$122+ 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 4/16. Fares are subject to change and may not be available on all flights or dates of travel.
SNA — CHI
Mar 5 — Mar 121
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 63 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 February 3, 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 February 3, 2026.
This United Airlines deal was found by Cheapflights users on 2/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/32:22 pm
SNA
- ORD
Nonstop4h 03m
United Airlines
Mon 3/97:40 pm
ORD
- SNA
Nonstop4h 46m
United Airlines
Deal found 2/1![United Airlines logo]()
$269
This American Airlines deal was found by Cheapflights users on 2/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/243:23 pm
SNA
- ORD
Nonstop4h 12m
American Airlines
Tue 3/108:10 am
ORD
- SNA
Nonstop4h 36m
American Airlines
Deal found 2/2![American Airlines logo]()
$270
This Kiwi.com deal was found by Cheapflights users on 2/3. 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.
Thu 2/196:48 pm
SNA
- ORD
1 stop23h 29m
Multiple Airlines
Mon 2/237:35 am
ORD
- SNA
2 stops15h 22m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$271
This American Airlines deal was found by Cheapflights users on 2/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/13:24 pm
SNA
- ORD
Nonstop4h 12m
American Airlines
Sat 4/47:05 am
ORD
- SNA
1 stop11h 06m
American Airlines
Deal found 2/1![American Airlines logo]()
$272
This Kiwi.com deal was found by Cheapflights users on 2/2. 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.
Sun 3/87:53 pm
SNA
- ORD
1 stop8h 19m
Frontier
Wed 3/118:55 pm
ORD
- SNA
1 stop23h 16m
Frontier
Deal found 2/2![Frontier logo]()
$273
This Kiwi.com deal was found by Cheapflights users on 2/1. 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 5/38:20 pm
SNA
- ORD
1 stop8h 27m
Frontier
Mon 5/49:03 am
ORD
- SNA
2 stops11h 08m
Frontier
Deal found 2/1![Frontier logo]()
$274
This CheapOair deal was found by Cheapflights users on 2/1. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/241:20 pm
SNA
- ORD
1 stop14h 11m
Spirit Airlines
Sun 4/267:41 am
ORD
- SNA
2 stops10h 01m
Spirit Airlines
Deal found 2/1![Spirit Airlines logo]()
$275
This Kiwi.com deal was found by Cheapflights users on 2/2. 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.
Fri 3/62:34 pm
SNA
- MDW
1 stop6h 07m
Frontier
Sun 3/82:41 pm
MDW
- SNA
2 stops22h 06m
Frontier
Deal found 2/2![Frontier logo]()
$276
This Kiwi.com deal was found by Cheapflights users on 2/2. 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.
Fri 5/158:20 pm
SNA
- ORD
1 stop8h 27m
Multiple Airlines
Sun 5/178:53 pm
ORD
- SNA
1 stop23h 18m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$276
This Kiwi.com deal was found by Cheapflights users on 2/2. 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.
Fri 3/275:42 pm
SNA
- ORD
2 stops18h 34m
Multiple Airlines
Mon 3/308:55 pm
ORD
- SNA
1 stop19h 03m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$277
This Mytrip deal was found by Cheapflights users on 2/2. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/177:45 am
SNA
- ORD
2 stops21h 01m
Spirit Airlines
Sun 4/196:00 am
ORD
- SNA
2 stops16h 57m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$278
This United Airlines deal was found by Cheapflights users on 2/3. 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 8/2711:05 am
SNA
- ORD
Nonstop4h 00m
United Airlines
Sat 8/296:00 am
ORD
- SNA
1 stop7h 17m
United Airlines
Deal found 2/3![United Airlines logo]()
$279
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 February 3, 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 February 3, 2026.
