$125+ Cheap flights from Illinois to San Diego (SAN)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/30. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SAN
Nov 20 — Nov 271
Round-trip
1 adult, Economy
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Find cheap flights from Illinois to San Diego with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Illinois to San Diego
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Cheapest flights from Illinois to San DiegoExplore the most affordable flight options available from Illinois to San Diego. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 21, 2026.
Explore the most affordable flight options available from Illinois to San Diego. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 21, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/156:21 am -
1 stop27h 41m
Sat 12/197:56 pm -
1 stop7h 53m
Deal found 10/16![Frontier logo]()
$268
This Kiwi.com deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/36:21 am -
1 stop27h 49m
Mon 12/77:51 pm -
2 stops31h 10m
Deal found 10/16![Frontier logo]()
$269
This Kiwi.com deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/176:30 am -
1 stop11h 28m
Fri 12/411:16 am -
1 stop11h 37m
Deal found 10/16![Frontier logo]()
$270
This Mytrip deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/812:28 pm -
2 stops21h 34m
Tue 12/158:57 am -
2 stops24h 36m
Deal found 10/20![Frontier logo]()
$271
This Mytrip deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/106:30 am -
2 stops29h 41m
Tue 11/174:53 pm -
2 stops28h 20m
Deal found 10/20![Frontier logo]()
$271
This Mytrip deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1012:27 pm -
2 stops13h 30m
Tue 11/174:53 pm -
2 stops16h 29m
Deal found 10/20![Frontier logo]()
$272
This Cheapflightsfares deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/286:30 am -
1 stop19h 27m
Tue 11/106:25 am -
1 stop15h 56m
Deal found 10/20![Frontier logo]()
$272
This Southwest deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/99:20 pm -
Nonstop4h 30m
Mon 11/164:05 pm -
Nonstop3h 55m
Deal found 10/20![Southwest logo]()
$273
This Alaska Airlines deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/37:58 pm -
Nonstop4h 51m
Thu 12/107:00 am -
Nonstop4h 15m
Deal found 10/21![Alaska Airlines logo]()
$273
This Southwest deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/246:00 am -
Nonstop4h 30m
Mon 11/3010:40 pm -
Nonstop3h 45m
Deal found 10/20![Southwest logo]()
$274
This American Airlines deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/96:45 am -
Nonstop4h 35m
Mon 11/1610:40 pm -
Nonstop4h 09m
Deal found 10/21![American Airlines logo]()
$274
This Southwest deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/38:55 pm -
Nonstop4h 30m
Thu 12/104:05 pm -
Nonstop3h 55m
Deal found 10/19![Southwest logo]()
$275
Best flights from Illinois to San DiegoDiscover carefully curated flight deals from Illinois to San Diego that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 21, 2026.
Discover carefully curated flight deals from Illinois to San Diego that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 21, 2026.
This Southwest deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/99:20 pm -
Nonstop4h 30m
Mon 11/164:05 pm -
Nonstop3h 55m
Deal found 10/20![Southwest logo]()
$273
This United Airlines deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/124:00 pm -
Nonstop4h 34m
Tue 11/174:35 pm -
Nonstop4h 12m
Deal found 10/20![United Airlines logo]()
$273
This Alaska Airlines deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/212:17 pm -
Nonstop4h 45m
Sat 12/2612:32 pm -
Nonstop4h 22m
Deal found 10/20![Alaska Airlines logo]()
$305
This Delta deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/91:05 pm -
1 stop9h 59m
Mon 11/1610:10 pm -
1 stop9h 36m
Deal found 10/20![Delta logo]()
$356
This American Airlines deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/142:52 pm -
1 stop6h 44m
Sun 1/172:02 pm -
1 stop6h 19m
Deal found 10/19![American Airlines logo]()
$399
This Southwest deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/99:20 pm -
Nonstop4h 30m
Tue 11/108:05 pm -
1 stop7h 40m
Deal found 10/19![Southwest logo]()
$283
This United Airlines deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/234:00 pm -
Nonstop4h 34m
Fri 11/2710:30 pm -
Nonstop4h 04m
Deal found 10/20![United Airlines logo]()
$323
