Chicago Midway International Airport
Chicago, United StatesMDW / KMDW
Major airport · 108 direct destinations · 4 runways · longest runway 6,522 ft
52 °F · CloudySource: METAR observation via the NOAA Aviation Weather Center
Route
Chicago → San Jose
MDW
ChicagoChicago Midway International Airport
ChicagoChicago Midway International AirportSJCSan JoseMineta San Jose International Airport
San JoseMineta San Jose International Airport- Distance
- 1,833 mi
- Estimated flight time
- ~4h 10m
San Jose is currently 2 hours behind 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 · Mar
- 1
- quietest month · Oct
- 4 hr 12 min
- measured flight time
- 12 / 12
- months seen
Through the year
Per day, month by month
- 1Jan2026
- 1Feb
- 2Mar
- 2Apr
- 2May
- 2Jun
- 2Jul
- 2Aug
- 2Sep
- 1Oct2025
- 1Nov
- 1Dec
Airlines
Who flies it
Southwest Airlinesall year
Through the day
Departure times
Local time in Chicago. Most departures between 08:00 and 11:00.
- 00:00
- 01:00
- 02:00
- 03:00
- 04:00
- 05:00
- 06:00
- 07:00
- 08:00
- 09:00
- 10:00
- 11:00
- 12:00
- 13:00
- 14:00
- 15:00
- 16:00
- 17:00
- 18:00
- 19:00
- 20:00
- 21:00
- 22:00
- 23:00
Through the week
By weekday
- 1.6Mon
- 1.6Tue
- 1.4Wed
- 1.3Thu
- 1.8Fri
- 1.4Sat
- 1.3Sun
Fleet
Aircraft observed
- Boeing 737 MAX 8B38M49%
- Boeing 737-700B73722%
- Boeing 737-800B73816%
- Bombardier Challenger 350CL351%
- Gulfstream VGLF51%
All the numbers in a table
| Month | Per day | Seen | Airlines |
|---|---|---|---|
| January 2026 | 1 | 16 |
|
| February 2026 | 1 | 25 |
|
| March 2026 | 2 | 50 |
|
| April 2026 | 2 | 56 |
|
| May 2026 | 2 | 54 |
|
| June 2026 | 2 | 60 |
|
| July 2026 | 2 | 65 |
|
| August 2026 | 2 | 56 |
|
| September 2026 | 2 | 60 |
|
| October 2025 | 1 | 33 |
|
| November 2025 | 1 | 29 |
|
| December 2025 | 1 | 27 |
|
Airlines observed on this route
From observed callsign routes on MDW-SJC - not a booking guarantee.
About this route
- Domestic route: both airports are in the same country.
- The 4th longest observed direct route from MDW, out of 108.
- The opposite direction has also been observed as a direct connection.
- Direct destinations observed from Chicago: 108.
- Direct destinations observed from San Jose: 59.
The airports on this route
Mineta San Jose International Airport
San Jose, United StatesSJC / KSJC
Major airport · 59 direct destinations · 2 runways · longest runway 11,001 ft
70 °F · ClearSource: 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 Chicago to San Jose
The observed direct connection between Chicago Midway International Airport (MDW) and Mineta San Jose International Airport (SJC) covers approximately 1,833 mi. The estimated flight time is around 4h 10m. Southwest Airlines has been observed on this connection in the available route data.
Frequently asked questions about this route
- How far is Chicago from San Jose by air?
- The great-circle distance between Chicago Midway International Airport and Mineta San Jose International Airport is approximately 1,833 mi.
- How long is the flight from Chicago to San Jose?
- Based on the distance, the estimated flight time is about 4h 10m. This is an estimate, not a schedule.
- Is there a direct connection from Chicago to San Jose?
- Yes, a direct connection between MDW and SJC 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 Chicago to San Jose?
- On average around 2 flights a day, measured over twelve months (October 2025 to September 2026) in the flight archive, with 531 observed flights. Mainly Southwest Airlines. That is an observation, not a timetable.
- What is the current time difference between Chicago and San Jose?
- San Jose is currently 2 hours behind 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.