Flatbed CDL-A Truck Driver, Regional Routes - Milwaukee, WI
$1,021 - $2,280 per weekSystem 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: 8/31/2026 CDL-A Flatbed Truck Driver Opportunities: Driver Type: Experienced CDL-A Truck Drivers Equipment Type: Flatbed Route Type: Regional Division: Division 290 Terminal: Kansas City, MO Home Time: Off most weekends for a 34-hour reset Compensation: Weekly Pay: $1,021.00 - $2,280.00 Annual Pay: $53,092.00 - $118,560.00 Additional compensation: Tarp pay, stop pay, detention pay, safety bonuses, and more Mileage rate: $0.65 - $0.71CPM, (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 6+ 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: 8/31/2026 System Transport is an Equal Opportunity Employer. We are committed to fair pay and equal opportunity for all employees.
$1,021 - $2,280 per week
Flatbed CDL-A Truck Driver, Regional Routes - Kenosha, WI 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...HgvWeekly payWeekend work$1,000 - $1,900 per week
Regional CDL-A Flatbed Truck Driver Job location: Pleasant Prairie, Wisconsin Division 290 Kansas City Flatbed CDL Driver, Regional Route: $1,000 - $1,900/per week. Most Weekends off! AMERICA PROUD. FLATBED STRONG. DRIVE SYSTEM TRANSPORT! Overview Looking for an exciting...Hgv$1,000 - $1,900 per week
A leading transport company is seeking experienced Regional CDL-A Flatbed Truck Drivers in Pleasant Prairie, Wisconsin. The role offers competitive pay... ...glass, aluminum, and machinery across regional routes. Join a team that values its drivers and offers excellent...Hgv- System Transport is hiring experienced CDL-A flatbed truck drivers for regional routes out of Kenosha, WI. You will transport materials such as glass, steel, aluminum, and machinery, with off most weekends for a 34-hour reset and a focus on safety and efficiency. Join...Hgv
$85k - $93k
...CDL A Flatbed Driver | Midwest Routes | $85K-$93K+ Compensation 1,600 - $1,800 Frequency... ...Drivers for Midwest regional routes offering strong annual... ...of: Green Bay, WI Appleton, WI Manitowoc, WI Shawano, WI Milwaukee, WI Minneapolis, MN...SuggestedWeekly payDaily paidFull timeFlexible hoursRoad Warrior
Kenosha, WI13 days ago$53.74k - $93.34k
System Transport is hiring experienced CDL‑A flatbed truck drivers for regional routes in the western United States. As a driver, you will transport important goods and maintain a high level of safety and customer service. Drivers can earn between $53,736.33 and $93,341...HgvWeekly pay$2,000 per week
...Hiring CDL-A Truck Drivers PAY THAT DELIVERS - Earn up to $120,000 per year... ...on and off the road.. Regional Open Deck Drivers Top annual... ...depending on location and route. Consistent miles, strong... ...Class A CDL ~6 months of OTR flatbed experience OR 1 year non-...HgvRelocation packageFlexible hoursE.W. Wylie Trucking
Winthrop Harbor, IL1 day ago$70k - $100k
CDL-A Truck Drivers Class A CDL Drivers – We'll Match You With Carriers... ...you're looking for local, regional, or over-the-road driving ,... ...May Include Local routes with daily home time... ...mileage pay Dry van, reefer, flatbed, tanker, and specialized...HgvLocal areaFlexible hoursJobsTruckDriving.com
Pleasant Prairie, WI2 days ago$70k
...CDL-A Truck Drivers: GREAT ROUTES AVAILABLE! Top Pay & Benefits OTR Drivers: Average 2,000+ miles per week. Bonuses may be available. Count... ...paycheck with flexible home time that works for you. Regional Opportunities: Drive regional and earn strong pay and dependable...HgvTemporary workRelocation packageFlexible hoursU.S. Xpress
Winthrop Harbor, IL5 hours ago$80k - $100k
...CDL Class A Regional Driver GFI Midwest - Kenosha, WI 53144 Start Date 05/26/2026 End Date 09/28/2026 Overview Salary Range $... ...Modern equipment, late-model trucks with XM Radio and Bluetooth. Dedicated routes, consistent schedules. Family-owned...HgvFull timeTemporary workShift workNight shiftGourmet Foods International
Kenosha, WI5 days ago$90k
...Hiring CDL-A Truck Drivers PAY THAT KEEPS CLIMBING - Earn up to $92,160 per year* HOME TIME FOR YOU - Regional routes get you home weekly A PLACE THAT KNOWS YOUR NAME - Real support from a family fleet Why Drive for Heyl Truck Lines? At Heyl Truck...HgvFlexible hoursHeyl Truck Lines
Winthrop Harbor, IL5 days ago$29 per hour
...Info Job Location: Milwaukee, Wisconsin Route Type: Local Type... ...Experience: 0+ (includes CDL students) Handling:... ...Information CDL B Driver - Local - $29.00 Per Hour... ...Location: Milwaukee, WI About the Position... ...). Must block/level truck prior to unloading....HgvHourly payWeekly payLocal areaMonday to FridayFlexible hoursTransForce Inc.
