Driving Jobs in Wheeling, IL — Start This Week

As of April 2026, there are 50+ open driving positions in Wheeling, IL. Current pay ranges from $500 to $9,350 per year. Top hiring areas include Delivery Driver, General and Part Time. New roles are posted daily — listings on this page are verified and updated regularly.

Corporate Catering Couriers

Independent Contractor Driver - Catering Logistics

Wheeling, IL

$3,080 - $5,280

Lyft

Join Lyft in Wheeling as a Premium Rideshare Driver | Hiring

Wheeling, IL

$4,500 - $7,500

Shipt

Campus Area Shopper needed in Wheeling(Apply Now)

Wheeling, IL

$2,600 - $4,800

Grubhub

Suburban Route Grubhub Driver

Wheeling, IL

$2,520 - $4,410

Shipt

Earn Extra Cash:Early Morning Shopper(Wheeling)

Wheeling, IL

$2,200 - $3,800

Grubhub

Night Shift Grubhub Courier

Wheeling, IL

$2,548 - $4,368

Grubhub

Grubhub Bicycle & Scooter Courier

Wheeling, IL

$2,275 - $4,095

Heavy Freight Logistics

Independent Contractor Driver - Cargo Van / Box Truck Specialist

Wheeling, IL

$5,500 - $9,350

Uber

Apply Now:Suburban Route Ubereats Driver(Flexible,Wheeling)

Wheeling, IL

$2,400 - $4,200

Urban Pedal Logistics

Independent Contractor Driver - Urban E-Bike/Scooter Courier

Wheeling, IL

$2,200 - $3,960

Uber

Immediate Start:Connect Package Delivery Driver(Flexible,Wheeling)

Wheeling, IL

$3,360 - $6,160

Grubhub

Weekend Grubhub Delivery Professional

Wheeling, IL

$1,936 - $3,344

Driving Jobs in Wheeling — FAQ

How many driving jobs are available in Wheeling, IL right now?
There are currently 50+ open driving positions in Wheeling, 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 Wheeling?
Driving job pay in Wheeling 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 Wheeling?
Yes. Many delivery driver, courier, and DSP positions in Wheeling 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 Wheeling?
Driving jobs in Wheeling 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 Wheeling?
Benefits vary by employer, but many driving positions in Wheeling 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 Wheeling?
Your take-home pay as a driver in Wheeling 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 Wheeling?
Yes, many driving positions in Wheeling 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 50+ listings above and apply directly.

Last updated: April 17, 2026