Midwest Owner-Operator: Flexible, High-Volume Freight
Optimal Dispatch Service LLC
Optimal Dispatch Service LLC is seeking experienced owner-operators for their independent contractor role in Chicago, Illinois. This position offers access to structured freight opportunities with flexibility between power-only and trailer-based operations. You'll coordinate pickup and delivery schedules, monitor shipment progress, maintain delivery records, and follow compliance standards. A valid CDL-A license and ownership of a tractor unit are required. This role emphasizes consistent freight flow across major Midwest corridors. #J-18808-Ljbffr Optimal Dispatch Service LLC
- ...Dispatch Service LLC is looking for experienced CDL-A owner-operators to manage intermodal freight operations in Chicago. The role requires transporting... ...a CDL-A license, truck ownership, and experience in high-volume environments. Strong time management and communication...FreightFor contractors
$2,500 - $3,000 per week
Carlsbad Tech seeks an Owner Operator CDL-A Truck Driver to join their top-paying regional dry van fleet based in Chicago, IL. Enjoy flexible home time with OTR, regional, and local routes while transporting freight with 100% no-touch delivery. Candidates must possess...Flexible hoursFreightLocal area- Schneider is seeking Owner-Operators in Chicago, Illinois, to enjoy flexible scheduling and various freight options. You'll benefit from a $3,000 sign-on bonus, along with the opportunity to choose your loads and schedule under Schneider’s authority. Ideal candidates possess...Flexible hoursFreightRelocation package
$235k - $287k
Job Type: Independent Contractor / Owner Operator Freight Type: Dry Van Home Time: Flexible - Daily, Weekly, Every 2 Weeks, Every 3 Weeks, or Custom Schedule... ...selection freedom, no forced dispatch, and access to a high-volume freight marketplace. This opportunity is ideal for...Flexible hoursFreightWeekly payFor contractorsLocal areaRelocation package$5,500 - $7,500 per week
...Overview Looking for Owner Operators who want consistent freight and strong weekly revenue. We work with box trucks... ..., and straight trucks and offer flexible run options. If you're tired of searching... ...loads available Consistent freight volume What We Offer Access to large...Flexible hoursFreightLocal areaImmediate start- ...strategic terminals and operations across 49 states and... ...Responsibilities As an Owner Operator Driver with Altom... ...support, and offers high revenue potential , Altom... ...independently Willing to work flexible schedules, including 24... ...Surcharge: Earn 68% of freight revenue + 100% fuel...Flexible hoursFreightWeekly pay
$1,300 - $1,850 per week
...Description Job Description Midwest Regional CDL-A Driver (... ...U.S. Army Maintained 100% operations during COVID-19 with zero layoffs... ...~ Regional Midwest Freight ~ Operating primarily out of... ...~ Non-forced dispatch ~ Flexible scheduling for work-life balance...Flexible hoursFreightWeekly payFull timeImmediate start$7.5k - $12.5k
Owner-Operators Needed - Work With Our Freight Dispatch Service We are a freight dispatch service looking for experienced... ...loads. What We Offer Access to high-paying U.S. freight loads Support... ..., and route planning Flexible schedules to fit your operations...Flexible hoursFreightImmediate start$260k - $364k
...offering the first 10 owners a ONE TIME DEAL. 92... ...NOW HIRING OWNER OPERATORS who want to make... ...great company! Very high percentage take home with load volume even in the worst market... ...focus is on Midwest, east, southeast, south... .... We do dedicated freight with Chicago area companies...FreightWeekly payContract workImmediate startNight shiftAfternoon shift$1,500 per week
...Top-Paying Regional Dry Van Fleet Hauling 100% no-touch freight across the Northeast and Midwest. Enjoy steady miles, consistent pay, and weekly home time Average weekly pay: $1500 Home time flexible: out 23 weeks, home 37 days based on your preference Freight...Flexible hoursFreightWeekly payTraineeship$50k
Blue-Grace Logistics LLC in Chicago is seeking ambitious sales representatives for a high-volume sales role. You will engage with freight carriers, negotiating rates and ensuring timely shipments. The position emphasizes in-office work to foster teamwork and competition...FreightBase plus commissionWork at office- ...Owner Operator | Dry Van Location: Chicago, IL Company: Terminal Transport... ...Drivers Needed Consistent Flexible home time Pay: $1450-1900... ...Internationals Operating Area: Midwest Benefits for Driver & Family... ...Info 100% No Touch Freight 50% Drop & Hook Paid biweekly...Flexible hoursFreightWeekly payImmediate startRelocation package
$50k
Blue-Grace Logistics LLC in Chicago is hiring for a high-volume sales role focused on building relationships with freight carriers and negotiating rates. The position offers a base salary of $50k plus uncapped commission, where performance directly impacts earnings. Candidates...FreightBase plus commissionWork at office$2,500 - $3,000 per week
...dry van fleet hauling 100% no-touch freight across the Northeast and Midwest. Enjoy steady miles, consistent... ...Weekly Pay: $2,500-$3,000 Home Time Flexible: OTR, Regional & Local routes... ...to Wellness Resources Equipment & Operations New, well-maintained trucks 100% No...Flexible hoursFreightWeekly payTemporary workLocal area- ...Altom Transport is seeking an Owner Operator Driver in Chicago, Illinois. You will safely transport... ...preferred. The position offers a high revenue potential and fuel surcharge, along with comprehensive support and flexible scheduling. Join a family-owned company that...Flexible hours
