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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
  • July 2018
  • August 2018
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • May 2019
  • June 2019
  • any
  • July 2018
  • August 2018
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • May 2019
  • June 2019
  • price
  • month of departure
  • month of return
$142
outward: Sep 25, 2018
5:16a SAN » 1:08p ORD
Spirit Airlines 1 stop (7h52m)
inbound: Sep 29, 2018
4:45p ORD » 9:12p SAN
Spirit Airlines direct (4h27m)
Verify
8 days ago
$142
outward: Sep 25, 2018
5:16a SAN » 1:08p ORD
Spirit Airlines 1 stop (7h52m)
inbound: Sep 29, 2018
4:45p ORD » 9:12p SAN
Spirit Airlines direct (4h27m)
Verify
7 days ago
$155
outward: Aug 9, 2018
5:05a SAN » 1:24p ORD
Spirit Airlines 1 stop (8h19m)
inbound: Aug 15, 2018
3:15p ORD » 11:38p SAN
Spirit Airlines 1 stop (8h23m)
Verify
8 days ago
$159
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
9 days ago
$165
outward: Aug 9, 2018
5:05a SAN » 1:24p ORD
Spirit Airlines 1 stop (8h19m)
inbound: Aug 14, 2018
3:15p ORD » 11:38p SAN
Spirit Airlines 1 stop (8h23m)
Verify
6 days ago
$169
outward: Aug 8, 2018
5:05a SAN » 1:24p ORD
Spirit Airlines 1 stop (8h19m)
inbound: Aug 11, 2018
3:15p ORD » 11:38p SAN
Spirit Airlines 1 stop (8h23m)
Verify
5 days ago
$170
outward: Sep 25, 2018
1:09a SAN » 7:56a ORD
American Airlines 1 stop (6h47m)
inbound: Sep 29, 2018
12:15p ORD » 7:41p SAN
American Airlines 1 stop (7h26m)
Verify
28 days ago
$177
outward: Sep 6, 2018
9:50p SAN » 1:45a MKE
Frontier Airlines direct (3h55m)
inbound: Sep 11, 2018
5:55p MKE » 10:15p SAN
Frontier Airlines direct (4h20m)
Verify
10 days ago
$177
outward: Sep 6, 2018
9:50p SAN » 1:45a MKE
Frontier Airlines direct (3h55m)
inbound: Sep 11, 2018
5:55p MKE » 10:15p SAN
Frontier Airlines direct (4h20m)
Verify
12 days ago
$178
outward: Sep 6, 2018
9:50p SAN » 1:45a MKE
Frontier Airlines direct (3h55m)
inbound: Sep 11, 2018
5:55p MKE » 10:15p SAN
Frontier Airlines direct (4h20m)
Verify
9 days ago
$178
outward: Sep 6, 2018
9:50p SAN » 1:45a MKE
Frontier Airlines direct (3h55m)
inbound: Sep 11, 2018
5:55p MKE » 10:15p SAN
Frontier Airlines direct (4h20m)
Verify
11 days ago
$179
outward: Sep 25, 2018
5:16a SAN » 1:08p ORD
Spirit Airlines 1 stop (7h52m)
inbound: Sep 29, 2018
4:45p ORD » 9:12p SAN
Spirit Airlines direct (4h27m)
Verify
6 days ago
$180
outward: Aug 7, 2018
5:05a SAN » 1:24p ORD
Spirit Airlines 1 stop (8h19m)
inbound: Aug 7, 2018
5:25p ORD » 9:35p SAN
Spirit Airlines direct (4h10m)
Verify
8 days ago
$183
outward: Aug 29, 2018
10:27p SAN » 2:30a ORD
Spirit Airlines direct (4h03m)
inbound: Sep 4, 2018
5:21p ORD » 9:32p SAN
Spirit Airlines direct (4h11m)
Verify
10 days ago
$184
outward: Aug 14, 2018
10:30p SAN » 2:34a ORD
Spirit Airlines direct (4h04m)
inbound: Sep 5, 2018
5:21p ORD » 9:32p SAN
Spirit Airlines direct (4h11m)
Verify
26 days ago
$184
outward: Aug 15, 2018
10:30p SAN » 2:34a ORD
Spirit Airlines direct (4h04m)
inbound: Sep 5, 2018
5:21p ORD » 9:32p SAN
Spirit Airlines direct (4h11m)
Verify
26 days ago
$186
outward: Aug 9, 2018
12:40a SAN » 6:43a ORD
Frontier Airlines 1 stop (6h03m)
inbound: Aug 14, 2018
3:15p ORD » 11:38p SAN
Spirit Airlines 1 stop (8h23m)
Verify
5 days ago
$188
outward: Sep 6, 2018
9:50p SAN » 1:45a MKE
Frontier Airlines direct (3h55m)
inbound: Sep 11, 2018
5:55p MKE » 10:15p SAN
Frontier Airlines direct (4h20m)
Verify
8 days ago
$190
outward: Sep 12, 2018
11:15p SAN » 7:04a MKE
Frontier Airlines 1 stop (7h49m)
inbound: Sep 25, 2018
5:55p MKE » 10:15p SAN
Frontier Airlines direct (4h20m)
Verify
6 days ago
$190
outward: Sep 12, 2018
11:15p SAN » 7:04a MKE
Frontier Airlines 1 stop (7h49m)
inbound: Sep 25, 2018
5:55p MKE » 10:15p SAN
Frontier Airlines direct (4h20m)
Verify
6 days ago
$190
outward: Sep 14, 2018
3:30p SAN » 10:34p ORD
Spirit Airlines 1 stop (7h04m)
inbound: Sep 17, 2018
7:35p ORD » 7:57a SAN
Spirit Airlines 1 stop (12h22m)
Verify
13 days ago
$191
