Flatbed CDL-A Truck Driver, OTR Routes - Madison, WI

$1,171.4 - $2,106.07 per week

System Transport

AMERICA PROUD. FLATBED STRONG. DRIVE WITH SYSTEM TRANSPORT!

System Transport is hiring experienced CDL-A flatbed truck drivers for regional and OTR routes. You will be transporting important goods and materials such as glass, steel, aluminum, building materials, machinery, coils, and specialty metals. Join our team for competitive pay, excellent benefits, a great work-life balance, and become America Proud, Flatbed Strong with System Transport. Apply Today!

APPLICATION DEADLINE: 7/31/2026

CDL-A Flatbed Truck Driver Opportunities:

Driver Type: Experienced CDL-A Truck Drivers
Equipment Type: Flatbed
Route Type: OTR (Over-The-Road)
Division: Division 200
Terminal: Spokane, WA
Home Time: 3 weeks out, then 3 days off

Compensation:

Weekly Pay: $1,171.40 - $2,106.07
Annual Pay: $60,912.97 - $109,515.47
Additional compensation: Tarp pay, stop pay, detention pay, safety bonuses, and more
Mileage rate: 0.55 - 0.60CPM, (depending on experience)
$1,800 transition package to help you settle in

Benefits:

Health, dental, and vision insurance
401(k) with company matching
Paid time off: Accrue 1 hour of sick time per 30 hours worked, then 1-9 years 80 hours PTO, 10+ years 120 hours PTO.
Life insurance, employee assistance programs, and much more!

Requirements:

Must have a valid Class A CDL
Must be 21 years of age or older
4+ months of driving experience
No more than 6 jobs in the last 3 years
1 year truck driving experience preferred, but not necessary
Clean driving record and drug test
Able to lift a 90-pound tarp onto a 5-foot platform (tested during orientation)

Additional Perks:

Rider Policy: Bring a rider aged 7+ after 90 days
Modern, well-maintained trucks with advanced safety features
24/7 road service support
Award-winning driver portal with real-time updates

Join System Transport and be part of the team that keeps America moving!

APPLICATION DEADLINE: 7/31/2026

System Transport is an Equal Opportunity Employer. We are committed to fair pay and equal opportunity for all employees.

Apply

Vacancy posted 3 days ago

Similar jobs that could be interesting for youBased on the Flatbed CDL-A Truck Driver, OTR Routes - Madison, WI in Middleton, WI vacancy

