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Pilot Driver Jobs in Chicago, IL (NOW HIRING)

Vessel Pilot

Joliet, IL ยท On-site

... valid Driver's License. 7. Possess a valid Transportation Worker Identification Credential (TWIC). 8. Prior experience navigating the Illinois River (preferred). VI. PHYSICAL REQUIREMENTS 1. ...

SIC- Gulfstream G200

Wheeling, IL ยท On-site

$124K - $160K/yr

Position Summary The Second in Command (SIC) reports directly to the Base Chief Pilot. The SIC ... Ability to obtain a U.S. driver's license * Proof of eligibility to work in the US * Current ...

Position Summary The Second in Command (SIC) reports directly to the Base Chief Pilot. The SIC ... Ability to obtain a U.S. driver's license * Proof of eligibility to work in the US * Current ...

SIC- Gulfstream G200

Wheeling, IL ยท On-site

$124K - $160K/yr

Position Summary The Second in Command (SIC) reports directly to the Base Chief Pilot. The SIC ... Ability to obtain a U.S. driver's license * Proof of eligibility to work in the US * Current ...

Cashier

Chesterton, IN ยท On-site

$12.20 - $16.53/hr

Pilot Company offers a dynamic environment where no two days are the same. Team members have the ... driver stopping for a clean shower, the commuter grabbing their morning coffee, or the vacationer ...

Cashier

Valparaiso, IN

$12.20 - $16.53/hr

Pilot Company offers a dynamic environment where no two days are the same. Team members have the ... driver stopping for a clean shower, the commuter grabbing their morning coffee, or the vacationer ...

Cashier

Gary, IN

$12.20 - $16.53/hr

Pilot Company offers a dynamic environment where no two days are the same. Team members have the ... driver stopping for a clean shower, the commuter grabbing their morning coffee, or the vacationer ...

Cashier

Lake Station, IN

$12.20 - $16.53/hr

Pilot Company offers a dynamic environment where no two days are the same. Team members have the ... driver stopping for a clean shower, the commuter grabbing their morning coffee, or the vacationer ...

Deli Production Team Member

Lake Station, IN ยท On-site

$12.60 - $17.85/hr

Pilot Company offers a dynamic environment where no two days are the same. Team members have the ... driver stopping for a clean shower, the commuter grabbing their morning coffee, or the vacationer ...

Cashier

Joliet, IL ยท On-site

$15 - $19/hr

Pilot Company offers a dynamic environment where no two days are the same. Team members have the ... driver stopping for a clean shower, the commuter grabbing their morning coffee, or the vacationer ...

Pilot Company offers a dynamic environment where no two days are the same. Team members have the ... driver stopping for a clean shower, the commuter grabbing their morning coffee, or the vacationer ...

Cashier

Joliet, IL

$15 - $19/hr

Pilot Company offers a dynamic environment where no two days are the same. Team members have the ... driver stopping for a clean shower, the commuter grabbing their morning coffee, or the vacationer ...

Cashier

Hebron, IN

$12.20 - $16.53/hr

Pilot Company offers a dynamic environment where no two days are the same. Team members have the ... driver stopping for a clean shower, the commuter grabbing their morning coffee, or the vacationer ...

Cashier

Lake Station, IN

$12.20 - $16.53/hr

Pilot Company offers a dynamic environment where no two days are the same. Team members have the ... driver stopping for a clean shower, the commuter grabbing their morning coffee, or the vacationer ...

Deli Production Team Member

Hebron, IN ยท On-site

$12.60 - $17.85/hr

Pilot Company offers a dynamic environment where no two days are the same. Team members have the ... driver stopping for a clean shower, the commuter grabbing their morning coffee, or the vacationer ...

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Pilot Driver information

See Chicago, IL salary details

$51K

$135K

$207.2K

How much do pilot driver jobs pay per year?

As of Aug 8, 2026, the average yearly pay for pilot driver in Chicago, IL is $134,969.00, according to ZipRecruiter salary data. Most workers in this role earn between $103,100.00 and $159,800.00 per year, depending on experience, location, and employer.

What does a pilot driver do?

