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
  • January 2018
  • February 2018
  • March 2018
  • April 2018
  • May 2018
  • June 2018
  • July 2018
  • August 2018
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • any
  • January 2018
  • February 2018
  • March 2018
  • April 2018
  • May 2018
  • June 2018
  • July 2018
  • August 2018
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • price
  • month of departure
  • month of return
$143
outward: Feb 13, 2018
5:30p ORD » 10:05p SAN
Spirit Airlines direct (4h35m)
inbound: Feb 14, 2018
10:55p SAN » 3:01a ORD
Spirit Airlines direct (4h06m)
$151
outward: Feb 20, 2018
5:37p ORD » 10:07p SAN
Spirit Airlines direct (4h30m)
inbound: Feb 24, 2018
10:50p SAN » 2:55a ORD
Spirit Airlines direct (4h05m)
$151
outward: Feb 21, 2018
5:37p ORD » 10:07p SAN
Spirit Airlines direct (4h30m)
inbound: Feb 24, 2018
10:50p SAN » 2:55a ORD
Spirit Airlines direct (4h05m)
$151
outward: Feb 21, 2018
5:37p ORD » 10:07p SAN
Spirit Airlines direct (4h30m)
inbound: Feb 24, 2018
10:50p SAN » 2:55a ORD
Spirit Airlines direct (4h05m)
$151
outward: Feb 28, 2018
5:37p ORD » 10:07p SAN
Spirit Airlines direct (4h30m)
inbound: Mar 5, 2018
10:50p SAN » 2:55a ORD
Spirit Airlines direct (4h05m)
$154
outward: Feb 6, 2018
3:15a ORD » 7:41p SNA
Frontier Airlines 1 stop (16h26m)
inbound: Feb 13, 2018
4:27a SNA » 5:08p ORD
Frontier Airlines 1 stop (12h41m)
$154
outward: Feb 6, 2018
3:15a ORD » 7:41p SNA
Frontier Airlines 1 stop (16h26m)
inbound: Feb 13, 2018
4:27a SNA » 5:08p ORD
Frontier Airlines 1 stop (12h41m)
$157
outward: Feb 6, 2018
3:15a ORD » 7:41p SNA
Frontier Airlines 1 stop (16h26m)
inbound: Feb 13, 2018
4:27a SNA » 5:08p ORD
Frontier Airlines 1 stop (12h41m)
$161
outward: Jan 24, 2018
5:30p ORD » 10:05p SAN
Spirit Airlines direct (4h35m)
inbound: Feb 1, 2018
10:55p SAN » 3:01a ORD
Spirit Airlines direct (4h06m)
$161
outward: Jan 24, 2018
5:30p ORD » 10:05p SAN
Spirit Airlines direct (4h35m)
inbound: Feb 1, 2018
10:55p SAN » 3:01a ORD
Spirit Airlines direct (4h06m)
$162
outward: Feb 13, 2018
5:30p ORD » 10:05p SAN
Spirit Airlines direct (4h35m)
inbound: Feb 16, 2018
10:50p SAN » 2:55a ORD
Spirit Airlines direct (4h05m)
$162
outward: Feb 13, 2018
5:30p ORD » 10:05p SAN
Spirit Airlines direct (4h35m)
inbound: Feb 17, 2018
10:50p SAN » 2:55a ORD
Spirit Airlines direct (4h05m)
$162
outward: Feb 3, 2018
1:29p ORD » 3:37a SNA
Frontier Airlines 1 stop (14h08m)
inbound: Feb 8, 2018
4:27a SNA » 5:08p ORD
Frontier Airlines 1 stop (12h41m)
$162
outward: Feb 6, 2018
3:15a ORD » 7:41p SNA
Frontier Airlines 1 stop (16h26m)
inbound: Feb 13, 2018
4:27a SNA » 5:08p ORD
Frontier Airlines 1 stop (12h41m)
$162
outward: Feb 12, 2018
5:30p ORD » 10:05p SAN
Spirit Airlines direct (4h35m)
inbound: Feb 14, 2018
10:55p SAN » 3:01a ORD
Spirit Airlines direct (4h06m)
$162
outward: Feb 13, 2018
5:30p ORD » 10:05p SAN
Spirit Airlines direct (4h35m)
inbound: Feb 15, 2018
10:50p SAN » 2:55a ORD
Spirit Airlines direct (4h05m)
$162
outward: Feb 13, 2018
5:30p ORD » 10:05p SAN
Spirit Airlines direct (4h35m)
inbound: Feb 16, 2018
10:50p SAN » 2:55a ORD
Spirit Airlines direct (4h05m)
$163
outward: Feb 6, 2018
3:15a ORD » 7:41p SNA
Frontier Airlines 1 stop (16h26m)
inbound: Feb 13, 2018
4:27a SNA » 5:08p ORD
Frontier Airlines 1 stop (12h41m)
$164
outward: Feb 6, 2018
5:30p ORD » 10:05p SAN
Spirit Airlines direct (4h35m)
inbound: Feb 8, 2018
10:55p SAN » 3:01a ORD
Spirit Airlines direct (4h06m)
$164
outward: Feb 6, 2018
5:30p ORD » 10:05p SAN
Spirit Airlines direct (4h35m)
