$166+ Cheap flights from Orange County to Chicago (CHI)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 6/18. Fares are subject to change and may not be available on all flights or dates of travel.
SNA — CHI
May 19 — May 261
Round-trip
1 adult, Economy
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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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Cheapest flights from Orange County to ChicagoExplore the most affordable flight options available from Orange County to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 19, 2026.
Explore the most affordable flight options available from Orange County to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 19, 2026.
This American Airlines deal was found by Cheapflights users on 4/15. 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.
Wed 5/203:12 pm
SNA
- ORD
Nonstop4h 17m
American Airlines
Sat 6/610:16 am
ORD
- SNA
1 stop7h 18m
American Airlines
Deal found 4/15![American Airlines logo]()
$320
This Kiwi.com deal was found by Cheapflights users on 4/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/21:50 pm
SNA
- RFD
1 stop28h 33m
Multiple Airlines
Wed 8/58:58 pm
RFD
- SNA
1 stop18h 07m
Multiple Airlines
Deal found 4/14![Multiple Airlines logo]()
$321
This Kiwi.com deal was found by Cheapflights users on 4/16. 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 5/234:15 pm
SNA
- MDW
1 stop24h 44m
Allegiant Air
Thu 5/287:49 pm
MDW
- SNA
1 stop18h 30m
Allegiant Air
Deal found 4/16![Allegiant Air logo]()
$321
This Frontier deal was found by Cheapflights users on 4/15. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/247:56 pm
SNA
- ORD
1 stop8h 12m
Frontier
Sat 4/258:55 am
ORD
- SNA
1 stop6h 49m
Frontier
Deal found 4/15![Frontier logo]()
$321
This Kiwi.com deal was found by Cheapflights users on 4/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/78:10 pm
SNA
- ORD
2 stops31h 54m
Multiple Airlines
Mon 6/157:12 am
ORD
- SNA
1 stop10h 26m
Multiple Airlines
Deal found 4/14![Multiple Airlines logo]()
$322
This Delta deal was found by Cheapflights users on 4/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/276:45 am
SNA
- MDW
1 stop7h 27m
Delta
Thu 5/2812:53 pm
MDW
- SNA
1 stop7h 40m
Delta
Deal found 4/16![Delta logo]()
$323
This United Airlines deal was found by Cheapflights users on 4/16. 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.
Sat 5/162:35 pm
SNA
- ORD
Nonstop4h 06m
United Airlines
Sat 5/235:00 am
ORD
- SNA
1 stop6h 07m
United Airlines
Deal found 4/16![United Airlines logo]()
$323
This United Airlines deal was found by Cheapflights users on 4/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/294:00 pm
SNA
- ORD
1 stop6h 44m
United Airlines
Wed 6/35:00 am
ORD
- SNA
1 stop6h 07m
United Airlines
Deal found 4/14![United Airlines logo]()
$324
This Kiwi.com deal was found by Cheapflights users on 4/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/114:33 pm
SNA
- ORD
1 stop10h 59m
Multiple Airlines
Mon 6/155:35 pm
ORD
- SNA
2 stops29h 30m
Multiple Airlines
Deal found 4/14![Multiple Airlines logo]()
$325
This Frontier deal was found by Cheapflights users on 4/13. 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.
Fri 5/89:54 am
SNA
- ORD
1 stop8h 38m
Frontier
Mon 6/227:12 am
ORD
- SNA
1 stop7h 22m
Frontier
Deal found 4/13![Frontier logo]()
$326
This CheapOair deal was found by Cheapflights users on 4/14. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/17:56 pm
SNA
- ORD
1 stop8h 12m
Frontier
Mon 5/47:50 am
ORD
- SNA
1 stop7h 54m
Frontier
Deal found 4/14![Frontier logo]()
$327
This Kiwi.com deal was found by Cheapflights users on 4/15. 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.
Thu 4/306:48 pm
SNA
- RFD
1 stop22h 57m
Multiple Airlines
Sun 5/312:50 pm
RFD
- SNA
1 stop23h 29m
Multiple Airlines
Deal found 4/15![Multiple Airlines logo]()
$328
Best flights from Orange County to ChicagoDiscover carefully curated flight deals from Orange County to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 19, 2026.
Discover carefully curated flight deals from Orange County to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 19, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/21:50 pm
SNA
- RFD
1 stop28h 33m
Multiple Airlines
Wed 8/58:58 pm
RFD
- SNA
1 stop18h 07m
Multiple Airlines
Deal found 4/14![Multiple Airlines logo]()
$321
This United Airlines deal was found by Cheapflights users on 4/15. 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.
