By: Miguel Burgos

In a city like Chicago, where traffic and distance can become everyday obstacles, this tax season arrives with an innovative solution for local taxpayers. Intuit TurboTax announced a new initiative in collaboration with Uber that offers free rides of up to $25 for those who schedule an appointment with a tax expert at its physical locations in the Chicago area.

The proposal combines advanced artificial intelligence with local human expertise, aiming to transform the traditional tax-filing experience. Thanks to its AI-powered technology, TurboTax can automate up to 90% of standard tax forms, allowing certified experts to focus on maximizing deductions, resolving complex situations, and ensuring accuracy in every return.
In a large metropolis like Chicago, accessing in-person services can present logistical challenges. Through this partnership, taxpayers can book their appointment and receive a transportation credit, eliminating a practical barrier that often prevents people from seeking specialized tax assistance.

“We are removing every layer of friction between the taxpayer and their maximum refund,” the company said when introducing the initiative. The combination of smart technology and human support is designed to deliver a “done-for-you” experience, especially helpful for independent workers, gig economy drivers, and families with multiple income sources — a common profile in major urban areas.

In addition to the transportation incentive, TurboTax announced a promotional flat fee of $150 for new customers who file their federal and state returns before March 18, 2026, using the expert-assisted service.

At a time when many taxpayers are seeking clarity, confidence, and personalized guidance, this initiative positions Chicago as one of the key markets where technological innovation and human expertise come together to simplify one of the most important financial processes of the year.