$166+ Cheap flights from Santa Ana, CA (SNA) 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 7/3. Fares are subject to change and may not be available on all flights or dates of travel.
SNA — CHI
Jul 20 — Jul 271
Round-trip
1 adult, Economy
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Find cheap flights from Santa Ana to Chicago 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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Santa Ana J. Wayne/Orange Cnty to Chicago are usually found in August or September, booked 65 days in advance, depart on a Wednesday or Saturday and return on a Saturday
Cheap flight deals from Santa Ana to Chicago
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Best
Last-minute
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Cheapest flights from Santa Ana to ChicagoExplore the most affordable flight options available from Santa Ana to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 20, 2026.
Explore the most affordable flight options available from Santa Ana to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 20, 2026.
This Frontier deal was found by Cheapflights users on 6/15. 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.
Thu 9/1011:07 am
SNA
- ORD
1 stop8h 28m
Frontier
Sun 9/131:02 pm
ORD
- SNA
1 stop6h 33m
Frontier
Deal found 6/15![Frontier logo]()
$344
This United Airlines deal was found by Cheapflights users on 6/16. 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 6/304:00 pm
SNA
- ORD
1 stop6h 44m
United Airlines
Tue 7/75:00 am
ORD
- SNA
1 stop6h 07m
United Airlines
Deal found 6/16![United Airlines logo]()
$345
This Kiwi.com deal was found by Cheapflights users on 6/14. 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 8/67:53 pm
SNA
- ORD
1 stop7h 44m
Frontier
Thu 8/139:57 pm
ORD
- SNA
1 stop12h 08m
Frontier
Deal found 6/14![Frontier logo]()
$346
This Frontier deal was found by Cheapflights users on 6/16. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/278:10 pm
SNA
- ORD
1 stop6h 57m
Frontier
Sat 7/47:20 am
ORD
- SNA
1 stop7h 14m
Frontier
Deal found 6/16![Frontier logo]()
$347
This Southwest deal was found by Cheapflights users on 6/15. 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.
Thu 7/305:15 pm
SNA
- MDW
1 stop5h 25m
Southwest
Tue 8/43:50 pm
MDW
- SNA
1 stop7h 05m
Southwest
Deal found 6/15![Southwest logo]()
$348
This Super.com deal was found by Cheapflights users on 6/16. 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.
Sat 6/278:10 pm
SNA
- ORD
1 stop6h 57m
Frontier
Sat 7/117:15 am
ORD
- SNA
1 stop7h 16m
Frontier
Deal found 6/16![Frontier logo]()
$348
This Southwest deal was found by Cheapflights users on 6/16. 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.
Fri 9/111:50 pm
SNA
- MDW
1 stop6h 10m
Southwest
Sun 9/137:10 am
MDW
- SNA
1 stop6h 25m
Southwest
Deal found 6/16![Southwest logo]()
$349
This Kiwi.com deal was found by Cheapflights users on 6/15. 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 7/196:03 pm
SNA
- RFD
1 stop24h 20m
Allegiant Air
Wed 7/228:49 pm
RFD
- SNA
1 stop15h 54m
Allegiant Air
Deal found 6/15![Allegiant Air logo]()
$349
This Delta deal was found by Cheapflights users on 6/15. 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.
Thu 9/31:44 pm
SNA
- ORD
1 stop5h 46m
Delta
Sat 9/1212:50 pm
ORD
- SNA
1 stop10h 21m
Delta
Deal found 6/15![Delta logo]()
$349
This Southwest deal was found by Cheapflights users on 6/16. 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 7/911:50 am
SNA
- MDW
2 stops7h 30m
Southwest
Sat 7/118:00 am
MDW
- SNA
1 stop8h 45m
Southwest
Deal found 6/16![Southwest logo]()
$350
This American Airlines deal was found by Cheapflights users on 6/17. 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.
