Regional CDL-A Truck Driver - up to $2,000 / wk

$2,000 per week

Full-time

E.W. Wylie

Hiring CDL-A Truck Drivers
PAY THAT DELIVERS - Earn up to $120,000 per year*
SPECIALIZED FREIGHT, STRONG START - Drivers get a $2,500 sign on bonus*
PERKS THAT STACK - 100% paid medical premium, paid holidays, bonuses & more

Why Drive for E.W. Wylie?

Choosing the right carrier is about more than miles and money-it's about respect, support, and long-term opportunity. At E.W. Wylie, drivers are the heart of everything we do. With decades of experience and a reputation built on safety and integrity, we provide the tools, equipment, and culture to help you succeed on and off the road..

Regional Open Deck Drivers

Top annual earnings up to $120,000. Drivers average $1,504-$2,030 per week, with competitive base pay of 60-69CPM.*
Bonus pay that adds up. Earn an additional 4CPM monthly safe driver bonus* on top of base pay.
Flexible home time. Get home weekly or bi-weekly depending on location and route.
Consistent miles, strong weeks. Run 2,500-3,000 miles per week with steady freight and reliable lanes.

Company Driver Benefits

Get paid to get started. Earn a $2,500 sign-on bonus plus $1,000 orientation pay.*
Extra pay for the work you do. Drivers earn tarp pay plus clean inspection bonuses.*
Full coverage, fully paid. 100% paid medical premium plus access to a 401(k).
Driver-friendly policies. Pet and rider programs so you don't have to run alone.
Time off that matters. Enjoy 7 paid holidays each year.
Referral rewards. Earn $2,500 for every driver you refer.
Modern, comfortable equipment. Trucks equipped with APUs, inverters, and refrigerators.

All pay and bonus amounts may vary by job type, location, experience level, and performance and are subject to change based on company discretion. Talk with a recruiter to confirm specific details.

There is no deadline to apply. Applications are accepted on an ongoing basis.

Driver Requirements

Valid Class A CDL
6 months of OTR flatbed experience OR 1 year non-flatbed OTR experience

Apply

Vacancy posted 2 days ago

Similar jobs that could be interesting for youBased on the Regional CDL-A Truck Driver - up to $2,000 / wk in Winona, MN vacancy

