Flights to Beach Cities San Diego County from Chicago - $43

View $43 flight on Tue, Aug 19, 2025Opens in a new window

Popular airlines from Chicago to Beach Cities San Diego County

  • American Airlines

    American Airlines

  • Alaska Airlines

    Alaska Airlines

  • Delta

    Delta

  • Southwest Airlines

    Southwest Airlines

  • Spirit Airlines

    Spirit Airlines

  • Frontier Airlines

    Frontier Airlines

  • United

    United

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Cheap Flights from Chicago to Beach Cities San Diego County (CHI-SAN)

Prices were available within the past 7 days and start at $43 for one-way flights and $86 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Spirit Airlines
Tue, Aug 19 - Wed, Aug 20
ORD
Chicago
SAN
San Diego
$86 Roundtrip, just found
$86
Roundtrip
just found
Select Spirit Airlines flight, departing Tue, Aug 19 from Chicago to San Diego, returning Wed, Aug 20, priced at $86 just found
Alaska Airlines
Wed, Oct 8 - Wed, Oct 8
ORD
Chicago
SAN
San Diego
$133 Roundtrip, found 1 day ago
$133
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Wed, Oct 8 from Chicago to San Diego, returning Wed, Oct 8, priced at $133 found 1 day ago
United
Wed, Aug 27 - Wed, Aug 27
ORD
Chicago
SAN
San Diego
$134 Roundtrip, found 1 day ago
$134
Roundtrip
found 1 day ago
Select United flight, departing Wed, Aug 27 from Chicago to San Diego, returning Wed, Aug 27, priced at $134 found 1 day ago
American Airlines
Wed, Aug 27 - Wed, Aug 27
ORD
Chicago
SAN
San Diego
$134 Roundtrip, found 1 day ago
$134
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Aug 27 from Chicago to San Diego, returning Wed, Aug 27, priced at $134 found 1 day ago
Hawaiian Airlines
Tue, Nov 11 - Sat, Nov 15
ORD
Chicago
SAN
San Diego
$139 Roundtrip, found 8 hours ago
$139
Roundtrip
found 8 hours ago
Select Hawaiian Airlines flight, departing Tue, Nov 11 from Chicago to San Diego, returning Sat, Nov 15, priced at $139 found 8 hours ago
American Airlines
Wed, Oct 22 - Tue, Oct 28
RFD
Rockford
SAN
San Diego
$139 Roundtrip, just found
$139
Roundtrip
just found
Select American Airlines flight, departing Wed, Oct 22 from Rockford to San Diego, returning Tue, Oct 28, priced at $139 just found

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

September is typically the cheapest month to fly

From $89 - $209 per traveler.

Graph displaying average flight prices per month

Alternative airports

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to San Diego Intl. SAN. Cheapest option available. Flights from $209
SAN
San Diego Intl.
Cheapest
Flights from $209
Select flight to General Abelardo L. Rodriguez Intl. TIJ. Flights from $436
TIJ
General Abelardo L. Rodriguez Intl.
Flights from $436
Select flight to McClellan-Palomar CLD. Flights from $406
CLD
McClellan-Palomar
Flights from $406

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