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Remote Own Schedule Jobs in Chicago, IL (NOW HIRING)

Jetset With J

Remote Travel Specialist

Chicago, IL · Remote

$35K - $65K/hr

Self-motivated with the ability to manage your own schedule * Professional attitude and willingness to learn * Must be authorized to work in the United States What We Offer * 100% Remote work

Liveops

Remote Customer Service Agent

Crown Point, IN · Remote

$14.75 - $19.75/hr

Remote (US-Based) Liveops is seeking independent contractors to provide virtual customer service ... Set your own schedule by self-scheduling in 30-minute blocks. * Provide a distraction-free home ...

Liveops

Remote Customer Service Agent

Gary, IN · Remote

$15.50 - $20.75/hr

Remote (US-Based) Liveops is seeking independent contractors to provide virtual customer service ... Set your own schedule by self-scheduling in 30-minute blocks. * Provide a distraction-free home ...

Liveops

Remote Customer Service Representative

Gary, IN · Remote

$20/hr

Remote (US-Based) Apply today to join the 1/5/26 certification class and lock in your spot for tax ... Set your own schedule. * Provide a distraction-free home office. * Provide your own home office ...

Liveops

Remote Customer Service Agent

Hammond, IN · Remote

$15 - $20/hr

Remote (US-Based) Liveops is seeking independent contractors to provide virtual customer service ... Set your own schedule by self-scheduling in 30-minute blocks. * Provide a distraction-free home ...

Symmetry

Remote Sales Work From Home

Chicago, IL · On-site +1

Job Details: * 100% Remote * No Experience Necessary * Training Provided ... Set Your Own Schedule * This Commission Only Position Starts at 80% and Goes to 130% With ...

AO Globe Life

Remote Sales Specialist

Waukegan, IL · On-site +1

Why Join Us? * 🌍 Remote Flexibility: Work from home or anywhere in Canada ... Enjoy the freedom to create your own schedule and achieve the work-life balance you desire. * 💰 ...

AO Globe Life

Remote Sales Specialist

Aurora, IL · On-site +1

Why Join Us? * 🌍 Remote Flexibility: Work from home or anywhere in Canada ... Enjoy the freedom to create your own schedule and achieve the work-life balance you desire. * 💰 ...

AO Globe Life

Remote Sales Specialist

Waukegan, IL · On-site +1

Why Join Us? * 🌍 Remote Flexibility: Work from home or anywhere in Canada ... Enjoy the freedom to create your own schedule and achieve the work-life balance you desire. * 💰 ...

AO Globe Life

Remote Sales Specialist

Aurora, IL · On-site +1

Why Join Us? * 🌍 Remote Flexibility: Work from home or anywhere in Canada ... Enjoy the freedom to create your own schedule and achieve the work-life balance you desire. * 💰 ...

AO Globe Life

Remote Sales Specialist

Waukegan, IL · On-site +1

Why Join Us? * 🌍 Remote Flexibility: Work from home or anywhere in Canada ... Enjoy the freedom to create your own schedule and achieve the work-life balance you desire. * 💰 ...

AO Globe Life

Remote Sales Specialist

Waukegan, IL · On-site +1

Why Join Us? * 🌍 Remote Flexibility: Work from home or anywhere in Canada ... Enjoy the freedom to create your own schedule and achieve the work-life balance you desire. * 💰 ...

AO Globe Life

Remote Sales Specialist

Waukegan, IL · On-site +1

Why Join Us? * 🌍 Remote Flexibility: Work from home or anywhere in Canada ... Enjoy the freedom to create your own schedule and achieve the work-life balance you desire. * 💰 ...

AO Globe Life

Remote Sales Specialist

Aurora, IL · On-site +1

Why Join Us? * 🌍 Remote Flexibility: Work from home or anywhere in Canada ... Enjoy the freedom to create your own schedule and achieve the work-life balance you desire. * 💰 ...

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Showing results 1-20

All JobsOwn Schedule JobsRemote Own Schedule JobsRemote Own Schedule Jobs in Chicago, IL

Remote Own Schedule information

See Chicago, IL salary details

$9

$30

$77

How much do remote own schedule jobs pay per hour?

As of Aug 24, 2026, the average hourly pay for remote own schedule in Chicago, IL is $30.83, according to ZipRecruiter salary data. Most workers in this role earn between $15.54 and $37.01 per hour, depending on experience, location, and employer.

What is a remote own schedule job?

