Driving Jobs in Chicago, IL — Open Positions - Page 13

160+ driving jobs in Chicago, IL hiring now — CDL, delivery driver, courier & more. $18–$90K+, many with benefits. See what's open in Chicago.

Secure Document Couriers

$2.5k-$4.4k/Month Night Shift Legal/document Courier job in Chicago

Chicago, IL

$2,464 - $4,400

Local Merchant Delivery Network

Chicago Job:Early Morning Bakery/floral(Contractor) | Hiring

Chicago, IL

$2,400 - $4,200

Corporate Catering Couriers

$3.5k-$6k/Month Independent Contractor Driver-Catering Logistics job

Chicago, IL

$3,500 - $6,000

Final Mile Delivery Co.

Final Mile Parcel|Chicago,IL|Final Mile Delivery Co. | Hiring

Chicago, IL

$2,640 - $4,840

Auto Logistics Pros

Independent Contractor Driver-Auto Parts Courier•Chicago,IL•Auto

Chicago, IL

$2,800 - $4,800

FedEx

Delivery Driver-Chicago,IL | Hiring

Chicago, IL

$3,500 - $6,500

FedEx Ground Independent Service Provider

Fedex Ground Route Delivery Driver(Gig)-Chicago

Chicago, IL

$3,500 - $5,500

United Parcel Service (UPS)

Flexible UPS Package Delivery Driver(Chicago)

Chicago, IL

$4,000 - $8,000

DHL Express

Flexible Courier Driver(Chicago)

Chicago, IL

$3,600 - $5,200

Amazon Delivery Service Partners

Chicago Contract:Amazon DSP Delivery Van Driver

Chicago, IL

$3,400 - $4,800

United States Postal Service

Flexible USPS City Carrier Assistant(Chicago)

Chicago, IL

$3,400 - $4,800

Sysco Corporation

Flexible Sysco Local CDL-A Delivery Truck Driver(Chicago)

Chicago, IL

$6,000 - $9,000

Last updated: May 13, 2026