inbound: Feb 9, 2018
10:55p SAN » 3:01a ORD
Spirit Airlines direct (4h06m)
$164
outward: Feb 7, 2018
5:30p ORD » 10:05p SAN
Spirit Airlines direct (4h35m)
inbound: Feb 9, 2018
10:55p SAN » 3:01a ORD
Spirit Airlines direct (4h06m)
$168
outward: Feb 5, 2018
5:30p ORD » 10:05p SAN
Spirit Airlines direct (4h35m)
inbound: Feb 12, 2018
4:00p SAN » 4:37p ORD
Spirit Airlines 1 stop (24h37m)
$171
outward: Jan 23, 2018
5:30p ORD » 10:05p SAN
Spirit Airlines direct (4h35m)
inbound: Jan 26, 2018
10:55p SAN » 3:01a ORD
Spirit Airlines direct (4h06m)
$171
outward: Jan 23, 2018
5:30p ORD » 10:05p SAN
Spirit Airlines direct (4h35m)
inbound: Jan 25, 2018
10:55p SAN » 3:01a ORD
Spirit Airlines direct (4h06m)
$171
outward: Feb 21, 2018
5:37p ORD » 10:07p SAN
Spirit Airlines direct (4h30m)
inbound: Feb 24, 2018
10:50p SAN » 2:55a ORD
Spirit Airlines direct (4h05m)
$172
outward: Feb 21, 2018
5:37p ORD » 10:07p SAN
Spirit Airlines direct (4h30m)
inbound: Feb 24, 2018
10:50p SAN » 2:55a ORD
Spirit Airlines direct (4h05m)
$176
outward: Mar 5, 2018
5:37p ORD » 10:07p SAN
Spirit Airlines direct (4h30m)
inbound: Mar 9, 2018
10:50p SAN » 2:55a ORD
Spirit Airlines direct (4h05m)
$177
outward: Feb 22, 2018
1:29p ORD » 7:41p SNA
Frontier Airlines 1 stop (6h12m)
inbound: Feb 27, 2018
4:27a SNA » 5:08p ORD
Frontier Airlines 1 stop (12h41m)
$177
outward: Feb 22, 2018
1:29p ORD » 7:41p SNA
Frontier Airlines 1 stop (6h12m)
inbound: Feb 27, 2018
4:27a SNA » 5:08p ORD
Frontier Airlines 1 stop (12h41m)
$177
outward: Feb 24, 2018
3:15a ORD » 7:41p SNA
Frontier Airlines 1 stop (16h26m)
inbound: Mar 2, 2018
4:20a SNA » 5:05p ORD
Frontier Airlines 1 stop (12h45m)
Return
Departure
28 March Mar Wednesday $retDate.dayShortName
29 March Mar Thursday $retDate.dayShortName
30 March Mar Friday $retDate.dayShortName
31 March Mar Saturday $retDate.dayShortName
01 April Apr Sunday $retDate.dayShortName
02 April Apr Monday $retDate.dayShortName
03 April Apr Tuesday $retDate.dayShortName
23 March Mar Friday $outDate.dayShortName
$433 Spirit Airlines
1521819000000 ORD » 1521835200000 SAN, 0 (270)
1522467600000 SAN » 1522496100000 ORD, 1 (475)
$429 Spirit Airlines
1521819000000 ORD » 1521835200000 SAN, 0 (270)
1522615500000 SAN » 1522630200000 ORD, 0 (245)
$444 Spirit Airlines
1521819000000 ORD » 1521835200000 SAN, 0 (270)
1522640400000 SAN » 1522668900000 ORD, 1 (475)
24 March Mar Saturday $outDate.dayShortName
$277 Spirit Airlines - United Airlines
1521924000000 ORD » 1521946140000 SAN, 1 (369)
1522214100000 SAN » 1522228740000 ORD, 0 (244)
$426 Spirit Airlines
1521924000000 ORD » 1521946140000 SAN, 1 (369)
1522467600000 SAN » 1522496100000 ORD, 1 (475)
$423 Spirit Airlines
1521924000000 ORD » 1521946140000 SAN, 1 (369)
1522615500000 SAN » 1522630200000 ORD, 0 (245)
$437 Spirit Airlines
1521924000000 ORD » 1521946140000 SAN, 1 (369)
1522640400000 SAN » 1522668900000 ORD, 1 (475)
25 March Mar Sunday $outDate.dayShortName
$378 Spirit Airlines
1522010400000 ORD » 1522032540000 SAN, 1 (369)
1522356300000 SAN » 1522371000000 ORD, 0 (245)
$390 Spirit Airlines
1522010400000 ORD » 1522032540000 SAN, 1 (369)
1522381200000 SAN » 1522409700000 ORD, 1 (475)
$416 Spirit Airlines
1522010400000 ORD » 1522032540000 SAN, 1 (369)
1522467600000 SAN » 1522496100000 ORD, 1 (475)
$413 Spirit Airlines
1522010400000 ORD » 1522032540000 SAN, 1 (369)
1522615500000 SAN » 1522630200000 ORD, 0 (245)
$427 Spirit Airlines
1522010400000 ORD » 1522032540000 SAN, 1 (369)
1522640400000 SAN » 1522668900000 ORD, 1 (475)
26 March Mar Monday $outDate.dayShortName
