$145+ 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 5/19. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SNA
Apr 22 — Apr 291
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 May, booked 83 days in advance, depart on a Saturday or Tuesday 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 March 23, 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 March 23, 2026.
This Kiwi.com deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/139:06 pm
ORD
- SNA
1 stop20h 27m
Multiple Airlines
Sun 4/197:56 pm
SNA
- ORD
2 stops27h 13m
Multiple Airlines
Deal found 3/18![Multiple Airlines logo]()
$284
This CheapOair deal was found by Cheapflights users on 3/19. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/133:21 pm
ORD
- SNA
2 stops20h 32m
Spirit Airlines
Sat 4/183:23 pm
SNA
- ORD
1 stop12h 02m
Spirit Airlines
Deal found 3/19![Spirit Airlines logo]()
$285
This Southwest deal was found by Cheapflights users on 3/23. 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.
Sat 5/210:15 am
MDW
- SNA
2 stops9h 20m
Southwest
Sat 5/96:45 am
SNA
- MDW
2 stops8h 30m
Southwest
Deal found 3/23![Southwest logo]()
$285
This CheapOair deal was found by Cheapflights users on 3/21. 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 4/103:21 pm
ORD
- SNA
2 stops20h 32m
Spirit Airlines
Wed 4/153:23 pm
SNA
- ORD
1 stop12h 02m
Spirit Airlines
Deal found 3/21![Spirit Airlines logo]()
$286
This Kiwi.com deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/158:58 pm
ORD
- SNA
1 stop22h 58m
Multiple Airlines
Tue 4/217:30 am
SNA
- ORD
1 stop20h 38m
Multiple Airlines
Deal found 3/18![Multiple Airlines logo]()
$287
This Kiwi.com deal was found by Cheapflights users on 3/23. 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 4/124:41 pm
ORD
- SNA
2 stops19h 12m
Multiple Airlines
Mon 4/137:20 pm
SNA
- ORD
1 stop9h 00m
Multiple Airlines
Deal found 3/23![Multiple Airlines logo]()
$288
This American Airlines deal was found by Cheapflights users on 3/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/156:40 pm
ORD
- SNA
Nonstop4h 33m
American Airlines
Tue 4/211:36 pm
SNA
- ORD
Nonstop4h 23m
American Airlines
Deal found 3/20![American Airlines logo]()
$289
This CheapOair deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/169:42 pm
ORD
- SNA
1 stop13h 27m
Multiple Airlines
Wed 5/203:23 pm
SNA
- ORD
1 stop12h 02m
Multiple Airlines
Deal found 3/18![Multiple Airlines logo]()
$290
This Expedia deal was found by Cheapflights users on 3/21. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/308:48 pm
ORD
- SNA
1 stop15h 37m
Multiple Airlines
Sun 5/32:42 pm
SNA
- ORD
1 stop13h 26m
Multiple Airlines
Deal found 3/21![Multiple Airlines logo]()
$291
This Kiwi.com deal was found by Cheapflights users on 3/19. 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.
Wed 4/158:58 pm
ORD
- SNA
1 stop22h 58m
Multiple Airlines
Sat 4/187:30 am
SNA
- ORD
2 stops13h 57m
Multiple Airlines
Deal found 3/19![Multiple Airlines logo]()
$292
This Booking.com deal was found by Cheapflights users on 3/23. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/612:50 pm
ORD
- SNA
1 stop8h 50m
Multiple Airlines
Thu 4/92:53 pm
SNA
- ORD
2 stops21h 23m
Multiple Airlines
Deal found 3/23![Multiple Airlines logo]()
$293
This Kiwi.com deal was found by Cheapflights users on 3/23. 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.
Mon 4/612:50 pm
ORD
- SNA
1 stop8h 50m
Frontier
Mon 4/137:20 pm
SNA
- ORD
2 stops32h 30m
Frontier
Deal found 3/23![Frontier logo]()
$294
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 March 23, 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 March 23, 2026.
