Top 203 Driver independent contractor Jobs in Madison Wi

Top 1% Driver – Premium Transportation (Flexible 1099 Driving Opportunity)
Rides2U LLC —Madison, WI
- $20 - $50 an hour
- Choose your own hours
- Background check
- Clean driving record
- Customer service
- Flexible schedule
Via Driver Partner - $500 New Driver Promo
Via Transportation —Madison, WI
- $32 an hour
- Part-time
- 5 years
- Caregiving
- Pass drug screening
Via Driver Partner - $500 New Driver Promo
Via Transportation —Sun Prairie, WI
- $32 an hour
- In person
- 5 years
- Caregiving
- Pass drug screening
Personal Vehicle Delivery Driver
King Capital Transport —Madison, WI
- $20 an hour
- Part-time
- Background check
- Customer service
- DOT physical examination
Quick Apply
Route Delivery Driver
River City Vending —Madison, WI
- From $19 an hour
- Part-time
- Background check
- Clean driving record
- Ability to lift 50 pounds
- Paid time off
Quick Apply
Medical Transportation Driver
Richwood Transport —Madison, WI
- $150 - $300 a day
- Part-time
- Background check
- Pass drug screening
- Driver's License
- Flexible schedule
Quick Apply
18h
Independent Contractors Needed
Purple Mountain Solutions, Inc. —Madison, WI
- Monday to Friday
- Dedicated
- Customer service
- Residential
Quick Apply
8d
Hiring CDL Drivers (Dedicated and OTR)
Borderlanders Inc. —Wisconsin
- From $5,000 a week
- Dedicated
- DOT physical examination
- CDL A
Quick Apply
CDL-A Truck Driver - $5k Sign-On Bonus!
Marten Transport —Wisconsin
- $1,400 - $1,867 a week
- Urgently hiring
- Dedicated
- No touch freight
- CDL A
- Free parking
- Passenger ride along program
Quick Apply
Hiring CDL Drivers (Dedicated and OTR)
Borderlanders Inc. —Wisconsin
- From $5,000 a week
- Dedicated
- DOT physical examination
- CDL A
Quick Apply
CDL A Regional Drivers Home Weekly
C3 Trucking —Madison, WI
- $1,200 a week
- Full-time
- No touch freight
- Pass drug screening
- CDL A
Quick Apply
Local Non-CDL Team Truck Driver
Hub Group Final Mile —Fitchburg, WI
- $3,600 - $5,400 a week
- Clean driving record
- Owner-operator
- Local
CDL Driver - USPS Contract - Flat Rate - 2000 per wk
Blue Trucking —Madison, WI
- $1,800 - $2,000 a week
- Full-time
- No touch freight
- CDL A
- Mid-level
Quick Apply
Class A Lease Purchase Team
Panther Premium Logistics —Cottage Grove, WI
- Choose your own hours
- No touch freight
- No experience needed
- CDL A
Quick Apply
CDL A OTR Truck Driver Hazmat SAP Frdly
KMS Express INC —Wisconsin
- $0.75 per mile
- Hazmat Endorsement
- No touch freight
- CDL A
- Passenger ride along program
- Pet rider program
Quick Apply
5d
CDL A OTR Team and Solo Drivers
MedNick Freight LLC —Wisconsin
- $2,150 - $4,300 a week
- Year round work
- CDL A
- Mid-level
- Team driver
- Fuel card
- Referral program
Quick Apply
6d
CDL A Truck OTR Driver earning 2200-3100
Kavkaz Express LLC —Wisconsin
- $70,000 - $100,000 a year
- Call employer
- Addiction Medicine
- No touch freight
- CDL A
Quick Apply
Appliance Home Delivery Contractor – Madison, WI
Innovative Freight Systems —Madison, WI
- From $850 a day
- Contract
- Background check
- Customer service
- Local
Quick Apply
CDL A Lease Purchase Truck Driver
CRST —Wisconsin
- $390,000 - $500,000 a year
- Full-time
- CDL A
- Mid-level
- 21 years or older
- Health insurance
- Fuel discount
Quick Apply
9d
CDL A Truck OTR Driver earning 2200-3100
Kavkaz Express LLC —Wisconsin
- $70,000 - $100,000 a year
- Call employer
- Addiction Medicine
- No touch freight
- CDL A
Quick Apply

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driver independent contractor jobs near madison wi

