Cheap flights from Charleston to Chicago

One-way fares from $131 · CHS → CHI · prices found by travellers in the last 48 hours

Compare all dates Chicago → Charleston
Cheapest fare
$131

Breeze Airways · Wed, Nov 11

Cheapest month
November

from $131

Direct flights
Yes

United Airlines

Flight time
2h 36m

1,220 km

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Cheapest month to fly from Charleston to Chicago

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

  1. November 2026 Cheapest $131
  2. January 2027 $252

Cheapest dates in November 2026

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

Breeze Airways
Depart19:54 Wed, Nov 11CHS → RFD 4h 59m · 1 stop
$131one way, per person
View deal
See every date in November 2026 →

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About flights from Charleston to Chicago

Charleston (CHS) and Chicago (CHI) are about 1,220 km apart. Direct flights take around 2h 36m, and recent direct fares were with United Airlines. Over the next few months, one-way fares start from $131, 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 Charleston to Chicago?

The cheapest one-way fare we've seen recently is $131 with Breeze Airways, departing Wednesday, November 11, 2026. Over the coming months, the lowest fare in each month ranges from $131 to $252.

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

November 2026 currently has the lowest fares, from $131 one way.

Are there direct flights from Charleston to Chicago?

Yes. Recent direct fares were with United Airlines.

How long is the flight from Charleston to Chicago?

A direct flight takes about 2h 36m. Charleston and Chicago are around 1,220 km apart.

Which airlines fly from Charleston to Chicago?

Recent fares on this route were with Breeze Airways and United Airlines.

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