$1,900 - $2,400 per week
...Chicago is one of our largest and most active markets in the Midwest, with high freight volume, diverse route options, and strong demand across... ...cards and EZ-Passes provided. Weekly direct deposit. Flexible and reliable home time. Dedicated lanes can be set up...Flexible hoursFreightFull timeSeasonal workLive inLocal area- ...Owner-Operators (Sprinter Vans & Cargo Vans) – Nationwide Double Leap LLC is seeking reliable Owner-Operators with Sprinter Vans... ...We Offer No Forced Dispatch. Weekly Pay. Consistent Freight Opportunities. Flexible Schedule. OTR, Regional & Local Loads. 24/7 Dispatch Support...Flexible hoursFreightWeekly payLocal area
$90k
...role they play in keeping freight moving across the... ...Florida, Texas, and the Midwest. Consistent OTR schedule... ...Southeast Regional. Run high-volume Southeast lanes. Primarily operate between FL, GA, NC, and... ...consistent regional lanes. Flexible home time options. Run...Flexible hoursFreightPart time$5,000 - $7,000 per week
...Now Leasing Owner Operators – Pickup Truck & Gooseneck Trailer Fairmount Global Freight is expanding and actively onboarding reliable Owner Operators to run under our... ...Routes Hotshot and general freight opportunities. Flexible routes depending on availability....Flexible hoursFreightLong distance$72.8k - $84k
...Regional CDL-A Reefer Truck Driver Jobs Offer High Miles And Excellent Earning Potential!... ...with plenty of miles Drop-and-hook freight for faster turnarounds Higher pay for safe... ...Employee Discount Program Disability Insurance Flexible Spending account - be financially ready...Flexible hoursFreightWeekly pay$6,000 - $9,000 per week
...Box Truck Owner Operators Chicago, Illinois, United States Or refer someone Job Openings Box... ...to maximize your income, we have the freight, support, and structure to get you moving... ...Strong, transparent communication Flexible home time No forced dispatch We care about...Flexible hoursFreightStart working todayImmediate start$1,700 - $2,100 per week
...dry‑van fleet hauling 100% no‑touch freight across the Northeast and Midwest. Enjoy steady miles, consistent... ...Weekly Pay: $1,700–$2,100 Home Time Flexible: Out 2–3 weeks, home 3–7 days... ...to Wellness Resources Equipment & Operations New, well‑maintained trucks 100% no...Flexible hoursFreightWeekly payTemporary work- ...Owner-Operator Contract Position MML Alliance hires experienced Owner-Operators with a box... ...device and 24/7 support ~ Consistent freight and best available loads on a box truck... ...assistance ~ Pet-friendly policy ~ Flexible home time (minimum 2 weeks on the road,...Flexible hoursFreightWeekly payContract workFor contractorsImmediate start
- ...Logistics Carrier LLC is currently seeking reliable owner-operators with Sprinter Vans and Cargo Vans for consistent nationwide freight opportunities. Job Type: Contract / Full-... ...~ Fast and professional communication. ~ Flexible schedule. ~ Quick onboarding process....Flexible hoursFreightFull timeContract workFor contractors
- ...General Logistics Carrier LLC is seeking reliable Owner-Operators with Sprinter Vans and Cargo Vans for consistent nationwide freight opportunities. As an independent contractor, you will enjoy flexible scheduling and strong support from our 24/7 dispatch team. The position...Flexible hoursFreightFor contractors
$650 per month
Owner Operator | Dry Van Location: Illinois Company: Terminal Transport... ...Drivers Needed Consistent + Flexible home time Pay: $1500-1800+... ...Freightliners Operating Area: Midwest, Midatlantic No New England,... ...Info 100% No Touch Freight 50% Drop & Hook Paid biweekly...Flexible hoursFreightWeekly payImmediate startNight shift$5,500 - $7,500 per week
...A trucking logistics firm is seeking Owner Operators in Chicago, Illinois, offering them consistent freight and strong weekly revenue potential. The average gross earnings... ...Key benefits include a large freight network, flexible scheduling, and dedicated support. Owner...Flexible hoursFreightLocal area$36k
...is ideal for safety-focused, high-performing drivers who take pride... ...opportunity to transition to owner-operator with no money down and access... ..., auction, rental, and other freight streams out of roughly 70... ...per gallon through our large volume discounts with fuel providersCompetitive...FreightContract workFor contractors- ...Ext. 5 At Empire National, we treat our owner-operators with the highest respect and dignity,... ...transparent communication. Benefits / Pay Flexible rates: negotiated based on load,... ...Fletcher, NC, is an active interstate freight carrier authorized under MC966111 and USDOT...Flexible hoursFreightWork at officeLocal area
- Itlearn360 is seeking Owner Operators for a dedicated lane job from Illinois to New Hampshire and back. The position... ...and a $3,000 sign-on bonus. Drivers will enjoy flexible home-time, no forced dispatch, and no touch freight. Applicants must have a valid Class A CDL...Flexible hoursFreightRelocation package
Do you want to receive more vacancies?
Subscribe and receive similar vacancies to Midwest Owner-Operator: Flexible, High-Volume Freight. Be the first to apply!
- non cdl box truck owner operator Chicago, IL
- box truck owner operator Chicago, IL
- owner operator driver Chicago, IL
- owner operator truck driver Chicago, IL
- owner operator cdl a truck driver Chicago, IL
- owner operators / fleet owners Chicago, IL
- local truck owner operator Chicago, IL
- owner operator delivery Chicago, IL
- team owner operator Chicago, IL
- hazmat owner operator Chicago, IL



