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
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • May 2019
  • June 2019
  • July 2019
  • August 2019
  • September 2019
  • October 2019
  • November 2019
  • any
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • May 2019
  • June 2019
  • July 2019
  • August 2019
  • September 2019
  • October 2019
  • November 2019
  • price
  • month of departure
  • month of return
$203
outward: Jan 29, 2019
1:05p ORD » 7:38a SAN
Spirit Airlines 1 stop (18h33m)
inbound: Feb 2, 2019
4:00p SAN » 5:34a ORD
Spirit Airlines 1 stop (13h34m)
$203
outward: Jan 29, 2019
1:05p ORD » 7:38a SAN
Spirit Airlines 1 stop (18h33m)
inbound: Feb 2, 2019
4:00p SAN » 5:34a ORD
Spirit Airlines 1 stop (13h34m)
$203
outward: Jan 29, 2019
1:05p ORD » 7:38a SAN
Spirit Airlines 1 stop (18h33m)
inbound: Feb 2, 2019
4:00p SAN » 5:34a ORD
Spirit Airlines 1 stop (13h34m)
$209
outward: Dec 17, 2018
5:20p ORD » 10:05p SAN
Spirit Airlines direct (4h45m)
inbound: Jan 31, 2019
11:52p SAN » 5:56a ORD
Frontier Airlines 1 stop (6h04m)
$232
outward: Dec 12, 2018
4:23p ORD » 11:06p SAN
Spirit Airlines 1 stop (6h43m)
inbound: Dec 15, 2018
3:15p SAN » 9:13p ORD
Spirit Airlines 1 stop (5h58m)
$243
outward: May 1, 2019
5:30p ORD » 9:58p SAN
Spirit Airlines direct (4h28m)
inbound: May 6, 2019
10:30p SAN » 2:34a ORD
Spirit Airlines direct (4h04m)
$313
outward: Apr 27, 2019
1:25a ORD » 6:30p SAN
Frontier Airlines 1 stop (17h05m)
inbound: Apr 30, 2019
10:45p SAN » 2:50a ORD
Spirit Airlines direct (4h05m)
$570
outward: Jan 29, 2019
10:50p MDW » 6:15a SAN
Delta Air Lines 1 stop (7h25m)
inbound: Feb 2, 2019
4:20p SAN » 11:12p MDW
Delta Air Lines 1 stop (6h52m)
$3,103
outward: Jan 29, 2019
6:45p ORD » 11:07p SAN
Alaska Airlines direct (4h22m)
inbound: Feb 2, 2019
4:23p SAN » 8:35p ORD
Alaska Airlines direct (4h12m)
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
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • May 2019
  • June 2019
  • July 2019
  • August 2019
  • September 2019
  • October 2019
  • November 2019
  • all
  • Alaska Airlines
  • Delta Air Lines
Delta Air Lines
outbound: Jan 29, 2019
Delta Air Lines 1 stop
return: Feb 2, 2019
Delta Air Lines 1 stop
Alaska Airlines
outbound: Jan 29, 2019
Alaska Airlines direct
return: Feb 2, 2019
Alaska Airlines direct

Travel tips for flights Chicago - San Diego

  • Arrival city:
  • San Diego, USA
  • Airport(s):
  • Lindbergh Field (SAN)
  • Local time:
  • Dec 11, 2018 9:46 AM, GMT-8
  • Weather:
  • min. 51ºF, max. 62ºF
  • Departure city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Dec 11, 2018 11:46 AM, GMT-6
  • Weather:
  • min. 29ºF, max. 35ºF