Flights to San Diego from West Chicago

View ฿4,205 flight on Thu, 21 Aug 2025Opens in a new window

Popular airlines from West Chicago to San Diego

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

Prices were available within the past 7 days and start at ฿4,205 for one-way flights and ฿8,405 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Mon, 18 Aug - Mon, 25 Aug
MDW
Chicago
SAN
San Diego
฿8,405 Return, found 3 days ago
฿8,405
Return
found 3 days ago
Select Delta flight, departing Mon, 18 Aug from Chicago to San Diego, returning Mon, 25 Aug, priced at ฿8,405 found 3 days ago
Delta
Mon, 18 Aug - Mon, 25 Aug
ORD
Chicago
SAN
San Diego
฿8,405 Return, found 3 days ago
฿8,405
Return
found 3 days ago
Select Delta flight, departing Mon, 18 Aug from Chicago to San Diego, returning Mon, 25 Aug, priced at ฿8,405 found 3 days ago
Delta
Thu, 21 Aug - Thu, 28 Aug
ORD
Chicago
SAN
San Diego
฿8,905 Return, found 15 hours ago
฿8,905
Return
found 15 hours ago
Select Delta flight, departing Thu, 21 Aug from Chicago to San Diego, returning Thu, 28 Aug, priced at ฿8,905 found 15 hours ago
Delta
Mon, 18 Aug - Mon, 25 Aug
ORD
Chicago
SAN
San Diego
฿9,075 Return, found 3 days ago
฿9,075
Return
found 3 days ago
Select Delta flight, departing Mon, 18 Aug from Chicago to San Diego, returning Mon, 25 Aug, priced at ฿9,075 found 3 days ago
American Airlines
Thu, 21 Aug - Thu, 28 Aug
ORD
Chicago
SAN
San Diego
฿9,395 Return, found 15 hours ago
฿9,395
Return
found 15 hours ago
Select American Airlines flight, departing Thu, 21 Aug from Chicago to San Diego, returning Thu, 28 Aug, priced at ฿9,395 found 15 hours ago
United
Thu, 21 Aug - Thu, 28 Aug
ORD
Chicago
SAN
San Diego
฿9,395 Return, found 15 hours ago
฿9,395
Return
found 15 hours ago
Select United flight, departing Thu, 21 Aug from Chicago to San Diego, returning Thu, 28 Aug, priced at ฿9,395 found 15 hours ago

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

September is typically the cheapest month to fly

From ฿2,699 - ฿5,380 per traveller.

Graph displaying average flight prices per month

*Available to Expedia members.