Flights from Cleveland Airport (CLE) to Chicago Midway Airport Airport (MDW)

If it is your first time travelling to Midway then check out the airliners NetJets, flyExclusive and Southwest Airlines. These airliners all offer direct flights that depart from Hopkins International, so you will find flying to Midway is quite easy. The flight from Hopkins International to Midway is approximately 492 Kilometers which is 306 Miles. You should expect a flight time of around 1 Hour 23 Minutes.

The price of the flight is dependent on the time of the day you fly and the day of the week with weekends being normally a higher price. To obtain the best prices for Midway flights than book well in advance. The ticket prices for most airliners will increase the closer you get the departure date, so as soon as you know the date you will travel you should book your flights.

When arriving at Midway don’t forget to set your watch to the local time!

For a full summary of all the airliners that fly from Hopkins International to Midway, please see the table below.

Flights Chart
AirlinerMoTuWeThFrSaSuFirst FlightLast FlightFlights
Southwest Airlines444442307:0019:00VIEW FLIGHTS
NetJets0000010VIEW FLIGHTS
flyExclusive000100017:1617:16VIEW FLIGHTS

Southwest Airlines offer the highest number of flights for this route with departures times between 07:00 and 19:00.

If you wish to book your flight with Southwest Airlines then we advise you book direct from their website at www.southwest.com/?ref=southwestairlines.com. The best discounts can only be obtained from their website.

The flight time for the selected route vary based on the month you will travel, but below we has summarised the most common times they will fly. We recommend you only take these times as guidance and check with appropriate airline for the exact times for the date you depart.

Flights Time In WeekDays
DayFlight TimesFlights
Monday
07:00
AirlineFlight  No
Southwest AirlinesWN655
11:40
AirlineFlight  No
Southwest AirlinesWN642
15:25
AirlineFlight  No
Southwest AirlinesWN2926
18:30
AirlineFlight  No
Southwest AirlinesWN920
VIEW FLIGHTS
Tuesday
08:25
AirlineFlight  No
Southwest AirlinesWN1270
12:30
AirlineFlight  No
Southwest AirlinesWN3767
14:25
AirlineFlight  No
Southwest AirlinesWN2926
19:00
AirlineFlight  No
Southwest AirlinesWN920
VIEW FLIGHTS
Wednesday
08:40
AirlineFlight  No
Southwest AirlinesWN1270
12:15
AirlineFlight  No
Southwest AirlinesWN3767
14:10
AirlineFlight  No
Southwest AirlinesWN2926
18:45
AirlineFlight  No
Southwest AirlinesWN920
VIEW FLIGHTS
Thursday
07:00
AirlineFlight  No
Southwest AirlinesWN655
11:40
AirlineFlight  No
Southwest AirlinesWN642
15:40
AirlineFlight  No
Southwest AirlinesWN2926
17:16
AirlineFlight  No
flyExclusiveJRE865
18:30
AirlineFlight  No
Southwest AirlinesWN920
VIEW FLIGHTS
Friday
07:00
AirlineFlight  No
Southwest AirlinesWN655
11:40
AirlineFlight  No
Southwest AirlinesWN642
15:25
AirlineFlight  No
Southwest AirlinesWN2926
18:45
AirlineFlight  No
Southwest AirlinesWN920
VIEW FLIGHTS
Saturday
07:30
AirlineFlight  No
Southwest AirlinesWN1270
16:06
AirlineFlight  No
NetJetsEJA839
18:15
AirlineFlight  No
Southwest AirlinesWN920
VIEW FLIGHTS
Sunday
07:50
AirlineFlight  No
Southwest AirlinesWN1270
13:05
AirlineFlight  No
Southwest AirlinesWN2862
17:20
AirlineFlight  No
Southwest AirlinesWN920
VIEW FLIGHTS

If you are flexible on the airport you depart from, then there are other airports that offer direct flights to Midway. You can see full details of these below.

Whilst you will find a bureau de change at Midway, we recommend you change some money before you depart if you don’t have the local currency. The exchange rates within any airport are not very favorable, so exchanging money before hand is a good idea.

Planning a trip? Save money on car rental by booking in advance

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Flight Price FAQ - Cleveland (CLE) to Chicago (MDW)

1+ STOP(S)
What is the cheapest flight one way from Cleveland CLE to Chicago MDW?
The cheapest flight one way from Cleveland CLE to Chicago MDW is £41.01 ($54 €48.62)
£41.01
$54 | €48.62
Check Latest Price
1+ STOP(S)
What is the cheapest return flight from Cleveland CLE to Chicago MDW?
The cheapest return flight from Cleveland CLE to Chicago MDW is £82.02 ($108 €97.23)
£82.02
$108 | €97.23
Check Latest Price
Important Note: Prices shown are taken from searches performed for flights operating during the current month. Please use the "Latest Price" buttons to get the most up to date airfares.

Compare Flight Prices from CLE to MDW

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Flight Info FAQ - Cleveland (CLE) to Chicago (MDW)

Who flies from Cleveland to Chicago?
The following airlines fly from Cleveland (CLE) to Chicago (MDW): flyExclusive, NetJets, Southwest Airlines.
How far is the flight from Cleveland to Chicago?
The flight from Cleveland to Chicago is 492KM or 306 miles.
How long does the flight from Cleveland to Chicago to take?
The flight from Cleveland to Chicago takes 1 Hour 23 Minutes.

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