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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From $168 / RT details

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Cheap San Diego airfares from $168/RT are provided by Cheapoair.com. Outbound flight is leaving on 01/22/2023, 09:37 am from Chicago Midway (MDW) airport and arrives at San Diego Lindberg (SAN) at 03:50 pm. The flight time is 6 hours and 13 minutes. The Returning flight departes on 01/30/2023, 02:01 pm (other return dates are also available). Date posted: 27 Nov 2022

Price evolution for flights From Chicago To San Diego

Price overview for flights from Chicago to San Diego

Recent Deals on Flights from Chicago to San Diego:Roundtrip / Oneway

  • $168Frontier Airlines flight Frontier Airlines 
    FromToDepartureTime
    Chicago, IL (MDW)San Diego, CA (SAN)01/22/202309:37 am
    San Diego, CA (SAN)Chicago, IL (MDW)01/30/202302:01 pm
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  • $168Frontier Airlines flight Frontier Airlines 
    FromToDepartureTime
    Chicago, IL (MDW)San Diego, CA (SAN)03/14/202310:26 pm
    San Diego, CA (SAN)Chicago, IL (MDW)03/21/202309:41 pm
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  • $174Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Chicago, IL (MDW)San Diego, CA (SAN)01/22/202309:37 am
    San Diego, CA (SAN)Chicago, IL (MDW)01/30/202311:15 am
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  • $196Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)San Diego, CA (SAN)01/22/202305:40 am
    San Diego, CA (SAN)Chicago, IL (ORD)01/30/202311:15 am
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  • $196Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)San Diego, CA (SAN)01/22/202305:40 am
    San Diego, CA (SAN)Chicago, IL (ORD)01/30/202302:01 pm
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  • $247Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)San Diego, CA (SAN)12/29/202205:25 am
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  • $247Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)San Diego, CA (SAN)12/28/202205:25 am
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  • $249Frontier Airlines flight Frontier Airlines 
    FromToDepartureTime
    Chicago, IL (MDW)San Diego, CA (SAN)12/28/202210:54 pm
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  • $419Alaska Airlines flight Alaska Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)San Diego, CA (SAN)12/29/202206:05 pm
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  • $420Frontier Airlines flight Frontier Airlines 
    FromToDepartureTime
    Chicago, IL (MDW)San Diego, CA (SAN)12/29/202210:26 pm
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Know what to do when flying to San Diego?

San Diego Travel Guide Set around a gracefully curving bay, with an easily navigable central area, San Diego is the second biggest city in California. It represents the acceptable face of southern California and embodies both work-hard and play-hard lifestyles. A [...]
San Diego History A premiere coastal haven in Southern California, San Diego is a bastion of naval significance. San Diego hosts the US Navy, the US Marine Corps and the United States Coast Guard. It is also famous for the first Seaworld Park as well as for [...]
San Diego Sightseeing The world-class sights and sounds of San Diego make it one of the premiere tourist spots on the US West Coast. The mild temperate climate coupled with 70 miles of picturesque coastline makes San Diego an ideal getaway destination. The whole of [...]
San Diego Nightlife One would never be left unsatisfied when it comes to the nightlife entertainment in San Diego. If you want proof, consider this. There are more than 1.2 million people living in the City of San Diego, which makes it the second largest city in [...]
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