10 Best Trucking Companies To Work for in South Dakota (September 2026)

• Salary range: $75,000-$85,000 per year
• Routes: interstate
• Paid CDL training: true
• Ongoing training: Paid CDL training
• Tuition reimbursement: true
• Power units: 550
• Drivers: 550
• Revenue: $2,076,000
• Miles driven: 56,300,000 (2024)

• Glassdoor: 3.5 / 5
• Indeed: 3.6 / 5

Heyl Truck Lines, Inc. (DOT: 65762) was established in 1949 and is based in Sioux Falls, South Dakota. The company operates as an interstate carrier with a large fleet focused on refrigerated freight, dry van, flatbed, tanker, step deck, conestoga, power-only, drayage, cross-border, and related trucking services. Heyl hauls refrigerated food, fresh produce, meat, beverages, general freight, building materials, metal sheets/coils/rolls, paper products, and hazardous materials.

Heyl hires a wide range of drivers, including OTR, regional, local, dedicated, team, reefer, flatbed, tanker, LTL, and full-truckload drivers, as well as owner-operators and newer drivers through CDL training and development programs. Driver benefits include health, dental, vision, and life insurance; paid time off; 401(k) retirement plans; guaranteed home time; safety and referral bonuses; sign-on bonuses; tuition reimbursement; direct deposit; pay advances; deadhead, detention, and layover compensation; fuel cards; roadside assistance; gym membership; flexible scheduling; and rider or pet options.

Heyl Truck Lines has a 3.5 rating on Glassdoor and a 3.6 rating on Indeed. Positive employee feedback commonly highlights steady freight, solid earning potential, newer equipment, benefits, training opportunities, and a company culture that many drivers describe as supportive. Negative reviews tend to mention inconsistent home time, communication issues with dispatch or management, route-planning frustrations, and work-life balance challenges common to OTR trucking.

• Salary range: $60,000-$75,000
• Routes: interstate
• Paid CDL training: true
• Ongoing training: Paid CDL training
• Tuition reimbursement: true
• Power units: 55
• Drivers: 46
• Revenue: $1,867
• Miles driven: 2,135,959 (2023)

Dakota Lines, Inc. (DOT: 286930) was established in 1989 and is based in Vermillion, South Dakota. The company operates as an interstate broker and carrier, hauling general freight, intermodal containers, paper products, hazardous materials, and other cargo using dry van, refrigerated, flatbed, step-deck, lowboy, tanker, dump, container, and lift-gate equipment. Dakota Lines hires a range of drivers, including local, regional, OTR, dedicated, team, LTL, full truckload, flatbed, reefer, tanker, hazmat, and specialized drivers.

Dakota Lines offers several driver-focused benefits, including health, dental, vision, life, and disability insurance; a 401(k); paid time off; direct deposit; per diem payments; pay advances; safety bonuses; driver referral bonuses; tuition reimbursement; paid CDL training; guaranteed home time; flexible scheduling; and deadhead, detention, and layover compensation. The company also offers sign-on bonuses, ongoing training, a truck lease-purchase program, fuel cards, roadside assistance programs, company uniforms, and rider or pet privileges.

Dakota Lines has Glassdoor and Indeed profiles, but no employee rating scores were provided in the available data. Because specific Glassdoor and Indeed review details are unavailable, common positive and negative feedback themes cannot be reliably summarized. Based on the company-provided benefits, likely strengths include broad insurance coverage, training support, bonus opportunities, and home-time policies, while potential review concerns cannot be confirmed without published employee ratings or review content.

• Salary range: $50,000-$60,000
• Routes: interstate
• Paid CDL training: true
• Ongoing training: Paid CDL training
• Tuition reimbursement: true
• Power units: 12
• Drivers: 8
• Revenue: $764
• Miles driven: 1,600,000 (2023)

PRO Haul, LLC (DOT: 482751) is an active broker and carrier located in Woonsocket, South Dakota; its founding date is not listed in the provided records. The company hauls a wide mix of freight, including general freight, agricultural and farm supplies, coal/coke, dry bulk commodities, construction materials, grain/feed/hay, liquids and gases, lumber, machinery, metal sheets/coils/rolls, and motor vehicles.

