Charleston to Chicago: what the flight costs
In the last 60 days we checked this route 11 times. The typical round trip was $569 per person and the lowest $507, taxes and fees included.
| Per person | |
|---|---|
| Lowest seen | $507 |
| Typical (median) | $569 |
| Price checks, 60 days | 11 |
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Trips we picked on this route
$547 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 | $547 | American | nonstop | 2h 43m | Google Flights |
| Oct 12, 2026 | Oct 23–25, 2026 | $507 | MX + F9 | with a stop | 36h 23m | Kiwi.com |
| Oct 12, 2026 | Oct 16–18, 2026 | $704 | UA | with a stop | 7h 2m | Kiwi.com |
| Oct 12, 2026 | Oct 16–18, 2026 | $547 | American | nonstop | 2h 43m | Google Flights |
| Oct 12, 2026 | Oct 23–25, 2026 | $558 | B6 + F9 + MX | with a stop | 5h 40m | Kiwi.com |
| Oct 12, 2026 | Oct 16–18, 2026 | $695 | UA | nonstop | 2h 32m | Kiwi.com |
| Oct 12, 2026 | Oct 23–25, 2026 | $679 | UA | nonstop | 2h 32m | Kiwi.com |
| Oct 12, 2026 | Oct 16–18, 2026 | $704 | UA | with a stop | 7h 2m | Kiwi.com |
| Oct 12, 2026 | Oct 16–18, 2026 | $547 | United | nonstop | 2h 30m | Google Flights |
| Oct 12, 2026 | Oct 23–25, 2026 | $569 | B6 + F9 + MX | with a stop | 5h 40m | Kiwi.com |
| Oct 12, 2026 | Oct 16–18, 2026 | $695 | UA | nonstop | 2h 32m | 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 Charleston to Chicago
What does a round trip from Charleston to Chicago usually cost?
Over the last 60 days the typical price we found was $569 per person, taxes and fees included, across 11 checks; the lowest was $507.
When is the best time to fly from Charleston 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 Charleston to Chicago?
No, a government photo ID is enough for US citizens.