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Weekend Long Distance Delivery Driver Jobs in Winona, MN

JR Schugel

CDL A Drivers

La Crosse, WI · On-site

$2.5K/wk

A Career That Rewards the Driver Behind the Distance At J&R Schugel, the open road is where ... What It Means to Drive in Blue A Driver-First Culture Built for the Long Haul Every decision begins ...

JR Schugel

CDL A Drivers

Holmen, WI · On-site

$2.5K/wk

A Career That Rewards the Driver Behind the Distance At J&R Schugel, the open road is where ... What It Means to Drive in Blue A Driver-First Culture Built for the Long Haul Every decision begins ...

JR Schugel

CDL A Drivers

Stoddard, WI

$2.5K/wk

A Career That Rewards the Driver Behind the Distance At J&R Schugel, the open road is where ... What It Means to Drive in Blue A Driver-First Culture Built for the Long Haul Every decision begins ...

JR Schugel

CDL A Drivers

La Crosse, WI · On-site

$2.5K/wk

A Career That Rewards the Driver Behind the Distance At J&R Schugel, the open road is where ... What It Means to Drive in Blue A Driver-First Culture Built for the Long Haul Every decision begins ...

JR Schugel

CDL A Drivers

Onalaska, WI · On-site

$2.5K/wk

A Career That Rewards the Driver Behind the Distance At J&R Schugel, the open road is where ... What It Means to Drive in Blue A Driver-First Culture Built for the Long Haul Every decision begins ...

Toppers Pizza - Onalaska

CLOSING Driver

Onalaska, WI · On-site

$22 - $25/hr

... the weekend closing shifts. At Toppers, We are focused on equality and believe deeply in the ... FUN Atmosphere Prior experience as a delivery driver, messenger service, doordash, grubhub, uber ...

Medzoomer

Winona MN - 1099 Courier

Winona, MN · On-site

$16.25 - $22/hr

Drivers are paid per delivery, with rates based on distance. * Supportive Team: Our live dispatch team is available to assist you during deliveries, so you're never alone on the job. * Flexible ...

Medzoomer

Winona MN - 1099 Courier

Winona, MN

$16.25 - $22/hr

Drivers are paid per delivery, with rates based on distance. * Supportive Team: Our live dispatch team is available to assist you during deliveries, so youre never alone on the job. * Flexible ...

Sysco

CDL A Local Delivery Truck Driver

Winona, MN · On-site

$10 - $48/hr

... Delivery Truck Driver to safely and efficiently operate a tractor-trailer and manually unload ... Flexibility - overtime as required, weekends and holidays as business needs require. Preferred ...

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Weekend Long Distance Delivery Driver information

See Winona, MN salary details

$7

$17

$24

How much do weekend long distance delivery driver jobs pay per hour?

As of Sep 7, 2026, the average hourly pay for weekend long distance delivery driver in Winona, MN is $17.89, according to ZipRecruiter salary data. Most workers in this role earn between $15.62 and $19.57 per hour, depending on experience, location, and employer.

What is a weekend long distance delivery driver?

Weekend Long Distance Delivery Drivers are professional drivers who transport goods over long distances, typically between cities or states, during weekends. Their responsibilities include picking up and delivering shipments, adhering to schedules, ensuring cargo safety, and following all traffic laws and regulations. They may work with various types of vehicles, such as trucks or vans, and often work independently. This role requires a valid commercial driver's license (CDL), good driving skills, and the ability to spend extended periods on the road.

What are the key skills and qualifications needed to thrive as a weekend long distance delivery driver?

To thrive as a Weekend Long Distance Delivery Driver, you need a valid commercial driver’s license (CDL), a clean driving record, and strong knowledge of road safety regulations. Familiarity with GPS navigation systems, electronic logging devices (ELDs), and vehicle inspection protocols is typically required. Reliability, time management, and strong communication skills help drivers manage schedules, handle unexpected changes, and interact with customers. These skills and qualifications are essential for ensuring timely, safe deliveries and maintaining customer satisfaction on extended routes.

What are some of the common challenges faced by weekend long distance delivery drivers, and how can they be managed?

Weekend Long Distance Delivery Drivers often deal with extended hours on the road, unpredictable traffic, and tight delivery schedules. Managing fatigue, maintaining alertness, and adhering to safety regulations are key challenges. Drivers can mitigate these by planning routes ahead of time, taking regular breaks, and staying organized with their delivery schedules. Effective communication with dispatch and customers also helps address issues quickly, ensuring smooth deliveries and a safer work environment.