Flatbed CDL-A Truck Driver, OTR Routes - Madison, WI
$1,171.4 - $2,106.07 per week
...AMERICA PROUD. FLATBED STRONG. DRIVE WITH SYSTEM TRANSPORT! System Transport is hiring experienced CDL-A flatbed truck drivers for regional and OTR routes. You will be transporting important goods and materials such as glass, steel, aluminum, building materials, machinery...
Hgv
Weekly pay
System Transport
Madison, WI
3 days ago
CDL-A Flatbed Truck Driver - $0.48 to $0.63 per mile in Madison, WI
$100k
...Company Driver | Flatbed Location: Madison, WI Company: Western Express Pay:... ...8 to $0.63 per mile Route Type: otr Start Date: ASAP... ...-tarped ! ~ Dependable trucks : Well-maintained fleet... ...THE TRAINING YOU NEED! (CDL-A required) INTERESTED...
Hgv
Full time
Immediate start
Western Express
Madison, WI
-14
CDL-A Flatbed Truck Driver - $0.40 to $0.48 per mile in Madison, WI
$80k
...Company Driver | Flatbed Location: Madison, WI Company: Western Express Pay:... ...0 to $0.48 per mile Route Type: otr, regional Start Date... ...for entry level company truck drivers and driver trainers... ...THE TRAINING YOU NEED! (CDL-A required)...
Hgv
Full time
Immediate start
Western Express
Madison, WI
-14
CDL-A Flatbed Truck Driver in Madison, WI
$1,260 - $1,540 per week
...Company Driver | Flatbed Location: Madison, WI Company: Schneider Pay... ...Dedicated Flatbed truck driver - PODS Average... ...Experience: All CDL holders Overview... ...~ Valid Class A Commercial Driver’s... ...– Get to know the routes you drive and the customer...
Hgv
Hourly pay
Weekly pay
Full time
Apprenticeship
Immediate start
Relocation package
Schneider
Madison, WI
23 hours ago
CDL-A Flatbed Lease Purchase Driver in Madison, WI
$256k - $272k
...Company Driver | Flatbed Location: Madison, WI Company: CRST, The Transportation Solution... ...pay (inquire for details) Route Type: otr Start Date: ASAP About the Position CDL-A Flatbed Independent Contractor Truck Drivers – Owner Operators and...
Hgv
Weekly pay
Full time
For contractors
Local area
Immediate start
Relocation package
CRST, The Transportation Solution
Madison, WI
23 hours ago
CDL-A Refrigerated Truck Driver in Madison, WI
$1,000 - $1,100 per week
...Company Driver | Refrigerated Location: Madison, WI Company: Schneider... ...- Over-the-Road (OTR) Van Truckload truck driver Average... ...Experience: All CDL holders Overview... ...Qualifications Valid Class A Commercial Driver’... ...on different routes and in different areas...
Hgv
Hourly pay
Weekly pay
Full time
Apprenticeship
Immediate start
Relocation package
Schneider
Madison, WI
23 hours ago
CDL-A Dry Van Truck Driver in Madison, WI
$1,450 - $1,900 per week
...Company Driver | Dry Van Location: Madison, WI Company: Terminal Transport, Inc.... ...inquire for details) Route Type: otr, regional Start Date:... ...well. No Northeast. Our CDL Drivers enjoy the following... ...school and a valid Class A CDL ~ Smart phone...
Hgv
Bi-weekly pay
Weekly pay
Full time
Immediate start
Terminal Transport, Inc.
Madison, WI
-14
CDL-A Refrigerated Truck Driver - $1,518 to $1,900 per week in Madison, WI
$1,518 - $1,900 per week
...Company Driver | Refrigerated Location: Madison, WI Company: K&B Transportation Pay: $1,518 to $1,900 per week Route Type: dedicated, otr, regional Start Date: ASAP About the Position... ...to join them? If you have a CDL A and 1 years experience...
Hgv
Full time
Immediate start
K&B Transportation
Madison, WI
-14
CDL-A Refrigerated Truck Driver - $1,564 to $2,200 per week in Madison, WI
$1,564 - $2,200 per week
...Company Driver | Refrigerated Location: Madison, WI Company: K&B Transportation Pay: $1,564 to $2,200 per week Route Type: otr Start Date: ASAP About the Position K... ...earn $75,000+ yearly. Have a Class A CDL and 1 years OTR experience? If...
Hgv
Full time
Live in
Immediate start
K&B Transportation
Madison, WI
-14
CDL-A Refrigerated Truck Driver - $1,564 to $2,000 per week in Madison, WI
$1,564 - $2,000 per week
...Company Driver | Refrigerated Location: Madison, WI Company: K&B Transportation Pay: $1,564 to $2,000 per week Route Type: otr, regional Start Date: ASAP About the Position... ...90,000+ yearly. If you have a Class A CDL and one years OTR experience...
Hgv
Full time
Immediate start
K&B Transportation
Madison, WI
-14
