Take off on cheap flights from San Diego to Chicago, your adventure starts now!

Find cheap airline tickets from San Diego to Chicago by date

  • any
  • May 2018
  • June 2018
  • July 2018
  • August 2018
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • any
  • May 2018
  • June 2018
  • July 2018
  • August 2018
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • price
  • month of departure
  • month of return
$189
outward: Jul 4, 2018
7:40a SAN » 11:36a ORD
United Airlines direct (3h56m)
inbound: Aug 1, 2018
2:40p ORD » 6:54p SAN
United Airlines direct (4h14m)
$195
outward: Jun 7, 2018
12:40a SAN » 6:15a ORD
Frontier Airlines direct (5h35m)
inbound: Jun 9, 2018
5:55p ORD » 11:50p SAN
Frontier Airlines direct (5h55m)
$200
outward: Sep 8, 2018
12:30a SAN » 1:15p ORD
Spirit Airlines 1 stop (12h45m)
inbound: Sep 8, 2018
5:30p ORD » 9:49p SAN
Spirit Airlines direct (4h19m)
$202
outward: Sep 8, 2018
12:30a SAN » 1:15p ORD
Spirit Airlines 1 stop (12h45m)
inbound: Sep 8, 2018
5:30p ORD » 9:49p SAN
Spirit Airlines direct (4h19m)
$203
outward: Sep 8, 2018
4:23a SAN » 5:39p ORD
Frontier Airlines 1 stop (13h16m)
inbound: Sep 8, 2018
10:26p ORD » 4:26a SAN
Spirit Airlines 1 stop (6h)
$204
outward: Sep 13, 2018
8:21p SAN » 5:58a ORD
Frontier Airlines 1 stop (9h37m)
inbound: Sep 26, 2018
4:00p ORD » 10:03p SAN
Frontier Airlines direct (6h03m)
$208
outward: Sep 15, 2018
3:20p SAN » 3:32a ORD
Frontier Airlines 1 stop (12h12m)
inbound: Sep 26, 2018
4:00p ORD » 10:03p SAN
Frontier Airlines direct (6h03m)
$212
outward: Jun 7, 2018
12:40a SAN » 6:15a ORD
Frontier Airlines direct (5h35m)
inbound: Jun 11, 2018
5:55p ORD » 11:50p SAN
Frontier Airlines direct (5h55m)
$212
outward: Jun 9, 2018
12:40a SAN » 6:15a ORD
Frontier Airlines direct (5h35m)
inbound: Jun 9, 2018
5:55p ORD » 11:50p SAN
Frontier Airlines direct (5h55m)
$217
outward: Sep 7, 2018
10:45p SAN » 2:49a ORD
Spirit Airlines direct (4h04m)
inbound: Sep 8, 2018
10:26p ORD » 4:26a SAN
Spirit Airlines direct (6h)
$217
outward: Jul 4, 2018
10:30p SAN » 2:34a ORD
Spirit Airlines direct (4h04m)
inbound: Aug 1, 2018
5:25p ORD » 9:35p SAN
Spirit Airlines direct (4h10m)
$217
outward: Jul 4, 2018
10:30p SAN » 2:34a ORD
Spirit Airlines direct (4h04m)
inbound: Jul 31, 2018
5:25p ORD » 9:35p SAN
Spirit Airlines direct (4h10m)
$221
outward: Jun 6, 2018
10:46p SAN » 2:55a ORD
Spirit Airlines direct (4h09m)
inbound: Jun 12, 2018
5:30p ORD » 9:51p SAN
Spirit Airlines direct (4h21m)
$222
outward: Sep 14, 2018
3:20p SAN » 3:32a ORD
Frontier Airlines 1 stop (12h12m)
inbound: Sep 26, 2018
4:00p ORD » 10:03p SAN
Frontier Airlines direct (6h03m)
$224
outward: Sep 16, 2018
12:30a SAN » 6:29a ORD
Spirit Airlines direct (5h59m)
inbound: Sep 25, 2018
2:50p ORD » 11:31p SAN
Spirit Airlines 1 stop (8h41m)
$226
outward: Sep 14, 2018
5:43p SAN » 5:58a ORD
Frontier Airlines 1 stop (12h15m)
inbound: Sep 25, 2018
1:00p ORD » 3:33a SAN
Frontier Airlines 1 stop (14h33m)
$228
outward: Jun 9, 2018
4:31a SAN » 5:18p ORD
Frontier Airlines 1 stop (12h47m)
inbound: Jun 17, 2018
5:25p ORD » 9:35p SAN
Spirit Airlines direct (4h10m)
$229
outward: Jun 9, 2018
12:40a SAN » 6:15a ORD
Frontier Airlines direct (5h35m)
inbound: Jun 11, 2018
5:55p ORD » 11:50p SAN
Frontier Airlines direct (5h55m)
$231
outward: Jul 4, 2018
10:30p SAN » 2:34a ORD
Spirit Airlines direct (4h04m)
inbound: Aug 2, 2018
5:25p ORD » 9:35p SAN
Spirit Airlines direct (4h10m)
$236
outward: Jul 2, 2018
10:30p SAN » 2:34a ORD
Spirit Airlines direct (4h04m)
inbound: Aug 1, 2018
5:25p ORD » 9:35p SAN
Spirit Airlines direct (4h10m)
$236
outward: Jul 2, 2018
10:30p SAN » 2:34a ORD
Spirit Airlines direct (4h04m)
inbound: Jul 31, 2018
5:25p ORD » 9:35p SAN
Spirit Airlines direct (4h10m)
$241
outward: Jun 8, 2018
5:05a SAN » 1:26p ORD
Spirit Airlines 1 stop (8h21m)
inbound: Jun 9, 2018
5:30p ORD » 9:51p SAN
Spirit Airlines direct (4h21m)
$241
outward: Jun 8, 2018
5:05a SAN » 1:26p ORD
Spirit Airlines 1 stop (8h21m)
inbound: Jun 12, 2018
5:30p ORD » 9:51p SAN
Spirit Airlines direct (4h21m)
$241
outward: Jun 9, 2018
6:06a SAN » 3:10p ORD
Spirit Airlines 1 stop (9h04m)
inbound: Jun 12, 2018
5:30p ORD » 9:51p SAN
Spirit Airlines direct (4h21m)
$242
outward: Jun 14, 2018
10:30p SAN » 2:34a ORD
Spirit Airlines direct (4h04m)
inbound: Jun 18, 2018
5:25p ORD » 9:35p SAN
Spirit Airlines direct (4h10m)
$243
outward: Jul 18, 2018
10:30p SAN » 2:34a ORD
Spirit Airlines direct (4h04m)
inbound: Jul 24, 2018
5:25p ORD » 9:35p SAN
Spirit Airlines direct (4h10m)
$244
outward: Sep 13, 2018
4:00p SAN » 6:55a ORD
Spirit Airlines 1 stop (14h55m)
inbound: Sep 25, 2018
2:50p ORD » 11:31p SAN
Spirit Airlines 1 stop (8h41m)
$244
outward: Sep 16, 2018
12:30a SAN » 6:29a ORD
Spirit Airlines direct (5h59m)
inbound: Sep 24, 2018
5:30p ORD » 9:49p SAN
Spirit Airlines direct (4h19m)
$246
outward: Jun 8, 2018
5:05a SAN » 1:26p ORD
Spirit Airlines 1 stop (8h21m)
inbound: Jun 11, 2018
5:55p ORD » 11:50p SAN
Frontier Airlines direct (5h55m)
$246
outward: Jul 2, 2018
10:30p SAN » 2:34a ORD
Spirit Airlines direct (4h04m)
inbound: Jul 4, 2018
5:25p ORD » 9:35p SAN
Spirit Airlines direct (4h10m)
Return
Departure
22 July Jul Sunday $retDate.dayShortName
23 July Jul Monday $retDate.dayShortName
24 July Jul Tuesday $retDate.dayShortName
25 July Jul Wednesday $retDate.dayShortName
26 July Jul Thursday $retDate.dayShortName
27 July Jul Friday $retDate.dayShortName
28 July Jul Saturday $retDate.dayShortName
16 July Jul Monday $outDate.dayShortName
17 July Jul Tuesday $outDate.dayShortName
18 July Jul Wednesday $outDate.dayShortName
$272 $257 $242
19 July Jul Thursday $outDate.dayShortName
$286 $261 $257
20 July Jul Friday $outDate.dayShortName
$326 $311 $296 $290 $270 $259
21 July Jul Saturday $outDate.dayShortName
$305 $285 $274
22 July Jul Sunday $outDate.dayShortName
$325 $305 $294
Choose when you'd like to depart to Chicago (USA):
Find the cheapest San Diego Chicago flight by browsing the dates below to find alternative flight prices found in the last days. To launch a flight search for San Diego - Chicago with these new dates, click on an offer. Want to depart from another city? Choose: Las Vegas - Chicago New York - Chicago London - Chicago Miami - Chicago San Francisco - Chicago See more routes

