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 2018
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • May 2019
  • June 2019
  • July 2019
  • any
  • August 2018
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • May 2019
  • June 2019
  • July 2019
  • price
  • month of departure
  • month of return
$125
outward: Sep 29, 2018
4:45p ORD » 9:12p SAN
Spirit Airlines direct (4h27m)
inbound: Oct 9, 2018
3:30p SAN » 10:34p ORD
Spirit Airlines 1 stop (7h04m)
$138
outward: Dec 6, 2018
6:21p MKE » 10:49p SAN
Frontier Airlines direct (4h28m)
inbound: Dec 11, 2018
10:29p SAN » 2:23a MKE
Frontier Airlines direct (3h54m)
$141
outward: Aug 25, 2018
5:21p ORD » 9:32p SAN
Spirit Airlines direct (4h11m)
inbound: Aug 29, 2018
5:05a SAN » 1:25p ORD
Spirit Airlines 1 stop (8h20m)
$141
outward: Aug 28, 2018
5:21p ORD » 9:32p SAN
Spirit Airlines direct (4h11m)
inbound: Sep 1, 2018
10:27p SAN » 2:30a ORD
Spirit Airlines direct (4h03m)
$143
outward: Dec 6, 2018
6:21p MKE » 10:49p SAN
Frontier Airlines direct (4h28m)
inbound: Dec 11, 2018
10:29p SAN » 2:23a MKE
Frontier Airlines direct (3h54m)
$145
outward: Aug 21, 2018
6:14p MKE » 10:24p SAN
Frontier Airlines direct (4h10m)
inbound: Aug 28, 2018
10:04p SAN » 1:59a MKE
Frontier Airlines direct (3h55m)
$145
outward: Aug 28, 2018
6:14p MKE » 10:24p SAN
Frontier Airlines direct (4h10m)
inbound: Aug 30, 2018
10:04p SAN » 1:59a MKE
Frontier Airlines direct (3h55m)
$145
outward: Aug 30, 2018
6:14p MKE » 10:24p SAN
Frontier Airlines direct (4h10m)
inbound: Sep 4, 2018
9:50p SAN » 1:45a MKE
Frontier Airlines direct (3h55m)
$148
outward: Oct 27, 2018
1:05p ORD » 2:47a SAN
Frontier Airlines 1 stop (14h42m)
inbound: Oct 30, 2018
10:15p SAN » 5:07a ORD
Frontier Airlines 1 stop (6h52m)
$148
outward: Dec 6, 2018
3:45p ORD » 4:22a SAN
Frontier Airlines 1 stop (12h37m)
inbound: Dec 13, 2018
4:12a SAN » 5:06p ORD
Frontier Airlines 1 stop (12h54m)
$151
outward: Sep 7, 2018
10:47p ORD » 3:01a SAN
United Airlines direct (4h14m)
inbound: Sep 11, 2018
7:44a SAN » 11:28a ORD
United Airlines direct (3h44m)
$153
outward: Oct 30, 2018
1:40p ORD » 10:37p SAN
Spirit Airlines 1 stop (8h57m)
inbound: Nov 2, 2018
9:00p SAN » 1:09a ORD
Spirit Airlines direct (4h09m)
$154
outward: Oct 20, 2018
10:24p ORD » 7:57a SAN
Spirit Airlines 1 stop (9h33m)
inbound: Oct 22, 2018
10:00p SAN » 2:09a ORD
Spirit Airlines direct (4h09m)
$154
outward: Oct 20, 2018
10:24p ORD » 7:57a SAN
Spirit Airlines 1 stop (9h33m)
inbound: Oct 22, 2018
10:00p SAN » 2:09a ORD
Spirit Airlines direct (4h09m)
$157
outward: Sep 13, 2018
4:45p ORD » 9:12p SAN
Spirit Airlines direct (4h27m)
inbound: Sep 17, 2018
10:00p SAN » 2:09a ORD
Spirit Airlines direct (4h09m)
$160
outward: Oct 25, 2018
4:45p ORD » 9:12p SAN
Spirit Airlines direct (4h27m)
inbound: Oct 29, 2018
9:00p SAN » 1:09a ORD
Spirit Airlines direct (4h09m)
$163
outward: Oct 11, 2018
4:45p ORD » 9:12p SAN
Spirit Airlines direct (4h27m)
inbound: Oct 13, 2018
10:00p SAN » 2:09a ORD
Spirit Airlines direct (4h09m)
$163
outward: Oct 27, 2018
4:45p ORD » 9:12p SAN
Spirit Airlines direct (4h27m)
inbound: Oct 30, 2018
11:32p SAN » 5:29a ORD
Spirit Airlines direct (5h57m)
$165
outward: Oct 12, 2018
4:45p ORD » 9:12p SAN
Spirit Airlines direct (4h27m)
inbound: Oct 13, 2018
10:00p SAN » 2:09a ORD
Spirit Airlines direct (4h09m)
$166
outward: Oct 27, 2018
4:45p ORD » 9:12p SAN
Spirit Airlines direct (4h27m)
inbound: Oct 30, 2018
11:30p SAN » 5:29a ORD
Spirit Airlines 1 stop (5h59m)
$166
outward: Oct 27, 2018
4:45p ORD » 9:12p SAN
Spirit Airlines direct (4h27m)
inbound: Oct 30, 2018
11:30p SAN » 5:29a ORD
Spirit Airlines 1 stop (5h59m)
$166
outward: Oct 12, 2018
4:45p ORD » 9:12p SAN
Spirit Airlines direct (4h27m)
inbound: Oct 13, 2018
10:00p SAN » 2:09a ORD
Spirit Airlines direct (4h09m)
$166
outward: Oct 12, 2018
4:45p ORD » 9:12p SAN
Spirit Airlines direct (4h27m)
inbound: Oct 13, 2018
10:00p SAN » 2:09a ORD
Spirit Airlines direct (4h09m)
$166
outward: Oct 12, 2018
4:45p ORD » 9:12p SAN
Spirit Airlines direct (4h27m)
inbound: Oct 13, 2018
10:00p SAN » 2:09a ORD
Spirit Airlines direct (4h09m)
$166
outward: Sep 16, 2018
4:45p ORD » 9:12p SAN
Spirit Airlines direct (4h27m)
inbound: Sep 20, 2018
10:00p SAN » 2:09a ORD
Spirit Airlines direct (4h09m)
$166
outward: Sep 16, 2018
4:45p ORD » 9:12p SAN
Spirit Airlines direct (4h27m)
inbound: Sep 20, 2018
10:00p SAN » 2:09a ORD
Spirit Airlines direct (4h09m)
$166
outward: Sep 1, 2018
5:21p ORD » 9:32p SAN
Spirit Airlines direct (4h11m)
inbound: Sep 2, 2018
10:27p SAN » 2:30a ORD
Spirit Airlines direct (4h03m)
$166
outward: Sep 16, 2018
4:45p ORD » 9:12p SAN
Spirit Airlines direct (4h27m)
inbound: Sep 20, 2018
10:00p SAN » 2:09a ORD
Spirit Airlines direct (4h09m)
$166
outward: Sep 16, 2018
4:45p ORD » 9:12p SAN
Spirit Airlines direct (4h27m)
inbound: Sep 20, 2018
10:00p SAN » 2:09a ORD
Spirit Airlines direct (4h09m)
$166
outward: Sep 16, 2018
4:45p ORD » 9:12p SAN
Spirit Airlines direct (4h27m)
inbound: Sep 20, 2018
10:00p SAN » 2:09a ORD
Spirit Airlines direct (4h09m)
Return
Departure
31 August Aug Friday $retDate.dayShortName
01 September Sep Saturday $retDate.dayShortName
02 September Sep Sunday $retDate.dayShortName
03 September Sep Monday $retDate.dayShortName
04 September Sep Tuesday $retDate.dayShortName
05 September Sep Wednesday $retDate.dayShortName
06 September Sep Thursday $retDate.dayShortName
27 August Aug Monday $outDate.dayShortName
$300 $292 $292
28 August Aug Tuesday $outDate.dayShortName
$140
29 August Aug Wednesday $outDate.dayShortName
$225 $218 $197 $279 $239 $191 $232
30 August Aug Thursday $outDate.dayShortName
$206 $171 $171 $228 $145 $191 $212
31 August Aug Friday $outDate.dayShortName
$191 $225 $238 $226 $219 $222
01 September Sep Saturday $outDate.dayShortName
$166 $228 $196 $196 $196
02 September Sep Sunday $outDate.dayShortName
$196 $212 $181
Choose when you'd like to depart to San Diego (USA):
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: Las Vegas - San Diego New York - San Diego London - San Diego Miami - San Diego San Francisco - San Diego See more routes

