$2,250 per week
Class A Truck Drivers Needed CDL Class A Up To 65 CPM Job Qualifications: - Active CDL Class A licence - at least 1 year of CDL Class A driving experience - MVR and PSP records in good standing Full Job Description: Up t…
Operations & Logistics · Chicago, IL
Truck Driver jobs in Chicago, IL
Truck drivers move freight over local and long-haul routes, manage hours-of-service logs, inspect their equipment, and deliver loads safely and on time.
293
Open roles today
$24–$54/hr
Typical pay range
$75k
Median, full-time
4
Fresh in this list
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01
Open truck driver roles
12 shown of 293 · sorted by freshness
Quantix Is Currently Partnering With CDL-A Waste Owner Operator Truck Drivers $12,000 SIGN-ON BONUS* Paid Out Within a Year, Including $4,000 on Your 1st Settlement! Regional Runs - Out 2-3 Days! CDL-A Owner Operator Tru…
$45 per hour
Class A OTR Truck Driver Job Over the road truck driver. 2020 Kenworth double bunk ultra shift w/ 53ft Van. Must stay out min 2-3 weeks. 1099 at the end of the year. No benefits. Independent Contractor. Steady. No Layove…
Quantix Is Currently Hiring CDL-A Tanker Truck Drivers for Our ISO Division $12,000 SIGN-ON BONUS CDL-A Truck Driver Advantages Include: ~$12,000 sign-on bonus ~Top earners can make more than $100,000 a year! ~Earn $1,70…
$1,600 per week
Class A Regional Truck Driver Job Get on the road. Get paid. Get home. We are seeking a skilled Truck Driver to join our team. The ideal candidate will have experience in OTR/Regional truck driving. Earn while you drive…
$26 - $30 per hour
Box Truck Driver National Decorating Service is looking for a full-time Box Truck Driver to support our commercial painting operations throughout Chicago. This role is responsible for driving a 18 ft box truck from our w…
$1,385 - $1,740 per week
CDL-A Local Truck Driver – Home Daily | $1,385–$1,740+ Weekly Job Type: Full-Time Driver Type: Solo | W-2 Company Driver Schedule: Day & Night Shifts Available Location: Local – Home Daily Position Overview American Tran…
$1,800 - $2,500 per week
meat for a major retail merchandiser and make some great money! Mainly no touch freight, but at times, smaller stores may need the driver to assist with unloading. Some shuttle work, but mostly regional deliveries. Prelo…
$2,000 - $2,500 per week
Class A Truck Driver Job Max Carriers are hiring the company OTR drivers. SOLO Dry Vans: up to 65 C +5 C for refrigerator TEAM Dry Vans : up to 80 C About the Position: • Latest Model Equipment with Automatic Transmissio…
Hiring immediately for CDL Class A Driver! CDL- A Drivers / Truck Driver Responsibilities: Dry Van Pay: $.70cpm Home Weekly, weekends not guaranteed No Touch Freight Average 2400+ miles weekly Run East of I-35, but no NY…
$2,400 - $2,700 per week
Isn't it great to have home time, dry van, reefer, and possible truck selection? Run Solo or we will even take a Premade Team if you... ...Freightliners, loaded with APU, Fridge, Microwave, Inverter and Tablet! Driver mu…
$5,000 per week
Overview Fairmount Global Freight is onboarding experienced drivers with pickup trucks and 40 FT gooseneck trailers to join our team on a full-time basis. This role is designed for drivers who own their equipment and are…
02
What truck drivers earn in Chicago
Hourly first — that's how the offer arrives
| Experience | Hourly | Annual, full-time |
|---|---|---|
| Entry level | $24–$31 | $49k–$65k |
| Mid level | $30–$41 | $63k–$86k |
| Senior | $39–$54 | $81k–$113k |
Adjusted for the Chicago market from national ranges.
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What employers ask for
The skills these listings keep naming
CDL Class A operationHours-of-service compliancePre-trip inspectionsELD systemsRoute planningDefensive drivingLoad securementCustomer communication
04
Interview questions worth rehearsing
With the thing the interviewer is actually listening for
Walk me through your pre-trip inspection routine.
Give a real sequence: brakes, tires, lights, coupling, fluids, load securement. A specific answer shows the habit is real, not memorized for the test.
How do you manage your hours of service on a tight delivery window?
Explain how you plan the trip around your available clock and communicate early if a window is not legally reachable. Compliance over heroics.
Tell me about driving in severe weather. When do you decide to shut down?
Say plainly that you slow down or park when conditions are unsafe, and that you notify dispatch. Carriers want drivers who protect the load and the license.
Have you had any accidents or violations? What happened?
Answer honestly and briefly, then explain what changed in your driving afterward. They will see the MVR anyway; candor is the test.
How do you stay alert on long hauls?
Talk about real habits: sleep discipline, planned breaks, and stopping when fatigued. Avoid any answer that sounds like pushing through tiredness.
What experience do you have with different trailer types or freight?
List what you have pulled, such as dry van, reefer, or flatbed, and any securement or temperature-control specifics that came with it.
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Resume tips that move the needle
For truck drivers specifically — generic advice costs you here
01
State your CDL class and endorsements up front, such as Hazmat, tanker, or doubles/triples.
02
Quantify safe miles driven and years without a preventable accident.
03
List equipment experience by trailer type: dry van, reefer, flatbed, or tanker.
04
Mention a current DOT medical card and a clean MVR if you have one.
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Include ELD platforms you have used, like Samsara or Motive, and any trainer or mentor duties.
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Where this role goes
Typical progression
01
CDL Student Driver
02
Company Driver
03
Lead or Trainer Driver
04
Owner-Operator or Fleet Manager
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