Driving Jobs in Chester, IL — Open Positions
As of March 2026, there are 60+ open driving positions in Chester, IL. Current pay ranges from $500 to $7,500 per year. Top hiring areas include Delivery Driver and General. New roles are posted daily — listings on this page are verified and updated regularly.
Grubhub
Early Morning Grubhub Driver
Chester, IL
$1,870 - $3,230
Grubhub
Campus Area Grubhub Driver
Chester, IL
$2,989 - $5,520
Grubhub
Part-Time Grubhub Driver (Lunch Rush)
Chester, IL
$680 - $1,530
Grubhub
Suburban Route Grubhub Driver
Chester, IL
$2,520 - $4,410
Grubhub
Grubhub Bicycle & Scooter Courier
Chester, IL
$2,500 - $4,500
Grubhub
Night Shift Grubhub Courier
Chester, IL
$3,136 - $5,376
Grubhub
Grubhub Shop and Pay Driver
Chester, IL
$2,576 - $4,416
Grubhub
Weekend Grubhub Delivery Professional
Chester, IL
$1,936 - $3,344
Grubhub
Grubhub Large Order Delivery Driver
Chester, IL
$3,500 - $6,000
Grubhub
Grubhub Delivery Driver
Chester, IL
$2,275 - $4,095
Grubhub
Campus Area Grubhub Driver
Chester, GA
$2,600 - $4,800
Grubhub
Early Morning Grubhub Driver
Chester, GA
$2,464 - $4,256
Driving Jobs in Chester — FAQ
How many driving jobs are available in Chester, IL right now?
There are currently 60+ 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 60+ listings above and apply directly.
Last updated: March 13, 2026