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

Based on current 6-month forward fare data, May 2026 is the cheapest month to fly from Jacksonville (JAX) to Chicago (ORD), with fares starting from $162.

What is the lowest current fare from JAX to ORD?

The lowest currently-listed fare from Jacksonville (JAX) to Chicago (ORD) is $162 on 2026-05-27.

How long is the flight from Jacksonville to Chicago?

Direct flights from JAX to ORD cover approximately 1,393 km (866 miles), with an estimated flight time of 1h 38m. Operating airlines: AA, UA.

Cheap flights from Jacksonville to Chicago

Cheapest current fares: $162 in May 2026, 1,393 km direct flight in ~1h 38m.

Last updated May 25, 2026 · By Flightmaps Editorial

Cheapest month-by-month fares

Lowest available fare per calendar month from Jacksonville (JAX) to Chicago (ORD). Refreshed daily.

Jacksonville (JAX) → Chicago (ORD)

May 2026 $162
June 2026 $207

Frequently asked questions

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

Based on current 6-month forward fare data, May 2026 is the cheapest month to fly from Jacksonville (JAX) to Chicago (ORD), with fares starting from $162.
What is the lowest current fare from JAX to ORD?

The lowest currently-listed fare from Jacksonville (JAX) to Chicago (ORD) is $162 on 2026-05-27.
How long is the flight from Jacksonville to Chicago?

Direct flights from JAX to ORD cover approximately 1,393 km (866 miles), with an estimated flight time of 1h 38m. Operating airlines: AA, UA.

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