$128+ Cheap flights from San Diego (SAN) to Illinois
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 11/11. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — ORD
Nov 19 — Nov 261
Round-trip
1 adult, Economy
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Find cheap flights from San Diego to Illinois 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 San Diego to Illinois
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Cheapest flights from San Diego to IllinoisExplore the most affordable flight options available from San Diego to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 20, 2026.
Explore the most affordable flight options available from San Diego to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 20, 2026.
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/106:25 am -
1 stop15h 56m
Tue 11/176:30 am -
1 stop11h 28m
Deal found 10/18![Frontier logo]()
$251
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.
Wed 12/911:14 am -
1 stop11h 40m
Mon 12/146:21 am -
1 stop27h 41m
Deal found 10/16![Frontier logo]()
$252
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.
Mon 11/168:20 pm -
1 stop6h 53m
Mon 11/236:40 am -
1 stop11h 54m
Deal found 10/16![Frontier logo]()
$253
This Cheapflightsfares deal was found by Cheapflights users on 10/14. 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.
Fri 11/66:25 am -
1 stop15h 56m
Sat 11/146:30 am -
1 stop19h 27m
Deal found 10/14![Frontier logo]()
$255
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 11/176:25 am -
1 stop15h 56m
Wed 11/186:30 am -
1 stop11h 28m
Deal found 10/18![Frontier logo]()
$256
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/39:05 am -
1 stop17h 54m
Mon 12/77:25 am -
1 stop28h 54m
Deal found 10/18![Frontier logo]()
$257
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.
Sat 11/76:25 am -
1 stop15h 56m
Tue 11/176:30 am -
1 stop11h 28m
Deal found 10/16![Frontier logo]()
$258
This Kiwi.com deal was found by Cheapflights users on 10/15. 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 11/1111:06 am -
2 stops11h 15m
Tue 11/176:30 am -
1 stop11h 28m
Deal found 10/15![Frontier logo]()
$259
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.
Thu 12/39:05 am -
1 stop17h 54m
Sun 12/67:25 am -
1 stop18h 33m
Deal found 10/16![Frontier logo]()
$260
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/116:25 am -
1 stop15h 56m
Sat 11/146:30 am -
1 stop11h 28m
Deal found 10/17![Frontier logo]()
$261
This Mytrip deal was found by Cheapflights users on 10/14. 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.
Wed 12/212:42 pm -
Nonstop4h 18m
Mon 12/76:21 am -
1 stop27h 08m
Deal found 10/14![Multiple Airlines logo]()
$262
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 11/910:40 pm -
Nonstop3h 45m
Mon 11/168:55 pm -
Nonstop4h 30m
Deal found 10/19![Southwest logo]()
$273
Best flights from San Diego to IllinoisDiscover carefully curated flight deals from San Diego to Illinois that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 20, 2026.
Discover carefully curated flight deals from San Diego to Illinois that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 20, 2026.
This Alaska 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2112:32 pm -
Nonstop4h 22m
Tue 12/297:58 pm -
Nonstop4h 47m
Deal found 10/19![Alaska Airlines logo]()
$273
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1011:14 am -
1 stop11h 40m
Mon 12/147:25 am -
2 stops12h 46m
Deal found 10/19![Frontier logo]()
$284
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/178:45 pm -
1 stop6h 55m
Mon 12/216:40 pm -
1 stop6h 20m
Deal found 10/18![Southwest logo]()
$290
This United Airlines deal was found by Cheapflights users on 10/15. 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.
Sat 11/1410:40 am -
Nonstop4h 14m
Sun 11/158:02 pm -
Nonstop4h 38m
Deal found 10/15![United Airlines logo]()
$357
This American Airlines deal was found by Cheapflights users on 10/15. 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.
Fri 11/201:36 pm -
1 stop8h 31m
Wed 12/25:19 pm -
1 stop8h 37m
Deal found 10/15![American Airlines logo]()
$371
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1010:30 pm -
1 stop9h 58m
Mon 12/145:30 pm -
1 stop8h 28m
Deal found 10/19![Delta logo]()
$397
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 12/86:15 am -
1 stop8h 16m
Tue 12/157:27 am -
Nonstop4h 45m
Deal found 10/17![Alaska Airlines logo]()
$346
This Southwest deal was found by Cheapflights users on 10/15. 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 11/145:00 pm -
Nonstop3h 55m
Sun 11/159:20 pm -
Nonstop4h 30m
Deal found 10/15![Southwest logo]()
$357
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/242:08 pm -
1 stop7h 05m
Mon 12/75:30 pm -
1 stop7h 03m
Deal found 10/17![United Airlines logo]()
$375
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.
