$152+ Cheap flights from Chicago (CHI) to Anaheim, CA
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 9/4. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SNA
Sep 4 — Sep 111
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Anaheim 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 Chicago to Anaheim are usually found in September or October, booked 32 days in advance, depart on a Tuesday or Friday and return on a Saturday
Cheap flight deals from Chicago to Anaheim
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Cheapest flights from Chicago to AnaheimExplore the most affordable flight options available from Chicago to Anaheim. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 5, 2026.
Explore the most affordable flight options available from Chicago to Anaheim. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 5, 2026.
This CheapOair deal was found by Cheapflights users on 8/4. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/49:20 am -
1 stop10h 34m
Mon 9/77:53 pm -
1 stop20h 28m
Deal found 8/4![Frontier logo]()
$299
This Kiwi.com deal was found by Cheapflights users on 8/4. 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.
Thu 8/272:41 pm -
1 stop19h 43m
Thu 9/109:30 am -
2 stops13h 15m
Deal found 8/4![Frontier logo]()
$301
This Kiwi.com deal was found by Cheapflights users on 8/3. 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.
Sun 9/278:55 pm -
1 stop22h 20m
Thu 10/16:00 pm -
2 stops28h 23m
Deal found 8/3![Frontier logo]()
$302
This Kiwi.com deal was found by Cheapflights users on 7/31. 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.
Thu 8/202:41 pm -
1 stop19h 43m
Mon 8/242:27 pm -
2 stops47h 32m
Deal found 7/31![Frontier logo]()
$303
This Kiwi.com deal was found by Cheapflights users on 7/31. 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.
Sat 8/222:41 pm -
2 stops21h 10m
Mon 8/249:09 am -
1 stop26h 27m
Deal found 7/31![Multiple Airlines logo]()
$305
This Orbitz deal was found by Cheapflights users on 8/1. 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.
Thu 10/811:06 am -
1 stop25h 06m
Mon 10/123:07 pm -
1 stop7h 26m
Deal found 8/1![Frontier logo]()
$308
This Priceline deal was found by Cheapflights users on 8/4. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/279:20 am -
1 stop10h 34m
Tue 9/11:02 pm -
1 stop8h 57m
Deal found 8/4![Multiple Airlines logo]()
$309
This Southwest deal was found by Cheapflights users on 8/4. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/55:40 am -
1 stop7h 40m
Fri 9/111:50 pm -
1 stop7h 05m
Deal found 8/4![Southwest logo]()
$309
This Frontier deal was found by Cheapflights users on 7/31. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/256:30 am -
1 stop6h 35m
Mon 9/2810:45 am -
1 stop12h 00m
Deal found 7/31![Frontier logo]()
$310
This Frontier deal was found by Cheapflights users on 8/1. 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.
Fri 9/256:30 am -
1 stop6h 35m
Sun 9/2710:45 am -
1 stop12h 00m
Deal found 8/1![Frontier logo]()
$311
This CheapOair deal was found by Cheapflights users on 8/4. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/288:11 pm -
1 stop20h 37m
Sun 8/307:53 pm -
1 stop21h 09m
Deal found 8/4![Frontier logo]()
$312
This Delta deal was found by Cheapflights users on 8/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/59:24 am -
2 stops14h 32m
Fri 9/116:02 pm -
2 stops12h 46m
Deal found 8/4![Delta logo]()
$319
Best flights from Chicago to AnaheimDiscover carefully curated flight deals from Chicago to Anaheim that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 5, 2026.
Discover carefully curated flight deals from Chicago to Anaheim that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 5, 2026.
This Delta deal was found by Cheapflights users on 8/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/35:30 am -
1 stop9h 16m
Sun 9/612:15 pm -
1 stop9h 42m
Deal found 8/4![Delta logo]()
$334
This Alaska Airlines deal was found by Cheapflights users on 8/2. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/28:42 pm -
1 stop15h 35m
Sun 12/67:45 am -
1 stop10h 10m
Deal found 8/2![Alaska Airlines logo]()
$339
This United Airlines deal was found by Cheapflights users on 8/4. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/147:55 pm -
Nonstop4h 30m
Mon 9/284:15 pm -
1 stop5h 44m
Deal found 8/4![United Airlines logo]()
$349
This Southwest deal was found by Cheapflights users on 8/3. 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.
