Reading order
| # | Title | Published | Author | Buy on Amazon |
|---|---|---|---|---|
| 1 | Dirty Little Secret | 2021 | Alexis Winter | Buy |
| 2 | Exes | - | Alexis Winter | N/A |
| 3 | Those Three Words | 2022 | Alexis Winter | Buy |
| 4 | Just This Once | 2022 | Alexis Winter | Buy |
| 5 | Beg For It | 2022 | Alexis Winter | Buy |
| 6 | Looking For Trouble | 2023 | Alexis Winter | Buy |
| 7 | Very Bad Things | 2023 | Alexis Winter | Buy |
| 8 | Dark as Knight | 2024 | Alexis Winter | Buy |
| 9 | For the Plot | 2025 | Alexis Winter | Buy |
The Chicago Billionaires series is one of Alexis Winter’s longest-running works, with nine books published from 2021 to 2025. The series follows different billionaire heroes in Chicago, with titles like Dirty Little Secret, Beg For It, and Looking For Trouble signaling the steamy tone.
Each book introduces a new couple while maintaining the upscale Chicago setting. The series shows Winter’s skill at keeping a single premise fresh across nearly a decade of installments.