Driving Jobs in Chester, IL — Hiring Now

As of May 2026, there are 120+ open driving positions in Chester, IL. Current pay ranges from $440 to $9,350 per year. Top hiring areas include Delivery Driver, General and Cdl Driver. New roles are posted daily — listings on this page are verified and updated regularly.

Local Logistics Network

Chester Contractor Independent Contractor Driver-Medical Courier

Chester, IL

$3,360 - $5,600

O'Reilly Auto Parts

O'reilly Auto Parts(Chester)Hiring:Delivery Driver & Logistics

Chester, IL

$2,800 - $4,000

Uber

Uber Needs Uberx Driver in Chester | Hiring

Chester, GA

$3,000 - $5,000

Uber

Uber Needs Event Driver in Chester | Hiring

Chester, GA

$2,800 - $5,000

Final Mile Delivery Co.

Final Mile Delivery Co. Needs Independent Contractor Driver-Final Mile

Chester, GA

$3,000 - $5,500

Uber

Chester Ubereats Large Order Delivery Driver(Contractor)-Uber

Chester, GA

$3,500 - $6,000

Secure Legal Logistics

Legal & Secure Document Courier

Chester, IL

$3,675 - $5,775

Uber

Uberxl Driver($4k-$6.5k/Month)-Chester,GA | Hiring

Chester, GA

$4,000 - $6,500

Heavy Freight Logistics

IL Career:Independent Contractor Driver-Cargo Van / Box Truck

Chester, IL

$5,000 - $8,500

Uber

$3.8k-$5.9k/Month Airport Driver job in Chester | Hiring

Chester, GA

$3,780 - $5,940

Local Merchant Delivery Network

Chester Job:Independent Contractor Driver-Early Morning Bakery/floral

Chester, GA

$2,400 - $4,200

Elite Hand Courier

White-Glove Specialty Courier

Chester, IL

$4,000 - $6,500

Driving Jobs in Chester — FAQ

How many driving jobs are available in Chester, IL right now?
There are currently 120+ open driving positions in Chester, IL. These include delivery drivers, CDL truck drivers, couriers, bus drivers, DSP drivers, and local route positions. New jobs are added daily.
How much do driving jobs pay in Chester?
Driving job pay in Chester varies by role: Delivery drivers earn $18–$25/hr, CDL truck drivers $55K–$90K+/year, couriers $16–$22/hr, and bus drivers $20–$30/hr. Night and weekend routes often pay premium rates.
Can I get a driving job with no experience in Chester?
Yes. Many delivery driver, courier, and DSP positions in Chester require no prior experience and provide paid training. Delivery driver positions require a valid driver's license but no CDL. Some carriers offer free CDL training programs.
What schedules do driving jobs offer in Chester?
Driving jobs in Chester offer flexible schedules: day routes (6 AM–4 PM), evening routes (1 PM–10 PM), overnight/line haul (6 PM–6 AM), and weekend-only schedules (Fri–Sun or Sat–Mon). Part-time and gig-style shifts are also available. Overnight and weekend routes typically pay premium rates.
What benefits do driving jobs offer in Chester?
Benefits vary by employer, but many driving positions in Chester offer: health, dental, and vision insurance; 401(k) or retirement plans; paid time off; sign-on bonuses; weekly or daily pay; company-provided vehicles for delivery positions; and CDL training assistance from select employers.
How much do drivers take home after taxes in Chester?
Your take-home pay as a driver in Chester depends on your pay rate, hours worked, and state tax rate. For example, a delivery driver earning $22/hr in a no-tax state like Texas takes home about $750/week, while in California it's closer to $670/week after state tax.
Are driving companies hiring immediately in Chester?
Yes, many driving positions in Chester are hiring immediately with start dates within 1–2 weeks of applying. Delivery driver and courier roles often offer same-week start dates. Browse the 120+ listings above and apply directly.

Last updated: May 08, 2026