Class A CDL Truck Driver - Chicago OTR Division
$1,900 - $2,400 per weekDSL Express
Experienced Class A CDL Solo OTR Truck Drivers Wanted
Our routes often begin or conclude in this region, giving local drivers reliable home time on nationwide runs doing over the road services. We are actively hiring experienced Class A CDL Solo OTR Truck Drivers for our modern fleet who live in the Chicago, IL area and surrounding communities. Chicago is one of our largest and most active markets in the Midwest, with high freight volume, diverse route options, and strong demand across multiple lanes.
Typical Pay Highlights:
- 30% of line haul OR 65 a mile + bonuses (the choice most solo drivers prefer).
- Average weekly gross: $1,900 $2,400 with peaks reaching $2,700+ on legal hours.
- Switch between percentage and miles pay whenever you choose.
- Consistent drivers earned between $115,000 and $125,000 in 2025.
- A few exceptional top performers reached $145,000 last year driving full time.
- Anyone who wants to put in the effort will make good money!
Pay Details & Realistic Expectations: Pay is performance-based. In 2025, 87% of our drivers went with the 30% percentage plan because it consistently delivered better earnings in the current market. Slow season (Q1) typically ranges from $1,900$2,100 per week with some weeks hitting $2,400. Peak seasons (Q2 and Q4) usually run $2,100$2,400 with some $2,700 weeks. Q3 is somewhere between. This seasonal pattern has been reliable for the past 25 years. Everyone is different, some who work harder than others, are fit and able, and who work well with our dispatchers consistently blow the numbers away.
Pay Options:
- Percentage Pay (Best Option for Most Solos) - We pay up to 30% of line haul plus bonuses. We intentionally keep miles lower on percentage (2,0002,500 in slow season and up to 3,000 in busy season) because it maximizes earnings, reduces fuel costs, and helps prevent burnout.
- Miles Pay Option - Switch at any time. Up to 65 cents per mile plus bonuses based on experience and record. Typical miles: 2,5003,600 per week.
- Team Pay (Miles Only) - Up to 75 per mile split. Average $2,000$2,600 per driver per week. Note: Solo percentage pay is currently the stronger choice in this market.
Important Info About Our Work Ethic:
We receive a high volume of applications and are selective we are looking for "A" stringers and true professionals. Motivated, honest, and hard-working drivers earn excellent money and are treated like family. If you prefer coasting, missing loads, or spending time at truck stops, this is not the right opportunity. We are fair, but success depends on your effort.
What Makes DSL Express Different:
- We are a well-established company with 25 years in business since 2001 large enough to offer strong support and modern equipment, yet small enough that every driver counts.
- We welcome veterans and give fair-chance employment to anyone ready to work hard.
- 24/7 dispatch from three offices with real experienced staff.
- Modern trucks (mostly automatics with some manuals available) equipped with fridges and inverters.
- Company-owned mechanic shops in Chicago and Las Vegas.
- Dedicated dispatchers who learn your style and preferences.
- All no-touch freight in dry van or reefer trailers.
- Strong carrier partnerships that combine big-company resources with a family-owned feel.
Perks:
- No forced dispatch.
- Ability to take the truck home during hometime with parking support.
- Fuel cards and EZ-Passes provided.
- Weekly direct deposit.
- Flexible and reliable home time.
- Dedicated lanes can be set up for consistent drivers.
- Hazard occupational insurance covering lost wages, medical, and beneficiary.
- Monthly bonuses for safety, delivery performance, and communication.
- Extra bonuses for successful DOT inspections.
Job Description:
- Class A CDL required (additional endorsements a plus).
- Minimum 2+ years verifiable CDL experience.
- Clean MVR and acceptable PSP report.
- Dry van or reefer all no-touch freight.
- Must be comfortable with modern ELD systems and able to pass pre-employment drug screen.
Minimum Driver Qualifications:
- Must be physically fit and prepared for the demands of over-the-road driving.
- Valid Class A CDL with no pending suspensions.
- Up-to-date valid medical card.
- No failed or refused drug/alcohol tests in the last 4 years.
- No DWI, DUI, or BAC convictions in the last 4 years.
- No reckless driving convictions in the last 3 years.
- No more than 3 moving violations or accidents in the last 3 years.
- No license suspension for points or unpaid tickets in the last 3 years.
- No more than 2 moving violations in the past year.
- At least 3+ years of verifiable work history (including non-driving time).
We want serious, good people who take this job seriously. Apply today.
