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 3 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 Regional Dry Van Driver Job - (Earn $1,300 - $1,500/Wk!)
$1,300 - $1,500 per week
...CDL-A Midwest Regional Truck Drivers: Excellent earnings and GUARANTEED weekends home! The American Dream is alive and well at Arka Express where your... ...and other top benefits ~$15 Per Hour Detention Pay After 2 Hours (Not To Exceed $100) ~$1,500 Referral Bonus (Paid...
Hgv
Hourly pay
Weekend work
Arka Express
Winona, MN
5 days ago
Dedicated CDL-A Truck Driver Job (Earn Up to $70,000/Yr)
$70k
...CDL-A Truck Drivers: GREAT ROUTES AVAILABLE! Top Pay & Benefits OTR Drivers: Average 2,000+ miles per week. Bonuses may be available. Count on consistent miles and paycheck... ...flexible home time that works for you. Regional Opportunities: Drive regional and earn strong...
Hgv
Temporary work
Relocation package
Flexible hours
U.S. Xpress
Minnesota City, MN
1 day ago
Regional CDL-A Truck Driver
$83k - $94k
...Solo CDL-A Truck Driver - Earn $83,000 - $94,000 Annually CDL-A Truck Drivers Enjoy:$1,600 - $1,800 average weekly pay$83,000 - $94,000 yearly earnings... ...referred$250/day for two day paid orientation2 weeks out, 2-3 days homeAverages 2,000 - 2,600 miles per weekBenefits:Medical...
Hgv
Weekly pay
2 days per week
Ta Dedicated
Minnesota City, MN
4 days ago
Regional CDL-A Truck Driver
$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
2 days ago
CDL-A Truck Driver - $2,500 Referral Bonus
$1,200 - $1,700 per week
...Job Description Kottke Trucking, Inc. is Now Hiring CDL-A Solo and Team Drivers Competitive Pay - Consistent Home Time - 98% No-Touch Freight $2,500 Referral Bonus + 1 Week Paid Vacation per... ...Team Company Drivers: Earn up to $3,000-$5,000 weekly, split ~98% no-touch...
Hgv
Temporary work
Immediate start
Kottke Trucking, Inc
Winona, MN
a month ago
Owner Operators / CDL-A / $4,000 - $6,000 Weekly / 1 Year EXP Req'd
$4,000 - $6,000 per week
...TransAm Trucking Independent Contractor Truck Driver JobsTransAm Trucking, a leading refrigerated... ...opportunities for CDL-A drivers to become independent... ...percentage-based pay structure.*$2,000 Sign-On Bonus: Four... ...offers over-the-road, regional, dedicated, and local driving...
Hgv
Contract work
For contractors
Local area
Relocation package
Flexible hours
TransAm Trucking
Winona, MN
3 days ago
Company CDL-A Truck Driver
$100k
...Hiring CDL-A Drivers Dollar General Fleet is hiring Class A CDL Truck Drivers for touch-freight regional routes based out of Janesville, WI. We take care of our DG family so you... ...Pay and job details: Earn up to $100,000/year * CPM pay range: $0.66 - $0.70 Stop...
Hgv
Weekly pay
Full time
Temporary work
Dollar General
Winona, MN
2 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
4 days 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
4 days ago
CDL-A - Dedicated nighttime truck driver - Daimler
$950 - $1,160 per week
...Dedicated nighttime truck driver - Daimler Average pay: $950... ...: Daily Experience: All CDL holders Overview Haul Daimler... ...performance pay. $5,000 sign-on bonus paid over... ...for experienced drivers. $2,000 sign-on bonus paid... ...Valid Class A Commercial Driver's License...
Hgv
Hourly pay
Weekly pay
Apprenticeship
Relocation package
Night shift
Comfort Systems USA
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,... ...Dedicated nighttime truck driver - Daimler... ...Experience: All CDL holders Overview... ...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
17 hours ago
Local CDL-A Truck Driver - Home Daily
$60k - $65k
...Dart Express is Now Hiring CDL-A Recent Grads Home Daily... ...Projected to Earn $60,000-$65,000 in 1st Year... ...Ready for a New Local Truck Driving Opportunity? Apply... ...Completion Bonus: Earn $2,000 for completing training... ...local dedicated relay drivers. You will earn great starting...
Hgv
Daily paid
Contract work
Traineeship
Local area
Immediate start
Monday to Friday
2 days per week
Dart Express
Winona, MN
4 days ago
CDL-A Truck Driver
$80.8k
...Werner is Now Hiring Dedicated CDL-A Dry Van Drivers CDL-A Dry Van Drivers -... ...year* Top performers earn $109,000+ per year* Pay range of $64,... ...the fifth-largest dedicated trucking provider in North America. Our... ...tracking Average truck age is 2.5 years 24-hour maintenance...
Hgv
Weekly pay
Immediate start
Werner Enterprises
Winona, MN
4 days 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
1 day ago
CDL-A Truck Driver - Recent Grads Welcome
$46.98k - $105.12k
...System Transport is now hiring Recent Grad Regional CDL-A Flatbed Drivers Recent Graduate Flatbed CDL-A... ...on experience Earn $903.55 - $2,021.54 per week depending on experience... ...offer. Arrive Monday, and get your truck by Saturday. Its that easy! EXCELLENT...
