Best Small and Medium Workplaces in Chicago

To determine the Best Workplaces in Chicago in 2025, Fortune partnered with global people analytics firm Great Place to Work to analyze survey feedback representing nearly 62,000 U.S. employees. (For large companies, also see: The 15 Best Large Workplaces in Chicago.)

METHODOLOGY SEE ALL FORTUNE GREAT PLACE TO WORK RANKINGS

The Top Ten

Marsh McLennan Agency, Midwest Region

Prev. #1

Employees say:"I have always felt valued and seen at this company. I have a support system in my teammates and my manager. I can show up exactly as I am and feel I belong. I am able to balance my personal life and work life easily due to the flexible approach the company has. We are seen as people first, then employees. I also appreciate how quickly the company adapts to changes and employee needs (i.e. working remotely, increased parental leave, mental health benefits) and responds to employee feedback."

Champion Packaging & Distribution

NEW

Basis Technologies

Prev. #3

Employees say:"I truly appreciate the strong sense of trust within the company. I feel valued by my colleagues and empowered by the trust my manager places in me. It’s reassuring to know that whether people are in or out of the office, there is confidence that work will be completed efficiently and to a high standard. This culture of trust allows for autonomy, eliminates the need for micromanagement, and ultimately contributes to a productive and positive work environment."

Iron Galaxy Studios

+2 spotsPrev. #6

Employees say:"The company is always looking for better ways to help people expand their skillset to better their career advancement both within the company and for their personal goals. This happened to me when I was given an opportunity to focus on UI Design work after being hired as a QA Analyst within my first two years at the company. I was put through some training, and given a position. Since then I've gotten a ton of guidance and feedback and direction in my growth, and I am now years later helping others expand their skillset as well. The company is helping in creating opportunities for this, and creating goals and outlining criteria that helps me better plan and support the people I'm mentoring which is amazing."

Flexera Software LLC

NEW

Employees say:"The level of caring and connection between the executive suite and the employee teams is refreshing. I love the emphasis on professional development and helping you get the most from your career. My managers are amazing. You can tell they care so much about how their teams are doing."

Sasser Family Companies

+19 spotsPrev. #25

Employees say:"I love the fact that the company is very supportive of all the employees. Very flexible schedules which helps everyone, especially benefits those who have kids in school and no babysitters or anyone to rely on. [Also, the company] is so involved in the community, and provides volunteering opportunities for its employees."

Brindley Engineering Corporation

+11 spotsPrev. #18

Employees say:"Everyone is given a fair opportunity to share their ideas and contribute to improving the quality and efficiency of our work, which instills a sense of ownership. Management all the way up to the owner of the company are approachable, genuine, and encourage meaningful cross-disciplinary interactions. Internal presentations help facilitate a deeper understanding of what other disciplines do, provide knowledge transfer, and improve teamwork. Everyone understands life can get messy in which case coworkers do cover for each other. Basically, you're treated as a person where everyone is a team member and not just a collection of skills or siloed cog in the machine."

OSM Worldwide

+16 spotsPrev. #24

Employees say:"Being at a family owned business is much better than corporate life. The founder is involved with the business which makes everyone care more about the direction and health of the organization. It also helps develop the family type atmosphere and culture in the office."

Energy CX

+14 spotsPrev. #23

Employees say:"I wake up every single day excited to go to work. I’ve worked for other companies before, but the environment that management creates allows us to feel supported. We often have companywide meetings where everyone has the opportunity to speak how they feel and never feel judge. This allows us to feel completely aligned. It’s not easy to find a workplace like this. Not only that, but every time a new person gets hired, we always have a company-wide event so we give new hires the opportunity to bond with us not in a forced environment."

Consumers Credit Union

+9 spotsPrev. #19

Employees say:"We celebrate success at CCU. This is a great place to work because of the positive culture, you feedback is greatly valued and your work is meaningful. Recognition goes to everyone and anyone by awarding CUdos points that can be redeemed with most popular merchants. The team is approachable and extremely helpful, our goal to put the member first is embraced throughout the organization."