Cheap flights from Chicago to South San Diego from CA $96

View CA $96 flight on Sat, Aug. 23, 2025Opens in a new window

Popular airlines from Chicago to South San Diego

  • Delta

    Delta

  • Alaska Airlines

    Alaska Airlines

  • American Airlines

    American Airlines

  • United

    United

  • Spirit Airlines

    Spirit Airlines

  • JetBlue Airways

    JetBlue Airways

  • Hawaiian Airlines

    Hawaiian Airlines

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

Prices were available within the past 7 days and start at CA $96 for one-way flights and CA $190 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Alaska Airlines
Tue, Nov. 11 - Sat, Nov. 15
ORD
Chicago
SAN
San Diego
CA $190 Roundtrip, found 5 days ago
CA $190
Roundtrip
found 5 days ago
Select Alaska Airlines flight, departing Tue, Nov. 11 from Chicago to San Diego, returning Sat, Nov. 15, priced at CA $190 found 5 days ago
Hawaiian Airlines
Sat, Oct. 4 - Wed, Oct. 8
ORD
Chicago
SAN
San Diego
CA $191 Roundtrip, found 1 day ago
CA $191
Roundtrip
found 1 day ago
Select Hawaiian Airlines flight, departing Sat, Oct. 4 from Chicago to San Diego, returning Wed, Oct. 8, priced at CA $191 found 1 day ago
American Airlines
Sat, Aug. 30 - Tue, Sep. 2
ORD
Chicago
SAN
San Diego
CA $192 Roundtrip, found 2 days ago
CA $192
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sat, Aug. 30 from Chicago to San Diego, returning Tue, Sep. 2, priced at CA $192 found 2 days ago
American Airlines
Wed, Oct. 1 - Wed, Oct. 8
ORD
Chicago
SAN
San Diego
CA $192 Roundtrip, found 3 days ago
CA $192
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Oct. 1 from Chicago to San Diego, returning Wed, Oct. 8, priced at CA $192 found 3 days ago
Spirit Airlines
Sat, Aug. 30 - Tue, Sep. 2
ORD
Chicago
SAN
San Diego
CA $214 Roundtrip, found 2 days ago
CA $214
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Sat, Aug. 30 from Chicago to San Diego, returning Tue, Sep. 2, priced at CA $214 found 2 days ago
Delta
Sat, Aug. 30 - Tue, Sep. 2
ORD
Chicago
SAN
San Diego
CA $274 Roundtrip, found 2 days ago
CA $274
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, Aug. 30 from Chicago to San Diego, returning Tue, Sep. 2, priced at CA $274 found 2 days ago
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