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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)
Verify
16 days ago
$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)
Verify
4 days ago
$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)
Verify
23 days ago
$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)
Verify
19 days ago
$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)
Verify
12 days ago
$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)
Verify
10 days ago
$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)
Verify
10 days ago
$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)
Verify
4 days ago
$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)
Verify
4 days ago
$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)
Verify
16 days ago
$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)
Verify
16 days ago
$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)
Verify
16 days ago
$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)
Verify
4 days ago
$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)
Verify
10 days ago
$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)
Verify
10 days ago
$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)
Verify
10 days ago
$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)
Verify
10 days ago
$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)
Verify
4 days ago
$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)
Verify
16 days ago
$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)
Verify
16 days ago
$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)
Verify
16 days ago
$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)
Verify
4 days ago
$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)
Verify
4 days ago
$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)
Verify
4 days ago
$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)
Verify
12 days ago
$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)
Verify
15 days ago
$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)
Verify
10 days ago
$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)
Verify
10 days ago
$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)
Verify
4 days ago
$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)
Verify
25 days ago
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
Availability of fares is not guaranteed for offers found in the last 7 days.
Choose when you'd like to depart to Chicago (USA):
*Best price per person, all taxes and surcharges included; found in the last 14 days on liligo.com
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
$221 Verify
4 days ago
Frontier Airlines
outbound: Jun 1, 2018
Frontier Airlines direct
return: Jun 3, 2018
Spirit Airlines direct
$186 Verify
4 days ago
United Airlines
outbound: Jul 1, 2018
United Airlines direct
return: Jul 5, 2018
United Airlines 1 stop
$344 Verify
25 days ago
American Airlines
outbound: Jun 23, 2018
American Airlines direct
return: Jun 25, 2018
American Airlines direct
$356 Verify
18 days ago
Alaska Airlines
outbound: Jun 23, 2018
Alaska Airlines direct
return: Jun 25, 2018
Alaska Airlines direct
$378 Verify
18 days ago
Airline tickets San Diego - Chicago found in the last 30 days.

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