San Diego to Chicago (SAN–MDW) — Airlines, Schedules & Connections
No flights match your filters.
No nonstop flights on this route. connecting options below.
SAN–MDW is served by 1 airline with nonstop service. Southwest Airlines leads the route. The flight covers 1,725 miles in approximately 3h 50m. Beyond nonstop, 74 hubs offer 1-stop connections.
Airline Landscape
| Airline | Freq/wk | Aircraft | Duration | Dep OTP | Alliance | Codeshares |
|---|---|---|---|---|---|---|
| WN Southwest Airlines | 48 | 737, 73H, 7M8, 7S7, B38M | 3h50-4h06 | – | – |
Weekly Schedule Pattern
Connection Landscape
On-Time Performance
Other ways to reach Chicago from San Diego
| Metric | SAN→MDW | SNA→MDW | PSP→MDW |
|---|---|---|---|
| Distance from SAN | – | 76 mi | 85 mi |
| Nonstop airlines | 1 | 1 | 1 |
| Weekly flights | 48 | 1 | 1 |
| Flight time | 3h 50m | 3h 22m | 3h 35m |
| Departure OTP | 73% | – | – |
Travel Essentials
SAN: PDT · MDW: CDT
When it's 6:00 PM in San Diego, it's 8:00 PM in Chicago.
SAN–MDW Quick Facts
Frequently Asked Questions
Flights from SAN to MDW
San Diego International Airport (SAN) and Chicago Midway International Airport (MDW) are connected by nonstop service from Southwest Airlines. With 48 weekly departures, this is a heavily served route.
SAN to MDW Flight Duration and Schedule
Nonstop flight time from SAN to MDW ranges from 3 hours 50 minutes to 4 hours 6 minutes. The route covers a distance of 1,725 miles (2,776 km). There are approximately 48 weekly flights outbound and 48 return, totaling 96 flights per week in both directions.
Connecting Options and Alternatives
74 one-stop connections are available, with the fastest taking approximately 5 hours via TRM. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Santa Ana (SNA), Palm Springs (PSP) and Long Beach (LGB).