A pilot driver operates a car that escorts oversized trucks and other large vehicles. Your duties include driving an automobile in front of or behind the oversized vehicle. As you drive, your responsibilities include communicating with the truck driver to ensure that they are aware of any upcoming situations such as traffic jams, stop lights, or other obstacles. If you drive behind the truck, you ensure that the load remains secure during the trip. An escort vehicle sometimes has a siren or lights that warn other drivers of the presence of an oversized vehicle on the roadway.

Are pilot driver car drivers in demand?

Pilot driver car drivers are in demand in industries such as logistics, transportation, and delivery services, especially with the growth of e-commerce and on-demand delivery platforms. The job often requires a valid driver's license, good driving record, and knowledge of local routes, with demand influenced by regional economic activity and technological advancements in fleet management.

What are some typical challenges a pilot driver might face during an escort job, and how can they be addressed?

Pilot Drivers often encounter challenges such as navigating unfamiliar routes, communicating effectively with oversized load drivers, and ensuring public safety on the road. Weather conditions, traffic congestion, and sudden route changes can add complexity to the job. To address these challenges, Pilot Drivers should thoroughly review routes in advance, maintain clear communication with the transport team via radios, and stay updated on local traffic regulations. Staying vigilant, adaptable, and well-prepared helps ensure a smooth and safe escort for all parties involved.

What are the key skills and qualifications needed to thrive as a pilot driver, and why are they important?

To thrive as a Pilot Driver, you need a valid driver's license, excellent driving skills, and a good understanding of road safety regulations. Familiarity with GPS navigation systems, CB radios, and sometimes specialized pilot car certification are typically required tools and qualifications. Attention to detail, strong communication, and the ability to remain calm under pressure are essential soft skills. These skills are crucial for safely escorting oversized loads, ensuring compliance with transport regulations, and coordinating effectively with truck drivers and law enforcement.

What is a pilot driver?

Pilot drivers are professionals who operate pilot vehicles, also known as escort vehicles, to guide oversized or heavy-load trucks on public roads. Their main responsibility is to ensure the safe transport of large loads by alerting other road users, managing traffic, and helping the truck driver navigate difficult or narrow areas. Pilot drivers typically travel ahead of or behind the oversized vehicle, communicate via radio, and may use warning signs and lights to increase visibility. They must be knowledgeable about state and local regulations regarding oversized loads and often need specific certifications or permits to perform their job.

What is the difference between Pilot Driver vs Truck Driver?

AspectPilot DriverTruck Driver
Required CredentialsCommercial Driver's License (CDL), specialized training for pilot vehiclesCDL, general driving experience
Work EnvironmentEscort vehicles for oversize loads, often on highways or construction sitesLong-haul or local roads, freight transportation
Employer & IndustryConstruction, transportation, logistics companiesFreight carriers, logistics companies

In summary, Pilot Drivers primarily escort oversized loads, requiring specialized training and certifications, while Truck Drivers focus on transporting goods over various distances. Both roles are essential in the transportation industry but differ in work environment and specific credentials.

What are popular job titles related to Pilot Driver jobs in Chicago, IL? For Pilot Driver jobs in Chicago, IL, the most frequently searched job titles are:
What cities near Chicago, IL are hiring for Pilot Driver jobs? Cities near Chicago, IL with the most Pilot Driver job openings:
Infographic showing various Pilot Driver job openings in Chicago, IL as of August 2026, with employment types broken down into 68% Full Time, 25% Part Time, and 7% Contract. Highlights an 85% In-person, 4% Hybrid, and 11% Remote job distribution, with an average salary of $134,969 per year, or $64.9 per hour.

