Employment Type * 1099 Driver | Full-Time OTR Solo Position Overview * This is a full-time, over-the-road solo driving position operating under FedEx authority, with a dedicated dispatcher providing ...
Employment Type * 1099 Driver | Full-Time OTR Solo Position Overview * This is a full-time, over-the-road solo driving position operating under FedEx authority, with a dedicated dispatcher providing ...
Employment Type * 1099 Driver | Full-Time OTR Solo Position Overview * This is a full-time, over-the-road solo driving position operating under FedEx authority, with a dedicated dispatcher providing ...
Employment Type * 1099 Driver | Full-Time OTR Solo Position Overview * This is a full-time, over-the-road solo driving position operating under FedEx authority, with a dedicated dispatcher providing ...
Employment Type * 1099 Driver | Full-Time OTR Solo Position Overview * This is a full-time, over-the-road solo driving position operating under FedEx authority, with a dedicated dispatcher providing ...
Employment Type * 1099 Driver | Full-Time OTR Solo Position Overview * This is a full-time, over-the-road solo driving position operating under FedEx authority, with a dedicated dispatcher providing ...
1099 Contractor Drivers
Chicago, IL · On-site
1099 Contractor Drivers Your safety is our top priority! Company Overview: RidenRoll offers SaaS ... Valid US driver's license * You have an iPhone or Android smartphone. * Proof of residency in your ...
1099 Contractor Drivers
Chicago, IL · On-site
1099 Contractor Drivers Your safety is our top priority! Company Overview: RidenRoll offers SaaS ... Valid US driver's license * You have an iPhone or Android smartphone. * Proof of residency in your ...
1099 Contractor Drivers
Chicago, IL · On-site
Valid US driver's license * You have an iPhone or Android smartphone. * Proof of residency in your ... W-9 form for 1099 contractors * Comfortable using GPS navigation apps. Vehicle Requirements: * Less ...
1099 Contractor Drivers
Chicago, IL · On-site
Valid US driver's license * You have an iPhone or Android smartphone. * Proof of residency in your ... W-9 form for 1099 contractors * Comfortable using GPS navigation apps. Vehicle Requirements: * Less ...
54 - 1099 Delivery Driver
Elgin, IL · On-site
$16.75 - $20.75/hr
The 1099 Delivery Driver will be responsible for ensuring timely delivery of goods to predetermined customers on specific routes, reviewing orders prior to delivery, unloading trucks, and providing ...
54 - 1099 Delivery Driver
Elgin, IL · On-site
$16.75 - $20.75/hr
The 1099 Delivery Driver will be responsible for ensuring timely delivery of goods to predetermined customers on specific routes, reviewing orders prior to delivery, unloading trucks, and providing ...
CDL A Regional Truck Driver - Earn $315-$340 Per Day - Home Weekends - Chicago, IL
Mount Prospect, IL · On-site
$315 - $340/day
W-2: $315 per day * 1099: $340 per day * Safety bonus: $0.03 CPM after 30 days * Weekly direct ... Home every weekend * Typically 1 week out with a reset at home * Offsite truck parking allowed
CDL A Regional Truck Driver - Earn $315-$340 Per Day - Home Weekends - Chicago, IL
Mount Prospect, IL · On-site
$315 - $340/day
W-2: $315 per day * 1099: $340 per day * Safety bonus: $0.03 CPM after 30 days * Weekly direct ... Home every weekend * Typically 1 week out with a reset at home * Offsite truck parking allowed
CDL-A OTR Company Driver - 72 CPM (1099) or 30% of Gross
Schaumburg, IL · On-site
$60 - $80/hr
... Driver | Current as of Aug 1, 2026 Description Must sign in Mode Inc, USDOTMust sign in , Schaumburg IL. OTR company drivers. 72 cents per mile OR 30% of gross - your choice, paid as 1099. Home time ...
