Southwest Airlines
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United States
Norman Y. Mineta San Jose International Airport
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United States
Midway International Airport
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Scan through all non-stop flights from San Jose to Chicago. The full flight schedule below gives an overview of all non-stop flights from SJC to MDW, which includes the daily timetable of every operating airline for the upcoming 12 months.
Note: for airline-specific flight schedules, please scroll further down.
Currently, there is only one airline operating non-stop flights from San Jose SJC to Chicago MDW, which is Southwest Airlines. This section gives an overview of the flight schedules and timetables of every airline with direct flights for this route.
Click an airline below to view their SJC MDW flight schedule.
Flights from SJC to MDW are operated 12 times a week, with an average of 2 flights per day. Departure times vary between 06:30 - 18:50. The earliest flight departs at 06:30, the last flight departs at 18:50. However, this depends on the date you are flying so please check with the full flight schedule above to see which departure times are available on your preferred date(s) of travel.
On this non-stop route, you can fly in Economy only.
The fastest direct flight from San Jose to Chicago takes 4 hours and 10 minutes. The flight distance between San Jose and Chicago is 1,832 miles (or 2,948 km).
There are 2 airports in Chicago: Midway International Airport (MDW) and O'Hare International Airport (formerly Orchard Depot Fi (ORD).
There are 12 flights per week flying from San Jose to Chicago (as of May 2024).
4 hours and 10 minutes is the average flight time from San Jose to Chicago.
The distance from San Jose to Chicago is 1,832 miles (2,948 kilometers).
Southwest Airlines is the only airline flying nonstop from San Jose to Chicago.
There are no alliances flying direct from San Jose to Chicago at the moment.
You can fly non-stop in Economy only.
Aircraft types that fly from San Jose to Chicago:
The earliest flight departs at 06:30 from San Jose and arrives at 12:40 at Chicago.
The latest flight departs at 18:50 from San Jose and arrives at 00:55 at Chicago.
1,832 miles (2,948 km) · 4h 10m
06:45
12:50
Southwest Airlines
WN 5972
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
06:45
12:55
Southwest Airlines
WN 5972
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
07:00
13:10
Southwest Airlines
WN 5972
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
07:20
13:25
Southwest Airlines
WN 5972
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
07:40
13:45
Southwest Airlines
WN 5972
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
12:20
18:25
Southwest Airlines
WN 5229
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
12:25
18:30
Southwest Airlines
WN 5229
Southwest Airlines
Boeing 737-700 (winglets)
Y
W
J
F
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