Flight Check

Best Airline: CLE to MDW

Cleveland to Chicago — airline reliability comparison

Southwest Airlines is the most reliable airline on the CLE to MDW route with a 85% on-time rate. Based on 4,407 flights tracked.

This route involves weather-prone airports, which can affect reliability regardless of airline.

Source: Bureau of Transportation Statistics. Updated October 2026.

On-Time Rate by Airline

Southwest Airlines85%

CLE to MDW Airline Comparison

AirlineOn-Time %Cancel %Avg DelayFlights
Southwest AirlinesWNBest85%1.2%56m4,407

Route Overview

85%
Overall On-Time
56m
Avg Delay
1.3%
Cancel Rate
4,407
Total Flights
CLE to MDW Route DetailsReturn: MDW to CLE
CLE AirportMDW Airport

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Data last updated October 2026. Source: Bureau of Transportation Statistics.