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
  • December 2019
  • January 2020
  • February 2020
  • March 2020
  • April 2020
  • May 2020
  • June 2020
  • July 2020
  • August 2020
  • September 2020
  • October 2020
  • November 2020
  • any
  • December 2019
  • January 2020
  • February 2020
  • March 2020
  • April 2020
  • May 2020
  • June 2020
  • July 2020
  • August 2020
  • September 2020
  • October 2020
  • November 2020
  • price
  • month of departure
  • month of return
$377
Spirit Airlines outward: Dec 21, 2019
7:24p SAN » 1:20p ORD
Spirit Airlines 1 stop (17h56m)
Spirit Airlines inbound: Jan 4, 2020
5:25p ORD » 10:00p SAN
Spirit Airlines direct (4h35m)
$377
Spirit Airlines outward: Dec 21, 2019
7:24p SAN » 1:20p ORD
Spirit Airlines 1 stop (17h56m)
Spirit Airlines inbound: Jan 4, 2020
5:25p ORD » 10:00p SAN
Spirit Airlines direct (4h35m)
$382
Spirit Airlines outward: Dec 21, 2019
7:24p SAN » 7:55a ORD
Spirit Airlines 1 stop (12h31m)
Spirit Airlines inbound: Jan 4, 2020
5:25p ORD » 10:00p SAN
Spirit Airlines direct (4h35m)
$384
Spirit Airlines outward: Dec 21, 2019
7:24p SAN » 7:55a ORD
Spirit Airlines 1 stop (12h31m)
Spirit Airlines inbound: Jan 4, 2020
5:25p ORD » 10:00p SAN
Spirit Airlines direct (4h35m)
$384
Spirit Airlines outward: Dec 21, 2019
7:24p SAN » 7:55a ORD
Spirit Airlines 1 stop (12h31m)
Spirit Airlines inbound: Jan 4, 2020
5:25p ORD » 10:00p SAN
Spirit Airlines direct (4h35m)
$384
Spirit Airlines outward: Dec 21, 2019
7:24p SAN » 7:55a ORD
Spirit Airlines 1 stop (12h31m)
Spirit Airlines inbound: Jan 4, 2020
5:25p ORD » 10:00p SAN
Spirit Airlines direct (4h35m)
$384
Spirit Airlines outward: Dec 21, 2019
7:24p SAN » 7:55a ORD
Spirit Airlines 1 stop (12h31m)
Spirit Airlines inbound: Jan 4, 2020
5:25p ORD » 10:00p SAN
Spirit Airlines direct (4h35m)
$384
Spirit Airlines outward: Dec 21, 2019
7:24p SAN » 7:55a ORD
Spirit Airlines 1 stop (12h31m)
Spirit Airlines inbound: Jan 4, 2020
5:25p ORD » 10:00p SAN
Spirit Airlines direct (4h35m)
$384
Spirit Airlines outward: Dec 21, 2019
7:24p SAN » 7:55a ORD
Spirit Airlines 1 stop (12h31m)
Spirit Airlines inbound: Jan 4, 2020
5:25p ORD » 10:00p SAN
Spirit Airlines direct (4h35m)
$384
Spirit Airlines outward: Dec 21, 2019
7:24p SAN » 7:55a ORD
Spirit Airlines 1 stop (12h31m)
Spirit Airlines inbound: Jan 4, 2020
5:25p ORD » 10:00p SAN
Spirit Airlines direct (4h35m)
$408
Spirit Airlines outward: Dec 21, 2019
7:24p SAN » 1:20p ORD
Spirit Airlines 1 stop (17h56m)
Spirit Airlines inbound: Jan 4, 2020
5:25p ORD » 10:00p SAN
Spirit Airlines direct (4h35m)
$409
Spirit Airlines outward: Dec 21, 2019
7:24p SAN » 1:20p ORD
Spirit Airlines 1 stop (17h56m)
Spirit Airlines inbound: Jan 4, 2020
5:25p ORD » 10:00p SAN
Spirit Airlines direct (4h35m)
$411
Spirit Airlines outward: Dec 21, 2019
7:24p SAN » 7:55a ORD
Spirit Airlines 1 stop (12h31m)
Spirit Airlines inbound: Jan 4, 2020
2:45p ORD » 6:32p SAN
Spirit Airlines 1 stop (27h47m)
$412
Spirit Airlines outward: Dec 21, 2019
10:45p SAN » 2:45a ORD
Spirit Airlines direct (4h)
Spirit Airlines inbound: Jan 4, 2020
5:25p ORD » 10:00p SAN
