When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 42 days in advance, which can save you up to 59% on flights from Chicago Midway Airport to Cleveland compared to booking the week you need them. Waiting 42 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $263. For sooner than that we have options available in the next 3 days from $349.
When flying from Chicago Midway Airport to Cleveland, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Afternoon Noon to 6 PM | 50% of MDW to CLE departures |
Morning 6 AM to noon | 25% of MDW to CLE departures |
Evening 6 PM to midnight | 25% of MDW to CLE departures |
Early morning Midnight to 6 AM | 0% of MDW to CLE departures |