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
  • August 2019
  • September 2019
  • October 2019
  • November 2019
  • December 2019
  • January 2020
  • February 2020
  • March 2020
  • April 2020
  • May 2020
  • June 2020
  • July 2020
  • any
  • August 2019
  • September 2019
  • October 2019
  • November 2019
  • December 2019
  • January 2020
  • February 2020
  • March 2020
  • April 2020
  • May 2020
  • June 2020
  • July 2020
  • price
  • month of departure
  • month of return
$163
Spirit Airlines outward: Sep 11, 2019
2:30p ORD » 11:58p SAN
Spirit Airlines 1 stop (9h28m)
Spirit Airlines inbound: Sep 17, 2019
4:40a SAN » 1:11p ORD
Spirit Airlines 1 stop (8h31m)
$165
Spirit Airlines outward: Oct 26, 2019
10:25p ORD » 6:59a SAN
Spirit Airlines 1 stop (9h34m)
Spirit Airlines inbound: Nov 2, 2019
9:00p SAN » 1:10a ORD
Spirit Airlines direct (4h10m)
$171
Spirit Airlines outward: Oct 31, 2019
3:35p ORD » 8:07p SAN
Spirit Airlines direct (4h32m)
Spirit Airlines inbound: Nov 7, 2019
1:05a SAN » 1:06p ORD
Spirit Airlines 1 stop (12h01m)
$172
Spirit Airlines outward: Oct 31, 2019
3:35p ORD » 8:07p SAN
Spirit Airlines direct (4h32m)
Spirit Airlines inbound: Nov 6, 2019
3:15p SAN » 10:40p ORD
Spirit Airlines 1 stop (7h25m)
$187
Spirit Airlines outward: Oct 31, 2019
3:35p ORD » 8:10p SAN
Spirit Airlines direct (4h35m)
Spirit Airlines inbound: Nov 7, 2019
12:53a SAN » 6:52a ORD
Spirit Airlines direct (5h59m)
$193
Spirit Airlines outward: Oct 31, 2019
3:35p ORD » 8:10p SAN
Spirit Airlines direct (4h35m)
Spirit Airlines inbound: Nov 6, 2019
3:15p SAN » 10:40p ORD
Spirit Airlines 1 stop (7h25m)
$215
Spirit Airlines outward: Oct 31, 2019
3:35p ORD » 8:10p SAN
Spirit Airlines direct (4h35m)
Spirit Airlines inbound: Nov 7, 2019
12:53a SAN » 6:52a ORD
Spirit Airlines direct (5h59m)
$238
Spirit Airlines outward: Aug 30, 2019
5:36p ORD » 9:54p SAN
Spirit Airlines direct (4h18m)
Spirit Airlines inbound: Sep 2, 2019
3:15p SAN » 1:38p ORD
Spirit Airlines 1 stop (22h23m)
$278
Spirit Airlines outward: Aug 30, 2019
5:36p ORD » 9:54p SAN
Spirit Airlines direct (4h18m)
Frontier Airlines inbound: Sep 3, 2019
6:59a SAN » 9:48p ORD
Frontier Airlines 1 stop (14h49m)
$279
Spirit Airlines outward: Dec 3, 2019
4:00a ORD » 6:58a SAN
Spirit Airlines 1 stop (26h58m)
Spirit Airlines inbound: Dec 4, 2019
11:45p SAN » 8:59p ORD
Spirit Airlines 1 stop (21h14m)
$284
Spirit Airlines outward: Aug 30, 2019
5:36p ORD » 9:54p SAN
Spirit Airlines direct (4h18m)
Frontier Airlines inbound: Sep 3, 2019
6:59a SAN » 9:48p ORD
Frontier Airlines 1 stop (14h49m)
$290
Spirit Airlines outward: Dec 3, 2019
4:00a ORD » 10:53p SAN
Spirit Airlines 1 stop (18h53m)
Spirit Airlines inbound: Dec 4, 2019
11:45p SAN » 8:59p ORD
Spirit Airlines 1 stop (21h14m)
$292
Spirit Airlines outward: Dec 3, 2019
4:00a ORD » 10:53p SAN
Spirit Airlines 1 stop (18h53m)
Spirit Airlines inbound: Dec 4, 2019
11:45p SAN » 8:59p ORD
Spirit Airlines 1 stop (21h14m)
$292
Spirit Airlines outward: Dec 3, 2019
4:00a ORD » 6:58a SAN
Spirit Airlines 1 stop (26h58m)
Spirit Airlines inbound: Dec 4, 2019
11:45p SAN » 8:59p ORD
Spirit Airlines 1 stop (21h14m)
$293
Spirit Airlines outward: Dec 3, 2019
4:00a ORD » 6:58a SAN
Spirit Airlines 1 stop (26h58m)
Spirit Airlines inbound: Dec 4, 2019
11:45p SAN » 8:59p ORD
Spirit Airlines 1 stop (21h14m)
$293
Spirit Airlines outward: Aug 30, 2019
5:36p ORD » 9:54p SAN
Spirit Airlines direct (4h18m)
Frontier Airlines inbound: Sep 3, 2019
6:59a SAN » 9:48p ORD
Frontier Airlines 1 stop (14h49m)
$294
Spirit Airlines outward: Aug 30, 2019
5:36p ORD » 9:54p SAN
Spirit Airlines direct (4h18m)
Spirit Airlines inbound: Sep 2, 2019
3:15p SAN » 10:50p ORD
Spirit Airlines 2 stops (31h35m)
$305
Unknown Company outward: Dec 3, 2019
4:00a ORD » 4:55p SAN
Unknown Company 1 stop (12h55m)
American Airlines inbound: Dec 5, 2019
7:50a SAN » 12:05p ORD
American Airlines direct (4h15m)
$307
Spirit Airlines outward: Aug 30, 2019
5:36p ORD » 9:54p SAN
Spirit Airlines direct (4h18m)
Frontier Airlines inbound: Sep 3, 2019
6:59a SAN » 9:48p ORD
Frontier Airlines 1 stop (14h49m)
$320
Unknown Company outward: Dec 3, 2019
4:00a ORD » 7:34p SAN
Unknown Company 1 stop (15h34m)
American Airlines inbound: Dec 5, 2019
7:50a SAN » 12:05p ORD
American Airlines direct (4h15m)
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

  • any
  • August 2019
  • September 2019
  • October 2019
  • November 2019
  • December 2019
  • January 2020
  • February 2020
  • March 2020
  • April 2020
  • May 2020
  • June 2020
  • July 2020
  • all
  • Spirit Airlines
Spirit Airlines
outbound: Oct 26, 2019
Spirit Airlines 1 stop
return: Nov 2, 2019
Spirit Airlines direct

Travel tips for flights Chicago - San Diego

Average flight duration: 4h49m (direct flight)

  • Arrival city:
  • San Diego, USA
  • Airport(s):
  • Lindbergh Field (SAN)
  • Local time:
  • Aug 25, 2019 4:09 AM, GMT-7
  • Weather:
  • min. 71ºF, max. 78ºF
  • Departure city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Aug 25, 2019 6:09 AM, GMT-5
  • Weather:
  • min. 62ºF, max. 75ºF