Cheap flights from Chicago to San Diego
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Check our current prices for flights from Chicago to San Diego. Please note that we also give you historical search data for this city connection. These are all airfares that people found in the past, in order to find more current flight information from Chicago to San Diego, you will need to run a search below.
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Book your flight now with Cheapoair.com and save!
Cheap San Diego airfares from $176/RT are provided by Cheapoair.com. Outbound flight is leaving on 04/11/2025, 02:58 pm from Chicago O`hare (ORD) airport and arrives at San Diego Lindberg (SAN) at 12:42 am. The flight time is 9 hours and 44 minutes. The Returning flight departes on 04/26/2025, 06:15 am (other return dates are also available). Date posted: 12 Feb 2025
Price evolution for flights From Chicago To San Diego
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Recent Deals on Flights from Chicago to San Diego:Roundtrip / Oneway
- $176
Spirit Airlines
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) San Diego, CA (SAN) 04/11/2025 02:58 pm San Diego, CA (SAN) Chicago, IL (ORD) 04/26/2025 06:15 am - $180
Multiple Airlines
cheapoair.com check priceFrom To Departure Time Chicago, IL (MDW) San Diego, CA (SAN) 04/11/2025 04:36 pm San Diego, CA (SAN) Chicago, IL (MDW) 04/26/2025 06:15 am - $238
Spirit Airlines
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) San Diego, CA (SAN) 03/20/2025 08:00 am San Diego, CA (SAN) Chicago, IL (ORD) 04/04/2025 08:07 pm - $251
Multiple Airlines
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) San Diego, CA (SAN) 03/20/2025 08:00 am San Diego, CA (SAN) Chicago, IL (ORD) 04/04/2025 12:19 pm - $256
Multiple Airlines
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) San Diego, CA (SAN) 04/29/2025 01:14 pm San Diego, CA (SAN) Chicago, IL (ORD) 05/14/2025 10:39 am - $56
Spirit Airlines
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) San Diego, CA (SAN) 04/02/2025 08:09 am - $66
Frontier Airlines
cheapoair.com check priceFrom To Departure Time Chicago, IL (MDW) San Diego, CA (SAN) 03/03/2025 06:40 am - $66
Frontier Airlines
cheapoair.com check priceFrom To Departure Time Chicago, IL (MDW) San Diego, CA (SAN) 04/02/2025 06:40 am - $68
Spirit Airlines
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) San Diego, CA (SAN) 03/01/2025 01:32 pm - $80
Frontier Airlines
cheapoair.com check priceFrom To Departure Time Chicago, IL (ORD) San Diego, CA (SAN) 03/01/2025 06:32 pm
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Know what to do when flying to San Diego?
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