Take off on cheap flights from Chicago to San Diego, your adventure starts now!

Find cheap airline tickets from Chicago to San Diego by date

  • any
  • October 2019
  • November 2019
  • December 2019
  • January 2020
  • February 2020
  • March 2020
  • April 2020
  • May 2020
  • June 2020
  • July 2020
  • August 2020
  • September 2020
  • any
  • October 2019
  • November 2019
  • December 2019
  • January 2020
  • February 2020
  • March 2020
  • April 2020
  • May 2020
  • June 2020
  • July 2020
  • August 2020
  • September 2020
  • price
  • month of departure
  • month of return
$168
Spirit Airlines outward: Nov 10, 2019
4:35p ORD » 9:07p SAN
Spirit Airlines direct (4h32m)
Spirit Airlines inbound: Nov 14, 2019
1:05a SAN » 1:22p ORD
Spirit Airlines 1 stop (12h17m)
$168
Spirit Airlines outward: Nov 10, 2019
4:35p ORD » 9:07p SAN
Spirit Airlines direct (4h32m)
Spirit Airlines inbound: Nov 14, 2019
1:05a SAN » 1:22p ORD
Spirit Airlines 1 stop (12h17m)
$168
Spirit Airlines outward: Nov 10, 2019
4:35p ORD » 9:07p SAN
Spirit Airlines direct (4h32m)
Spirit Airlines inbound: Nov 13, 2019
3:15p SAN » 10:40p ORD
Spirit Airlines 1 stop (7h25m)
$235
Frontier Airlines outward: Dec 3, 2019
3:59a ORD » 3:13a SAN
Frontier Airlines 1 stop (23h14m)
Southwest Airlines inbound: Dec 5, 2019
3:55a SAN » 7:45a MDW
Southwest Airlines direct (3h50m)
$388
Spirit Airlines outward: Dec 22, 2019
4:00a ORD » 4:50a SAN
Spirit Airlines 1 stop (24h50m)
Spirit Airlines inbound: Jan 3, 2020
5:40a SAN » 1:32p ORD
Spirit Airlines 1 stop (7h52m)
$394
Spirit Airlines outward: Dec 22, 2019
4:00a ORD » 6:31p SAN
Spirit Airlines 1 stop (14h31m)
Spirit Airlines inbound: Jan 3, 2020
5:40a SAN » 1:30p ORD
Spirit Airlines 1 stop (7h50m)
Return
Departure
Find the cheapest Chicago San Diego flight by browsing the dates below to find alternative flight prices found in the last days. To launch a flight search for Chicago - San Diego with these new dates, click on an offer. Want to depart from another city? Choose:

Airlines operating flights from Chicago to San Diego

Sorry! We haven't found any airline tickets from Chicago to San Diego. Try launching another search above.

Travel tips for flights Chicago - San Diego

Average flight duration: 4h32m (direct flight)

  • Arrival city:
  • San Diego, USA
  • Airport(s):
  • Lindbergh Field (SAN)
  • Local time:
  • Oct 17, 2019 10:41 AM, GMT-7
  • Weather:
  • min. 64ºF, max. 69ºF
  • Departure city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Oct 17, 2019 12:41 PM, GMT-5
  • Weather:
  • min. 45ºF, max. 56ºF