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
4 days ago
$191
outward: Sep 14, 2018
3:30p SAN » 11:27p ORD
Spirit Airlines 1 stop (7h57m)
inbound: Sep 17, 2018
7:35p ORD » 7:57a SAN
Spirit Airlines 1 stop (12h22m)
Verify
14 days ago
$191
outward: Sep 14, 2018
3:30p SAN » 11:27p ORD
Spirit Airlines 1 stop (7h57m)
inbound: Sep 17, 2018
7:35p ORD » 7:57a SAN
Spirit Airlines 1 stop (12h22m)
Verify
15 days ago
$191
outward: Sep 12, 2018
11:15p SAN » 7:04a MKE
Frontier Airlines 1 stop (7h49m)
inbound: Sep 25, 2018
5:55p MKE » 10:15p SAN
Frontier Airlines direct (4h20m)
Verify
8 days ago
$191
outward: Sep 12, 2018
11:15p SAN » 7:04a MKE
Frontier Airlines 1 stop (7h49m)
inbound: Sep 25, 2018
5:55p MKE » 10:15p SAN
Frontier Airlines direct (4h20m)
Verify
8 days ago
$191
outward: Sep 12, 2018
11:15p SAN » 7:04a MKE
Frontier Airlines 1 stop (7h49m)
inbound: Sep 25, 2018
5:55p MKE » 10:15p SAN
Frontier Airlines direct (4h20m)
Verify
7 days ago
$191
outward: Sep 12, 2018
11:15p SAN » 7:04a MKE
Frontier Airlines 1 stop (7h49m)
inbound: Sep 25, 2018
5:55p MKE » 10:15p SAN
Frontier Airlines direct (4h20m)
Verify
7 days ago
$195
outward: Aug 14, 2018
10:30p SAN » 2:34a ORD
Spirit Airlines direct (4h04m)
inbound: Sep 4, 2018
5:21p ORD » 9:32p SAN
Spirit Airlines direct (4h11m)
Verify
26 days ago
$195
outward: Aug 15, 2018
10:30p SAN » 2:34a ORD
Spirit Airlines direct (4h04m)
inbound: Sep 4, 2018
5:21p ORD » 9:32p SAN
Spirit Airlines direct (4h11m)
Verify
26 days ago
Return
Departure
28 July Jul Saturday $retDate.dayShortName
29 July Jul Sunday $retDate.dayShortName
30 July Jul Monday $retDate.dayShortName
31 July Jul Tuesday $retDate.dayShortName
01 August Aug Wednesday $retDate.dayShortName
02 August Aug Thursday $retDate.dayShortName
03 August Aug Friday $retDate.dayShortName
23 July Jul Monday $outDate.dayShortName
$244 $264 $258 $274
24 July Jul Tuesday $outDate.dayShortName
$264 $259 $248 $244 $253 $236
25 July Jul Wednesday $outDate.dayShortName
$214 $259 $243 $232 $252
26 July Jul Thursday $outDate.dayShortName
$232 $268 $243 $197 $232 $221 $241
27 July Jul Friday $outDate.dayShortName
$252 $263 $250 $250 $241 $261
28 July Jul Saturday $outDate.dayShortName
29 July Jul Sunday $outDate.dayShortName
$318 $242 $239 $239
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
  • July 2018
  • August 2018
  • September 2018
  • October 2018
  • November 2018
  • December 2018
  • January 2019
  • February 2019
  • March 2019
  • April 2019
  • May 2019
  • June 2019
  • all
  • Alaska Airlines
  • American Airlines
  • Frontier Airlines
  • JetBlue
  • Southwest Airlines
  • Spirit Airlines
  • United Airlines
Spirit Airlines
outbound: Aug 8, 2018
Spirit Airlines 1 stop
return: Aug 15, 2018
Spirit Airlines 1 stop
$155 Verify
8 days ago
Southwest Airlines
outbound: Dec 22, 2018
Southwest Airlines direct
return: Dec 29, 2018
Southwest Airlines direct
$607 Verify
3 days ago
JetBlue
outbound: Sep 24, 2018
JetBlue 1 stop
return: Sep 29, 2018
Spirit Airlines 1 stop
$248 Verify
29 days ago
United Airlines
outbound: Sep 18, 2018
United Airlines direct
return: Sep 25, 2018
Spirit Airlines 1 stop
$217 Verify
14 days ago
Alaska Airlines
outbound: Sep 18, 2018
Alaska Airlines 2 stops
return: Sep 25, 2018
Alaska Airlines 2 stops
$236 Verify
14 days ago
Frontier Airlines
outbound: Sep 26, 2018
Frontier Airlines 1 stop
return: Sep 30, 2018
Spirit Airlines direct
$260 Verify
4 days ago
American Airlines
outbound: Sep 21, 2018
American Airlines direct
return: Sep 23, 2018
American Airlines 1 stop
$288 Verify
9 days ago
Airline tickets San Diego - Chicago found in the last 30 days.

Travel tips for flights San Diego - Chicago

Average flight duration: 4h34m (direct flight)

  • Arrival city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Jul 15, 2018 6:03 PM, GMT-5
  • Weather:
  • min. 66ºF, max. 77ºF
  • Departure city:
  • San Diego, USA
  • Airport(s):
  • Lindbergh Field (SAN)
  • Local time:
  • Jul 15, 2018 4:03 PM, GMT-7
  • Weather:
  • min. 67ºF, max. 73ºF