Mon 5/113:35 pm
SNA
- ORD
1 stop7h 10m
United Airlines
Sat 5/168:55 am
ORD
- SNA
Nonstop4h 46m
United Airlines
Deal found 4/15![United Airlines logo]()
$327
This Delta deal was found by Cheapflights users on 4/15. 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.
Wed 5/276:45 am
SNA
- MDW
1 stop7h 27m
Delta
Fri 6/51:59 pm
MDW
- SNA
1 stop8h 35m
Delta
Deal found 4/15![Delta logo]()
$329
This Southwest deal was found by Cheapflights users on 4/15. 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 5/112:10 pm
SNA
- MDW
1 stop7h 30m
Southwest
Sat 5/166:55 am
MDW
- SNA
1 stop5h 55m
Southwest
Deal found 4/15![Southwest logo]()
$337
This Kiwi.com deal was found by Cheapflights users on 4/16. 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 6/189:35 pm
SNA
- RFD
1 stop20h 45m
Allegiant Air
Sat 6/271:04 pm
RFD
- SNA
1 stop27h 11m
Allegiant Air
Deal found 4/16![Allegiant Air logo]()
$340
This United Airlines deal was found by Cheapflights users on 4/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/21:55 pm
SNA
- ORD
Nonstop4h 16m
United Airlines
Sun 6/75:00 am
ORD
- SNA
1 stop6h 07m
United Airlines
Deal found 4/14![United Airlines logo]()
$332
This Kiwi.com deal was found by Cheapflights users on 4/17. 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.
Thu 8/205:07 pm
SNA
- RFD
1 stop17h 16m
Multiple Airlines
Sun 8/239:35 pm
RFD
- SNA
1 stop13h 00m
Multiple Airlines
Deal found 4/17![Multiple Airlines logo]()
$343
This Southwest deal was found by Cheapflights users on 4/17. 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.
Sat 5/1611:30 am
LGB
- MDW
1 stop9h 05m
Southwest
Tue 5/194:30 pm
MDW
- LGB
Nonstop4h 20m
Southwest
Deal found 4/17![Southwest logo]()
$358
This Delta deal was found by Cheapflights users on 4/17. 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.
Fri 5/221:35 pm
SNA
- ORD
1 stop6h 15m
Delta
Sat 5/235:00 pm
ORD
- SNA
1 stop6h 54m
Delta
Deal found 4/17![Delta logo]()
$364
This United Airlines deal was found by Cheapflights users on 4/17. 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.
Mon 5/112:35 pm
SNA
- ORD
Nonstop4h 05m
United Airlines
Fri 5/224:20 pm
ORD
- SNA
Nonstop4h 32m
United Airlines
Deal found 4/17![United Airlines logo]()
$343
This Kiwi.com deal was found by Cheapflights users on 4/15. 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.
Sat 6/64:33 pm
SNA
- RFD
1 stop17h 50m
Multiple Airlines
Wed 6/108:50 pm
RFD
- SNA
1 stop19h 25m
Multiple Airlines
Deal found 4/15![Multiple Airlines logo]()
$350
This Southwest deal was found by Cheapflights users on 4/17. 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.
Mon 5/118:00 am
LGB
- MDW
1 stop7h 15m
Southwest
Tue 5/194:30 pm
MDW
- LGB
Nonstop4h 20m
Southwest
Deal found 4/17![Southwest logo]()
$358
This Delta deal was found by Cheapflights users on 4/18. 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.
Mon 8/34:56 pm
LGB
- MDW
2 stops15h 07m
Delta
Fri 8/71:16 pm
MDW
- LGB
2 stops10h 16m
Delta
Deal found 4/18![Delta logo]()
$368
This Kiwi.com deal was found by Cheapflights users on 4/15. 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.
Sun 5/245:48 pm
SNA
- RFD
1 stop24h 35m
Multiple Airlines
Thu 5/281:11 pm
RFD
- SNA
1 stop10h 57m
Multiple Airlines
Deal found 4/15![Multiple Airlines logo]()
$355
This Southwest deal was found by Cheapflights users on 4/15. 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.
Wed 5/279:15 am
LGB
- MDW
2 stops8h 35m
Southwest
Wed 6/312:35 pm
MDW
- LGB
1 stop6h 00m
Southwest
Deal found 4/15![Southwest logo]()
$373
This Delta deal was found by Cheapflights users on 4/17. 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.
