$155+ 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 8/18. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SNA
Jul 24 — Jul 311
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 42 days in advance, depart on a Saturday or Friday and return on a Wednesday
Cheap flight deals from Chicago to Anaheim
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Best
Last-minute
One-way
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 June 24, 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 June 24, 2026.
This Delta deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” 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 8/287:00 am
ORD
- SNA
1 stop8h 20m
Delta
Tue 9/11:44 pm
SNA
- ORD
1 stop5h 46m
Delta
Deal found 6/23![Delta logo]()
$329
This Southwest deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/295:30 am
MDW
- SNA
1 stop6h 00m
Southwest
Sun 8/97:50 pm
SNA
- MDW
1 stop8h 00m
Southwest
Deal found 6/23![Southwest logo]()
$329
This American Airlines deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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 8/56:00 am
ORD
- SNA
1 stop8h 42m
American Airlines
Tue 8/113:21 pm
SNA
- ORD
Nonstop4h 37m
American Airlines
Deal found 6/24![American Airlines logo]()
$330
This Expedia deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/38:20 pm
ORD
- SNA
1 stop15h 14m
Multiple Airlines
Fri 7/107:53 pm
SNA
- ORD
1 stop7h 44m
Multiple Airlines
Deal found 6/23![Multiple Airlines logo]()
$331
This Kiwi.com deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” 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 8/289:20 am
ORD
- SNA
1 stop10h 34m
Multiple Airlines
Tue 9/17:13 pm
SNA
- ORD
1 stop9h 07m
Multiple Airlines
Deal found 6/23![Multiple Airlines logo]()
$332
This Kiwi.com deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/168:20 pm
MDW
- SNA
1 stop14h 28m
Multiple Airlines
Fri 8/212:27 pm
SNA
- MDW
2 stops30h 20m
Multiple Airlines
Deal found 6/23![Multiple Airlines logo]()
$332
This Kiwi.com deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” 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 9/1710:40 pm
ORD
- SNA
1 stop13h 32m
Multiple Airlines
Sun 9/207:45 am
SNA
- ORD
1 stop19h 57m
Multiple Airlines
Deal found 6/22![Multiple Airlines logo]()
$333
This Southwest deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” 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 8/1110:30 am
MDW
- SNA
2 stops8h 15m
Southwest
Mon 8/1711:05 am
SNA
- MDW
1 stop7h 00m
Southwest
Deal found 6/21![Southwest logo]()
$333
This Delta deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” 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 9/242:05 pm
ORD
- SNA
2 stops10h 25m
Delta
Tue 9/291:45 pm
SNA
- ORD
1 stop6h 07m
Delta
Deal found 6/23![Delta logo]()
$334
This Delta deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” 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 9/241:19 pm
MDW
- SNA
2 stops10h 45m
Delta
Tue 9/296:45 am
SNA
- MDW
1 stop7h 31m
Delta
Deal found 6/23![Delta logo]()
$334
This Frontier deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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.
Wed 7/227:15 am
ORD
- SNA
1 stop10h 13m
Frontier
Sat 7/257:53 pm
SNA
- ORD
1 stop7h 44m
Frontier
Deal found 6/24![Frontier logo]()
$335
This CheapOair deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/37:15 am
ORD
- SNA
1 stop7h 16m
Frontier
Fri 8/78:55 am
SNA
- ORD
1 stop9h 57m
Frontier
Deal found 6/23![Frontier logo]()
$336
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 June 24, 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 June 24, 2026.
