$149 Cheap American Airlines flights Chicago (ORD) to Vineyard Haven (MVY)

You can discover affordable round-trip American Airlines flights from $264 from ORD to MVY by filtering your results from "Price (lowest to highest)" on Expedia. Or search for deals from $149 for a one-way journey.**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.

Search for affordable American Airlines flights from O'Hare Intl. Airport (ORD) to Martha's Vineyard Airport (MVY) one to three months before your departure date. 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 tends to be Monday. Passengers who book on a Sunday can save 6% on average compared to those who book 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.

To find the earliest departure from ORD to MVY with American Airlines, sort your results by "Early Morning" and "Morning." Booking an early flight usually means you'll experience fewer cancellations.**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.