Fri 7/173:11 pm
SNA
- ORD
Nonstop4h 39m
American Airlines
Wed 7/227:25 am
ORD
- SNA
1 stop7h 05m
American Airlines
Deal found 6/17![American Airlines logo]()
$350
This Southwest deal was found by Cheapflights users on 6/16. 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 10/106:15 pm
SNA
- MDW
1 stop9h 35m
Southwest
Wed 10/1412:25 pm
MDW
- SNA
1 stop9h 05m
Southwest
Deal found 6/16![Southwest logo]()
$351
Best flights from Santa Ana to ChicagoDiscover carefully curated flight deals from Santa Ana to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 20, 2026.
Discover carefully curated flight deals from Santa Ana to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 20, 2026.
This United Airlines deal was found by Cheapflights users on 6/15. 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 8/274:14 pm
SNA
- ORD
1 stop5h 45m
United Airlines
Sun 8/305:00 am
ORD
- SNA
1 stop6h 07m
United Airlines
Deal found 6/15![United Airlines logo]()
$344
This Delta deal was found by Cheapflights users on 6/16. 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 10/227:05 pm
SNA
- ORD
2 stops13h 02m
Delta
Sun 10/257:00 am
ORD
- SNA
1 stop9h 40m
Delta
Deal found 6/16![Delta logo]()
$354
This Kiwi.com deal was found by Cheapflights users on 6/18. 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.
Wed 8/54:13 pm
SNA
- RFD
1 stop18h 21m
Multiple Airlines
Fri 8/79:24 pm
RFD
- SNA
2 stops17h 07m
Multiple Airlines
Deal found 6/18![Multiple Airlines logo]()
$360
This Kiwi.com deal was found by Cheapflights users on 6/19. 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.
Thu 7/166:03 pm
SNA
- RFD
1 stop24h 20m
Allegiant Air
Fri 7/249:13 pm
RFD
- SNA
2 stops39h 10m
Allegiant Air
Deal found 6/19![Allegiant Air logo]()
$368
This Southwest deal was found by Cheapflights users on 6/15. 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 7/135:15 pm
SNA
- MDW
1 stop5h 25m
Southwest
Fri 7/176:40 pm
MDW
- SNA
1 stop5h 45m
Southwest
Deal found 6/15![Southwest logo]()
$383
This Alaska Airlines deal was found by Cheapflights users on 6/19. 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.
Thu 11/511:42 am
SNA
- ORD
Nonstop4h 11m
Alaska Airlines
Sat 11/711:45 am
ORD
- SNA
Nonstop4h 33m
Alaska Airlines
Deal found 6/19![Alaska Airlines logo]()
$429
This Kiwi.com deal was found by Cheapflights users on 6/17. 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.
Fri 7/243:32 pm
SNA
- RFD
2 stops18h 36m
Multiple Airlines
Wed 7/298:49 pm
RFD
- SNA
1 stop18h 53m
Multiple Airlines
Deal found 6/17![Multiple Airlines logo]()
$366
This United Airlines deal was found by Cheapflights users on 6/19. 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.
Fri 7/172:10 pm
SNA
- ORD
Nonstop4h 16m
United Airlines
Sun 7/265:00 am
ORD
- SNA
1 stop6h 07m
United Airlines
Deal found 6/19![United Airlines logo]()
$366
This Southwest deal was found by Cheapflights users on 6/18. 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 8/191:00 pm
SNA
- MDW
1 stop7h 55m
Southwest
Sun 8/235:35 pm
MDW
- SNA
2 stops6h 50m
Southwest
Deal found 6/18![Southwest logo]()
$392
This Kiwi.com deal was found by Cheapflights users on 6/18. 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.
Wed 7/154:13 pm
SNA
- RFD
1 stop18h 11m
Multiple Airlines
Wed 7/2910:03 am
RFD
- SNA
2 stops30h 29m
Multiple Airlines
Deal found 6/18![Multiple Airlines logo]()
$368
This Delta deal was found by Cheapflights users on 6/19. 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.