This Southwest deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” 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 8/235:40 am
MDW
- SNA
1 stop6h 00m
Southwest
Sat 8/296:25 pm
SNA
- MDW
1 stop8h 35m
Southwest
Deal found 6/22![Southwest logo]()
$329
This Delta deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” 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 9/1612:29 pm
ORD
- SNA
2 stops11h 35m
Delta
Sun 9/206:10 pm
SNA
- ORD
2 stops12h 20m
Delta
Deal found 6/23![Delta logo]()
$339
This Alaska Airlines deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/307:20 am
ORD
- SNA
1 stop7h 55m
Alaska Airlines
Tue 7/76:46 pm
SNA
- ORD
1 stop9h 34m
Alaska Airlines
Deal found 6/22![Alaska Airlines logo]()
$375
This United Airlines deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” 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 7/14:20 pm
ORD
- SNA
Nonstop4h 32m
United Airlines
Thu 7/92:47 pm
SNA
- ORD
1 stop8h 12m
United Airlines
Deal found 6/22![United Airlines logo]()
$485
This Southwest deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” 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 10/82:30 pm
MDW
- SNA
1 stop7h 25m
Southwest
Tue 10/137:10 am
SNA
- MDW
2 stops7h 45m
Southwest
Deal found 6/21![Southwest logo]()
$333
This Delta deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” 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 11/212:30 pm
MDW
- SNA
2 stops11h 25m
Delta
Wed 11/116:30 pm
SNA
- MDW
2 stops12h 19m
Delta
Deal found 6/23![Delta logo]()
$340
This Southwest deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/210:30 am
MDW
- SNA
2 stops8h 15m
Southwest
Fri 9/48:30 pm
SNA
- MDW
1 stop7h 15m
Southwest
Deal found 6/19![Southwest logo]()
$334
This Delta deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” 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 9/181:50 pm
ORD
- SNA
1 stop10h 14m
Delta
Mon 9/216:10 pm
SNA
- ORD
2 stops12h 20m
Delta
Deal found 6/21![Delta logo]()
$354
This Southwest deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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
MDW
- SNA
1 stop5h 40m
Southwest
Sun 9/277:50 pm
SNA
- MDW
1 stop8h 00m
Southwest
Deal found 6/24![Southwest logo]()
$343
This Delta deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” 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 7/155:30 am
ORD
- SNA
1 stop9h 01m
Delta
Sun 7/192:00 pm
SNA
- ORD
1 stop7h 53m
Delta
Deal found 6/23![Delta logo]()
$354
This Alaska Airlines deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/181:03 pm
ORD
- SNA
1 stop10h 27m
Alaska Airlines
Sat 9/266:46 am
SNA
- ORD
2 stops10h 35m
Alaska Airlines
Deal found 6/24![Alaska Airlines logo]()
$444
This Southwest deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” 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 8/287:10 am
MDW
- SNA
1 stop5h 40m
Southwest
Mon 8/311:50 pm
SNA
- MDW
1 stop6h 10m
Southwest
Deal found 6/23![Southwest logo]()
$343
This Delta deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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 9/2512:30 pm
MDW
- SNA
2 stops11h 34m
Delta
Mon 9/287:09 pm
SNA
- MDW
2 stops12h 41m
Delta
Deal found 6/24![Delta logo]()
$359
This Alaska Airlines deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/98:00 am
ORD
- SNA
1 stop10h 45m
Alaska Airlines
Wed 9/167:45 am
SNA
- ORD
Nonstop4h 21m
Alaska Airlines
Deal found 6/19![Alaska Airlines logo]()
$449
This Southwest deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” 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 12/132:35 pm
MDW
- SNA
1 stop7h 15m
Southwest
Wed 12/1610:50 am
SNA
- MDW
1 stop6h 40m
Southwest
Deal found 6/23![Southwest logo]()
$387
This Delta deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/48:36 am
ORD
- SNA
2 stops9h 55m
Delta
Thu 7/92:00 pm
SNA
- ORD
1 stop7h 53m
Delta
Deal found 6/22![Delta logo]()
$400
This Alaska Airlines deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” 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 8/299:00 am
ORD
- SNA
1 stop9h 45m