Thu 11/267:35 am -
1 stop8h 35m
Fri 12/46:45 am -
1 stop6h 15m
Deal found 8/3![Southwest logo]()
$358
This Delta deal was found by Cheapflights users on 8/3. 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.
Thu 11/269:30 am -
2 stops11h 12m
Fri 12/411:40 am -
1 stop9h 16m
Deal found 8/3![Delta logo]()
$339
This Southwest deal was found by Cheapflights users on 8/4. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/247:10 am -
1 stop7h 20m
Tue 9/296:45 am -
2 stops7h 15m
Deal found 8/4![Southwest logo]()
$362
This Southwest deal was found by Cheapflights users on 8/4. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/16:15 pm -
1 stop6h 00m
Mon 10/53:20 pm -
2 stops7h 35m
Deal found 8/4![Southwest logo]()
$362
This Delta deal was found by Cheapflights users on 8/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/41:59 pm -
2 stops10h 01m
Mon 9/78:11 am -
1 stop6h 48m
Deal found 8/4![Delta logo]()
$364
This United Airlines deal was found by Cheapflights users on 8/4. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/35:00 am -
1 stop6h 30m
Thu 10/82:26 pm -
Nonstop4h 14m
Deal found 8/4![United Airlines logo]()
$424
This Delta deal was found by Cheapflights users on 8/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1711:29 am -
2 stops13h 01m
Tue 11/2411:59 am -
1 stop10h 00m
Deal found 8/4![Delta logo]()
$364
This Southwest deal was found by Cheapflights users on 8/4. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/117:10 am -
1 stop5h 40m
Sun 9/134:55 pm -
1 stop5h 35m
Deal found 8/4![Southwest logo]()
$387
This Delta deal was found by Cheapflights users on 7/31. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/247:00 am -
1 stop8h 11m
Tue 9/296:02 pm -
2 stops11h 54m
Deal found 7/31![Delta logo]()
$364
This Southwest deal was found by Cheapflights users on 8/2. 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 8/2412:15 pm -
1 stop6h 10m
Sun 8/306:55 pm -
1 stop8h 05m
Deal found 8/2![Southwest logo]()
$392
This Delta deal was found by Cheapflights users on 8/2. 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.
Wed 10/2810:44 am -
2 stops13h 21m
Sun 11/12:00 pm -
1 stop7h 52m
Deal found 8/2![Delta logo]()
$364
This Southwest deal was found by Cheapflights users on 8/1. 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 10/226:05 am -
1 stop7h 30m
Sun 10/259:00 pm -
1 stop6h 50m
Deal found 8/1![Southwest logo]()
$392
This Delta deal was found by Cheapflights users on 8/3. 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 9/412:46 pm -
1 stop7h 51m
Thu 9/106:02 pm -
2 stops12h 46m
Deal found 8/3![Delta logo]()
$364
This Delta deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 11/1311:29 am -
2 stops12h 45m
Mon 11/166:59 pm -
2 stops13h 46m
Deal found 8/5![Delta logo]()
$369
This Southwest deal was found by Cheapflights users on 7/31. 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.
Sun 11/227:20 am -
1 stop7h 45m
Fri 11/277:35 pm -
1 stop7h 25m
Deal found 7/31![Southwest logo]()
$417
This Delta deal was found by Cheapflights users on 8/1. 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.
Wed 9/21:59 pm -
2 stops10h 01m
Wed 9/99:55 am -
2 stops12h 04m
Deal found 8/1![Delta logo]()
$369
This Delta deal was found by Cheapflights users on 8/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/29:59 am -
2 stops8h 15m
Wed 9/98:10 am -
2 stops12h 34m
Deal found 8/4![Delta logo]()
$369
This Delta deal was found by Cheapflights users on 8/1. 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 8/1812:46 pm -
1 stop7h 51m
Wed 9/911:38 am -
1 stop9h 06m
Deal found 8/1![Delta logo]()
$394
This Delta deal was found by Cheapflights users on 7/31. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/1511:22 am -
2 stops13h 03m
Sat 8/226:45 am -
1 stop8h 06m
Deal found 7/31![Delta logo]()
$399
This Delta deal was found by Cheapflights users on 8/3. 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.