Remote Own Schedule jobs are positions that allow employees to work from any location and set their own working hours. Instead of adhering to a traditional 9-to-5 schedule, workers have the flexibility to choose when and where they complete their tasks, as long as they meet deadlines and performance expectations. These jobs are ideal for people seeking better work-life balance, those with other commitments, or individuals in different time zones. Common industries offering such roles include technology, writing, customer service, and consulting.

What skills and qualifications are needed to thrive as a remote own schedule worker?

To thrive as a remote worker with a flexible schedule, you need strong time management, self-motivation, and the technical skills required for your specific role, often supported by relevant experience or education. Proficiency with collaboration tools like Slack, Zoom, and project management systems such as Asana or Trello is typically essential. Excellent communication, adaptability, and the ability to work independently are crucial soft skills in this setting. These skills and tools enable productivity, reliability, and seamless collaboration despite the lack of traditional office structure.

How can I effectively manage my time and stay productive in a remote own schedule role?

In a remote, own-schedule position, you have the flexibility to set your hours, but this also means you need strong self-discipline and time management skills. It's helpful to establish a consistent routine, set daily or weekly goals, and use productivity tools like calendars or task managers to stay on track. Regular communication with your team and clear documentation of your progress are crucial, especially since you may not have traditional supervision. Creating a dedicated workspace and minimizing distractions can also help you maintain focus and achieve a healthy work-life balance.

What is the difference between Remote Own Schedule vs Remote Customer Service Representative?

FeatureRemote Own ScheduleRemote Customer Service Representative
CredentialsVaries, often no formal degree requiredHigh school diploma or equivalent, customer service experience
Work EnvironmentFlexible, self-managed scheduleTypically scheduled shifts, but some roles offer flexibility
Industry UsageFreelance, independent contractors, gig economyCustomer support, call centers, client-facing roles
Search & Comparison IntentLooking for flexible, self-directed workSeeking customer service roles with flexible hours

Remote Own Schedule roles offer complete flexibility in setting work hours, often suited for freelancers or independent contractors. Remote Customer Service Representatives typically have scheduled shifts but may also have some flexibility. Both roles are common in remote work environments, but they serve different needs: one for independent work, the other for customer support with flexible timing.

What cities near Chicago, IL are hiring for Remote Own Schedule jobs?

Cities near Chicago, IL with the most Remote Own Schedule job openings:

Remote Own Schedule jobs near you
Infographic showing various Remote Own Schedule job openings in Chicago, IL as of August 2026, with employment types broken down into 71% Full Time, 11% Part Time, and 18% Contract. Highlights an 100% Remote job distribution, with an average salary of $64,120 per year, or $30.8 per hour.

Remote Travel Specialist

Jetset With J

Chicago, IL • Remote

$35K - $65K/hr

Full-time, Part-time

Posted 5 days ago

Job description

Are you looking for a flexible remote opportunity where you can work from home and help clients plan memorable travel experiences?

We're seeking motivated individuals with strong customer service and communication skills to assist clients with booking vacations, cruises, hotels, resorts, and other travel experiences. No prior travel industry experience is required. Comprehensive training, ongoing support, and professional development are provided.

Responsibilities
  • Assist clients with booking vacations, cruises, hotels, resorts, tours, and other travel arrangements
  • Research travel options based on client preferences and budgets
  • Provide outstanding customer service throughout the booking process
  • Stay informed about supplier promotions and special offers
  • Maintain accurate booking information and client records
  • Build lasting relationships with clients through exceptional service
  • Work independently while receiving ongoing team support
Qualifications
  • Strong communication and customer service skills
  • Comfortable using a computer, smartphone, and online tools
  • Detail-oriented and organized
  • Self-motivated with the ability to manage your own schedule
  • Professional attitude and willingness to learn
  • Must be authorized to work in the United States
What We Offer
  • 100% Remote work
  • Flexible full-time or part-time schedule
  • Comprehensive training provided
  • Ongoing mentorship and support
  • Professional development opportunities
  • Industry certifications
  • Travel discounts and perks
  • Performance-based earning potential
Ideal Backgrounds

This opportunity may be a great fit for individuals with experience in:

  • Customer service
  • Hospitality
  • Administrative support
  • Sales
  • Retail
  • Education
  • Healthcare
  • Remote work
  • Or anyone looking to build a flexible career in the travel industry

If you enjoy helping people, have excellent communication skills, and are looking for a flexible remote opportunity, we'd love to hear from you.