California Tower and palm trees in Balboa Park, San Diego

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

  • About 1,720 miles
  • About 3.9 hours
  • Best months: May, Jun, Sep
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Looking for cheap flights to San Diego from Chicago? Watch May, Jun and Sep for the best odds of a lower fare. The trip from ORD to SAN runs about 3.9 hours, and you can see San Diego Zoo and Coronado Beach once you arrive.

Tips for finding a lower fare

  • Holiday weekends push fares up. If you can, travel outside them and stay flexible by a few days.
  • Sign up for airline fare emails from Southwest; flash sales on Chicago departures pop up often.
  • Allow extra time at ORD during peak travel hours.

Airlines on this route

Southwest, Alaska, United

Things to see in San Diego

  • San Diego Zoo
  • Coronado Beach

Frequently asked questions

When is the cheapest time to fly from Chicago to San Diego?

Fares on ORD to SAN are often lower in May, Jun and Sep. Prices move with demand, so compare a few dates on the partner site before you decide.

How long is the flight from ORD to SAN?

A nonstop flight takes about 3.9 hours. Itineraries with a connection take longer, depending on the layover.

Which airlines fly from Chicago to San Diego?

Carriers we commonly see on this route include Southwest, Alaska and United. Schedules and availability change, so check current options when you search.

How far ahead should I book ORD to SAN?

For most domestic trips, booking about 1 to 3 months ahead gives a good balance of price and choice. Holiday travel is better booked earlier.

Is the price I see here the final price?

No. Fares shown on this page are indicative and change often. The final price, taxes and fees are shown on the partner site at booking.

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