CDL-A Truck Driver - $2,000 Retention Bonus
$98k
...Job Description C.R. England is Now Hiring Experienced CDL-A Truck Drivers!Home Weekly - Drivers Average $98,000 Annually* Limited Time $2,000 Retention Bonus Offer!** Valid CDL-A and 3+ months of current experience required This lane is not suitable for students...
Hgv
Minimum wage
Traineeship
Immediate start
CR England
Winona, MN
1 day ago
Dedicated CDL-A Truck Driver Job (Earn Up to $70,000/Yr) (55969)
$70k
...CDL-A Truck Drivers: GREAT ROUTES AVAILABLE! Top Pay & BenefitsOTR Drivers:Average 2,000+ miles per week. Bonuses may be available. Count on consistent miles and paycheck with flexible home time that works for you.Regional Opportunities:Drive regional and earn strong...
Hgv
Temporary work
Relocation package
Flexible hours
U.S. Xpress
Rollingstone, MN
5 days ago
Flatbed CDL Driver, Regional Route
$1,095.18 - $1,980.65 per week
...exciting driving opportunity in the western region of America? System Transport is hiring experienced CDL-A flatbed truck drivers for regional and OTR routes. As a driver, you... ...which is allotted for orientation for your first 2 weeks so you can focus on driving while we...
Hgv
Weekly pay
Full time
Local area
Weekend work
System Transport
Winona, MN
23 hours ago
CDL-A Truck Driver - $5k Sign-On Bonus!
$1,250 - $1,800 per week
...CDL-A Truck Driver Jobs Open in Your Region! EXCELLENT EARNINGS POTENTIAL, HOME TIME TO FIT YOUR LIFE, AND... ...CDL-A Truck Drivers- Join a 2-Time TCA Elite Fleet Are you looking... ...$1,800 weekly pay range ~ Earn $65,000-$93,600/year ~$5,000 sign-on bonus...
Hgv
Weekly pay
Immediate start
Relocation package
Flexible hours
Marten Transport
Winona, MN
3 days ago
CDL A Truck Driver Midwest Regional
$55k - $80k
...heart of a trucker to move this country!" Now Hiring: CDL A Truck Drivers Call to find out how much you can earn driving for us!... ...for truck drivers running in the Midwest: Salary: $55,000 - $80,000 per year - Average is $61,000 per year Average...
Hgv
Hourly pay
Weekly pay
Temporary work
Immediate start
Heartland Express
Winona, MN
4 days ago
CDL-A Dry Van Truck Driver in Winona, MN
$950 - $1,160 per week
...Company Driver | Dry Van Location: Winona, MN... ...Dedicated nighttime truck driver - Daimler Average... ...Experience: All CDL holders Overview Haul... ...performance pay. $5,000 sign-on bonus paid... ...experienced drivers. $2,000 sign-on bonus paid... ...Valid Class A Commercial Driver's...
Hgv
Hourly pay
Weekly pay
Full time
Apprenticeship
Immediate start
Relocation package
Night shift
Schneider
Winona, MN
2 days ago
CDL-A - Dedicated nighttime truck driver - Daimler
$950 - $1,160 per week
...Dedicated nighttime truck driver - Daimler Average pay: $... ...Daily Experience: All CDL holders Overview ~... ...performance pay. ~$5,000 sign-on bonus paid over... ...experienced drivers. ~$2,000 sign-on bonus paid... ...Qualifications Valid Class A Commercial Driver's...
Hgv
Hourly pay
Weekly pay
Apprenticeship
Relocation package
Night shift
Schneider
Winona, MN
4 days ago
CDL A Truck Driver Trainee
$75k - $88k
Take your CDL-A career further! Our drivers work hard to move, supply, and provide... ...: Drivers make $75,000 to $88,000 after... ...and Cases. ~ Local / Regional routes. Early evening... ...secure. Operates truck in a safe manner in... ...tractor-trailer, use a 2-wheeled dolly, ramp,...
Hgv
Hourly pay
Traineeship
Local area
Night shift
Afternoon shift
McLane Company
Minnesota City, MN
11 hours ago
CDL-A Company Driver - 1-5mo EXP Required - OTR - Dry Van - $1.65k per week - U.S. Xpress - OTR
$1,650 per week
...CDL-A TRUCK DRIVERS: GET HIGHER PAY 57 - 64 CPM (based on experience). ~2,000+ Miles Per Week On Average ~$4,000 Sign On Bonus ~ Choose Home Time that works for you ~ Top 20% of our OTR Drivers earn $1,650 Weekly Team Drivers: $5,000 Sign-On Bonus/split...
Hgv
Temporary work
Relocation package
Flexible hours
U.S. Xpress - OTR
Winona, MN
12 hours ago
Dedicated CDL- A Driver - Home Weekly
...Limited-Time Offer: $2,000 Retention Bonus Drivers who hire on to this account by July 27, 2026 may qualify... ...active while driving. Valid CDL-A plus 3+ months of Class A CDL... ...months of Class A CDL experience ~ Trucks cannot be taken home. Drivers will need...
Hgv
Weekly pay
Traineeship
Night shift
CR England
Minnesota City, MN
2 days ago
