Sign up to access all features of our service.
  • Job search
  • Favorites
  • Create a CV
    New
  • Salaries
  • Subscriptions

CDL A Truck Drivers (1099)

$12,000 per week
Full-time

Roadrunner

Contracting CDL-A Truck Drivers
  • HIGH GROSS. REAL FREEDOM - Up to $12K/week for teams; up to $4K/week solo*
  • YOUR BUSINESS, YOUR WAY - Choose your own loads, routes, home time
  • BETTER BENEFITS, LOWER COST - Health insurance plans available

Run with the Best

Roadrunner is built differently. There are no company drivers, no competing for freight, and no forced dispatch. You choose your loads, routes, and home time while running under a model designed for independence.

With consistent freight, stable rates, and full back-end support, Roadrunner gives you the tools to grow your business-without the usual headaches of running it alone.

Lease Purchase - Teams & Solos

  • Total control of your operation. Choose your lanes, routes, and home time, with access to freight across 19 core locations. Stay out as long as you want (recommended 2+ weeks) and run your business your way.
  • Strong weekly revenue potential. Teams average $8,000-$12,000 per week paid to the truck, earning an additional $0.20/mi on published rates. Solo contractors average $3,000-$4,000 per week.*
  • 100% no-touch freight. You spend more time on the road and less time waiting. Drop & hook with preloaded trailers.
  • Built-in stability without the hassle. No need to source freight or manage billing, compliance, or collections-Roadrunner handles it, so you can focus on driving and earning.
  • Team up your way. Already have a partner or need one? Roadrunner can help match you with a teammate.
  • No forced dispatch. You decide what freight you take-period.

Lease Purchase Contractor Options

  • Path to ownership made simple. Transition from company driver with low down payments starting at $1,500-no need for large upfront capital.
  • Flexible truck options. Lease through trusted partners like Lone Mountain, Arrow, and TEL with a variety of truck specs and payment plans.
  • Affordable weekly payments. Truck payments start as low as $400 per week, with flexible terms from 30-84 months.
  • Set up for long-term success. Choose a plan that fits your budget and business goals without being locked into one-size-fits-all equipment.

Benefits & Perks

  • Run under Roadrunner's DOT for free. Let us handle the admin workload, lower your truck insurance and plate costs, and support your business while you focus on the road.
  • Rare health coverage benefits. We offer affordable medical and dental insurance plans, so you're not sacrificing your health for your business.
  • Referral bonuses that pay big. Earn $1,000 for solos and $4,000 for teams.
  • Save more on every mile. Exclusive fuel discounts through various fuel partners-keeping more money in your pocket on every fill-up.
  • Driver-friendly policies. Pet and rider programs available.
  • Efficient freight network. OTR lanes are primarily drop & hook, no-touch freight with preloaded trailers and no appointments.

All pay and bonus amounts may vary by job type, location, experience level, and performance and are subject to change based on company discretion. Base pay ranges from $1.05-$3.50CPM. Drivers required to have inward facing cameras. Talk with a recruiter to confirm specific details.

There is no deadline to apply. Applications are accepted on an ongoing basis.

OTR Driver Requirements

  • Valid CDL A license
  • 1 year verifiable experience
Vacancy posted 1 day ago
Similar jobs that could be interesting for youBased on the CDL A Truck Drivers (1099) in Chicago, IL vacancy
  • $50 per hour

     ...Job Description Job Description Job Requirements: •Class A CDL License  •2+ years OTR driving experience •Flexible...  ...Regional Dedicated Routes – 70 CPM - Earn up to $3,000 Weekly - 1099 Drivers – Paid Weekly LIMITLESS FREIGHT WORKS INC is looking for experienced... 
    Hgv
    Weekly pay
    Flexible hours

    Limitless Freight Works Inc.

