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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
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • May 2019
  • June 2019
  • July 2019
  • August 2019
  • any
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • May 2019
  • June 2019
  • July 2019
  • August 2019
  • price
  • month of departure
  • month of return
$130
outward: Mar 7, 2019
12:05a PHL » 2:40a MCO
Spirit Airlines direct (2h35m)
inbound: Mar 10, 2019
6:40p MCO » 6:34p PHL
Unknown Company 1 stop (23h54m)
Verify
20 days ago
$165
outward: Sep 24, 2018
10:00p SAN » 2:09a ORD
Spirit Airlines direct (4h09m)
inbound: Sep 29, 2018
4:45p ORD » 9:12p SAN
Spirit Airlines direct (4h27m)
Verify
27 days ago
$166
outward: Sep 24, 2018
10:00p SAN » 2:09a ORD
Spirit Airlines direct (4h09m)
inbound: Sep 29, 2018
4:45p ORD » 9:12p SAN
Spirit Airlines direct (4h27m)
Verify
22 days ago
$167
outward: Dec 6, 2018
10:45p SAN » 2:50a ORD
Spirit Airlines direct (4h05m)
inbound: Dec 8, 2018
5:30p ORD » 9:58p SAN
Spirit Airlines direct (4h28m)
Verify
21 days ago
$167
outward: Dec 6, 2018
10:45p SAN » 2:50a ORD
Spirit Airlines direct (4h05m)
inbound: Dec 9, 2018
5:30p ORD » 9:58p SAN
Spirit Airlines direct (4h28m)
Verify
21 days ago
$167
outward: Dec 6, 2018
10:45p SAN » 2:50a ORD
Spirit Airlines direct (4h05m)
inbound: Dec 10, 2018
5:30p ORD » 9:58p SAN
Spirit Airlines direct (4h28m)
Verify
21 days ago
$167
outward: Dec 7, 2018
10:45p SAN » 2:50a ORD
Spirit Airlines direct (4h05m)
inbound: Dec 8, 2018
5:30p ORD » 9:58p SAN
Spirit Airlines direct (4h28m)
Verify
21 days ago
$167
outward: Dec 7, 2018
10:45p SAN » 2:50a ORD
Spirit Airlines direct (4h05m)
inbound: Dec 9, 2018
5:30p ORD » 9:58p SAN
Spirit Airlines direct (4h28m)
Verify
21 days ago
$167
outward: Dec 7, 2018
10:45p SAN » 2:50a ORD
Spirit Airlines direct (4h05m)
inbound: Dec 10, 2018
5:30p ORD » 9:58p SAN
Spirit Airlines direct (4h28m)
Verify
21 days ago
$167
outward: Sep 27, 2018
10:00p SAN » 2:09a ORD
Spirit Airlines direct (4h09m)
inbound: Sep 29, 2018
4:45p ORD » 9:12p SAN
Spirit Airlines direct (4h27m)
Verify
17 days ago
$167
outward: Sep 27, 2018
10:00p SAN » 2:09a ORD
Spirit Airlines direct (4h09m)
inbound: Oct 1, 2018
4:45p ORD » 9:12p SAN
Spirit Airlines direct (4h27m)
Verify
17 days ago
$167
outward: Dec 6, 2018
10:45p SAN » 2:50a ORD
Spirit Airlines direct (4h05m)
inbound: Dec 8, 2018
5:30p ORD » 9:58p SAN
Spirit Airlines direct (4h28m)
Verify
17 days ago
$167
outward: Dec 6, 2018
10:45p SAN » 2:50a ORD
Spirit Airlines direct (4h05m)
inbound: Dec 9, 2018
5:30p ORD » 9:58p SAN
Spirit Airlines direct (4h28m)
Verify
17 days ago
$167
outward: Dec 6, 2018
10:45p SAN » 2:50a ORD
Spirit Airlines direct (4h05m)
inbound: Dec 10, 2018
5:30p ORD » 9:58p SAN
Spirit Airlines direct (4h28m)
Verify
17 days ago
$167
outward: Dec 7, 2018
10:45p SAN » 2:50a ORD
Spirit Airlines direct (4h05m)
inbound: Dec 8, 2018
5:30p ORD » 9:58p SAN
Spirit Airlines direct (4h28m)
Verify
17 days ago
$167
outward: Dec 7, 2018
10:45p SAN » 2:50a ORD
Spirit Airlines direct (4h05m)
inbound: Dec 9, 2018
5:30p ORD » 9:58p SAN
Spirit Airlines direct (4h28m)
Verify
17 days ago
$167
outward: Dec 7, 2018
10:45p SAN » 2:50a ORD
Spirit Airlines direct (4h05m)
inbound: Dec 10, 2018
5:30p ORD » 9:58p SAN
Spirit Airlines direct (4h28m)
Verify
17 days ago
$169
outward: Dec 6, 2018
10:45p SAN » 2:50a ORD
Spirit Airlines direct (4h05m)
inbound: Dec 9, 2018
5:30p ORD » 9:58p SAN
Spirit Airlines direct (4h28m)
Verify
23 days ago
$170
outward: Dec 6, 2018
10:45p SAN » 2:50a ORD
Spirit Airlines direct (4h05m)
inbound: Dec 8, 2018
5:30p ORD » 9:58p SAN
Spirit Airlines direct (4h28m)
Verify
23 days ago
$170
outward: Dec 6, 2018
