Driving Jobs in Winona, MN — Hiring Now
As of May 2026, there are 20+ open driving positions in Winona, MN. Current pay ranges from $14 to $85,000 per year. Top hiring areas include Delivery Driver and Cdl Driver. New roles are posted daily — listings on this page are verified and updated regularly.
FedEx Ground
Winona:Delivery Driver-Package Handler(Full-time,$21-$26/hr) | Hiring
Winona, MN
$21 - $26
Domino's Pizza
Winona Delivery Driver-Pizza Delivery Tips Plus Wages with $14-$20/hr
Winona, MN
$14 - $20
Wayfair
Winona-based Delivery Driver-Furniture And Appliance Home Installation
Winona, MN
$21 - $27
Quest Diagnostics
Winona-based Delivery Driver-Medical Courier Pharmaceuticals Opening
Winona, MN
$20 - $26
XPO Logistics
Delivery Driver-Package Handler Box Truck($22-$28/hr)-Winona,MN
Winona, MN
$22 - $28
Instacart
Winona:Delivery Driver-Grocery Same Day Service(Contractor,$16-$23/hr)
Winona, MN
$16 - $23
Schneider National
Delivery Driver-CDL Class A Regional Routes|Winona,MN|Schneider
Winona, MN
$70,000 - $85,000
DoorDash
Winona Delivery Driver-Food Delivery Part Time Evenings($15-$22/hr)
Winona, MN
$15 - $22
Amazon Flex
Winona Job:Delivery Driver-Independent Contractor(Contractor)
Winona, MN
$18 - $25
Express Logistics
Winona:Delivery Driver-Full Time Local Routes(Full-time,$19-$24/hr)
Winona, MN
$19 - $24
Grubhub
Grubhub Needs Suburban Delivery Driver in Winona | Hiring
Winona, MN
$3,000 - $4,900
DoorDash
Now Hiring:Morning Shift Delivery Driver in Winona,MN | Apply Now
Winona, MN
$2,970 - $5,060
Driving Jobs in Winona — FAQ
How many driving jobs are available in Winona, MN right now?
There are currently 20+ 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 20+ listings above and apply directly.
Last updated: May 10, 2026