$1,900 - $2,400 per week
...begin or conclude in this region, giving local drivers reliable home time on nationwide runs doing... .... We are actively hiring experienced Class A CDL Solo OTR Truck Drivers for our modern fleet who live in the Chicago, IL area and surrounding communities. Chicago...Class a cdlFull timeSeasonal workLive inLocal areaFlexible hours$90k - $110k
...OTR Class A CDL-A Truck Drivers - Chicago, IL Chicago, IL Apply To This Position $90,000 - $110,000 annually Full Time OTR OTR 3 weeks out - 1 week home Benefits ~ Paid Orientation ~ Breakdown & Detention Pay...Class a cdlFull time$1,300 - $2,500 per week
...Description Regional CDL-A Hazmat Tanker Driver - Propane/Butane (Chicago,Il) Dave Hausbeck Trucking (DHT Group) is... ...our growing Propane Division serving the Chicago,... ...Schedule Regional/OTR operation dispatched... ...Qualifications Valid Class A CDL Hazmat (H)...Class a cdlHourly payFull timeSeasonal workNight shiftWeekend work- ...Job Summary We are seeking a CDL-A OTR Truck Driver for Little River, currently hiring in the Chicago, IL area. Requirements & Qualifications Valid CDL Class A Commercial Driver's License (CDL-A) Minimum 2 years minimum of verifiable CDL-A driving experience Clean MVR...Class a cdlCurrently hiring
- ...delivering more for our drivers. More Miles. More Pay.... ...new and experienced truck drivers in Chicago, IL and the surrounding... ...team. With various CDL A Over The Road routes available... ...will help find the OTR reefer route that... ...old and hold a valid Class A license No DUI within...Class a cdlTemporary workFlexible hours
- ...Job Summary We are seeking a CDL-A OTR Truck Driver for PAM Transport, currently hiring in the Chicago, IL area. Requirements & Qualifications Valid CDL Class A Commercial Driver's License (CDL-A) Minimum 3 months minimum of verifiable CDL-A driving experience Clean MVR...Class a cdlCurrently hiring
- ...Services has immediate openings for Class A CDL drivers in the greater Chicago, IL area. Work for a company you love... .... We are looking for experienced truck drivers throughout the United States... ...other states, visit ourJob Board. OTR Regional Driver, Class A CDL — Chicago...Class a cdlImmediate startNight shiftWeekend work
- ...Truck Driver Opportunity More Miles. More Pay. More Respect! At Knight... ...join the team. With various CDL A Over The Road routes available... ...will help find the dry van OTR route that works best for you... ...21 years old and hold a valid Class A license No DUI within 5 years...Class a cdlTemporary workFlexible hours
$15k
...Company Driver | Dry Van Location: Chicago, IL Company: Online Transport Pay: Competitive weekly pay (inquire for details) Route Type: otr, regional Start Date: ASAP About the Position Online... ...and safety conscious Class A CDL Company Truck Drivers to join our team! Regional...Class a cdlWeekly payTemporary workImmediate startRelocation package$2,000 per week
...experienced, safety-focused Class A CDL drivers ready to return to the road... ...drivers who want a clear path to truck ownership, competitive weekly... ...equipment, run nationwide OTR lanes without forced dispatch... ...wheel. Orientation Location: Chicago, IL (Sessions Held 7 Days a...Class a cdl$260k - $364k
...candidates. We carry A+ rated AM Best... ...: Expect OTR avg Gross 5K to... .... Team drivers make about 1.7... ...have reliable trucks! We want good people... ..."A" stringers! Division 1 players. If... ...mechanic shops at the Chicago depot for... ...Must have Class A CDL. Additional Endorsements...Class a cdlWeekly payContract workImmediate startNight shiftAfternoon shift$90.79k - $116.17k
...CDL-A OTR Truck Driver Mentor - 6 Months Experience Required Company: C.R. England Job ID: DEC24FM8KGHU1C-BB Location: Chicago, IL, 60701 Payment: $90792 - $116168 Payment Interval: Week Schedule... ...trailers. Driver Requirements Valid Class A CDL 25 Years of age or older 6+...Class a cdlWeekly payApprenticeshipTraineeshipLocal area$125k
...currently looking for dependable, safety-driven OTR drivers that are ready to deliver excellence... ...else you can expect from LCL Bulk: - Truck parking at home - Assigned late model... ...with us, you must: - Hold a Valid Class A CDL in the state in which you reside -...Class a cdlRelocation packageWeekend work$100 per hour
...Opportunities Available for Solo Company Drivers Call (***) ***-**** to speak... ...- 2,500 miles per week. ~ OTR Schedule: Drivers run... ...~ Late-Model Equipment: Our trucks are meticulously maintained,... ...Truck Lines is looking for Class A CDL drivers to join our team of OTR...Class a cdlDaily paidExtra incomeApprenticeshipFlexible hours$100k
...Description Job Description Provide service in our LTL division, pulling reefer dry freight with multiple deliveries.... ...of getting home on the day requested. NO forced dispatch!CDL-A Company LTL/OTR Truck Drivers (OTR Regional) ~ All miles paid loaded empty ~ Pet...Class a cdlWeekly payRelocation package$50 per hour
