265 Results for

Driver Jobs in Winchester, KY

Jobs

New!

Mount Sterling, KY1 day ago

$67,663–$105,016 Per Year

Join KAG today to take advantage of great pay, consistent hometime, competitive benefits packages, supportive terminal managers and great equipment! Please note, the hiring salary range for this position will vary based on a number of factors: geographic location, skills, experience of the applicant, and business needs.

New!

Richmond, KY1 day ago

$85,000–$105,000 Per Year

We provide outstanding on-time pickup and delivery service to today's major e-commerce customers, all while maintaining an exceptional safety record, which has made Barr-Nunn a stable and profitable operation. Founded in 1982, Barr-Nunn is a dry van truckload carrier operating about 600 tractors and about 2,150 trailers.

New!

Georgetown, KY1 day ago

$24.06–$24.06

Clean Motor Vehicle Record (no major traffic violations or preventable accidents in last 3 years) . Meet the physical demands of the role, including [lifting, climbing, strapping, tarping, etc., if applicable] .

New!

Georgetown, KY1 day ago

$28.16–$28.16

New!

Paris, KY1 day ago

Full pay package also includes other accessorial compensation to include tarp pay, stop pay, detention pay, border crossing pay, safety bonuses, and over-dimensional pay as appropriate. See Advantage AI Privacy Policy at https://www.advantage.ai/legal/privacy-policy and SonicJobs Privacy Policy at https://www.sonicjobs.com/us/privacy-policy and Terms of Use at https://www.sonicjobs.com/us/terms-conditions.

New!

Georgetown, KY1 day ago

Full pay package also includes other accessorial compensation to include tarp pay, stop pay, detention pay, border crossing pay, safety bonuses, and over-dimensional pay as appropriate. That's right Recent CDL-A graduates—qualified applicants with a valid CDL-A license may have the opportunity to receive training and start their driving career with us during this special period and special offer, only valid through May 31, 2026.

Nicholasville, KY7 days ago

Because precise rate of pay can be difficult to guarantee in various pay structures common in the transportation industry, you are only guaranteed applicable minimum wage for hours worked in a given pay period. Your actual pay, mileage, and home time will vary from these numbers depending on many factors, which may include tenure-based pay rates, your fleet, how hard you work, company performance, and how much you drive, among other factors.

Lexington, KY10 days ago

$85,000–$85,000

Building an expansive nationwide network of team members for 130+ years has allowed us to stay agile for our clients across the restaurant, retail, and e-commerce industries. We look to the future and are ready to continue making industry-defining moves by embracing the newest technology into our practices, continuing team member training, and emphasizing our people-centered culture.

New!

Georgetown, KY1 day ago

$62,900–$81,900 Per Year

Experience Needed: 6 months of recent OTR or regional CDL-A experience in last 3 years, safe driving record. Extra Earnings: Bi-annual compensation reviews + unlimited referral incentives - $2,000 per driver.

New!

Richmond, KY1 day ago

$60,000–$99,000 Per Year

Earn $60,000-$99,000 per year - average is $72,000 per yearEarn an additional 5 CPM paid for all miles driven north of MD and east of I-81. Latest Kenworth, Freightliner, & International tractorsWe buy new and keep it while under warrantee to have better uptime for you to keep rolling.

Versailles, KY30+ days ago

The Driver Helper role is responsible for assisting the driver in the safe operation and delivery of smaller loads of products to our local store locations and merchandising the product within the store location. Essential functions: Ride with the Driver to store locations and partner with the Driver to ensure that the truck is operated safely.

Versailles, KY30+ days ago

The Local CDL A Driver role is responsible for delivering products to our local store locations and assisting the merchandising team with delivering products to shelves. Essential functions: Transport products from the warehousing locations to the store locations.

New!

Richmond, KY6 days ago

$4,450–$5,600 Per Week

At Anderson Trucking Service (ATS), our OTR Dry Van Lease Operator program gives you access to quality freight, newer equipment, and full backing from a trusted carrier. Cloud, Minnesota, ATS has built a reputation for supporting drivers, providing reliable freight, and maintaining newer equipment.

New!

Richmond, KY1 day ago

$65–$75 Per Hour

With more than 35 years of expertise, our owners and executives know how to support their drivers, keep the fleet operating smoothly, and foster a culture of hard work so drivers can succeed. Free round trip flight back and forth to home for their home time for drivers residing outside our operating area.

New!

Lexington, KY4 days ago

Pass a Ryder Background and Motor vehicle check including drug and alcohol verification from previous employers for the last 3 years. Ryder is a commercial transportation, logistics, and supply chain management solutions company in business for over 80 years.

New!

