Anderson Trucking Service
$65,000 - $95,000OTR, Regional, Flatbed, Specialized, Owner-Operator
Moderate Demand
CDL A Flatbed Truck Driver Jobs in Wisconsin
Browse flatbed trucking positions across Wisconsin with top carriers hiring now.
Pay
Ask the carrier
Demand Level
Moderate
Top Carriers
5+ Hiring
Key Cities
5+ Markets
Flatbed Trucking in Wisconsin
Wisconsin freight ties Milwaukee and the I-94 corridor to Chicago, with dairy, paper, and manufacturing loads through Green Bay, Madison, and the Fox Valley. Flatbed demand in Wisconsin is moderate; construction, industrial, and energy-related open-deck freight follow the corridors and industries named above.
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 job listings in Wisconsin
These listings are not job offers from this website, and this site does not employ the driver. If a carrier is not named, the card is a description of a type of seat, not an offer of employment.
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 Truck Driver
$52,000 - $73,500/year · Home daily
OTR Hotshot Driver 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?
This page does not publish a dollar pay band for flatbed drivers in Wisconsin. The figure that used to appear here was an unsourced regional multiplier, and every state in the same region showed the same band. Ask the carrier for the rate. 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.