This United Airlines deal was found by Cheapflights users on 2/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/2410:51 am
SNA
- ORD
Nonstop4h 03m
United Airlines
Sat 2/284:00 pm
ORD
- SNA
1 stop7h 45m
United Airlines
Deal found 2/2![United Airlines logo]()
$279
This Southwest deal was found by Cheapflights users on 2/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/32:15 pm
SNA
- MDW
1 stop5h 35m
Southwest
Mon 3/95:40 pm
MDW
- SNA
1 stop6h 15m
Southwest
Deal found 2/1![Southwest logo]()
$289
This Delta deal was found by Cheapflights users on 2/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/308:00 am
SNA
- MDW
1 stop8h 40m
Delta
Mon 4/62:05 pm
MDW
- SNA
1 stop8h 51m
Delta
Deal found 2/2![Delta logo]()
$289
This Kiwi.com deal was found by Cheapflights users on 2/3. 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.
Thu 2/196:48 pm
SNA
- RFD
1 stop22h 13m
Multiple Airlines
Mon 2/237:51 pm
RFD
- SNA
2 stops27h 06m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$299
This United Airlines deal was found by Cheapflights users on 2/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/76:45 am
SNA
- ORD
Nonstop4h 15m
United Airlines
Wed 4/157:30 am
ORD
- SNA
1 stop8h 06m
United Airlines
Deal found 2/1![United Airlines logo]()
$279
This Southwest deal was found by Cheapflights users on 2/3. 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.
Wed 4/17:30 pm
SNA
- MDW
1 stop7h 30m
Southwest
Sun 4/55:50 pm
MDW
- SNA
1 stop6h 20m
Southwest
Deal found 2/3![Southwest logo]()
$289
This Delta deal was found by Cheapflights users on 2/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/21:11 pm
SNA
- MDW
1 stop7h 17m
Delta
Tue 5/52:12 pm
MDW
- SNA
1 stop8h 45m
Delta
Deal found 2/1![Delta logo]()
$289
This Kiwi.com deal was found by Cheapflights users on 2/1. 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 2/197:25 pm
SNA
- RFD
1 stop21h 36m
Multiple Airlines
Sun 2/2212:41 pm
RFD
- SNA
1 stop21h 32m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$304
This United Airlines deal was found by Cheapflights users on 2/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/242:22 pm
SNA
- ORD
Nonstop4h 03m
United Airlines
Mon 3/307:49 pm
ORD
- SNA
Nonstop4h 41m
United Airlines
Deal found 2/2![United Airlines logo]()
$288
This Southwest deal was found by Cheapflights users on 2/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/122:05 pm
SNA
- MDW
1 stop5h 55m
Southwest
Tue 5/196:10 am
MDW
- SNA
1 stop6h 25m
Southwest
Deal found 2/1![Southwest logo]()
$289
This Delta deal was found by Cheapflights users on 2/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/511:15 am
SNA
- ORD
1 stop10h 37m
Delta
Thu 3/122:20 pm
ORD
- SNA
1 stop10h 09m
Delta
Deal found 2/1![Delta logo]()
$289
This Southwest deal was found by Cheapflights users on 2/2. 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 4/173:40 pm
SNA
- MDW
1 stop6h 15m
Southwest
Mon 4/205:15 pm
MDW
- SNA
1 stop6h 40m
Southwest
Deal found 2/2![Southwest logo]()
$289
This Delta deal was found by Cheapflights users on 2/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/31:40 pm
SNA
- ORD
1 stop6h 12m
Delta
Thu 3/122:20 pm
ORD
- SNA
1 stop10h 09m
Delta
Deal found 2/1![Delta logo]()
$289
This United Airlines deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 2/182:22 pm
SNA
- ORD
Nonstop4h 03m
United Airlines
Sat 2/216:25 am
ORD
- SNA
1 stop7h 53m
United Airlines
Deal found 1/31![United Airlines logo]()
$314
This Kiwi.com deal was found by Cheapflights users on 2/3. 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.
Wed 4/12:53 pm
SNA
- RFD
1 stop19h 02m
Multiple Airlines
Sun 4/512:45 pm
RFD
- SNA
1 stop23h 08m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$347
This Southwest deal was found by Cheapflights users on 2/2. 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.