This Southwest deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/186:55 am
MDW
- SNA
1 stop5h 55m
Southwest
Tue 4/217:40 pm
SNA
- MDW
1 stop7h 20m
Southwest
Deal found 3/19![Southwest logo]()
$323
This United Airlines deal was found by Cheapflights users on 3/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/207:54 pm
ORD
- SNA
Nonstop4h 41m
United Airlines
Mon 4/273:29 pm
SNA
- ORD
1 stop7h 16m
United Airlines
Deal found 3/21![United Airlines logo]()
$339
This Delta deal was found by Cheapflights users on 3/21. 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 6/53:47 pm
ORD
- SNA
1 stop6h 47m
Delta
Mon 6/82:00 pm
SNA
- ORD
1 stop7h 59m
Delta
Deal found 3/21![Delta logo]()
$349
This United Airlines deal was found by Cheapflights users on 3/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/116:25 am
ORD
- SNA
1 stop9h 43m
United Airlines
Wed 4/152:40 pm
SNA
- ORD
Nonstop4h 05m
United Airlines
Deal found 3/21![United Airlines logo]()
$339
This Delta deal was found by Cheapflights users on 3/23. 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 4/176:25 am
ORD
- SNA
1 stop8h 09m
Delta
Tue 4/219:54 am
SNA
- ORD
1 stop6h 10m
Delta
Deal found 3/23![Delta logo]()
$349
This Southwest deal was found by Cheapflights users on 3/21. 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.
Fri 4/174:05 pm
MDW
- SNA
2 stops7h 50m
Southwest
Mon 4/209:10 pm
SNA
- MDW
1 stop5h 50m
Southwest
Deal found 3/21![Southwest logo]()
$354
This Delta deal was found by Cheapflights users on 3/21. 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.
Tue 4/142:09 pm
ORD
- SNA
1 stop5h 57m
Delta
Tue 4/219:54 am
SNA
- ORD
1 stop6h 10m
Delta
Deal found 3/21![Delta logo]()
$349
This United Airlines deal was found by Cheapflights users on 3/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/167:53 pm
ORD
- SNA
Nonstop4h 34m
United Airlines
Sat 6/201:55 pm
SNA
- ORD
Nonstop4h 16m
United Airlines
Deal found 3/23![United Airlines logo]()
$371
This Southwest deal was found by Cheapflights users on 3/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/77:45 am
ORD
- SNA
1 stop8h 15m
Southwest
Sat 4/252:45 pm
SNA
- ORD
1 stop5h 35m
Southwest
Deal found 3/20![Southwest logo]()
$378
This Delta deal was found by Cheapflights users on 3/22. 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 8/154:30 pm
MDW
- SNA
1 stop7h 44m
Delta
Tue 8/1812:20 pm
SNA
- MDW
1 stop7h 26m
Delta
Deal found 3/22![Delta logo]()
$349
This Southwest deal was found by Cheapflights users on 3/19. 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.
Tue 4/77:45 am
ORD
- SNA
1 stop8h 15m
Southwest
Thu 4/92:20 pm
SNA
- ORD
1 stop6h 35m
Southwest
Deal found 3/19![Southwest logo]()
$378
This Delta deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/54:30 pm
MDW
- SNA
1 stop7h 44m
Delta
Sat 9/128:00 am
SNA
- MDW
1 stop8h 05m
Delta
Deal found 3/18![Delta logo]()
$349
This United Airlines deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/148:52 am
ORD
- SNA
Nonstop4h 45m
United Airlines
Wed 4/152:40 pm
SNA
- ORD
Nonstop4h 05m
United Airlines
Deal found 3/18![United Airlines logo]()
$403
This Southwest deal was found by Cheapflights users on 3/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/85:30 pm
MDW
- SNA
1 stop6h 20m
Southwest
Mon 4/137:40 pm
SNA
- MDW
1 stop7h 20m
Southwest
Deal found 3/20![Southwest logo]()
$378
This Delta deal was found by Cheapflights users on 3/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/77:20 am
ORD
- SNA
1 stop7h 00m
Delta
Wed 4/156:45 am
SNA
- ORD
1 stop9h 50m
Delta
Deal found 3/20![Delta logo]()
$364
This Southwest deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/86:10 am
MDW
- SNA
1 stop6h 25m
Southwest
Wed 4/159:45 am
SNA
- MDW
2 stops8h 25m
Southwest
Deal found 3/18![Southwest logo]()
$382
This Southwest deal was found by Cheapflights users on 3/22. 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.
