Chicago to San Diego (MDW–SAN) — Airlines, Schedules & Connections
No flights match your filters.
No nonstop flights on this route. connecting options below.
MDW–SAN is served by 1 airline with nonstop service. Southwest Airlines leads the route. The flight covers 1,725 miles in approximately 4h 11m. Beyond nonstop, 70 hubs offer 1-stop connections.
Airline Landscape
| Airline | Freq/wk | Aircraft | Duration | Dep OTP | Alliance | Codeshares |
|---|---|---|---|---|---|---|
| WN Southwest Airlines | 48 | 737, 7M8, 7S7, B38M | 4h11-4h48 | – | – |
Weekly Schedule Pattern
Connection Landscape
On-Time Performance
Other ways to reach San Diego from Chicago
| Metric | MDW→SAN | ORD→SAN | MKE→SAN |
|---|---|---|---|
| Distance from MDW | – | 15 mi | 81 mi |
| Nonstop airlines | 1 | 9 | 1 |
| Weekly flights | 48 | 176 | 9 |
| Flight time | 4h 11m | 3h 51m | 3h 57m |
| Departure OTP | 0% | – | – |
Travel Essentials
MDW: CDT · SAN: PDT
When it's 6:00 PM in Chicago, it's 4:00 PM in San Diego.
MDW–SAN Quick Facts
Frequently Asked Questions
Flights from MDW to SAN
Chicago Midway International Airport (MDW) and San Diego International Airport (SAN) are connected by nonstop service from Southwest Airlines. With 48 weekly departures, this is a heavily served route.
MDW to SAN Flight Duration and Schedule
Nonstop flight time from MDW to SAN ranges from 4 hours 11 minutes to 4 hours 48 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
70 one-stop connections are available, with the fastest taking approximately 5 hours via ICT. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Chicago (ORD) and Milwaukee (MKE).