American Airlines flights from Chicago to San Diego (CHI - SAN)

• Can I get a flight from Chicago to San Diego on American Airlines for under $500?

  Cheapflights users have found 12 American Airlines flights for under $500 on the CHI-SAN route. Prices on flights to San Diego from Chicago can vary based on many factors including dates. To look at price based on your preferred dates, click here.

• How do most travelers feel about American Airlines?

  The average rating from 4,123 American Airlines reviews by Cheapflights users is 6.2 (out of a maximum rating of 10). If you are considering flying CHI-SAN with Cheapflights, apply your desired dates to the form above to see our best pricing for your trip to San Diego with American Airlines.

Currently, the most affordable month to book a American Airlines flight from Chicago to San Diego in October, with an average price of $288. Conversely, traveling with American Airlines from Chicago to San Diego in June will be the most expensive, with an average cost of $360. Various factors influence flight prices, so comparing airlines, departure airports, and times can help reduce costs.

If weather is an important factor for your trip to San Diego, use this chart to help with planning. For those seeking warmer temperatures, August is the ideal time of year to visit, when temperatures reach an average of 71.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 57.2 F).