Fri 6/195:15 am
MDW
- SNA
1 stop6h 00m
Southwest
Sat 6/207:45 pm
SNA
- MDW
1 stop7h 25m
Southwest
Deal found 3/22![Southwest logo]()
$383
This Delta deal was found by Cheapflights users on 3/22. 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 8/154:30 pm
MDW
- SNA
1 stop7h 44m
Delta
Fri 8/2112:20 pm
SNA
- MDW
1 stop7h 26m
Delta
Deal found 3/22![Delta logo]()
$425
This Southwest deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/115:10 am
MDW
- SNA
1 stop6h 30m
Southwest
Tue 4/146:45 am
SNA
- MDW
2 stops7h 50m
Southwest
Deal found 3/19![Southwest logo]()
$406
This Southwest deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/94:05 pm
MDW
- SNA
2 stops7h 50m
Southwest
Wed 4/158:15 pm
SNA
- MDW
1 stop7h 30m
Southwest
Deal found 3/18![Southwest logo]()
$413
This Southwest deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/65:05 am
MDW
- SNA
1 stop8h 20m
Southwest
Wed 4/88:15 pm
SNA
- MDW
1 stop7h 30m
Southwest
Deal found 3/19![Southwest logo]()
$419
Last-minute flights from Chicago to AnaheimDiscover last-minute flight deals from Chicago to Anaheim. Data last updated March 23, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Anaheim. Data last updated March 23, 2026 and is based on user searches.
This Booking.com deal was found by Cheapflights users on 3/23. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/612:50 pm
ORD
- SNA
1 stop8h 50m
Multiple Airlines
Thu 4/92:53 pm
SNA
- ORD
2 stops21h 23m
Multiple Airlines
Deal found 3/23![Multiple Airlines logo]()
$293
This Kiwi.com deal was found by Cheapflights users on 3/23. 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.
Mon 4/612:50 pm
ORD
- SNA
1 stop8h 50m
Frontier
Mon 4/137:20 pm
SNA
- ORD
2 stops32h 30m
Frontier
Deal found 3/23![Frontier logo]()
$294
This CheapOair deal was found by Cheapflights users on 3/21. 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 4/103:21 pm
ORD
- SNA
2 stops20h 32m
Spirit Airlines
Wed 4/153:23 pm
SNA
- ORD
1 stop12h 02m
Spirit Airlines
Deal found 3/21![Spirit Airlines logo]()
$286
This Kiwi.com deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/106:00 pm
ORD
- SNA
2 stops17h 53m
Multiple Airlines
Thu 4/167:30 am
SNA
- ORD
1 stop19h 55m
Multiple Airlines
Deal found 3/19![Multiple Airlines logo]()
$290
This Kiwi.com deal was found by Cheapflights users on 3/23. 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 4/124:41 pm
ORD
- SNA
2 stops19h 12m
Multiple Airlines
Mon 4/137:20 pm
SNA
- ORD
1 stop9h 00m
Multiple Airlines
Deal found 3/23![Multiple Airlines logo]()
$288
This Kiwi.com deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/139:06 pm
ORD
- SNA
1 stop20h 27m
Multiple Airlines
Sun 4/197:56 pm
SNA
- ORD
2 stops27h 13m
Multiple Airlines
Deal found 3/18![Multiple Airlines logo]()
$284
This CheapOair deal was found by Cheapflights users on 3/19. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/133:21 pm
ORD
- SNA
2 stops20h 32m
Spirit Airlines
Sat 4/183:23 pm
SNA
- ORD
1 stop12h 02m
Spirit Airlines
Deal found 3/19![Spirit Airlines logo]()
$285
This Southwest deal was found by Cheapflights users on 3/22. 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.
Tue 4/1411:55 am
ORD
- SNA
1 stop11h 00m
Southwest
Thu 5/78:50 am
SNA
- ORD
1 stop7h 45m
Southwest
Deal found 3/22![Southwest logo]()
$295
This Kiwi.com deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/158:58 pm
ORD
- SNA
1 stop22h 58m
Multiple Airlines
Tue 4/217:30 am
SNA
- ORD
1 stop20h 38m
Multiple Airlines
Deal found 3/18![Multiple Airlines logo]()
$287
This American Airlines deal was found by Cheapflights users on 3/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/156:40 pm
ORD
- SNA
Nonstop4h 33m
American Airlines
Tue 4/211:36 pm
SNA
- ORD
Nonstop4h 23m
American Airlines
Deal found 3/20![American Airlines logo]()
$289
This Kiwi.com deal was found by Cheapflights users on 3/19. 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.