This Alaska Airlines deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/307:58 pm -
Nonstop4h 47m
Mon 1/48:23 pm -
1 stop15h 58m
Deal found 10/20![Alaska Airlines logo]()
$324
This Southwest deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/198:05 pm -
1 stop5h 50m
Sat 12/2610:40 pm -
Nonstop3h 45m
Deal found 10/20![Southwest logo]()
$334
This Alaska Airlines deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/157:27 am -
Nonstop4h 45m
Tue 12/225:37 pm -
Nonstop4h 22m
Deal found 10/18![Alaska Airlines logo]()
$337
This Booking.com deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/33:35 pm -
1 stop20h 28m
Sat 11/712:41 pm -
1 stop22h 59m
Deal found 10/19![Multiple Airlines logo]()
$799
This Southwest deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/173:45 pm -
Nonstop4h 30m
Wed 12/24:05 pm -
Nonstop3h 55m
Deal found 10/17![Southwest logo]()
$337
This United Airlines deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/88:15 am -
1 stop9h 03m
Tue 1/196:50 am -
1 stop9h 16m
Deal found 10/20![United Airlines logo]()
$371
This Alaska Airlines deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/207:26 am -
Nonstop4h 41m
Wed 12/27:00 am -
Nonstop4h 15m
Deal found 10/16![Alaska Airlines logo]()
$357
This American Airlines deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/96:00 am -
1 stop6h 44m
Sat 12/121:06 pm -
2 stops9h 10m
Deal found 10/20![American Airlines logo]()
$443
This Southwest deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/186:00 am -
2 stops7h 20m
Wed 12/309:35 pm -
1 stop6h 10m
Deal found 10/20![Southwest logo]()
$340
This Delta deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/311:00 pm -
1 stop8h 36m
Mon 11/212:38 pm -
1 stop7h 52m
Deal found 10/18![Delta logo]()
$453
This United Airlines deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/1312:40 pm -
Nonstop4h 32m
Sun 11/156:50 am -
Nonstop4h 19m
Deal found 10/20![United Airlines logo]()
$375
This Alaska Airlines deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/247:26 am -
Nonstop4h 41m
Thu 11/267:00 am -
Nonstop4h 18m
Deal found 10/17![Alaska Airlines logo]()
$357
This American Airlines deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/184:43 pm -
1 stop7h 07m
Sat 11/211:05 pm -
2 stops8h 59m
Deal found 10/16![American Airlines logo]()
$446
This United Airlines deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1010:40 am -
2 stops8h 35m
Tue 11/172:08 pm -
1 stop6h 51m
Deal found 10/16![United Airlines logo]()
$376
This Southwest deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/175:20 pm -
2 stops7h 00m
Sun 12/2010:35 am -
1 stop5h 20m
Deal found 10/19![Southwest logo]()
$351
This Delta deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/316:06 am -
2 stops13h 49m
Fri 11/612:38 pm -
1 stop7h 58m
Deal found 10/17![Delta logo]()
$474
This Alaska Airlines deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/207:58 pm -
Nonstop4h 47m
Fri 1/17:00 am -
Nonstop4h 19m
Deal found 10/20![Alaska Airlines logo]()
$366
This American Airlines deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/125:59 am -
1 stop8h 44m
Tue 12/1510:14 am -
1 stop6h 16m
Deal found 10/16![American Airlines logo]()
$452
This Southwest deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/246:00 am -
Nonstop4h 30m
Fri 11/2710:40 pm -
Nonstop3h 45m
Deal found 10/19![Southwest logo]()
$356
This United Airlines deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/228:46 am -
2 stops10h 31m
Tue 12/12:26 pm -
1 stop6h 33m
Deal found 10/16![United Airlines logo]()
$393
This American Airlines deal was found by Cheapflights users on 10/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/95:59 am -
1 stop6h 45m
Wed 1/2010:13 am -
1 stop8h 23m
Deal found 10/17![American Airlines logo]()
$452
This Delta deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/144:00 pm -
1 stop7h 41m
Sun 1/176:15 am -
2 stops14h 08m
Deal found 10/20![Delta logo]()
$503
This Alaska Airlines deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/307:58 pm -
Nonstop4h 47m
Sat 4/38:00 am -
Nonstop3h 54m
Deal found 10/18![Alaska Airlines logo]()
$387
Last-minute flights from Illinois to San DiegoDiscover last-minute flight deals from Illinois to San Diego. Data last updated October 21, 2026 and is based on user searches.
Discover last-minute flight deals from Illinois to San Diego. Data last updated October 21, 2026 and is based on user searches.