    Chicago, IL
    14 days ago
  • $5,500 per month

     ...Contracting CDL-A Truck Drivers EARN TODAY. OWN TOMORROW - Up to $1,650 weekly take-home PAID TO GET STARTED - $5,000 sign-on bonus + $500 orientation pay EASY FREIGHT. EASY WEEKS. - 100% no-touch dry van , 60% drop & hook Why Drive for Riverside Transport... 
    Hgv
    Weekly pay
    Full time
    Relocation package
    Flexible hours

    Riverside Transport

    Chicago, IL
    1 day ago
  • $130k

     ...Contracting CDL-A Truck Drivers BIG EARNING POWER - Up to $130,000 net per year* RUN EASY, EARN BIG - Mostly drop + hook, no-touch miles...  ...freedom, freight, and support to succeed. Lease Operator (1099) - Job Overview Owner-level earning power. Top earners take... 
    Hgv
    Weekly pay
    For contractors
    Local area
    Flexible hours

    EOS Trucking

    Chicago, IL
    4 days ago
  • $12,000 per week

     ...Contracting CDL-A Teams HIGH GROSS. REAL FREEDOM - Up to $12K/week for teams* YOUR...  ...teams career here Contracting CDL A Team Drivers! Roadrunner is built differently. There...  ...$8,000-$12,000 per week paid to the truck, earning an additional $0.20/mi on published... 
    Hgv
    Weekly pay
    Full time
    For contractors
    Flexible hours

    Roadrunner

    Chicago, IL
    4 days ago
  •  ...Owner-Operator Drivers All Trailer Types (1099 Independent Contractor) Now contracting motivated owner-operator drivers nationwide....  ...Active MC Authority (preferred) Valid insurance CDL-A Owner-operated truck Ready to run and communicate professionally If... 
    Hgv
    For contractors
    Local area

    American Logistics Authority

    Chicago, IL
    2 days ago
  •  ...Description Job Description Regional CDL A Driver – Home Weekly Location: Based out of...  ...weekly pay ~ W2 employment (no 1099 hassles) ~401k ~ Health insurance...  ...also listed by carrier directories and trucking forums as a flatbed carrier known to “treat... 
    Hgv
    Weekly pay
    Full time
    Relocation package

    SVB Express

    Chicago, IL
    19 days ago
  • $200k - $250k

    Clean Harbors is looking for a OTR Class A Dry Van Owner Operator to join their safety...  ...inspection reports QUALIFICATIONS Class A CDL HAZMAT and Tanker endorsements...  ...software For additional information about driver career opportunities, please call us at 72... 
    Hgv
    Hourly pay
    Full time
    Temporary work

    Clean Harbors

    Chicago, IL
    39 minutes ago
  • $7,000 - $9,000 per week

     ...Job Requirements: • Minimum 2 Years of CDL A tractor-trailer driving experience (...  ...Description: CDL A OTR Lease Purchase Truck Driver Opportunity! Tired of forced lanes and cut...  ...payouts. Contact us today to claim your truck!1099 PositionNo Health Benefits Offered at... 
    Hgv

    MN89 INC

    Chicago, IL
    9 days ago
  • $130k

     ...Hiring CDL-A Truck Drivers SPECIALIZED WORK, SERIOUS PAY - Earn up to $130,000 per year* MORE THAN JUST BASE PAY - Earn up to 2% extra revenue pay* NOT YOUR AVERAGE LOAD - Specialized opportunities that reward experience Why Drive for Action Resources? At... 
    Hgv
    Full time
    Flexible hours
    Night shift

    Action Resources

    La Grange, IL
    2 days ago
  •  ...I have a Chicago-based trucking company client looking to hire several full-time OTR CDL A Truck Drivers to driver the lower 48 on a 1099. They are looking for solo, teams, and owner operators and you can be based anywhere in the country. Up to .65cpm for solo drivers... 
    Hgv
    Full time
    Immediate start

    Maetz Consulting, LLC

    Chicago, IL
    2 days ago
  • $92k

     ...Hiring CDL-A Truck Drivers PAY THAT GOES THE DISTANCE - Drivers can earn $0.55 - $0.66CPM* EQUIPMENT YOU CAN TRUST - Modern trucks, steady freight, no forced NYC OWN MORE THAN YOUR ROUTE - ESOP ownership means your miles build equity Why Drive for J&R Schugel... 
    Hgv
    Full time
    Relocation package

    J&R Schugel

    Chicago, IL
    16 hours ago
  • Now Hiring: OTR Truck Drivers for 53' OPEN DECK STEPDECK or 53' Stepteck Conestoga A reputable and...  ...OTR for 2 - 3 weeks. Requirements: Valid CDL (Commercial Driver’s License) with a...  ...performance, we encourage you to apply today. 1099 To apply, please call: Emma Scott 312680... 
    Hgv
    Full time
    Immediate start
    Flexible hours