...Job Description Job Description Job Requirements: •Class A CDL License •2+ years OTR driving experience •Flexible availability for Midwest... ...Dedicated Routes – 70 CPM - Earn up to $3,000 Weekly - 1099 Drivers – Paid Weekly LIMITLESS FREIGHT WORKS INC is looking...Class a cdlWeekly payFlexible hours$72k - $88k
...OTR Class A CDL Reefer Truck Driver Job $3,000 Sign-on Bonus FOR EXPERIENCED DRIVERS** Company Driver Pay Drivers Earn between $72,000 - $88,000 on average per year* Longevity Pay - We reward our drivers to stay here. Our 5-year drivers can earn $93,0...Class a cdlRelocation package- ...Koch Trucking (Moto) is looking for a CDL-A OTR Truck Driver to join their team in the Chicago, IL area. The ideal candidate will have a valid CDL Class A license and a minimum of one year of driving experience. This position offers a competitive pay package, health and...Class a cdl
- ...Description: Over the Road - CDL-A TRUCK DRIVER JOBS IL, IN, OH, PA, NY, NJ, ME, VT,... ...Must have at least 1 year recent CDL-A OTR Experience Come see what it means... ...in Roaring Spring, PA Led by Class A CDL drivers Meet your Recruiter,...Class a cdlDaily paidWork at office
$1,057 - $1,769 per week
...Freightliner & International Tractors Route: Runs from the Chicago area to markets in MN, NE, ND, MO, and KS Average Miles: 2,... ...Detention Pay, Breakdown Pay Requirements Must have a valid Class A CDL Must have at least 6 months of tractor-trailer driving...Class a cdl$95k
...committed to delivering more for our drivers. More Miles. More Pay. More Respect... ...unload dedicated account is for truck drivers who have their Class A CDL. Drivers can expect regional routes... ...Maquoketa, Iowa. Drivers out of the Chicago area can get home 4 – 5 nights a week...Class a cdlWeekly payDaily paidTemporary workFlexible hoursNight shift- ...Company Driver | Dry Van Location: Chicago, IL Company: Terminal Transport, Inc. Pay: Competitive weekly pay (inquire for details) Route Type: otr, regional Start Date: ASAP About the Position Regional Drivers Needed Consistent Flexible home time Pay: $1450-1900 weekly...Class a cdlWeekly payImmediate startRelocation packageFlexible hours
- Regional Class A CDL Driver Job - Chicago, Illinois Paschall Truck Lines Has Open Driving Opportunities Live Recruiters Available Now! Call (***) ***-**** REVIVING... ...time, and outstanding benefits. Whether you prefer OTR (primarily running east of I-35), Dedicated, or...Class a cdlFlexible hours
$75 per hour
...CDL-A TEAM DRIVER | HOME WEEKLY OR EVERY OTHER WEEK | UP TO $0.74/MILE Home Time: Weekly or Every... ...offer the industry's best benefits with all truck driver jobs. Whether you're a company... ...Basic Requirements: Must have a valid class A License Moving Violations: No...Class a cdlFor contractorsRelocation packageFlexible hours$2,900 per month
...A logistics company based in Chicago is seeking experienced CDL Class A drivers for OTR routes with excellent pay and benefits. The position offers consistent weekly miles, multiple home time options, and modern trucks with all necessary amenities. Ideal candidates will...Class a cdlFlexible hours$55k - $92k
...for on-time service. We hire the best truck drivers in the industry. Our truck drivers are... ...truck drivers running Engineered from Chicago to various locations: Run from... ...Training Qualifications: ~ Class A CDL ~6 months of tractor-trailer driving...Class a cdlHourly payTemporary work$200k
...Job Description: Class A CDL Driver OTR Freight | Up To $200,000+ About the Company:... ...excellence, where our people not just our trucks set us apart in a crowded industry. We... ...U.S. hub network, including Texas, Chicago, Florida, California, Los Angeles, and...Class a cdlFor contractorsApprenticeshipLocal areaFlexible hours- LeadZLoco is seeking a CDL-A OTR Truck Driver for positions in the Chicago, IL area. Applicants must possess a valid CDL Class A license and have a minimum of 5 months of verifiable driving experience. Benefits include competitive pay, health, dental, and vision insurance...Class a cdl
$1,400 - $1,600 per week
...Description Job Description CDL-A TANKER DRIVERS | OTR | $1,400-$1,600/WEEK |... ...where drivers feel like a truck number? Western Dairy Transport... ...? Madison ? Rockford ? Chicago ? South Bend ? Detroit ?... ...REQUIREMENTS • Valid Class A CDL • Tanker Endorsement...Class a cdlWeekly payFlexible hours- LeadZLoco is seeking a CDL-A OTR Truck Driver for River Run, with open positions in the Chicago, IL area. This role offers a competitive pay package and a variety of benefits... .... The ideal candidate will have a valid CDL Class A license, at least 2 years of experience, and...Class a cdl
Do you want to receive more vacancies?
Subscribe and receive similar vacancies to Class A CDL Truck Driver - Chicago OTR Division. Be the first to apply!
- class a tanker driver Chicago, IL
- cdl class a local driver Chicago, IL
- driver class a - dry van Chicago, IL
- class a driver no experience Chicago, IL
- class a cdl driver with hazmat Chicago, IL
- local cdl a truck drivers - home daily! Chicago, IL
- local home daily class a truck driver Chicago, IL
- truck driver cdl a home daily Chicago, IL
- local class a delivery driver Chicago, IL
- class a otr driver Chicago, IL


