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 2017
  • November 2017
  • December 2017
  • January 2018
  • February 2018
  • March 2018
  • April 2018
  • May 2018
  • June 2018
  • July 2018
  • August 2018
  • September 2018
  • any
  • October 2017
  • November 2017
  • December 2017
  • January 2018
  • February 2018
  • March 2018
  • April 2018
  • May 2018
  • June 2018
  • July 2018
  • August 2018
  • September 2018
  • price
  • month of departure
  • month of return
$94
outward: Oct 24, 2017
5:50p ORD » 10:16p SAN
Spirit Airlines direct (4h26m)
inbound: Dec 5, 2017
10:45p SAN » 2:46a ORD
Spirit Airlines direct (4h01m)
$95
outward: Nov 1, 2017
4:50p ORD » 9:16p SAN
Spirit Airlines direct (4h26m)
inbound: Nov 7, 2017
11:01p SAN » 3:10a ORD
Spirit Airlines direct (4h09m)
$102
outward: Nov 29, 2017
5:30p ORD » 10:05p SAN
Spirit Airlines direct (4h35m)
inbound: Dec 2, 2017
10:45p SAN » 2:46a ORD
Spirit Airlines direct (4h01m)
$106
outward: Oct 29, 2017
2:50a ORD » 6:10a SAN
United Airlines direct (4h20m)
inbound: Nov 1, 2017
11:50p SAN » 3:52a ORD
United Airlines direct (4h02m)
$127
outward: Dec 7, 2017
5:30p ORD » 10:05p SAN
Spirit Airlines direct (4h35m)
inbound: Dec 14, 2017
10:45p SAN » 2:46a ORD
Spirit Airlines direct (4h01m)
$138
outward: Oct 29, 2017
12:10a ORD » 3:26a SAN
American Airlines direct (4h16m)
inbound: Nov 1, 2017
7:15p SAN » 11:25p ORD
American Airlines direct (4h10m)
$147
outward: Oct 24, 2017
5:50p ORD » 10:16p SAN
Spirit Airlines direct (4h26m)
inbound: Dec 6, 2017
10:45p SAN » 2:46a ORD
Spirit Airlines direct (4h01m)
$147
outward: Oct 25, 2017
5:50p ORD » 10:16p SAN
Spirit Airlines direct (4h26m)
inbound: Dec 5, 2017
10:45p SAN » 2:46a ORD
Spirit Airlines direct (4h01m)
$147
outward: Oct 25, 2017
5:50p ORD » 10:16p SAN
Spirit Airlines direct (4h26m)
inbound: Dec 6, 2017
10:45p SAN » 2:46a ORD
Spirit Airlines direct (4h01m)
$147
outward: Dec 9, 2017
5:30p ORD » 10:05p SAN
Spirit Airlines direct (4h35m)
inbound: Dec 14, 2017
10:45p SAN » 2:46a ORD
Spirit Airlines direct (4h01m)
$150
outward: Oct 28, 2017
5:50p ORD » 10:16p SAN
Spirit Airlines direct (4h26m)
inbound: Nov 2, 2017
6:50a SAN » 10:45a ORD
American Airlines direct (3h55m)
$152
outward: Oct 28, 2017
5:50p ORD » 10:16p SAN
Spirit Airlines direct (4h26m)
inbound: Nov 2, 2017
6:50a SAN » 10:45a ORD
American Airlines direct (3h55m)
$152
outward: Dec 8, 2017
5:30p ORD » 10:05p SAN
Spirit Airlines direct (4h35m)
inbound: Dec 14, 2017
10:45p SAN » 2:46a ORD
Spirit Airlines direct (4h01m)
$165
outward: Oct 24, 2017
5:50p ORD » 10:16p SAN
Spirit Airlines direct (4h26m)
inbound: Dec 5, 2017
10:45p SAN » 2:46a ORD
Spirit Airlines direct (4h01m)
$167
outward: Oct 24, 2017
5:50p ORD » 10:16p SAN
Spirit Airlines direct (4h26m)
inbound: Dec 4, 2017
10:45p SAN » 2:46a ORD
Spirit Airlines direct (4h01m)
$167
outward: Oct 25, 2017
5:50p ORD » 10:16p SAN
Spirit Airlines direct (4h26m)
inbound: Dec 4, 2017
10:45p SAN » 2:46a ORD
Spirit Airlines direct (4h01m)
$167
outward: Oct 24, 2017
5:50p ORD » 10:16p SAN
Spirit Airlines direct (4h26m)
inbound: Oct 31, 2017
10:01p SAN » 2:10a ORD
Spirit Airlines direct (4h09m)
$167
outward: Oct 31, 2017
4:50p ORD » 9:16p SAN
Spirit Airlines direct (4h26m)
inbound: Nov 7, 2017
11:01p SAN » 3:10a ORD