$353 Spirit Airlines
1522096800000 ORD » 1522118940000 SAN, 1 (369)
1522356300000 SAN » 1522371000000 ORD, 0 (245)
$369 Spirit Airlines
1522096800000 ORD » 1522118940000 SAN, 1 (369)
1522381200000 SAN » 1522409700000 ORD, 1 (475)
$367 Spirit Airlines
1522096800000 ORD » 1522118940000 SAN, 1 (369)
1522467600000 SAN » 1522496100000 ORD, 1 (475)
$422 Spirit Airlines
1522096800000 ORD » 1522118940000 SAN, 1 (369)
1522554000000 SAN » 1522582500000 ORD, 1 (475)
$392 Spirit Airlines
1522096800000 ORD » 1522118940000 SAN, 1 (369)
1522640400000 SAN » 1522668900000 ORD, 1 (475)
27 March Mar Tuesday $outDate.dayShortName
$353 Spirit Airlines
1522165020000 ORD » 1522181220000 SAN, 0 (270)
1522381200000 SAN » 1522409700000 ORD, 1 (475)
$369 Spirit Airlines
1522165020000 ORD » 1522181220000 SAN, 0 (270)
1522467600000 SAN » 1522496100000 ORD, 1 (475)
$319 Spirit Airlines
1522183200000 ORD » 1522205340000 SAN, 1 (369)
1522615500000 SAN » 1522630200000 ORD, 0 (245)
$372 Spirit Airlines
1522164600000 ORD » 1522180800000 SAN, 0 (270)
1522640400000 SAN » 1522668900000 ORD, 1 (475)
$342 Spirit Airlines
1522164600000 ORD » 1522180800000 SAN, 0 (270)
1522726800000 SAN » 1522755300000 ORD, 1 (475)
28 March Mar Wednesday $outDate.dayShortName
$626 Virgin America
1522194960000 ORD » 1522248000000 SAN, 2 (884)
1522369200000 SAN » 1522412400000 ORD, 2 (720)
$319 Alaska Airlines
1522234800000 ORD » 1522275780000 SAN, 2 (683)
1522503600000 SAN » 1522532880000 ORD, 1 (488)
$314 Frontier Airlines - Spirit Airlines
1522199700000 ORD » 1522254060000 SAN, 1 (906)
1522615500000 SAN » 1522630200000 ORD, 0 (245)
$330 Frontier Airlines - Spirit Airlines
1522199700000 ORD » 1522254060000 SAN, 1 (906)
1522640400000 SAN » 1522668900000 ORD, 1 (475)
$342 Spirit Airlines
1522251000000 ORD » 1522267200000 SAN, 0 (270)
1522726800000 SAN » 1522755300000 ORD, 1 (475)
29 March Mar Thursday $outDate.dayShortName
$346 Frontier Airlines - Spirit Airlines
1522286100000 ORD » 1522340460000 SAN, 1 (906)
1522529400000 SAN » 1522544100000 ORD, 0 (245)
$358 Frontier Airlines - Spirit Airlines
1522286100000 ORD » 1522340460000 SAN, 1 (906)
1522554000000 SAN » 1522582500000 ORD, 1 (475)
$328 Frontier Airlines - Spirit Airlines
1522286100000 ORD » 1522340460000 SAN, 1 (906)
1522640400000 SAN » 1522668900000 ORD, 1 (475)
$369 Spirit Airlines
1522337400000 ORD » 1522353600000 SAN, 0 (270)
1522726800000 SAN » 1522755300000 ORD, 1 (475)
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
  • January 2018
  • February 2018
  • March 2018
  • April 2018
  • May 2018
  • June 2018
  • July 2018
  • August 2018
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • all
  • Alaska Airlines
  • American Airlines
  • Delta Air Lines
  • Spirit Airlines
Spirit Airlines
outbound: Mar 5, 2018
Spirit Airlines direct
return: Mar 9, 2018
Spirit Airlines direct
American Airlines
outbound: May 5, 2018
American Airlines direct
return: May 12, 2018
American Airlines direct
Alaska Airlines
outbound: Feb 10, 2018
Alaska Airlines 1 stop
return: Feb 11, 2018
Alaska Airlines 2 stops
Delta Air Lines
outbound: Mar 26, 2018
Delta Air Lines 1 stop
return: Mar 30, 2018
Spirit Airlines 1 stop

Travel tips for flights Chicago - San Diego

Average flight duration: 4h17m (direct flight)

  • Arrival city:
  • San Diego, USA
  • Airport(s):
  • Lindbergh Field (SAN)
  • Local time:
  • Jan 21, 2018 6:01 PM, GMT-8
  • Departure city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Jan 21, 2018 8:01 PM, GMT-6
  • Weather:
  • min. 30ºF, max. 45ºF