Our cheapest offers for flights from Chicago to San Diego

Here you can compare cheap flights from Chicago (CHI) to San Diego (SAN) for one-way or return trips. The following offers were searched for and found on idealo during the last few days. Or start your own flight search to San Diego. Prices and availability may change at any time.

	Outbound	Return	Airlines	Baggage	Price
Best option Chicago San Diego	Outbound 07/26/26 direct AA2484 04h 30min	Return 08/05/26 direct AA0518 04h 23min	American Airlines	?	$131
Chicago San Diego Please note: transfer for connecting flight	Outbound 07/26/26 1 Stopover (MSP) SY0262, SY0407 23h 48min	Return 08/05/26 1 Stopover (MSP) SY0408, SY0261 23h 37min	Sun Country Airlines		$464
Chicago San Diego	Outbound 05/16/26 direct AS1466 04h 37min	Return 05/29/26 direct AS1493 04h 11min	Alaska Airlines	?	$202
Chicago San Diego	Outbound 07/26/26 direct AA2484 04h 30min	Return 08/05/26 direct AA2065 04h 09min	American Airlines	?	$221
Chicago San Diego	Outbound 05/16/26 direct AS1466 04h 37min	Return 05/29/26 direct AS1493 04h 11min	Alaska Airlines		$221
Chicago San Diego	Outbound 05/16/26 direct AS1466 04h 37min	Return 05/29/26 direct AS1493 04h 11min	Alaska Airlines	?	$225
Chicago San Diego	Outbound 03/28/26 1 Stopover (DEN) F91483, F94989 08h 08min	Return 04/25/26 direct AS1478 04h 10min	Frontier Airlines	?	$237
Chicago San Diego	Outbound 05/16/26 direct AS1466 04h 37min	Return 05/29/26 direct AS1495 04h 17min	Alaska Airlines	?	$238
Chicago San Diego	Outbound 05/16/26 direct AS1466 04h 37min	Return 05/29/26 direct AS1478 04h 16min	Alaska Airlines	?	$239
Chicago San Diego	Outbound 03/28/26 1 Stopover (LAS) F93647, F91469 22h 43min	Return 04/25/26 direct AS1478 04h 10min	Frontier Airlines	?	$289

Tips and tricks to help you find cheap flights from Chicago to San Diego

Important flight information

Flight information: Chicago - San Diego

Roundtrip from	$130.10
Flight duration	min. 04:22 / max. 11:10
Return flight duration	min. 03:50/ max. 06:30
Distance	2791 km
Flights per week	110
Departure airport	Airport Chicago-IL, all airports (CHI)
Arrival airport	Airport San Diego - Lindberg Field International, CA (SAN)
Destination country	Flights to United States

Alternative routes to United States

Flight Chicago - New York from $69
Flight Chicago - Las Vegas from $127
Flight Chicago - Los Angeles from $169
Flight Chicago - Miami from $135
Flight Chicago - San Francisco from $161
Flight Chicago - Tampa from $165
Flight Chicago - Denver from $145
Flight Chicago - Orlando from $179
Flight Chicago - New Orleans from $160
Flight Chicago - Boston from $193

Alternative flights to San Diego

Flight New York - San Diego from $225
Flight Las Vegas - San Diego from $162
Flight San Francisco - San Diego from $155
Flight Austin - San Diego from $166
Flight San Jose - San Diego from $187
Flight Denver - San Diego from $43
Flight New York - San Diego from $225
Flight Boston - San Diego from $287
Flight Detroit - San Diego from $300
Flight Newark - San Diego from $305

Flights from Chicago to San Diego