Direct flights from Chicago to San Diego (MDW → SAN)

Distance 2,778 km (1,726 mi)
Est. duration 3h 16m
MDW
Chicago
Chicago Midway International, USA
SAN
San Diego
San Diego International Airport, USA
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Live fares · MDW → SAN

Available flights

Southwest AirlinesNon-stop
from$171
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Frequently asked questions

How far is the flight from Chicago to San Diego? The flight distance from MDW to SAN is approximately 2,778 km (1,726 miles).
How long is the flight from MDW to SAN? The estimated flight time from Chicago to San Diego is approximately 3h 16m.
What airlines fly from MDW to SAN? Airlines operating direct flights from Chicago to San Diego include: WN.

Cheapest fares Chicago → San Diego

Chicago MDW
San Diego SAN
May from $166 June from $119 July — August — September — October —

Related guides for this route

Sibling pages from across Flightmaps — fares, visa rules, country aggregations, and per-airline routes for Chicago → San Diego.

Cheap flights from Chicago to San Diego Cheapest month to fly to San Diego Flights from USA Flights to USA Visa-free with USA passport All airports in USA WN routes & destinations All routes by this carrier

Try a nearby airport to Chicago

Flights to San Diego (SAN) from other airports within 350 km of Chicago. Often unlocks cheaper fares or better times.

ORD → SAN 25 km from MDW Chicago → San Diego USA · 282 destinations SBN → SAN 119 km from MDW South Bend → San Diego USA · 22 destinations RFD → SAN 121 km from MDW Rockford → San Diego USA · 8 destinations MKE → SAN 130 km from MDW Milwaukee → San Diego USA · 34 destinations BMI → SAN 175 km from MDW Bloomington → San Diego USA · 6 destinations

Or try a nearby airport to San Diego

Flights from Chicago (MDW) to other airports within 350 km of San Diego.

MDW → TIJ 29 km from SAN Chicago → Tijuana Mexico · 40 destinations MDW → SNA 122 km from SAN Chicago → Santa Ana USA · 48 destinations MDW → PSP 137 km from SAN Chicago → Palm Springs USA · 30 destinations MDW → LGB 149 km from SAN Chicago → Long Beach USA · 18 destinations MDW → ONT 152 km from SAN Chicago → Ontario USA · 31 destinations

Other flights from Chicago (MDW)

Aguascalientes (AGU) Albany (ALB) Albuquerque (ABQ) Asheville (AVL) Atlanta (ATL) Austin (AUS) Baltimore (BWI) Birmingham (BHM) All 97 destinations →

Other flights from San Diego (SAN)

Albuquerque (ABQ) Amsterdam (AMS) Anchorage (ANC) Atlanta (ATL) Austin (AUS) Baltimore (BWI) Boise (BOI) Boston (BOS) All 87 destinations →