Olympia, KY1 day ago

$1,750–$1,790

Our nationwide network of dedicated opportunities allows drivers the opportunity to find predictable home time, competitive pay rates, and stable customer freight that best suits their needs. Regional CDL-A Truck Drivers – Home Weekly – Earn $91,000-$93,000 Annually!

New!

Richmond, KY1 day ago

$0.59–$0.63 Per Year

We offer truckload, dedicated, and intermodal services throughout the eastern United States, with terminals located in Tennessee, Missouri, North Carolina, and Kentucky. Ozark Motor Lines, Inc. partners with drivers across the Mid-South to keep vital supply chains moving.

New!

Richmond, KY1 day ago

$90,000–$100,000 Per Year

Werner's Career Track Program allows drivers to focus on the enhancement of their skills by getting valuable, hands-on experience with one of our highly skilled Leader Drivers. Whether you’re a seasoned veteran with a knack for hauling refrigerated freight or just starting your career, we have truck-driving jobs available to fit all levels of experience.

New!

Richmond, KY1 day ago

Because precise rate of pay can be difficult to guarantee in various pay structures common in the transportation industry, you are only guaranteed applicable minimum wage for hours worked in a given pay period. This OTR route is hiring solo drivers to haul no-touch refrigerated and frozen freight throughout the eastern half of Mississippi in support of Echo, a third-party logistics partner.

New!

Richmond, KY1 day ago

New!

Richmond, KYToday

$75,000–$92,000 Per Year

Because precise rate of pay can be difficult to guarantee in various pay structures common in the transportation industry, you are only guaranteed applicable minimum wage for hours worked in a given pay period. Our Dedicated Fleet is actively seeking experienced CDL-A regional drivers for a dry van operation hauling Anheuser-Busch products across the 48 lower states.

New!

Georgetown, KY1 day ago

$56,949.36–$102,993.80 Per Year

That’s right recent CDL-A graduates—qualified applicants with a valid CDL-A license may have the opportunity to receive training and start their driving career with us during this special period and special offer, only valid through May 31, 2026. Full pay package also includes other accessorial compensation to include tarp pay, stop pay, detention pay, border crossing pay, safety bonuses, and over-dimensional pay as appropriate.

New!

Richmond, KY1 day ago

$7,000–$9,000 Per Week

Weekly administration fee - required$175 weekly fee covers registration fees, back-office administrative support, permits, 2290, IFTA, & tablet rental. Maintenance account - optionalIf opted in, the amount is optional & APL Cargo will pay for repairs; repair costs will be debited from the maintenance account.

Richmond, KY7 days ago

With no money down, no credit check and no balloon payment, this walk-away lease is simply the best ownership program in the industry. Walk-away lease - return your truck hassle-free if ownership isn’t for you.

New!

Richmond, KY1 day ago

I agree that calls may be made using an automatic telephone dialing system and/or an artificial or prerecorded voice and that messages and emails may be sent using automatic messaging systems. I additionally agree that Western Express, Inc.'s service provider receives in real-time and logs your text messages and emails with Western Express, Inc.

New!

Lexington, KY1 day ago

In addition, Accelerated provides a clear path to truck ownership through our lease-purchase program, giving drivers the opportunity to transition to owner-operator with no money down and access to well-maintained, late-model equipment. Accelerated Services LLC, established in 1999, was built with a bold vision: to become a logistics provider unequaled in the industry—powered by a dedicated team of experienced staff and professional drivers.

New!

Richmond, KY1 day ago

See Advantage AI Privacy Policy at https://www.advantage.ai/legal/privacy-policy and SonicJobs Privacy Policy at https://www.sonicjobs.com/us/privacy-policy and Terms of Use at https://www.sonicjobs.com/us/terms-conditions. New Business High-Mile Lanes Just Added — Find Your Lane at Navajo Express!

New!

Richmond, KY1 day ago

$52,000–$84,000 Per Year

Latest Kenworth, Freightliner, & International tractorsWe buy new and keep it while under warrantee to have better uptime for you to keep rolling. Newly updated and remodeled coast-to-coast terminal facilitiesFree showers.

New!

Lexington, KY1 day ago

See Advantage AI Privacy Policy at https://www.advantage.ai/legal/privacy-policy and SonicJobs Privacy Policy at https://www.sonicjobs.com/us/privacy-policy and Terms of Use at https://www.sonicjobs.com/us/terms-conditions. The ideal candidate will have a strong background in transporting oversized and overweight loads safely and efficiently.

New!

Richmond, KY1 day ago

From incredibly flexible home time to unmatched dispatcher support and competitive weekly pay, our drivers are given the resources to excel on their own terms—both on AND off the road. Enjoy reliable home time, strong weekly pay, and a company built around supporting drivers for long-term success.

New!

Lexington, KY1 day ago

New!

