1 airline flies nonstop from Midway International Airport to San Diego International Airport. Midway International Airport (Chicago) to San Diego International Airport (San Diego).
Checking today’s fares with the airlines.
| Airline | From | To |
|---|---|---|
| Southwest Airlines | MDW Midway International Airport | SAN San Diego International Airport |
Nonstop service as of October 2026. Airlines change schedules seasonally.
3 miles (4.8 km) from the city centre. 25.3 million passengers in 2025
| How | Route | Time | Cost |
|---|---|---|---|
| Bus | MTS Route 992 to the Santa Fe Depot downtown, every 15 minutes | about 15m | $3.00 one way (adult) |
| Shuttle | Free San Diego Flyer shuttle to Old Town Transit Center for trolley and train connections | – | free |
Domestic travel: a REAL ID-compliant license or other acceptable ID, such as a US passport, is required to board flights within the US.
San Diego is 2 hours behind Chicago. San Diego uses the US dollar (USD).
Read the San Diego guide: when to go, weather, airports and tips
Nonstop flight times vary by airline and season; flights with a connection take longer.
As of October 2026, Southwest Airlines flies this route nonstop.
About 1,725 miles (2,776 km) between the airports.
San Diego is 2 hours behind Chicago.
Domestic travel: a REAL ID-compliant license or other acceptable ID, such as a US passport, is required to board flights within the US.
MTS Route 992 to the Santa Fe Depot downtown, every 15 minutes, about 15 minutes, $3.00 one way (adult).
Information checked in October 2026. Schedules, fares and entry rules change, so confirm with the airline or the official source before you travel.