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Route

Cleveland → Chicago

CLEClevelandCleveland Hopkins International Airport
MDWChicagoChicago Midway International Airport
Distance
306 mi
Estimated flight time
~1h 5m

Chicago is currently 1 hour behind Cleveland.

Observed nonstop

How often does this route fly?

Frequency

A couple of times a day

On average around 3 flights a day, observed from October 2025 to September 2026.

3
flights per day
4
busiest month · Jun
3
quietest month · Oct
55 min
measured flight time
12 / 12
months seen

Through the year

Per day, month by month

  1. 3Jan2026
  2. 3Feb
  3. 3Mar
  4. 3Apr
  5. 3May
  6. 4Jun
  7. 3Jul
  8. 4Aug
  9. 4Sep
  10. 3Oct2025
  11. 3Nov
  12. 3Dec

Airlines

Who flies it

Southwest Airlinesall year
Delta Air Linesnow and then

Through the day

Departure times

Local time in Cleveland. Most departures between 15:00 and 18:00.

  1. 00:00
  2. 01:00
  3. 02:00
  4. 03:00
  5. 04:00
  6. 05:00
  7. 06:00
  8. 07:00
  9. 08:00
  10. 09:00
  11. 10:00
  12. 11:00
  13. 12:00
  14. 13:00
  15. 14:00
  16. 15:00
  17. 16:00
  18. 17:00
  19. 18:00
  20. 19:00
  21. 20:00
  22. 21:00
  23. 22:00
  24. 23:00

Through the week

By weekday

  1. 3.6Mon
  2. 4.1Tue
  3. 3.5Wed
  4. 3Thu
  5. 3.4Fri
  6. 2.9Sat
  7. 2.9Sun

Fleet

Aircraft observed

  1. Boeing 737-700B73738%
  2. Boeing 737 MAX 8B38M30%
  3. Boeing 737-800B73817%
  4. Embraer Phenom 300E55P2%
  5. Cessna Citation LatitudeC68A1%
All the numbers in a table
MonthPer daySeenAirlines
January 2026378
  • Southwest Airlines69×
  • Delta Air Lines1×
February 2026374
  • Southwest Airlines68×
March 2026390
  • Southwest Airlines74×
April 2026386
  • Southwest Airlines77×
May 2026392
  • Southwest Airlines75×
June 20264125
  • Southwest Airlines97×
July 20263110
  • Southwest Airlines100×
August 20264118
  • Southwest Airlines105×
September 20264130
  • Southwest Airlines106×
October 20253107
  • Southwest Airlines89×
  • Delta Air Lines1×
November 2025399
  • Southwest Airlines78×
December 20253100
  • Southwest Airlines80×
  • Delta Air Lines2×

Airlines observed on this route

From observed callsign routes on CLE-MDW - not a booking guarantee.

About this route

  • Domestic route: both airports are in the same country.
  • The opposite direction has also been observed as a direct connection.
  • Direct destinations observed from Cleveland: 66.
  • Direct destinations observed from Chicago: 108.

The airports on this route

Cleveland Hopkins International Airport

Cleveland, United StatesCLE / KCLE

Regional airport · 66 direct destinations · 3 runways · longest runway 9,954 ft

56 °F · RainSource: METAR observation via the NOAA Aviation Weather Center

Chicago Midway International Airport

Chicago, United StatesMDW / KMDW

Major airport · 108 direct destinations · 4 runways · longest runway 6,522 ft

55 °F · CloudySource: METAR observation via the NOAA Aviation Weather Center

Alternative airports for this journey

Same journey, a different airport nearby - with an observed direct connection.

About the route from Cleveland to Chicago

The observed direct connection between Cleveland Hopkins International Airport (CLE) and Chicago Midway International Airport (MDW) covers approximately 306 mi. The estimated flight time is around 1h 5m. Delta Air Lines and Southwest Airlines have been observed on this connection in the available route data.

Frequently asked questions about this route

How far is Cleveland from Chicago by air?
The great-circle distance between Cleveland Hopkins International Airport and Chicago Midway International Airport is approximately 306 mi.
How long is the flight from Cleveland to Chicago?
Based on the distance, the estimated flight time is about 1h 5m. This is an estimate, not a schedule.
Is there a direct connection from Cleveland to Chicago?
Yes, a direct connection between CLE and MDW has been observed in our route data.
Which airlines have been observed on this route?
In the available route data: Delta Air Lines and Southwest Airlines.
How often is there a flight from Cleveland to Chicago?
On average around 3 flights a day, measured over twelve months (October 2025 to September 2026) in the flight archive, with 1,209 observed flights. Mainly Southwest Airlines, Delta Air Lines. That is an observation, not a timetable.
What is the current time difference between Cleveland and Chicago?
Chicago is currently 1 hour behind Cleveland.

Where this data comes from

The route data comes from the flight archive (ADS-B, adsb.lol): which connections actually flew over the last twelve full months and who flew them, combined with our own airport, runway, and airline datasets. It is reference data about observed routes - not a current timetable and no claim about bookability.

The frequency and aircraft on this page come from the flight archive (ADS-B, 12 months, October 2025 to September 2026), summarized per route per month. We do not see every flight, so it is a floor, not a count.

Route data updated on October 11, 2026.