Richmond, KY1 day ago

$85,000–$90,000 Per Year

2,600 - 3,000 miles per week with high refrigerated freight volume. Navajo Express is Now Hiring CDL-A OTR Refrigerated Company Drivers.

New!

Richmond, KY1 day ago

$1,600–$1,800 Per Week

With pathways for career advancement, from the roads to the offices, Millis Transfer is a family where you can climb the ladder to success within our supportive community. This isn’t merely a workplace; it’s a community where your efforts are acknowledged, your role is crucial, and your presence makes a difference.

New!

Richmond, KY1 day ago

$1,430–$2,100 Per Week

Drivers operate late-model trucks, including Peterbilt 579, Freightliner Cascadia and Volvo models, all less than 3 years old. HMD Trucking is hiring experienced CDL Class A drivers experienced with load securement and tarping for OTR Flatbed positions.

New!

Richmond, KY1 day ago

As a family-owned, family-focused, family-driven company, we are committed to offering CDL-A regional truck driving careers with weekend home time, stable freight and excellent earning power while making safety a top priority. Step back from making a mega-carrier mistake and take a closer look at the difference it makes to work with the driver and family-focused team as a CDL-A regional truck driver at McLeod Express!

Lexington, KY13 days ago

$1,060–$1,300 Per Year

This diversity and openness ensures all associates have equal access to opportunities and resources to contribute fully to the organization's success, and it fuels innovation, improves strategic thinking and cultivates leadership. $5,000 sign-on bonus paid over 12 monthly payments in your first year for inexperienced drivers.

New!

Richmond, KY1 day ago

$1,130–$1,390 Per Year

This diversity and openness ensures all associates have equal access to opportunities and resources to contribute fully to the organization's success, and it fuels innovation, improves strategic thinking and cultivates leadership. $2,500 sign-on bonus paid over 12 monthly payments in your first year for inexperienced drivers.

Flemingsburg, KY13 days ago

$915–$1,120 Per Year

This diversity and openness ensures all associates have equal access to opportunities and resources to contribute fully to the organization's success, and it fuels innovation, improves strategic thinking and cultivates leadership. Company-paid CDL training options: tuition reimbursement ($200/month) or CDL Apprenticeship Training (paid five-to-six week training at a Schneider facility).

Berea, KY13 days ago

$1,200–$1,470 Per Year

This diversity and openness ensures all associates have equal access to opportunities and resources to contribute fully to the organization's success, and it fuels innovation, improves strategic thinking and cultivates leadership. The feeling you get from keeping the customer's freight moving and contributing to the overall success of the customer will be nothing short of pride.

New!

Lexington, KY1 day ago

$1,150–$1,410 Per Year

This diversity and openness ensures all associates have equal access to opportunities and resources to contribute fully to the organization's success, and it fuels innovation, improves strategic thinking and cultivates leadership. $1,500 sign-on bonus paid over 12 monthly payments in your first year for inexperienced drivers.

New!

Lexington, KY1 day ago

$1,200–$1,460 Per Year

This diversity and openness ensures all associates have equal access to opportunities and resources to contribute fully to the organization's success, and it fuels innovation, improves strategic thinking and cultivates leadership. HazMat endorsement required after starting; Schneider's self-paced online certification training will help you secure it.

New!

Lexington, KY1 day ago

Tools to help you succeed: Doing business with Schneider means being provided a Samsung tablet you can use inside and outside your cab and having free trailer usage. Access to company facilities: Take full advantage of Schneider???s facilities, which provide free parking, free laundry, meal options, exercise equipment and more.

New!

Lexington, KY1 day ago

$1,340–$1,630 Per Year

This diversity and openness ensures all associates have equal access to opportunities and resources to contribute fully to the organization's success, and it fuels innovation, improves strategic thinking and cultivates leadership. Elite Team-spec'd trucks average only 12 months old, with automated transmissions, optimized idle, upgraded driver???s seat and more.

New!

Georgetown, KY1 day ago

$1,350–$1,600 Per Week

Our Experienced Driver Orientation Program keeps you separated from newbies and is only 3-5 days long, depending upon your experience levelIf you have limited or no flatbed experience, we will allow you to ride with a Driver Trainer to learn the ropes of flatbedding. Percentage pay is loved by Experienced drivers because it pays more than traditional per-mile programs, and they get a share of the gain every time TMC gets a rate increase from our customers.

New!

Lexington, KY1 day ago

$60–$65 Per Hour

With multiple driving opportunities, late-model equipment, and a freight network designed to keep you moving-not waiting-you can choose the path that fits your goals and grow your income your way. Independent operators get higher earning potential and business flexibility without the heavy commitment-or financial risk-of full ownership.

New!

