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.

Product Designer

Company: Relish Works

Location: Chicago, IL

Posted Jan 31, 2023

Relish Works is an innovation hub looking for a Product Designer to support their ventures. The role involves managing product design work, influencing service design and product strategy, and collaborating with a small team.

Senior Business Development Representative - Expand

Company: Upwork

Location: Chicago, IL

Posted Jan 31, 2023

Upwork is a global work marketplace that serves businesses and freelancers. They offer a platform for companies and talent to work together, with a focus on trust and innovation. The Sales team brings flexible workforce solutions to mid-market and large enterprises. The role of Senior Business Development Representative involves prospecting for new opportunities, qualifying leads, and booking sales meetings. The position requires tailoring messaging, a growth mindset, attention to detail, and experience with cold outreach. Upwork is a remote-first organization with a vibrant culture and a commitment to diversity and inclusion.

Enterprise Account Executive

Company: Upwork

Location: Chicago, IL

Posted Jan 31, 2023

Upwork is a remote-first organization that offers a powerful platform for companies and talent to work together. The company is committed to creating economic opportunities and has a diverse and inclusive workforce. The job posting is for an Enterprise Account Executive role that requires a strong business case and strategic thinking.

Manager, Information Technology

Company: HealthJoy

Location: Chicago, IL

Posted Jan 31, 2023

HealthJoy is a company that aims to simplify healthcare benefits for users. They are a remote-first employer with a comprehensive benefits package, including medical, dental, and vision insurance, as well as stock options and 401k matching. The company is committed to equal pay and equal opportunity employment.

Director - Account Management

Company: IPG DXTRA

Location: Chicago, IL

Posted Jan 31, 2023

Golin Chicago is seeking a Director of account management with strategic social/digital expertise to join their dynamic team. The ideal candidate should have experience managing large teams, developing deep client relationships, and extensive social and digital experience. The role involves client counsel, account operations, and managing day-to-day client interactions. The successful candidate will also be expected to lead analytics and measurement teams, develop social-savvy solutions, and collaborate with various teams across disciplines and geographies.

Associate Principal, Privileged Access Management

Company: OCC

Location: Chicago, IL

Posted Jan 31, 2023

The Options Clearing Corporation (OCC) is a leading equity derivatives clearing organization, founded in 1973, dedicated to promoting stability and market integrity. OCC offers a collaborative work environment with benefits like hybrid work, tuition reimbursement, and generous PTO. The Security Engineering role involves automating deployments, managing security products, and applying industry best practices for infrastructure and configuration management. Key responsibilities include working with the Security Engineering team, understanding cloud ecosystems, and consulting with AWS security services. The ideal candidate should have hands-on experience with Python, Ansible, Terraform, Jenkins, and public cloud AWS or Azure/GCP. Preferred skills include HashiCorp Vault, Sysdig, and CyberArk API experience.

SaaS Customer Success Consultant

Company: TransUnion

Location: Chicago, IL

Posted Jan 31, 2023

TransUnion is looking for a Consultant, Consumer Experience to join their team. The job requires 3+ years of experience in consultancy, project management, and fraud management. The role involves working with customers, developing solutions, and providing excellent customer service. The company offers flexible benefits, including flexible time off, tuition reimbursement, and employee stock purchase plan.

Associate Principal, Software Engineering: UI/UX

Company: OCC

Location: Chicago, IL

Posted Jan 31, 2023

The Options Clearing Corporation (OCC) is the world's largest equity derivatives clearing organization, dedicated to promoting stability and market integrity by delivering clearing and settlement services for options, futures, and securities lending transactions. OCC operates under the jurisdiction of the U.S. Securities and Exchange Commission (SEC), the U.S. Commodity Futures Trading Commission (CFTC), and the Board of Governors of the Federal Reserve System. OCC has more than 100 clearing members and provides central counterparty (CCP) clearing and settlement services to 19 exchanges and trading platforms. The company offers a highly collaborative and supportive environment, competitive health benefits, and generous PTO and parental leave. The role of a front-end engineer at OCC involves driving front-end engineering practices, designing and developing UI Container Application - Single Client Exterior (SCE), maintaining and communicating CI/CD Pipeline Templates (Jenkins) and Base Images (Docker) for Micro-frontends, and working with the Product team to adopt a Single Client Exterior (SCE) / micro-frontend architecture.

Underwriter I, Commercial Public Management Liability

Company: Argo Group

Location: Chicago, IL

Posted Jan 31, 2023

Argo Group is a leader in specialty insurance with a vibrant culture built on respect, equality, wellness, and opportunity. The company offers a comprehensive benefits package, including flexible workplace policies, comprehensive health and wellness plans, and opportunities for professional development.

Senior Business Development Representative - Outbound

Company: Upwork

Location: Chicago, IL

Posted Jan 31, 2023

Upwork, a global work marketplace, is seeking a Business Development Representative to prospect for new business and book sales meetings. The role involves making outbound calls, identifying enterprise opportunities, and achieving weekly and monthly targets. Upwork offers a remote-first culture, competitive benefits, and a commitment to diversity and inclusion.

Senior Manager/Director Tax - High Net Worth

Company: Wipfli

Location: Chicago, IL

Posted Jan 31, 2023

Wipfli is a company that values curiosity, flexibility, and relationships. They focus on creating exceptional impact and extraordinary results, and they believe in giving back to the greater good. They are looking to hire a Tax Consultant with a focus in State and Local Taxes (SALT) in their Minneapolis, Minnesota office. The company offers a broad national footprint, skill development and career opportunities, and the flexibility to work from home or in clients' offices. They are committed to supporting the communities they do business in and have a strong focus on giving back.

Product Growth Marketer

Company: Relish Works

Location: Chicago, IL

Posted Jan 31, 2023

Relish Works is seeking a Product Growth Marketer to help with identifying market opportunities for building B2B relationships for the food service industry. The role involves creating and overseeing campaign testing strategy, identifying how to measure related initiatives, and developing an agile marketing organization.

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.

Related Pages