by liz tomforde is the most recommended sports romance series on booktok right now — here’s the complete reading order with spice levels so you know exactly where to start.

may i argue that the windy city series is one of the best interconnected standalone sports romance series to exist?

each book follows a different couple, but the characters stay woven together in a way that makes the world feel lived in and hard to leave.

what makes these books great

the pacing, the plot, and the romance all deliver. every couple feels distinct, the tension actually builds, and the emotional payoff… well it pays off.

what you’ll find in this list

below is the series in reading order with spice included (because we all know that matters). if you prefer to read interconnected standalones in order and book one isn’t your favorite, keep going.

my take

The Right Move and Caught Up are personal favorites and always worth the recommendation.

the books

if you’re a read-in-order person, start at the beginning. if not, these are interconnected standalones and you can realistically start anywhere.

sports romance

The Right Move

Liz Tomforde
#2 • windy city series series
🌶🌶
The Right Move

after a rough time in her life, she moves into her friend’s brother’s place, but the busy pro basketball player isn’t exactly thrilled about the unexpected roommate.

fake dating romance forced proximity
✓ on kindle unlimited
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sports romance

Caught Up

Liz Tomforde
#3 • windy city series series
🌶🌶
Caught Up

a grumpy single dad baseball player hires the one nanny he can’t fire… and she’s only supposed to be there for the summer, not become something that feels like home.

baseball romance nanny romance single dad romance
✓ on kindle unlimited
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sports romance

Mile High

Liz Tomforde
#1 • windy city series series
🌶🌶
Mile High

a cocky hockey player who lives in the penalty box meets the one flight attendant who refuses to put up with him… and suddenly he can’t stop pushing her buttons just to keep her close.

forced proximity hockey romance
✓ on kindle unlimited
amazon

sports romance

Play Along

Liz Tomforde
#4 • windy city series series
🌶🌶
Play Along

she wakes up married to the baseball player who’s been obsessed with her for years… and he’s fully planning to use their fake marriage to prove he’s the real thing.

baseball romance fake dating romance marriage of convenience
✓ on kindle unlimited
amazon

sports romance

Rewind It Back

Liz Tomforde
#5 • windy city series series
🌶🌶🌶
Rewind It Back

the boy next door who broke her heart is now her client, her neighbor… and still the one he’s been quietly in love with since he was twelve.

forced proximity hockey romance second chance romance
✓ on kindle unlimited
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the spinoff 

sports romance

In Her Own League

Liz Tomforde
🌶🌶
In Her Own League

when the first woman in mlb history inherits her grandfather’s team, the head coach who doubts her becomes the one man she can’t ignore.

baseball romance boss x employee forced proximity
✓ on kindle unlimited
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morally gray men, slow burns, hockey romances, villains who should absolutely not be attractive… it’s all there.

frequently asked questions

what order should i read the windy city series?
Mile High (book 1), The Right Move (book 2), Caught Up (book 3), Play Along (book 4), Rewind It Back (book 5). all five are interconnected standalones so you can start anywhere — but The Right Move and Caught Up are the ones you don’t want to miss out on.
how many books are in the windy city series?
five — Mile High, The Right Move, Caught Up, Play Along, and Rewind It Back. In Her Own League is a standalone spinoff set in the same world.
what sport is each windy city book?
Mile High and Rewind It Back are hockey. The Right Move is basketball. Caught Up and Play Along are baseball.

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