Sun 5/319:00 am
SNA
- ORD
1 stop8h 20m
Delta
Sun 6/77:45 am
ORD
- SNA
1 stop6h 11m
Delta
Deal found 4/17![Delta logo]()
$374
This United Airlines deal was found by Cheapflights users on 4/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/113:05 pm
SNA
- ORD
1 stop7h 40m
United Airlines
Mon 6/157:53 pm
ORD
- SNA
Nonstop4h 34m
United Airlines
Deal found 4/14![United Airlines logo]()
$402
This Southwest deal was found by Cheapflights users on 4/16. 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.
Sat 5/27:25 pm
SNA
- MDW
1 stop8h 00m
Southwest
Sat 5/96:55 am
MDW
- SNA
1 stop5h 55m
Southwest
Deal found 4/16![Southwest logo]()
$378
This Delta deal was found by Cheapflights users on 4/15. 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.
Wed 5/67:00 am
LGB
- ORD
1 stop9h 04m
Delta
Sat 5/167:45 am
ORD
- LGB
1 stop6h 08m
Delta
Deal found 4/15![Delta logo]()
$379
This Kiwi.com deal was found by Cheapflights users on 4/15. 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.
Sun 6/74:20 pm
SNA
- RFD
1 stop26h 00m
Multiple Airlines
Wed 6/108:50 pm
RFD
- SNA
1 stop19h 25m
Multiple Airlines
Deal found 4/15![Multiple Airlines logo]()
$388
This United Airlines deal was found by Cheapflights users on 4/13. 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 5/112:35 pm
SNA
- ORD
Nonstop4h 06m
United Airlines
Tue 6/235:00 am
ORD
- SNA
1 stop6h 07m
United Airlines
Deal found 4/13![United Airlines logo]()
$409
This Southwest deal was found by Cheapflights users on 4/15. 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.
Fri 8/149:10 am
SNA
- MDW
1 stop7h 35m
Southwest
Sun 8/167:10 am
MDW
- SNA
1 stop6h 25m
Southwest
Deal found 4/15![Southwest logo]()
$383
This Kiwi.com deal was found by Cheapflights users on 4/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/66:03 pm
SNA
- RFD
1 stop24h 31m
Multiple Airlines
Thu 8/131:24 pm
RFD
- SNA
1 stop10h 56m
Multiple Airlines
Deal found 4/14![Multiple Airlines logo]()
$392
This Delta deal was found by Cheapflights users on 4/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/42:02 pm
SNA
- ORD
1 stop7h 53m
Delta
Sun 6/77:45 am
ORD
- SNA
1 stop6h 11m
Delta
Deal found 4/16![Delta logo]()
$408
This United Airlines deal was found by Cheapflights users on 4/15. 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.
Thu 5/286:45 am
SNA
- ORD
Nonstop4h 24m
United Airlines
Tue 6/25:00 am
ORD
- SNA
1 stop6h 07m
United Airlines
Deal found 4/15![United Airlines logo]()
$409
This Kiwi.com deal was found by Cheapflights users on 4/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/88:10 pm
SNA
- RFD
1 stop14h 24m
Multiple Airlines
Fri 8/146:26 pm
RFD
- SNA
1 stop19h 59m
Multiple Airlines
Deal found 4/14![Multiple Airlines logo]()
$394
This Southwest deal was found by Cheapflights users on 4/16. 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 9/91:45 pm
LGB
- MDW
1 stop5h 20m
Southwest
Sun 9/135:40 am
MDW
- LGB
1 stop5h 50m
Southwest
Deal found 4/16![Southwest logo]()
$398
This Delta deal was found by Cheapflights users on 4/15. 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.
Sun 5/2412:44 pm
LGB
- ORD
1 stop7h 06m
Delta
Tue 6/27:45 am
ORD
- LGB
1 stop6h 08m
Delta
Deal found 4/15![Delta logo]()
$428
This United Airlines deal was found by Cheapflights users on 4/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/96:45 am
SNA
- ORD
Nonstop4h 24m
United Airlines
Sun 7/125:00 am
ORD
- SNA
1 stop6h 07m
United Airlines
Deal found 4/14![United Airlines logo]()
$435
This Southwest deal was found by Cheapflights users on 4/16. 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 9/108:20 am
LGB
- MDW
2 stops8h 50m
Southwest
Tue 9/1510:30 am
MDW
- LGB
2 stops6h 55m
Southwest
Deal found 4/16![Southwest logo]()
$405
Last-minute flights from Orange County to ChicagoDiscover last-minute flight deals from Orange County to Chicago. Data last updated April 19, 2026 and is based on user searches.