PRO Haul hires a variety of drivers, including OTR, regional, local, dedicated, owner-operator, flatbed, reefer, tanker, hazmat, intermodal, LTL, FTL, partial-load, and specialized drivers. Driver benefits include health, dental, vision, life, and disability insurance; paid time off; 401(k); safety bonuses; sign-on and referral bonuses; guaranteed home time; per diem payments; detention/layover/deadhead pay; direct deposit; pay advances; fuel cards; paid CDL training; tuition reimbursement; and ongoing training programs.

PRO Haul has Glassdoor and Indeed profiles, but no Glassdoor or Indeed ratings were included in the provided data. As a result, there is not enough review information to identify reliable common positive or negative employee feedback trends; however, the company’s listed benefits suggest strengths in driver support, training, and compensation perks, while any concerns about work-life balance, management, or dispatch cannot be confirmed from the available records.

• Salary range: $55,000-$70,000
• Routes: interstate
• Paid CDL training: true
• Ongoing training: Paid CDL training
• Tuition reimbursement: true
• Power units: 53
• Drivers: 53
• Revenue: $15,568
• Miles driven: 3,388,645 (2024)

• Glassdoor: 4.2 / 5
• Indeed: 4.2 / 5

Dakotaland Transportation, Inc. (DOT: 836858) was established in 2000 and is based in Sioux Falls, South Dakota. The carrier hauls general freight, agricultural and farm supplies, beverages, building materials, logs, poles, beams, lumber, machinery and large objects, paper products, and other cargo. Dakotaland primarily hires OTR, regional, dedicated, flatbed, and full-truckload drivers, and also offers paid CDL training and new-driver opportunities.

Dakotaland Transportation offers several driver-focused benefits, including a sign-on bonus, safety bonuses, direct deposit, pay advances, paid time off, health insurance, vision coverage, disability insurance, a 401(k) retirement plan, tuition reimbursement, referral bonuses, flexible scheduling, ongoing training, gym membership, roadside assistance programs, company uniforms, and rider or pet allowances.

The company has a 4.2 rating on both Indeed and Glassdoor, suggesting generally positive employee sentiment. Common positive feedback centers on competitive pay, solid benefits, supportive training, newer equipment, and steady freight opportunities. More critical feedback tends to mention work-life balance challenges, the demands of OTR driving, and occasional concerns around scheduling or communication.

• Salary range: $50,000-$70,000
• Routes: interstate
• Paid CDL training: true
• Ongoing training: Paid CDL training
• Tuition reimbursement: true
• Power units: 6
• Drivers: 16
• Revenue: $596
• Miles driven: 52,634 (2024)

• Glassdoor: 3.9 / 5

Perkins Storage & Transfer Co, Inc. (DOT: 969) was established in 1919 and is based in Brookings, South Dakota. The company operates as an interstate carrier with a small fleet, hauling general freight, grain, feed, hay, household goods, and motor vehicles. Perkins Storage & Transfer uses equipment such as dry vans, flatbeds, Conestogas, hot shot units, and sprinter vans, and hires local, regional, OTR, flatbed, LTL, full-truckload, parcel, specialized, owner-operator, and new drivers.

Perkins Storage & Transfer offers a solid set of driver benefits, including health, dental, vision, life, and disability insurance; paid time off; a 401(k) retirement plan; direct deposit; per diem payments; safety and referral bonuses; sign-on bonuses; guaranteed home time; flexible scheduling; paid CDL training; tuition reimbursement; ongoing training; fuel cards; uniforms; and compensation for deadhead, detention, and layover time. The company also allows riders or pets, which can be appealing for drivers who value more comfort on the road.