Wed 4/158:58 pm
ORD
- SNA
1 stop22h 58m
Multiple Airlines
Sat 4/187:30 am
SNA
- ORD
2 stops13h 57m
Multiple Airlines
Deal found 3/19![Multiple Airlines logo]()
$292
This Expedia deal was found by Cheapflights users on 3/21. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/308:48 pm
ORD
- SNA
1 stop15h 37m
Multiple Airlines
Sun 5/32:42 pm
SNA
- ORD
1 stop13h 26m
Multiple Airlines
Deal found 3/21![Multiple Airlines logo]()
$291
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 March 23, 2026.
Search for one-way flight options from Chicago to Anaheim. Find affordable one-way fares based on user searches. Data last updated March 23, 2026.
This American Airlines deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/196:40 pm
ORD
- SNA
Nonstop4h 33m
American Airlines
Deal found 3/18![American Airlines logo]()
$145
This Kiwi.com deal was found by Cheapflights users on 3/19. 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 4/146:01 pm
ORD
- SNA
2 stops25h 59m
Multiple Airlines
Deal found 3/19![Multiple Airlines logo]()
$146
This Cheapflightsfares deal was found by Cheapflights users on 3/23. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/118:52 pm
ORD
- SNA
1 stop13h 13m
Spirit Airlines
Deal found 3/23![Spirit Airlines logo]()
$147
This Kiwi.com deal was found by Cheapflights users on 3/20. 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 5/46:20 am
MDW
- SNA
2 stops17h 25m
Multiple Airlines
Deal found 3/20![Multiple Airlines logo]()
$147
This Kiwi.com deal was found by Cheapflights users on 3/23. 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 5/37:21 pm
ORD
- SNA
2 stops20h 23m
Frontier
Deal found 3/23![Frontier logo]()
$148
This Frontier deal was found by Cheapflights users on 3/23. 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.
Fri 5/229:42 pm
ORD
- SNA
1 stop13h 27m
Frontier
Deal found 3/23![Frontier logo]()
$151
This Kiwi.com deal was found by Cheapflights users on 3/22. 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 4/74:34 pm
ORD
- SNA
2 stops19h 19m
Multiple Airlines
Deal found 3/22![Multiple Airlines logo]()
$152
This Kiwi.com deal was found by Cheapflights users on 3/22. 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 6/239:59 pm
ORD
- SNA
1 stop18h 56m
Spirit Airlines
Deal found 3/22![Spirit Airlines logo]()
$153
This Kiwi.com deal was found by Cheapflights users on 3/23. 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 4/195:11 am
ORD
- SNA
2 stops18h 34m
Multiple Airlines
Deal found 3/23![Multiple Airlines logo]()
$154
This Kiwi.com deal was found by Cheapflights users on 3/23. 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 5/38:39 am
MDW
- SNA
2 stops31h 05m
Frontier
Deal found 3/23![Frontier logo]()
$154
This Alaska Airlines deal was found by Cheapflights users on 3/23. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/193:09 pm
ORD
- SNA
1 stop9h 21m
Alaska Airlines
Deal found 3/23![Alaska Airlines logo]()
$155
This Southwest deal was found by Cheapflights users on 3/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/156:30 am
MDW
- SNA
1 stop5h 55m
Southwest
Deal found 3/20![Southwest logo]()
$155
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 March 23, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $284 (Kiwi.com) |
One-way from | $145 (American Airlines) |
Popular in | March |
Cheapest in | September |
Average price | $454 |
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 March 23, 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
Sat 4/18
6:55 am-10:50 am
1 stop5h 55m
Santa Ana J. Wayne/Orange Cnty
Tue 4/21
7:40 pm-5:00 am
1 stop7h 20m
$323
ChicagoSanta Ana
ORD - SNA
ORDSNA
Chicago O'Hare Intl
Mon 4/20
7:54 pm-10:35 pm
Nonstop4h 41m
Santa Ana J. Wayne/Orange Cnty
Mon 4/27
3:29 pm-12:45 am
1 stop7h 16m
$339
ChicagoSanta Ana
ORD - SNA
ORDSNA
Chicago O'Hare Intl
Sat 4/11
6:25 am-2:08 pm
1 stop9h 43m
Santa Ana J. Wayne/Orange Cnty
Wed 4/15
2:40 pm-8:45 pm
Nonstop4h 05m
$339
ChicagoSanta Ana
ORD - SNA
ORDSNA
Chicago O'Hare Intl
Fri 6/5
3:47 pm-8:34 pm
1 stop6h 47m
Santa Ana J. Wayne/Orange Cnty
Mon 6/8
2:00 pm-11:59 pm
1 stop7h 59m
$349
ChicagoSanta Ana
ORD - SNA
ORDSNA
Chicago O'Hare Intl
Fri 4/17
6:25 am-12:34 pm
1 stop8h 09m
