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

Based on current 6-month forward fare data, August 2026 is the cheapest month to fly from Cleveland (CLE) to Chicago (ORD), with fares starting from $102.

What is the lowest current fare from CLE to ORD?

The lowest currently-listed fare from Cleveland (CLE) to Chicago (ORD) is $102 on 2026-08-10.

How long is the flight from Cleveland to Chicago?

Direct flights from CLE to ORD cover approximately 508 km (316 miles), with an estimated flight time of 36m. Operating airlines: AA, UA.

Cheap flights from Cleveland to Chicago

Cheapest current fares: $102 in August 2026, 508 km direct flight in ~36m.

Last updated August 10, 2026 · By Flightmaps Editorial

Cheapest month-by-month fares

Lowest available fare per calendar month from Cleveland (CLE) to Chicago (ORD). Refreshed daily.

Cleveland (CLE) → Chicago (ORD)

August 2026 $102

Frequently asked questions

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

Based on current 6-month forward fare data, August 2026 is the cheapest month to fly from Cleveland (CLE) to Chicago (ORD), with fares starting from $102.
What is the lowest current fare from CLE to ORD?

The lowest currently-listed fare from Cleveland (CLE) to Chicago (ORD) is $102 on 2026-08-10.
How long is the flight from Cleveland to Chicago?

Direct flights from CLE to ORD cover approximately 508 km (316 miles), with an estimated flight time of 36m. Operating airlines: AA, UA.

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