CDL-A OTR Company Driver - 72 CPM (1099) or 30% of Gross
Schaumburg, IL · On-site
$60 - $80/hr
... Driver | Current as of Aug 1, 2026 Description Must sign in Mode Inc, USDOTMust sign in , Schaumburg IL. OTR company drivers. 72 cents per mile OR 30% of gross - your choice, paid as 1099. Home time ...
1099 Final Mile Box Truck Drivers and Crew
Aurora, IL · On-site
$5.0K - $90K/yr
We're looking for reliable and motivated 1099 Final Mile Drivers with their own 26+ ft. Box Truck ... Driver's License amp; Insurance: Valid license and proof of commercial auto insurance. * Experience:
1099 Final Mile Box Truck Drivers and Crew
Aurora, IL · On-site
$5.0K - $90K/yr
We're looking for reliable and motivated 1099 Final Mile Drivers with their own 26+ ft. Box Truck ... Driver's License amp; Insurance: Valid license and proof of commercial auto insurance. * Experience:
CDL A Driver
Elk Grove Village, IL · On-site
$28 - $29/hr
At least 5 days a week and at least 1 day on weekends. (40 hours a week or more) Job Types ... For this position, we only offer 1099 tax form(no W-2), does it work for you?
Quick apply
CDL A Driver
Elk Grove Village, IL · On-site
$28 - $29/hr
At least 5 days a week and at least 1 day on weekends. (40 hours a week or more) Job Types ... For this position, we only offer 1099 tax form(no W-2), does it work for you?
CDL A Driver
Elk Grove Village, IL · On-site
$28 - $29/hr
At least 5 days a week and at least 1 day on weekends. (40 hours a week or more) Job Types ... For this position, we only offer 1099 tax form(no W-2), does it work for you?
Quick apply
CDL A Driver
Elk Grove Village, IL · On-site
$28 - $29/hr
At least 5 days a week and at least 1 day on weekends. (40 hours a week or more) Job Types ... For this position, we only offer 1099 tax form(no W-2), does it work for you?
Delivery Driver Chicago, IL
Chicago, IL · On-site
$400 - $600/wk
Medical Delivery Driver (Independent Contractor - 1099) Medical Delivery Services is contracting Independent Drivers (1099) for medical delivery routes using your own vehicle. No delivery experience ...
Delivery Driver Chicago, IL
Chicago, IL · On-site
$400 - $600/wk
Medical Delivery Driver (Independent Contractor - 1099) Medical Delivery Services is contracting Independent Drivers (1099) for medical delivery routes using your own vehicle. No delivery experience ...
Delivery Driver Chicago, IL
$80 - $100/day
Medical Delivery Driver (Independent Contractor 1099) Medical Delivery Services is contracting Independent Drivers (1099) for medical delivery routes using your own vehicle. No delivery experience ...
Quick apply
Delivery Driver Chicago, IL
$80 - $100/day
Medical Delivery Driver (Independent Contractor 1099) Medical Delivery Services is contracting Independent Drivers (1099) for medical delivery routes using your own vehicle. No delivery experience ...
RideShare RidenRoll App Drivers
Chicago, IL · On-site
$19.50 - $26.50/hr
A driver profile's latest photo * W-9 form for 1099 contractors * Comfortable using GPS navigation apps. Vehicle Requirements * Less than 10 years old Vehicle. * 4 doors * 5-8 seats, including the ...
RideShare RidenRoll App Drivers
Chicago, IL · On-site
$19.50 - $26.50/hr
A driver profile's latest photo * W-9 form for 1099 contractors * Comfortable using GPS navigation apps. Vehicle Requirements * Less than 10 years old Vehicle. * 4 doors * 5-8 seats, including the ...
RideShare RidenRoll App Drivers
Chicago, IL · On-site
$19.50 - $26.50/hr
A driver profile's latest photo * W-9 form for 1099 contractors * Comfortable using GPS navigation apps. Vehicle Requirements * Less than 10 years old Vehicle. * 4 doors * 5-8 seats, including the ...
