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CDL jobs in La Crosse, WI

There are 400 CDL jobs available in La Crosse, WI TODAY! Don't just stay in your lane. Define it.

CDL-A Dry Van OTR Driver position
US ROADWAY INC
70 Truck Operation Hiring in 54603
Actively Hiring
$2,500 - $3,500 per week
Contracted Driver (1099)
OTR
  • Class A OTR Contract Driver (1099, Solo) Dry Van and Flatbed trailer
  • $2,500 - $3,500 gross total weekly pay. $6,000 sign on bonus
  • 21 expected days out
OTR Flatbed $0.85-$0.80 cpm
SAFETY WAY INC
20 Truck Operation Hiring in 54603
Actively Hiring
$2,850 - $3,000 per week
Contracted Driver (1099)
OTR
  • Class A OTR Contract Driver (1099, Solo) Step Deck and Flatbed trailer
  • $2,850 - $3,000 gross total weekly pay
  • 14 - 21 expected days out
ATLANTIC CARGO CO logo
Teams OTR 1099
ATLANTIC CARGO CO
80 Truck Operation Hiring in 54603
Actively Hiring
$5,000 - $6,000 per week
Contracted Driver (1099)
OTR
Team
  • Class A OTR Contract Driver (1099, Team) Dry Van
  • $5,000 - $6,000 gross total weekly pay per team
  • 28 - 30 expected days out
ATLANTIC CARGO CO logo
Teams OTR - 1099
ATLANTIC CARGO CO
80 Truck Operation Hiring in 54603
Actively Hiring
$5,000 - $6,000 per week
Contracted Driver (1099)
OTR
Team
  • Class A OTR Contract Driver (1099, Team) Dry Van
  • $5,000 - $6,000 gross total weekly pay per team
  • 28 - 30 expected days out
ATLANTIC CARGO CO logo
Teams OTR 1099
ATLANTIC CARGO CO
80 Truck Operation Hiring in 54603
Actively Hiring
$5,000 - $6,000 per week
Contracted Driver (1099)
OTR
Team
  • Class A OTR Contract Driver (1099, Team) Dry Van
  • $5,000 - $6,000 gross total weekly pay per team
  • 28 - 30 expected days out
1099 O/O Lease to Purchase
WINNERS TRANSPORTATION LLC
250 Truck Operation Hiring in 54603
Actively Hiring
$2,500 - $3,000 per week
Owner Operator (O/O)
OTR
  • Class A OTR Owner Operator Flatbed trailer, Refrigerated and Dry Van
  • $2,500 - $3,000 gross total weekly pay. Paid weekly
  • Home at least one weekend.
$1/mile for your first week Reefer OTR
WINNERS TRANSPORTATION LLC
250 Truck Operation Hiring in 54603
Actively Hiring
$2,550 - $2,975 per week
Contracted Driver (1099)
OTR
  • Class A OTR Contract Driver (1099, Solo) Refrigerated
  • $2,550 - $2,975 gross total weekly pay. $3,500 sign on bonus
  • 21 - 28 expected days out
$0.90/mile for your first week Dry Van OTR
WINNERS TRANSPORTATION LLC
250 Truck Operation Hiring in 54603
Actively Hiring
$2,250 - $2,625 per week
Contracted Driver (1099)
OTR
  • Class A OTR Contract Driver (1099, Solo) Dry Van
  • $2,250 - $2,625 gross total weekly pay. $2,500 sign on bonus
  • 21 - 28 expected days out
$1/mile for your first week Flatbed OTR
WINNERS TRANSPORTATION LLC
250 Truck Operation Hiring in 54603
Actively Hiring
$2,400 - $2,975 per week
Owner Operator (O/O)
OTR
  • Class A OTR Owner Operator Refrigerated
  • $2,400 - $2,975 gross total weekly pay. Paid weekly
  • Home at least one weekend.
$1/mile for your first week Flatbed OTR
WINNERS TRANSPORTATION LLC
250 Truck Operation Hiring in 54603
Actively Hiring
$2,400 - $2,975 per week
Owner Operator (O/O)
OTR
  • Class A OTR Owner Operator Flatbed trailer
  • $2,400 - $2,975 gross total weekly pay. Paid weekly
  • Home at least one weekend.
$1/mile for your first week Flatbed OTR
WINNERS TRANSPORTATION LLC
250 Truck Operation Hiring in 54603
Actively Hiring
$2,400 - $2,975 per week
Owner Operator (O/O)
OTR
  • Class A OTR Owner Operator Flatbed trailer
  • $2,400 - $2,975 gross total weekly pay. Paid weekly
  • Home at least one weekend.
Company driver on a dedicated reefer account. 65CPM W2
Tioga Logistics
10 Truck Operation Hiring in 54603
Actively Hiring
$1,600 - $2,000 per week
Direct Employment (W2)
OTR
  • Class A OTR Company Driver (W2, Solo) Refrigerated
  • $1,600 - $2,000 total weekly pay
  • 21 expected days out
YANKEE FREIGHT SYSTEMS LLC logo
Lease to purchase, No Down payment
YANKEE FREIGHT SYSTEMS LLC
220 Truck Operation Hiring in 54603
Actively Hiring
$6,000 - $8,000 per week
Owner Operator (O/O)
OTR
  • Class A OTR Owner Operator Dry Van
  • $6,000 - $8,000 gross total weekly pay. Paid weekly. $2,000 sign on bonus
  • Home at least 2 weekends.
YANKEE FREIGHT SYSTEMS LLC logo
Owner Operator Class A
YANKEE FREIGHT SYSTEMS LLC
220 Truck Operation Hiring in 54603
Actively Hiring
$6,000 - $8,500 per week
Owner Operator (O/O)
OTR
  • Class A OTR Owner Operator Dry Van
  • $6,000 - $8,500 gross total weekly pay. Paid weekly
  • Home at least one weekend.
Hiring company drivers
ROLLING ON WHEELS LLC
30 Truck Operation Hiring in 54603
Actively Hiring
$2,000 - $3,000 per week
Contracted Driver (1099)
OTR
  • Class A OTR Contract Driver (1099, Solo) Power Only and Dry Van