Alaska Airlines
Tue 9/16:46 am
SNA
- ORD
2 stops10h 35m
Alaska Airlines
Deal found 6/22![Alaska Airlines logo]()
$491
This Delta deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/46:00 am
MDW
- SNA
1 stop8h 40m
Delta
Wed 7/86:45 pm
SNA
- MDW
2 stops11h 52m
Delta
Deal found 6/22![Delta logo]()
$400
This Delta deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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 9/241:19 pm
MDW
- SNA
2 stops10h 45m
Delta
Sun 9/279:00 am
SNA
- MDW
1 stop7h 19m
Delta
Deal found 6/24![Delta logo]()
$419
This KAYAK deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/126:55 am
ORD
- SNA
1 stop8h 15m
Delta
Wed 7/152:09 pm
SNA
- ORD
1 stop7h 29m
Delta
Deal found 6/23![Delta logo]()
$487
This Delta deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/242:07 pm
ORD
- SNA
2 stops10h 18m
Delta
Mon 7/275:03 pm
SNA
- ORD
2 stops12h 56m
Delta
Deal found 6/19![Delta logo]()
$489
Last-minute flights from Chicago to AnaheimDiscover last-minute flight deals from Chicago to Anaheim. Data last updated June 24, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Anaheim. Data last updated June 24, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” 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 7/29:10 am
ORD
- SNA
1 stop8h 29m
Frontier
Tue 7/74:13 pm
SNA
- ORD
1 stop11h 24m
Frontier
Deal found 6/23![Frontier logo]()
$330
This Expedia deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/38:20 pm
ORD
- SNA
1 stop15h 14m
Multiple Airlines
Fri 7/107:53 pm
SNA
- ORD
1 stop7h 44m
Multiple Airlines
Deal found 6/23![Multiple Airlines logo]()
$331
This CheapOair deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” 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 7/38:20 pm
ORD
- SNA
1 stop15h 14m
Alaska Airlines
Tue 7/146:09 pm
SNA
- ORD
1 stop8h 51m
Alaska Airlines
Deal found 6/21![Alaska Airlines logo]()
$340
This CheapOair deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” 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 7/89:57 pm
ORD
- SNA
1 stop14h 31m
Frontier
Tue 7/144:13 pm
SNA
- ORD
1 stop11h 24m
Frontier
Deal found 6/23![Frontier logo]()
$332
This Frontier deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” 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.
Wed 7/87:15 am
ORD
- SNA
1 stop10h 13m
Frontier
Mon 7/138:55 am
SNA
- ORD
1 stop9h 57m
Frontier
Deal found 6/21![Frontier logo]()
$336
This Frontier deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/109:28 am
ORD
- SNA
1 stop7h 19m
Frontier
Wed 7/154:13 pm
SNA
- ORD
1 stop11h 24m
Frontier
Deal found 6/22![Frontier logo]()
$338
This United Airlines deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” 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 7/156:10 am
ORD
- SNA
1 stop7h 56m
United Airlines
Sat 7/186:45 am
SNA
- ORD
Nonstop4h 24m
United Airlines
Deal found 6/20![United Airlines logo]()
$337
This Frontier deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/179:28 am
ORD
- SNA
1 stop7h 19m
Frontier
Sat 7/257:53 pm
SNA
- ORD
1 stop7h 44m
Frontier
Deal found 6/21![Frontier logo]()
$339
This Delta deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/226:55 am
ORD
- SNA
1 stop8h 15m
Delta
Mon 7/277:00 am
SNA
- ORD
1 stop7h 43m
Delta
Deal found 6/19![Delta logo]()
$329
This Frontier deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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.
Wed 7/227:15 am
ORD
- SNA
1 stop10h 13m
Frontier
Sat 7/257:53 pm
SNA
- ORD
1 stop7h 44m
Frontier
Deal found 6/24![Frontier logo]()
$335
This Priceline deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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.
Fri 7/247:15 am
ORD
- SNA
1 stop7h 16m
Frontier
Fri 7/247:53 pm
SNA
- ORD
1 stop7h 44m
Frontier
Deal found 6/24![Frontier logo]()
$334
This Southwest deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/295:30 am
MDW
- SNA
1 stop6h 00m
Southwest
Sun 8/97:50 pm
SNA
- MDW
1 stop8h 00m
Southwest
Deal found 6/23![Southwest logo]()
$329
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 June 24, 2026.
