Delivery Driver Jobs in Winona, MN — Immediate Openings

As of September 2026, there are 19 delivery driver openings in Winona, MN. Local pay ranges from $1,200 to $9,180/year. Listings are updated daily — benefits start Day 1 for most positions.

Regional Expedite Logistics

Independent Contractor Driver - Long Distance / Regional Courier

Winona, MN

$3,500 - $6,000

Urban Pedal Logistics

Independent Contractor Driver - Urban E-Bike/Scooter Courier

Winona, MN

$2,700 - $4,860

On-Demand Tasks Network

Independent Contractor Driver - On-Demand Errands (TaskRabbit/Roadie)

Winona, MN

$2,100 - $4,200

Heavy Freight Logistics

Independent Contractor Driver - Cargo Van / Box Truck Specialist

Winona, MN

$5,400 - $9,180

Secure Document Couriers

Independent Contractor Driver - Night Shift Legal/Document Courier

Winona, MN

$2,800 - $5,000

Local Merchant Delivery Network

Independent Contractor Driver - Early Morning Bakery/Floral

Winona, MN

$2,592 - $4,536

Corporate Catering Couriers

Independent Contractor Driver - Catering Logistics

Winona, MN

$3,850 - $6,600

Final Mile Delivery Co.

Independent Contractor Driver - Final Mile Parcel

Winona, MN

$3,449 - $6,324

Auto Logistics Pros

Independent Contractor Driver - Auto Parts Courier

Winona, MN

$2,380 - $4,080

United Parcel Service (UPS)

UPS Package Delivery Driver

Winona, MN

$4,000 - $7,500

Domino's Pizza

Urgent Hire:Pizza Delivery Driver in Winona,MN | Hiring

Winona, MN

$2,500 - $4,200

FedEx Ground

Delivery Driver-Winona,MN | Hiring

Winona, MN

$4,256 - $5,824

Delivery Driver Jobs in Winona — FAQ

How many delivery driver jobs are open in Winona, MN?
There are currently 19+ delivery driver positions in Winona, MN. New delivery driver roles are added regularly — check this page for the latest openings.
How much do delivery driver jobs pay in Winona?
Delivery Driver pay in Winona varies by employer, route type, and experience level. Many positions offer shift differentials, mileage bonuses, and sign-on bonuses. Browse the listings above to see pay details for each opening.
Do delivery driver jobs in Winona require experience?
Many delivery driver positions in Winona welcome entry-level applicants. Employers like Amazon, FedEx, and UPS often provide paid training. CDL positions may require a valid commercial license — check individual listings for specific requirements.
How do I apply for delivery driver jobs in Winona?
Browse the 19+ delivery driver listings above, click on any position for full details including pay, schedule, and requirements, then follow the application link. Most driving positions have a simple online application.

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Last updated: September 11, 2026