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

We've found the cheapest flights to Chicago

Returns from £110.78

One-way from £27.69

If it is your first time travelling to Midway then check out the airliners Summit Aviation, 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 Airlines444443306:3020:00VIEW FLIGHTS
Summit Aviation000010016:3016:30VIEW FLIGHTS
Flexjet000100011:1711:17VIEW 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 AirlinesWN2187
11:00
AirlineFlight  No
Southwest AirlinesWN2030
13:20
AirlineFlight  No
Southwest AirlinesWN3220
20:00
AirlineFlight  No
Southwest AirlinesWN2628
VIEW FLIGHTS
Tuesday
06:45
AirlineFlight  No
Southwest AirlinesWN3262
10:45
AirlineFlight  No
Southwest AirlinesWN3220
15:50
AirlineFlight  No
Southwest AirlinesWN2187
19:20
AirlineFlight  No
Southwest AirlinesWN3630
VIEW FLIGHTS
Wednesday
06:45
AirlineFlight  No
Southwest AirlinesWN3262
10:45
AirlineFlight  No
Southwest AirlinesWN3220
15:50
AirlineFlight  No
Southwest AirlinesWN2187
19:20
AirlineFlight  No
Southwest AirlinesWN3630
VIEW FLIGHTS
Thursday
06:30
AirlineFlight  No
Southwest AirlinesWN2187
11:00
AirlineFlight  No
Southwest AirlinesWN2030
11:17
AirlineFlight  No
FlexjetLXJ583
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
16:30
AirlineFlight  No
Summit AviationYEL54
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.

Alternative Direct Routes
RouteStopsDistanceFlying Time
Wooster to Chicago Midway01 Hour 24 Minutes
Akron canton Regional to Chicago Midway01 Hour 27 Minutes
Cleveland Cuyahoga County to Chicago Midway01 Hour 26 Minutes
Port Columbus to Chicago Midway01 Hour 21 Minutes
Detroit to Chicago Midway01 Hour 5 Minutes
Chautauqua County to Chicago Midway01 Hour 38 Minutes
Saginaw to Chicago Midway01 Hour 4 Minutes
Pittsburgh to Chicago Midway01 Hour 34 Minutes
Pontiac to Chicago Midway01 Hour 6 Minutes
Toledo Express to Chicago Midway059 Minutes
Toronto City Centre to Chicago Midway01 Hour 39 Minutes
Toronto to Chicago Midway01 Hour 38 Minutes

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.

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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 £27.69 ($38 €32.43)
£27.69
$38 | €32.43
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 £110.78 ($152 €129.70)
£110.78
$152 | €129.70
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): Flexjet, Southwest Airlines, Summit Aviation.
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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