$144 Cheap American Airlines flights Jacksonville (JAX) to Chicago (ORD)

View $144 flight on Thu, Jan 29, 2026Opens in a new window

$144 Cheap American Airlines flights Jacksonville (JAX) to Chicago (ORD)

Prices were available within the past 7 days and start at $144 for one-way flights and $317 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Wed, Dec 31 - Tue, Jan 13
JAX
Jacksonville
ORD
Chicago
$317 Roundtrip, found 5 days ago
$317
Roundtrip
found 5 days ago
Select American Airlines flight, departing Wed, Dec 31 from Jacksonville to Chicago, returning Tue, Jan 13, priced at $317 found 5 days ago

Find the cheapest month to fly from Jacksonville (JAX) to Chicago (ORD)

September is typically the cheapest month to fly

From $105 - $197 per traveler.

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Midway Intl. MDW. Closest option available. Average driving time to city center is 16 minutes. Flights from $381
MDW
Midway Intl.
Closest
Average driving time to city center16 min
Flights from $381
Flights from Jacksonville (JAX) to Chicago (ORD)
Origin airport
Jacksonville Intl.
Destination airport
O'Hare Intl.
Airlines serving
American Airlines, Delta, Frontier Airlines, JetBlue Airways, United
Popular airline
American Airlines
Distance
1384 km
Average flight time
1 hour 51 mins