Sat 7/118:00 am
SNA
- MDW
1 stop7h 52m
Delta
Sat 8/156:05 am
MDW
- SNA
1 stop8h 41m
Delta
Deal found 6/19![Delta logo]()
$414
This United Airlines deal was found by Cheapflights users on 6/17. 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 10/272:03 pm
SNA
- ORD
Nonstop4h 03m
United Airlines
Wed 10/285:00 am
ORD
- SNA
1 stop6h 15m
United Airlines
Deal found 6/17![United Airlines logo]()
$395
This Southwest deal was found by Cheapflights users on 6/19. 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.
Sat 7/410:05 am
SNA
- MDW
2 stops8h 05m
Southwest
Wed 7/85:30 am
MDW
- SNA
1 stop6h 00m
Southwest
Deal found 6/19![Southwest logo]()
$400
This Kiwi.com deal was found by Cheapflights users on 6/19. 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.
Sun 8/28:02 pm
SNA
- RFD
2 stops22h 21m
Multiple Airlines
Wed 8/58:58 pm
RFD
- SNA
1 stop18h 44m
Multiple Airlines
Deal found 6/19![Multiple Airlines logo]()
$371
This Alaska Airlines deal was found by Cheapflights users on 6/19. 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.
Tue 7/2810:50 am
SNA
- ORD
2 stops10h 46m
Alaska Airlines
Wed 8/58:02 am
ORD
- SNA
1 stop10h 39m
Alaska Airlines
Deal found 6/19![Alaska Airlines logo]()
$491
This Kiwi.com deal was found by Cheapflights users on 6/19. 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.
Fri 7/173:32 pm
SNA
- RFD
2 stops18h 36m
Multiple Airlines
Sun 7/261:14 pm
RFD
- SNA
1 stop25h 17m
Multiple Airlines
Deal found 6/19![Multiple Airlines logo]()
$372
This Southwest deal was found by Cheapflights users on 6/16. 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 7/222:15 pm
SNA
- MDW
1 stop5h 35m
Southwest
Mon 7/2712:30 pm
MDW
- SNA
2 stops7h 30m
Southwest
Deal found 6/16![Southwest logo]()
$410
This Delta deal was found by Cheapflights users on 6/17. 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.
Wed 9/91:45 pm
SNA
- ORD
1 stop6h 17m
Delta
Mon 9/147:05 am
ORD
- SNA
2 stops11h 03m
Delta
Deal found 6/17![Delta logo]()
$457
This United Airlines deal was found by Cheapflights users on 6/18. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/910:37 am
SNA
- ORD
Nonstop4h 16m
United Airlines
Sat 7/117:45 pm
ORD
- SNA
Nonstop4h 34m
United Airlines
Deal found 6/18![United Airlines logo]()
$420
This Southwest deal was found by Cheapflights users on 6/19. 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 8/66:45 am
SNA
- MDW
2 stops8h 15m
Southwest
Sun 8/97:10 am
MDW
- SNA
1 stop6h 25m
Southwest
Deal found 6/19![Southwest logo]()
$411
This United Airlines deal was found by Cheapflights users on 6/15. 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.
Tue 8/42:10 pm
SNA
- ORD
Nonstop4h 16m
United Airlines
Thu 8/66:10 am
ORD
- SNA
1 stop7h 56m
United Airlines
Deal found 6/15![United Airlines logo]()
$423
This Kiwi.com deal was found by Cheapflights users on 6/16. 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 7/308:02 pm
SNA
- RFD
2 stops22h 21m
Multiple Airlines
Mon 8/37:50 pm
RFD
- SNA
1 stop18h 25m
Multiple Airlines
Deal found 6/16![Multiple Airlines logo]()
$393
This Southwest deal was found by Cheapflights users on 6/19. 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.
Sat 7/257:05 pm
SNA
- MDW
1 stop8h 40m
Southwest
Sat 8/111:30 am
MDW
- SNA
2 stops10h 10m
Southwest
Deal found 6/19![Southwest logo]()
$412
This United Airlines deal was found by Cheapflights users on 6/19. 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 9/92:25 pm
SNA
- ORD
Nonstop4h 14m
United Airlines
Mon 9/147:55 pm
ORD
- SNA
Nonstop4h 30m
United Airlines
Deal found 6/19![United Airlines logo]()
$429
This Kiwi.com deal was found by Cheapflights users on 6/18. 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.
