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 ...
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 ...
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:
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:
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
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?
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
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?
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 ...
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 ...
$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
$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 ...
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 ...
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 ...
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 ...
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 ...
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
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?
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 ...
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 ...
Chicago, IL · On-site
$1.9K - $2.3K/wk
... 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 ...
Quick apply
Chicago, IL · On-site
$1.9K - $2.3K/wk
... 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 ...
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
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 ...
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 ...
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 ...
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 ...
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 ...
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
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
Lake Station, IN · On-site
$2.0K - $3.0K/wk
Freight across all 48 states (mainly Midwest, South & Southeast). 2022-2027 automatic trucks. 1099 position with weekly direct deposit. 24/7 dispatch & driver support. Now hiring nationwide. Apply ...
Lake Station, IN · On-site
$2.0K - $3.0K/wk
Freight across all 48 states (mainly Midwest, South & Southeast). 2022-2027 automatic trucks. 1099 position with weekly direct deposit. 24/7 dispatch & driver support. Now hiring nationwide. Apply ...
Joliet, IL · On-site
$2.0K - $3.0K/wk
Freight across all 48 states (mainly Midwest, South & Southeast). * 2022-2027 automatic trucks. * 1099 position with weekly direct deposit. * 24/7 dispatch & driver support. Now hiring nationwide.
Quick apply
Joliet, IL · On-site
$2.0K - $3.0K/wk
Freight across all 48 states (mainly Midwest, South & Southeast). * 2022-2027 automatic trucks. * 1099 position with weekly direct deposit. * 24/7 dispatch & driver support. Now hiring nationwide.
Lake Station, IN · On-site
$2.0K - $3.0K/wk
Freight across all 48 states (mainly Midwest, South & Southeast). * 2022-2027 automatic trucks. * 1099 position with weekly direct deposit. * 24/7 dispatch & driver support. Now hiring nationwide.
Quick apply
Lake Station, IN · On-site
$2.0K - $3.0K/wk
Freight across all 48 states (mainly Midwest, South & Southeast). * 2022-2027 automatic trucks. * 1099 position with weekly direct deposit. * 24/7 dispatch & driver support. Now hiring nationwide.
Chicago, IL · On-site
$2.0K - $3.0K/wk
Freight across all 48 states (mainly Midwest, South & Southeast). 2022-2027 automatic trucks. 1099 position with weekly direct deposit. 24/7 dispatch & driver support. Now hiring nationwide. Apply ...
Chicago, IL · On-site
$2.0K - $3.0K/wk
Freight across all 48 states (mainly Midwest, South & Southeast). 2022-2027 automatic trucks. 1099 position with weekly direct deposit. 24/7 dispatch & driver support. Now hiring nationwide. Apply ...
Joliet, IL · On-site
$2.0K - $3.0K/wk
Freight across all 48 states (mainly Midwest, South & Southeast). 2022-2027 automatic trucks. 1099 position with weekly direct deposit. 24/7 dispatch & driver support. Now hiring nationwide. Apply ...
Joliet, IL · On-site
$2.0K - $3.0K/wk
Freight across all 48 states (mainly Midwest, South & Southeast). 2022-2027 automatic trucks. 1099 position with weekly direct deposit. 24/7 dispatch & driver support. Now hiring nationwide. Apply ...
$5.45 - $7.41
0% of jobs
$7.41 - $9.37
0% of jobs
$9.37 - $11.32
0% of jobs
$11.32 - $13.28
0% of jobs
$14.23 is the 25th percentile. Wages below this are outliers.
$13.28 - $15.24
52% of jobs
$16.95 is the 75th percentile. Wages above this are outliers.
$15.24 - $17.20
27% of jobs
$17.20 - $19.16
15% of jobs
$19.16 - $21.12
0% of jobs
$21.12 - $23.07
1% of jobs
$23.07 - $25.03
1% of jobs
$25.03 - $26.99
4% of jobs
$5
$16
$26
| 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.
The most popular types of 1099 Driver jobs in Chicago, IL are:
Cities near Chicago, IL with the most Weekend 1099 Driver job openings:
$60 - $80/hr
Other
Posted 6 days ago
Contract | Company Driver | Current as of Aug 1, 2026
DescriptionMust 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: 2 weeks out / 2 days home, or 3 weeks out / 4 days. No forced dispatch, you pick your loads. Weekly settlements, itemised. 24/7 live dispatch. Freight from Amazon, Walmart, J.B. Hunt, FedEx, USPS. Dry van, reefer, flatbed. Need 25+, 1 yr verifiable CDL-A, clean MVR, no DOT drug or alcohol violation, English, work authorized in US.
Experience in Operating
Sourced by ZipRecruiter
11 - 50 Employees
West Lafayette, IN, US
1986
