Flights from Chicago Midway to San Diego

MDWSAN

Chicago Midway International Airport (Chicago, United States) → San Diego International Airport (San Diego, United States)

Nonstop
4h 20m
Distance
2,776 km
Frequency
7×/week
One-way from
$110
Airlines
NetJets Aviation, Southwest Airlines
Book on Aviasales

Fares by month

One-way, per person

Lowest fares Aviasales travelers found in recent searches; some may include a connection. Prices change often — tap a month to see live fares.

Weekly schedule

Monday

  • WN297805:25→07:504h 25mSouthwest Airlines
  • WN297909:40→12:054h 25mSouthwest Airlines
  • WN298014:55→17:154h 20mSouthwest Airlines
  • WN428521:25→23:504h 25mSouthwest Airlines

Tuesday

  • WN297806:25→08:504h 25mSouthwest Airlines
  • WN428520:55→23:204h 25mSouthwest Airlines

Wednesday

  • WN297806:25→08:504h 25mSouthwest Airlines
  • WN428520:55→23:204h 25mSouthwest Airlines

Thursday

  • WN297805:25→07:504h 25mSouthwest Airlines
  • WN297909:40→12:054h 25mSouthwest Airlines
  • WN298014:55→17:154h 20mSouthwest Airlines
  • WN428521:25→23:504h 25mSouthwest Airlines

Friday

  • WN297805:25→07:504h 25mSouthwest Airlines
  • WN297909:40→12:054h 25mSouthwest Airlines
  • WN298014:55→17:154h 20mSouthwest Airlines
  • WN428521:25→23:504h 25mSouthwest Airlines

Saturday

  • WN211810:25→12:454h 20mSouthwest Airlines
  • WN298015:05→17:254h 20mSouthwest Airlines
  • WN428519:05→21:304h 25mSouthwest Airlines

Sunday

  • WN364406:30→08:554h 25mSouthwest Airlines
  • WN297910:25→12:454h 20mSouthwest Airlines
  • WN192820:50→23:154h 25mSouthwest Airlines

Chicago Midway to San Diego — frequently asked

How long is the flight from Chicago Midway to San Diego?
MDW–SAN is 4h 20m nonstop, covering 2,776 km (1,725 mi).
Which airlines fly nonstop from Chicago Midway to San Diego?
NetJets Aviation, Southwest Airlines operate this route nonstop.
How much is a flight from Chicago Midway to San Diego?
One-way fares on MDW–SAN recently started from $110. The lowest recent fare is for travel in December 2026. Fares change daily, so check current prices before booking.
How often do flights run from Chicago Midway to San Diego?
The route is served 7 days a week (22 scheduled departures).