Discover last-minute flight deals from Orange County to Chicago. Data last updated April 19, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 4/15. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/247:56 pm
SNA
- ORD
1 stop8h 12m
Frontier
Sat 4/258:55 am
ORD
- SNA
1 stop6h 49m
Frontier
Deal found 4/15![Frontier logo]()
$321
This Kiwi.com deal was found by Cheapflights users on 4/15. 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.
Fri 4/246:45 am
SNA
- ORD
2 stops16h 07m
Multiple Airlines
Sat 4/258:55 am
ORD
- SNA
1 stop28h 33m
Multiple Airlines
Deal found 4/15![Multiple Airlines logo]()
$327
This Kiwi.com deal was found by Cheapflights users on 4/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/267:56 pm
SNA
- ORD
2 stops17h 56m
Multiple Airlines
Fri 5/18:58 pm
ORD
- SNA
1 stop26h 47m
Multiple Airlines
Deal found 4/14![Multiple Airlines logo]()
$324
This Kiwi.com deal was found by Cheapflights users on 4/16. 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 4/283:23 pm
SNA
- ORD
1 stop12h 45m
Multiple Airlines
Thu 4/305:20 am
ORD
- SNA
2 stops38h 36m
Multiple Airlines
Deal found 4/16![Multiple Airlines logo]()
$336
This Kiwi.com deal was found by Cheapflights users on 4/15. 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.
Thu 4/306:48 pm
SNA
- RFD
1 stop22h 57m
Multiple Airlines
Sun 5/312:50 pm
RFD
- SNA
1 stop23h 29m
Multiple Airlines
Deal found 4/15![Multiple Airlines logo]()
$328
This Southwest deal was found by Cheapflights users on 4/15. 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.
Wed 5/67:40 pm
SNA
- MDW
1 stop7h 45m
Southwest
Wed 5/1310:10 am
MDW
- SNA
2 stops8h 50m
Southwest
Deal found 4/15![Southwest logo]()
$328
This Southwest deal was found by Cheapflights users on 4/17. 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.
Mon 5/119:10 pm
SNA
- MDW
1 stop5h 50m
Southwest
Sat 5/166:55 am
MDW
- SNA
1 stop5h 55m
Southwest
Deal found 4/17![Southwest logo]()
$337
This Kiwi.com deal was found by Cheapflights users on 4/15. 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 5/194:33 pm
SNA
- MDW
2 stops19h 39m
Multiple Airlines
Thu 5/217:49 pm
MDW
- SNA
1 stop15h 59m
Multiple Airlines
Deal found 4/15![Multiple Airlines logo]()
$335
This Kiwi.com deal was found by Cheapflights users on 4/17. 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 5/206:30 pm
SNA
- MDW
1 stop22h 29m
Multiple Airlines
Sat 5/2311:59 am
MDW
- SNA
2 stops24h 20m
Multiple Airlines
Deal found 4/17![Multiple Airlines logo]()
$331
This Kiwi.com deal was found by Cheapflights users on 4/16. 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 5/234:15 pm
SNA
- MDW
1 stop24h 44m
Allegiant Air
Thu 5/287:49 pm
MDW
- SNA
1 stop18h 30m
Allegiant Air
Deal found 4/16![Allegiant Air logo]()
$321
This Delta deal was found by Cheapflights users on 4/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/276:45 am
SNA
- MDW
1 stop7h 27m
Delta
Sat 5/301:59 pm
MDW
- SNA
1 stop8h 35m
Delta
Deal found 4/16![Delta logo]()
$323
This Delta deal was found by Cheapflights users on 4/15. 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.
Fri 5/298:00 am
SNA
- MDW
1 stop7h 56m
Delta
Tue 6/21:59 pm
MDW
- SNA
1 stop8h 35m
Delta
Deal found 4/15![Delta logo]()
$329
One-way flights from Orange County to ChicagoSearch for one-way flight options from Orange County to Chicago. Find affordable one-way fares based on user searches. Data last updated April 19, 2026.
Search for one-way flight options from Orange County to Chicago. Find affordable one-way fares based on user searches. Data last updated April 19, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/15. 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.
