GITNUXREPORT 2026

Chicago Insurance Industry Statistics

Chicago's insurance industry is strong and growing faster than the national average.

Alexander Schmidt

Alexander Schmidt

Research Analyst specializing in technology and digital transformation trends.

First published: Feb 13, 2026

Our Commitment to Accuracy

Rigorous fact-checking · Reputable sources · Regular updatesLearn more

Key Statistics

Statistic 1

Chicago insurance employment stood at 145,200 jobs in 2023, representing 4.8% of metro workforce

Statistic 2

Average annual wage in Chicago insurance sector was $112,450 in 2022, 28% above national median

Statistic 3

Insurance underwriters in Chicago numbered 8,420 in 2023, with median pay of $118,900

Statistic 4

Claims adjusters employment in Chicago reached 12,100 in 2022, up 3.2% from prior year

Statistic 5

Actuaries in Chicago metro: 2,850 employed in 2023, average salary $132,700

Statistic 6

Insurance sales agents in Chicago totaled 18,900 in 2022, with 5.1% YoY growth

Statistic 7

Female representation in Chicago insurance workforce was 52.3% in 2023, per diversity reports

Statistic 8

Entry-level insurance roles in Chicago had 4,200 openings in 2023, unemployment rate 2.1%

Statistic 9

Remote work adoption in Chicago insurance firms hit 37% of workforce in 2023

Statistic 10

Chicago insurance sector added 3,800 net new jobs from 2020-2023 post-pandemic recovery

Statistic 11

Diversity hiring in Chicago insurance up 12% to 28% minority execs in 2023

Statistic 12

Insurance brokers in Chicago employed 9,200 with avg salary $105,600 in 2022

Statistic 13

Tech roles in Chicago insurance grew 22% to 15,400 jobs since 2020

Statistic 14

Turnover rate in Chicago insurance sales was 14.2% in 2023, below industry avg

Statistic 15

Chicago insurance apprenticeships trained 1,200 new entrants in 2023

Statistic 16

Veteran hiring in Chicago insurance sector: 8.5% of workforce in 2022

Statistic 17

Part-time insurance roles in Chicago totaled 4,100, 12% growth in 2023

Statistic 18

Executive compensation avg $450,000 in Chicago insurance firms 2023

Statistic 19

Chicago insurers collected $42.6 billion in total premiums in 2022

Statistic 20

Net investment income for Chicago P&C carriers was $3.8 billion in 2023, yield 4.2%

Statistic 21

Life insurers in Chicago reported $2.1 billion policyholder dividends in 2022

Statistic 22

Health insurance reserves held by Chicago firms totaled $28.9 billion in 2023

Statistic 23

Chicago insurance ROI averaged 9.8% for top firms in 2023

Statistic 24

Policy acquisition costs ratio for Chicago carriers was 24.5% of premiums in 2022

Statistic 25

Reinsurance recoverables for Chicago insurers stood at $5.7 billion end-2023

Statistic 26

Expense ratio for Chicago P&C lines averaged 31.2% in 2023

Statistic 27

Capital and surplus for Illinois insurers (Chicago dominant) was $142 billion in 2023

Statistic 28

Chicago insurers' policyholder surplus growth 5.6% to $38B in 2023

Statistic 29

Dividend payout ratio avg 42% for Chicago life insurers 2022

Statistic 30

Operating return on revenue 12.1% for Chicago P&C firms 2023

Statistic 31

Unearned premium reserves $22.4B end-2023 Chicago carriers

Statistic 32

Cat bond issuances linked to Chicago risks totaled $400M in 2023

Statistic 33

Loss reserve development favorable by $1.1B for Chicago in 2022

Statistic 34

Premium per employee in Chicago group health $14,200 annually 2023

Statistic 35

Investment portfolio avg duration 5.2 years for Chicago insurers 2023

Statistic 36

Taxable investment income $2.9B for Chicago life/health 2023

Statistic 37

Allstate, headquartered near Chicago, employed 54,000 globally with 12,500 in Illinois in 2023

Statistic 38

Aon plc, Chicago-based, reported $14.2 billion revenue in 2023, 8% growth YoY

Statistic 39

Zurich North America in Chicago managed $30 billion in P&C premiums in 2022

Statistic 40

HCSC, Chicago's largest insurer, covered 23 million lives with $50.1 billion revenue in 2023

