$171+ 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 5/16. Fares are subject to change and may not be available on all flights or dates of travel.
SNA — CHI
Jun 3 — Jun 101
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
Cheapest
Best
Last-minute
One-way
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 May 4, 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 May 4, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” 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 6/106:30 pm
SNA
- MDW
1 stop22h 43m
Multiple Airlines
Sun 6/148:03 pm
MDW
- SNA
1 stop14h 02m
Multiple Airlines
Deal found 5/2![Multiple Airlines logo]()
$317
This Kiwi.com deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 7/24:38 pm
SNA
- ORD
1 stop10h 29m
Multiple Airlines
Wed 7/89:57 pm
ORD
- SNA
1 stop13h 28m
Multiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$318
This United Airlines deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” 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 5/282:10 pm
SNA
- ORD
Nonstop4h 16m
United Airlines
Wed 6/36:13 am
ORD
- SNA
1 stop7h 53m
United Airlines
Deal found 5/3![United Airlines logo]()
$319
This American Airlines deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 5/297:42 pm
SNA
- ORD
1 stop8h 37m
American Airlines
Wed 6/35:04 pm
ORD
- SNA
Nonstop4h 27m
American Airlines
Deal found 4/30![American Airlines logo]()
$320
This Kiwi.com deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 6/246:45 am
SNA
- ORD
2 stops16h 03m
Multiple Airlines
Sat 6/277:20 am
ORD
- SNA
1 stop7h 14m
Multiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$321
This Southwest deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 6/68:10 pm
SNA
- MDW
1 stop7h 15m
Southwest
Tue 6/96:45 am
MDW
- SNA
1 stop8h 00m
Southwest
Deal found 4/29![Southwest logo]()
$323
This Kiwi.com deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” 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 5/294:20 pm
SNA
- ORD
2 stops12h 14m
Multiple Airlines
Tue 6/25:11 pm
ORD
- SNA
1 stop21h 14m
Multiple Airlines
Deal found 5/4![Multiple Airlines logo]()
$323
This United Airlines deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 5/264:00 pm
SNA
- ORD
1 stop6h 44m
United Airlines
Sun 5/315:00 am
ORD
- SNA
1 stop6h 07m
United Airlines
Deal found 4/30![United Airlines logo]()
$324
This Kiwi.com deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” 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 5/272:30 pm
SNA
- MDW
1 stop26h 29m
Allegiant Air
Sun 5/317:49 pm
MDW
- SNA
1 stop15h 59m
Allegiant Air
Deal found 5/1![Allegiant Air logo]()
$325
This Frontier deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” 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 5/219:54 am
SNA
- ORD
1 stop8h 38m
Frontier
Sat 5/239:37 pm
ORD
- SNA
1 stop13h 32m
Frontier
Deal found 5/1![Frontier logo]()
$325
This Expedia deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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.
Tue 5/198:58 pm
SNA
- ORD
1 stop15h 34m
Multiple Airlines
Sun 5/249:37 pm
ORD
- SNA
1 stop13h 32m
Multiple Airlines
Deal found 4/30![Multiple Airlines logo]()
$326
This Kiwi.com deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” 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 6/54:20 pm
SNA
- RFD
1 stop17h 54m
Multiple Airlines
Wed 6/108:50 pm
RFD
- SNA
1 stop19h 25m
Multiple Airlines
Deal found 5/3![Multiple Airlines logo]()
$327
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 May 4, 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 May 4, 2026.
