Chicago (MDW) to San Jose (SJC) flights
Southwest Airlines flies nonstop from Chicago Midway International Airport to Mineta San Jose International Airport, with about 14 flights a week in July 2026. The 1,838-mile flight takes about 4h 30m gate to gate.
- Distance
- 1,838 mi · 2,958 km
- Flight time
- 4h 30m
- Airlines
- 1
- Seats filled
- 82%
Airlines flying MDW to SJC
| Airline | Flights a week | Aircraft | Passengers (12 months) | Flight time |
|---|---|---|---|---|
| Southwest Airlines | 14 | Boeing 737 MAX 8, Boeing 737-700 / MAX 7, Boeing 737-800 | 70,198 | 4h 30m |
Airlines are the operating carrier: regional airlines such as SkyWest or Horizon often fly under a larger airline's brand.
MDW to SJC flight schedule
6 flight numbers flew this route in August 2026. The first usually leaves at 10:10am and the last at 8:50pm. Times are local and can change; check with the airline before you book.
| Flight | Departs | Arrives | Days flown in August 2026 | On time (12 months) |
|---|---|---|---|---|
| WN 2756Southwest Airlines | 10:10am | 12:35pm | 4 | n/a |
| WN 2830Southwest Airlines | 10:15am | 12:45pm | 16 | 75% |
| WN 3502Southwest Airlines | 10:20am | 12:45pm | 8 | n/a |
| WN 3810Southwest Airlines | 8:30pm | 11:00pm | 12 | 50% |
| WN 4996Southwest Airlines | 8:40pm | 11:10pm | 4 | n/a |
| WN 576Southwest Airlines | 8:50pm | 11:20pm | 12 | 17% |
Is MDW to SJC on time?
From September 2025 to August 2026, 65% of 526 flights arrived within 15 minutes of schedule and 1.3% were cancelled. Flights leaving around 8am were the most punctual (85%), those around 8pm the least (43%). Most delay time was caused by late-arriving aircraft (49%).
| Airline | Flights | On time | Average delay | Cancelled |
|---|---|---|---|---|
| Southwest Airlines | 526 | 65% | 18 min | 1.3% |
Airlines as sold: flights operated by regional partners count under the airline on the ticket. Average delay is across all completed flights, early arrivals counted as zero.
On-time arrivals by departure time
| Scheduled departure | Flights | On time, relative | On time |
|---|---|---|---|
| 7am to 8am | 30 | 79% | |
| 8am to 9am | 91 | 85% | |
| 10am to 11am | 167 | 74% | |
| 3pm to 4pm | 26 | 77% | |
| 5pm to 6pm | 30 | 70% | |
| 7pm to 8pm | 22 | 48% | |
| 8pm to 9pm | 119 | 43% | |
| 9pm to 10pm | 24 | 35% |
Flights by month
| Month | Flights | Flights, relative | Passengers |
|---|---|---|---|
| August 2025 | 55 | 7,858 | |
| September 2025 | 52 | 7,072 | |
| October 2025 | 33 | 4,845 | |
| November 2025 | 29 | 3,592 | |
| December 2025 | 31 | 4,048 | |
| January 2026 | 14 | 1,607 | |
| February 2026 | 19 | 2,256 | |
| March 2026 | 50 | 5,936 | |
| April 2026 | 55 | 6,999 | |
| May 2026 | 57 | 7,743 | |
| June 2026 | 59 | 9,041 | |
| July 2026 | 62 | 9,201 |
Related
Source: US Department of Transportation, T-100 Segment data, August 2025 to July 2026.