Statistic 41

W.R. Berkley Corp's Chicago operations wrote $1.2 billion in specialty premiums 2023

Statistic 42

CNA Financial, Chicago HQ, net income $1.6 billion in 2023 on $10.8B premiums

Statistic 43

Ryan Specialty Group, Chicago-founded, revenue $2.4 billion in 2023, 25% growth

Statistic 44

CCC Intelligent Solutions, Chicago-based insurtech, market cap $6.5B in 2023

Statistic 45

Envista Forensics, Chicago insurance services firm, 450 employees serving 1,200 claims annually

Statistic 46

Chicago's top 10 insurers controlled 68% of local P&C market share in 2022

Statistic 47

Gallagher, Chicago-based broker, revenue $8.5 billion, 2,400 local staff 2023

Statistic 48

Kemper Corp, Chicago HQ, $4.7 billion premiums, 8,500 employees 2023

Statistic 49

statistic:loop, Chicago insurtech unicorn valued at $1.25B, 300 employees 2023

Statistic 50

Bold Penguin, Chicago digital broker platform, acquired for $200M in 2023

Statistic 51

Sagesure, Chicago specialty insurer, $1.1B premiums written 2023

Statistic 52

First Chicago Insurance grew to $450M premiums, focusing on trucking 2023

Statistic 53

Chicago area's top brokers handled $25B in premiums 2022

Statistic 54

AssuredPartners Chicago office placed $3.2B coverage 2023

Statistic 55

In 2023, the Chicago insurance market accounted for 12.5% of Illinois' total property-casualty premiums written, totaling $18.7 billion

Statistic 56

Chicago's insurance sector grew by 7.8% in direct premiums from 2021 to 2022, outpacing the national average of 5.2%

Statistic 57

The Chicago metro area ranked 3rd nationally in 2022 for life insurance premiums, with $9.2 billion in sales

Statistic 58

Health insurance enrollment in Chicago reached 2.8 million covered lives in 2023, up 4.1% year-over-year

Statistic 59

Chicago's commercial insurance premiums hit $12.4 billion in 2023, driven by cyber risk coverage demand

Statistic 60

From 2018-2023, Chicago insurance industry GDP contribution rose 15.3% to $32.1 billion annually

Statistic 61

P&C insurance market in Chicago expanded by 6.9% in 2022, with auto lines leading at 8.2% growth

Statistic 62

Chicago's insurance exports of services reached $4.5 billion in 2022, per BEA data

Statistic 63

Surplus lines premiums in Chicago surged 22% to $2.1 billion in 2023

Statistic 64

Chicago annuities sales totaled $7.8 billion in 2022, 11% above national metro average growth

Statistic 65

Chicago insurance M&A deals totaled 15 transactions worth $4.2 billion in 2023

Statistic 66

Insurtech startups in Chicago raised $850 million VC funding in 2023

Statistic 67

Chicago's insurance penetration rate was 92% for households in 2022

Statistic 68

Commercial multi-peril premiums in Chicago grew 9.1% to $4.8 billion in 2023

Statistic 69

Group life insurance premiums in Chicago metro hit $1.9 billion in 2022

Statistic 70

Chicago reinsurance market size estimated at $8.5 billion in assumed premiums 2023

Statistic 71

Long-term care insurance policies in Chicago totaled 145,000 active in 2023

Statistic 72

Chicago insurance tech spending reached $1.2 billion in 2023, 18% YoY increase

Statistic 73

Chicago P&C insurers paid out $15.3 billion in claims in 2023, loss ratio 62.4%

Statistic 74

Auto insurance claims in Chicago averaged $28,500 per claim in 2022, 15% above national avg

Statistic 75

Flood claims in Chicago metro totaled $450 million post-2023 storms

Statistic 76

Cyber insurance claims in Chicago firms rose 34% to 1,200 incidents in 2023

Statistic 77

Workers' comp claims frequency in Chicago dropped 2.7% to 1.8 per 100 workers in 2022