10:45p SAN » 2:50a ORD
Spirit Airlines direct (4h05m)
inbound: Dec 10, 2018
5:30p ORD » 9:58p SAN
Spirit Airlines direct (4h28m)
Verify
23 days ago
$170
outward: Dec 7, 2018
10:45p SAN » 2:50a ORD
Spirit Airlines direct (4h05m)
inbound: Dec 8, 2018
5:30p ORD » 9:58p SAN
Spirit Airlines direct (4h28m)
Verify
23 days ago
$170
outward: Dec 7, 2018
10:45p SAN » 2:50a ORD
Spirit Airlines direct (4h05m)
inbound: Dec 9, 2018
5:30p ORD » 9:58p SAN
Spirit Airlines direct (4h28m)
Verify
23 days ago
$170
outward: Dec 7, 2018
10:45p SAN » 2:50a ORD
Spirit Airlines direct (4h05m)
inbound: Dec 10, 2018
5:30p ORD » 9:58p SAN
Spirit Airlines direct (4h28m)
Verify
23 days ago
$171
outward: Sep 25, 2018
7:44a SAN » 11:28a ORD
United Airlines direct (3h44m)
inbound: Sep 29, 2018
2:49p ORD » 7:06p SAN
United Airlines direct (4h17m)
Verify
25 days ago
$171
outward: Sep 26, 2018
12:32a SAN » 6:30a ORD
Spirit Airlines direct (5h58m)
inbound: Sep 29, 2018
4:45p ORD » 9:12p SAN
Spirit Airlines direct (4h27m)
Verify
17 days ago
$171
outward: Sep 26, 2018
12:32a SAN » 6:30a ORD
Spirit Airlines direct (5h58m)
inbound: Oct 1, 2018
4:45p ORD » 9:12p SAN
Spirit Airlines direct (4h27m)
Verify
17 days ago
$179
outward: Sep 25, 2018
5:16a SAN » 1:08p ORD
Spirit Airlines 1 stop (7h52m)
inbound: Oct 4, 2018
4:45p ORD » 9:12p SAN
Spirit Airlines direct (4h27m)
Verify
17 days ago
$183
outward: Oct 18, 2018
10:00p SAN » 2:09a ORD
Spirit Airlines direct (4h09m)
inbound: Oct 21, 2018
4:45p ORD » 9:12p SAN
Spirit Airlines direct (4h27m)
Verify
16 days ago
$188
outward: Sep 25, 2018
7:44a SAN » 11:28a ORD
United Airlines direct (3h44m)
inbound: Sep 29, 2018
2:49p ORD » 7:06p SAN
United Airlines direct (4h17m)
Verify
23 days ago
$188
outward: Sep 25, 2018
7:44a SAN » 11:28a ORD
United Airlines direct (3h44m)
inbound: Sep 29, 2018
2:49p ORD » 7:06p SAN
United Airlines direct (4h17m)
Verify
24 days ago
Return
Departure
29 September Sep Saturday $retDate.dayShortName
30 September Sep Sunday $retDate.dayShortName
01 October Oct Monday $retDate.dayShortName
02 October Oct Tuesday $retDate.dayShortName
03 October Oct Wednesday $retDate.dayShortName
04 October Oct Thursday $retDate.dayShortName
05 October Oct Friday $retDate.dayShortName
21 September Sep Friday $outDate.dayShortName
22 September Sep Saturday $outDate.dayShortName
23 September Sep Sunday $outDate.dayShortName
24 September Sep Monday $outDate.dayShortName
$164 $194 $200 $225 $216
25 September Sep Tuesday $outDate.dayShortName
$171 $178
26 September Sep Wednesday $outDate.dayShortName
$171 $196 $171 $189 $206
27 September Sep Thursday $outDate.dayShortName
$167 $192 $167
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
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • May 2019
  • June 2019
  • July 2019
  • August 2019
  • all
  • Alaska Airlines
  • Spirit Airlines
  • United Airlines
Spirit Airlines
outbound: Oct 9, 2018
Spirit Airlines direct
return: Oct 23, 2018
Spirit Airlines 1 stop
$306 Verify
10 days ago
United Airlines
outbound: Oct 3, 2018
United Airlines direct
return: Oct 8, 2018
Frontier Airlines 1 stop
$240 Verify
22 days ago
Alaska Airlines
outbound: Oct 3, 2018
Alaska Airlines 1 stop
return: Oct 8, 2018
Alaska Airlines direct
$323 Verify
26 days ago
Airline tickets San Diego - Chicago found in the last 30 days.

Travel tips for flights San Diego - Chicago

Average flight duration: 4h38m (direct flight)

  • Arrival city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Sep 22, 2018 4:40 AM, GMT-5
  • Weather:
  • min. 55ºF, max. 67ºF
  • Departure city:
  • San Diego, USA
  • Airport(s):
  • Lindbergh Field (SAN)
  • Local time:
  • Sep 22, 2018 2:40 AM, GMT-7
  • Weather:
  • min. 66ºF, max. 74ºF