Wed 9/1611:17 am -
2 stops12h 47m
Sun 9/202:06 pm -
1 stop7h 51m
Deal found 8/3![Delta logo]()
$424
Last-minute flights from Chicago to AnaheimDiscover last-minute flight deals from Chicago to Anaheim. Data last updated August 5, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Anaheim. Data last updated August 5, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 7/31. 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.
Thu 8/202:41 pm -
1 stop19h 43m
Mon 8/242:27 pm -
2 stops47h 32m
Deal found 7/31![Frontier logo]()
$303
This Kiwi.com deal was found by Cheapflights users on 7/31. 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.
Sat 8/222:41 pm -
2 stops21h 10m
Mon 8/249:09 am -
1 stop26h 27m
Deal found 7/31![Multiple Airlines logo]()
$305
This Kiwi.com deal was found by Cheapflights users on 8/4. 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.
Thu 8/272:41 pm -
1 stop19h 43m
Thu 9/109:30 am -
2 stops13h 15m
Deal found 8/4![Frontier logo]()
$301
This Priceline deal was found by Cheapflights users on 8/4. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/279:20 am -
1 stop10h 34m
Tue 9/11:02 pm -
1 stop8h 57m
Deal found 8/4![Multiple Airlines logo]()
$309
This Southwest deal was found by Cheapflights users on 8/4. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/277:10 am -
1 stop5h 40m
Sat 9/511:05 am -
1 stop5h 25m
Deal found 8/4![Southwest logo]()
$328
This CheapOair deal was found by Cheapflights users on 8/4. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/288:11 pm -
1 stop20h 37m
Sun 8/307:53 pm -
1 stop21h 09m
Deal found 8/4![Frontier logo]()
$312
This CheapOair deal was found by Cheapflights users on 8/4. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/49:20 am -
1 stop10h 34m
Mon 9/77:53 pm -
1 stop20h 28m
Deal found 8/4![Frontier logo]()
$299
This Southwest deal was found by Cheapflights users on 8/4. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/55:40 am -
1 stop7h 40m
Fri 9/111:50 pm -
1 stop7h 05m
Deal found 8/4![Southwest logo]()
$309
This Delta deal was found by Cheapflights users on 8/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/59:24 am -
2 stops14h 32m
Fri 9/116:02 pm -
2 stops12h 46m
Deal found 8/4![Delta logo]()
$319
This Frontier deal was found by Cheapflights users on 7/31. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/256:30 am -
1 stop6h 35m
Mon 9/2810:45 am -
1 stop12h 00m
Deal found 7/31![Frontier logo]()
$310
This Frontier deal was found by Cheapflights users on 8/1. 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.
Fri 9/256:30 am -
1 stop6h 35m
Sun 9/2710:45 am -
1 stop12h 00m
Deal found 8/1![Frontier logo]()
$311
This Kiwi.com deal was found by Cheapflights users on 8/3. 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.
Sun 9/278:55 pm -
1 stop22h 20m
Thu 10/16:00 pm -
2 stops28h 23m
Deal found 8/3![Frontier logo]()
$302
One-way flights from Chicago to AnaheimSearch for one-way flight options from Chicago to Anaheim. Find affordable one-way fares based on user searches. Data last updated August 5, 2026.
