Underwriter Jobs in Chicago
As of 5 November 2026, Haystack lists 20 live Underwriter jobs in Chicago from 10 employers. 16 opened in the past week. You pick the ones you want; Haystack's AI agent fills in and submits each employer's own form.
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Counted today, not last month.
- 20 live roles
- 16 opened this week
- 10 employers hiring
Last updated 5 November 2026. Counts refresh daily.
20 roles,
newest first.
- CE
Underwriting InternRecently posted Auto Apply
Chubb External · Chicago · Hybrid 🇺🇸
Microsoft ExcelMicrosoft OfficeCompliance+2Finance$18 - $24/hr - NT
Community Development/Impact Investing UnderwriterRecently posted
Northern Trust · Chicago, IL · Hybrid 🇺🇸
Financial AnalysisFixed IncomeFinance$116.1k - $197.3k/yr - WE
Underwriting Trainee, Financial Institutions (July 2027 start)Recently posted Auto Apply
Westfield · Chicago · On-site 🇺🇸
UnderwritingFinance$70k/yr - HI

Senior Underwriter, MidwestRecently posted Auto Apply
Honeycomb Insurance · Chicago · Hybrid 🇺🇸
ComplianceRisk AssessmentUnderwritingFinance$100k - $120k/yr - ST
Underwriter (Chicago)Recently posted Auto Apply
Standinsurance · Chicago · On-site 🇺🇸
RecruitingArticulateCompliance+3FinanceSalary not listed - WE
2027 Summer Intern Program- Underwriting Intern, Chicago Auto Apply
Westfield · Chicago · On-site 🇺🇸
Risk AssessmentUnderwritingData AnalysisFinanceSalary not listed - WE
Specialty Underwriter, Cyber and E&O Auto Apply
Westfield · Chicago · On-site 🇺🇸
CompliancePortfolio ManagementUnderwritingTechnologySalary not listed - SA

Manager, Ceded ReinsuranceRecently posted Auto Apply
SageSure · Chicago · Hybrid 🇺🇸
Microsoft ExcelMicrosoft PowerPointContract Review+5Salary not listed - CE
Underwriter Auto Apply
Chubb External · Chicago · Hybrid 🇺🇸
Microsoft ExcelMicrosoft WordPortfolio Management+1FinanceSalary not listed - CE
Senior Underwriter, Marine Auto Apply
Chubb External · Chicago · Hybrid 🇺🇸
ComplianceOffice ManagementUnderwritingFinanceSalary not listed - CE
Executive Underwriter, Chubb Global Casualty Auto Apply
Chubb External · Chicago · Hybrid 🇺🇸
Microsoft ExcelMicrosoft WordUnderwritingFinanceSalary not listed - CE
Senior Underwriter Auto Apply
Chubb External · Chicago · Hybrid 🇺🇸
Microsoft OfficePortfolio ManagementRisk Management+1FinanceSalary not listed - CE
Executive Underwriter, Environmental Auto Apply
Chubb External · Chicago · Hybrid 🇺🇸
Microsoft ExcelMicrosoft WordDue Diligence+3FinanceSalary not listed - CE
Senior Underwriter, Equipment Breakdown Auto Apply
Chubb External · Chicago · Hybrid 🇺🇸
UnderwritingFinanceSalary not listed - CE
Senior Underwriter, Chubb Global Casualty Auto Apply
Chubb External · Chicago · Hybrid 🇺🇸
Microsoft ExcelMicrosoft WordUnderwritingFinanceSalary not listed - SI

Underwriter-Hospitality Auto Apply
Superior Insurance Partners LLC · Chicago · Hybrid 🇺🇸
Risk ManagementUnderwritingFood & HospitalitySalary not listed - SA

Senior Underwriter, Product Technical Specialist Auto Apply
SageSure · Chicago · Hybrid 🇺🇸
Microsoft ExcelMicrosoft OfficeUnderwriting+1FinanceSalary not listed - RO

Senior Underwriting AssociateRecently posted Auto Apply
Robinhood · Chicago · Hybrid 🇺🇸
Due DiligenceUnderwritingFinance$131k - $154k/yr - CO

Senior Merchant Underwriter Auto Apply
Coinflow · Chicago · On-site 🇺🇸
UnderwritingGoogle WorkspaceMicrosoft ExcelFinance$100k - $140k/yr - TS

CRE Commercial Underwriter - To 165K - Chicago, IL - Job 3655B Auto Apply
The Symicor Group · Chicago, Illinois · On-site 🇺🇸
Sales$150k/yr
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Questions about this list
How many Underwriter jobs in Chicago are available?
Haystack currently lists 20 live Underwriter jobs in Chicago, with 16 added in the past week. Numbers refresh daily.
Which companies are hiring for Underwriter jobs in Chicago?
Chubb External, Westfield, SageSure, Northern Trust, Honeycomb Insurance are actively hiring right now, alongside 5 other employers.
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