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Remote Booking Agent Jobs in Chicago, IL (NOW HIRING)

YO AI Labs

Travel Agent - Remote

Chicago, IL · Remote

$30 - $50/hr

Travel Agent Location: Remote Job Type: Contractor Pay: $20-$35/hour Job Overview We are seeking an ... Review and improve travel booking processes and communication. * Develop travel scenarios and ...

YO AI Labs

Travel Operations Expert - Remote

Chicago, IL · Remote

$50 - $70/hr

Remote Job Overview We are seeking experienced Travel Operations Experts to support an AI training ... Test realistic travel workflows across booking, reservations, ticketing, and hospitality platforms

Posted today

Integrity Global Logistics

Be Seen First

Freight Broker Agent (1099, Remote)

Chicago, IL · Remote

$4.0K - $10K/mo

We handle everything else -- from load booking through the full shipper-to-carrier lifecycle, our ... Founding Agent Terms ● Example: 60/40 gross margin split from day one for your first 12 months ...

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All JobsBooking Agent JobsRemote Booking Agent JobsRemote Booking Agent Jobs in Chicago, IL

Remote Booking Agent information

See Chicago, IL salary details

$29.9K

$49.4K

$102.5K

How much do remote booking agent jobs pay per year?

As of Aug 23, 2026, the average yearly pay for remote booking agent in Chicago, IL is $49,375.00, according to ZipRecruiter salary data. Most workers in this role earn between $35,000.00 and $52,500.00 per year, depending on experience, location, and employer.

What is a remote booking agent?

A Remote Booking Agent is a professional who assists clients in booking travel arrangements, accommodations, and other reservations from a remote location. They often work for travel agencies, tour companies, or independently, using online tools and communication platforms to coordinate trips. Responsibilities may include researching destinations, securing reservations, handling customer inquiries, and managing bookings. Strong customer service, organization, and communication skills are essential for success in this role.

What does a typical workday look like for a remote booking agent?

A typical workday for a Remote Booking Agent involves responding to customer inquiries via phone, email, or chat, processing reservations, and entering booking details accurately into specialized software. You may also coordinate with vendors, resolve scheduling or booking conflicts, and follow up with clients to confirm arrangements or answer questions. Remote Booking Agents often work independently, but they frequently collaborate with team members and supervisors to address client needs and achieve sales targets. The role may require flexibility with hours, especially if serving clients across different time zones. Overall, the position balances independent focus with communication and teamwork.

What are the key skills and qualifications needed to thrive in the remote booking agent position, and why are they important?

To excel as a Remote Booking Agent, you need strong organizational skills, attention to detail, and prior experience in customer service or reservations, often supported by a high school diploma or equivalent. Familiarity with booking and reservation software platforms as well as virtual communication tools is highly advantageous. Excellent verbal and written communication, problem-solving abilities, and the ability to work independently are vital soft skills for success. These competencies ensure accurate bookings, satisfied clients, and efficient remote collaboration with team members and partners.

What are the most commonly searched types of Booking Agent jobs in Chicago, IL?

The most popular types of Booking Agent jobs in Chicago, IL are:

What are popular job titles related to Remote Booking Agent jobs in Chicago, IL?

For Remote Booking Agent jobs in Chicago, IL, the most frequently searched job titles are:

What job categories do people searching Remote Booking Agent jobs in Chicago, IL look for?

The top searched job categories for Remote Booking Agent jobs in Chicago, IL are:

What cities near Chicago, IL are hiring for Remote Booking Agent jobs?

Cities near Chicago, IL with the most Remote Booking Agent job openings:

Remote Booking Agent jobs near you
Infographic showing various Remote Booking Agent job openings in Chicago, IL as of August 2026, with employment types broken down into 78% Full Time, and 22% Part Time. Highlights an 100% Remote job distribution, with an average salary of $49,375 per year, or $23.7 per hour.

Hotel Booking Specialist | Fully Remote

Destination Careers

Chicago, IL • Remote

$35K - $65K/yr

Full-time, Part-time

Re-posted 19 days ago

Job description

Hotel Booking Specialist | Fully Remote
Location: Remote (U.S.)
 
About Us:
We are a premier travel agency partnered with an award-winning host agency with over 70 years of experience. We specialize in crafting unforgettable getaways, offering cruises, hotels, vacation homes, all-inclusive resorts, and more to our valued clients.
 
 
Job Description:
We are seeking a detail-oriented and customer-focused Hotel Booking Specialist to join our team. In this role, you will assist clients in planning and securing their ideal vacations, providing expert guidance and exceptional service every step of the way.
Responsibilities:
  • Assist clients in researching, planning, and booking cruises, hotels, and vacation packages.
  • Provide personalized recommendations based on clients' preferences and budgets.
  • Work closely with top travel suppliers to secure exclusive deals and promotions.
  • Stay informed on industry trends, travel policies, and supplier offers.
  • Handle client inquiries, modifications, and cancellations in a professional and timely manner.
  • Maintain accurate records of bookings and client interactions.
  • Participate in training sessions and supplier webinars to enhance industry knowledge.
Qualifications:
  • Must be 18+ and legally authorized to work in the U.S.
  • Excellent communication and customer service skills.
  • Passion for travel and helping others create unforgettable experiences.
  • Self-motivated with the ability to work independently.
  • Comfortable using online booking platforms and learning new software.
  • Prior experience in customer service or sales is a plus but not required.
$35,000 - $65,000 a year
Benefits:
 
Flexible Schedule: Work full-time or part-time from anywhere.
Exclusive Travel Perks: Enjoy discounted travel, FAM trips, and supplier incentives.
Training & Certification: Gain access to ongoing education and industry support.
 
How to Apply:
If you're passionate about travel and ready to embark on a rewarding career, we'd love to hear from you! Apply now to join our growing team.
We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses and identifying potential inconsistencies or verification signals in application materials based on available information. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.
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