Hgv
Temporary work
Work at office
Immediate start
System Transport
Winona, MN
3 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 pre... ...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
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...
Hgv
Weekly pay
Full time
Immediate start
Relocation package
Flexible hours
Terminal Transport, Inc.
Winona, MN
17 hours ago
CDL A Truck Driver - Home Every Weekend!
$75k
...Hiring CDL-A Truck Drivers PREMIUM PAY, EVERY DAY - Experienced drivers start at 70 CPM BIG BONUS, BETTER BENEFITS - $1,000 sign-on + PTO + full benefits WEEKLY HOME TIME TO STAY FRESH - Get home every weekend! Why Drive for K&B Transportation? K&B Transportation...
Hgv
Relocation package
K&B Transportation
Winona, MN
17 hours ago
CDL-A Truck Driver
$1,500 - $1,700 per week
...Simon Transport is Now Hiring CDL-A Flatbed Drivers Earn Up to $1,500 - $1,700+ per Week All... ...Applicants must have a minimum of 2 years over the road experience. Why... ...Cascadia's with Detroit 400 HP/1750 TRQ All trucks have APUs, refrigerators, and microwaves...
Hgv
Local area
Immediate start
Simon Transport
Winona, MN
3 days ago
CDL-A Drivers / $71K - $97K Yearly / 1 Year Exp Req'd
$71k - $97k
...Benefits:Pay:Earn $71,000 - $97,000 a year.Pay methods vary by location, operating group... ...paycheck you earn is guaranteed delivery.Drivers in our Intermodal fleet receive experienced... ...in 1961 by Johnnie Bryan, a former truck driver, and his wife, Johnelle Hunt. For over...
Hgv
Contract work
J.B. Hunt Transport, Inc.
Winona, MN
3 days ago
CDL A Local Delivery Truck Driver
...Sysco has immediate job openings for dependable local CDL A Delivery Truck Driver to safely and efficiently operate a tractor-trailer and manually... ...~6 months Food and Beverage experience preferred. ~2 years consistent work history preferred. BENEFITS...
Hgv
Traineeship
Local area
Immediate start
Relocation package
Night shift
Weekend work
Sysco
Winona, MN
3 days ago
Straight Truck Driver
$1,636 - $1,700 per week
...Job Description Job Description CDL-A or CDL-B Truck Driver – Night Shift | Home Daily | $1,636–$1,700/Week We’re hiring dependable drivers... ...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
12 days ago
Truck Driving Position
$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... ...trailer or straight truck on intrastate and interstate... ...links to review: (1) our ; (2) the "EEO is the Law" and...
Hgv
Local area
Immediate start
Monday to Friday
Shift work
Night shift
Performance Foodservice
Winona, MN
3 days ago
Milk Truck Driver
...growing dairy cooperative is seeking Milk Truck Drivers to safely transport bulk milk between... ...throughout the western Wisconsin region. Class B CDL with tanker endorsement required.... ...with Tank Endorsement required Class A CDL preferred Current Medical Card...
Hgv
Local area
gpac
Winona, MN
3 days ago
Class A CDL Delivery Driver Trainee
$28 per hour
...Details: ~ Requires Valid CDL A license & 0 - 6 months experience... ...Food and food service delivery drivers fulfill a critical role in the... ...a tractor trailer or straight truck on intrastate and interstate local... ...links to review: (1) our ; (2) the "EEO is the Law" and ; and...
Hgv
Traineeship
Local area
Immediate start
Monday to Friday
Shift work
Early shift
Performance Foodservice
Minnesota City, MN
3 days ago
OTR Flatbed Truck Driver - $0.70/Mile OD Loads
$80k - $110k
...Company Driver TraLo is looking for experienced Class A CDL drivers to join our growing team! As a family-owned and operated... ...Requirements: - Class A CDL with 2+ years of experience - 23 years... ...- Estimated annual earnings: $80,000–$110,000 - Up to a $0.05/mile safety...
Hgv
Local area
TraLo
Winona, MN
2 hours ago
Local CDL A P&D Driver
$29.59 - $34.87 per hour
...Pay Range: $29.59-$34.87/hr Location: Winona, MN Class A CDL P&D Truck Driver Job Summary Pickup and Delivery (P&D) Drivers operate commercial vehicles with various trailer combinations across intra‑state and inter‑state routes. This includes travel between company service...
Hgv
Temporary work
Local area
Shift work
AAA Cooper Transportation
Winona, MN
4 days ago
OTR CDL Dry Van Driver - $.55-$.65/Mile + Safety Bonus
$55 - $65 per hour
...OTR Company Driver - Dry Van TraLo is looking for experienced Class A CDL drivers to join our growing team! As a family-owned and... ...: - Class A CDL with 2+ years of experience - 23 years... ...- Estimated annual earnings: $80,000–$110,000 - Up to a $0.05/mile...
Local area
TraLo
Winona, MN
2 hours ago
Top 50% of OTR CDL A drivers avg. $101,176/Year
$101.18k
...what you're looking for. Crete Carrier and Shaffer Trucking also offer national OTR for drivers who love life on the road.Salary: Top 50% average $1... ...One-year verifiable tractor trailer experience with a class A CDL WHY CHOOSE SHAFFER TRUCKING?At Crete Carrier and Shaffer...
Hgv
Shaffer Trucking
Winona, MN
4 days 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
17 hours 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!