This United Airlines deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” 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 6/24:12 pm
SNA
- ORD
1 stop6h 47m
United Airlines
Sat 6/135:00 am
ORD
- SNA
1 stop6h 07m
United Airlines
Deal found 5/3![United Airlines logo]()
$324
This Kiwi.com deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” 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 6/54:20 pm
SNA
- RFD
1 stop17h 54m
Multiple Airlines
Wed 6/108:50 pm
RFD
- SNA
1 stop19h 25m
Multiple Airlines
Deal found 5/3![Multiple Airlines logo]()
$327
This Delta deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” 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 8/186:45 am
SNA
- MDW
1 stop7h 30m
Delta
Sat 8/224:39 pm
MDW
- SNA
1 stop7h 57m
Delta
Deal found 5/3![Delta logo]()
$329
This Alaska Airlines deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” 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 5/306:45 am
SNA
- ORD
1 stop8h 11m
Alaska Airlines
Tue 6/27:40 am
ORD
- SNA
1 stop9h 03m
Alaska Airlines
Deal found 5/1![Alaska Airlines logo]()
$329
This Southwest deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” 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 5/3012:50 pm
SNA
- ORD
1 stop8h 35m
Southwest
Mon 6/14:50 pm
ORD
- SNA
1 stop6h 20m
Southwest
Deal found 5/3![Southwest logo]()
$337
This Delta deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 6/38:00 am
SNA
- MDW
1 stop7h 56m
Delta
Sat 6/61:59 pm
MDW
- SNA
1 stop8h 35m
Delta
Deal found 4/30![Delta logo]()
$329
This Kiwi.com deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 7/102:27 pm
SNA
- RFD
1 stop19h 46m
Multiple Airlines
Sun 7/121:14 pm
RFD
- SNA
1 stop11h 06m
Multiple Airlines
Deal found 4/30![Multiple Airlines logo]()
$335
This United Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 8/1310:48 am
SNA
- ORD
Nonstop4h 12m
United Airlines
Mon 8/175:00 am
ORD
- SNA
1 stop6h 15m
United Airlines
Deal found 4/29![United Airlines logo]()
$335
This Southwest deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” 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 8/218:20 pm
SNA
- MDW
1 stop7h 35m
Southwest
Sun 8/235:40 pm
MDW
- SNA
1 stop6h 40m
Southwest
Deal found 5/2![Southwest logo]()
$383
This United Airlines deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 7/104:00 pm
SNA
- ORD
1 stop6h 44m
United Airlines
Sun 7/125:00 am
ORD
- SNA
1 stop6h 07m
United Airlines
Deal found 4/30![United Airlines logo]()
$358
This Kiwi.com deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 6/149:20 pm
SNA
- RFD
1 stop21h 00m
Multiple Airlines
Wed 6/178:50 pm
RFD
- SNA
2 stops17h 44m
Multiple Airlines
Deal found 4/30![Multiple Airlines logo]()
$359
This Delta deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 6/251:46 pm
SNA
- ORD
1 stop6h 11m
Delta
Tue 6/306:55 am
ORD
- SNA
1 stop8h 15m
Delta
Deal found 4/29![Delta logo]()
$364
This Southwest deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” 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 10/198:35 pm
SNA
- MDW
1 stop7h 05m
Southwest
Tue 10/276:30 am
MDW
- SNA
1 stop6h 00m
Southwest
Deal found 5/3![Southwest logo]()
$394
This Kiwi.com deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 5/284:20 pm
SNA
- RFD
1 stop26h 03m
Multiple Airlines
Thu 6/41:13 pm
RFD
- SNA
1 stop11h 08m
Multiple Airlines
Deal found 4/30![Multiple Airlines logo]()
$362
This Delta deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” 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 6/52:02 pm
SNA
- ORD
1 stop7h 53m
Delta
Wed 6/106:55 am
ORD
- SNA
1 stop8h 15m
Delta
Deal found 5/3![Delta logo]()
$364
This United Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 9/32:10 pm
SNA
- ORD
Nonstop4h 14m
United Airlines
Tue 9/87:45 pm
ORD
- SNA
Nonstop4h 29m
United Airlines
Deal found 4/29![United Airlines logo]()
$383
This Kiwi.com deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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 5/277:45 am
