Anderson Trucking Service
$65,000 - $95,000OTR, Regional, Flatbed, Specialized, Owner-Operator
Moderate Demand
Flatbed Truck Driver Jobs in Wisconsin
Browse flatbed trucking positions across Wisconsin with top carriers hiring now.
Average Pay
$59,000 - $88,000
Demand Level
Moderate
Top Carriers
5+ Hiring
Key Cities
5+ Markets
Flatbed Trucking in Wisconsin
Wisconsin is a flatbed freight powerhouse with heavy industry, steel mills, and agricultural equipment manufacturing generating consistent load volume. Midwest flatbed rates are competitive with strong backhaul availability. Flatbed driver demand in Wisconsin is moderate, with experienced drivers earning tarp pay and oversized load bonuses on top of competitive mileage rates.
Top Companies Hiring Flatbed Drivers in WI
View Company
Crete Carrier Corporation
$55,000 - $85,000OTR, Regional, Dedicated, Refrigerated, Flatbed
CRST International
$48,000 - $80,000OTR, Regional, Dedicated, Team, Flatbed
Landstar System
$150,000 - $300,000+ gross (owner-operators)OTR, Flatbed, Specialized, Owner-Operator
Mercer Transportation
$150,000 - $280,000+ gross (owner-operators)OTR, Flatbed, Specialized, Owner-Operator
Driving jobs we are recruiting for in Wisconsin
Each of these is a live posting with the pay, home time and requirements set out in full. Applying takes about a minute.
OTR Dry Van Driver
$54,000 - $76,500/year · Out 2–3 weeks
OTR Reefer Driver
$59,000 - $83,500/year · Out 2–3 weeks
OTR Flatbed Driver
$60,500 - $85,500/year · Out 1–2 weeks
OTR Step Deck Driver
$62,000 - $87,500/year · Out 1–2 weeks
OTR Tanker Driver
$62,500 - $88,000/year · Out 1–2 weeks
OTR Hazmat Driver
$64,000 - $90,500/year · Out 1–2 weeks
OTR Car Hauler Driver
$65,000 - $92,000/year · Out 2–3 weeks
OTR Oversized Driver
$68,500 - $96,500/year · Out 2–3 weeks
Regional Intermodal Driver
$55,500 - $78,000/year · Home weekly
Local Box Truck Driver
$45,500 - $64,500/year · Home daily
Regional Dump Truck Driver
$51,500 - $72,500/year · Home most nights
Local Cement Mixer Driver
$52,000 - $73,500/year · Home daily
OTR Hotshot Driver
$56,500 - $79,500/year · Out 1–2 weeks
Regional Less Than Truckload Driver
$57,500 - $81,000/year · Home weekly
OTR Power Only Driver
$54,000 - $76,500/year · Out 2–3 weeks
Local Straight Truck Driver
$44,500 - $63,000/year · Home daily
Top Cities for Flatbed Jobs in Wisconsin
Milwaukee
Wisconsin
Madison
Wisconsin
Green Bay
Wisconsin
Appleton
Wisconsin
Kenosha
Wisconsin
Key Freight Routes in Wisconsin
1
I-94 (Milwaukee to Chicago and Minneapolis)
2
I-43 (Milwaukee to Green Bay)
3
I-90/94 (Madison to Milwaukee and Chicago)
Requirements for Flatbed Driving in WI
- Valid CDL-A license
- 1+ year CDL-A experience preferred
- Cargo securement training and knowledge of FMCSA tie-down rules
- Physical ability to tarp, chain, and strap loads in all weather
- Clean MVR and DOT physical card
- Willingness to work outdoors in varying conditions
Start Your Flatbed Driving Career in Wisconsin
Submit your application and get matched with companies hiring flatbed drivers in WI.
Flatbed Trucking Jobs in Wisconsin — FAQs
How much do flatbed truck drivers make in Wisconsin?
Flatbed truck drivers in Wisconsin earn $59,000 - $88,000 annually, depending on experience, endorsements, and carrier. Wisconsin's central location and freight density help drivers maintain consistent miles, which translates to strong annual earnings. Sign-on bonuses are widely advertised in this market, but the amount, the qualifying period and the clawback terms differ by carrier — read the offer letter rather than the recruiting ad, and ask when the money actually lands.
What type of flatbed freight is common in Wisconsin?
Flatbed freight in Wisconsin varies by region but commonly includes steel coils, agricultural equipment, manufactured goods, and building materials. Tarp pay ($50-$100 per tarp) and oversized load bonuses add to base flatbed earnings in WI.
Are trucking companies in Wisconsin hiring flatbed drivers in 2026?
Yes — flatbed driver demand in Wisconsin is moderate heading into 2026. The flatbed segment in Wisconsin is expanding, with carriers adding routes and increasing hiring as freight volumes grow. Check individual carrier listings for current openings and application requirements in WI.