Kenosha, WI12 days ago$903.55 - $2,199.05 per week
...Job Description Job Description Flatbed CDL-A Driver, Multiple Route Options: $903.55 - $2,199.05 per week. System Transport is hiring CDL-A flatbed drivers for regional, local, dedicated, and OTR routes across the Western U.S. hauling steel, machinery, building...Local areaWeekend workSystem Transport
Kenosha, WImore than 2 months ago$1,900 per week
Ryder in Kenosha, WI is hiring a Class A CDL Truck Driver. This driving role offers weekly pay, excellent benefits, and a career you can feel good... ...starts Day 1; uniforms and boot allowance are provided; regional routes and various equipment types are available. #J-18808-...HgvWeekly payRelocation package$1,171.4 - $2,106.07 per week
Flatbed CDL‑A Regional Driver System Transport is hiring experienced CDL‑A flatbed truck drivers for regional routes in the western United States. As a driver, you will transport important goods and materials—including glass, steel, aluminum, building materials, machinery...HgvFull time$94k - $107k
...CDL-A Truck Drivers – No Touch Freight – Earn $94,000-$107,000 Annually!$5,000 Sign-On Bonus for Experienced Drivers* Pay & Benefits: ~... ...Touch Freight Home Weekly Dedicated Account – Midwest Regional Reefer Trailers Requirements: Valid Class A CDL...HgvRelocation packageHogan Transportation
Russell, IL23 minutes ago$72k - $88k
...Regional Class A CDL Reefer Truck Driver Job $3,000 Sign-on Bonus FOR EXPERIENCED DRIVERS** Company Driver Pay Drivers Earn between $72,000 - $88,000 on average per year* Longevity Pay - We reward our drivers to stay here. Our 5-year drivers can earn...HgvRelocation packageNational Carriers, Inc.
Pleasant Prairie, WI3 days ago$29 per hour
...Position Description Ryder is hiring a Class A CDL Truck Driver in Kenosha, WI — offering weekly pay, excellent... ...experience while being upfront about pay, routes, and schedules are priorities at... ...Areas Route: Home Daily & Regional Tractor Type: Day Cab, Straight...HgvHourly payWeekly payFull timeMonday to FridayRyder System
Kenosha, WI4 hours ago$74.5k
...Hub Group is Now Hiring Intermodal CDl-A Drivers in Milwaukee, WI! Earn $74,500 per Year - No-Touch Freight... ...~ Earn $74,500 per year \n ~ Local routes, home daily \n ~ No-touch freight \... ...be part of what makes us an elite trucking team. \n Begin Your Career with...HgvDaily paidTemporary workLocal areaImmediate startFlexible hoursHub Group
Pleasant Prairie, WI15 days ago$1,900 per month
...Position Description Ryder is hiring a Class A CDL Truck Driver in Kenosha, WI — offering weekly pay, excellent benefits, and a driving career you... ...Details Deliver SOLOTo: MI, IN, IL, IA, WI, OH, MN, PA, NY Route: Regional Tractor Type: Sleepers and Day Cabs Trailer Type: Dry...HgvWeekly payDaily paidRelocation packageMonday to FridayNight shiftRyder Supply Chain Solutions
Kenosha, WI5 days ago$29 per hour
Ryder is hiring a Class A CDL Truck Driver in Kenosha, WI - offering weekly pay, excellent benefits, and a driving career you can feel good... ...Schedule: Monday - Friday Start Time: Varies Route: Home Daily & Regional Tractor Type: Day Cab, Straight Truck Freight:...HgvHourly payWeekly payMonday to Friday$1,505 - $2,175 per week