Search for one-way flight options from Chicago to Anaheim. Find affordable one-way fares based on user searches. Data last updated June 24, 2026.
This Delta deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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 9/12:00 pm
ORD
- SNA
1 stop6h 22m
Delta
Deal found 6/24![Delta logo]()
$155
This Southwest deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/156:45 am
MDW
- SNA
1 stop8h 00m
Southwest
Deal found 6/23![Southwest logo]()
$155
This Kiwi.com deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/149:57 pm
ORD
- SNA
2 stops38h 46m
Multiple Airlines
Deal found 6/24![Multiple Airlines logo]()
$157
This Kiwi.com deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/219:57 pm
ORD
- SNA
2 stops19h 31m
Frontier
Deal found 6/22![Frontier logo]()
$158
This Delta deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” 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 8/182:00 pm
ORD
- SNA
2 stops10h 30m
Delta
Deal found 6/24![Delta logo]()
$160
This KAYAK deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/146:45 am
MDW
- SNA
1 stop10h 05m
Southwest
Deal found 6/22![Southwest logo]()
$160
This Kiwi.com deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” 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 7/157:15 am
ORD
- SNA
2 stops29h 28m
Multiple Airlines
Deal found 6/22![Multiple Airlines logo]()
$161
This Super.com deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/277:20 am
ORD
- SNA
1 stop7h 14m
Frontier
Deal found 6/20![Frontier logo]()
$162
This Frontier deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/117:15 am
ORD
- SNA
1 stop7h 16m
Frontier
Deal found 6/21![Frontier logo]()
$163
This Kiwi.com deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/156:50 am
ORD
- SNA
1 stop10h 13m
Multiple Airlines
Deal found 6/19![Multiple Airlines logo]()
$167
This Kiwi.com deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” 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 7/209:57 pm
ORD
- SNA
2 stops19h 31m
Frontier
Deal found 6/20![Frontier logo]()
$168
This Southwest deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” 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 9/37:10 am
MDW
- SNA
1 stop5h 40m
Southwest
Deal found 6/21![Southwest logo]()
$169
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 June 24, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $329 (Delta) |
One-way from | $155 (Delta) |
Popular in | March |
Cheapest in | September |
Average price | $466 |
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 June 24, 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
MDW - SNA
MDWSNA
Chicago Midway
Sun 8/23
5:40 am-9:40 am
1 stop6h 00m
Santa Ana J. Wayne/Orange Cnty
Sat 8/29
6:25 pm-5:00 am
1 stop8h 35m
$329
ChicagoSanta Ana
MDW - SNA
MDWSNA
Chicago Midway
Thu 10/8
2:30 pm-7:55 pm
1 stop7h 25m
Santa Ana J. Wayne/Orange Cnty
Tue 10/13
7:10 am-4:55 pm
2 stops7h 45m
$333
ChicagoSanta Ana
MDW - SNA
MDWSNA
Chicago Midway
Wed 9/2
10:30 am-4:45 pm
2 stops8h 15m
Santa Ana J. Wayne/Orange Cnty
Fri 9/4
8:30 pm-5:45 am
1 stop7h 15m
$334
ChicagoSanta Ana
ORD - SNA
ORDSNA
Chicago O'Hare Intl
Wed 9/16
12:29 pm-10:04 pm
2 stops11h 35m
Santa Ana J. Wayne/Orange Cnty
Sun 9/20
6:10 pm-8:30 am
2 stops12h 20m
$339
ChicagoSanta Ana
MDW - SNA
MDWSNA
Chicago Midway
Mon 11/2
12:30 pm-9:55 pm
2 stops11h 25m
Santa Ana J. Wayne/Orange Cnty
Wed 11/11
6:30 pm-8:49 am
2 stops12h 19m
$340
ChicagoSanta Ana
MDW - SNA
MDWSNA
Chicago Midway
Thu 9/24
7:10 am-10:50 am
1 stop5h 40m
Santa Ana J. Wayne/Orange Cnty
Sun 9/27
7:50 pm-5:50 am
1 stop8h 00m
$343
Quickest round-trip
ChicagoSanta Ana
MDW - SNA
MDWSNA
Chicago Midway
Fri 8/28
