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

We've found the cheapest flights to Chicago

Returns from £112.36

One-way from £28.09

If it is your first time travelling to Midway then check out the airliners Centene Management Company, Flexjet 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 Airlines333443306:3020:00VIEW FLIGHTS
Flexjet011000009:3014:02VIEW FLIGHTS
Centene Management Company001000015:4015:40VIEW FLIGHTS

Southwest Airlines offer the highest number of flights for this route with departures times between 06:30 and 20:00.

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
06:30
AirlineFlight  No
Southwest AirlinesWN1378
11:45
AirlineFlight  No
Southwest AirlinesWN865
18:50
AirlineFlight  No
Southwest AirlinesWN3376
VIEW FLIGHTS
Tuesday
07:25
AirlineFlight  No
Southwest AirlinesWN3376
09:30
AirlineFlight  No
FlexjetLXJ301
12:45
AirlineFlight  No
Southwest AirlinesWN1378
19:20
AirlineFlight  No
Southwest AirlinesWN865
VIEW FLIGHTS
Wednesday
07:25
AirlineFlight  No
Southwest AirlinesWN3376
12:45
AirlineFlight  No
Southwest AirlinesWN1378
14:02
AirlineFlight  No
FlexjetLXJ483
15:40
AirlineFlight  No
Centene Management CompanyTMP6166
19:20
AirlineFlight  No
Southwest AirlinesWN865
VIEW FLIGHTS
Thursday
06:30
AirlineFlight  No
Southwest AirlinesWN2187
11:00
AirlineFlight  No
Southwest AirlinesWN2030
13:20
AirlineFlight  No
Southwest AirlinesWN3220
20:00
AirlineFlight  No
Southwest AirlinesWN2628
VIEW FLIGHTS
Friday
06:30
AirlineFlight  No
Southwest AirlinesWN2187
11:00
AirlineFlight  No
Southwest AirlinesWN2030
13:20
AirlineFlight  No
Southwest AirlinesWN3220
20:00
AirlineFlight  No
Southwest AirlinesWN2628
VIEW FLIGHTS
Saturday
06:35
AirlineFlight  No
Southwest AirlinesWN2187
14:05
AirlineFlight  No
Southwest AirlinesWN3220
18:40
AirlineFlight  No
Southwest AirlinesWN3862
VIEW FLIGHTS
Sunday
07:10
AirlineFlight  No
Southwest AirlinesWN2187
13:05
AirlineFlight  No
Southwest AirlinesWN3220
19:40
AirlineFlight  No
Southwest AirlinesWN3630
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)

DIRECT Southwest Airlines
What is the cheapest direct flight one way from Cleveland CLE to Chicago MDW?
The cheapest direct flight one way from Cleveland CLE to Chicago MDW is £28.09 ($38 €33.32)
£28.09
$38 | €33.32
Check Latest Price
DIRECT Southwest Airlines
What is the cheapest direct return flight from Cleveland CLE to Chicago MDW?
The cheapest direct return flight from Cleveland CLE to Chicago MDW is £112.36 ($152 €133.28)
£112.36
$152 | €133.28
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): Centene Management Company, Flexjet, 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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