What cities near Winona, MN are hiring for Weekend Long Distance Delivery Driver jobs?

Cities near Winona, MN with the most Weekend Long Distance Delivery Driver job openings:

Weekend Long Distance Delivery Driver jobs near you

Amazon Package Delivery Driver - Earn $17.00 - $19.00/hr

Amazon Flex

Saint Charles, MN

$17 - $19/hr

Part-time

Re-posted 2 days ago

Amazon rating

7.4

Company rating: 7.4 out of 10

Based on 7,154 frontline employees who took The Breakroom Quiz

5th of 39 rated national retailers

Job description

Amazon delivery partner opportunity – Earn $17.00 - $19.00/hr 

What is Amazon Flex?It's simple! Use your vehicle and smartphone to earn extra money delivering with a brand you trust. With Amazon Flex, you only deliver when you want to. Amazon Flex pays delivery partners for completing delivery blocks. When you schedule a block, you’ll know when you’re delivering, for how long, and how much you can earn before you begin. No experience necessary. Choose the delivery blocks that fit your schedule, then get back to the things you enjoy most.

Deliver. Earn. Achieve. Repeat.

Whether you're saving up for something special or just want some extra money for day-to-day expenses, most drivers earn $17.00 - $19.00 an hour* delivering packages. You also get to choose which weekday(s) you get paid. You can decide to get paid every day to get your money faster, or pick just one day so you can streamline your finances.

Make your earnings go further with Amazon Flex Rewards.

With Amazon Flex Rewards, you have access to perks that include cash back and exclusive savings on essential items you may need as an Amazon Flex delivery partner. From tires, fuel and auto services to slip-resistant shoes – plus tools to help navigate insurance, expenses, and taxes – there are plenty of ways to save money and time.

Deliver smiles, backed by Amazon.

Packages make great passengers. Start delivering today.

*Most drivers earn $17.00 - $19.00 an hour. Actual earnings will depend on your location, any tips you receive, how long it takes you to complete your deliveries, and other factors.

Self-employed / No-contract

Who can deliver with Amazon Flex? You must be 21 years old, have a valid U.S. driver's license, access to a mid-sized or larger vehicle, and have an iPhone or Android smartphone.

Questions?Contact Amazon Flex Driver Support at 888-281-6906 (5 a.m. – 7 p.m. PT) or click “apply” below to learn more.

What Amazon employees say

Pay

Benefits

Hours and flexibility

Workplace

Get the full story on Breakroom

Amazon logo

About Amazon

Sourced by ZipRecruiter

Amazon.com, Inc., commonly known as Amazon, is an American multinational technology company. It was founded by Jeff Bezos in 1994 and initially started as an online marketplace for books. Since then, Amazon has expanded its operations and become one of the largest e-commerce companies in the world. Amazon's primary business is its online retail platform, where customers can purchase a vast array of products, including electronics, clothing, books, home goods, and much more. The company offers a convenient and user-friendly shopping experience, with features such as fast shipping, customer reviews, and personalized recommendations. In addition to its e-commerce platform, Amazon has diversified its business into various other areas. One of its notable ventures is Amazon Web Services (AWS), a comprehensive cloud computing platform that provides services such as storage, compute power, and database management to individuals and businesses. AWS has become a leader in the cloud computing industry, powering many websites and applications worldwide. Amazon has also developed its own consumer electronics, including the popular Amazon Kindle e-reader, Fire tablets, Fire TV streaming devices, and the Alexa-powered Echo smart speakers. The Alexa voice assistant, integrated into these devices, allows users to interact with their devices using voice commands, perform tasks, and access information. Furthermore, Amazon has expanded into media and entertainment. It operates Prime Video, a streaming service that offers a wide range of movies, TV shows, and original content. Amazon Music provides a platform for streaming and purchasing digital music, while Audible offers audiobooks and other audio content. The company's commitment to customer satisfaction and convenience is demonstrated by its membership program, Amazon Prime. Prime members receive various benefits, including free two-day shipping, access to streaming services, exclusive deals, and more.

Industry

It services, book publishers, retail, real estate, computer and electronic product manufacturing and software development

Company size

10,000+ Employees

Headquarters location

Seattle, WA, US

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