Cheap flights from Chicago to Jacksonville

One-way fares from $142 · CHI → JAX · prices found by travellers in the last 48 hours

Compare all dates Jacksonville → Chicago
Cheapest fare
$142

Frontier Airlines · Tue, Nov 10

Cheapest month
November

from $142

Direct flights
Yes

American Airlines

Flight time
2h 26m

1,390 km

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Cheapest month to fly from Chicago to Jacksonville

Lowest one-way fare per person in each month. Choose a month to see every date.

  1. November 2026 Cheapest $142

Cheapest dates in November 2026

The lowest fares we've seen for each day, cheapest first.

Frontier Airlines
Depart06:08 Tue, Nov 10MDW → JAX 3h 39m · 1 stop
$142one way, per person
View deal
American Airlines
Depart19:30 Fri, Nov 13ORD → JAX 2h 26m · Direct
$159one way, per person
View deal
See every date in November 2026 →

Plan the rest of your trip to Jacksonville

Where to stay, what to do and getting around, from our travel partners.

Where to stay

Hotels in JacksonvilleCompare places to stay on Booking.com Find hotels →

Things to do

Things to do in JacksonvilleTours, attractions and day trips on Klook Explore →

Getting around

Airport transfer in JacksonvillePre-book a driver to meet you at arrivals, with Kiwitaxi Book a transfer → Car hire in JacksonvilleCompare rental cars from major brands on EconomyBookings Compare cars →

About flights from Chicago to Jacksonville

Chicago (CHI) and Jacksonville (JAX) are about 1,390 km apart. Direct flights take around 2h 26m, and recent direct fares were with American Airlines. Over the next few months, one-way fares start from $142, and November 2026 is currently the cheapest month to fly.

These prices come from searches travellers made in the last 48 hours, so they move quickly. If you see a good fare, it's worth booking soon. FlightsExp is free to use: you book directly with our travel partner.

Frequently asked questions

How much is a flight from Chicago to Jacksonville?

The cheapest one-way fare we've seen recently is $142 with Frontier Airlines, departing Tuesday, November 10, 2026.

What is the cheapest month to fly from Chicago to Jacksonville?

November 2026 currently has the lowest fares, from $142 one way.

Are there direct flights from Chicago to Jacksonville?

Yes. Recent direct fares were with American Airlines.

How long is the flight from Chicago to Jacksonville?

A direct flight takes about 2h 26m. Chicago and Jacksonville are around 1,390 km apart.

Which airlines fly from Chicago to Jacksonville?

Recent fares on this route were with Frontier Airlines and American Airlines.

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