Lexington, KY1 day ago

$90,000–$95,000 Per Year

With multiple driving opportunities, late-model equipment, and a freight network designed to keep you moving-not waiting-you can choose the path that fits your goals and grow your income your way. Run 2,500-3,000 miles per week across the Midwest, Mid-Atlantic, and Southeast-no NYC and mostly drop + hook to keep your week moving smoothly.

New!

Lexington, KY1 day ago

We focus on consistency, communication, and respect, building long-term relationships with drivers who want steady pay, reliable home time, and a company that puts people first. High levels of contracted freight with award-winning shippers, paid miles both empty and loaded while on duty, and fewer drivers per dispatcher for better communication.

New!

Mount Sterling, KY1 day ago

$1,400–$2,200 Per Week

Now under new management, Boyd is focused on what drivers want most: more home time, better planning, and expanded running lanes. Top drivers earn up to $90,000 per year, with a $1,200 weekly minimum when running 1,800+ miles.

New!

Lexington, KY1 day ago

New!

Lexington, KY1 day ago

$1,400–$1,650 Per Week

Lease Purchase drivers average $1,400-$1,650 in weekly take-home pay, combining mileage pay, fuel surcharge, and accessorial earnings. We focus on consistency, communication, and respect, building long-term relationships with drivers who want steady pay, reliable home time, and a company that puts people first.

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Driver Jobs in Winchester, KY

CDL-A Truck Driver Kenan Advantage Group

CDL-A Truck Driver - $9k Hiring Bonus Barr-Nunn Transportation

CDL A, Local, Shuttle Driver, $24.06 per hour TransForce Inc.

CDL A, Shuttle/ Yard, $28.16 per hour TransForce Inc.

Flatbed CDL Driver, Regional Route System Transport

Recent Flatbed CDL Driver System Transport

CDL-A Truck Driver - $2,000 Retention Bonus C.R. England

CDL A Delivery Truck Driver - Up to $10k Sign-On Bonus DOE Mclane Company, Inc.

CDL-A Truck Driver J&R Schugel

CDL-A Truck Driver - Earn $60,000-$99,000/Year Heartland Express

Driver Helper CLARK DISTRIBUTING CO INC

CDL A Driver CLARK DISTRIBUTING CO INC

OTR CDL-A Truck Driver Anderson Trucking Service

CDL-A Truck Driver - Start at 75 CPM K&B Transportation

CDL-A Truck Driver - No-Touch Freight Ryder

CDL-A Truck Drivers - Earn $1,750 Weekly Hogan Transportation

CDL-A Truck Driver Ozark Motor Lines, Inc.

CDL-A Truck Driver Werner Enterprises

CDL-A Truck Driver - OTR C.R. England

CDL-A Truck Driver - Home Weekly C.R. England

CDL-A Truck Driver C.R. England

CDL-A Truck Driver - Recent Grads Welcome System Transport

CDL-A Reefer Owner Operators - Avg. $7k-$9k/Week + Trailer Leasing APL Cargo, Inc.

CDL-A Truck Driver - Lease Purchase - No Experience Needed! Western Express, Inc.

CDL-A Truck Driver - No Experience Needed! Western Express, Inc.

CDL A OTR Owner Operator Accelerated Services Auto Transporters

CDL A OTR Reefer Drivers Navajo Express

CDL-A Truck Driver - Home Weekly Heartland Express

CDL A Heavy Haul Driver Southern Tier Express

Class A Local Truck Driver | Home Daily Brown Trucking Company

Class A Regional Truck Driver Brown Trucking Company

OTR CDL-A Truck Driver Navajo Express

CDL-A Truck Driver - OTR Millis Transfer

CDL-A Flatbed Truck Driver - $5,000 Sign-On Bonus HMD Trucking

Class A OTR Truck Driver McLeod Express

CDL-A - Dedicated truck driver - JCPenney Schneider

CDL-A - Dedicated daytime truck driver Schneider

CDL-A - Regional Van Truckload truck driver Schneider

CDL-A - Dedicated nighttime truck driver Schneider

CDL-A - Dedicated truck driver - Camping World - Gander Outdoors Schneider

CDL-A - Tanker truck driver Schneider

Owner-operator truck driver - Camping World - Gander Outdoors Schneider

CDL-A - New pay increase - Team Van Truckload truck driver Schneider

CDL-A Truck Driver - Home Weekends TMC

CDL A Truck Driver - 1099 - Up to $130k / yr EOS Trucking

Reefer Truck Driver - up to $130k / yr EOS Trucking

CDL-A Truck Driver Riverside Transport

Flatbed Truck Driver - $2600 Onboarding Pay Boyd Bros. Transportation Inc.

Company CDL A Truck Driver - 100% No-Touch Riverside Transport

CDL A Truck Driver (1099) - $5,500 Onboarding Pay Riverside Transport

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