Driving Jobs in Chicago, IL — Now Hiring

As of September 2026, there are 180+ open driving jobs in Chicago, IL. Current pay ranges from $14 to $90,000 per year. Top hiring areas include Delivery Driver, Cdl B and General. New roles are posted daily — listings on this page are verified and updated regularly.

Mobile Tool Networks

Mobile Tool Sales Route Driver(Mobile Retail And Sales)Vacancy in

Chicago, IL

$3,825 - $6,800

AquaDrop Delivery

$3.2k-$4.5k/Month Home Delivery Route Driver job in Chicago | Hiring

Chicago, IL

$3,185 - $4,550

City Waste Solutions

Residential Waste & Recycling Route Driver($5k-$7.2k/Month)-Chicago,IL

Chicago, IL

$4,950 - $7,150

Textile Transit Co.

Chicago:Industrial Linen & Laundry Route Driver

Chicago, IL

$3,680 - $5,336

Morning Crust Logistics

Bakery & Bread Route Driver Position in Chicago | Hiring

Chicago, IL

$3,520 - $5,280

Prime Beverage Distributors

Beverage Distribution Route Driver•Chicago,IL•Prime Beverage

Chicago, IL

$5,600 - $8,960

SecureShred Logistics

Work in Chicago:Secure Document Destruction Route Driver | Hiring

Chicago, IL

$3,990 - $5,460

BioSafe Transit

Chicago Full-time Medical Waste & Sharps Route Driver | Hiring

Chicago, IL

$4,000 - $5,500

SnackRoute Solutions

Vending & Micro-market Route Driver-Chicago,IL | Hiring

Chicago, IL

$3,300 - $4,950

ProWear Logistics

Chicago,IL:Uniform & Apparel Route Driver at Prowear Logistics

Chicago, IL

$3,675 - $5,775

Mobile Tool Networks

Chicago Career:Mobile Tool Sales Route Driver at Mobile Tool Networks

Chicago, IL

$4,500 - $8,000

AquaDrop Delivery

Home Delivery Route Driver($3.5k-$5k/Month)-Chicago,IL | Hiring

Chicago, IL

$3,500 - $5,000

Driving Jobs in Chicago — FAQ

How many driving jobs are available in Chicago, IL right now?
There are currently 180+ open driving jobs in Chicago, IL. They range from CDL-A truck driving and local home-daily routes to delivery, box truck, bus and non-CDL driving work. New routes are added daily.
How much do driving jobs pay in Chicago?
Pay in Chicago depends on the licence and the type of driving: delivery and non-CDL routes usually run $18–$26/hr, local CDL work $22–$32/hr, and CDL-A regional or OTR seats $1,200–$1,900 a week. Night runs and specialised freight such as flatbed or tanker pay more.
Are there driving jobs in Chicago with no experience?
Yes. Many employers in Chicago run paid CDL training or hire recent CDL school graduates, and non-CDL delivery, shuttle and rideshare work needs only a regular licence and a clean record.
Can I get a driving job in Chicago that is home every night?
Local routes in Chicago are home daily, including delivery, box truck, yard, dump truck and local CDL-A work. Regional runs get you home weekly, and OTR means longer stretches away for higher weekly pay.
Do I need a CDL to drive in Chicago?
Not for every job. Cargo van, sprinter, courier, shuttle and most 26' box truck routes need only a regular driver's licence. A CDL-B is needed for heavier straight trucks and buses, and a CDL-A for tractor-trailers.
What do employers check before hiring a driver in Chicago?
Your driving record for the last 3–5 years, a background check, and for commercial roles a DOT physical and drug test. Most insurers require drivers to be at least 21 for interstate work.
Which companies are hiring drivers immediately in Chicago?
Many carriers, delivery firms and local fleets in Chicago hire on a rolling basis, with start dates often within one to two weeks of applying. Browse the 180+ open routes above and apply directly.

Last updated: September 28, 2026