Tolls are a real cost of driving, and whether you can deduct them depends on the purpose of the trip. Self-employed workers who drive for business purposes can deduct tolls paid during business trips in addition to their mileage deduction. Tolls paid during your daily commute to and from your regular workplace are not deductible, since commuting is a personal expense. If you are driving from one job site to another in the middle of the workday, those tolls are more likely to qualify. Keep a simple log of your business trips and any tolls paid so you have the documentation needed to support the deduction.