  • $2,000 - $3,000 gross total weekly pay
  • 24 - 28 expected days out
CDL-A Truck Driver
ROLLING ON WHEELS LLC
30 Truck Operation Hiring in 54603
Actively Hiring
$8,000 - $9,000 per week
Owner Operator (O/O)
OTR
  • Class A OTR Owner Operator Power Only and Dry Van
  • $8,000 - $9,000 gross total weekly pay. Paid weekly
  • Home at least one weekend.
Owner Operator
AIA TRUCKING INC
28 Truck Operation Hiring in 54603
Actively Hiring
$5,000 - $7,000 per week
Owner Operator (O/O)
OTR
  • Class A OTR Owner Operator Power Only, Dry Van and Refrigerated
  • $5,000 - $7,000 gross total weekly pay. Paid weekly
  • Both manual and automatic semi-trucks
Class A Contract Driver (1099)
AIA TRUCKING INC
28 Truck Operation Hiring in 54603
Actively Hiring
$1,875 - $2,625 per week
Contracted Driver (1099)
OTR
  • Class A OTR Contract Driver (1099, Solo) Refrigerated
  • $1,875 - $2,625 gross total weekly pay
  • 6 expected days out
Class A Driver (1099), OTR, Dry Van
AIA TRUCKING INC
28 Truck Operation Hiring in 54603
Actively Hiring
$1,750 - $2,450 per week
Contracted Driver (1099)
OTR
  • Class A OTR Contract Driver (1099, Solo) Dry Van
  • $1,750 - $2,450 gross total weekly pay
  • 6 expected days out
HERMES NVC CORP logo
Owner Operator Reefer/Dry Van OTR
HERMES NVC CORP
75 Truck Operation Hiring in 54603
Actively Hiring
$3,000 - $5,000 per week
Owner Operator (O/O)
OTR
  • Class A OTR Owner Operator Dry Van and Refrigerated
  • $3,000 - $5,000 gross total weekly pay. Paid twice per month
  • Mostly automatic semi-trucks
LOAD MONSTER INC logo
CDL A, Owner Operator, OTR Midwest
LOAD MONSTER INC
30 Truck Operation Hiring in 54603
Actively Hiring
$6,700 - $8,900 per week
Owner Operator (O/O)
OTR
  • Class A OTR Owner Operator Dry Van
  • $6,700 - $8,900 gross total weekly pay. Paid weekly
  • Home at least 3 weekends.
EAGLE POINT TRANSPORTATION LLC logo
CDL CLASS A OTR OWNER OPERATORS
EAGLE POINT TRANSPORTATION LLC
5 Truck Operation Hiring in 54603
Actively Hiring
$7,000 - $9,000 per week
Owner Operator (O/O)
OTR
  • Class A OTR Owner Operator Refrigerated and Dry Van
  • $7,000 - $9,000 gross total weekly pay. Paid weekly
  • Home at least 2 weekends.
EAGLE POINT TRANSPORTATION LLC logo
CDL CLASS A OTR OWNER OPERATORS
EAGLE POINT TRANSPORTATION LLC
5 Truck Operation Hiring in 54603
Actively Hiring
$7,000 - $9,000 per week
Owner Operator (O/O)
OTR
  • Class A OTR Owner Operator Refrigerated and Dry Van
  • $7,000 - $9,000 gross total weekly pay. Paid weekly
  • Home at least one weekend.
CDL A O/O Refrigerated
GUARDIAN EXPRESS LLC
6 Truck Operation Hiring in 54603
Actively Hiring
$6,500 - $8,000 per week
Owner Operator (O/O)
OTR
  • Class A OTR Owner Operator Refrigerated
  • $6,500 - $8,000 gross total weekly pay. Paid weekly
  • Home at least one weekend.
EAGLE POINT TRANSPORTATION LLC logo
CDL CLASS A OTR OWNER OPERATORS
EAGLE POINT TRANSPORTATION LLC
5 Truck Operation Hiring in 54603
Actively Hiring
$7,000 - $9,000 per week
Owner Operator (O/O)
OTR
  • Class A OTR Owner Operator Refrigerated and Dry Van
  • $7,000 - $9,000 gross total weekly pay. Paid weekly
  • Home at least one weekend.
CDL A O/O Refrigerated
GUARDIAN EXPRESS LLC
6 Truck Operation Hiring in 54603
Actively Hiring
$7,000 - $8,000 per week
Owner Operator (O/O)
OTR
  • Class A OTR Owner Operator Refrigerated
  • $7,000 - $8,000 gross total weekly pay. Paid weekly
  • Home at least one weekend.
CDL A OTR DRIVERS
K TRANS CORP
10 Truck Operation Hiring in 54603
Actively Hiring
$1,500 - $2,300 per week
Contracted Driver (1099)
OTR
  • Class A OTR Contract Driver (1099, Solo) Power Only and Dry Van
  • $1,500 - $2,300 gross total weekly pay
  • 10 - 14 expected days out
BROTHERS FREIGHT TRANSPORT LLC logo
OVER THE ROAD -NOT LOCAL-1099 position
BROTHERS FREIGHT TRANSPORT LLC
8 Truck Operation Hiring in 54603
Actively Hiring
$1,750 - $2,275 per week
Contracted Driver (1099)
OTR
  • Class A OTR Contract Driver (1099, Solo) Dry Van and Refrigerated
  • $1,750 - $2,275 gross total weekly pay
  • 14 - 21 expected days out
YANKEE FREIGHT SYSTEMS LLC logo
CDL A Contract Driver (1099), OTR, Dry Van
YANKEE FREIGHT SYSTEMS LLC
220 Truck Operation Hiring in 54603
Actively Hiring
$1,950 - $2,500 per week
Contracted Driver (1099)
OTR
  • Class A OTR Contract Driver (1099, Solo) Dry Van
  • $1,950 - $2,500 gross total weekly pay
  • 14 - 21 expected days out
Class A Company Driver, OTR, Tanker trailer
B & K TRUCKING LLC
32 Truck Operation Hiring in 54603
$800 - $1,200 per week
Direct Employment (W2)
OTR
  • Class A OTR Company Driver (W2, Solo) Double Drop, Removable Gooseneck, Tanker trailer, Flatbed trailer and Single Drop
  • $800 - $1,200 total weekly pay
  • 5 - 14 expected days out