Search for one-way flight options from Chicago to Anaheim. Find affordable one-way fares based on user searches. Data last updated August 5, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/4. 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 9/48:11 pm -
1 stop20h 37m
Deal found 8/4![Frontier logo]()
$152
This Kiwi.com deal was found by Cheapflights users on 8/2. 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 9/176:00 am -
2 stops28h 45m
Deal found 8/2![Frontier logo]()
$153
This Kiwi.com deal was found by Cheapflights users on 8/1. 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 10/28:55 pm -
1 stop22h 45m
Deal found 8/1![Multiple Airlines logo]()
$154
This Kiwi.com deal was found by Cheapflights users on 8/2. 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 11/14:00 pm -
1 stop23h 32m
Deal found 8/2![Frontier logo]()
$156
This Kiwi.com deal was found by Cheapflights users on 8/2. 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 11/32:46 pm -
2 stops28h 54m
Deal found 8/2![Multiple Airlines logo]()
$157
This Kiwi.com deal was found by Cheapflights users on 8/2. 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 9/301:21 pm -
1 stop29h 54m
Deal found 8/2![Frontier logo]()
$158
This Kiwi.com deal was found by Cheapflights users on 8/1. 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 10/2910:40 pm -
1 stop13h 31m
Deal found 8/1![Frontier logo]()
$159
This Expedia deal was found by Cheapflights users on 8/1. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/306:00 am -
1 stop9h 49m
Deal found 8/1![Alaska Airlines logo]()
$160
This Kiwi.com deal was found by Cheapflights users on 8/1. 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 9/306:30 am -
2 stops13h 10m
Deal found 8/1![Multiple Airlines logo]()
$161
This Kiwi.com deal was found by Cheapflights users on 8/4. 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.
Tue 9/151:21 pm -
1 stop30h 19m
Deal found 8/4![Multiple Airlines logo]()
$162
This Kiwi.com deal was found by Cheapflights users on 8/3. 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 10/216:40 am -
2 stops36h 55m
Deal found 8/3![Frontier logo]()
$162
This Kiwi.com deal was found by Cheapflights users on 7/31. 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.
Wed 9/22:41 pm -
1 stop20h 13m
Deal found 7/31![Frontier logo]()
$164
Find flight deals from Chicago to Anaheim
Keep the following information in mind while searching for Chicago to Anaheim flight deals. Data was last updated August 5, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $299 (CheapOair) |
One-way from | $152 (Kiwi.com) |
Popular in | June |
Cheapest in | September |
Average price | $377 |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Anaheim 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 August 5, 2026.
Use the filters below to find and compare flights from Chicago to Anaheim that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoSanta Ana
ORD - SNA
ORDSNA
Chicago O'Hare Intl
Thu 9/3
5:30 am-12:46 pm
1 stop9h 16m
Santa Ana J. Wayne/Orange Cnty
Sun 9/6
12:15 pm-11:57 pm
1 stop9h 42m
$334
ChicagoSanta Ana
ORD - SNA
ORDSNA
Chicago O'Hare Intl
Wed 12/2
8:42 pm-10:17 am
1 stop15h 35m
Santa Ana J. Wayne/Orange Cnty
Sun 12/6
7:45 am-7:55 pm
1 stop10h 10m
$339
ChicagoSanta Ana
MDW - SNA
MDWSNA
Chicago Midway
Thu 11/26
9:30 am-6:42 pm
2 stops11h 12m
Santa Ana J. Wayne/Orange Cnty
Fri 12/4
11:40 am-10:56 pm
1 stop9h 16m
$339
Quickest round-trip
ChicagoSanta Ana
ORD - SNA
ORDSNA
Chicago O'Hare Intl
Mon 9/14
7:55 pm-10:25 pm
Nonstop4h 30m
Santa Ana J. Wayne/Orange Cnty
Mon 9/28
4:15 pm-11:59 pm
1 stop5h 44m
$349
ChicagoSanta Ana
MDW - SNA
MDWSNA
Chicago Midway
Thu 11/26
7:35 am-2:10 pm
1 stop8h 35m
Santa Ana J. Wayne/Orange Cnty
Fri 12/4
6:45 am-3:00 pm
1 stop6h 15m
$358
ChicagoSanta Ana
MDW - SNA
MDWSNA
Chicago Midway
Thu 9/24
7:10 am-12:30 pm
1 stop7h 20m
Santa Ana J. Wayne/Orange Cnty
Tue 9/29
6:45 am-4:00 pm
2 stops7h 15m
$362
ChicagoSanta Ana
MDW - SNA
MDWSNA
Chicago Midway
Thu 10/1
6:15 pm-10:15 pm
1 stop6h 00m
Santa Ana J. Wayne/Orange Cnty
Mon 10/5
3:20 pm-12:55 am
2 stops7h 35m
$362
ChicagoSanta Ana
ORD - SNA
ORDSNA
Chicago O'Hare Intl
Fri 9/4
1:59 pm-10:00 pm
2 stops10h 01m
Santa Ana J. Wayne/Orange Cnty
Mon 9/7
8:11 am-4:59 pm
1 stop6h 48m
$364
ChicagoSanta Ana
ORD - SNA
ORDSNA
Chicago O'Hare Intl
Tue 11/17
11:29 am-10:30 pm
