Driving Jobs in Grayslake, IL — Apply Today

As of April 2026, there are 30+ open driving positions in Grayslake, IL. Current pay ranges from $840 to $8,500 per year. Most openings are in Delivery Driver. New roles are posted daily — listings on this page are verified and updated regularly.

Grubhub

Grubhub Large Order Delivery Driver

Grayslake, IL

$3,500 - $6,000

Grubhub

Night Shift Grubhub Courier

Grayslake, IL

$2,464 - $4,224

On-Demand Tasks Network

Apply Now:Independent Contractor Driver-On-demand Errands in

Grayslake, IL

$2,000 - $4,000

Midday Logistics Co.

Urgent Hire in Grayslake:Driver Opportunity

Grayslake, IL

$1,000 - $2,000

Heavy Freight Logistics

Grayslake-based Independent Contractor Driver-Cargo Van / Box Truck

Grayslake, IL

$5,000 - $8,500

Grubhub

Grubhub Bicycle & Scooter Courier

Grayslake, IL

$2,200 - $3,960

Corporate Catering Couriers

Join Team:Independent Contractor Driver-Catering Logistics in

Grayslake, IL

$3,500 - $6,000

Grubhub

Campus Area Grubhub Driver

Grayslake, IL

$2,808 - $5,184

Regional Expedite Logistics

Grayslake Independent Contractor Driver-Long Distance / Regional

Grayslake, IL

$3,500 - $6,000

United Parcel Service (UPS)

Grayslake UPS Package Delivery Driver(Full-time)-United Parcel Service

Grayslake, IL

$4,000 - $7,500

Auto Logistics Pros

Grayslake Job:Independent Contractor Driver-Auto Parts Courier

Grayslake, IL

$2,800 - $4,800

FreshDrop Logistics

Urgent Hire in Grayslake:Driver Opportunity

Grayslake, IL

$3,000 - $5,500

Driving Jobs in Grayslake — FAQ

How many driving jobs are available in Grayslake, IL right now?
There are currently 30+ open driving positions in Grayslake, 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 Grayslake?
Driving job pay in Grayslake 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 Grayslake?
Yes. Many delivery driver, courier, and DSP positions in Grayslake 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 Grayslake?
Driving jobs in Grayslake 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 Grayslake?
Benefits vary by employer, but many driving positions in Grayslake 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 Grayslake?
Your take-home pay as a driver in Grayslake 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 Grayslake?
Yes, many driving positions in Grayslake 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 30+ listings above and apply directly.

Last updated: April 26, 2026