In partnership with
eJamo.com Srl

Search flights from San Diego (SAN) to Chicago (CHI)

Book your plane tickets from San Diego to Chicago with ease

Cheapest flights to Chicago

The cheapest flights available in the next 60 days – prices are updated regularly

Flying from San Diego to Chicago: things to know

The most popular route is from San Diego International Airport in San Diego to Chicago O'Hare International Airport in Chicago. On average this flight takes 4 hours 46 minutes one-way and costs $523 round-trip.

Most popular route
San Diego International Airport (SAN) to Chicago O'Hare International Airport (ORD)
Average flight time
4 hours 46 minutes
Average round-trip price
$523
Fly from San Diego to Chicago
8 airlines

Reasons to book flights with Booking.com

  • Great selection

    Easily compare flights, airlines, and prices – all in one place

  • No hidden fees

    Always know exactly what you’re paying for

  • Flexibility

    Use our flexible plane ticket option to change your dates if needed

Flexible plane ticket options are available for an additional cost on select airfares

Airlines that fly from San Diego to Chicago

Airline options may vary according to recently booked flights and your search terms

  • American Airlines
  • United Airlines
  • Frontier Airlines
  • Spirit Airlines
  • Alaska Airlines
  • Southwest Airlines
  • Hawaiian Airlines
  • Allegiant Air

Frequently asked questions

Fly to more destinations from San Diego

gogless