Pay & Benefits

Why choose Sky? Maximize your time and make more with every mile.

Consistent lanes offer steady pay.

Company drivers get paid for loaded and empty miles.

More drop and hook freight keeps you moving.

Make trucking work for you. Our benefits help you balance your career and family life.

Gain driver-friendly benefits that support your day-to-day and your future. Learn more about the benefits of Sky Transportation.

Home Time

We have routes with weekly home time.

Paid Time Off

Get five paid days off every 125,000 miles.


Company drivers can enroll in our health insurance.

Dental & Vision

Dental and vision benefits are available for company drivers.

401(k) Plan

Invest in your future. Prepare for retirement.

Pet Policy Available

We offer to bring along pets for tenured Sky drivers.

Guaranteed Pay Raises

Expect annual raises! We put pay increases in writing.

Performance Incentives

Earn fuel bonuses, miles incentives and more!

Refer drivers, get paid. There are no limits to how many drivers you can refer.

Up your earnings by bringing drivers to Sky Transportation. We offer a $1,500 driver referral bonus.

Get paid to do what you love.
Earn more as you go. Start your application.