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Route

Oklahoma City → Chicago

OKCOklahoma CityOKC Will Rogers World Airport
MDWChicagoChicago Midway International Airport
Distance
690 mi
Estimated flight time
~1h 55m

Same local time in Oklahoma City and Chicago.

Observed nonstop

How often does this route fly?

Frequency

A couple of times a day

On average around 2 flights a day, observed from October 2025 to September 2026.

2
flights per day
2
busiest month · Oct
1
quietest month · Nov
1 hr 33 min
measured flight time
12 / 12
months seen

Through the year

Per day, month by month

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

Airlines

Who flies it

Southwest Airlinesall year

Through the day

Departure times

Local time in Oklahoma City. 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. 1.6Mon
  2. 1.6Tue
  3. 1.5Wed
  4. 1.6Thu
  5. 1.7Fri
  6. 1.5Sat
  7. 1.6Sun

Fleet

Aircraft observed

  1. Boeing 737-700B73740%
  2. Boeing 737 MAX 8B38M31%
  3. Boeing 737-800B73827%
  4. Embraer Phenom 300E55P1%
  5. Bombardier Challenger 600CL601%
All the numbers in a table
MonthPer daySeenAirlines
January 2026125
  • Southwest Airlines24×
February 2026125
  • Southwest Airlines25×
March 2026255
  • Southwest Airlines51×
April 2026259
  • Southwest Airlines57×
May 2026258
  • Southwest Airlines55×
June 2026258
  • Southwest Airlines57×
July 2026264
  • Southwest Airlines61×
August 2026260
  • Southwest Airlines58×
September 2026259
  • Southwest Airlines58×
October 2025252
  • Southwest Airlines48×
November 2025129
  • Southwest Airlines26×
December 2025128
  • Southwest Airlines28×

Airlines observed on this route

From observed callsign routes on OKC-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 Oklahoma City: 61.
  • Direct destinations observed from Chicago: 108.

The airports on this route

OKC Will Rogers World Airport

Oklahoma City, United StatesOKC / KOKC

Regional airport · 61 direct destinations · 4 runways · longest runway 9,803 ft

57 °F · CloudySource: 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

54 °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 Oklahoma City to Chicago

The observed direct connection between OKC Will Rogers World Airport (OKC) and Chicago Midway International Airport (MDW) covers approximately 690 mi. The estimated flight time is around 1h 55m. Southwest Airlines has been observed on this connection in the available route data.

Frequently asked questions about this route

How far is Oklahoma City from Chicago by air?
The great-circle distance between OKC Will Rogers World Airport and Chicago Midway International Airport is approximately 690 mi.
How long is the flight from Oklahoma City to Chicago?
Based on the distance, the estimated flight time is about 1h 55m. This is an estimate, not a schedule.
Is there a direct connection from Oklahoma City to Chicago?
Yes, a direct connection between OKC and MDW has been observed in our route data.
Which airlines have been observed on this route?
In the available route data: Southwest Airlines.
How often is there a flight from Oklahoma City to Chicago?
On average around 2 flights a day, measured over twelve months (October 2025 to September 2026) in the flight archive, with 572 observed flights. Mainly Southwest Airlines. That is an observation, not a timetable.
What is the current time difference between Oklahoma City and Chicago?
Same local time in Oklahoma City and Chicago.

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.