Fri 11/201:36 pm -
1 stop8h 28m
Mon 11/236:00 am -
1 stop6h 59m
Deal found 10/19![American Airlines logo]()
$379
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 12/157:00 am -
Nonstop4h 15m
Thu 12/242:17 pm -
Nonstop4h 45m
Deal found 10/17![Alaska Airlines logo]()
$357
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/2510:40 pm -
Nonstop3h 45m
Tue 12/18:55 pm -
Nonstop4h 30m
Deal found 10/16![Southwest logo]()
$357
This Delta deal was found by Cheapflights users on 10/15. 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 10/316:25 am -
1 stop8h 22m
Thu 11/56:04 am -
1 stop7h 09m
Deal found 10/15![Delta logo]()
$398
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/188:45 am -
2 stops10h 28m
Sun 11/225:35 pm -
1 stop7h 23m
Deal found 10/19![United Airlines logo]()
$380
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/87:38 pm -
2 stops26h 43m
Sun 11/156:30 am -
2 stops38h 08m
Deal found 10/19![Frontier logo]()
$439
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.
Sat 12/1210:29 am -
Nonstop4h 18m
Tue 12/152:08 pm -
1 stop10h 25m
Deal found 10/17![Alaska Airlines logo]()
$367
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.
Wed 12/98:00 am -
1 stop7h 10m
Sun 12/1310:10 am -
Nonstop4h 25m
Deal found 10/17![Southwest logo]()
$367
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.
Tue 11/1012:48 pm -
1 stop8h 06m
Tue 11/179:30 am -
1 stop6h 59m
Deal found 10/17![Delta logo]()
$407
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 11/73:13 pm -
1 stop6h 46m
Fri 11/1310:03 am -
Nonstop4h 36m
Deal found 10/19![American Airlines logo]()
$441
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.
Sun 12/277:00 am -
Nonstop4h 19m
Mon 1/47:00 am -
Nonstop4h 46m
Deal found 10/18![Alaska Airlines logo]()
$377
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/166:50 am -
1 stop7h 55m
Sun 12/202:35 pm -
2 stops11h 16m
Deal found 10/17![United Airlines logo]()
$425
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/176:35 am -
1 stop7h 10m
Thu 12/318:55 pm -
Nonstop4h 30m
Deal found 10/16![Southwest logo]()
$387
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.
Tue 11/33:13 pm -
1 stop6h 35m
Sat 11/74:57 pm -
1 stop8h 57m
Deal found 10/19![American Airlines logo]()
$449
This Alaska Airlines deal was found by Cheapflights users on 10/15. 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 11/67:02 am -
Nonstop4h 15m
Mon 11/97:20 am -
Nonstop4h 43m
Deal found 10/15![Alaska Airlines logo]()
$378
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.
Fri 11/610:40 pm -
Nonstop3h 45m
Mon 11/99:20 pm -
Nonstop4h 30m
Deal found 10/19![Southwest logo]()
$391
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/38:45 am -
2 stops10h 37m
Sat 11/78:46 am -
1 stop6h 10m
Deal found 10/19![United Airlines logo]()
$454
This Southwest deal was found by Cheapflights users on 10/15. 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 12/146:30 am -
2 stops7h 00m
Fri 12/189:15 pm -
Nonstop4h 35m
Deal found 10/15![Southwest logo]()
$393
This United Airlines deal was found by Cheapflights users on 10/15. 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.
Sat 10/3110:40 am -
1 stop8h 33m
Wed 11/410:43 am -
2 stops8h 32m
Deal found 10/15![United Airlines logo]()
$454
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.
Sat 12/195:37 pm -
Nonstop4h 22m
Sun 12/277:58 pm -
Nonstop4h 47m
Deal found 10/16![Alaska Airlines logo]()
$417
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 12/169:32 am -
2 stops12h 31m
Sun 12/203:50 pm -
1 stop8h 44m
Deal found 10/17![American Airlines logo]()
$512
Last-minute flights from San Diego to IllinoisDiscover last-minute flight deals from San Diego to Illinois. Data last updated October 20, 2026 and is based on user searches.
Discover last-minute flight deals from San Diego to Illinois. Data last updated October 20, 2026 and is based on user searches.
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.
Sat 11/76:25 am -
1 stop15h 56m
Tue 11/176:30 am -
1 stop11h 28m
Deal found 10/16![Frontier logo]()
$258
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 11/910:40 pm -
Nonstop3h 45m
Mon 11/168:55 pm -
Nonstop4h 30m
Deal found 10/19![Southwest logo]()
$273
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/106:25 am -
1 stop15h 56m
Tue 11/176:30 am -
1 stop11h 28m
Deal found 10/18![Frontier logo]()
$251
This Kiwi.com deal was found by Cheapflights users on 10/15. 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 11/104:53 pm -
1 stop29h 28m
Sat 11/146:30 am -
1 stop11h 28m
Deal found 10/15![Frontier logo]()
$260
This Kiwi.com deal was found by Cheapflights users on 10/15. 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 11/1111:06 am -
2 stops11h 15m
Tue 11/176:30 am -
1 stop11h 28m
Deal found 10/15![Frontier logo]()
$259
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/116:25 am -
1 stop15h 56m
Sat 11/146:30 am -
1 stop11h 28m
Deal found 10/17![Frontier logo]()
$261
This Cheapflightsfares deal was found by Cheapflights users on 10/15. 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 11/128:20 pm -
1 stop6h 53m
Mon 11/166:30 am -
1 stop11h 27m
Deal found 10/15![Frontier logo]()
$263
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.