SNA
- RFD
1 stop26h 36m
Multiple Airlines
Sat 5/301:01 pm
RFD
- SNA
1 stop23h 27m
Multiple Airlines
Deal found 4/28![Multiple Airlines logo]()
$371
This Southwest deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” 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 6/57:05 am
SNA
- MDW
2 stops8h 00m
Southwest
Wed 6/105:30 am
MDW
- SNA
1 stop6h 00m
Southwest
Deal found 5/3![Southwest logo]()
$421
This Delta deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 5/2010:50 am
SNA
- ORD
1 stop11h 07m
Delta
Tue 5/267:12 am
ORD
- SNA
1 stop11h 29m
Delta
Deal found 4/29![Delta logo]()
$394
This United Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 5/203:35 pm
SNA
- ORD
1 stop7h 10m
United Airlines
Mon 5/255:00 am
ORD
- SNA
1 stop6h 07m
United Airlines
Deal found 4/29![United Airlines logo]()
$424
This Southwest deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” 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 9/48:30 pm
SNA
- MDW
1 stop7h 15m
Southwest
Mon 9/76:15 am
MDW
- SNA
2 stops9h 10m
Southwest
Deal found 5/2![Southwest logo]()
$446
This Kiwi.com deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 8/207:30 am
SNA
- RFD
1 stop11h 15m
Multiple Airlines
Sun 8/239:35 pm
RFD
- SNA
2 stops12h 34m
Multiple Airlines
Deal found 4/30![Multiple Airlines logo]()
$409
This United Airlines deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” 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 7/42:10 pm
SNA
- ORD
Nonstop4h 16m
United Airlines
Sat 7/115:00 am
ORD
- SNA
1 stop6h 07m
United Airlines
Deal found 5/3![United Airlines logo]()
$435
This Kiwi.com deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” 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 7/306:03 pm
SNA
- RFD
1 stop24h 20m
Multiple Airlines
Mon 8/39:13 pm
RFD
- SNA
2 stops25h 05m
Multiple Airlines
Deal found 5/1![Multiple Airlines logo]()
$409
This Southwest deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 5/2311:30 am
SNA
- ORD
2 stops8h 50m
Southwest
Tue 5/2610:30 am
ORD
- SNA
2 stops10h 35m
Southwest
Deal found 4/30![Southwest logo]()
$451
This Kiwi.com deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 5/146:48 pm
SNA
- RFD
1 stop22h 57m
Multiple Airlines
Sun 5/1712:50 pm
RFD
- SNA
2 stops22h 19m
Multiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$410
This Southwest deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 10/58:35 am
SNA
- MDW
2 stops7h 15m
Southwest
Wed 10/77:40 am
MDW
- SNA
2 stops7h 35m
Southwest
Deal found 4/29![Southwest logo]()
$457
This Kiwi.com deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 7/294:38 pm
SNA
- RFD
1 stop17h 46m
Multiple Airlines
Sun 8/21:14 pm
RFD
- SNA
1 stop11h 06m
Multiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$428
This Southwest deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” 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 8/15:50 pm
SNA
- MDW
2 stops9h 30m
Southwest
Thu 8/66:15 am
MDW
- SNA
2 stops9h 10m
Southwest
Deal found 5/2![Southwest logo]()
$475
This Delta deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 5/206:45 am
SNA
- MDW
1 stop7h 27m
Delta
Sun 5/241:59 pm
MDW
- SNA
1 stop8h 35m
Delta
Deal found 4/29![Delta logo]()
$599
Last-minute flights from Santa Ana to ChicagoDiscover last-minute flight deals from Santa Ana to Chicago. Data last updated May 4, 2026 and is based on user searches.
Discover last-minute flight deals from Santa Ana to Chicago. Data last updated May 4, 2026 and is based on user searches.
This Trip.com deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” 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.
Tue 5/126:07 pm
SNA
- ORD
1 stop8h 58m
Multiple Airlines
Wed 5/139:37 pm
ORD
- SNA
1 stop13h 32m
Multiple Airlines
Deal found 5/1![Multiple Airlines logo]()
$328
This Expedia deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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.
