San Jose to Chicago (SJC–MDW) — Airlines, Schedules & Connections
No flights match your filters.
No nonstop flights on this route. connecting options below.
SJC–MDW is served by 2 airlines with nonstop service. Southwest Airlines and BBQ lead the route. The flight covers 1,833 miles in approximately 3h 38m. Beyond nonstop, 73 hubs offer 1-stop connections.
Airline Landscape
| Airline | Freq/wk | Aircraft | Duration | Dep OTP | Alliance | Codeshares |
|---|---|---|---|---|---|---|
| WN Southwest Airlines | 26 | 73H, 7M8, 7S7 | 4h-4h05 | – | – | |
| BBQ BBQ | 1 | – | 3h38 | – | – |
Weekly Schedule Pattern
Connection Landscape
On-Time Performance
Other ways to reach Chicago from San Jose
| Metric | SJC→MDW | OAK→MDW | SFO→MDW |
|---|---|---|---|
| Distance from SJC | – | 29 mi | 30 mi |
| Nonstop airlines | 2 | 2 | 3 |
| Weekly flights | 27 | 25 | 22 |
| Flight time | 3h 38m | 4h | 3h 40m |
| Departure OTP | 93% | – | – |
Travel Essentials
SJC: PDT · MDW: CDT
When it's 6:00 PM in San Jose, it's 8:00 PM in Chicago.
SJC–MDW Quick Facts
Frequently Asked Questions
Flights from SJC to MDW
Norman Y. Mineta San Jose International Airport (SJC) and Chicago Midway International Airport (MDW) are connected by nonstop service from BBQ and Southwest Airlines. With 27 weekly departures, this is a well served route.
SJC to MDW Flight Duration and Schedule
Nonstop flight time from SJC to MDW ranges from 3 hours 38 minutes to 4 hours 5 minutes. The route covers a distance of 1,833 miles (2,950 km). There are approximately 27 weekly flights outbound and 26 return, totaling 53 flights per week in both directions.
Connecting Options and Alternatives
73 one-stop connections are available, with the fastest taking approximately 5 hours via STL. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Oakland (OAK), San Francisco (SFO) and Santa Rosa (STS).