CDL-A Refrigerated Truck Driver - $1,725 to $2,200 per week in Madison, WI
$1,725 - $2,200 per week
...Company Driver | Refrigerated Location: Madison, WI Company: K&B Transportation... ...to $2,200 per week Route Type: dedicated, otr, regional Start Date... ...that we don’t get to by truck, we fly you home for... ...join them? If you have a CDL A and 1 years experience...
Hgv
Full time
Immediate start
K&B Transportation
Madison, WI
-14
CDL-A Dry Van Truck Driver - $1,450 to $1,950 per week in Madison, WI
$1,450 - $1,950 per week
...Company Driver | Dry Van Location: Madison, WI Company: Terminal Transport, Inc. Pay: $1,450 to $1,950 per week Route Type: otr Start Date: ASAP About the Position If you're looking for a trucking company where you're respected as a driver...
Hgv
Weekly pay
Full time
Immediate start
Night shift
Terminal Transport, Inc.
Madison, WI
-14
CDL-A Dry Van Truck Driver in Madison, WI
$650 per month
...Company Driver | Dry Van Location: Madison, WI 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.
Madison, WI
-14
CDL-A Dry Van Truck Driver in Madison, WI
$650 per month
...Company Driver | Dry Van Location: Madison, WI Company: Terminal Transport, Inc. Pay: Competitive weekly pay (inquire for details) Route Type: otr, regional Start Date: ASAP About the Position OTR Drivers Needed Consistent + Flexible home...
Hgv
Weekly pay
Full time
Immediate start
Flexible hours
Night shift
Terminal Transport, Inc.
Madison, WI
-14
CDL-A Dry Van Truck Driver in Madison, WI
$1,450 - $1,900 per week
...Company Driver | Dry Van Location: Madison, WI Company: Terminal Transport, Inc. Pay: Competitive... ...weekly pay (inquire for details) Route Type: otr Start Date: ASAP About... ...Transport is hiring full time class A CDL drivers for OTR and Regional...
Hgv
Weekly pay
Full time
Immediate start
Long distance
Terminal Transport, Inc.
Madison, WI
-14
CDL-A Dry Van Truck Driver - $0.70 per mile in Madison, WI
...Company Driver | Dry Van Location: Madison, WI Company: Poly-Trucking Pay: $0.70 per mile Route Type: otr Start Date: ASAP About the Position At Poly... ...for certification and CDL Licensing for Class A, including a current DOT physical...
Hgv
Full time
Immediate start
Poly-Trucking
Madison, WI
-14
CDL-A Tanker Truck Driver - $1,500 to $2,000 per week in Madison, WI
$1,500 - $2,000 per week
...Company Driver | Tanker Location: Madison, WI Company: Sherman Brothers Heavy Trucking Pay: $1,500 to $2,000 per week Route Type: dedicated Start Date: ASAP About the Position We are looking for drivers from Crossett, AR - Green Bay, WI area...
Hgv
Full time
Immediate start
Sherman Brothers Heavy Trucking
Madison, WI
-14
CDL-A Dry Van Truck Driver in Madison, WI
$1,380 - $1,690 per week
...Company Driver | Dry Van Location: Madison, WI Company: Schneider Pay... ...Position Dedicated truck driver - Dollar... ...Experience: All CDL holders Overview... ...~ Valid Class A Commercial Driver's... ...– Get to know the routes you drive and the customer...
Hgv
Hourly pay
Weekly pay
Full time
Apprenticeship
Immediate start
Relocation package
Schneider
Madison, WI
23 hours ago
Flatbed CDL Driver, OTR Route
$1,094 - $2,103.53 per week
...AMERICA PROUD. FLATBED STRONG. DRIVE SYSTEM TRANSPORT! Looking for an exciting driving opportunity in the... ...of America? System Transport is hiring experienced CDL-A flatbed truck drivers for regional and OTR routes. As a driver, you will transport important goods and...
Hgv
Weekly pay
Full time
System Transport
Madison, WI
23 hours ago
Local Class A or B Truck Driver - Madison, WI - $26 - $29/hr
$26 - $29 per hour
...Description Job Description Job Title: CDL A or B Driver - Semi-Trailer, Flatbed & Moffett, Box Truck Delivery Driver Location: Madison, WI Pay: $26 - $29/hr depending on... ...2:30 PM – 3:30 PM • Local daytime routes Position Overview & Key Responsibilities...
Hgv
Local area
Monday to Friday
Pace Drivers
Madison, WI
a month ago
CDL-A Company Driver - 6mo EXP Required - OTR - Flatbed - $106k per year - Decker
$106k
...Hiring OTR Flatbed Drivers – Experienced or Ready to Learn!. Now Hiring OTR Flatbed... ...be home on weekends? At Decker Truck Line, we're hiring OTR flatbed drivers... ..., Smart TV, Satellite, Free Wi-Fi, CB Radio Requirements ~ Valid CDL-A ~6 months CDL A Experience...
Hgv
Weekly pay
Daily paid
Local area
Immediate start