    Good News Trucking Corporation

    Chicago, IL
    3 days ago
  • $93.6k

     ...Hiring CDL-A Truck Drivers ONE COMPANY. MANY PATHS - OTR & dedicated opportunities PAY YOU CAN PLAN AROUND - Earn up to $93,600 per year* GET PAID TO GET STARTED - $1,500 sign-on bonus + $500 paid orientation* Why Drive for Riverside Transport? At Riverside... 
    Hgv
    Full time
    Temporary work
    Relocation package
    Flexible hours

    Riverside Transport

    Chicago, IL
    1 day ago
  • $92k

     ...Hiring CDL-A Truck Drivers PAY THAT GOES THE DISTANCE - Drivers can earn $0.62 - $0.66CPM* GREAT TRUCKS, EASY MILES - Late-model equipment, 100% no-touch freight OWN MORE THAN YOUR ROUTE - ESOP ownership means your miles build equity Why Drive for J&R Schugel... 
    Hgv
    Full time
    Relocation package

    J&R Schugel

    Chicago, IL
    1 day ago
  • $90k - $120k

    Safety-Kleenis looking for a Regiona Class A Tanker Driver to join their safety conscious team in E. Chicago, IN! This route runs from E. Chicago...  ...as vehicle inspection reports QUALIFICATIONS Class A CDL Minimum 12 months of Class A driving experience Minimum... 
    Hgv
    Hourly pay
    Full time
    Temporary work
    Relocation package

    Clean Harbors

    Oak Lawn, IL
    21 days ago
  • $93.6k

     ...Hiring CDL-A Truck Drivers PAY THAT SHOWS UP - Earn up to $93,600 per year* GET PAID TO GET STARTED - $1,500 sign-on bonus + $500 orientation pay* EASY FREIGHT. EASY WEEKS - 100% no-touch dry van hauling Why Drive for Riverside Transport? At Riverside Transport... 
    Hgv
    Daily paid
    Full time
    Temporary work
    Relocation package
    Flexible hours

    Riverside Transport

    Chicago, IL
    1 day ago
  • $75k

     ...Hiring CDL-A Truck Drivers PREMIUM PAY, EVERY DAY - Experienced drivers start at 70 CPM BIG BONUS, BETTER BENEFITS - $1,000 sign-on + PTO + full benefits WEEKLY HOME TIME TO STAY FRESH - Get home every weekend! Why Drive for K&B Transportation? K&B Transportation... 
    Hgv
    Full time
    Relocation package

    K&B Transportation

    Evanston, IL
    1 day ago
  • $3,300 per week

     ...About the Job CDL A FLATBED OTR DRIVERS - $0.80 CPM! 3,000-4,000 Miles Weekly | Up to $3,300/Week...  .../week. ~ Weekly direct deposit (1099). ~2020-2027 Volvo, Freightliner, International...  ..., Peterbilt & Kenworth automatic trucks. ~ Paid flight + company drug test... 
    Hgv
    Relocation package

    Denver Cargo, Inc.

    Chicago, IL
    4 days ago
  • $100k

     ...The  Energy Division of Kenan Advantage Group (KAG)is hiring  CDL ‑ A Tanker Drivers to haul essential fuel products that keeps North America running. This is  steady, high ‑ demand freight with a company known nationwide for safety, stability, and taking care of its... 
    Hgv
    Weekly pay
    Local area

    Kenan Advantage Group

    Cicero, IL
    12 days ago
  • $2,100 - $3,100 per week

     ...About the Job NOW HIRING CDL-A DRY VAN DRIVERS Earn $0.70 CPM and run steady freight with...  ...direct deposit every Friday. This is a 1099 contractor position. We provide...  ...Equipment includes 2020-2027 automatic trucks: ~ Volvo, Freightliner, Peterbilt, Kenworth... 
    Hgv
    Weekly pay
    For contractors
    Immediate start

    Denver Cargo, Inc.

    Chicago, IL
    3 days ago
  • $1,700 - $2,100 per week

     ...Home Weekly , FedEx Dedicated Routes (CDL-A Driver) Home Time: Illinois drivers run Monday...  ...weekly earnings between $1,700-$2,100 (1099). Extra Pay: Detention, layover,...  ...20-2025 Volvo, Freightliner, or Kenworth trucks - automatic transmissions, fully equipped... 
    Hgv
    Immediate start
    Monday to Friday

    Lion Freight Systems, Inc.

