$139 Cheap American Airlines flights Jacksonville (JAX) to Chicago (ORD)

Scoring cheap one-way American Airlines flights from JAX to ORD from $139 on Expedia is a cinch — just filter by “Price (lowest to highest).” Alternatively, check out our budget-friendly return fares from $275 for your next adventure.**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 typically more affordable in the off-peak months of January and February. Whether you need a round-trip or one-way ticket, you could score a better deal then.

Look for affordable American Airlines flights from Jacksonville Intl. Airport (JAX) to O’Hare Intl. Airport (ORD) one to three months before 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 of the week 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 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.

Book a seat on one of American Airlines’s 7 direct weekly flights from Jacksonville Intl. Airport (JAX) to O’Hare Intl. Airport (ORD). To view available options, enter your destination, origin and dates and hit search. Next, apply the “Nonstop” and “Airline” filters.

It takes approximately 2h 42m to travel nonstop from Jacksonville Intl. Airport (JAX) to O’Hare Intl. Airport (ORD) with American Airlines.

The first American Airlines flight from JAX to ORD takes off at 8:12AM UTC-5, touching down at 9:55AM UTC-6. If you want to set off later, the last American Airlines flight leaves JAX at 9:40AM UTC-5 and lands at ORD at 11:22AM UTC-6. Flying earlier is often a good option as morning and mid-morning flights are less likely to experience 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.

Many American Airlines flights from Jacksonville Intl. Airport (JAX) to Chicago arrive at O’Hare Intl. Airport (ORD). This is the airline’s main gateway to the city. It’s also worth checking out Expedia for flights to nearby airports like Midway Intl. Airport (MDW), as fares may be cheaper.

Most likely, you’ll catch an Embraer 170 for your American Airlines flight from Jacksonville Intl. Airport (JAX) to O’Hare Intl. Airport (ORD). However, you could be switched to an alternative aircraft if there are operational changes.

Depending on the type of ticket you purchased, a fee typically applies if you modify or cancel your flight more than 24 hours after it’s confirmed. To secure flexible fares, select our “No cancel fee” or “Changes included” filter when you search for flights. To learn more about canceling or modifying your reservation, visit “Trips,” select your flight and click on “Manage Booking.”