Sun 3/89:05 pm
SNA
- MDW
1 stop6h 40m
Southwest
Wed 3/115:55 am
MDW
- SNA
1 stop6h 15m
Southwest
Deal found 2/2![Southwest logo]()
$289
This United Airlines deal was found by Cheapflights users on 2/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/172:20 pm
SNA
- ORD
Nonstop4h 05m
United Airlines
Sun 4/197:40 am
ORD
- SNA
1 stop8h 28m
United Airlines
Deal found 2/2![United Airlines logo]()
$314
This Southwest deal was found by Cheapflights users on 2/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/37:25 am
SNA
- MDW
1 stop7h 20m
Southwest
Tue 3/1010:05 am
MDW
- SNA
1 stop5h 55m
Southwest
Deal found 2/1![Southwest logo]()
$289
This Delta deal was found by Cheapflights users on 2/3. 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 2/207:10 am
SNA
- ORD
1 stop8h 32m
Delta
Tue 2/247:40 am
ORD
- SNA
1 stop10h 34m
Delta
Deal found 2/3![Delta logo]()
$324
This United Airlines deal was found by Cheapflights users on 2/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/192:22 pm
SNA
- ORD
Nonstop4h 03m
United Airlines
Tue 2/246:25 am
ORD
- SNA
1 stop7h 53m
United Airlines
Deal found 2/2![United Airlines logo]()
$314
This Southwest deal was found by Cheapflights users on 2/2. 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.
Mon 4/138:15 pm
SNA
- MDW
1 stop7h 30m
Southwest
Thu 4/165:15 pm
MDW
- SNA
1 stop6h 40m
Southwest
Deal found 2/2![Southwest logo]()
$289
This Southwest deal was found by Cheapflights users on 2/2. 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.
Tue 2/246:45 am
SNA
- ORD
1 stop6h 40m
Southwest
Thu 2/263:45 pm
ORD
- SNA
1 stop7h 35m
Southwest
Deal found 2/2![Southwest logo]()
$289
This Kiwi.com deal was found by Cheapflights users on 2/2. 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.
Fri 3/135:54 pm
SNA
- RFD
1 stop17h 09m
Multiple Airlines
Sun 3/1512:45 pm
RFD
- SNA
1 stop10h 28m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$463
This Southwest deal was found by Cheapflights users on 2/2. 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.
Tue 4/146:45 am
SNA
- MDW
2 stops7h 50m
Southwest
Thu 4/165:15 pm
MDW
- SNA
1 stop6h 40m
Southwest
Deal found 2/2![Southwest logo]()
$294
This Kiwi.com deal was found by Cheapflights users on 2/1. 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 5/274:37 pm
SNA
- RFD
2 stops16h 00m
Multiple Airlines
Sun 5/311:11 pm
RFD
- SNA
1 stop9h 46m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$477
This Southwest deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 6/102:15 pm
SNA
- ORD
1 stop5h 40m
Southwest
Sun 6/143:05 pm
ORD
- SNA
1 stop7h 25m
Southwest
Deal found 1/31![Southwest logo]()
$337
This Kiwi.com deal was found by Cheapflights users on 2/3. 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.
Wed 2/184:37 pm
SNA
- RFD
2 stops15h 00m
Multiple Airlines
Thu 2/1912:41 pm
RFD
- SNA
1 stop10h 16m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$544
This Kiwi.com deal was found by Cheapflights users on 2/2. 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.
Fri 7/32:06 pm
SNA
- RFD
2 stops20h 07m
Multiple Airlines
Sat 7/111:03 pm
RFD
- SNA
1 stop23h 40m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$567
This Kiwi.com deal was found by Cheapflights users on 2/2. 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.
