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.

Customer Success Manager - Manufacturing

Company: Kalderos

Location: Chicago IL

Posted Oct 03, 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-Manufacturing to help ensure customers have a positive experience through excellent customer service. The company values collaboration, empowerment, and feedback, and offers a range of benefits and perks.

Senior Software Engineer, Developer Experience (API)

Company: Highnote

Location: Chicago IL

Posted Oct 04, 2022

Highnote is a company that simplifies payments for emerging enterprises with an all-in-one card issuance and full-stack acquiring platform. They are looking for a senior engineer to join their Developer Experience team to design, maintain, and scale their GraphQL API and developer tools.

Analytics Consultant - Enterprise Capital Modeling

Company: CNA

Location: Chicago IL

Posted Oct 04, 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 performing financial and risk modeling analyses to help the organization optimize decisions against risk. The company offers a comprehensive benefits package and a competitive salary.

Associate Principal, IT Planning & Analytics

Company: OCC

Location: Chicago IL

Posted Oct 03, 2022

The job posting is for an Associate Principle in IT Planning & Analytics at the Options Clearing Corporation. The role involves maturing the IT Cost Transparency module in Apptio, partnering with Enterprise Architecture, and designing and maintaining IT Cost Transparency reports. The job requires 8+ years of experience in Technology Business Management or IT Finance, with a strong technology and financial management background.

Instructional Designer

Company: GoHealth

Location: Chicago IL

Posted Oct 03, 2022

GoHealth is hiring an Instructional Designer to build learning strategies, develop training programs, and oversee agent and leadership development. The role requires 5+ years of experience in instructional design, e-learning authoring tools, and adult learning principles. The company offers a range of benefits, including open vacation policy, 401k program, and professional growth opportunities.

Product Director, Real World Data

Company: Tempus

Location: Chicago IL

Posted Oct 03, 2022

The job posting is for a Product Director at Tempus, a company that develops cutting-edge technology for the healthcare industry. The role involves leading a team to develop a platform that connects real-world evidence to deliver real-time insights to physicians. The company is passionate about precision medicine and advancing the healthcare industry.

Sales Development Representative

Company: Atlas

Location: Chicago IL

Posted Oct 03, 2022

The text describes Atlas, a company that provides Employer of Record (EOR) services, allowing companies to employ people worldwide. The company is looking for a Sales Development Representative to join their team, with a focus on developing key business opportunities and generating qualified prospects.

Senior Business Development Representative

Company: Upwork

Location: Chicago IL

Posted Oct 04, 2022

Upwork is a remote-first organization that enables companies and talent to work together. The company serves everyone from one-person startups to Fortune 100 companies and has a powerful, trust-driven platform. As a Business Development Representative, you will prospect for new business, qualify existing leads, and book sales meetings.

Operations Manager - Chicago, IL

Company: Blueground

Location: Chicago IL

Posted Oct 03, 2022

Blueground is a company that aims to make people feel at home wherever they choose to live. They have grown significantly since their founding in 2013 and are now hosting guests in over 8,000 homes in 20+ cities around the world. They are driven by their core values and are looking for an Operations Manager to join their Chicago, IL team.

Executive Director, IT Portfolio Management & Delivery

Company: OCC

Location: Chicago IL

Posted Oct 03, 2022

The job description is for a leadership position in IT portfolio management, requiring experience in Agile methodologies, project management, and influencing senior IT leaders. The role involves developing and implementing a holistic view of the IT portfolio, establishing governance processes, and promoting transparency and accountability.

Loan Processor (Remote)

Company: Enova

Location: Chicago IL

Posted Oct 03, 2022

Enova is hiring Loan Processors to work in various states. The role involves processing loan applications, communicating with customers, and resolving issues. The company values diversity and inclusion and provides equal employment opportunities.

Full Stack Web Developer, CMS

Company: Rightpoint

Location: Chicago IL

Posted Oct 04, 2022

Rightpoint is a global experience leader that helps clients embed experience across their operations. They are searching for passionate, talented people to join their team and are committed to diversity, equity, and inclusion.

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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