Delivery Driver Jobs in Chicago, IL — Apply Today

As of May 2026, there are 172 delivery driver openings in Chicago, IL. Local pay ranges from $500 to $9,520/year. Listings are updated daily — benefits start Day 1 for most positions.

Uber

Weekend Ubereats Delivery Professional(Gig)-Chicago

Chicago, IL

$2,530 - $4,370

Uber

Chicago Ubereats Bicycle & Scooter Courier(Gig)

Chicago, IL

$2,700 - $4,860

Secure Document Couriers

Independent Contractor Driver - Night Shift Legal/Document Courier

Chicago, IL

$2,800 - $5,000

Instacart

Late Night Instacart Courier

Chicago, IL

$2,548 - $4,368

Grubhub

Part-Time Shop And Pay Driver Job in Chicago | Part Time Job

Chicago, IL

$2,800 - $4,800

Uber

Chicago Contractor Role:Night Shift Ubereats Courier

Chicago, IL

$2,464 - $4,224

Grubhub

Chicago Part-Time:Early Morning Driver(Apply Now) | Part Time Job

Chicago, IL

$2,200 - $3,800

Uber

WAV Rideshare Driver Position in Chicago | Hiring

Chicago, IL

$3,500 - $5,500

Regional Expedite Logistics

Independent Contractor Driver-Long Distance / Regional Courier(Gig

Chicago, IL

$3,500 - $6,000

Lyft

Lyft seeks Premium Rideshare Driver in Chicago | Hiring

Chicago, IL

$4,500 - $7,500

Grubhub

Part-Time Bicycle & Scooter Courier|Chicago,IL | Part Time Job

Chicago, IL

$2,500 - $4,500

XPO Logistics

Local City Driver(Gig)-Chicago

Chicago, IL

$5,000 - $8,000

Delivery Driver Jobs in Chicago — FAQ

How many delivery driver jobs are open in Chicago, IL?
There are currently 172+ 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 172+ 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

844 open positions

Delivery Driver Jobs in Columbus

653 open positions

Delivery Driver Jobs in Columbia

603 open positions

Delivery Driver Jobs in Lakewood

603 open positions

Delivery Driver Jobs in Greenville

569 open positions

Delivery Driver Jobs in Bloomington

553 open positions

Delivery Driver Jobs in Auburn

531 open positions

Delivery Driver Jobs in Franklin

527 open positions

Delivery Driver Jobs in Albany

510 open positions

Delivery Driver Jobs in Middletown

494 open positions

Other Driving Jobs in Chicago

Other Driving Jobs in Chicago

13 open positions

Part-Time Driving Jobs in Chicago

6 open positions

Cdl Driver Jobs in Chicago

3 open positions

Grocery Jobs in Chicago

2 open positions

DSP Driver Jobs in Chicago

2 open positions

Weekend Driving Jobs in Chicago

2 open positions

Last updated: May 03, 2026