Thu 6/184:38 pm
SNA
- ORD
1 stop10h 54m
Multiple Airlines
Deal found 4/15![Multiple Airlines logo]()
$166
This Kiwi.com deal was found by Cheapflights users on 4/15. 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 4/293:23 pm
SNA
- MDW
3 stops50h 08m
Multiple Airlines
Deal found 4/15![Multiple Airlines logo]()
$167
This Kiwi.com deal was found by Cheapflights users on 4/15. 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.
Thu 4/306:45 am
SNA
- ORD
1 stop21h 23m
Multiple Airlines
Deal found 4/15![Multiple Airlines logo]()
$167
This CheapOair deal was found by Cheapflights users on 4/17. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/114:33 pm
SNA
- ORD
2 stops15h 21m
Spirit Airlines
Deal found 4/17![Spirit Airlines logo]()
$168
This Delta deal was found by Cheapflights users on 4/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/236:45 am
SNA
- MDW
1 stop7h 27m
Delta
Deal found 4/16![Delta logo]()
$169
This Southwest deal was found by Cheapflights users on 4/17. 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.
Thu 7/168:15 am
LGB
- MDW
Nonstop3h 50m
Southwest
Deal found 4/17![Southwest logo]()
$169
This Kiwi.com deal was found by Cheapflights users on 4/17. 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 5/134:33 pm
SNA
- ORD
2 stops14h 54m
Multiple Airlines
Deal found 4/17![Multiple Airlines logo]()
$170
This Kiwi.com deal was found by Cheapflights users on 4/16. 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 4/293:23 pm
SNA
- ORD
3 stops53h 16m
Multiple Airlines
Deal found 4/16![Multiple Airlines logo]()
$171
This Trip.com deal was found by Cheapflights users on 4/17. 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.
Thu 4/306:45 am
SNA
- MDW
2 stops25h 43m
Multiple Airlines
Deal found 4/17![Multiple Airlines logo]()
$172
This CheapOair deal was found by Cheapflights users on 4/16. 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.
Sun 5/104:33 pm
SNA
- ORD
2 stops15h 21m
Spirit Airlines
Deal found 4/16![Spirit Airlines logo]()
$172
This Mytrip deal was found by Cheapflights users on 4/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/24:33 pm
SNA
- ORD
3 stops15h 21m
Spirit Airlines
Deal found 4/15![Spirit Airlines logo]()
$173
This Kiwi.com deal was found by Cheapflights users on 4/16. 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 5/176:48 pm
SNA
- RFD
1 stop22h 57m
Allegiant Air
Deal found 4/16![Allegiant Air logo]()
$174
Find flight deals from Orange County to Chicago
Keep the following information in mind while searching for Orange County to Chicago flight deals. Data was last updated April 19, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $320 (American Airlines) |
One-way from | $166 (Kiwi.com) |
Popular in | February |
Cheapest in | September |
Average price | $320 |
Cheapflights Fare Finder
Customize your flight search to find flights from Orange County to Chicago 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 2,558,603 searches. Data last updated April 19, 2026.
Use the filters below to find and compare flights from Orange County to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Santa AnaChicago
SNA - RFD
SNARFD
Santa Ana J. Wayne/Orange Cnty
Sun 8/2
1:50 pm-8:23 pm
1 stop28h 33m
Chicago Greater Rockford
Wed 8/5
8:58 pm-1:05 pm
1 stop18h 07m
$321
Santa AnaChicago
SNA - ORD
SNAORD
Santa Ana J. Wayne/Orange Cnty
Mon 5/11
3:35 pm-12:45 am
1 stop7h 10m
Chicago O'Hare Intl
Sat 5/16
8:55 am-11:41 am
Nonstop4h 46m
$327
Santa AnaChicago
SNA - MDW
SNAMDW
Santa Ana J. Wayne/Orange Cnty
Wed 5/27
6:45 am-4:12 pm
1 stop7h 27m
Chicago Midway
Fri 6/5
1:59 pm-8:34 pm
1 stop8h 35m
$329
Santa AnaChicago
SNA - ORD
SNAORD
Santa Ana J. Wayne/Orange Cnty
Tue 6/2
1:55 pm-8:11 pm
Nonstop4h 16m
Chicago O'Hare Intl
Sun 6/7
5:00 am-9:07 am
1 stop6h 07m
$332
Santa AnaChicago
SNA - MDW
SNAMDW
Santa Ana J. Wayne/Orange Cnty
Mon 5/11
2:10 pm-11:40 pm
1 stop7h 30m
Chicago Midway
Sat 5/16
6:55 am-10:50 am
1 stop5h 55m
$337
Santa AnaChicago
SNA - RFD
SNARFD
Santa Ana J. Wayne/Orange Cnty
Thu 6/18
9:35 pm-8:20 pm
1 stop20h 45m
Chicago Greater Rockford
Sat 6/27
1:04 pm-2:15 pm
1 stop27h 11m
$340
Santa AnaChicago
SNA - RFD
SNARFD
Santa Ana J. Wayne/Orange Cnty
Thu 8/20
5:07 pm-12:23 pm
1 stop17h 16m
Chicago Greater Rockford
Sun 8/23
9:35 pm-8:35 am
1 stop13h 00m
$343
Quickest round-trip
Santa AnaChicago
SNA - ORD
SNAORD
Santa Ana J. Wayne/Orange Cnty
Mon 5/11
2:35 pm-8:40 pm
Nonstop4h 05m
Chicago O'Hare Intl