This Cheapflightsfares deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/286:30 am -
1 stop19h 27m
Tue 11/106:25 am -
1 stop15h 56m
Deal found 10/20![Frontier logo]()
$272
This Cheapflightsfares deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/26:30 am -
1 stop19h 27m
Tue 11/106:25 am -
1 stop15h 56m
Deal found 10/21![Frontier logo]()
$275
This Southwest deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/99:20 pm -
Nonstop4h 30m
Mon 11/164:05 pm -
Nonstop3h 55m
Deal found 10/20![Southwest logo]()
$273
This American Airlines deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/96:45 am -
Nonstop4h 35m
Mon 11/1610:40 pm -
Nonstop4h 09m
Deal found 10/21![American Airlines logo]()
$274
This WAYA deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/97:20 am -
Nonstop4h 43m
Mon 11/166:25 am -
1 stop15h 56m
Deal found 10/20![Multiple Airlines logo]()
$276
This Mytrip deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/97:50 pm -
2 stops22h 08m
Wed 11/1111:06 am -
2 stops11h 15m
Deal found 10/20![Frontier logo]()
$278
This Mytrip deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/106:30 am -
2 stops29h 41m
Tue 11/174:53 pm -
2 stops28h 20m
Deal found 10/20![Frontier logo]()
$271
This Mytrip deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1012:27 pm -
2 stops13h 30m
Tue 11/174:53 pm -
2 stops16h 29m
Deal found 10/20![Frontier logo]()
$272
This United Airlines deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/124:00 pm -
Nonstop4h 34m
Tue 11/174:35 pm -
Nonstop4h 12m
Deal found 10/20![United Airlines logo]()
$273
This Kiwi.com deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/176:30 am -
1 stop11h 28m
Fri 12/411:16 am -
1 stop11h 37m
Deal found 10/16![Frontier logo]()
$270
This Kiwi.com deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/184:36 pm -
2 stops28h 59m
Wed 12/29:58 am -
1 stop25h 33m
Deal found 10/16![Frontier logo]()
$268
This Southwest deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/246:00 am -
Nonstop4h 30m
Mon 11/3010:40 pm -
Nonstop3h 45m
Deal found 10/20![Southwest logo]()
$274
One-way flights from Illinois to San DiegoSearch for one-way flight options from Illinois to San Diego. Find affordable one-way fares based on user searches. Data last updated October 21, 2026.
Search for one-way flight options from Illinois to San Diego. Find affordable one-way fares based on user searches. Data last updated October 21, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/301:38 pm -
2 stops30h 32m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/16![Multiple Airlines logo]()
$125
This Kiwi.com deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/229:20 pm -
1 stop12h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/16![Multiple Airlines logo]()
$127
This Super.com deal was found by Cheapflights users on 10/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/86:21 am -
1 stop27h 41m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/16![Frontier logo]()
$134
This Kiwi.com deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/156:21 am -
2 stops13h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/18![Frontier logo]()
$135
This Southwest deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/129:20 pm -
Nonstop4h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![Southwest logo]()
$138
This American Airlines deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/1410:03 am -
Nonstop4h 36m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![American Airlines logo]()
$138
This Kiwi.com deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1812:27 pm -
1 stop22h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![Frontier logo]()
$139
This Cheapflightsfares deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/156:30 am -
1 stop11h 38m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Frontier logo]()
$139
This Kiwi.com deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/16:21 am -
2 stops37h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![Frontier logo]()
$140
This Cheapflightsfares deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/126:30 am -
1 stop19h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![Frontier logo]()
$141
This Southwest deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/512:55 pm -
1 stop6h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/20![Southwest logo]()
$142
This United Airlines deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/92:30 pm -
1 stop8h 07m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/20![United Airlines logo]()
$142
Find flight deals from Illinois to San Diego
Keep the following information in mind while searching for Illinois to San Diego flight deals. Data was last updated October 21, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $268 (Cheapflightsfares) |
One-way from | $125 (Kiwi.com) |
Popular in | August |
Cheapest in | February |
Average price | $331 |
Good round-trip deal | $306 or less |
Good one-way deal | $175 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Illinois to San Diego that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated October 21, 2026.