RideShare RidenRoll App Drivers
Chicago, IL · On-site
$19.50 - $26.50/hr
A driver profile's latest photo * W-9 form for 1099 contractors * Comfortable using GPS navigation apps. Vehicle Requirements * Less than 10 years old Vehicle. * 4 doors * 5-8 seats, including the ...
90 CPM FOR TEAMS 1099! CDL A OTR DRIVERS NEEDED
Carol Stream, IL · Remote
$3.0K - $6.0K/wk
... 1099 New trucks 2024/2027, Fully Equipped Trucks True OTR (no local / no regional routes) YOU WANT ... WILL YOU BE WILLING TO WORK AS A TEAM DRIVER? (NOT MANDATORY) CAN YOU BE OTR AT LEAST 3 WEEKS?
Quick apply
90 CPM FOR TEAMS 1099! CDL A OTR DRIVERS NEEDED
Carol Stream, IL · Remote
$3.0K - $6.0K/wk
... 1099 New trucks 2024/2027, Fully Equipped Trucks True OTR (no local / no regional routes) YOU WANT ... WILL YOU BE WILLING TO WORK AS A TEAM DRIVER? (NOT MANDATORY) CAN YOU BE OTR AT LEAST 3 WEEKS?
CDL Driver
Chicago, IL · On-site
... A Driver Wanted Pay & Details: * Dry Van: 70cpm (all miles paid). * On average 3,000+ miles per ... Weekly direct deposit. * 24/7 dispatch support. * 1099 position. * Based in Chicago, IL. * Runs ...
CDL Driver
Chicago, IL · On-site
... A Driver Wanted Pay & Details: * Dry Van: 70cpm (all miles paid). * On average 3,000+ miles per ... Weekly direct deposit. * 24/7 dispatch support. * 1099 position. * Based in Chicago, IL. * Runs ...
Owner Operators - Regional Truckers needed - CDL Class A - Intermodal
Plainfield, IL · On-site
$1.0K - $4.0K/wk
As an Intermodal driver, you will be required to move containers (20 ft, 40ft, 53 ft) from the ... Therefore are home daily, Monday through Friday, and weekend work is optional. Drivers will place ...
Quick apply
Owner Operators - Regional Truckers needed - CDL Class A - Intermodal
Plainfield, IL · On-site
$1.0K - $4.0K/wk
As an Intermodal driver, you will be required to move containers (20 ft, 40ft, 53 ft) from the ... Therefore are home daily, Monday through Friday, and weekend work is optional. Drivers will place ...
CDL Driver
Chicago, IL · On-site
... A Driver Wanted. Pay & Details: * Dry Van: 70cpm (all miles paid). * On average 3,000+ miles per ... Weekly direct deposit. * 24/7 dispatch support. * 1099 position. * Based in Chicago, IL. * Runs ...
CDL Driver
Chicago, IL · On-site
... A Driver Wanted. Pay & Details: * Dry Van: 70cpm (all miles paid). * On average 3,000+ miles per ... Weekly direct deposit. * 24/7 dispatch support. * 1099 position. * Based in Chicago, IL. * Runs ...
CDL-A Regional Truck Driver - Dry Van & Reefer | $2,100 Guaranteed Weekly
Chicago, IL · On-site
$2.1K/wk
Paid every Friday via direct deposit * 1099 Position * Layover Pay: $150 * Detention Pay: $25/hour ... Home every weekend for a 34-hour reset * Regional routes throughout Illinois and Wisconsin Job ...
New
Quick apply
CDL-A Regional Truck Driver - Dry Van & Reefer | $2,100 Guaranteed Weekly
Chicago, IL · On-site
$2.1K/wk
Paid every Friday via direct deposit * 1099 Position * Layover Pay: $150 * Detention Pay: $25/hour ... Home every weekend for a 34-hour reset * Regional routes throughout Illinois and Wisconsin Job ...