Thu 3/199:44 pm
SNA
- RFD
1 stop20h 16m
Multiple Airlines
Sun 3/2212:45 pm
RFD
- SNA
1 stop10h 28m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$591
Last-minute flights from Santa Ana to ChicagoDiscover last-minute flight deals from Santa Ana to Chicago. Data last updated February 3, 2026 and is based on user searches.
Discover last-minute flight deals from Santa Ana to Chicago. Data last updated February 3, 2026 and is based on user searches.
This Travelocity deal was found by Cheapflights users on 2/2. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/128:58 am
SNA
- ORD
1 stop10h 05m
Multiple Airlines
Tue 2/172:07 pm
ORD
- SNA
1 stop8h 18m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$301
This Kiwi.com deal was found by Cheapflights users on 2/1. 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.
Fri 2/137:07 pm
SNA
- ORD
1 stop19h 46m
Multiple Airlines
Tue 2/1711:51 am
ORD
- SNA
2 stops29h 51m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$307
This Kiwi.com deal was found by Cheapflights users on 2/3. 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.
Thu 2/196:48 pm
SNA
- RFD
1 stop22h 13m
Multiple Airlines
Mon 2/237:51 pm
RFD
- SNA
2 stops27h 06m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$299
This Kiwi.com deal was found by Cheapflights users on 2/1. 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 2/197:25 pm
SNA
- RFD
1 stop21h 36m
Multiple Airlines
Sun 2/2212:41 pm
RFD
- SNA
1 stop21h 32m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$304
This Kiwi.com deal was found by Cheapflights users on 2/2. 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.
Thu 2/1912:46 pm
SNA
- MDW
1 stop8h 55m
Multiple Airlines
Tue 2/246:10 am
MDW
- SNA
2 stops16h 47m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$309
This Kiwi.com deal was found by Cheapflights users on 2/2. 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.
Fri 2/2012:36 pm
SNA
- MDW
1 stop9h 05m
Frontier
Sun 2/223:21 pm
MDW
- SNA
1 stop29h 01m
Frontier
Deal found 2/2![Frontier logo]()
$288
This Kiwi.com deal was found by Cheapflights users on 1/31. Clicking the “Pick Dates” 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 2/2312:36 pm
SNA
- MDW
1 stop9h 08m
Frontier
Fri 2/277:53 pm
MDW
- SNA
2 stops24h 47m
Frontier
Deal found 1/31![Frontier logo]()
$322
This Southwest deal was found by Cheapflights users on 2/2. 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.
Tue 2/2412:00 pm
SNA
- MDW
2 stops7h 50m
Southwest
Sat 2/286:10 am
MDW
- SNA
1 stop8h 25m
Southwest
Deal found 2/2![Southwest logo]()
$328
This Southwest deal was found by Cheapflights users on 2/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/37:25 am
SNA
- MDW
1 stop7h 20m
Southwest
Tue 3/1010:05 am
MDW
- SNA
1 stop5h 55m
Southwest
Deal found 2/1![Southwest logo]()
$289
This Kiwi.com deal was found by Cheapflights users on 2/2. 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.
Thu 3/512:46 pm
SNA
- MDW
1 stop9h 05m
Frontier
Sun 3/82:16 pm
MDW
- SNA
1 stop26h 20m
Frontier
Deal found 2/2![Frontier logo]()
$295
This Kiwi.com deal was found by Cheapflights users on 2/2. 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.
Fri 3/62:34 pm
SNA
- MDW
1 stop6h 07m
Frontier
Sun 3/82:41 pm
MDW
- SNA
2 stops22h 06m
Frontier
Deal found 2/2![Frontier logo]()
$276
This Southwest deal was found by Cheapflights users on 2/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/198:50 pm
SNA
- MDW
1 stop6h 30m
Southwest
Mon 3/235:40 pm
MDW
- SNA
1 stop6h 15m
Southwest
Deal found 2/1![Southwest logo]()
$323
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 February 3, 2026.
Search for one-way flight options from Santa Ana to Chicago. Find affordable one-way fares based on user searches. Data last updated February 3, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/2. 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.
