The short answer: it depends on the system. Systems can range from free up to thousands of dollars per month. Most maintenance software designed for fleets will be priced per asset instead of per user. Then, add-ons from services, integrations, premium features will be factored in. A good software partner will have a solid requirements building phase that is then used to deliver a detailed quote, after some refinements they will deliver a final proposal.
For example, Cetaris pricing is built for each fleet around their unique needs and requirements. We base our monthly fees on the number of assets in your fleet plus customizations. Most Cetaris customers pay at least +$1000/month. We are a mid-market solution, not the cheapest or most expensive, but with a 95% customer retention rate, and a solution that helps customers reach ROI in a year, we believe we have the strongest focus on longterm value.