Santa Ana J. Wayne/Orange Cnty
Tue 4/21
9:54 am-6:04 pm
1 stop6h 10m
$349
ChicagoSanta Ana
ORD - SNA
ORDSNA
Chicago O'Hare Intl
Tue 4/14
2:09 pm-6:06 pm
1 stop5h 57m
Santa Ana J. Wayne/Orange Cnty
Tue 4/21
9:54 am-6:04 pm
1 stop6h 10m
$349
ChicagoSanta Ana
MDW - SNA
MDWSNA
Chicago Midway
Sat 8/15
4:30 pm-10:14 pm
1 stop7h 44m
Santa Ana J. Wayne/Orange Cnty
Tue 8/18
12:20 pm-9:46 pm
1 stop7h 26m
$349
ChicagoSanta Ana
MDW - SNA
MDWSNA
Chicago Midway
Sat 9/5
4:30 pm-10:14 pm
1 stop7h 44m
Santa Ana J. Wayne/Orange Cnty
Sat 9/12
8:00 am-6:05 pm
1 stop8h 05m
$349
ChicagoSanta Ana
MDW - SNA
MDWSNA
Chicago Midway
Fri 4/17
4:05 pm-9:55 pm
2 stops7h 50m
Santa Ana J. Wayne/Orange Cnty
Mon 4/20
9:10 pm-5:00 am
1 stop5h 50m
$354
ChicagoSanta Ana
ORD - SNA
ORDSNA
Chicago O'Hare Intl
Tue 4/7
7:20 am-12:20 pm
1 stop7h 00m
Santa Ana J. Wayne/Orange Cnty
Wed 4/15
6:45 am-6:35 pm
1 stop9h 50m
$364
Showing 1-10 of 43 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
How far ahead should I book a flight from Chicago to Anaheim?
Use this chart to determine the optimal time to book a round-trip flight from Chicago to Anaheim. Price data was last updated on March 13, 2026.
The price you pay for your flight from Chicago to Anaheim may vary depending on when you book. For the best chance of a lower fare, look to book 25 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 Chicago to Anaheim?
Currently, April is the cheapest month in which you can book a flight from Chicago to Anaheim (average of $67). Flying from Chicago to Anaheim in March is currently the most expensive (average of $166). 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 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 March 23, 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.
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 March 14, 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.
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 March 23, 2026.
The most flights from CHI to AN4 are scheduled on a Monday (20 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (13 on average).
How much does it cost to fly round-trip from Chicago to Anaheim?
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 March 23, 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.
Comfort
8.0
Food
7.0
Boarding
8.1
Entertainment
7.5
Overall
8.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Food
7.0
Boarding
8.1
Entertainment
7.5
Overall
8.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Food
7.0
Boarding
8.1
Entertainment
7.5
Overall
8.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Food
7.0
Boarding
8.1
Entertainment
7.5
Overall
8.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Food
7.0
Boarding
8.1
Entertainment
7.5
Overall
8.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Food
7.0
Boarding
8.1
Entertainment
7.5
Overall
8.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
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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Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Alternative routes for Chicago to Anaheim
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Complete your trip
Complete your trip to Anaheim by adding a car rental and/or hotel reservation to your travel itinerary.
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 March 23, 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 March 23, 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 8 airlines flying from Chicago to Anaheim
Discover the top 8 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 March 23, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$69 | Average$175 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$82 | Average$238 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$128 | Average$345 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$139 | Average$493 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$174 | Average$400 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$190 | Average$391 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$199 | Average$321 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$213 | Average$460 | FlexibilityNo cancel fee | On-time63% |