    Franklin Park, IL
    20 hours ago
  • $2,200 - $3,000 per week

     ...About the Job CDL-A OTR Flatbed Truck Driver Job details: ~ Make $2,200-$3,000+ weekly driving for Denver Cargo! ~$0.75 CPM OR 30% of...  ...~ Weekly pay Monday-Monday, direct deposit every Friday (1099). ~ OTR flatbed routes across Midwest, South, and East... 
    Hgv
    Weekly pay
    Relocation package
    Monday to Friday

    Denver Cargo, Inc.

    Chicago, IL
    a month ago
  • $106k

     ...Hiring CDL-A Truck Drivers PAY THAT DELIVERS - Earn up to $106,000 per year* STACK THE BONUSES - Up to $0.05/mi monthly + up to $5,000 sign-on* ROLL, DON'T LOAD - 100% no-touch flatbed freight Why Drive for Decker Truck Line? At Decker Truck Line, drivers... 
    Hgv
    Full time
    Relocation package

    Decker Truck Line

    Chicago, IL
    3 days ago
  • $1,564 per week

     ...Hiring CDL-A Truck Drivers PAY THAT MOVES YOUR FORWARD - Start at 66-70CPM GUARANTEED TO PAY - Weekly minimums from $1,564 RUN MIDWEST. RESET REGULARLY. - Multiple home time options available Why Drive for K&B Transportation? It's pretty simple-we're a no-... 
    Hgv
    Weekly pay
    Full time
    Second job
    Relocation package
    Weekend work

    K&B Transportation

    Chicago, IL
    1 day ago
  • $2,300 - $3,400 per week

     ...About the Job CDL A Flatbed OTR Driver $2,300 - $3,400/week • 3,000+ Miles/Week • Weekly Pay • 1099 Contractor • Hiring Nationwide (48 States) We are hiring experienced...  ...trailers maintained regularly. Automatic trucks. Fuel card available. Cash advances... 
    Hgv
    Weekly pay
    For contractors
    Immediate start
    Relocation package
    Flexible hours

    Denver Cargo, Inc.

    Chicago, IL
    1 day ago
  • $1,800 per month

     ...the Job We're hiring experienced CDL-A drivers for an over-the-road dry van position hauling...  ..., with payday on Friday. This is a 1099 position , with no escrow , and bonuses...  ...2022 and newer Freightliner and Volvo trucks, governed at 70 MPH and equipped with a... 
    Hgv
    Price work

    Denver Cargo, Inc.

    Chicago, IL
    a month ago
  • $4,450 - $6,600 per week

     ...Hiring CDL-A Truck Drivers TURN MILES INTO MONEY - Average $4,450-$6,600 gross per week SMART START TO OWNERSHIP - Flexible contracts and...  ...beyond base freight earnings. Independent Operator (1099) Info Affordable weekly payments. Average truck payments... 
    Hgv
    Weekly pay
    Local area
    Immediate start
    Relocation package
    Flexible hours

    Anderson Trucking LLC

    Chicago, IL
    3 days ago
  • $2,500 - $4,000 per week

     ...Small-Fleet Network Tired of being a truck number at a mega carrier? Our small-fleet...  ...home $2,500–$4,000 every week. We places CDL-A drivers with a curated network of small,...  ...area, hiring across all 48 states. W2 and 1099 positions available. Pay — pick your... 
    Hgv

    GAATCO

    Chicago, IL
    1 day ago
  • $2,100 - $3,100 per week

     ...SCROLLING. If you're an experienced CDL A driver looking for real miles and real money, Denver...  ...-ON BONUS. ~ Weekly direct deposit (1099). Why Drivers Choose Denver Cargo:...  ...= no sitting. ~ Modern, automatic trucks (2020-2027). ~24/7 dispatch that actually... 
    Hgv
    Weekly pay
    Relocation package

    Denver Cargo, Inc.

    Chicago, IL
    20 hours ago
  • $1,725 per week

     ...Hiring CDL-A Truck Drivers FLEXIBLE OPTIONS - Regional, OTR, and Home Weekly jobs HIGH-END PAY - OTR drivers earn 75CPM; up to $2,200/wk HIRING NATIONWIDE - Company jobs, 100% no-touch freight Why Drive for K&B Transportation? It's pretty simple-we're a no... 
    Hgv
    Weekly pay
    Full time
    Relocation package
    Flexible hours

    K&B Transportation

    Chicago, IL
    3 days ago

Do you want to receive more vacancies?

Subscribe and receive similar vacancies to CDL A Truck Drivers (1099). Be the first to apply!