Wed 8/194:26 pm
SNA
- RFD
2 stops20h 43m
Multiple Airlines
Sun 8/239:35 pm
RFD
- SNA
1 stop20h 40m
Multiple Airlines
Deal found 6/18![Multiple Airlines logo]()
$400
This Southwest deal was found by Cheapflights users on 6/16. 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.
Mon 7/205:15 pm
SNA
- MDW
1 stop5h 25m
Southwest
Wed 7/2212:20 pm
MDW
- SNA
2 stops8h 50m
Southwest
Deal found 6/16![Southwest logo]()
$412
This United Airlines deal was found by Cheapflights users on 6/18. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/173:10 pm
SNA
- ORD
1 stop7h 49m
United Airlines
Mon 9/217:55 pm
ORD
- SNA
Nonstop4h 30m
United Airlines
Deal found 6/18![United Airlines logo]()
$439
This Kiwi.com deal was found by Cheapflights users on 6/19. 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.
Sat 7/257:53 pm
SNA
- RFD
1 stop14h 31m
Multiple Airlines
Sat 8/112:58 pm
RFD
- SNA
1 stop23h 45m
Multiple Airlines
Deal found 6/19![Multiple Airlines logo]()
$413
This Southwest deal was found by Cheapflights users on 6/17. 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 7/911:50 am
SNA
- MDW
2 stops7h 30m
Southwest
Sat 7/1110:15 am
MDW
- SNA
2 stops8h 55m
Southwest
Deal found 6/17![Southwest logo]()
$419
This Kiwi.com deal was found by Cheapflights users on 6/15. 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 7/141:00 pm
SNA
- RFD
1 stop18h 13m
Multiple Airlines
Wed 7/298:49 pm
RFD
- SNA
1 stop18h 53m
Multiple Airlines
Deal found 6/15![Multiple Airlines logo]()
$419
Last-minute flights from Santa Ana to ChicagoDiscover last-minute flight deals from Santa Ana to Chicago. Data last updated June 20, 2026 and is based on user searches.
Discover last-minute flight deals from Santa Ana to Chicago. Data last updated June 20, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 6/16. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/278:10 pm
SNA
- ORD
1 stop6h 57m
Frontier
Sat 7/47:20 am
ORD
- SNA
1 stop7h 14m
Frontier
Deal found 6/16![Frontier logo]()
$347
This Super.com deal was found by Cheapflights users on 6/16. 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.
Sat 6/278:10 pm
SNA
- ORD
1 stop6h 57m
Frontier
Sat 7/117:15 am
ORD
- SNA
1 stop7h 16m
Frontier
Deal found 6/16![Frontier logo]()
$348
This United Airlines deal was found by Cheapflights users on 6/16. 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 6/304:00 pm
SNA
- ORD
1 stop6h 44m
United Airlines
Tue 7/75:00 am
ORD
- SNA
1 stop6h 07m
United Airlines
Deal found 6/16![United Airlines logo]()
$345
This Southwest deal was found by Cheapflights users on 6/16. 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 7/96:00 pm
SNA
- MDW
1 stop5h 30m
Southwest
Sat 7/115:25 am
MDW
- SNA
1 stop6h 00m
Southwest
Deal found 6/16![Southwest logo]()
$349
This American Airlines deal was found by Cheapflights users on 6/17. 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.
Thu 7/912:35 pm
SNA
- ORD
1 stop8h 55m
American Airlines
Tue 7/148:14 am
ORD
- SNA
Nonstop4h 19m
American Airlines
Deal found 6/17![American Airlines logo]()
$353
This Expedia deal was found by Cheapflights users on 6/15. 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.