...Requirements ~1 year of CDL-A OTR experience ~6 months of flatbed experience ~ No DUI/DWI in the last... ...same CPM as loaded miles (company drivers only) ~ Extra Stops: $50 per... ...Flatbed CDL A role in Kenosha, WI with HMD Trucking’s modern fleet and nationwide freight...HgvHourly payFull timeSecond jobRelocation packageFlexible hoursNight shiftHMD Trucking
Kenosha, WI10 days ago$29 per hour
Position Description Ryder is hiring a Class A CDL Truck Driver in Kenosha, WI — offering weekly pay, excellent... ...experience while being upfront about pay, routes, and schedules are priorities at... ...Areas Route: Home Daily & Regional Tractor Type: Day Cab, Straight Truck...HgvHourly payWeekly payMonday to Friday$1,900 per month
...Position Description** Ryder is hiring a Class A CDL Truck Driver in Kenosha, WI - offering weekly pay, excellent... ...while being upfront about pay, routes, and schedules are priorities at Ryder... ...IL, IA, WI, OH, MN, PA, NY + Route: Regional + Tractor Type: Sleepers and Day...HgvWeekly payDaily paidFull timeRelocation packageMonday to FridayNight shiftRyder
Kenosha, WI3 days ago$101k - $106k
...customers all over North America. We are Urgently Hiring for a CDL Class A Driver to drive regional routes. Solo, Dedicated Regional Run Weekly Hometime $10,000... ...Route Nice Equipment Automatic Transmissions trucks Driver will be assisting unloading trailer Great benefits...HgvSeasonal workLocal areaImmediate startRelocation packageCRST
Kenosha, WI5 hours ago$90k
...with that comes well-paying regional truck driving opportunities with weekly... .... Make Gains - Annually drivers average $90,000+ Driver... ...driver hits 3-months Work & Route Dedicated Runs... ...typically 5-6 day work week CDL-A Regional Truck Driver Requirements...HgvLocal areaJBS Carriers
Kenosha, WI2 days ago$93.6k
...Hiring CDL-A Truck Drivers ONE COMPANY. MANY PATHS - OTR & dedicated opportunities PAY YOU CAN PLAN AROUND - Earn... ...to last. Company Truck Driver Job Overview Routes that fit your life. Choose from OTR, regional, or dedicated positions in select areas. Home...HgvTemporary workRelocation packageFlexible hoursriverside transport
Kenosha, WI5 hours ago$60.91k - $109.52k
...System Transport is Now Hiring Experienced CDL-A Flatbed Drivers Earn $60,912.97 - $109,515.47 per... ...flatbed CDL-A drivers ~ OTR route ~$1,800 transition package including... ...offer. Arrive Monday, and get your truck by Saturday. Its that easy! EXCELLENT...HgvTemporary workWork at officeImmediate startSystem Transport
Waukegan, IL2 days ago$1,400 per week
...changing the way professional drivers get paid—and the way... ...driver begins in our Regional Pro Fleet , where you'... ...Driver-friendly routes designed around quality of life—not simply truck utilization Drivers... ...Requirements Valid Class A CDL Safe driving record...HgvWeekly payDaily paidWEL Companies
Kenosha, WI7 days ago$2,760 per week
...2,000/week guaranteed — 90 days. $15,000 sign-on bonus — first installment in 2 weeks. OTR Regional | IL • PA • NJ • OH Now hiring. Apply today. Our OTR CDL A Truck Drivers AVERAGE $2,760 Weekly Gross - Reset At Home Weekends **One Year Verifiable CDL A Experience...HgvImmediate startRelocation packageGT Expedited
Pleasant Prairie, WI5 hours ago
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