7:10 am-10:50 am
1 stop5h 40m
Santa Ana J. Wayne/Orange Cnty
Mon 8/31
1:50 pm-10:00 pm
1 stop6h 10m
$343
ChicagoSanta Ana
ORD - SNA
ORDSNA
Chicago O'Hare Intl
Fri 9/18
1:50 pm-10:04 pm
1 stop10h 14m
Santa Ana J. Wayne/Orange Cnty
Mon 9/21
6:10 pm-8:30 am
2 stops12h 20m
$354
ChicagoSanta Ana
ORD - SNA
ORDSNA
Chicago O'Hare Intl
Wed 7/15
5:30 am-12:31 pm
1 stop9h 01m
Santa Ana J. Wayne/Orange Cnty
Sun 7/19
2:00 pm-11:53 pm
1 stop7h 53m
$354
ChicagoSanta Ana
MDW - SNA
MDWSNA
Chicago Midway
Fri 9/25
12:30 pm-10:04 pm
2 stops11h 34m
Santa Ana J. Wayne/Orange Cnty
Mon 9/28
7:09 pm-9:50 am
2 stops12h 41m
$359
Showing 1-10 of 41 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.
MDW-SNA
ORD-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
MDW-SNA
ORD-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 June 24, 2026.
It’s typically best to fly out from Chicago to Anaheim in the evening. Doing so could potentially save you 11% 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 June 24, 2026.
The most flights from CHI to AN4 are scheduled on a Wednesday (20 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (3 on average).
How much does it cost to fly round-trip from Chicago to Anaheim?
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 June 20, 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 June 24, 2026.
Peruse reviews from past customers who have flown with Alaska Airlines,Southwest, 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.
Comfort
7.8
Overall
7.9
Boarding
8.1
Entertainment
7.0
Crew
8.5
Food
7.0
Reviews
1 / 20
10.0
Excellentrobert,Feb 2026
LAS - SAN
Comfort
7.8
Overall
7.9
Boarding
8.1
Entertainment
7.0
Crew
8.5
Food
7.0
Reviews
1 / 20
10.0
Excellentrobert,Feb 2026
LAS - SAN
Comfort
7.8
Overall
7.9
Boarding
8.1
Entertainment
7.0
Crew
8.5
Food
7.0
Reviews
1 / 20
10.0
Excellentrobert,Feb 2026
LAS - SAN
Comfort
7.8
Overall
7.9
Boarding
8.1
Entertainment
7.0
Crew
8.5
Food
7.0
Reviews
1 / 20
10.0
Excellentrobert,Feb 2026
LAS - SAN
Comfort
7.8
Overall
7.9
Boarding
8.1
Entertainment
7.0
Crew
8.5
Food
7.0
Reviews
1 / 20
10.0
Excellentrobert,Feb 2026
LAS - SAN
Comfort
7.8
Overall
7.9
Boarding
8.1
Entertainment
7.0
Crew
8.5
Food
7.0
Reviews
1 / 20
10.0
Excellentrobert,Feb 2026
LAS - SAN
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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Alternative routes for Chicago to Anaheim
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Complete your trip
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Search flights from Chicago to Anaheim by cabin class
Find flights from Chicago to Anaheim, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chicago and Anaheim flights
Browse other Chicago and Anaheim flight options. Last updated on June 24, 2026.
Other flights from Chicago
Browse through other flights departing from Chicago. Flights are based on user searches made on Cheapflights and were last updated on June 24, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Chicago to Anaheim flights
Consider these flights traveling from Chicago to Anaheim.
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 June 24, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$87 | Average$262 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$139 | Average$558 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$181 | Average$427 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$185 | Average$356 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$195 | Average$397 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$199 | Average$321 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$213 | Average$459 | FlexibilityNo cancel fee | On-time63% |