Airlines operating flights from Chicago to San Diego

  • any
  • August 2018
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • May 2019
  • June 2019
  • July 2019
  • all
  • Alaska Airlines
  • American Airlines
  • Delta Air Lines
  • Frontier Airlines
  • Southwest Airlines
  • Spirit Airlines
  • United Airlines
Spirit Airlines
outbound: Aug 30, 2018
Spirit Airlines direct
return: Sep 2, 2018
Spirit Airlines direct
Southwest Airlines
outbound: Sep 22, 2018
Southwest Airlines 1 stop
return: Sep 25, 2018
Spirit Airlines 1 stop
Frontier Airlines
outbound: Dec 12, 2018
Frontier Airlines 1 stop
return: Dec 15, 2018
Frontier Airlines 1 stop
Alaska Airlines
outbound: Dec 12, 2018
Alaska Airlines direct
return: Dec 15, 2018
Alaska Airlines direct
United Airlines
outbound: Aug 31, 2018
United Airlines direct
return: Sep 2, 2018
United Airlines 1 stop
American Airlines
outbound: May 30, 2019
American Airlines 1 stop
return: Jun 6, 2019
American Airlines direct
Delta Air Lines
outbound: Dec 21, 2018
Delta Air Lines 1 stop
return: Jan 4, 2019
Delta Air Lines 1 stop

Travel tips for flights Chicago - San Diego

Average flight duration: 4h07m (direct flight)

  • Arrival city:
  • San Diego, USA
  • Airport(s):
  • Lindbergh Field (SAN)
  • Local time:
  • Aug 18, 2018 1:01 AM, GMT-7
  • Weather:
  • min. 71ºF, max. 79ºF
  • Departure city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Aug 18, 2018 3:01 AM, GMT-5
  • Weather:
  • min. 67ºF, max. 77ºF