Class A CDL Truck Driver - Chicago OTR Division
$1,900 - $2,400 per weekDSL Express
Experienced Class A CDL Solo OTR Truck Drivers WantedOur routes often begin or conclude in the Chicago, IL 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 (2,000–2,500 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: 2,500–3,600 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.
$100k
...Company Driver | Flatbed Location: Chicago, IL Company: Western... ...Route Type: otr Start Date:... ...Flatbed and Dry Van divisions for company... ...* ~ Dependable trucks : Well-maintained... ...TRAINING YOU NEED! (CDL-A required)... ...~ Valid CDL-A (Class A CDL) ~21+ Years...Class a cdlFull timeImmediate start- ...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
$67.6k - $130k
...Description CDL-A Hazmat Tanker Driver | $1,300–$2,500+/Week | Home Weekly | Chicago, IL Propane & Butane (UN1... ...-A DRIVERS — WE HAVE TRUCKS TO FILL. DHT Group... ...growing Propane & Butane Division serving the Chicago,... ...~ Valid Class A CDL ~ Hazmat (H)...Class a cdlHourly payFull timeSeasonal workNight shiftWeekend work$1,300 - $2,500 per week
Description CDL-A Regional Propane Driver - Chicago, IL NOW HIRING - REGIONAL CDL-A HAZMAT TANKER DRIVERS Propane... ...Drivers for our growing Propane Division in the Chicago, Illinois region.... ...availability required Qualifications Valid Class A CDL Hazmat (H) endorsement...Class a cdlHourly paySeasonal workImmediate startNight shiftWeekend work$125k - $135k
...Company Driver | Refrigerated Location: Chicago, IL Company: CRST, The Transportation... ...) Route Type: otr Start Date: ASAP... ...looking for Experienced CDL A Team Truck Drivers to Haul Dedicated... ...hope. Our blood plasma division delivers life-saving materials...Class a cdlWeekly payFull timeLocal areaImmediate startRelocation package$93k
...Company Driver | Refrigerated Location: Chicago, IL Company: Van Eerden Trucking Company Pay: Competitive weekly... ...) Route Type: otr Start Date: ASAP... ...West Coast Solo OTR CDL-A CAREER OPPORTUNITIES... ...are looking for Solo Class A Commercial Drivers...Class a cdlWeekly payFull timeTemporary workImmediate startFlexible hours$190k - $230k
...Company Driver | Refrigerated Location: Chicago, IL Company: Van Eerden Trucking Company Pay: $0.73 to $0.78... ...mile Route Type: otr Start Date: ASAP... ...Position Team Driver OTR CDL-A CAREER OPPORTUNITIES... ...are looking for Team Class A Commercial Drivers...Class a cdlWeekly payFull timeTemporary workImmediate startFlexible hours$85k
OTR Class A Reefer Truck Driver Job - Chicago, Illinois Pay & Details Our drivers averaged $87,000 Annually in 2025. Percentage-Based Pay + 30 CPM Deadhead... ...recent OTR experience (possible training for inexperienced CDL holders) No more than 3 moving violations in past …...Class a cdl$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$260k - $364k
...candidates. We carry A+ rated AM Best... ...Pay:Expect OTR avg Gross 5K to... ...crappy market.Team drivers make about 1.7... ...have reliable trucks! We want good... ..."A" stringers! Division 1 players. If you... ...shops at the Chicago depot for discount... ...:Must have Class A CDL. Additional Endorsements...Class a cdlWeekly payContract workImmediate startNight shiftAfternoon shift$1,000 per week
...hiring experienced Regional CDL A Drivers for a dedicated freight... ...between Cedar Rapids, Iowa and Chicago, Illinois. This is a great opportunity for a Class A truck driver looking for... ...of the applicable driving division. Regional or OTR experience is preferred but...Class a cdlWeekly payRelocation package$85k - $90k
...us! What You'll Do Run OTR refrigerated freight across... ...000–$90,000 per year for top drivers ~ Up to $300 bonus for clean... ...lease program on 2024–2026 model trucks Equipment ~53' reefer... ...Requirements ~ Valid Class A CDL ~21 years of age or older...Class a cdl- ...Company Driver | Flatbed Location: Chicago, IL Company: MK Trucking Pay: $0.63 to $0.70 per mile Route Type: otr, regional Start Date: ASAP About the Position... ...Requirements Requirements • Valid CDL Class A License • Minimum 1.5 Years of...Class a cdlFull timeImmediate startRelocation package
$1,300 - $2,500 per week
CDL-A Regional Propane Driver - Chicago, IL NOW HIRING - REGIONAL CDL-A HAZMAT TANKER DRIVERS Pay & Benefits Average gross weekly earnings: $1,300-$2,... ...weekend day availability required Qualifications Valid Class A CDL Hazmat (H) endorsement required prior to hire...Class a cdlHourly paySeasonal workImmediate startNight shiftWeekend work$70k