2 stops13h 01m
Santa Ana J. Wayne/Orange Cnty
Tue 11/24
11:59 am-11:59 pm
1 stop10h 00m
$364
ChicagoSanta Ana
ORD - SNA
ORDSNA
Chicago O'Hare Intl
Thu 9/24
7:00 am-1:11 pm
1 stop8h 11m
Santa Ana J. Wayne/Orange Cnty
Tue 9/29
6:02 pm-7:56 am
2 stops11h 54m
$364
Showing 1-10 of 44 resultsSorted by cheapest first
Best time to book a flight from Chicago to Anaheim
Have a flexible travel schedule? Discover the best time to fly to Anaheim from Chicago with our price prediction graph.
ORD-SNA
MDW-SNA
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 Chicago to Anaheim
CHI-AN4
ORD-SNA
MDW-SNA
What is the cheapest time of day to fly from CHI to AN4?
Find hourly flight availability from Chicago to Anaheim. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 5, 2026.
It’s typically best to fly out from Chicago to Anaheim in the evening. Doing so could potentially save you 16% on the flight price compared to flying at noon, which is usually more expensive.
Weekly flight availability from Chicago to Anaheim
Explore weekly flight availability from Chicago to Anaheim. 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 August 5, 2026.
The most flights from CHI to AN4 are scheduled on a Tuesday (20 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (4 on average).
How much does it cost to fly round-trip from Chicago to Anaheim?
Airfare is typical for this route at the moment.
Chicago to Anaheim flights typically cost between $294 and $443 in September.The cheapest round-trip price found within the last 5 days was $299 on Frontier (Sep 4-Sep 7).
What is the cheapest day to fly from Chicago to Anaheim?
Use this chart to determine the cheapest time to fly round-trip from Chicago to Anaheim. Price data was last updated on August 1, 2026.
Travelers seeking maximum savings on their Chicago to Anaheim flight should consider departing on Monday evenings when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Anaheim
Get insights into the airlines that provide service to Anaheim. 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 Anaheim. Reviews last updated August 5, 2026.
Peruse reviews from past customers who have flown with Southwest,Alaska Airlines, andUnited Airlines from Chicago to Anaheim to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.6
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Overall
8.0
Food
7.0
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Crew
8.6
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Overall
8.0
Food
7.0
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Crew
8.6
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Overall
8.0
Food
7.0
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Crew
8.6
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Overall
8.0
Food
7.0
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Crew
8.6
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Overall
8.0
Food
7.0
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Crew
8.6
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Overall
8.0
Food
7.0
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Related info for your journey
Find useful and relevant information for your journey from Chicago to Anaheim. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Complete your trip
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Chicago and Anaheim flights
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Other flights from Chicago
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Popular flight searches
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Chicago to Anaheim flights
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Top 7 airlines flying from Chicago to Anaheim
Discover the top 7 airlines that operate flights from Chicago to Anaheim. 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 August 5, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$87 | Average$271 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$183 | Average$417 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$189 | Average$353 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$199 | Average$364 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$200 | Average$408 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$215 | Average$446 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$359 | Average$561 | FlexibilityNo cancel fee | On-time75% |