Our Team

Jessica Benjamin, M.D.


Dr. Jessica Benjamin is a compassionate and detail-oriented family physician who believes in the power of listening and collaboration to provide high-quality, individualized, and comprehensive healthcare. She builds trusting relationships with her patients, dedicating the time needed to get to know them on a deep individual level, in order to help them lead healthy and fulfilling lives. She does this by looking at the “whole picture,” breaking down obstacles to develop and work toward small achievable goals to effect a lasting impact.

Dr. Benjamin has a special interest in women’s health and the specific challenges and needs that women of all ages face. Dr. Benjamin strongly believes that mental and physical health are intertwined in a profound way and seeks to understand how they work in tandem within each unique individual.

Over the past decade, Dr. Benjamin has provided care to patients of all ages and backgrounds. Prior to SHIFT, she served as a Lead Physician at Advocate Medical Group in Wicker Park, helping to build the practice from inception. She has experience treating acute needs and providing primary care services at Lakeview Immediate Care. She has also served as a teacher and supervisor to Family Medicine residents at Advocate Illinois Masonic Medical Center in Chicago.

Board certified in Family Medicine, Dr. Benjamin earned her medical degree at the University of Florida, where she also earned her bachelor's degree (Go Gators!), and completed her Family Medicine Residency at Illinois Masonic Medical Center in Chicago.

Dr. Benjamin lives in North Center with her husband, three kids, and dog. In her personal time, she is active in her kids’ lives and is dedicated to regular physical fitness. She loves exploring dog-friendly destinations, biking around town, and traveling with her family.