$234 Cheap American Airlines flights Kahului (OGG) to Chicago (ORD)

Set the “Price (lowest to highest)” filter on Expedia to find cheap American Airlines return flights from $467 from OGG to ORD. Affordable one-way fares from $234 are available as well.**These prices were available on Expedia within the past 7 days, for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.

American Airlines flights to Chicago are often cheaper in the quieter months of January and February. Whether you need a round-trip or one-way ticket, you could land a better deal then.

For cheap American Airlines fares from Kahului Airport (OGG) to O’Hare Intl. Airport (ORD), start searching one to three months before your intended departure. Securing domestic flights 34 to 86 days in advance could save you 25% compared to booking just 6 to 12 days ahead. The day you book can also affect what you pay. Sunday is usually the most affordable, while Monday is often the most expensive for domestic flights. You can save 6% on average by choosing to book on a Sunday.**Ideal booking window recommendation is based on average round-trip ticket prices for January through November for 2024. Best day of the week to book recommendation is based on average round-trip ticket prices for January through October 2024. All data sourced from ARC’s global airline sales database.

To figure out if there’s a direct trip from OGG to ORD with American Airlines or another carrier, check the “Nonstop” box when browsing for flights.

Find American Airlines’s earliest flights from OGG to ORD by selecting our “Morning” and “Early Morning” filters. Not only will you arrive sooner, early departures also have a 20% less chance of being canceled.**Most reliable time of the day recommendation is based on January through August 2024 flight status data sourced from OAG’s global flight data platform.

Board an American Airlines flight from Kahului Airport (OGG) to Chicago, and you’ll probably arrive at O’Hare Intl. Airport (ORD). This is the airline’s main hub here.

In most cases, you can cancel or change your flight, although additional fees may apply if you booked over 24 hours ago. Prefer to keep your options open? Make use of our “Changes included” and “No cancel fee” filters to find flights that won’t charge extra if you have to alter your plans. To modify your booking, head to “Trips,” select your flight and click on “Manage Booking” for more information.