Fri 5/22
4:20 pm-6:52 pm
Nonstop4h 32m
$343
Santa AnaChicago
SNA - RFD
SNARFD
Santa Ana J. Wayne/Orange Cnty
Sat 6/6
4:33 pm-12:23 pm
1 stop17h 50m
Chicago Greater Rockford
Wed 6/10
8:50 pm-2:15 pm
1 stop19h 25m
$350
Santa AnaChicago
SNA - RFD
SNARFD
Santa Ana J. Wayne/Orange Cnty
Sun 5/24
5:48 pm-8:23 pm
1 stop24h 35m
Chicago Greater Rockford
Thu 5/28
1:11 pm-10:08 pm
1 stop10h 57m
$355
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Orange County to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Orange County with our price prediction graph.
SNA-MDW
SNA-ORD
SNA-RFD
LGB-MDW
LGB-ORD
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 Orange County to Chicago
zzKFI-CHI
SNA-MDW
SNA-ORD
SNA-RFD
LGB-MDW
What is the cheapest month to book a flight from Orange County to Chicago?
Currently, March is the cheapest month in which you can book a flight from Orange County to Chicago (average of $72). Flying from Orange County to Chicago in January is currently the most expensive (average of $269). 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 KFI to CHI?
Find hourly flight availability from Orange County to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 19, 2026.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Orange County to Chicago as you normally would.
Weekly flight availability from Orange County to Chicago
Explore weekly flight availability from Orange County to Chicago. 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 April 19, 2026.
The most flights from zzKFI to CHI are scheduled on a Friday (24 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (16 on average).
Reviews of airlines servicing Chicago
Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated April 19, 2026.
Peruse reviews from past customers who have flown with Southwest,Alaska Airlines, andUnited Airlines from Orange County to Chicago to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Comfort
8.0
Food
7.0
Entertainment
7.5
Crew
8.6
Overall
8.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Comfort
8.0
Food
7.0
Entertainment
7.5
Crew
8.6
Overall
8.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Comfort
8.0
Food
7.0
Entertainment
7.5
Crew
8.6
Overall
8.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Comfort
8.0
Food
7.0
Entertainment
7.5
Crew
8.6
Overall
8.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Comfort
8.0
Food
7.0
Entertainment
7.5
Crew
8.6
Overall
8.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Comfort
8.0
Food
7.0
Entertainment
7.5
Crew
8.6
Overall
8.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Related info for your journey
Find useful and relevant information for your journey from Orange County to Chicago. 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 Chicago?
Book flights to Chicago if you plan to visit one of these locationsBenton Harbor
Lansing
Merrillville
Hammond
Porter
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
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Alternative routes for Orange County to Chicago
See prices for flight routes from nearby airports that may be better suited for you.
Other flights to Chicago
Explore flights to Chicago departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on April 19, 2026.
Complete your trip
Complete your trip to Chicago by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Orange County to Chicago by cabin class
Find flights from Orange County to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Orange County and Chicago flights
Browse other Orange County and Chicago flight options. Last updated on April 19, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 7 airlines flying from Orange County to Chicago
Discover the top 7 airlines that operate flights from Orange County to Chicago. 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 2,558,603 searches. Data last updated April 19, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$103 | Average$195 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$152 | Average$216 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$190 | Average$463 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$258 | Average$425 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$269 | Average$381 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$269 | Average$454 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$288 | Average$446 | FlexibilityNo cancel fee | On-time63% |