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2019 • 12 Episodes
Season 1 of Windy City Rehab premiered on January 1, 2019
2020 • 7 Episodes
Season 2 of Windy City Rehab premiered on September 15, 2020
2022 • 9 Episodes
Season 3 of Windy City Rehab premiered on April 21, 2022
2023 • 8 Episodes
Season 4 of Windy City Rehab premiered on May 23, 2023
2024 • 12 Episodes
Season 5 of Windy City Rehab premiered on September 24, 2024