Cheap Flights from Chicago to San Diego

View €62 flight on Sat, 30 Aug 2025Opens in a new window

Popular airlines from Chicago to San Diego

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Cheap flights from Chicago to San Diego (CHI-SAN)

Prices were available within the past 7 days and start at €62 for one-way flights and €122 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Sat, 16 Aug - Sat, 23 Aug
ORD
Chicago
SAN
San Diego
€122 Return, found 1 day ago
€122
Return
found 1 day ago
Select American Airlines flight, departing Sat, 16 Aug from Chicago to San Diego, returning Sat, 23 Aug, priced at €122 found 1 day ago
American Airlines
Thu, 9 Oct - Sun, 12 Oct
ORD
Chicago
SAN
San Diego
€129 Return, found 2 days ago
€129
Return
found 2 days ago
Select American Airlines flight, departing Thu, 9 Oct from Chicago to San Diego, returning Sun, 12 Oct, priced at €129 found 2 days ago
American Airlines
Fri, 22 Aug - Fri, 29 Aug
ORD
Chicago
SAN
San Diego
€134 Return, found 1 day ago
€134
Return
found 1 day ago
Select American Airlines flight, departing Fri, 22 Aug from Chicago to San Diego, returning Fri, 29 Aug, priced at €134 found 1 day ago
United
Mon, 25 Aug - Wed, 3 Sep
ORD
Chicago
SAN
San Diego
€162 Return, found 5 hours ago
€162
Return
found 5 hours ago
Select United flight, departing Mon, 25 Aug from Chicago to San Diego, returning Wed, 3 Sep, priced at €162 found 5 hours ago
Delta
Mon, 25 Aug - Wed, 3 Sep
ORD
Chicago
SAN
San Diego
€171 Return, found 5 hours ago
€171
Return
found 5 hours ago
Select Delta flight, departing Mon, 25 Aug from Chicago to San Diego, returning Wed, 3 Sep, priced at €171 found 5 hours ago
JetBlue Airways
Mon, 18 Aug - Tue, 26 Aug
ORD
Chicago
SAN
San Diego
€323 Return, found 2 days ago
€323
Return
found 2 days ago
Select JetBlue Airways flight, departing Mon, 18 Aug from Chicago to San Diego, returning Tue, 26 Aug, priced at €323 found 2 days ago

Find the cheapest month to fly from Chicago (CHI) to San Diego (SAN)

September is typically the cheapest month to fly

From €76 - €256 per traveller.

Graph displaying average flight prices per month

*Available to Expedia members.