Fri 7/107:53 pm
SNA
- ORD
1 stop7h 44m
Frontier
Mon 7/137:15 am
ORD
- SNA
1 stop7h 16m
Frontier
Deal found 6/15![Frontier logo]()
$349
This Delta deal was found by Cheapflights users on 6/15. 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 7/118:00 am
SNA
- MDW
1 stop7h 52m
Delta
Sat 8/151:51 pm
MDW
- SNA
2 stops10h 04m
Delta
Deal found 6/15![Delta logo]()
$354
This American Airlines deal was found by Cheapflights users on 6/16. 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.
Mon 7/133:11 pm
SNA
- ORD
Nonstop4h 39m
American Airlines
Tue 7/215:00 am
ORD
- SNA
1 stop6h 33m
American Airlines
Deal found 6/16![American Airlines logo]()
$352
This American Airlines deal was found by Cheapflights users on 6/17. 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.
Fri 7/173:11 pm
SNA
- ORD
Nonstop4h 39m
American Airlines
Wed 7/227:25 am
ORD
- SNA
1 stop7h 05m
American Airlines
Deal found 6/17![American Airlines logo]()
$350
This American Airlines deal was found by Cheapflights users on 6/17. 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.
Sat 7/183:11 pm
SNA
- ORD
Nonstop4h 39m
American Airlines
Wed 7/2212:00 pm
ORD
- SNA
Nonstop4h 20m
American Airlines
Deal found 6/17![American Airlines logo]()
$351
This Kiwi.com deal was found by Cheapflights users on 6/15. 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 7/196:03 pm
SNA
- RFD
1 stop24h 20m
Allegiant Air
Wed 7/228:49 pm
RFD
- SNA
1 stop15h 54m
Allegiant Air
Deal found 6/15![Allegiant Air logo]()
$349
This Southwest deal was found by Cheapflights users on 6/15. 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.
Thu 7/305:15 pm
SNA
- MDW
1 stop5h 25m
Southwest
Tue 8/43:50 pm
MDW
- SNA
1 stop7h 05m
Southwest
Deal found 6/15![Southwest logo]()
$348
One-way flights from Santa Ana to ChicagoSearch for one-way flight options from Santa Ana to Chicago. Find affordable one-way fares based on user searches. Data last updated June 20, 2026.
Search for one-way flight options from Santa Ana to Chicago. Find affordable one-way fares based on user searches. Data last updated June 20, 2026.
This Alaska Airlines deal was found by Cheapflights users on 6/14. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/36:09 pm
SNA
- ORD
1 stop8h 51m
Alaska Airlines
Deal found 6/14![Alaska Airlines logo]()
$166
This Kiwi.com deal was found by Cheapflights users on 6/15. 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 7/144:13 pm
SNA
- ORD
2 stops30h 36m
Frontier
Deal found 6/15![Frontier logo]()
$167
This Kiwi.com deal was found by Cheapflights users on 6/17. 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.
Tue 8/44:13 pm
SNA
- ORD
2 stops30h 20m
Frontier
Deal found 6/17![Frontier logo]()
$168
This Frontier deal was found by Cheapflights users on 6/15. 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.
Sat 7/117:53 pm
SNA
- ORD
1 stop7h 44m
Frontier
Deal found 6/15![Frontier logo]()
$169
This Kiwi.com deal was found by Cheapflights users on 6/15. 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 7/214:13 pm
SNA
- RFD
3 stops40h 24m
Multiple Airlines
Deal found 6/15![Multiple Airlines logo]()
$170
This Super.com deal was found by Cheapflights users on 6/17. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/38:10 pm
SNA
- ORD
1 stop6h 57m
Frontier
Deal found 6/17![Frontier logo]()
$170
This Kiwi.com deal was found by Cheapflights users on 6/17. 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.
Mon 8/247:53 pm
SNA
- RFD
2 stops39h 30m
Multiple Airlines
Deal found 6/17![Multiple Airlines logo]()
$171
This Kiwi.com deal was found by Cheapflights users on 6/17. 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.
Tue 7/217:30 am
SNA
- ORD
2 stops15h 19m
Multiple Airlines
Deal found 6/17![Multiple Airlines logo]()
$171
This Super.com deal was found by Cheapflights users on 6/15. 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.