Spirit Airlines direct (4h09m)
$167
outward: Oct 31, 2017
4:50p ORD » 9:16p SAN
Spirit Airlines direct (4h26m)
inbound: Nov 8, 2017
11:01p SAN » 3:10a ORD
Spirit Airlines direct (4h09m)
$167
outward: Nov 1, 2017
4:50p ORD » 9:16p SAN
Spirit Airlines direct (4h26m)
inbound: Nov 8, 2017
11:01p SAN » 3:10a ORD
Spirit Airlines direct (4h09m)
$168
outward: Oct 28, 2017
5:50p ORD » 10:16p SAN
Spirit Airlines direct (4h26m)
inbound: Nov 1, 2017
10:01p SAN » 2:10a ORD
Spirit Airlines direct (4h09m)
$168
outward: Oct 28, 2017
5:50p ORD » 10:16p SAN
Spirit Airlines direct (4h26m)
inbound: Oct 31, 2017
10:01p SAN » 2:10a ORD
Spirit Airlines direct (4h09m)
$173
outward: Nov 15, 2017
5:30p ORD » 10:05p SAN
Spirit Airlines direct (4h35m)
inbound: Nov 21, 2017
5:40a SAN » 1:29p ORD
Spirit Airlines 1 stop (7h49m)
$178
outward: Oct 28, 2017
5:50p ORD » 10:16p SAN
Spirit Airlines direct (4h26m)
inbound: Nov 2, 2017
10:01p SAN » 2:10a ORD
Spirit Airlines direct (4h09m)
$182
outward: Oct 24, 2017
5:50p ORD » 10:16p SAN
Spirit Airlines direct (4h26m)
inbound: Oct 30, 2017
10:01p SAN » 2:10a ORD
Spirit Airlines direct (4h09m)
$182
outward: Oct 31, 2017
4:50p ORD » 9:16p SAN
Spirit Airlines direct (4h26m)
inbound: Nov 6, 2017
11:01p SAN » 3:10a ORD
Spirit Airlines direct (4h09m)
$182
outward: Nov 1, 2017
4:50p ORD » 9:16p SAN
Spirit Airlines direct (4h26m)
inbound: Nov 6, 2017
11:01p SAN » 3:10a ORD
Spirit Airlines direct (4h09m)
$183
outward: Oct 27, 2017
5:50p ORD » 10:16p SAN
Spirit Airlines direct (4h26m)
inbound: Oct 31, 2017
10:01p SAN » 2:10a ORD
Spirit Airlines direct (4h09m)
$183
outward: Oct 27, 2017
5:50p ORD » 10:16p SAN
Spirit Airlines direct (4h26m)
inbound: Nov 1, 2017
10:01p SAN » 2:10a ORD
Spirit Airlines direct (4h09m)
$187
outward: Dec 15, 2017
5:30p ORD » 10:05p SAN
Spirit Airlines direct (4h35m)
inbound: Dec 22, 2017
5:00p SAN » 9:05p ORD
Alaska Airlines direct (4h05m)
Return
Departure
23 November Nov Thursday $retDate.dayShortName
24 November Nov Friday $retDate.dayShortName
25 November Nov Saturday $retDate.dayShortName
26 November Nov Sunday $retDate.dayShortName
27 November Nov Monday $retDate.dayShortName
28 November Nov Tuesday $retDate.dayShortName
29 November Nov Wednesday $retDate.dayShortName
17 November Nov Friday $outDate.dayShortName
$296 Spirit Airlines
1510936200000 ORD » 1510952700000 SAN, 0 (275)
1511559900000 SAN » 1511574360000 ORD, 0 (241)
$355 Spirit Airlines
1510936200000 ORD » 1510952700000 SAN, 0 (275)
1511646300000 SAN » 1511660760000 ORD, 0 (241)
$389 Spirit Airlines
1510936200000 ORD » 1510952700000 SAN, 0 (275)
1511757600000 SAN » 1511785740000 ORD, 1 (469)
18 November Nov Saturday $outDate.dayShortName
$270 Spirit Airlines
1511039640000 ORD » 1511063280000 SAN, 1 (394)
1511559900000 SAN » 1511574360000 ORD, 0 (241)
$324 Spirit Airlines
1511039640000 ORD » 1511063280000 SAN, 1 (394)
1511646300000 SAN » 1511660760000 ORD, 0 (241)
$363 Spirit Airlines
1511039640000 ORD » 1511063280000 SAN, 1 (394)
1511757600000 SAN » 1511785740000 ORD, 1 (469)
19 November Nov Sunday $outDate.dayShortName
$296 Spirit Airlines
1511109000000 ORD » 1511125500000 SAN, 0 (275)
1511559900000 SAN » 1511574360000 ORD, 0 (241)
$355 Spirit Airlines
1511109000000 ORD » 1511125500000 SAN, 0 (275)
1511646300000 SAN » 1511660760000 ORD, 0 (241)
