Chicago to Kahului-Maui Hawaii: Alaska Airlines Roundtrip Flights

These Alaska Airlines roundtrip flights are available for travel from Chicago (ORD) to Kahului-Maui, Hawaii (OGG). Flights make one stop in San Diego both ways. These are basic economy fares that include a personal item and a carry-on bag. While there is no seat selection or changes allowed with this fare type, Alaska’s policy ensures families traveling with children will be seated together.

Travel is available for departures from ORD on Oct 21-22, 28-29; Nov 4, 11-12, 18; Dec 3, 9-10; Jan 6-7, 13-14, 20-21, 27-28; Feb 3-4, 10, 18, 24-25; March 3-4. Departures from OGG are available on Oct 20-21; Nov 3-4; Dec 8-9, 15; Jan 12-13, 19-20, 26-27; Feb 2-3, 9-10, 24; March 2-3. This offer expires on March 31, 2026.