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.

Strategic Sourcing Director - Software

Company: CNA

Location: Chicago IL

Posted Sep 24, 2022

The job description highlights the company's commitment to creating a culture where employees feel valued and are part of something important. The role involves leading research, gathering market intelligence, and developing strategic category plans to reduce cost and improve quality.

Implementation Specialist

Company: Shipbob Inc

Location: Chicago IL

Posted Sep 24, 2022

ShipBob is a cloud-based logistics platform that partners with e-commerce businesses to help them improve their business. The company is looking for an Implementation Specialist to join their team and help new merchants onboard and succeed.

Adobe Analytics Architect

Company: Rightpoint

Location: Chicago IL

Posted Sep 24, 2022

Rightpoint, a digital consultancy, has joined forces with Hoodoo Digital to expand its capabilities in content, commerce, and marketing operations. The company is looking for passionate and talented individuals to join its team.

Part-Time Student-IT Software Development-Chicago IL-Partial Remote

Company: John Deere

Location: Chicago IL

Posted Sep 23, 2022

John Deere is looking for a part-time student to work on software development. The company is investing in its people and technology to tackle the world's biggest challenges. The job requires experience with DevOps tools and languages, and offers a comprehensive reward package.

Partner Manager

Company: Shipbob Inc

Location: Chicago IL

Posted Sep 24, 2022

The job posting is for a Partner Manager position at ShipBob, a cloud-based logistics platform. The company is looking for a candidate who is mission-driven, humble, resilient, and a creative problem solver. The role involves leading freight partnerships, building relationships with tier 1 partners, and running millions of dollars in annual deal flow.

Supply Chain Analyst

Company: Ascend Learning

Location: Chicago IL

Posted Sep 24, 2022

Ascend Learning is a national leader in data-driven educational solutions, passionate about accelerating learning and impacting job readiness. They are seeking a talented analytical individual to grow and improve planning and inventory management for their book publishing supply chain operation.

Research Lead/Associate Director, Experience Focus

Company: Rightpoint

Location: Chicago IL

Posted Sep 24, 2022

Rightpoint is a global experience leader that helps clients embed experience across their operations to accelerate digital transformation. The company is committed to diversity, equity, and inclusion and offers a range of benefits and opportunities for its employees.

AEM Front End Developer

Company: Rightpoint

Location: Chicago IL

Posted Sep 24, 2022

Rightpoint is a global experience leader that helps clients embed experience across their operations. They are looking for passionate and talented people to join their team. The company offers a flexible work environment, great insurance coverage, and continuous training opportunities.

Strategic Sourcing Director - Professional Services

Company: CNA

Location: Chicago IL

Posted Sep 24, 2022

The job description is for a senior-level procurement professional who will lead research, gather market intelligence, and develop strategic category plans to reduce cost, improve quality, and minimize risk. The role requires strong negotiation and communication skills, as well as the ability to build relationships with business leaders and external suppliers.

Customer Success Specialist, Payer

Company: Kalderos

Location: Chicago IL

Posted Sep 24, 2022

Kalderos is a company that is building unifying technologies to bring transparency, trust, and equity to the healthcare community. They are looking for a Customer Success Specialist to work with payer customers and ensure they have a positive experience. The company values collaboration, empowerment, and feedback, and offers a range of benefits and perks.

Customer Success Manager - CE

Company: Kalderos

Location: Chicago IL

Posted Sep 24, 2022

Kalderos is a company that builds unifying technologies to bring transparency, trust, and equity to the healthcare community. They are looking for a Customer Success Manager to lead the adoption and production use of their drug discount and rebate products and solutions.

Associate Principal, Software Engineering - Java Development

Company: OCC

Location: Chicago IL

Posted Sep 24, 2022

The Options Clearing Corporation (OCC) is a leading clearing organization that provides services for options, futures, and securities lending transactions. The company offers a collaborative work environment, competitive benefits, and opportunities for professional growth. The Associate Principal role involves designing and developing scalable, resilient hybrid Cloud-based solutions and mentoring developers.

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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