Flights to San Diego from Chicago - $53

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

Prices were available within the past 7 days and start at $53 for one-way flights and $100 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Mon, Aug 26 - Tue, Aug 27

ORD

Chicago

SAN

San Diego

$100 Roundtrip, found 2 hours ago

$100

Roundtrip

found 2 hours ago

Select Spirit Airlines flight, departing Mon, Aug 26 from Chicago to San Diego, returning Tue, Aug 27, priced at $100 found 2 hours ago

Tue, Aug 20 - Tue, Aug 27

ORD

Chicago

SAN

San Diego

$117 Roundtrip, found 1 hour ago

$117

Roundtrip

found 1 hour ago

Select Spirit Airlines flight, departing Tue, Aug 20 from Chicago to San Diego, returning Tue, Aug 27, priced at $117 found 1 hour ago

Mon, Aug 26 - Sat, Aug 31

ORD

Chicago

SAN

San Diego

$129 Roundtrip, found 5 hours ago

$129

Roundtrip

found 5 hours ago

Select Spirit Airlines flight, departing Mon, Aug 26 from Chicago to San Diego, returning Sat, Aug 31, priced at $129 found 5 hours ago

Sat, Sep 21 - Sat, Sep 28

MDW

Chicago

SAN

San Diego

$150 Roundtrip, just found

$150

Roundtrip

just found

Select Frontier Airlines flight, departing Sat, Sep 21 from Chicago to San Diego, returning Sat, Sep 28, priced at $150 just found

Tue, Sep 3 - Tue, Sep 10

ORD

Chicago

SAN

San Diego

$150 Roundtrip, found 1 hour ago

$150

Roundtrip

found 1 hour ago

Select Frontier Airlines flight, departing Tue, Sep 3 from Chicago to San Diego, returning Tue, Sep 10, priced at $150 found 1 hour ago

Mon, Nov 4 - Wed, Nov 13

ORD

Chicago

SAN

San Diego

$256 Roundtrip, found 1 day ago

$256

Roundtrip

found 1 day ago

Select Alaska Airlines flight, departing Mon, Nov 4 from Chicago to San Diego, returning Wed, Nov 13, priced at $256 found 1 day ago