San Jose to Chicago flights
Direct and connecting flights from Norman Y. Mineta San Jose International Airport (SJC) to Chicago Midway International Airport (MDW) — airlines, aircraft types, and the safety record for this route.
Route FAQ
How long does the flight from San Jose to Chicago take?
Flight time from San Jose (SJC) to Chicago (MDW) depends on routing, aircraft type, and whether the flight is direct or connecting. A direct flight typically reflects great-circle distance plus winds, while one-stop options can add several hours depending on the layover airport. The typical block time and frequency we have observed for this route are shown above.
Which airlines fly from San Jose to Chicago?
Airline availability for SJC to MDW changes by season and sometimes week to week as carriers adjust capacity. The airlines and aircraft types observed operating this route, both direct and connecting, are listed below based on real flight-tracking data.
Are there direct flights from San Jose to Chicago?
Direct (nonstop) availability on SJC to MDW varies by date, day of week, and season. Busy city pairs usually have multiple daily nonstops, while thinner routes may only have direct service a few days per week or only during peak seasons.
No fatal or serious occurrence involving any operator on this pair in the last 90 days.
- Southwest Airlines40
| Carrier | Sightings / 90d | Safety events |
|---|---|---|
| Southwest Airlines | 3 sightings | No recorded events |
Planning SJC → MDW
SJC to MDW is a medium-haul route of 2,950 km (1,833 mi). See the return MDW → SJC route.
Alternative airports near San Jose: San Jose (RHV) — 10 km, Mountain View (NUQ) — 12 km, Palo Alto (PAO) — 20 km.
Alternative airports near Chicago: Chicago (CGX) — 14 km, Chicago (ORD) — 25 km, Gary (GYY) — 34 km.