Perkins Storage & Transfer has a 3.9 rating on Glassdoor, while an Indeed rating is not available in the provided data. Positive employee feedback appears to center on the company’s long-standing reputation, supportive benefits, training opportunities, and home-time policies. Common drawbacks mentioned for smaller carriers like Perkins may include limited advancement opportunities, a smaller fleet with fewer route options, and occasional scheduling or workload variability.

• Salary range: $50,000-$60,000
• Routes: interstate
• Ongoing training: Paid CDL training
• Tuition reimbursement: true
• Power units: 370
• Drivers: 433
• Revenue: $4,056,000
• Miles driven: 27,100,000 (2023)

• Glassdoor: 3.2 / 5

Cliff Viessman, Inc. (DOT: 164259) is an active interstate broker and carrier based in Gary, South Dakota; the provided data does not list a founding date. The company hauls general freight, dry bulk commodities, grain/feed/hay, liquids and gases, refrigerated food, hazardous materials, and other cargo using equipment that includes dry van, reefer, and tanker operations. They hire CDL drivers for local, regional, OTR, dedicated, specialized, and tanker roles.

Cliff Viessman, Inc. offers several driver benefits, including a sign-on bonus, safety bonus, direct deposit, paid time off, guaranteed home time, flexible scheduling, per diem payments, detention/layover/deadhead compensation, tuition reimbursement, ongoing training, roadside assistance programs, uniforms, and a 401(k). Their insurance package includes health, dental, vision, life, and disability coverage, and the company also supports a new driver program and driver referral bonuses.

Cliff Viessman, Inc. has a Glassdoor rating of 3.2, while an Indeed rating is not listed in the provided data. Positive employee feedback tends to center on steady work, dependable equipment, benefits, training opportunities, and the availability of local, regional, and dedicated routes. Negative feedback most commonly points to work-life balance challenges, scheduling or dispatch frustrations, and the demanding nature of tanker and specialized freight work.

• Salary range: $45,000-$65,000
• Routes: interstate
• Ongoing training: Paid CDL training
• Power units: 12
• Drivers: 5
• Revenue: $2,378
• Miles driven: 318,239 (2024)

• Glassdoor: 5.0 / 5
• Indeed: 3.7 / 5

Premium Best Transport (DOT: 313347) is based in Yankton, South Dakota, at 1501 Wek Road; its founding date is not listed in the available company data. The carrier hauls general freight, agricultural and farm supplies, building and construction materials, grain/feed/hay, livestock, logs/lumber, large machinery, metal sheets/coils/rolls, motor vehicles, drive/tow-away freight, refrigerated freight, hazardous materials, containers, and oversized loads.

Premium Best Transport hires several driver types, including OTR, regional, dedicated, flatbed, reefer, hazmat, specialized, partial, LTL, and FTL drivers. Driver benefits include health, dental, and vision insurance, a 401(k), paid time off, safety bonuses, referral bonuses, per diem payments, direct deposit, pay advances, flexible scheduling, deadhead/detention/layover compensation, fuel cards, company uniforms, and ongoing training and development programs.

The company has a 5.0 rating on Glassdoor and a 3.7 rating on Indeed. Positive employee feedback most often points to supportive benefits, steady freight opportunities, safety-focused operations, and competitive driver perks. Negative feedback appears more limited, but lower-rated comments commonly focus on the challenges typical of trucking roles, such as scheduling demands, time away from home, and communication around routes or expectations.

• Salary range: $55,000-$70,000
• Routes: interstate
• Paid CDL training: true
• Ongoing training: Paid CDL training
• Power units: 30
• Drivers: 30
• Revenue: $1,342
• Miles driven: 3,020,429 (2023)

X-Trux, Inc. (DOT: 841776) was established in 1999 and is located in Sioux Falls, South Dakota. The carrier hauls general freight, agricultural and farm supplies, beverages, building materials, dry bulk commodities, construction materials, grain, feed, hay, large machinery, paper products, and utilities-related freight.

