Driving Jobs in Wheeling, IL — Open Positions

As of April 2026, there are 30+ open driving positions in Wheeling, IL. Current pay ranges from $920 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 Delivery Driver

Wheeling, IL

$2,750 - $4,950

United Parcel Service (UPS)

UPS Package Delivery Driver|Wheeling,IL|United Parcel Service(UPS)

Wheeling, IL

$4,000 - $7,500

FreshDrop Logistics

$46.50/hr Driver Opportunity-Wheeling(PT)

Wheeling, IL

$2,850 - $5,225

Heavy Freight Logistics

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

Wheeling, IL

$5,000 - $8,500

National Grocery Delivery Network

Earn Extra Cash:Driver Opportunity(Wheeling)

Wheeling, IL

$2,500 - $4,500

Local Shopper Partners

(Wheeling)Part-Time:Courier

Wheeling, IL

$2,000 - $3,500

Midday Logistics Co.

Hiring in Wheeling:Driver Opportunity(Part-Time)

Wheeling, IL

$1,000 - $2,000

Urban Pedal Logistics

Urban Pedal Logistics Needs Independent Contractor Driver-Urban

Wheeling, IL

$2,500 - $4,500

Grubhub

Night Shift Grubhub Courier

Wheeling, IL

$2,940 - $5,040

Morning Express Couriers

Urgent Hire in Wheeling:Driver Opportunity

Wheeling, IL

$2,310 - $3,990

Wholesale Transit Partners

Driver Opportunity needed in Wheeling(Apply Now)

Wheeling, IL

$3,200 - $5,500

Grubhub

Grubhub Shop and Pay Driver

Wheeling, IL

$2,940 - $5,040

Driving Jobs in Wheeling — FAQ

How many driving jobs are available in Wheeling, IL right now?
There are currently 30+ 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 30+ listings above and apply directly.

Last updated: April 26, 2026