Top 1% Driver – Premium Transportation (Flexible 1099 Driving Opportunity)

Rides2U LLC
Madison, WI

Apply Now

Job Details

Part-time | Contract
$20 - $50 an hour

Benefits

Flexible schedule

Qualifications

Customer service
In-person customer service
Driver's License
Transportation safety regulations
Cleaning

Full Job Description

JJob Type: Part-Time | Independent Contractor (1099)

About Rides2U

Rides2U is a reservation-based ride platform connecting passengers with trusted local drivers. Unlike traditional apps that rely on random ride requests, many trips on the Rides2U platform are scheduled in advance, allowing drivers to plan their schedules and operate more professionally.

Drivers on the platform earn more per trip than traditional rideshare services and have the support of a professional operations team behind them. The platform also allows drivers to build their own repeat clientele at no cost, helping drivers grow a long-term transportation business instead of simply chasing the next ride.

Why Professional Drivers Choose Rides2U

Independent contractor (1099) opportunity
Flexible, part-time driving schedule
Earn more per trip than traditional rideshare platforms
Many rides are scheduled in advance
Ability to build repeat customers through the platform
Support team available when needed
Opportunity to grow your own transportation business

Driver Responsibilities

Safely transport passengers to their destinations
Provide professional and reliable customer service
Maintain a clean and well-maintained vehicle
Review trip details and arrive on time for scheduled rides
Follow all traffic laws and safety regulations
Assist passengers with luggage when appropriate

Driver Requirements

Must be 21 years or older
Valid driver’s license with a clean driving record
Must pass a background check
Reliable vehicle in safe operating condition
Auto insurance with a rideshare endorsement is required
Strong professionalism and customer service mindset
No major traffic violations within the past three years

Vehicle Requirements

Four-door vehicle
Clean interior and exterior
Newer vehicles preferred

Driver Application Process

All drivers must complete the Rides2U Driver Application to begin the onboarding process. This includes background checks, insurance verification, and driver eligibility review.

Apply here:
https://script.google.com/a/macros/rides2u.com/s/AKfycbzxdnr9JY8_Cdx_GQShGYXrGkl0fG0JfxmWyrAPE83cD8pxDZKV1ebcl4tdvSQdGumT/exec

Applicants who complete the application will be contacted by our team if they meet the initial requirements.

Additional Information

This is a 1099 independent contractor position. Drivers choose when they want to work and which trips they accept.

Experience in transportation or rideshare services is helpful but not required. We are looking for dependable drivers who take pride in providing a safe and professional transportation experience.

Veterans, retirees, and individuals seeking flexible work are encouraged to apply.

Join the Rides2U Driver Network

Rides2U is building a network of professional drivers who want to provide a higher standard of transportation service while building their own business on a trusted platform.

Job Types: Part-time, Contract

Pay: $20.00 - $50.00 per hour

Expected hours: 10.0 – 20.0 per week

Benefits:

Flexible schedule

Application Question(s):

Do you have a clean driving record with no major violations in the past 3 years?
Do you currently have a reliable 4-door vehicle available for passenger transportation?
Are you willing to complete a background check if selected?
Are you comfortable providing professional customer service to passengers?

Work Location: In person

Apply Now

Refine Your Search

driver independent contractor jobs in madison wi

Top 1% Driver – Premium Transportation (Flexible 1099 Driving Opportunity)

Via Driver Partner - $500 New Driver Promo

Via Driver Partner - $500 New Driver Promo

Personal Vehicle Delivery Driver

Route Delivery Driver

Medical Transportation Driver

Independent Contractors Needed

Hiring CDL Drivers (Dedicated and OTR)

CDL-A Truck Driver - $5k Sign-On Bonus!

Hiring CDL Drivers (Dedicated and OTR)

CDL A Regional Drivers Home Weekly

Local Non-CDL Team Truck Driver

CDL Driver - USPS Contract - Flat Rate - 2000 per wk

Class A Lease Purchase Team

CDL A OTR Truck Driver Hazmat SAP Frdly

CDL A OTR Team and Solo Drivers

CDL A Truck OTR Driver earning 2200-3100

Appliance Home Delivery Contractor – Madison, WI

CDL A Lease Purchase Truck Driver

CDL A Truck OTR Driver earning 2200-3100

I want to receive the latest job alert for driver independent contractor in madison wi

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