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 25m
Distance
2,776 km
Frequency
7×/week
One-way from
$110
Airlines
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

  • WN145610:10→12:354h 25mSouthwest Airlines
  • WN23618:10→20:354h 25mSouthwest Airlines
  • WN198721:20→23:454h 25mSouthwest Airlines

Tuesday

  • WN145610:10→12:354h 25mSouthwest Airlines
  • WN107115:45→18:154h 30mSouthwest Airlines
  • WN198720:55→23:204h 25mSouthwest Airlines

Wednesday

  • WN145610:10→12:354h 25mSouthwest Airlines
  • WN107115:45→18:154h 30mSouthwest Airlines
  • WN198720:55→23:254h 30mSouthwest Airlines

Thursday

  • WN145610:10→12:354h 25mSouthwest Airlines
  • WN23618:10→20:354h 25mSouthwest Airlines
  • WN198721:20→23:504h 30mSouthwest Airlines

Friday

  • WN145610:10→12:354h 25mSouthwest Airlines
  • WN23618:10→20:354h 25mSouthwest Airlines
  • WN198721:20→23:504h 30mSouthwest Airlines

Saturday

  • WN145610:10→12:354h 25mSouthwest Airlines
  • WN86518:20→20:504h 30mSouthwest Airlines

Sunday

  • WN145610:10→12:354h 25mSouthwest Airlines
  • WN23618:10→20:354h 25mSouthwest Airlines
  • WN198721:20→23:504h 30mSouthwest Airlines

Chicago Midway to San Diego — frequently asked

How long is the flight from Chicago Midway to San Diego?
MDW–SAN is 4h 25m nonstop, covering 2,776 km (1,725 mi).
Which airlines fly nonstop from Chicago Midway to San Diego?
Southwest Airlines operates 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 (20 scheduled departures).