American Airlines is upping the ante in Hawaii, offering new direct flights from Chicago to Kahului in Maui from December 2026.

The new services will offer Flagship Business lie-flat seats, Premium Economy and Main Cabin and will provide a fantastic direct connection to Maui from Illinois over the Northern Winter.

For the essential guide to Maui, we throw it back to Series 1 of Wayfarer from 2018 that takes you inside the luxurious Four Seasons Resort Maui at Wailea, an incredible hotel that should be high on your list for a stay in 2026.