Cheap American Airlines flights Chicago (ORD) to Islip (ISP)

Apply the “Price (lowest to highest)” filter on Expedia to look for cheap American Airlines return flights from ORD to ISP. Affordable one-way options are also available.**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.

January is one of the most affordable months to travel to Islip with American Airlines. You could also find great deals on one-way and return tickets in February.

Search for affordable American Airlines flights from O’Hare Intl. Airport (ORD) to MacArthur Airport (ISP) one to three months ahead of your departure. Travelers who book domestic flights 34 to 86 days in advance can save 25% compared to those who book just 6 to 12 days ahead. Regardless of fare class and itinerary, the best day to book a domestic flight is usually Sunday and the most expensive day tends to be Monday. Passengers who book on a Sunday can save 6% on average compared to those who book their travel on a Monday.**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.

Select our “Nonstop” filter when browsing for direct American Airlines flights from ORD to ISP. It’s also a good way to compare other airlines offering the same direct trip.

Find American Airlines’s earliest flights from ORD to ISP by selecting our “Early Morning” and “Morning” filters. Not only will you get to your destination sooner, early departures are also 20% less likely to be 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.

Catch an American Airlines flight from O’Hare Intl. Airport (ORD) to Islip, and you’re most likely to come in to MacArthur Airport (ISP). This is the airline’s primary hub in this city.

You can usually cancel or reschedule your flight, although additional fees may apply if you booked over 24 hours ago. Want to keep your options open? Apply the “No cancel fee” or “Changes included” filter to find flights that won’t penalize you if you need to alter your plans. To modify your itinerary, head to “Trips,” select your flight and click on “Manage Booking” for more information.