Senior Software Engineer, AI/ML
CNA Financial
Chicago, IL · $72k–$141k a year · Posted October 30, 2026
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Where Chicago, IL ranks
Where Chicago, IL placed in our monthly rankings, month by month. Each month stays online at its own address.
November 2026
- #1Best cities for government pay after cost of living$146k · of 18
- #1Cities with the most jobs that do not need a four-year degree in the Midwest684 jobs · of 51
- #1Cities with the most jobs that do not need a four-year degree in the Great Lakes684 jobs · of 36
- #1Best cities for software and engineering jobs in the Midwest1,140 openings · of 59
- #1Best cities for software and engineering jobs in the Great Lakes1,140 openings · of 48
- #1Best all-round cities for mid-career professionals in the Midwest80 / 100 · of 20
Rankings about data & analytics jobs
- Best cities for data and analytics jobs #1 New York (1,713 openings)
- Best cities for data and analytics pay after cost of living #1 Foster ($232k)
- Most requested AI skills in data and analytics jobs #1 Machine learning engineering (17.1%)
- AI tools named most often in data and analytics jobs #1 Databricks (7.6%)
- Employers with the most data and analytics jobs #1 Amazon (711 roles)
Data & Analytics jobs · Top Data & Analytics employers · All rankings
Pay compared with the market
This listing pays about $106,500 a year. Across 1,167 open senior software engineer listings that state pay, the middle half runs $166,000 to $222,000 and the median is $197,000. That is 46% below the median, below the middle half of those listings.
Listed pay is what employers advertise, not what people are paid.
Senior Software Engineer salaries by state · Check your own pay
How AI is used in this kind of work
Among software developers, AI is already used for some of the tasks. Measured exposure for software developers: 29% (some).
Share of this job’s tasks that AI is already used for at work, from real usage. It is not a forecast of job loss, and a low number means no use seen yet. Source: Anthropic Economic Index.
Skills this job asks for
Say which you have and which you want to build. We use it to match you to jobs like this one.
About the job
...their fullest potential. We are looking for a highly skilled Senior Python AI Developer with deep expertise in building intelligent... ...agent development while adhering to best practices in prompt engineering, context filtering, and security-aware prompting. The candidate...