CDL A Flatbed/Reefer Driver -Home weekly - Great culture
...looking for safety-focused drivers to join our growing team.... ...Position Overview As an OTR Truck Driver, you will safely operate... ...equipment on assigned regional routes * Conduct thorough... ...Qualifications * Valid CDL A license * 2+ years of commercial driving...
Hgv
Local area
Flexible hours
Night shift
MCD Express Inc
Winona, MN
4 days ago
OTR Flatbed Company driver (W-2) by HMD Trucking
$15 per hour
...HMD Trucking is hiring experienced OTR Solo CDL A Flatbed Drivers to haul freight nationwide. We offer strong mileage pay starting... ...for safety/productivity) and a $5,000 sign-on bonus. Drivers enjoy modern... .../productivity bonus, Home time: 2 weeks out, 2 nights home, Health,...
Hgv
Hourly pay
Relocation package
Flexible hours
Night shift
HMD Trucking
Winona, MN
3 days ago
CDL-A Dry Van Truck Driver in Winona, MN
$650 per month
...Company Driver | Dry Van Location: Winona, MN Company: Terminal Transport, Inc. Pay: Competitive weekly pay (inquire for details) Route Type: otr, regional Start Date: ASAP About the Position Regional Drivers Needed Consistent + Flexible home time Pay: $1450-1900+ weekly...
Hgv
Weekly pay
Immediate start
Relocation package
Flexible hours
Terminal Transport Inc
Winona, MN
11 hours ago
Team OTR HazMat Company driver (W-2) Job in Winona, MN by HMD Trucking
$15 per hour
...HazMat Company Truck Driver (W-2) - Winona, MN HMD Trucking is looking for skilled OTR Team CDL A Dry Van Drivers to transport HAZMAT freight across the nation. We provide... ...hauling hazmat, with weekly averages around 5,000 miles. Enjoy bonuses for safe driving, clean...
Hgv
Hourly pay
Second job
Relocation package
Flexible hours
Night shift
HMD Trucking
Winona, MN
14 days ago
Class A CDL Delivery Driver Trainee
$28 per hour
...Position Details: Requires Valid CDL A license & 0 - 6 months... ...Food and food service delivery drivers fulfill a critical role in the... ...a tractor trailer or straight truck on intrastate and interstate local... ...review: (1) our EEO Policy ; (2) the "EEO is the Law" poster and...
Hgv
Traineeship
Local area
Immediate start
Monday to Friday
Shift work
Early shift
Performance Foodservice
Minnesota City, MN
4 days ago
Straight Truck Driver
$1,636 - $1,700 per week
...CDL-A or CDL-B Truck Driver - Night Shift | Home Daily | $1,636-$1,700/Week We're hiring dependable drivers for a straight truck position... ...Bonuses: Performance and safety incentives Routes: Regional lanes in Wisconsin and Minnesota Truck Type: Straight...
Hgv
Weekly pay
Immediate start
Flexible hours
Night shift
DLM Pro
Winona, MN
5 days ago
Local CDL A P&D Driver
$29.59 - $34.87 per hour
...We are immediately hiring a local CDL Class A P&D city driver at our Winona, MNservice center. Class A CDL P&D Truck Driver Pay Range:$29.59-$34.87/hr Location: Winona, MN Job Summary Pickup and Delivery (P&D) Drivers operate commercial vehicles with...
Hgv
Hourly pay
Local area
Immediate start
Shift work
AAA Cooper Transportation
Winona, MN
3 days ago
Truck Driver
$90k
...Position Details: Pay: $90,000/Year Average. Schedule... ...-5am, varying end times. Drivers average 10-12/hr days. HOME DAILY CDL A Required We Deliver the... ...trailer or straight truck on intrastate and interstate... ...review: (1) our EEO Policy; (2) the "EEO is the Law"...
Hgv
Local area
Immediate start
Monday to Friday
Shift work
Night shift
Performance Foodservice
Homer, MN
15 days ago
CDL A Driver
$88k - $97k
...Take your CDL-A career further! Our drivers work hard to move, supply, and provide for America's favorite... ...on: ~ Pay Rate: Drivers make $88,000 to $97,000. ~ Top Drivers earn $1... ...Miles, Stops, and Cases. ~ Local / Regional routes. Early evening dispatch with...
Hourly pay
Local area
Night shift
Afternoon shift
McLane Company
Minnesota City, MN
11 hours ago
Truck Driver - OTR - CDL-A - Earn $60k-$90k/yr!
$60k - $90k
Truck Driving Companies are hiring an Over-the-Road (OTR) Truck Driver to transport freight safely and efficiently across long distances... ...throughout each trip. Operate a Class A commercial tractor-trailer... ...earnings ranging from $60,000 to $90,000+ depending on experience...
Hgv
Weekly pay
Long distance
Trucker Jobs
Winona, MN
4 days ago
CDL A Delivery Driver
$88k - $97k
