Remote Jobs in Chicago, IL

21,207 open positions · Updated daily

Looking for Remote jobs in Chicago, IL? Browse our curated listings with transparent salary information to find the perfect Remote position in the Chicago, IL area.

Underwriting Assistant

Company: Argo Group

Location: Chicago IL

Posted Sep 15, 2022

Argo Group is a leader in specialty insurance with a vibrant culture built on respect, equality, wellness, and opportunity. The company offers a flexible workplace, continuous learning, and professional development opportunities. It values diversity, inclusivity, and community outreach.

PostgreSQL DBA

Company: Enova

Location: Chicago IL

Posted Sep 15, 2022

Enova is a leading financial technology company providing online financial services through its AI and machine learning powered lending platform. The company is looking for a PostgreSQL DBA to join its team, with responsibilities including configuring, monitoring, and improving PostgreSQL databases.

Product Manager - Remote

Company: DFIN

Location: Chicago IL

Posted Sep 14, 2022

The job description is for a Product Manager at Donnelley Financial Solutions, responsible for planning and executing product strategy, working closely with engineering, sales, marketing, customer success, and operations. The role requires strong communication, organizational, and analytical skills, with a focus on customer satisfaction and revenue goals.

Part-Time Student-Software Engineer-Champaign IL

Company: John Deere

Location: Chicago IL

Posted Sep 13, 2022

John Deere is looking for part-time student software engineers to work on scalable applications for their financial division. The company is investing in its people and technology and offers a comprehensive reward package.

Director, DAS/Small Cell RF Design

Company: Boingo Wireless

Location: Chicago IL

Posted Sep 15, 2022

Boingo Wireless is a company that helps people stay connected by providing wireless networks in various locations. The company is looking for a Director of DAS/Small Cell RF Design to lead the design of in-building cellular networks. The job requires a strong understanding of cellular network technologies and experience in carrier deployments and design requirements.

Sr IT SOX Analyst

Company: Box

Location: Chicago IL

Posted Sep 13, 2022

Box is a cloud content management company that is partnering with enterprise organizations to accelerate their digital transformation. They are seeking an experienced Sr Analyst, IT SOX to join their growing SOX PMO team.

Information Specialist

Company: MoLo Solutions

Location: Chicago IL

Posted Sep 16, 2022

The job description is for an Information Specialist Support position at ArcBest Technologies, a logistics company. The role involves providing technical support and guidance to users, configuring and maintaining IT systems, and assisting in testing and evaluating new technologies. The company offers a casual and fun start-up culture, comprehensive benefits package, and opportunities for growth.

Sales Manager, Customer Growth

Company: Upwork

Location: Chicago IL

Posted Sep 16, 2022

Upwork is a remote-first organization that helps connect companies with top independent talent. The company is committed to creating economic opportunities and has a vibrant culture built on shared values.

Summer 2023 Carrier Sales Internship

Company: MoLo Solutions

Location: Chicago IL

Posted Sep 15, 2022

The internship program offers real business experience, extensive training, and mentorship. Interns will gain hands-on experience, build relationships, and develop problem-solving and multi-tasking skills. The program is designed to set interns up for success and excite them to become involved in the logistics industry.

Data Scientist

Company: Experfy

Location: Chicago IL

Posted Sep 14, 2022

The successful candidate will have a strong background in remote sensing and programming skills, including proficiency with Python, R and Google Earth Engine. The candidate is required to have proficiency with GIS and image processing software ArcGIS.

Summer 2023 Customer Operations Internship

Company: MoLo Solutions

Location: Chicago IL

Posted Sep 15, 2022

The internship program at MoLo offers real business experience, extensive training, and mentorship. Interns will gain hands-on experience in customer operations, build relationships, and develop problem-solving skills. The program is designed to set interns up for success and excite them to become involved in the logistics industry.

Senior Consultant, Continuous Improvement

Company: Strata Decision Technology

Location: Chicago IL

Posted Sep 15, 2022

The job posting is for a Senior Consultant, Continuous Improvement, who will work on a team to implement and optimize Continuous Improvement software and services for healthcare providers. The role requires a data-driven mindset, problem-solving skills, and experience in healthcare consulting or finance. The company, Strata Decision Technology, is committed to helping heal healthcare and has a culture of inclusion and continuous career growth.

Frequently Asked Questions

What are typical salary ranges by seniority for remote tech roles?
Junior (0–2 years): $60k–$90k; Mid‑level (2–5 years): $90k–$140k; Senior (5–10 years): $140k–$200k; Lead/Principal: $200k–$250k. Remote companies often add a cost‑of‑living adjustment of 5–15% for higher‑cost regions.
What skills and certifications are most valuable for remote tech positions?
Technical skills: AWS Certified Solutions Architect, Google Cloud Professional Data Engineer, Kubernetes Administrator, Terraform, CI/CD tooling (GitHub Actions, GitLab). Soft skills: asynchronous communication, proficiency with Slack, Confluence, Jira, and video conferencing. Certifications: Certified Scrum Master, AWS Certified Developer, Microsoft Certified: Azure Developer Associate.
Which companies guarantee full remote work for tech roles?
GitHub, Automattic, Zapier, Basecamp, InVision, and Shopify offer 100% remote positions. Many fintech and SaaS firms, such as Plaid, Stripe, and Atlassian, also provide fully remote roles with flexible hours.
How can remote professionals advance their careers?
Start with a junior role, build expertise in a high‑demand stack, then move to senior or lead by taking ownership of large projects, mentoring juniors, and contributing to open source. Remote career paths often lead to Technical Lead, Engineering Manager, or VP of Engineering positions, with clear promotion criteria based on impact, code quality, and cross‑team collaboration.
What industry trends are shaping the future of remote tech work?
The shift toward remote‑first companies continues, driving demand for collaboration tools like Figma, Miro, and Notion. AI‑powered project management and code review tools are becoming standard. Hybrid models are emerging where remote teams meet quarterly in co‑locations to maintain culture and accelerate innovation.

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