Cheap flights from Jackson to Chicago

One-way fares from $346 · JAN → CHI · prices found by travellers in the last 48 hours

Compare all dates Chicago → Jackson
Cheapest fare
$346

United Airlines · Thu, Nov 12

Cheapest month
November

from $346

Direct flights
Not recently

Usually 1+ stop

Quickest trip
4h 31m

1,090 km

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Cheapest month to fly from Jackson to Chicago

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

  1. November 2026 Cheapest $346

Cheapest dates in November 2026

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

United Airlines
Depart09:05 Thu, Nov 12JAN → ORD 4h 31m · 1 stop
$346one way, per person
View deal
See every date in November 2026 →

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About flights from Jackson to Chicago

Jackson (JAN) and Chicago (CHI) are about 1,090 km apart. We haven't seen direct fares on this route recently, so expect at least one stop; the quickest journey we've seen takes about 4h 31m. Over the next few months, one-way fares start from $346, 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 Jackson to Chicago?

The cheapest one-way fare we've seen recently is $346 with United Airlines, departing Thursday, November 12, 2026.

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

November 2026 currently has the lowest fares, from $346 one way.

Are there direct flights from Jackson to Chicago?

We haven't seen direct fares recently, so most journeys include at least one stop.

How long is the flight from Jackson to Chicago?

The quickest journey we've seen takes about 4h 31m. Jackson and Chicago are around 1,090 km apart.

Which airlines fly from Jackson to Chicago?

Recent fares on this route were with United Airlines.

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