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Cheap Flights from Chicago (MDW) to San Diego (SAN)

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

Prices were available within the past 7 days and start at NT$11,923 for roundtrip flights, for the period specified. Prices and availability are subject to change.
Southwest Airlines
Fri, Oct 30 - Mon, Nov 2
MDW
Chicago
SAN
San Diego
NT$11,923
Roundtrip
Found 15 hours ago
Select Southwest Airlines flight, departing Fri, Oct 30 from Chicago to San Diego, returning Mon, Nov 2, priced at NT$11,923 Found 15 hours ago
Delta
Fri, Oct 30 - Mon, Nov 2
MDW
Chicago
SAN
San Diego
NT$11,933
Roundtrip
Found 15 hours ago
Select Delta flight, departing Fri, Oct 30 from Chicago to San Diego, returning Mon, Nov 2, priced at NT$11,933 Found 15 hours ago
Southwest Airlines
Fri, Oct 30 - Mon, Nov 2
MDW
Chicago
SAN
San Diego
NT$12,402
Roundtrip
Found 15 hours ago
Select Southwest Airlines flight, departing Fri, Oct 30 from Chicago to San Diego, returning Mon, Nov 2, priced at NT$12,402 Found 15 hours ago
Southwest Airlines
Fri, Oct 30 - Mon, Nov 2
MDW
Chicago
SAN
San Diego
NT$12,546
Roundtrip
Found 15 hours ago
Select Southwest Airlines flight, departing Fri, Oct 30 from Chicago to San Diego, returning Mon, Nov 2, priced at NT$12,546 Found 15 hours ago
Delta
Fri, Oct 30 - Mon, Nov 2
MDW
Chicago
SAN
San Diego
NT$12,700
Roundtrip
Found 15 hours ago
Select Delta flight, departing Fri, Oct 30 from Chicago to San Diego, returning Mon, Nov 2, priced at NT$12,700 Found 15 hours ago
Southwest Airlines
Fri, Oct 30 - Mon, Nov 2
MDW
Chicago
SAN
San Diego
NT$12,716
Roundtrip
Found 15 hours ago
Select Southwest Airlines flight, departing Fri, Oct 30 from Chicago to San Diego, returning Mon, Nov 2, priced at NT$12,716 Found 15 hours ago
Southwest Airlines
Fri, Oct 30 - Mon, Nov 2
MDW
Chicago
SAN
San Diego
NT$12,881
Roundtrip
Found 15 hours ago
Select Southwest Airlines flight, departing Fri, Oct 30 from Chicago to San Diego, returning Mon, Nov 2, priced at NT$12,881 Found 15 hours ago
Southwest Airlines
Fri, Oct 30 - Mon, Nov 2
MDW
Chicago
SAN
San Diego
NT$12,977
Roundtrip
Found 15 hours ago
Select Southwest Airlines flight, departing Fri, Oct 30 from Chicago to San Diego, returning Mon, Nov 2, priced at NT$12,977 Found 15 hours ago
Southwest Airlines
Fri, Oct 30 - Mon, Nov 2
MDW
Chicago
SAN
San Diego
NT$13,026
Roundtrip
Found 15 hours ago
Select Southwest Airlines flight, departing Fri, Oct 30 from Chicago to San Diego, returning Mon, Nov 2, priced at NT$13,026 Found 15 hours ago
Southwest Airlines
Fri, Oct 30 - Mon, Nov 2
MDW
Chicago
SAN
San Diego
NT$13,196
Roundtrip
Found 15 hours ago
Select Southwest Airlines flight, departing Fri, Oct 30 from Chicago to San Diego, returning Mon, Nov 2, priced at NT$13,196 Found 15 hours ago
Southwest Airlines
Fri, Oct 30 - Mon, Nov 2
MDW
Chicago
SAN
San Diego
NT$13,457
Roundtrip
Found 15 hours ago
Select Southwest Airlines flight, departing Fri, Oct 30 from Chicago to San Diego, returning Mon, Nov 2, priced at NT$13,457 Found 15 hours ago
Southwest Airlines
Fri, Oct 30 - Mon, Nov 2
MDW
Chicago
SAN
San Diego
NT$13,505
Roundtrip
Found 15 hours ago
Select Southwest Airlines flight, departing Fri, Oct 30 from Chicago to San Diego, returning Mon, Nov 2, priced at NT$13,505 Found 15 hours ago
Southwest Airlines
Fri, Oct 30 - Mon, Nov 2
MDW
Chicago
SAN
San Diego
NT$13,531
Roundtrip
Found 15 hours ago
Select Southwest Airlines flight, departing Fri, Oct 30 from Chicago to San Diego, returning Mon, Nov 2, priced at NT$13,531 Found 15 hours ago
Southwest Airlines
Fri, Oct 30 - Mon, Nov 2
MDW
Chicago
SAN
San Diego
NT$13,601
Roundtrip
Found 15 hours ago
Select Southwest Airlines flight, departing Fri, Oct 30 from Chicago to San Diego, returning Mon, Nov 2, priced at NT$13,601 Found 15 hours ago
Southwest Airlines
Fri, Oct 30 - Mon, Nov 2
MDW
Chicago
SAN
San Diego
NT$13,675
Roundtrip
Found 15 hours ago
Select Southwest Airlines flight, departing Fri, Oct 30 from Chicago to San Diego, returning Mon, Nov 2, priced at NT$13,675 Found 15 hours ago
Southwest Airlines
Fri, Oct 30 - Mon, Nov 2
MDW
Chicago
SAN
San Diego
NT$13,771
Roundtrip
Found 15 hours ago
Select Southwest Airlines flight, departing Fri, Oct 30 from Chicago to San Diego, returning Mon, Nov 2, priced at NT$13,771 Found 15 hours ago
Delta
Fri, Oct 30 - Mon, Nov 2
MDW
Chicago
SAN
San Diego
NT$13,881
Roundtrip
Found 15 hours ago
Select Delta flight, departing Fri, Oct 30 from Chicago to San Diego, returning Mon, Nov 2, priced at NT$13,881 Found 15 hours ago
Southwest Airlines
Fri, Oct 30 - Mon, Nov 2
MDW
Chicago
SAN
San Diego
NT$13,936
Roundtrip
Found 15 hours ago
Select Southwest Airlines flight, departing Fri, Oct 30 from Chicago to San Diego, returning Mon, Nov 2, priced at NT$13,936 Found 15 hours ago
Southwest Airlines
Fri, Oct 30 - Mon, Nov 2
MDW
Chicago
SAN
San Diego
NT$14,079
Roundtrip
Found 15 hours ago
Select Southwest Airlines flight, departing Fri, Oct 30 from Chicago to San Diego, returning Mon, Nov 2, priced at NT$14,079 Found 15 hours ago
Southwest Airlines
Fri, Oct 30 - Mon, Nov 2
MDW
Chicago
SAN
San Diego
NT$14,143
Roundtrip
Found 15 hours ago
Select Southwest Airlines flight, departing Fri, Oct 30 from Chicago to San Diego, returning Mon, Nov 2, priced at NT$14,143 Found 15 hours ago

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

April is typically the cheapest month to fly

From NT$5,642 - NT$10,584 per traveler.

Travel information

Origin airport
Chicago Midway Airport
Destination airport
San Diego Intl. Airport
Distance
2,777 km away
Airlines serving
Southwest Airlines, Delta, Frontier Airlines
Popular airline
Southwest Airlines
Roundtrip price
NT$11,923
Average flight time
5 hours 6 mins
*Available to One Key members.