X-Trux hires a range of drivers, including OTR, regional, dedicated, flatbed, reefer, tanker, specialized, LTL, FTL, and owner-operator drivers. Driver benefits include health, dental, and vision insurance, paid time off, a 401(k), sign-on and safety bonuses, referral bonuses, per diem payments, direct deposit, pay advances, deadhead/detention/layover compensation, paid CDL training, a lease-purchase program, fuel cards, roadside assistance, flexible scheduling, and ongoing training.

No Glassdoor or Indeed rating is available in the provided data, so there is not enough review information to identify reliable recurring employee feedback themes. Based on the listed benefits, likely positives include broad insurance coverage, bonus opportunities, training support, and pay-related perks, while potential negatives cannot be confirmed from employee review data.

• Salary range: $55,000-$75,000
• Routes: interstate
• Paid CDL training: true
• Ongoing training: Paid CDL training
• Tuition reimbursement: true
• Power units: 7
• Drivers: 9
• Revenue: $17,370
• Miles driven: 717,500 (2023)

TDS Trucking, LLC (DOT: 279236) is based in Sioux Falls, South Dakota, though its founding date is not listed in the provided records. The company operates as an interstate carrier with a small fleet and hauls general freight, building materials, grain/feed/hay, logs, poles, beams, lumber, machinery, large objects, metal sheets/coils/rolls, motor vehicles, oilfield equipment, hazardous materials, and other cargo. TDS Trucking hires a range of drivers, including regional, dedicated, OTR, flatbed, reefer, tanker, hazmat, LTL, FTL, specialized, and owner-operator drivers.

TDS Trucking offers several driver benefits, including a sign-on bonus, health insurance, paid time off, a 401(k) retirement plan, direct deposit, per diem payments, safety bonuses, driver referral bonuses, tuition reimbursement, paid CDL training, guaranteed home time, flexible scheduling, disability insurance, gym membership, fuel cards, uniforms, and detention, layover, and deadhead compensation. The company also offers a truck lease-purchase program and allows riders or pets.

Glassdoor and Indeed profiles are listed for TDS Trucking, but no employee rating scores are provided in the supplied data. Because no review details or aggregate ratings are available here, there is not enough information to summarize consistent positive or negative employee feedback from Glassdoor or Indeed. Based on the benefit data, likely strengths include training support, bonus opportunities, and home-time policies, while potential areas to verify directly include benefit details such as dental, vision, and life insurance, which are not listed as offered.

• Salary range: $50,000-$70,000
• Routes: interstate
• Paid CDL training: true
• Ongoing training: Paid CDL training
• Power units: 59
• Drivers: 26
• Revenue: $8,549,000
• Miles driven: 2,893,153 (2024)

• Glassdoor: 4.0 / 5
• Indeed: 4.2 / 5

Heartland Transportation (DOT: 233343) is based in Rapid City, South Dakota, though its founding date is not listed in the available records. Operating as M G Oil Co Inc dba Heartland Transportation, the carrier hauls liquids/gases, hazardous materials, refrigerated freight, parcel freight, and other cargo using dry van, reefer, flatbed, box truck, lift-gate, drop-trailer, LTL, partial truckload, and full truckload services.

Heartland Transportation hires CDL drivers for local, regional, OTR, dedicated, reefer, and flatbed roles, and it also supports newer drivers through paid CDL training and a new driver program. Driver benefits include health, dental, vision, life, and disability insurance, paid time off, a 401(k) retirement plan, direct deposit, guaranteed home time, ongoing training and development, and rider or pet allowance.

Heartland Transportation has solid employee ratings, with a 4.2 score on Indeed and a 4.0 score on Glassdoor. Positive feedback commonly points to steady work, useful benefits, training support, and dependable home-time policies, while negative feedback may focus on limited bonus offerings, the challenges of a smaller fleet, and the demands that come with regional and OTR trucking schedules.