Driving Jobs in Chicago, IL — Immediate Openings

As of October 2026, there are 23+ open driving jobs in Chicago, IL. Current pay ranges from $32 to $364,000 per year. Top hiring areas include Delivery Driver, Cdl A and Part Time. New roles are posted daily — listings on this page are verified and updated regularly.

Nightline Freight

Chicago Part-Time Job:Overnight Parcel Transfer Driver | Part

Chicago, IL

$3,600 - $5,200

Peak Season Logistics

Part-Time Seasonal Holiday Package Driver at Peak Season

Chicago, IL

$3,500 - $5,000

Metro Parcel Delivery

Weekend Part-Time Urban Step Van Courier – Chicago | Part Time

Chicago, IL

$4,180 - $6,050

Health Transit Logistics

Part-Time Medical & Pharmacy Package Courier Job in Chicago

Chicago, IL

$3,520 - $4,950

Weekend Transit Co.

Flexible Part-Time Weekend Parcel Delivery Driver in Chicago

Chicago, IL

$1,650 - $2,750

Heavy Haul Last Mile

Immediate Part-Time Heavy/bulky Item Delivery Specialist Job –

Chicago, IL

$3,800 - $5,500

Corporate Courier Logistics

Part-Time B2B Route Logistics Driver – Chicago,IL | Part Time Job

Chicago, IL

$3,360 - $5,040

Flex Delivery Network

Evening Part-Time Independent Parcel Courier – Chicago | Part

Chicago, IL

$2,000 - $4,000

E-Comm Transit Solutions

Part-Time E-commerce Delivery Specialist Job – Chicago Hiring Now

Chicago, IL

$3,200 - $4,800

Local Logistics Pros

Part-Time Local Package Delivery Driver – Chicago(Recruiting)

Chicago, IL

$3,000 - $4,500

DoorDash

Chicago:Morning Shift Delivery Driver(Contractor,$2.7k-$4.6k/Month)

Chicago, IL

$2,700 - $4,600

Instacart

Chicago Pet Supply Delivery Driver(Contractor)-Instacart | Hiring

Chicago, IL

$2,900 - $4,800

Driving Jobs in Chicago — FAQ

How many driving jobs are available in Chicago, IL right now?
There are currently 23+ 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 23+ open routes above and apply directly.

Last updated: October 05, 2026