Fri 8/77:53 pm
SNA
- ORD
1 stop7h 44m
Frontier
Deal found 6/15![Frontier logo]()
$172
This Southwest deal was found by Cheapflights users on 6/15. 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 8/107:55 pm
SNA
- MDW
1 stop7h 05m
Southwest
Deal found 6/15![Southwest logo]()
$174
This Southwest deal was found by Cheapflights users on 6/19. 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 7/135:15 pm
SNA
- MDW
1 stop5h 25m
Southwest
Deal found 6/19![Southwest logo]()
$175
This Frontier deal was found by Cheapflights users on 6/15. 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 7/107:53 pm
SNA
- ORD
1 stop7h 44m
Frontier
Deal found 6/15![Frontier logo]()
$175
Find flight deals from Santa Ana to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from Santa Ana (SNA) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated June 20, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $344 (United Airlines) |
One-way from | $166 (Alaska Airlines) |
Popular in | April |
Cheapest in | August |
Average price | $445 |
Good round-trip deal | $447 or less |
Good one-way deal | $267 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Santa Ana 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 June 20, 2026.
Use the filters below to find and compare flights from Santa Ana to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Santa AnaChicago
SNA - ORD
SNAORD
Santa Ana J. Wayne/Orange Cnty
Thu 8/27
4:14 pm-11:59 pm
1 stop5h 45m
Chicago O'Hare Intl
Sun 8/30
5:00 am-9:07 am
1 stop6h 07m
$344
Santa AnaChicago
SNA - ORD
SNAORD
Santa Ana J. Wayne/Orange Cnty
Thu 10/22
7:05 pm-10:07 am
2 stops13h 02m
Chicago O'Hare Intl
Sun 10/25
7:00 am-2:40 pm
1 stop9h 40m
$354
Santa AnaChicago
SNA - RFD
SNARFD
Santa Ana J. Wayne/Orange Cnty
Wed 8/5
4:13 pm-12:34 pm
1 stop18h 21m
Chicago Greater Rockford
Fri 8/7
9:24 pm-12:31 pm
2 stops17h 07m
$360
Santa AnaChicago
SNA - RFD
SNARFD
Santa Ana J. Wayne/Orange Cnty
Fri 7/24
3:32 pm-12:08 pm
2 stops18h 36m
Chicago Greater Rockford
Wed 7/29
8:49 pm-1:42 pm
1 stop18h 53m
$366
Santa AnaChicago
SNA - ORD
SNAORD
Santa Ana J. Wayne/Orange Cnty
Fri 7/17
2:10 pm-8:26 pm
Nonstop4h 16m
Chicago O'Hare Intl
Sun 7/26
5:00 am-9:07 am
1 stop6h 07m
$366
Santa AnaChicago
SNA - RFD
SNARFD
Santa Ana J. Wayne/Orange Cnty
Thu 7/16
6:03 pm-8:23 pm
1 stop24h 20m
Chicago Greater Rockford
Fri 7/24
9:13 pm-10:23 am
2 stops39h 10m
$368
Santa AnaChicago
SNA - RFD
SNARFD
Santa Ana J. Wayne/Orange Cnty
Wed 7/15
4:13 pm-12:24 pm
1 stop18h 11m
Chicago Greater Rockford
Wed 7/29
10:03 am-2:32 pm
2 stops30h 29m
$368
Santa AnaChicago
SNA - RFD
SNARFD
Santa Ana J. Wayne/Orange Cnty
Sun 8/2
8:02 pm-8:23 pm
2 stops22h 21m
Chicago Greater Rockford
Wed 8/5
8:58 pm-1:42 pm
1 stop18h 44m
$371
Santa AnaChicago
SNA - RFD
SNARFD
Santa Ana J. Wayne/Orange Cnty
Fri 7/17
3:32 pm-12:08 pm
2 stops18h 36m
Chicago Greater Rockford
Sun 7/26
1:14 pm-12:31 pm
1 stop25h 17m
$372
Santa AnaChicago
SNA - MDW
SNAMDW
Santa Ana J. Wayne/Orange Cnty
Mon 7/13
5:15 pm-12:40 am
1 stop5h 25m
Chicago Midway
Fri 7/17
6:40 pm-10:25 pm
1 stop5h 45m
$383
Showing 1-10 of 60 resultsSorted by cheapest first
Compare providers for flights from Santa Ana to Chicago
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Santa Ana to Chicago in June.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star |
- Most accurate provider: When it comes to deals on Santa Ana, California-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Santa Ana, California-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Santa Ana, California-Chicago flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Santa Ana, California-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Santa Ana, California-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Santa Ana to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Santa Ana with our price prediction graph.