Spirit Airlines direct (4h35m)
$413
Spirit Airlines outward: Dec 21, 2019
10:45p SAN » 2:45a ORD
Spirit Airlines direct (4h)
Spirit Airlines inbound: Jan 4, 2020
5:25p ORD » 10:00p SAN
Spirit Airlines direct (4h35m)
$414
Spirit Airlines outward: Dec 21, 2019
10:45p SAN » 2:45a ORD
Spirit Airlines direct (4h)
Spirit Airlines inbound: Jan 4, 2020
5:25p ORD » 10:00p SAN
Spirit Airlines direct (4h35m)
$414
Spirit Airlines outward: Dec 21, 2019
7:24p SAN » 7:55a ORD
Spirit Airlines 1 stop (12h31m)
Spirit Airlines inbound: Jan 4, 2020
5:25p ORD » 10:00p SAN
Spirit Airlines direct (4h35m)
$415
Spirit Airlines outward: Dec 21, 2019
7:24p SAN » 7:55a ORD
Spirit Airlines 1 stop (12h31m)
Spirit Airlines inbound: Jan 4, 2020
5:25p ORD » 10:00p SAN
Spirit Airlines direct (4h35m)
$415
Spirit Airlines outward: Dec 21, 2019
7:24p SAN » 7:55a ORD
Spirit Airlines 1 stop (12h31m)
Spirit Airlines inbound: Jan 4, 2020
5:25p ORD » 10:00p SAN
Spirit Airlines direct (4h35m)
$416
Spirit Airlines outward: Dec 21, 2019
7:24p SAN » 7:55a ORD
Spirit Airlines 1 stop (12h31m)
Spirit Airlines inbound: Jan 4, 2020
5:25p ORD » 10:00p SAN
Spirit Airlines direct (4h35m)
$416
Spirit Airlines outward: Dec 21, 2019
7:24p SAN » 7:55a ORD
Spirit Airlines 1 stop (12h31m)
Spirit Airlines inbound: Jan 4, 2020
5:25p ORD » 10:00p SAN
Spirit Airlines direct (4h35m)
$416
Spirit Airlines outward: Dec 21, 2019
7:24p SAN » 7:55a ORD
Spirit Airlines 1 stop (12h31m)
Spirit Airlines inbound: Jan 4, 2020
5:25p ORD » 10:00p SAN
Spirit Airlines direct (4h35m)
$446
Spirit Airlines outward: Dec 21, 2019
7:24p SAN » 7:55a ORD
Spirit Airlines 1 stop (12h31m)
Spirit Airlines inbound: Jan 4, 2020
5:25p ORD » 10:00p SAN
Spirit Airlines direct (4h35m)
$446
Spirit Airlines outward: Dec 21, 2019
7:24p SAN » 7:55a ORD
Spirit Airlines 1 stop (12h31m)
Spirit Airlines inbound: Jan 4, 2020
5:25p ORD » 10:00p SAN
Spirit Airlines direct (4h35m)
$447
Spirit Airlines outward: Dec 21, 2019
4:06p SAN » 7:55a ORD
Spirit Airlines 1 stop (15h49m)
Spirit Airlines inbound: Jan 4, 2020
5:25p ORD » 10:00p SAN
Spirit Airlines direct (4h35m)
$478
Spirit Airlines outward: Dec 21, 2019
7:24p SAN » 7:55a ORD
Spirit Airlines 1 stop (12h31m)
Spirit Airlines inbound: Jan 4, 2020
5:25p ORD » 10:00p SAN
Spirit Airlines direct (4h35m)
$935
Delta Air Lines outward: Dec 22, 2019
7:25a SAN » 4:12p MDW
Delta Air Lines 1 stop (8h47m)
Delta Air Lines inbound: Jan 4, 2020
10:00p ORD » 6:38a SAN
Delta Air Lines 1 stop (8h38m)
Return
Departure
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:

Airlines operating flights from San Diego to Chicago

Sorry! We haven't found any airline tickets from San Diego to Chicago. Try launching another search above.

Travel tips for flights San Diego - Chicago

  • Arrival city:
  • Chicago, USA
  • Airport(s):
  • Midway International Airport (MDW)
  • O'Hare International Airport (ORD)
  • Local time:
  • Dec 13, 2019 7:42 AM, GMT-6
  • Weather:
  • min. 31ºF, max. 38ºF
  • Departure city:
  • San Diego, USA
  • Airport(s):
  • Lindbergh Field (SAN)
  • Local time:
  • Dec 13, 2019 5:42 AM, GMT-8
  • Weather:
  • min. 60ºF, max. 66ºF