Airlines operating flights from San Diego to Chicago

  • any
  • May 2018
  • June 2018
  • July 2018
  • August 2018
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • all
  • Alaska Airlines
  • American Airlines
  • Frontier Airlines
  • Spirit Airlines
  • United Airlines
Spirit Airlines
outbound: Jun 6, 2018
Spirit Airlines direct
return: Jun 12, 2018
Spirit Airlines direct
Frontier Airlines
outbound: Jun 1, 2018
Frontier Airlines direct
return: Jun 3, 2018
Spirit Airlines direct
United Airlines
outbound: Jul 1, 2018
United Airlines direct
return: Jul 5, 2018
United Airlines 1 stop
American Airlines
outbound: Jun 23, 2018
American Airlines direct
return: Jun 25, 2018
American Airlines direct
Alaska Airlines
outbound: Jun 23, 2018
Alaska Airlines direct
return: Jun 25, 2018
Alaska Airlines direct

Travel tips for flights San Diego - Chicago

Average flight duration: 4h19m (direct flight)

  • Arrival city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • May 27, 2018 6:58 AM, GMT-5
  • Weather:
  • min. 65ºF, max. 84ºF
  • Departure city:
  • San Diego, USA
  • Airport(s):
  • Lindbergh Field (SAN)
  • Local time:
  • May 27, 2018 4:58 AM, GMT-7
  • Weather:
  • min. 55ºF, max. 68ºF