Chicago to San Jose (MDW–SJC) — Airlines, Schedules & Connections
No flights match your filters.
No scheduled airline flights on this route — it's flown by charter / private operators (). No nonstop flights on this route. connecting options below.
Most recently operated nonstop flights — the month shown is when each was last scheduled. Most destinations remain reachable with a connection.
No discontinued nonstop flights on record for this route.
MDW–SJC is served by 1 airline with nonstop service. Southwest Airlines leads the route. The flight covers 1,833 miles in approximately 4h 25m. Beyond nonstop, 1-stop connecting options are also available.
Airline Landscape
| Airline | Freq/wk | Aircraft | Duration | Dep OTP | Alliance | Codeshares |
|---|---|---|---|---|---|---|
| WN Southwest Airlines | 27 | 7M8, 7S7, B38M | 4h12-4h30 | – | – |
Weekly Schedule Pattern
Connection Landscape
On-Time Performance
Other ways to reach San Jose from Chicago
| Metric | MDW→SJC | ORD→SJC | SBN→SJC |
|---|---|---|---|
| Distance from MDW | – | 15 mi | 74 mi |
| Nonstop airlines | 1 | 3 | 1 |
| Weekly flights | 27 | 14 | – |
| Flight time | 4h 25m | 4h 27m | 4h 5m |
| Departure OTP | 100% | – | – |
Travel Essentials
MDW: CDT · SJC: PDT
When it's 6:00 PM in Chicago, it's 4:00 PM in San Jose.
MDW–SJC Quick Facts
Frequently Asked Questions
Flights from MDW to SJC
Chicago Midway International Airport (MDW) and Norman Y. Mineta San Jose International Airport (SJC) are connected by nonstop service from Southwest Airlines. With 27 weekly departures, this is a well served route.
MDW to SJC Flight Duration and Schedule
Nonstop flight time from MDW to SJC is about 4 hours 25 minutes gate to gate. The route covers a distance of 1,833 miles (2,950 km). There are approximately 27 weekly flights outbound and 28 return, totaling 55 flights per week in both directions.
Connecting Options and Alternatives
1-stop connecting options are also available, commonly via Denver, Harry Reid and Phoenix Sky Harbor. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Chicago (ORD), South Bend (SBN) and Milwaukee (MKE).