Chicago Airline Crew Tax Services

Tax Services for Chicago Pilots & Flight Crew

Aviation-focused tax preparation for ORD and MDW crew, delivered through a secure remote process built for busy schedules and multi-state filing needs.

Supporting Chicago’s Aviation Community

Chicago is one of the busiest aviation hubs in the world, home to United and American at O’Hare and Southwest at Midway. We proudly assist pilots, flight attendants, and aviation professionals across Chicagoland with tax preparation and financial services tailored to the demands of airline life.


Even though our home office is in Houston, Chicago clients receive the same high level of service through secure online systems, flexible scheduling, and clear communication — without needing to visit an office.

Serving the CHICAGO Aviation Community

Illinois State Tax Expertise for Airline Crew

Illinois has a state income tax, which means Chicago-based crew need precise handling of IL-1040 filings. We ensure:


  • Your Illinois return is accurate and compliant
  • Credits are applied correctly when income overlaps states
  • Deductions allowed at the state level are captured
  • Multi-state income is handled without unnecessary filings


If you commute from neighboring states like Indiana or Wisconsin, we help ensure proper reciprocity or tax credit application so you are not taxed twice on the same income.

Full-Service Tax Solutions

Services Available to Chicago Crew

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Tax Preparation

Federal and Illinois returns with accurate per diem, multi-state, and crew-specific deductions.

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Tax Debt Relief & IRS Representation

Assistance with back taxes, IRS notices, payment plans, and delinquent returns.

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LLC Formation

Ideal for pilots and crew with side businesses — complete setup and Texas or out-of-state filing support.

Built for ORD & MDW Pilots and Flight Attendants

We frequently work with:

  • United pilots and flight attendants based at O’Hare

  • American Airlines crew from ORD

  • Southwest crew members flying out of Midway

  • Regional airline crew traveling through Chicago daily

Our process accounts for airline contracts, union dues, per diem calculations, and multi-state considerations tied to your flight routes.

Frequently Asked Questions

Serving Chicago and Surrounding Areas

We support airline crew living or commuting from:

  • Downtown Chicago

  • Naperville

  • Schaumburg

  • Oak Park

  • Evanston

  • Des Plaines

  • Rosemont

  • Joliet

Whether you work international long-haul or short domestic turns, our remote tools keep tax filing simple and stress-free.

Chicago Crew: Ready for Smoother Tax Seasons?

Many Chicago-based pilots and flight attendants choose specialized support over general local preparers because aviation taxes require nuanced understanding. Let’s simplify your next return and help you move forward confidently.