Driving Jobs in Winona, MN — Open Positions

As of May 2026, there are 60+ open driving positions in Winona, MN. Current pay ranges from $500 to $8,500 per year. Top hiring areas include Delivery Driver, General and Part Time. New roles are posted daily — listings on this page are verified and updated regularly.

On-Demand Tasks Network

On-demand Tasks Network(Winona)Hiring:Independent Contractor

Winona, MN

$2,000 - $4,000

Secure Document Couriers

Independent Contractor Driver-Night Shift Legal/document

Winona, MN

$2,800 - $5,000

Auto Logistics Pros

Auto Logistics Pros(Winona)Hiring:Independent Contractor Driver-Auto

Winona, MN

$3,219 - $5,520

Heavy Freight Logistics

Now Hiring in Winona:Independent Contractor Driver-Cargo Van / Box

Winona, MN

$5,000 - $8,500

Elite Hand Courier

White-Glove Specialty Courier

Winona, MN

$4,000 - $6,500

Uber

Green Driver-Winona,MN | Hiring

Winona, MN

$2,760 - $5,060

Carquest Auto Parts

Winona Job:Carquest Regional Parts Transfer Driver(Full-time)

Winona, MN

$3,400 - $5,000

Task & Dash Couriers

On-Demand Local Courier (Gig Economy)

Winona, MN

$2,100 - $4,200

Final Mile Delivery Co.

Winona,MN:Independent Contractor Driver-Final Mile Parcel at Final

Winona, MN

$3,000 - $5,500

Uber

Work in Winona:Ubereats Delivery Driver | Hiring

Winona, MN

$2,500 - $4,500

Mechanic's Choice Transport

Automotive Parts Courier

Winona, MN

$2,660 - $3,990

Auto Logistics Pros

Winona:Independent Contractor Driver-Auto Parts Courier

Winona, MN

$2,800 - $4,800

Driving Jobs in Winona — FAQ

How many driving jobs are available in Winona, MN right now?
There are currently 60+ open driving positions in Winona, MN. These include delivery drivers, CDL truck drivers, couriers, bus drivers, DSP drivers, and local route positions. New jobs are added daily.
How much do driving jobs pay in Winona?
Driving job pay in Winona varies by role: Delivery drivers earn $18–$25/hr, CDL truck drivers $55K–$90K+/year, couriers $16–$22/hr, and bus drivers $20–$30/hr. Night and weekend routes often pay premium rates.
Can I get a driving job with no experience in Winona?
Yes. Many delivery driver, courier, and DSP positions in Winona require no prior experience and provide paid training. Delivery driver positions require a valid driver's license but no CDL. Some carriers offer free CDL training programs.
What schedules do driving jobs offer in Winona?
Driving jobs in Winona offer flexible schedules: day routes (6 AM–4 PM), evening routes (1 PM–10 PM), overnight/line haul (6 PM–6 AM), and weekend-only schedules (Fri–Sun or Sat–Mon). Part-time and gig-style shifts are also available. Overnight and weekend routes typically pay premium rates.
What benefits do driving jobs offer in Winona?
Benefits vary by employer, but many driving positions in Winona offer: health, dental, and vision insurance; 401(k) or retirement plans; paid time off; sign-on bonuses; weekly or daily pay; company-provided vehicles for delivery positions; and CDL training assistance from select employers.
How much do drivers take home after taxes in Winona?
Your take-home pay as a driver in Winona depends on your pay rate, hours worked, and state tax rate. For example, a delivery driver earning $22/hr in a no-tax state like Texas takes home about $750/week, while in California it's closer to $670/week after state tax.
Are driving companies hiring immediately in Winona?
Yes, many driving positions in Winona are hiring immediately with start dates within 1–2 weeks of applying. Delivery driver and courier roles often offer same-week start dates. Browse the 60+ listings above and apply directly.

Last updated: May 08, 2026