...Take your CDL-A career further! Our drivers work hard to move, supply, and provide for America's favorite... ...on: ~ Pay Rate: Drivers make $88,000 to $97,000. ~ Top Drivers earn $1... ...Miles, Stops, and Cases. ~ Local / Regional routes. Early evening dispatch with...
Hourly pay
Local area
Night shift
Afternoon shift
McLane Company
Minnesota City, MN
5 days ago
Owner Operators / CDL-A / $190K - $202K Yearly
$190k - $202k
...J.B. Hunt! Benefits:Earn $190,000 - $202,000 a year.Up to $0.80... ...efficiently, using a large network of drivers, equipment, and technology to... ...chain operations. Requirements:CDL A1 Year of Experience About J.B... ...961 by Johnnie Bryan, a former truck driver, and his wife, Johnelle...
Hgv
Contract work
J.B. Hunt Transport, Inc.
Minnesota City, MN
3 days ago
CDL-A Driver - Retention Bonus
$7.5k
...Take your CDL-A career further! Our drivers work hard to move, supply, and provide for Americas favorite brands... ...0 CDL-A Driver Retention Bonus ~$3,000 CDL-A Driver Referral Bonus. ~ Pay... ...Miles, Stops, and Cases. ~ Local / Regional routes. Early evening dispatch with...
Hourly pay
Local area
Night shift
Afternoon shift
McLane Company
Minnesota City, MN
11 hours ago
Driver (DOT - CDL)
$60k - $90k
...Driver (DOT - CDL) Working as a Full-time Driver (DOT - CDL) at Fastenal Distribution... ...tractor trailer or straight truck. Delivery trucks are pre-... ...DOT regulations in regards to a CDL Driver Maintain DOT... ...Fortune 500 company with over 3,000 servicing locations, each...
Hgv
Full time
Local area
Fastenal
Winona, MN
3 days ago
Tree Crew Equipment Operator
...Description Equipment Operator (Driver License Required) This position operates heavy... ..., Asplundh has grown to employ over 36,000 service professionals throughout the United... ...-Skid steers-Excavator-Loaders-Dump trucks, Mowers and Stump grinders. Transport equipment...
Hgv
Hourly pay
Weekly pay
Full time
Temporary work
For contractors
Remote work
Asplundh
Winona, MN
4 days ago
Local CDL Truck Driver - Seasonal
$27.5 per hour
...Local CDL Truck Driver - Seasonal Pay: $27.50 per hour Shift & Working... ...will operate within an assigned regional area. This driving role is... ...license including: Class A Commercial Driver's License (CDL... ...Preferred Experience: ~2+ years of commercial driving...
Hgv
Hourly pay
Seasonal work
Local area
Shift work
Night shift
Day shift
Land O'Lakes
Lewiston, MN
2 days ago
Class A CDL Drivers
$50k - $60k
...You Will Be Known By Name and Not a Truck Number Family Owned For 40+... ...Training and Refresher course. Our new Drivers have the Potential to make between $50,000 to $60,000 in their first year... ...working for Windy Hill! Some include: ~2 weeks out 3 days off or 3 weeks...
Hgv
Temporary work
2 days per week
3 days per week
Windy Hill Foliage
Winona, MN
1 day ago
School Bus Driver
$26 - $29 per hour
...Description Now Hiring Part-Time School Bus Drivers for Winona Area Public Schools, Winona, MN... ...(CLP) and Commercial Driver's License (CDL) training provided! ~ Medical, Dental, Vision... ...At First Student, we are a family of 60,000+ employees who take pride in safely...
Hourly pay
Extra income
Full time
Part time
Summer work
Local area
Immediate start
Relocation package
Flexible hours
Shift work
Weekend work
Day shift
Weekday work
First Student Careers
Winona, MN
4 days ago
Production Associate: Retread Tire Technician - Winona, MN
$22 - $24 per hour
...Program ~401(k) with company matching with a 2% Match ~ Life Insurance (100% Company... ...with over 200 Commercial Tire Centers and Truck Care Centers located across the United... ...also providing friendly hometown service to regional and local fleets. Our mission statement is...
Hgv
Hourly pay
Local area
Goodyear Tire & Rubber
Winona, MN
11 hours ago
Frito-Lay North America Delivery Driver - $28-$36/hr
$28 - $36 per hour
Frito-Lay is seeking Delivery Drivers / Route Sales Representatives to deliver, stock, and merchandise... ...for operating a company delivery truck, delivering products to stores, unloading... ...standards. This position typically pays $60,000 to $75,000 per year, which is commonly...
Hgv
Hourly pay
Full time
FRITO LAY
Winona, MN
4 days ago

Do you want to receive more vacancies?

Subscribe and receive similar vacancies to Regional CDL-A Truck Driver - up to $2,000 / wk. Be the first to apply!