CDL-A Dry Van OTR Driver position

US ROADWAY INC
$2,500 - $3,500 per week
Contracted Driver (1099)
OTR
  • Dry van, Flatbed
  • Contract Driver (1099)
  • No Driver Load/Unload
  • 7 days off for every 21 days worked
Hiring Requirements
  • Class A license
  • 2 years Tractor Trailer experience
  • 12 months OTR experience
  • No more than 1 moving violation in the last year
  • No more than 2 moving violations in the last 3 years
  • Max 1 accident in the last year
  • Max 1 accident in the last 3 years
Pay & Miles
  • $2,500 - $3,500 gross total weekly
  • $2000 minimum guaranteed weekly pay
  • $6000 sign-on bonus
  • 3,000 - 3,500 miles per week
Home Time
  • 7 days off for every 21 days worked
  • 21 expected days out
  • You can stay out longer if you want to
  • No guaranteed weekends home
Freight Handling
  • 90% drop and hook
  • 10% live load / unload
Carrier and Truck Information
  • Fleet size: 70 trucks
  • Semi-trucks are governed at 72 mph
  • Volvos, Freightliners
  • Both manual and automatic semi-trucks
  • We mainly operate late model trucks
  • Truck equipment: Microwave, Refrigerator, APU
  • No driver-facing cameras
Additional Information
  • Line Haul
  • Can take truck home
  • We're an equal opportunity employer
Pet and Rider Policy
  • Pets are allowed
  • Riders are allowed
Orientation Details
  • Accommodation costs covered
  • Travel expenses covered
About the job
Reliable company that pays for real miles, runs modern equipment, and values your time.

COMPENSATION:
Typical weekly earnings: $2,000–$3,500.

EQUIPMENT
Trucks: Freightliner, Western Star, Volvo
Trailers: Dry vans (2025–2026).
Governed speed: 72 mph.
In-cab amenities: mattress, APU, inverter, fridge, microwave, tablet

ROUTES and HOME TIME
Load types: Drop and hook, live loads, dedicated lanes (mix of lane and market-board work).
Coverage: All 48 states — operate until conditions are safe to drive.

Home time:
Chicago-area & nearby drivers: weekly home.
Far from Illinois: ~3 weeks out → up to 7 days off.

WHAT WE PROVIDE
Fuel cards accepted at Pilot & Flying J.
Toll solutions: PrePass, E-ZPass.
24/7 emergency support from our team.

Call Kate (224) 828 0406
Terminal pin
Terminal or Office Location

US ROADWAY INC

70 truck operation

Family owned company, been around for 5 years, hauling dry vans, road side assistance and support.

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