$149+ Cheap flights from Chicago (CHI) to San Diego (SAN)

For a flight from Chicago to San Diego, you will be flying into San Diego. San Diego (SAN) is just 2.6 mi from the center of the city. San Diego is the only San Diego airport and it handles 48 inbound flights from Chicago per day. 7 airlines have flights to San Diego from Chicago on a regular basis.

For as low as $335, Southwest can have you in San Diego from Chicago in 4h 20m. Airlines will cover a distance of 1725 mi. Generally, flights for this route are nonstop.

Cheapflights users have booked flights from Chicago to San Diego round-trip from $96. Other airlines that can offer you cheap pricing are Hawaiian Airlines, from $138, and Alaska Airlines, from $151. Users have found that Frontier is 67% cheaper than the other options available to this destination.

The cheapest airline one-way is Frontier, with whom users have recently found tickets for as low as $57. However, be on the lookout for offers from Hawaiian Airlines and Alaska Airlines, as they are both options that can get you from Chicago to San Diego for a low price.

No one likes to see their flight delayed. When booking a flight from Chicago to San Diego consider choosing Hawaiian Airlines (86%), Alaska Airlines (82%) or Air Canada (80%) as they are the most reliable in getting you off to your destination on time.

While on average a flight from Chicago to San Diego is generally $719, our data shows the cheapest flight currently is $133. When looking at the most popular route, (Chicago O'Hare Intl - San Diego), you can expect to pay $248 for that flight.

Chicago to San Diego flights have a layover in Denver most often.

If you're on a layover in Denver and looking for things to do, consider visiting Coors Field, 16th Street Mall, or Paramount Theatre. Coors Field, 16th Street Mall and Paramount Theatre are located about 18.4 mi, 18.7 mi, and 18.6 mi, respectively from Denver Intl if you are interested in checking them out. Those looking to explore during their layover in Denver can rent a car from Denver Intl for about $70 per day.

Chicago to San Diego flights have a layover in Las Vegas least often.

Yes. In addition to deals on Chicago to San Diego flights, Cheapflights offers vacation packages that include both flights and hotel.

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to San Diego.

Yes. Cheapflights offers flight deals from Chicago to San Diego by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

Currently, February is the cheapest month in which you can book a flight from Chicago to San Diego (average of $226). Flying from Chicago to San Diego in March is currently the most expensive (average of $408). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.