SNA-CHI
SNA-ORD
SNA-RFD
SNA-MDW
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 Santa Ana to Chicago
SNA-CHI
SNA-ORD
SNA-RFD
SNA-MDW
What is the cheapest month to book a flight from Santa Ana, California to Chicago?
Currently, March is the cheapest month in which you can book a flight from Santa Ana, California to Chicago (average of $72). Flying from Santa Ana, California to Chicago in June is currently the most expensive (average of $776). 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 SNA to CHI?
Find hourly flight availability from Santa Ana 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 June 20, 2026.
When flying from Santa Ana, California to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Weekly flight availability from Santa Ana, California to Chicago
Explore weekly flight availability from Santa Ana 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 June 20, 2026.
The most flights from SNA to CHI are scheduled on a Monday (28 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (12 on average).
How much does it cost to fly round-trip from Santa Ana, California to Chicago?
How often are flights from Santa Ana to Chicago delayed?
About 9% of weekly flights between Santa Ana and Chicago have experienced delays in the past year, with the average delay time being 181 minutes.
What is the most punctual flight time for Santa Ana to Chicago flights?
Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the early afternoon tend to experience delays more often.
What day of the week experiences the fewest flight delays on this route?
Friday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.
Which airline has the best punctuality record on Santa Ana to Chicago flights?
Over the last year, United Airlines have had the lowest number of delays on this route, with just 5% of flights being delayed.
How far ahead should I book a flight from Santa Ana, California to Chicago?
The price you pay for your flight from Santa Ana, California to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 64 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
The best insider tips for Santa Ana to Chicago flights
AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Santa Ana to Chicago trip
Our travel experts
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 June 20, 2026.
Read through reviews of airlines operating flights from Santa Ana to Chicago, such as Alaska Airlines,Southwest, andUnited Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Comfort
7.8
Food
7.1
Crew
8.5
Boarding
8.1
Overall
7.9
Entertainment
7.0
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Comfort
7.8
Food
7.1
Crew
8.5
Boarding
8.1
Overall
7.9
Entertainment
7.0
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Comfort
7.8
Food
7.1
Crew
8.5
Boarding
8.1
Overall
7.9
Entertainment
7.0
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Comfort
7.8
Food
7.1
Crew
8.5
Boarding
8.1
Overall
7.9
Entertainment
7.0
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Comfort
7.8
Food
7.1
Crew
8.5
Boarding
8.1
Overall
7.9
Entertainment
7.0
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Comfort
7.8
Food
7.1
Crew
8.5
Boarding
8.1
Overall
7.9
Entertainment
7.0
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Related info for your journey
Find useful and relevant information for your journey from Santa Ana 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
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Other flights to Chicago
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Santa Ana and Chicago flights
Browse other Santa Ana and Chicago flight options. Last updated on June 20, 2026.
Other flights from Santa Ana
Browse through other flights departing from Santa Ana. Flights are based on user searches made on Cheapflights and were last updated on June 20, 2026.
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Check out other popular destinations found by fellow travelers in 2026
Top 6 airlines flying from Santa Ana to Chicago
Discover the top 6 airlines that operate flights from Santa Ana 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 June 20, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$152 | Average$248 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$253 | Average$520 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$258 | Average$411 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$269 | Average$400 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$276 | Average$483 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$288 | Average$447 | FlexibilityNo cancel fee | On-time63% |