...CDL-A Truck Drivers: GREAT ROUTES AVAILABLE! Top Pay & Benefits OTR Drivers: Average 2,000+ miles per week. Bonuses may be available. Count on consistent miles... ...driving job Qualifications: Must have Class A License (CDL A) and 21 years or older. Must...Class a cdlTemporary workRelocation packageFlexible hours$1,000 - $1,100 per week
...Company Driver | Refrigerated Location: Chicago, IL Company: Schneider Pay:... ...increase - Over-the-Road (OTR) Van Truckload truck driver Average pay:... ...week Experience: All CDL holders Overview ~... ...Valid Class A Commercial Driver’s License...Class a cdlHourly payWeekly payFull timeApprenticeshipImmediate startRelocation package$85k - $90k
...job overview below. Navajo Express is Now Hiring Experienced CDL-A OTR Refrigerated Truck Driver Company Driver Job Summary Navajo Express is hiring experienced Commercial Driver's License Class A (CDL-A) Over-the-Road (OTR) Refrigerated Company Drivers. Applicants...Class a cdlImmediate start$95k - $104k
...Company Driver | Refrigerated Location: Chicago, IL Company: CRST, The Transportation Solution Pay... ...inquire for details) Route Type: otr Start Date: ASAP About... ...America. We are looking for Experienced CDL A Team Truck Drivers to Haul Dedicated freight...Class a cdlWeekly payFull timeLocal areaImmediate startRelocation package$1,700 - $2,500 per week
...MONEY. 7 Months experience required, GUARANTEED PAY! 14-21 Days minimum, depending on location. SS Transport is hiring CDL A Truck Drivers for OTR Van Freight. If you're a runner who wants consistent miles and strong weekly pay, we have the freight to keep you moving....Class a cdlWeekly pay$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$1,600 per week
...Company Driver | Dry Van Location: Chicago, IL Company: Express Dedicated LLC... ...weekly pay? We’re hiring CDL-A Solo Drivers out of Chicago... ...coming off daily line haul trucks, ensuring freight is moved... ...benefits available No OTR, no long-haul resets Requirements...Class a cdlWeekly payFull timeLocal areaImmediate startMonday to FridayShift work$1,045 - $2,185.17 per week
...Job Description Job Description Flatbed CDL-A Driver, OTR Route: $1,045.00 - $2,185.17 per week. System Transport is hiring CDL-A... ...hauling steel, machinery, building materials, and more. Division 200 OTR ~ Earn $1,045.00 - $2,185.17/week ($54,353.00 - $1...Class a cdl- Class A CDL Truck Driver OTR Position Job Job description: CDL A OTR DRIVERS – ALL 48 STATES $0.65–$0.70 CPM | ALL Miles Paid | Weekly Direct Deposit Chicago-based family carrier hiring experienced OTR drivers. This is TRUE OTR (3+ weeks out / CA 4+ weeks). 24/7 support...Class a cdlWeekly payFull timeContract work
$650 per month
...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...Class a cdlWeekly payFull timeImmediate startRelocation packageFlexible hours$2,200 - $3,000 per week
...* Referral Bonus: $1,000 DRIVER PERKS & EQUIPMENT * Choice of... ...tax classification * Newer Truck Models available * Pet Friendly... ...QUALIFICATIONS & REQUIREMENTS * Valid Class A CDL * 24 Months Verifiable Class... ...Experience (Minimum 12 Months OTR Experience) * Clean Driving...Class a cdl- ...Warrior Staffing is hiring experienced OTR CDL A Drivers for a long-haul trucking opportunity offering strong miles,... ...earning potential for qualified Class A drivers. This position is available... .... Keywords: Class A Driver, Location: Chicago, IL - 60608 , PL: 604155730Class a cdlImmediate startFlexible hours
$110k
...Join as an Over-The-Road Driver. Haul a mix of Full Truckload and Multi-Stop loads between points east of I-35 and Florence NJ. ~... ...placarded Hazmat loads. More responsibility deserves more pay. OTR Regional Drivers Welcome to Apply Now → The Cooler Choice for...Class a cdlWeekly payRelocation packageFlexible hours- CDL A Truck Driver - Local or OTR Job Type: Driving Choose the driving schedule that works for you. We are hiring experienced CDL-A drivers for three... ...-transmission trucks Driver Requirements Valid Class A CDL At least three months of tractor-trailer driving experience...Class a cdlHourly payWeekly payLocal area
$107.22k
...that means great opportunities for drivers. Crete Carrier and Shaffer Trucking offer home daily local jobs,... ...home time or regional and national OTR. Salary: Top 50% average $107,21... ...Experience: One-year verifiable tractor trailer experience with a class A CDL...Class a cdlLocal area$1,200 - $1,400 per week
Class A CDL Solo LOCAL Truck Driver - Experienced Drivers welcomed to apply POSITION DETAILS Average $1200.00-1400.00+ Weekly Intermodal Monthly... ...Sun- Mon Weekly Pay via Direct Deposit Great Benefits Chicago and cities within 50 miles REQUIREMENTS Must be at...Class a cdlWeekly payDaily paidSelf employmentLocal areaNight shift
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