Delivery Driver Jobs in Chester, IL — See Openings

As of May 2026, there are 59 delivery driver openings in Chester, IL. Local pay ranges from $14 to $148,500/year. Listings are updated daily — benefits start Day 1 for most positions.

FedEx Custom Critical

Chester:Expedited Sprinter Van Driver-Time Critical Cargo

Chester, IL

$82,500 - $148,500

On-Demand Tasks Network

Chester Independent Contractor Driver-On-demand Errands with

Chester, GA

$2,000 - $4,000

XPO Logistics

Urgent Hire:Delivery Driver-Package Handler Box Truck in Chester,GA

Chester, GA

$22 - $28

United Parcel Service (UPS)

$4k-$7.5k/Month UPS Package Delivery Driver job in Chester | Hiring

Chester, IL

$4,000 - $7,500

Postmates

Same-day Delivery Driver•Chester,GA•Postmates | Hiring

Chester, GA

$2,912 - $4,914

Local Merchant Delivery Network

Chester:Independent Contractor Driver-Early Morning Bakery/floral

Chester, IL

$2,400 - $4,200

DoorDash

Chester Career:Flower Delivery Driver at Doordash | Hiring

Chester, IL

$2,760 - $4,830

Heavy Freight Logistics

Independent Contractor Driver-Cargo Van / Box Truck Specialist

Chester, IL

$5,000 - $8,500

DoorDash

Flower Delivery Driver(Gig Economy And Specialty Delivery)Vacancy in

Chester, GA

$2,760 - $4,830

Amazon Flex

Recruiting:Delivery Driver-Independent Contractor in Chester,GA

Chester, GA

$18 - $25

Auto Logistics Pros

Immediate Opening in Chester for a Independent Contractor Driver-Auto

Chester, IL

$2,800 - $4,800

DoorDash

Chester Delivery Driver-Food Delivery Part Time Evenings($15-$22/hr)

Chester, IL

$15 - $22

Delivery Driver Jobs in Chester — FAQ

How many delivery driver jobs are open in Chester, IL?
There are currently 59+ delivery driver positions in Chester, IL. New delivery driver roles are added regularly — check this page for the latest openings.
How much do delivery driver jobs pay in Chester?
Delivery Driver pay in Chester 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 Chester require experience?
Many delivery driver positions in Chester 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 Chester?
Browse the 59+ 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.

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Other Driving Jobs in Chester

Cdl Driver Jobs in Chester

18 open positions

Yard Jockey Jobs in Chester

2 open positions

Grocery Jobs in Chester

1 open positions

Last updated: May 13, 2026