Cheap Flights from Cleveland to Chicago
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The latest fare from Cleveland to Chicago: $124 round trip, Nov 23 – Dec 1, seen Nov 3. Prices by month are below.
Across 4 months of observations from Cleveland to Chicago, the lowest round-trip economy fare we recorded was $106, in September. The typical economy fare was $204. September was the cheapest month we saw and August the dearest.
The most recent economy price we saw on this route was $124 on Frontier and Southwest, seen Nov 3.
See every deal from Cleveland, to Chicago, or the return direction Chicago to Cleveland.
Latest economy price we saw: Cleveland to Chicago
The most recent economy round-trip fare we saw on this route.
| From | Price | Per mile | Travel dates | Airline | Seen | Check price |
|---|---|---|---|---|---|---|
| Cleveland (CLE) to Chicago (MDW) | $124 | 20.3¢ | Nov 23 – Dec 1 | Frontier and Southwest | Nov 3 | Check price |
Economy price history: Cleveland to Chicago
The lowest fares we saw each month.
| Month | Low | Typical | Sightings |
|---|---|---|---|
| Nov 2026 | $117 | $139 | 7 |
| Oct 2026 | $106 | $252 | 133 |
| Sep 2026 | $106 | $202 | 39 |
| Aug 2026 | $146 | $225 | 57 |
Frequently asked questions
How many flight deals from Cleveland to Chicago are on Sparkflights right now?
There are 0 deals from Cleveland to Chicago on the board right now.
What is the lowest price ever seen from Cleveland to Chicago?
The lowest economy fare we've recorded from Cleveland to Chicago is $106, based on 236 price observations over 4 months.
How much does a flight from Cleveland to Chicago cost?
The typical round-trip economy fare we observed from Cleveland to Chicago is $204, against a recorded low of $106. These are observations, not quotes.
When is the cheapest month to fly Cleveland to Chicago?
For economy fares from Cleveland to Chicago, September was the cheapest month we observed and August the dearest, over 4 months of data.
What is the current price from Cleveland to Chicago?
The most recent economy fare we saw from Cleveland to Chicago is $124, on Nov 3.