Tue 5/198:58 pm
SNA
- ORD
1 stop15h 34m
Multiple Airlines
Sun 5/249:37 pm
ORD
- SNA
1 stop13h 32m
Multiple Airlines
Deal found 4/30![Multiple Airlines logo]()
$326
This Frontier deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” 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 5/219:54 am
SNA
- ORD
1 stop8h 38m
Frontier
Sat 5/239:37 pm
ORD
- SNA
1 stop13h 32m
Frontier
Deal found 5/1![Frontier logo]()
$325
This Orbitz deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/239:54 am
SNA
- ORD
1 stop8h 38m
Multiple Airlines
Wed 5/275:04 pm
ORD
- SNA
Nonstop4h 27m
Multiple Airlines
Deal found 5/1![Multiple Airlines logo]()
$327
This United Airlines deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 5/264:00 pm
SNA
- ORD
1 stop6h 44m
United Airlines
Sun 5/315:00 am
ORD
- SNA
1 stop6h 07m
United Airlines
Deal found 4/30![United Airlines logo]()
$324
This Southwest deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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 5/276:45 am
SNA
- MDW
1 stop7h 50m
Southwest
Sat 5/305:10 am
MDW
- SNA
1 stop6h 30m
Southwest
Deal found 4/28![Southwest logo]()
$323
This Kiwi.com deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” 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 5/272:30 pm
SNA
- MDW
1 stop26h 29m
Allegiant Air
Sun 5/317:49 pm
MDW
- SNA
1 stop15h 59m
Allegiant Air
Deal found 5/1![Allegiant Air logo]()
$325
This United Airlines deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” 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 5/282:10 pm
SNA
- ORD
Nonstop4h 16m
United Airlines
Wed 6/36:13 am
ORD
- SNA
1 stop7h 53m
United Airlines
Deal found 5/3![United Airlines logo]()
$319
This American Airlines deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 5/297:42 pm
SNA
- ORD
1 stop8h 37m
American Airlines
Wed 6/35:04 pm
ORD
- SNA
Nonstop4h 27m
American Airlines
Deal found 4/30![American Airlines logo]()
$320
This Kiwi.com deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” 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 5/294:20 pm
SNA
- ORD
2 stops12h 14m
Multiple Airlines
Tue 6/25:11 pm
ORD
- SNA
1 stop21h 14m
Multiple Airlines
Deal found 5/4![Multiple Airlines logo]()
$323
This Delta deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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
Wed 6/31:59 pm
MDW
- SNA
1 stop8h 35m
Delta
Deal found 4/29![Delta logo]()
$329
This Kiwi.com deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 6/246:45 am
SNA
- ORD
2 stops16h 03m
Multiple Airlines
Sat 6/277:20 am
ORD
- SNA
1 stop7h 14m
Multiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$321
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 May 4, 2026.
Search for one-way flight options from Santa Ana to Chicago. Find affordable one-way fares based on user searches. Data last updated May 4, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 5/169:54 am
SNA
- ORD
2 stops21h 33m
Frontier
Deal found 4/30![Frontier logo]()
$171
This Spirit deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Spirit is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/124:33 pm
SNA
- ORD
2 stops15h 21m
Spirit Airlines
Deal found 5/2![Spirit Airlines logo]()
$172
This Kiwi.com deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 8/157:30 am
SNA
- ORD
1 stop19h 58m
Multiple Airlines
Deal found 4/30![Multiple Airlines logo]()
$173
This CheapOair deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 6/174:33 pm
SNA
- ORD
1 stop11h 01m
Spirit Airlines
Deal found 4/29![Spirit Airlines logo]()
$174
This Southwest deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 7/275:15 pm
SNA
- MDW
1 stop5h 20m
Southwest
Deal found 4/30![Southwest logo]()
$175
This Alaska Airlines deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 9/178:05 am
SNA
- ORD
1 stop9h 50m
Alaska Airlines
Deal found 4/30![Alaska Airlines logo]()
$175
This Kiwi.com deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” 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 6/171:43 pm
SNA
- MDW
1 stop27h 30m
Allegiant Air
Deal found 5/2![Allegiant Air logo]()
$176
This Kiwi.com deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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 5/294:20 pm
SNA
- MDW
2 stops19h 52m
Frontier
Deal found 4/29![Frontier logo]()
$177
This Kiwi.com deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 5/294:20 pm
SNA
- ORD
2 stops12h 14m
Frontier
Deal found 4/30![Frontier logo]()
$177
This Kiwi.com deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” 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 7/102:27 pm
SNA
- RFD
1 stop19h 46m
Multiple Airlines
Deal found 5/3![Multiple Airlines logo]()
$178
This Kiwi.com deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” 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 5/241:33 pm
SNA
- ORD
2 stops52h 08m
Multiple Airlines
Deal found 5/1![Multiple Airlines logo]()
$178
This Trip.com deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” 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.