Statistic 78

Liability claims severity in Chicago increased 11.2% to $45,200 average in 2023

Statistic 79

Property catastrophe losses in Chicago reached $1.2 billion from hail/wind in 2023

Statistic 80

Medical malpractice claims in Chicago averaged $450,000 payout in 2022

Statistic 81

Chicago insurers' combined ratio was 98.7% in 2023, indicating underwriting profit

Statistic 82

Fraudulent claims detected in Chicago insurance cost $320 million in 2022, recovery rate 45%

Statistic 83

Chicago home insurance claims avg $22,100, up 18% in 2023

Statistic 84

Commercial auto claims in Chicago cost $2.1B total 2022, severity $35K

Statistic 85

D&O claims payouts in Chicago firms $180M in 2023

Statistic 86

EPLI claims frequency up 15% to 850 cases in Chicago 2023

Statistic 87

Chicago winter storm claims exceeded $600M in Jan 2023

Statistic 88

Loss adjustment expenses ratio 7.8% for Chicago P&C 2023

Statistic 89

Denied claims rate in Chicago health insurance 12.4% in 2022

Statistic 90

Terrorism risk claims potential in Chicago estimated $50B insured exposure

Trusted by 500+ publications
Harvard Business ReviewThe GuardianFortune+497
While Chicago is famous for its towering architecture and deep-dish pizza, its real power might just lie in an industry that generated over $42.6 billion in premiums last year alone, fueling everything from major corporate expansions to local family protections.

Key Takeaways

  • In 2023, the Chicago insurance market accounted for 12.5% of Illinois' total property-casualty premiums written, totaling $18.7 billion
  • Chicago's insurance sector grew by 7.8% in direct premiums from 2021 to 2022, outpacing the national average of 5.2%
  • The Chicago metro area ranked 3rd nationally in 2022 for life insurance premiums, with $9.2 billion in sales
  • Chicago insurance employment stood at 145,200 jobs in 2023, representing 4.8% of metro workforce
  • Average annual wage in Chicago insurance sector was $112,450 in 2022, 28% above national median
  • Insurance underwriters in Chicago numbered 8,420 in 2023, with median pay of $118,900
  • Allstate, headquartered near Chicago, employed 54,000 globally with 12,500 in Illinois in 2023
  • Aon plc, Chicago-based, reported $14.2 billion revenue in 2023, 8% growth YoY
  • Zurich North America in Chicago managed $30 billion in P&C premiums in 2022
  • Chicago P&C insurers paid out $15.3 billion in claims in 2023, loss ratio 62.4%
  • Auto insurance claims in Chicago averaged $28,500 per claim in 2022, 15% above national avg
  • Flood claims in Chicago metro totaled $450 million post-2023 storms
  • Chicago insurers collected $42.6 billion in total premiums in 2022
  • Net investment income for Chicago P&C carriers was $3.8 billion in 2023, yield 4.2%
  • Life insurers in Chicago reported $2.1 billion policyholder dividends in 2022

Chicago's insurance industry is strong and growing faster than the national average.

Employment Statistics

  • Chicago insurance employment stood at 145,200 jobs in 2023, representing 4.8% of metro workforce
  • Average annual wage in Chicago insurance sector was $112,450 in 2022, 28% above national median
  • Insurance underwriters in Chicago numbered 8,420 in 2023, with median pay of $118,900
  • Claims adjusters employment in Chicago reached 12,100 in 2022, up 3.2% from prior year
  • Actuaries in Chicago metro: 2,850 employed in 2023, average salary $132,700
  • Insurance sales agents in Chicago totaled 18,900 in 2022, with 5.1% YoY growth
  • Female representation in Chicago insurance workforce was 52.3% in 2023, per diversity reports
  • Entry-level insurance roles in Chicago had 4,200 openings in 2023, unemployment rate 2.1%
  • Remote work adoption in Chicago insurance firms hit 37% of workforce in 2023
  • Chicago insurance sector added 3,800 net new jobs from 2020-2023 post-pandemic recovery
  • Diversity hiring in Chicago insurance up 12% to 28% minority execs in 2023
  • Insurance brokers in Chicago employed 9,200 with avg salary $105,600 in 2022
  • Tech roles in Chicago insurance grew 22% to 15,400 jobs since 2020
  • Turnover rate in Chicago insurance sales was 14.2% in 2023, below industry avg
  • Chicago insurance apprenticeships trained 1,200 new entrants in 2023
  • Veteran hiring in Chicago insurance sector: 8.5% of workforce in 2022
  • Part-time insurance roles in Chicago totaled 4,100, 12% growth in 2023
  • Executive compensation avg $450,000 in Chicago insurance firms 2023