$389 Spirit Airlines
1511109000000 ORD » 1511125500000 SAN, 0 (275)
1511757600000 SAN » 1511785740000 ORD, 1 (469)
20 November Nov Monday $outDate.dayShortName
$328 Spirit Airlines
1511195400000 ORD » 1511211900000 SAN, 0 (275)
1511671200000 SAN » 1511699340000 ORD, 1 (469)
$318 Spirit Airlines
1511195400000 ORD » 1511211900000 SAN, 0 (275)
1511757600000 SAN » 1511785740000 ORD, 1 (469)
$298 Spirit Airlines
1511195400000 ORD » 1511211900000 SAN, 0 (275)
1511844000000 SAN » 1511872140000 ORD, 1 (469)
21 November Nov Tuesday $outDate.dayShortName
$341 Spirit Airlines
1511298840000 ORD » 1511322480000 SAN, 1 (394)
1511671200000 SAN » 1511699340000 ORD, 1 (469)
$331 Spirit Airlines
1511298840000 ORD » 1511322480000 SAN, 1 (394)
1511757600000 SAN » 1511785740000 ORD, 1 (469)
$311 Spirit Airlines
1511298840000 ORD » 1511322480000 SAN, 1 (394)
1511844000000 SAN » 1511872140000 ORD, 1 (469)
$226 Spirit Airlines - United Airlines
1511298840000 ORD » 1511322480000 SAN, 1 (394)
1511913000000 SAN » 1511927520000 ORD, 0 (242)
22 November Nov Wednesday $outDate.dayShortName
$361 Spirit Airlines
1511385240000 ORD » 1511408880000 SAN, 1 (394)
1511671200000 SAN » 1511699340000 ORD, 1 (469)
$351 Spirit Airlines
1511385240000 ORD » 1511408880000 SAN, 1 (394)
1511757600000 SAN » 1511785740000 ORD, 1 (469)
$322 Spirit Airlines
1511368200000 ORD » 1511384700000 SAN, 0 (275)
1511844000000 SAN » 1511872140000 ORD, 1 (469)
$296 Spirit Airlines
1511368200000 ORD » 1511384700000 SAN, 0 (275)
1511930400000 SAN » 1511958540000 ORD, 1 (469)
23 November Nov Thursday $outDate.dayShortName
$361 Spirit Airlines
1511471640000 ORD » 1511495280000 SAN, 1 (394)
1511819100000 SAN » 1511833560000 ORD, 0 (241)
$348 Frontier Airlines
1511398920000 MKE » 1511459460000 SAN, 1 (1009)
1511844900000 SAN » 1511901900000 MKE, 1 (950)
$254 Spirit Airlines
1511471640000 ORD » 1511495280000 SAN, 1 (394)
1511930400000 SAN » 1511958540000 ORD, 1 (469)
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
  • October 2017
  • November 2017
  • December 2017
  • January 2018
  • February 2018
  • March 2018
  • April 2018
  • May 2018
  • June 2018
  • July 2018
  • August 2018
  • September 2018
  • all
  • Alaska Airlines
  • American Airlines
  • Frontier Airlines
  • Spirit Airlines
  • United Airlines
  • Virgin America
Spirit Airlines
outbound: Jan 1, 2018
Spirit Airlines direct
return: Jan 5, 2018
Spirit Airlines direct
Virgin America
outbound: Feb 7, 2018
Virgin America 1 stop
return: Feb 14, 2018
Virgin America 1 stop
Alaska Airlines
outbound: Jan 1, 2018
Alaska Airlines direct
return: Jan 5, 2018
Spirit Airlines direct
United Airlines
outbound: Oct 28, 2017
United Airlines direct
return: Nov 1, 2017
United Airlines direct
American Airlines
outbound: Feb 8, 2018
American Airlines direct
return: Feb 15, 2018
Alaska Airlines direct
Frontier Airlines
outbound: Dec 20, 2017
Frontier Airlines 1 stop
return: Dec 23, 2017
Spirit Airlines 1 stop

Travel tips for flights Chicago - San Diego

Average flight duration: 4h20m (direct flight)

  • Arrival city:
  • San Diego, USA
  • Airport(s):
  • Lindbergh Field (SAN)
  • Local time:
  • Oct 23, 2017 7:16 PM, GMT-7
  • Departure city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Oct 23, 2017 9:16 PM, GMT-5