Use the filters below to find and compare flights from Illinois to San Diego that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoSan Diego
ORD Chicago O'Hare Intl - SAN San Diego
ORDSAN
Chicago O'Hare Intl
Sat 12/5
10:30 am-4:00 pm
1 stop7h 30m
San Diego
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$142
ChicagoSan Diego
MDW Chicago Midway - SAN San Diego
MDWSAN
Chicago Midway
Thu 11/26
11:27 am-7:53 pm
1 stop10h 26m
San Diego
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$147
ChicagoSan Diego
MDW Chicago Midway - SAN San Diego
MDWSAN
Chicago Midway
Wed 12/16
5:05 pm-9:55 pm
1 stop6h 50m
San Diego
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$147
ChicagoSan Diego
MDW Chicago Midway - SAN San Diego
MDWSAN
Chicago Midway
Mon 11/23
1:31 pm-6:29 pm
1 stop6h 58m
San Diego
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$147
ChicagoSan Diego
ORD Chicago O'Hare Intl - SAN San Diego
ORDSAN
Chicago O'Hare Intl
Thu 11/26
3:00 pm-10:00 pm
1 stop9h 00m
San Diego
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$147
ChicagoSan Diego
ORD Chicago O'Hare Intl - SAN San Diego
ORDSAN
Chicago O'Hare Intl
Mon 11/9
7:05 am-2:29 pm
1 stop9h 24m
San Diego
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$147
ChicagoSan Diego
ORD Chicago O'Hare Intl - SAN San Diego
ORDSAN
Chicago O'Hare Intl
Thu 12/17
6:00 am-11:35 am
1 stop7h 35m
San Diego
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$147
ChicagoSan Diego
ORD Chicago O'Hare Intl - SAN San Diego
ORDSAN
Chicago O'Hare Intl
Thu 12/17
2:25 pm-7:06 pm
1 stop6h 41m
San Diego
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$147
ChicagoSan Diego
ORD Chicago O'Hare Intl - SAN San Diego
ORDSAN
Chicago O'Hare Intl
Thu 12/31
10:30 am-6:20 pm
1 stop9h 50m
San Diego
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$147
ChicagoSan Diego
MDW Chicago Midway - SAN San Diego
MDWSAN
Chicago Midway
Tue 11/17
10:05 am-3:25 pm
2 stops7h 20m
San Diego
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$153
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Illinois to San Diego
Have a flexible travel schedule? Discover the best time to fly to San Diego from Illinois with our price prediction graph.
ORD-SAN
MDW-SAN
BMI-SAN
UIN-SAN
MLI-SAN
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Illinois to San Diego
USIL-SAN
ORD-SAN
MDW-SAN
BMI-SAN
UIN-SAN
What is the cheapest month to book a flight from Illinois to San Diego?
Currently, February is the cheapest month in which you can book a flight from Illinois to San Diego (average of $258). Flying from Illinois to San Diego in July is currently the most expensive (average of $374). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from IL to SAN?
Find hourly flight availability from Illinois to San Diego. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 21, 2026.
A simple way to save on the total cost of your ticket is to fly from Illinois to San Diego in the evening. If you’re flexible enough to do this you can expect to save up to 21% on your trip compared to booking a flight at noon.
Weekly flight availability from Illinois to San Diego
Explore weekly flight availability from Illinois to San Diego. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated October 21, 2026.
The most flights from USIL to SAN are scheduled on a Monday (52 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (7 on average).
How much does it cost to fly round-trip from Illinois to San Diego?
Airfare is below average for this route at the moment.
Illinois to San Diego flights typically cost between $272 and $440 in December.The cheapest round-trip price found within the last 5 days was $268 on Frontier (Dec 15-Dec 19).
How far ahead should I book a flight from Illinois to San Diego?
To ensure you get the cheapest price possible for a flight from Illinois to San Diego, you should look to book at least 47 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
What is the cheapest day to fly from Illinois to San Diego?
Use this chart to determine the cheapest time to fly round-trip from Illinois to San Diego. Price data was last updated on October 17, 2026.
Travelers seeking maximum savings on their Illinois to San Diego flight should consider departing on Tuesday at noon when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Related info for your journey
Find useful and relevant information for your journey from Illinois to San Diego. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near San Diego?
Book flights to San Diego if you plan to visit one of these locationsEl Cajon
National City
Chula Vista
San Ysidro
Poway
Coronado
La Mesa
Julian
Santee
Lemon Grove
Browse thousands of different options on Cheapflights for your next trip
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Alternative routes for Illinois to San Diego
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Complete your trip
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Search flights from Illinois to San Diego by cabin class
Find flights from Illinois to San Diego, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Illinois and San Diego flights
Browse other Illinois and San Diego flight options. Last updated on October 21, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Other flights to San Diego
Explore flights to San Diego departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on October 21, 2026.
Illinois to San Diego flights
Consider these flights traveling from Illinois to San Diego.
Top 7 airlines flying from Illinois to San Diego
Discover the top 7 airlines that operate flights from Illinois to San Diego. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated October 21, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$124 | Average$281 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$153 | Average$307 | FlexibilityNo cancel fee | On-time85% | |
| Cheapest$157 | Average$326 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$160 | Average$397 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$166 | Average$464 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$186 | Average$328 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$187 | Average$354 | FlexibilityNo cancel fee | On-time63% |