Employment Statistics Interpretation

While Chicago's insurance industry pays handsomely to keep its nearly 145,200-strong, majority-female workforce predicting, pricing, and processing your premiums, the real underwriting story is a resilient post-pandemic recovery marked by surging tech roles, impressive diversity gains, and a 37% remote work revolution that's keeping turnover low and the talent pool growing.

Financial Metrics

  • Chicago insurers collected $42.6 billion in total premiums in 2022
  • Net investment income for Chicago P&C carriers was $3.8 billion in 2023, yield 4.2%
  • Life insurers in Chicago reported $2.1 billion policyholder dividends in 2022
  • Health insurance reserves held by Chicago firms totaled $28.9 billion in 2023
  • Chicago insurance ROI averaged 9.8% for top firms in 2023
  • Policy acquisition costs ratio for Chicago carriers was 24.5% of premiums in 2022
  • Reinsurance recoverables for Chicago insurers stood at $5.7 billion end-2023
  • Expense ratio for Chicago P&C lines averaged 31.2% in 2023
  • Capital and surplus for Illinois insurers (Chicago dominant) was $142 billion in 2023
  • Chicago insurers' policyholder surplus growth 5.6% to $38B in 2023
  • Dividend payout ratio avg 42% for Chicago life insurers 2022
  • Operating return on revenue 12.1% for Chicago P&C firms 2023
  • Unearned premium reserves $22.4B end-2023 Chicago carriers
  • Cat bond issuances linked to Chicago risks totaled $400M in 2023
  • Loss reserve development favorable by $1.1B for Chicago in 2022
  • Premium per employee in Chicago group health $14,200 annually 2023
  • Investment portfolio avg duration 5.2 years for Chicago insurers 2023
  • Taxable investment income $2.9B for Chicago life/health 2023

Financial Metrics Interpretation

Chicago’s insurance industry hums along as a well-oiled machine, where carriers expertly juggle $28.9 billion in reserves for rainy days, dole out $2.1 billion in dividends to keep policyholders sweet, and still manage to turn a tidy 9.8% return for themselves, proving that guarding against disaster can be a surprisingly profitable business.

Major Players

  • Allstate, headquartered near Chicago, employed 54,000 globally with 12,500 in Illinois in 2023
  • Aon plc, Chicago-based, reported $14.2 billion revenue in 2023, 8% growth YoY
  • Zurich North America in Chicago managed $30 billion in P&C premiums in 2022
  • HCSC, Chicago's largest insurer, covered 23 million lives with $50.1 billion revenue in 2023
  • W.R. Berkley Corp's Chicago operations wrote $1.2 billion in specialty premiums 2023
  • CNA Financial, Chicago HQ, net income $1.6 billion in 2023 on $10.8B premiums
  • Ryan Specialty Group, Chicago-founded, revenue $2.4 billion in 2023, 25% growth
  • CCC Intelligent Solutions, Chicago-based insurtech, market cap $6.5B in 2023
  • Envista Forensics, Chicago insurance services firm, 450 employees serving 1,200 claims annually
  • Chicago's top 10 insurers controlled 68% of local P&C market share in 2022
  • Gallagher, Chicago-based broker, revenue $8.5 billion, 2,400 local staff 2023
  • Kemper Corp, Chicago HQ, $4.7 billion premiums, 8,500 employees 2023
  • statistic:loop, Chicago insurtech unicorn valued at $1.25B, 300 employees 2023
  • Bold Penguin, Chicago digital broker platform, acquired for $200M in 2023
  • Sagesure, Chicago specialty insurer, $1.1B premiums written 2023
  • First Chicago Insurance grew to $450M premiums, focusing on trucking 2023
  • Chicago area's top brokers handled $25B in premiums 2022
  • AssuredPartners Chicago office placed $3.2B coverage 2023

Major Players Interpretation

From Allstate's vast employee army to Zurich's towering premiums and CNA's hefty profits, Chicago's insurance sector isn't just insuring risk—it's an economic powerhouse so concentrated that its top ten firms collectively hold the city's coverage in a friendly but formidable two-thirds grip.