Thu 4/165:27 pm
SNA
- MDW
1 stop19h 22m
Frontier
Deal found 2/2![Frontier logo]()
$122
This Trip.com deal was found by Cheapflights users on 2/3. 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.
Thu 2/1912:46 pm
SNA
- MDW
1 stop8h 55m
Frontier
Deal found 2/3![Frontier logo]()
$124
This Kiwi.com deal was found by Cheapflights users on 2/2. 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.
Mon 3/27:10 pm
SNA
- ORD
2 stops42h 42m
Frontier
Deal found 2/2![Frontier logo]()
$124
This CheapOair deal was found by Cheapflights users on 2/3. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/2612:56 pm
SNA
- ORD
1 stop9h 00m
Alaska Airlines
Deal found 2/3![Alaska Airlines logo]()
$125
This Kiwi.com deal was found by Cheapflights users on 2/2. 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.
Sat 4/116:45 am
SNA
- ORD
2 stops20h 54m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$127
This Kiwi.com deal was found by Cheapflights users on 2/2. 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.
Thu 2/1912:46 pm
SNA
- ORD
1 stop29h 31m
Frontier
Deal found 2/2![Frontier logo]()
$128
This CheapOair deal was found by Cheapflights users on 2/3. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/194:37 pm
SNA
- ORD
1 stop10h 54m
Spirit Airlines
Deal found 2/3![Spirit Airlines logo]()
$129
This CheapOair deal was found by Cheapflights users on 2/3. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/66:45 am
SNA
- ORD
1 stop15h 11m
Alaska Airlines
Deal found 2/3![Alaska Airlines logo]()
$130
This Kiwi.com deal was found by Cheapflights users on 2/2. 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.
Tue 3/316:45 am
SNA
- ORD
2 stops24h 05m
Spirit Airlines
Deal found 2/2![Spirit Airlines logo]()
$131
This Kiwi.com deal was found by Cheapflights users on 2/3. 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.
Mon 3/95:42 pm
SNA
- MDW
2 stops38h 43m
Frontier
Deal found 2/3![Frontier logo]()
$133
This Kiwi.com deal was found by Cheapflights users on 2/1. 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 2/268:58 am
SNA
- ORD
2 stops20h 36m
Frontier
Deal found 2/1![Frontier logo]()
$133
This Kiwi.com deal was found by Cheapflights users on 2/3. 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.
Mon 3/94:37 pm
SNA
- MDW
3 stops26h 17m
Multiple Airlines
Deal found 2/3![Multiple Airlines logo]()
$134
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 February 3, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $269 (United Airlines) |
One-way from | $122 (Kiwi.com) |
Popular in | January |
Cheapest in | August |
Average price | $403 |
Good round-trip deal | $360 or less |
Good one-way deal | $270 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 February 3, 2026.
Use the filters below to find and compare flights from Santa Ana to Chicago that are best for you.