Full-time

Re-posted 15 days ago


Job description

ILLINOIS MARINE TOWING
JOB DESCRIPTION
INLAND VESSEL PILOT
I. BASIC FUNCTION
The Inland Vessel Pilot is responsible for operating Illinois Marine Towing vessels safely and efficiently while transporting barges. This requires strict adherence to safety protocols and physical readiness to work in a demanding maritime environment. The work schedule follows either a 21 days on / 21 days off rotation (Line Boat) or a 14 days on / 7 days off rotation (Fleet Boat), working 12-hour shifts. All Pilots must possess a current U.S. Coast Guard license appropriate for the vessel, route, and service. While on watch and in the absence of the Master, the Pilot exercises the authority of the Master.
II. MAJOR RESPONSIBILITIES
1. Responsible for reporting any relevant vessel condition information, especially unsafe conditions of the boat, tow, and any associated equipment to the Master and take action to prevent accidents.
2. Responsible for the safe navigation and piloting of the vessel
3. Maintaining vessel seaworthiness and condition of the vessel tow
4. Ensuring the safety of all crew members and passengers on board.
5. Preventing environmental incidents and upholding environmental protection standards.
6. Compliance with all applicable laws, rules, and regulations, including the Certificate of Inspection (COI) of the vessel.
7. Compliance with the policies and procedures of Canal Barge Company and Illinois Marine Towing.
8. Maintaining accurate and timely completion of required logs and reports.
9. Complying with all applicable laws, regulations, and company policies, and reporting any violations to management.
10. Performing bridge administration tasks as required.
11. Supporting cost control measures, supervising crew members, and contributing to on-the-job training initiatives.
12. The Pilot may be subject to inclement weather (snow, ice, extreme heat, rain, fog, etc.) and may be required to perform job duties the same or similar to the crew under the same or similar working conditions.
13. Pilots' work may be performed in rough waters and unstable footing conditions.
Other
1. Perform other duties as required and directed by management.
2. Carry out the Business Philosophy, Code of Conduct, Mission and Vision of Illinois Marine Towing and Canal Barge Company.
III. TRAITS & ATTRIBUTES
A. Operational Expertise: Ability to proficiently operate and navigate an inland vessel by applying comprehensive knowledge of maritime systems, navigation techniques, vessel handling, and regulatory compliance in varying conditions and waterways.
B. Decision-Making skills: Ability to quickly assess situations, evaluate options, and make effective and timely choices under pressure to ensure safe and efficient vessel operation.
C. Communication Skills: The ability to convey and receive information clearly, accurately, and professionally with crew members, port authorities, and other vessels to maintain safety, coordination, and operational clarity.
D. Leadership Skills: Ability to guide, supervise, and motivate a vessel's crew effectively, fostering teamwork, ensuring compliance with safety protocols, and maintaining discipline and morale on board.
E. Attention to Detail: Capability of being thorough and accurate in performing tasks, including monitoring instruments, checking procedures, maintaining records, and ensuring all aspects of vessel operations meet regulatory and safety standards.
IV. ORGANIZATIONAL RELATIONSHIP
The Inland Vessel Pilot is appointed by and reports to the IMT Marine Superintendent.
V. EXPERIENCE/EDUCATION
1. Possess a Merchant Mariner Credential issued by the U.S. Coast Guard appropriate for the route. Pilot of Towing Vessels, at minimum, with endorsements for Western Rivers, Great Lakes, and Inland Waters preferred.
2. Possess a minimum of a High School Diploma or equivalent.
3. Exhibit a commitment to safety and risk mitigation.
4. Have strong written, verbal, and interpersonal skills.
5. Basic experience or knowledge of computer software such as Microsoft Office, RosePoint, TowWorks, and Egnyte.
6. Hold a valid Driver's License.
7. Possess a valid Transportation Worker Identification Credential (TWIC).
8. Prior experience navigating the Illinois River (preferred).
VI. PHYSICAL REQUIREMENTS
1. Repetitive bending, stooping and twisting.
2. Climbing ladders & stairs.
3. Must be able to push and pull 50 pounds.
4. Must be able to lift up to 50 pounds.
VII. OUTCOMES
By embodying the values and fulfilling the responsibilities outlined above, the Inland Vessel Pilot contributes to reliable, high-quality operations. Success in this role supports a collaborative and efficient work environment, allowing the Vessel Master to focus on strategic priorities and ensuring that vessel operations are executed with professionalism and consistency in alignment with IMT and CBC's culture.
Canal Barge Company and its subsidiaries are Equal Opportunity Employers - All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, gender expression, national origin, age, protected veteran or disabled status, or genetic information.