Relocation package
Flexible hours
Decker
Middleton, WI
4 hours ago
CDL-A Dry Van Owner Operator - $8,000 to $14,000 per week in Madison, WI
$8,000 - $14,000 per week
...Owner Operator | Dry Van Location: Madison, WI Company: JIDO FREIGHT LLC Pay: $8,000 to $14,000 per week Route Type: otr Start Date: ASAP About the Position Are you a Class-A CDL driver with your own truck? Looking to maximize your earnings...
Hgv
Weekly pay
Full time
Immediate start
Flexible hours
JIDO FREIGHT LLC
Madison, WI
-14
CDL-A Refrigerated Owner Operator - $2.00 to $3.00 per mile in Madison, WI
...Refrigerated Location: Madison, WI Company: Hermes... ...to $3.00 per mile Route Type: otr Start Date: ASAP... ...) Requirements *** DRIVER REQUIREMENTS *** 18mos minimum CDL-A OTR experience Clean... ...safe driving record *** TRUCK REQUIREMENTS ***...
Hgv
Full time
Immediate start
Hermes NVC Corp
Madison, WI
-14
CDL-A Lease Driver - 6mo EXP Required - OTR - Flatbed - $1.7k - $3.1k per week - Anderson Trucking Service
$4,900 per month
...CDL A Lease Purchase Opportunities With ATS | Flatbed OTR. The Lifestyle You Want. The Support You Need To Get There. You chose a truck driving career because it gave you freedom. Now you want more... ...based on DOE diesel prices. Drivers receive 100% of our fuel discounts...
Hgv
For contractors
Relocation package
Anderson Trucking Service
Madison, WI
7 hours ago
CDL-A Dry Van Owner Operator - $8,000 to $14,000 per week in Madison, WI
$8,000 - $14,000 per week
...Operator | Dry Van Location: Madison, WI Company: JIDO FREIGHT... ...000 to $14,000 per week Route Type: otr Start Date: ASAP... ...You should have your own Semi Truck! What we are offering: ~... ...Minimum 21 years old ~6+ months CDL-A experience ~ Valid Class A...
Hgv
Full time
Immediate start
Flexible hours
JIDO FREIGHT LLC
Madison, WI
-14
CDL-A Dry Van Lease Purchase Driver - $1.25 to $2.00 per mile in Madison, WI
$200k
...Dry Van Location: Madison, WI Company: Western... ...to $2.00 per mile Route Type: otr, regional Start Date... ...of owning your truck and being your own boss... ...INTERESTED IN BEING A DRIVER TRAINER? Drive with Western... ...? Are you a recent CDL-A grad? Call us for information...
Hgv
Full time
Immediate start
Western Express
Madison, WI
-14
CDL-A Dry Van Lease Purchase Driver in Madison, WI
$8,000 - $10,000 per week
...Company Driver | Dry Van Location: Madison, WI Company: CRST, The Transportation... ...inquire for details) Route Type: otr Start Date: ASAP... ...and schedule. Run your truck on a 2-4 year low-cost lease... ...~21 years or older ~ CDL A, 6 months OTR or regional...
Hgv
Weekly pay
Full time
For contractors
Local area
Immediate start
Relocation package
CRST, The Transportation Solution
Madison, WI
23 hours ago
CDL-A Dry Van Lease Purchase Driver in Madison, WI
$3,500 per week
...Company Driver | Dry Van Location: Madison, WI Company: CRST, The Transportation... ...inquire for details) Route Type: otr Start Date: ASAP... ...and schedule. Run your truck on a 2-4 year low-cost lease... ...~21 years or older ~ CDL A, 6 months OTR experience...
Hgv
Weekly pay
Full time
For contractors
Local area
Immediate start
Relocation package
CRST, The Transportation Solution
Madison, WI
23 hours ago
CDL-A Dry Van Owner Operator in Madison, WI
$8,000 - $10,000 per week
...Dry Van Location: Madison, WI Company: CRST, The... ...for details) Route Type: otr Start Date: ASAP... ...and schedule. Run your truck and enjoy the profits... ...Driving lower 48 states Driver assist position - loading... ...21 years or older ~ CDL A, 6 months OTR or...
Hgv
Weekly pay
Full time
For contractors
Local area
Immediate start
Relocation package
CRST, The Transportation Solution
Madison, WI
23 hours ago
Flatbed CDL Driver, Regional Route
$1,095.18 - $1,980.65 per week
...AMERICA PROUD. FLATBED STRONG. DRIVE SYSTEM TRANSPORT! Looking for an exciting driving opportunity in the western... ...of America? System Transport is hiring experienced CDL-A flatbed truck drivers for regional and OTR routes. As a driver, you will be transporting important...
Hgv
Weekly pay
Full time
Local area
Weekend work
System Transport
Madison, WI
2 days ago

Do you want to receive more vacancies?

Subscribe and receive similar vacancies to Flatbed CDL-A Truck Driver, OTR Routes - Madison, WI. Be the first to apply!