New
Weekend 1099 Driver information
See Elgin, IL salary details
$5.23 - $7.11
0% of jobs
$7.11 - $8.99
0% of jobs
$8.99 - $10.87
0% of jobs
$10.87 - $12.75
0% of jobs
$13.66 is the 25th percentile. Wages below this are outliers.
$12.75 - $14.62
52% of jobs
$16.27 is the 75th percentile. Wages above this are outliers.
$14.62 - $16.50
27% of jobs
$16.50 - $18.38
15% of jobs
$18.38 - $20.26
0% of jobs
$20.26 - $22.14
1% of jobs
$22.14 - $24.02
1% of jobs
$24.02 - $25.90
4% of jobs
$5
$16
$25
How much do weekend 1099 driver jobs pay per hour?
As of Sep 7, 2026, the average hourly pay for weekend 1099 driver in Elgin, IL is $16.08, according to ZipRecruiter salary data. Most workers in this role earn between $14.04 and $16.39 per hour, depending on experience, location, and employer.
What is the difference between Weekend 1099 Driver vs Part-Time Delivery Driver?
| Aspect | Weekend 1099 Driver | Part-Time Delivery Driver |
|---|---|---|
| Credentials | Driver's license, background check | Driver's license, background check |
| Work Environment | Flexible, independent, on-demand | Flexible, on-demand, delivery-focused |
| Employer Type | Independent contractor, gig platforms | Employers or gig platforms |
| Work Schedule | Primarily weekends, flexible hours | Varies, often weekends or evenings |
Weekend 1099 Drivers and Part-Time Delivery Drivers both require a valid driver's license and background check. They operate in flexible, on-demand environments, often working weekends or evenings. The main difference is that Weekend 1099 Drivers typically work independently through gig platforms, while Part-Time Delivery Drivers may be employed or contracted by companies. Both roles suit those seeking flexible schedules in the delivery industry.
What cities near Elgin, IL are hiring for Weekend 1099 Driver jobs?
Cities near Elgin, IL with the most Weekend 1099 Driver job openings:
Full-time
Re-posted yesterday
Job description
CDL Class A OTR Driver
Location
- OTR. Tractor may be parked at home or nearby FedEx yard during home time.
Employment Type
- 1099 Driver | Full-Time OTR Solo
Position Overview
- This is a full-time, over-the-road solo driving position operating under FedEx authority, with a dedicated dispatcher providing consistent, year-round, high-mileage freight.
- Willing to obtain Hazmat endorsement within 120 days of hire.
- This role is ideal for drivers seeking high miles, reliable pay, and new, well-maintained equipment. We value drivers who take pride in professionalism, communication, and delivering exceptional service.
Equipment
- New 2026 Kenworth T680 tractor
- Maintained under a strict, consistent preventative maintenance program
- We operate only safe, clean, and well-maintained vehicles
Requirements
- Valid CDL Class A license
- Willing to obtain hazmat endorsement within 120 days of start date
- Minimum 6 months tractor-trailer experience in the last 2 years, or 1 year in the last 5 years
- Willing and able to stay out 2 weeks at a time (home time requests always accommodated)
- Clean MVR and criminal background
- Excellent communication skills
- Commitment to safety, reliabiltiy, customer service, and equipment care
- Ability to follow FedEx procedures and security standards
Run Details
- Over-the-road dry van freight
- Dedicated dispatch through FedEx Custom Critical
- Nationwide lanes with consistent, year-round freight
Compensation
- $1500 sign on bonus
- Solo pay $0.70 cents per mile
- Guaranteed minimum of 1750 miles per week regardless of miles driven if driver was available Sunday thru Saturday (7 days)
- Weekly direct deposit
- Paid monthly online safety training
- Company covers fuel, tolls, repairs, maintenance, insurance, etc.
Why Drive for Strange Trip?
- Strange Trip Inc. is a professional, family-owned FedEx contractor known for strong dispatch support, transparent pay, and a driver-first culture. We invest in new equipment and build long-term partnerships with our drivers.
- Apply today and become part of the Strange Trip team.