Market Size and Growth

  • In 2023, the Chicago insurance market accounted for 12.5% of Illinois' total property-casualty premiums written, totaling $18.7 billion
  • Chicago's insurance sector grew by 7.8% in direct premiums from 2021 to 2022, outpacing the national average of 5.2%
  • The Chicago metro area ranked 3rd nationally in 2022 for life insurance premiums, with $9.2 billion in sales
  • Health insurance enrollment in Chicago reached 2.8 million covered lives in 2023, up 4.1% year-over-year
  • Chicago's commercial insurance premiums hit $12.4 billion in 2023, driven by cyber risk coverage demand
  • From 2018-2023, Chicago insurance industry GDP contribution rose 15.3% to $32.1 billion annually
  • P&C insurance market in Chicago expanded by 6.9% in 2022, with auto lines leading at 8.2% growth
  • Chicago's insurance exports of services reached $4.5 billion in 2022, per BEA data
  • Surplus lines premiums in Chicago surged 22% to $2.1 billion in 2023
  • Chicago annuities sales totaled $7.8 billion in 2022, 11% above national metro average growth
  • Chicago insurance M&A deals totaled 15 transactions worth $4.2 billion in 2023
  • Insurtech startups in Chicago raised $850 million VC funding in 2023
  • Chicago's insurance penetration rate was 92% for households in 2022
  • Commercial multi-peril premiums in Chicago grew 9.1% to $4.8 billion in 2023
  • Group life insurance premiums in Chicago metro hit $1.9 billion in 2022
  • Chicago reinsurance market size estimated at $8.5 billion in assumed premiums 2023
  • Long-term care insurance policies in Chicago totaled 145,000 active in 2023
  • Chicago insurance tech spending reached $1.2 billion in 2023, 18% YoY increase

Market Size and Growth Interpretation

Despite the occasional deep-dish pizza-induced heartburn, Chicago's insurance industry is in remarkably robust health, flexing its underwriting muscles with formidable growth, a voracious appetite for tech, and a stranglehold on premiums that ensures the city is not just covered, but profitably so.

Risk and Claims Data

  • Chicago P&C insurers paid out $15.3 billion in claims in 2023, loss ratio 62.4%
  • Auto insurance claims in Chicago averaged $28,500 per claim in 2022, 15% above national avg
  • Flood claims in Chicago metro totaled $450 million post-2023 storms
  • Cyber insurance claims in Chicago firms rose 34% to 1,200 incidents in 2023
  • Workers' comp claims frequency in Chicago dropped 2.7% to 1.8 per 100 workers in 2022
  • Liability claims severity in Chicago increased 11.2% to $45,200 average in 2023
  • Property catastrophe losses in Chicago reached $1.2 billion from hail/wind in 2023
  • Medical malpractice claims in Chicago averaged $450,000 payout in 2022
  • Chicago insurers' combined ratio was 98.7% in 2023, indicating underwriting profit
  • Fraudulent claims detected in Chicago insurance cost $320 million in 2022, recovery rate 45%
  • Chicago home insurance claims avg $22,100, up 18% in 2023
  • Commercial auto claims in Chicago cost $2.1B total 2022, severity $35K
  • D&O claims payouts in Chicago firms $180M in 2023
  • EPLI claims frequency up 15% to 850 cases in Chicago 2023
  • Chicago winter storm claims exceeded $600M in Jan 2023
  • Loss adjustment expenses ratio 7.8% for Chicago P&C 2023
  • Denied claims rate in Chicago health insurance 12.4% in 2022
  • Terrorism risk claims potential in Chicago estimated $50B insured exposure

Risk and Claims Data Interpretation

Chicago's insurers are walking a high-wire act, balancing on a thread of razor-thin profits while dodging a hailstorm of costly claims, cyberattacks, and the occasional billion-dollar disaster, proving it’s expensive work to keep the Windy City from blowing everyone’s premiums straight to Nebraska.

Sources & References