$129 Cheap American Airlines flights Chicago (ORD) to Jacksonville (OAJ)

View $129 flight on Wed, Nov 19, 2025Opens in a new window

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$129 Cheap American Airlines flights Chicago (ORD) to Jacksonville (OAJ)

Prices were available within the past 7 days and start at $129 for one-way flights and $260 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Thu, Aug 14 - Mon, Aug 18
ORD
Chicago
OAJ
Jacksonville
$260 Roundtrip, found 12 hours ago
$260
Roundtrip
found 12 hours ago
Select American Airlines flight, departing Thu, Aug 14 from Chicago to Jacksonville, returning Mon, Aug 18, priced at $260 found 12 hours ago
American Airlines
Wed, Sep 17 - Fri, Sep 26
ORD
Chicago
OAJ
Jacksonville
$270 Roundtrip, found 7 hours ago
$270
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Wed, Sep 17 from Chicago to Jacksonville, returning Fri, Sep 26, priced at $270 found 7 hours ago
American Airlines
Fri, Sep 12 - Sun, Sep 14
ORD
Chicago
OAJ
Jacksonville
$279 Roundtrip, found 4 hours ago
$279
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Fri, Sep 12 from Chicago to Jacksonville, returning Sun, Sep 14, priced at $279 found 4 hours ago
American Airlines
Mon, Aug 4 - Fri, Aug 8
ORD
Chicago
OAJ
Jacksonville
$294 Roundtrip, found 6 days ago
$294
Roundtrip
found 6 days ago
Select American Airlines flight, departing Mon, Aug 4 from Chicago to Jacksonville, returning Fri, Aug 8, priced at $294 found 6 days ago
American Airlines
Thu, Aug 14 - Mon, Aug 18
ORD
Chicago
OAJ
Jacksonville
$295 Roundtrip, found 12 hours ago
$295
Roundtrip
found 12 hours ago
Select American Airlines flight, departing Thu, Aug 14 from Chicago to Jacksonville, returning Mon, Aug 18, priced at $295 found 12 hours ago
American Airlines
Tue, Sep 16 - Mon, Sep 22
ORD
Chicago
OAJ
Jacksonville
$297 Roundtrip, found 5 days ago
$297
Roundtrip
found 5 days ago
Select American Airlines flight, departing Tue, Sep 16 from Chicago to Jacksonville, returning Mon, Sep 22, priced at $297 found 5 days ago
Flights from Chicago (ORD) to Jacksonville (OAJ)
Origin airport
O'Hare Intl.
Destination airport
Albert J. Ellis
Airlines serving
American Airlines, Delta
Popular airline
American Airlines
Distance
743 mi

Frequently asked questions

How much is an American Airlines flight from O'Hare Intl. Airport (ORD) to Albert J. Ellis Airport (OAJ)?
You'll find affordable return American Airlines flights from $260 from ORD to OAJ by organizing your results from "Price (lowest to highest)" on Expedia. Or look for deals from $129 for a one-way trip.**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.
What is the cheapest month to fly from ORD to OAJ with American Airlines?
January is one of the most affordable months to jet off to Jacksonville with American Airlines. You could also find great deals on one-way and round-trip tickets in February.
Does American Airlines fly nonstop from O'Hare Intl. Airport (ORD) to Albert J. Ellis Airport (OAJ)?
To figure out if there's a direct trip from ORD to OAJ with American Airlines or another carrier, check the "Nonstop" box when browsing for flights.
What is the earliest American Airlines flight from ORD to OAJ?
Find American Airlines's earliest flights from ORD to OAJ by checking our "Morning" and "Early Morning" filters. Not only will you get to where you're going sooner, early departures also experience 20% 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.
What airports does American Airlines fly into in Jacksonville?
Catch an American Airlines flight from O'Hare Intl. Airport (ORD) to Jacksonville, and you're most likely to come in to Albert J. Ellis Airport (OAJ). This is the airline's primary hub in this destination.
Can I change or cancel my American Airlines flight from O'Hare Intl. Airport (ORD) to Albert J. Ellis Airport (OAJ)?
You can usually reschedule or cancel your flight, although additional charges may apply if you made your booking more than 24 hours ago. Need flexible options? Use our "No cancel fee" and "Changes included" filters to find flights that won't charge you extra if you need to alter your plans. To update your booking, go to "Trips," select your flight and click on "Manage Booking" for more information.

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