Chicago to San Diego Flights (CHI-SAN) from $34

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Selected fares from Chicago to San Diego

The cheapest prices found with in the last 7 days for return flights were $89 and $34 for one-way flights to San Diego for the period specified. Prices and availability are subject to change. Additional terms apply.

Spirit Airlines
Tue, May 21 - Wed, May 22
ORD
O'Hare Intl.
SAN
San Diego Intl.
$89 Roundtrip, found 14 hours ago
$89
Roundtrip
found 14 hours ago
Select Spirit Airlines flight, departing Tue, May 21 from O'Hare Intl. to San Diego Intl., returning Wed, May 22, priced at $89 found 14 hours ago
Frontier Airlines
Sat, May 18 - Tue, May 21
MDW
Midway Intl.
SAN
San Diego Intl.
$100 Roundtrip, found 5 hours ago
$100
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Sat, May 18 from Midway Intl. to San Diego Intl., returning Tue, May 21, priced at $100 found 5 hours ago
Frontier Airlines
Tue, May 21 - Wed, May 22
ORD
O'Hare Intl.
SAN
San Diego Intl.
$100 Roundtrip, found 14 hours ago
$100
Roundtrip
found 14 hours ago
Select Frontier Airlines flight, departing Tue, May 21 from O'Hare Intl. to San Diego Intl., returning Wed, May 22, priced at $100 found 14 hours ago

Save more with San Diego Flight + Hotel packages

Prices and availability subject to change. Additional terms may apply.
The Sofia Hotel

The Sofia Hotel

3.5 out of 5
per person
Jun 16 - Jun 20
Roundtrip non-stop flight included
Chicago (CHI) to San Diego (SAN)
The Wayfarer San Diego

The Wayfarer San Diego

4 out of 5
Save 100% on your flight
per person
Jun 1 - Jun 7
Roundtrip non-stop flight included
Chicago (CHI) to San Diego (SAN)
Hilton San Diego Bayfront

Hilton San Diego Bayfront

4 out of 5
Save 100% on your flight
per person
Jun 9 - Jun 15
Roundtrip non-stop flight included
Chicago (ORD) to San Diego (SAN)
The Dana on Mission Bay

The Dana on Mission Bay

3.5 out of 5
Save 100% on your flight
per person
Jun 1 - Jun 7
Roundtrip non-stop flight included
Chicago (CHI) to San Diego (SAN)
Sheraton San Diego Hotel and Marina

Sheraton San Diego Hotel and Marina

4 out of 5
Save 100% on your flight
per person
Jun 16 - Jun 20
Roundtrip non-stop flight included
Chicago (CHI) to San Diego (SAN)
Urban Boutique Hotel

Urban Boutique Hotel

3 out of 5
Save 100% on your flight
per person
Jun 9 - Jun 15
Roundtrip non-stop flight included
Chicago (ORD) to San Diego (SAN)
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