Delivery Driver Jobs in Chicago, IL — Start This Week

As of April 2026, there are 191 delivery driver openings in Chicago, IL. Local pay ranges from $440 to $9,180/year. Listings are updated daily — benefits start Day 1 for most positions.

Uber

Chicago Contractor WAV Driver | Hiring

Chicago, IL

$3,500 - $5,500

Secure Document Couriers

Independent Contractor Driver - Night Shift Legal/Document Courier

Chicago, IL

$2,800 - $5,000

Uber

Weekend Driver•Chicago,IL•Uber | Hiring

Chicago, IL

$2,000 - $3,500

United States Postal Service

Assistant Rural Carrier (Weekend & Holiday Delivery)

Chicago, IL

$1,500 - $2,500

Uber

Night Shift Driver($3.6k-$6.2k/Month)-Chicago,IL | Hiring

Chicago, IL

$3,584 - $6,160

Uber

Work in Chicago:Rideshare Driver | Hiring

Chicago, IL

$3,000 - $5,000

Heavy Freight Logistics

Chicago Contractor Independent Contractor Driver-Cargo Van / Box Truck

Chicago, IL

$4,400 - $7,480

DoorDash

College Town DoorDash Driver

Chicago, IL

$2,600 - $4,800

Corporate Courier Logistics

Part-Time B2B Route Logistics Driver Job in Chicago | Part Time

Chicago, IL

$3,679 - $5,520

Urban Pedal Logistics

Independent Contractor Driver - Urban E-Bike/Scooter Courier

Chicago, IL

$2,700 - $4,860

BioSafe Transit

Medical Waste & Sharps Route Driver(Part-Time)-Chicago

Chicago, IL

$4,000 - $5,500

Local Logistics Pros

Local Package Delivery Driver|Part-Time Job|Chicago | Part Time

Chicago, IL

$3,000 - $4,500

Delivery Driver Jobs in Chicago — FAQ

How many delivery driver jobs are open in Chicago, IL?
There are currently 191+ delivery driver positions in Chicago, IL. New delivery driver roles are added regularly — check this page for the latest openings.
How much do delivery driver jobs pay in Chicago?
Delivery Driver pay in Chicago varies by employer, route type, and experience level. Many positions offer shift differentials, mileage bonuses, and sign-on bonuses. Browse the listings above to see pay details for each opening.
Do delivery driver jobs in Chicago require experience?
Many delivery driver positions in Chicago welcome entry-level applicants. Employers like Amazon, FedEx, and UPS often provide paid training. CDL positions may require a valid commercial license — check individual listings for specific requirements.
How do I apply for delivery driver jobs in Chicago?
Browse the 191+ delivery driver listings above, click on any position for full details including pay, schedule, and requirements, then follow the application link. Most driving positions have a simple online application.

Delivery Driver Jobs in Other Cities

Delivery Driver Jobs in Springfield

947 open positions

Delivery Driver Jobs in Columbus

696 open positions

Delivery Driver Jobs in Columbia

661 open positions

Delivery Driver Jobs in Lakewood

649 open positions

Delivery Driver Jobs in Bloomington

611 open positions

Delivery Driver Jobs in Greenville

592 open positions

Delivery Driver Jobs in Albany

567 open positions

Delivery Driver Jobs in Franklin

557 open positions

Delivery Driver Jobs in Auburn

551 open positions

Delivery Driver Jobs in Long Beach

519 open positions

Other Driving Jobs in Chicago

Other Driving Jobs in Chicago

12 open positions

Cdl Driver Jobs in Chicago

12 open positions

Part-Time Driving Jobs in Chicago

7 open positions

DSP Driver Jobs in Chicago

3 open positions

Grocery Jobs in Chicago

3 open positions

Weekend Driving Jobs in Chicago

2 open positions

Last updated: April 17, 2026