Mon 11/168:20 pm -
1 stop6h 53m
Mon 11/236:40 am -
1 stop11h 54m
Deal found 10/16![Frontier logo]()
$253
This Expedia deal was found by Cheapflights users on 10/15. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/168:20 pm -
1 stop6h 53m
Fri 11/276:40 am -
1 stop11h 54m
Deal found 10/15![Frontier logo]()
$257
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 11/176:25 am -
1 stop15h 56m
Wed 11/186:30 am -
1 stop11h 28m
Deal found 10/18![Frontier logo]()
$256
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 11/2411:26 am -
1 stop15h 44m
Mon 11/305:15 am -
2 stops38h 55m
Deal found 10/19![Frontier logo]()
$264
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/258:50 am -
1 stop18h 20m
Wed 12/26:21 am -
1 stop27h 49m
Deal found 10/16![Frontier logo]()
$262
One-way flights from San Diego to IllinoisSearch for one-way flight options from San Diego to Illinois. Find affordable one-way fares based on user searches. Data last updated October 20, 2026.
Search for one-way flight options from San Diego to Illinois. Find affordable one-way fares based on user searches. Data last updated October 20, 2026.
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/116:25 am -
1 stop15h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![Frontier logo]()
$128
This Super.com deal was found by Cheapflights users on 10/15. 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.
Wed 11/46:25 am -
1 stop15h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/15![Frontier logo]()
$129
This Cheapflightsfares deal was found by Cheapflights users on 10/14. 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 11/58:20 pm -
1 stop6h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/14![Frontier logo]()
$131
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/176:25 am -
1 stop15h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/18![Frontier logo]()
$132
This Booking.com deal was found by Cheapflights users on 10/14. 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.
Mon 11/98:20 pm -
1 stop6h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/14![Frontier logo]()
$133
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 12/112:32 pm -
1 stop14h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/16![Frontier logo]()
$134
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.
Mon 11/308:50 am -
1 stop18h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![Frontier logo]()
$135
This Kiwi.com deal was found by Cheapflights users on 10/15. 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 12/169:58 am -
2 stops17h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/15![Frontier logo]()
$137
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 11/164:05 pm -
Nonstop3h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![Southwest logo]()
$137
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.
Sat 12/197:56 pm -
1 stop7h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![Frontier logo]()
$138
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/2510:40 pm -
Nonstop3h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/18![Southwest logo]()
$138
This Trip.com 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/186:25 am -
1 stop15h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/17![Frontier logo]()
$140
Find flight deals from San Diego to Illinois
Keep the following information in mind while searching for San Diego to Illinois flight deals. Data was last updated October 20, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $251 (Cheapflightsfares) |
One-way from | $128 (CheapOair) |
Popular in | July |
Cheapest in | February |
Average price | $341 |
Good round-trip deal | $352 or less |
Good one-way deal | $190 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from San Diego to Illinois 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 20, 2026.
Use the filters below to find and compare flights from San Diego to Illinois that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
San DiegoChicago
SAN San Diego - ORD Chicago O'Hare Intl
SANORD
San Diego
Mon 1/18
7:00 am-1:15 pm
Nonstop4h 15m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$137
San DiegoChicago
SAN San Diego - ORD Chicago O'Hare Intl
SANORD
San Diego
Wed 11/25
6:50 am-1:09 pm
Nonstop4h 19m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$137
Quickest round-trip
San DiegoChicago
SAN San Diego - MDW Chicago Midway
SANMDW
San Diego
Sat 11/21
10:40 pm-4:25 am
Nonstop3h 45m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$137
San DiegoChicago
SAN San Diego - MDW Chicago Midway
SANMDW
San Diego
Wed 11/25
10:40 pm-4:25 am
Nonstop3h 45m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$137
San DiegoChicago
SAN San Diego - MDW Chicago Midway
SANMDW
San Diego
Wed 12/16
4:05 pm-10:00 pm
Nonstop3h 55m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$138
San DiegoChicago
SAN San Diego - MDW Chicago Midway
SANMDW
San Diego
Tue 1/5
6:30 am-12:30 pm
Nonstop4h 00m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$153
San DiegoChicago
SAN San Diego - ORD Chicago O'Hare Intl
SANORD
San Diego
Tue 11/17
12:09 pm-9:33 pm
1 stop7h 24m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$163
San DiegoChicago
SAN San Diego - MDW Chicago Midway
SANMDW
San Diego
Tue 11/17
6:25 am-4:39 pm
1 stop8h 14m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$163
San DiegoChicago
SAN San Diego - ORD Chicago O'Hare Intl
SANORD
San Diego
Wed 11/4
6:25 am-12:21 am
1 stop15h 56m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$164
San DiegoChicago
SAN San Diego - ORD Chicago O'Hare Intl
SANORD
San Diego
Sat 12/26
7:00 am-1:19 pm
Nonstop4h 19m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$169
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from San Diego to Illinois
Have a flexible travel schedule? Discover the best time to fly to Illinois from San Diego with our price prediction graph.
