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Are you in private school or a trucking company school?
Do you want to stay local or run the roads and see the country?

 

How many hours is the school?
Make sure you get all the endorsements before graduation.
Get TWIC also.
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TWIC® | Transportation Security Administration
https://www.tsa.gov/for-industry/twic
Apply Complete the online application or you can complete the entire process in person at an application center.

• Disqualifying Offenses · Contact · Hazmat · Training · Public Area Security Summits
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TWIC™ - Chicago Fingerprinting Enrollment Center
HAZMAT Endorsement - Chicago Fingerprinting Enrollment Centertwic-chicago-fingerprinting-enrollment-center
TSA – TWIC™ Chicago Fingerprinting Enrollment Center. What is TWIC? The Transportation Worker Identification Credential (TWIC) is a common identification credential for all personnel requiring unescorted access to secure areas of the nation’s maritime transportation system -regulated facilities and vessels, and all mariners holding Coast Guard-issued credentials.

 

Here's a decent refrigerated company that also has a Chicago terminal.
Frozen Food Express - FFE
https://www.ffeinc.com
FFE is a leader in temperature controlled service with true LTL nationwide service.
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Chicago Illinois

• 16100 103rd Street Lemont, IL 60439

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Here's another one with 3 Illinois terminals and one is in Chicago. DOT will reimburse cdl school tuition back to you.
Submit the short application on the website and a recruiter will contact you for an interview.
Don't wait until you graduate; do it while still in school.
Locations - Drive For Dot | Dot Transportation, Inc.
https://drivefordot.com/about-dti/locations
Across the U.S., Dot Transportation, Inc. (DTI) drivers work out of Dot Foods’ DCs as well as several terminals. To ensure our drivers receive maximum home time, we encourage you to live within a 100-mile radius of our distribution centers or terminals.

 

This company sometimes hires a new cdl grad; they're strict.
Not sure about 21 yr. old drivers on this one, so call and ask.
Career Opportunities - Meiborg Brothers Trucking
https://www.meiborginc.com/careers
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Melton Truck Lines Flatbed Driving Jobs and Flatbed ...
https://meltontruck.com
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B. Carlson Truck - Galesburg IL
bcarlsontruck.com
No forced New York City.
B. Carlson is a flatbed trucking company based out of Galesburg, IL that is actively looking to recruit new drivers and customers. Flatbed trucking company hiring CDL drivers.