Jacksonville to Chicago: what the flight costs
In the last 60 days we checked this route 6 times. The typical round trip was $479 per person and the lowest $409, taxes and fees included.
| Per person | |
|---|---|
| Lowest seen | $409 |
| Typical (median) | $479 |
| Price checks, 60 days | 6 |
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Trips we picked on this route
$471 per person, round trip, taxes and fees included
Every fare we found in the last 30 days
| Checked | Trip dates | Per person | Airline | Stops | Duration | Source |
|---|---|---|---|---|---|---|
| Oct 12, 2026 | Oct 23–25, 2026 | $499 | MX + B6 | with a stop | 32h 15m | Kiwi.com |
| Oct 12, 2026 | Oct 23–25, 2026 | $471 | Frontier | with a stop | 12h 7m | Google Flights |
| Oct 12, 2026 | Oct 16–18, 2026 | $490 | MX + F9 | with a stop | 30h 43m | Kiwi.com |
| Oct 12, 2026 | Oct 16–18, 2026 | $412 | Frontier | with a stop | 12h 7m | Google Flights |
| Oct 12, 2026 | Oct 23–25, 2026 | $409 | F9 | with a stop | 16h 46m | Kiwi.com |
| Oct 12, 2026 | Oct 16–18, 2026 | $487 | MX + F9 | with a stop | 24h 44m | Kiwi.com |
About Chicago
Chicago offers skyscraper architecture, a lakefront of beaches and parks, blues clubs, deep-dish pizza and museums of world rank.
Chicago from every city: when to go, where to stay, what to do
Questions about Jacksonville to Chicago
What does a round trip from Jacksonville to Chicago usually cost?
Over the last 60 days the typical price we found was $479 per person, taxes and fees included, across 6 checks; the lowest was $409.
When is the best time to fly from Jacksonville to Chicago?
Chicago is at its best in May, June, July, August, September and October. Avoid December, January, February, March: Bitter cold and wind off the lake
Do I need a passport to fly from Jacksonville to Chicago?
No, a government photo ID is enough for US citizens.