Sun 6/79:54 am
SNA
- ORD
1 stop8h 38m
Frontier
Deal found 5/3![Frontier logo]()
$179
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 May 4, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $317 (Kiwi.com) |
One-way from | $171 (Kiwi.com) |
Popular in | April |
Cheapest in | August |
Average price | $414 |
Good round-trip deal | $426 or less |
Good one-way deal | $301 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 May 4, 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
Tue 6/2
4:12 pm-12:59 am
1 stop6h 47m
Chicago O'Hare Intl
Sat 6/13
5:00 am-9:07 am
1 stop6h 07m
$324
Santa AnaChicago
SNA - RFD
SNARFD
Santa Ana J. Wayne/Orange Cnty
Fri 6/5
4:20 pm-12:14 pm
1 stop17h 54m
Chicago Greater Rockford
Wed 6/10
8:50 pm-2:15 pm
1 stop19h 25m
$327
Santa AnaChicago
SNA - MDW
SNAMDW
Santa Ana J. Wayne/Orange Cnty
Tue 8/18
6:45 am-4:15 pm
1 stop7h 30m
Chicago Midway
Sat 8/22
4:39 pm-10:36 pm
1 stop7h 57m
$329
Santa AnaChicago
SNA - ORD
SNAORD
Santa Ana J. Wayne/Orange Cnty
Sat 5/30
6:45 am-4:56 pm
1 stop8h 11m
Chicago O'Hare Intl
Tue 6/2
7:40 am-2:43 pm
1 stop9h 03m
$329
Santa AnaChicago
SNA - MDW
SNAMDW
Santa Ana J. Wayne/Orange Cnty
Wed 6/3
8:00 am-5:56 pm
1 stop7h 56m
Chicago Midway
Sat 6/6
1:59 pm-8:34 pm
1 stop8h 35m
$329
Santa AnaChicago
SNA - RFD
SNARFD
Santa Ana J. Wayne/Orange Cnty
Fri 7/10
2:27 pm-12:13 pm
1 stop19h 46m
Chicago Greater Rockford
Sun 7/12
1:14 pm-10:20 pm
1 stop11h 06m
$335
Santa AnaChicago
SNA - ORD
SNAORD
Santa Ana J. Wayne/Orange Cnty
Thu 8/13
10:48 am-5:00 pm
Nonstop4h 12m
Chicago O'Hare Intl
Mon 8/17
5:00 am-9:15 am
1 stop6h 15m
$335
Santa AnaChicago
SNA - ORD
SNAORD
Santa Ana J. Wayne/Orange Cnty
Sat 5/30
12:50 pm-11:25 pm
1 stop8h 35m
Chicago O'Hare Intl
Mon 6/1
4:50 pm-9:10 pm
1 stop6h 20m
$337
Santa AnaChicago
SNA - ORD
SNAORD
Santa Ana J. Wayne/Orange Cnty
Fri 7/10
4:00 pm-12:44 am
1 stop6h 44m
Chicago O'Hare Intl
Sun 7/12
5:00 am-9:07 am
1 stop6h 07m
$358
Santa AnaChicago
SNA - RFD
SNARFD
Santa Ana J. Wayne/Orange Cnty
Sun 6/14
9:20 pm-8:20 pm
1 stop21h 00m
Chicago Greater Rockford
Wed 6/17
8:50 pm-12:34 pm
2 stops17h 44m
$359
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 May.
| 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-MDW
SNA-RFD
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-MDW
SNA-RFD
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.
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 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 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 May 4, 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 May 4, 2026.
The most flights from SNA to CHI are scheduled on a Friday (25 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (19 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 182 minutes.
What is the most punctual flight time for Santa Ana to Chicago flights?
Historically, flights departing in the evening 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.
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 May 4, 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.
Overall
7.9
Entertainment
7.0
Crew
8.5
Boarding
8.1
Food
7.1
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Overall
7.9
Entertainment
7.0
Crew
8.5
Boarding
8.1
Food
7.1
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Overall
7.9
Entertainment
7.0
Crew
8.5
Boarding
8.1
Food
7.1
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Overall
7.9
Entertainment
7.0
Crew
8.5
Boarding
8.1
Food
7.1
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Overall
7.9
Entertainment
7.0
Crew
8.5
Boarding
8.1
Food
7.1
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Overall
7.9
Entertainment
7.0
Crew
8.5
Boarding
8.1
Food
7.1
Comfort
7.8
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 May 4, 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 May 4, 2026.
Popular flight searches
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Top 7 airlines flying from Santa Ana to Chicago
Discover the top 7 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 May 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$103 | Average$195 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$152 | Average$218 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$190 | Average$469 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$258 | Average$425 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$269 | Average$388 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$269 | Average$465 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$288 | Average$447 | FlexibilityNo cancel fee | On-time63% |