SAN-ORD
SAN-MDW
SAN-PIA
SAN-MLI
SAN-BMI
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 San Diego to Illinois
SAN-USIL
SAN-ORD
SAN-MDW
SAN-PIA
SAN-MLI
What is the cheapest month to book a flight from San Diego to Illinois?
Currently, February is the cheapest month in which you can book a flight from San Diego to Illinois (average of $260). Flying from San Diego to Illinois in July is currently the most expensive (average of $388). 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 SAN to IL?
Find hourly flight availability from San Diego to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 20, 2026.
When flying from San Diego to Illinois, the time of day you fly usually plays a role in the price. Save by searching for a flight in the afternoon, which can drop the price by up to 25% versus a flight at noon.
Weekly flight availability from San Diego to Illinois
Explore weekly flight availability from San Diego to Illinois. 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 20, 2026.
The most flights from SAN to USIL are scheduled on a Friday (56 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (42 on average).
How much does it cost to fly round-trip from San Diego to Illinois?
Airfare is below average for this route at the moment.
San Diego to Illinois flights typically cost between $278 and $420 in November.The cheapest round-trip price found within the last 5 days was $251 on Frontier (Nov 10-Nov 17).
How far ahead should I book a flight from San Diego to Illinois?
To ensure you get the cheapest price possible for a flight from San Diego to Illinois, you should look to book at least 62 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 San Diego to Illinois?
Use this chart to determine the cheapest time to fly round-trip from San Diego to Illinois. Price data was last updated on October 17, 2026.
Travelers seeking maximum savings on their San Diego to Illinois flight should consider departing on Wednesday afternoons when fares are most often at their lowest. Saturday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Illinois
Get insights into the airlines that provide service to Illinois. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Illinois. Reviews last updated October 20, 2026.
Read reviews from past customers who have flown Alaska Airlines,Southwest, andUnited Airlines from San Diego to Illinois. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Overall
7.9
Entertainment
7.0
Food
7.0
Comfort
7.8
Crew
8.5
Boarding
8.1
Reviews
1 / 20
2.0
MediocreArt,Dec 2025
SAN - OGG
Overall
7.9
Entertainment
7.0
Food
7.0
Comfort
7.8
Crew
8.5
Boarding
8.1
Reviews
1 / 20
2.0
MediocreArt,Dec 2025
SAN - OGG
Overall
7.9
Entertainment
7.0
Food
7.0
Comfort
7.8
Crew
8.5
Boarding
8.1
Reviews
1 / 20
2.0
MediocreArt,Dec 2025
SAN - OGG
Overall
7.9
Entertainment
7.0
Food
7.0
Comfort
7.8
Crew
8.5
Boarding
8.1
Reviews
1 / 20
2.0
MediocreArt,Dec 2025
SAN - OGG
Overall
7.9
Entertainment
7.0
Food
7.0
Comfort
7.8
Crew
8.5
Boarding
8.1
Reviews
1 / 20
2.0
MediocreArt,Dec 2025
SAN - OGG
Overall
7.9
Entertainment
7.0
Food
7.0
Comfort
7.8
Crew
8.5
Boarding
8.1
Reviews
1 / 20
2.0
MediocreArt,Dec 2025
SAN - OGG
Related info for your journey
Find useful and relevant information for your journey from San Diego to Illinois. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for San Diego to Illinois
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Complete your trip
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Search flights from San Diego to Illinois by cabin class
Find flights from San Diego to Illinois, based on your preferred cabin class, be it economy, premium economy, business, or first class.
San Diego and Illinois flights
Browse other San Diego and Illinois flight options. Last updated on October 20, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
San Diego to Illinois flights
Consider these flights traveling from San Diego to Illinois.
Top 6 airlines flying from San Diego to Illinois
Discover the top 6 airlines that operate flights from San Diego to Illinois. 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 20, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$103 | Average$281 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$164 | Average$334 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$174 | Average$475 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$189 | Average$476 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$232 | Average$406 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$237 | Average$319 | FlexibilityNo cancel fee | On-time62% |