Fly from
Santa Ana
Fly to
Chicago
Route
Depart
Return
Price
Santa AnaChicago
SNA - ORD
SNAORD
Santa Ana J. Wayne/Orange Cnty
Tue 2/24
10:51 am-4:54 pm
Nonstop4h 03m
Chicago O'Hare Intl
Sat 2/28
4:00 pm-9:45 pm
1 stop7h 45m
$279
Santa AnaChicago
SNA - ORD
SNAORD
Santa Ana J. Wayne/Orange Cnty
Tue 4/7
6:45 am-1:00 pm
Nonstop4h 15m
Chicago O'Hare Intl
Wed 4/15
7:30 am-1:36 pm
1 stop8h 06m
$279
Santa AnaChicago
SNA - ORD
SNAORD
Santa Ana J. Wayne/Orange Cnty
Tue 3/24
2:22 pm-8:25 pm
Nonstop4h 03m
Chicago O'Hare Intl
Mon 3/30
7:49 pm-10:30 pm
Nonstop4h 41m
$288
Santa AnaChicago
SNA - MDW
SNAMDW
Santa Ana J. Wayne/Orange Cnty
Tue 3/3
2:15 pm-9:50 pm
1 stop5h 35m
Chicago Midway
Mon 3/9
5:40 pm-9:55 pm
1 stop6h 15m
$289
Santa AnaChicago
SNA - MDW
SNAMDW
Santa Ana J. Wayne/Orange Cnty
Mon 3/30
8:00 am-6:40 pm
1 stop8h 40m
Chicago Midway
Mon 4/6
2:05 pm-8:56 pm
1 stop8h 51m
$289
Santa AnaChicago
SNA - MDW
SNAMDW
Santa Ana J. Wayne/Orange Cnty
Wed 4/1
7:30 pm-5:00 am
1 stop7h 30m
Chicago Midway
Sun 4/5
5:50 pm-10:10 pm
1 stop6h 20m
$289
Santa AnaChicago
SNA - MDW
SNAMDW
Santa Ana J. Wayne/Orange Cnty
Sat 5/2
1:11 pm-10:28 pm
1 stop7h 17m
Chicago Midway
Tue 5/5
2:12 pm-8:57 pm
1 stop8h 45m
$289
Santa AnaChicago
SNA - MDW
SNAMDW
Santa Ana J. Wayne/Orange Cnty
Tue 5/12
2:05 pm-10:00 pm
1 stop5h 55m
Chicago Midway
Tue 5/19
6:10 am-10:35 am
1 stop6h 25m
$289
Santa AnaChicago
SNA - ORD
SNAORD
Santa Ana J. Wayne/Orange Cnty
Thu 3/5
11:15 am-11:52 pm
1 stop10h 37m
Chicago O'Hare Intl
Thu 3/12
2:20 pm-10:29 pm
1 stop10h 09m
$289
Santa AnaChicago
SNA - MDW
SNAMDW
Santa Ana J. Wayne/Orange Cnty
Fri 4/17
3:40 pm-11:55 pm
1 stop6h 15m
Chicago Midway
Mon 4/20
5:15 pm-9:55 pm
1 stop6h 40m
$289
Showing 1-10 of 59 results
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 February.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy3 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?
Use this chart to determine the optimal time to book a round-trip flight from Santa Ana to Chicago. Price data was last updated on January 30, 2026.
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 22 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 $77). Flying from Santa Ana, California to Chicago in October is currently the most expensive (average of $147). 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 February 3, 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 February 3, 2026.
The most flights from SNA to CHI are scheduled on a Monday (22 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (16 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 8% of weekly flights between Santa Ana and Chicago have experienced delays in the past year, with the average delay time being 177 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?
Tuesday 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 February 3, 2026.
Read through reviews of airlines operating flights from Santa Ana to Chicago, such as Alaska Airlines, Southwest, and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Food
7.1
Comfort
7.8
Boarding
8.1
Entertainment
7.0
Overall
8.0
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
Food
7.1
Comfort
7.8
Boarding
8.1
Entertainment
7.0
Overall
8.0
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
Food
7.1
Comfort
7.8
Boarding
8.1
Entertainment
7.0
Overall
8.0
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
Food
7.1
Comfort
7.8
Boarding
8.1
Entertainment
7.0
Overall
8.0
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
Food
7.1
Comfort
7.8
Boarding
8.1
Entertainment
7.0
Overall
8.0
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
Food
7.1
Comfort
7.8
Boarding
8.1
Entertainment
7.0
Overall
8.0
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
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 locationsLansing
Merrillville
Hammond
Porter
Benton Harbor
Browse thousands of different options on Cheapflights for your next trip
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Alternative routes for Santa Ana to Chicago
See prices for flight routes from nearby airports that may be better suited for you.
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 February 3, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$103 | Average$194 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$152 | Average$232 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$190 | Average$476 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$269 | Average$445 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$269 | Average$380 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$288 | Average$443 | FlexibilityNo cancel fee | On-time63% |