$164+ 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 3/1. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SNA
fev 28 — mar 71
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 July, booked 78 days in advance, depart on a Saturday or Wednesday 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 janeiro 29, 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 janeiro 29, 2026.
This CheapOair deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb 2/287:00 am
ORD
- SNA
1 stop11h 26m
Alaska Airlines
qua 3/46:45 am
SNA
- ORD
1 stop15h 11m
Alaska Airlines
Deal found 1/28![Alaska Airlines logo]()
$269
This Kiwi.com deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom 2/89:38 pm
ORD
- SNA
1 stop22h 23m
Frontier
sáb 3/711:32 am
SNA
- ORD
1 stop19h 11m
Frontier
Deal found 1/28![Frontier logo]()
$270
This Kiwi.com deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qui 5/77:41 am
ORD
- SNA
2 stops12h 30m
Multiple Airlines
dom 5/1011:32 am
SNA
- ORD
1 stop20h 18m
Multiple Airlines
Deal found 1/29![Multiple Airlines logo]()
$271
This Kiwi.com deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ter 3/247:00 am
ORD
- SNA
1 stop27h 55m
Frontier
qui 3/268:20 pm
SNA
- ORD
1 stop7h 48m
Frontier
Deal found 1/29![Frontier logo]()
$272
This Kiwi.com deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb 2/287:55 am
ORD
- SNA
1 stop12h 45m
Multiple Airlines
sex 3/66:45 am
SNA
- ORD
2 stops20h 04m
Multiple Airlines
Deal found 1/28![Multiple Airlines logo]()
$273
This Kiwi.com deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qui 2/194:16 pm
ORD
- SNA
1 stop20h 30m
Multiple Airlines
sáb 2/2112:25 pm
SNA
- ORD
2 stops17h 29m
Multiple Airlines
Deal found 1/29![Multiple Airlines logo]()
$274
This CheapOair deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qui 4/168:53 pm
ORD
- SNA
1 stop20h 49m
Spirit Airlines
dom 4/197:45 am
SNA
- ORD
1 stop19h 46m
Spirit Airlines
Deal found 1/28![Spirit Airlines logo]()
$275
This Kiwi.com deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
seg 3/233:16 pm
MDW
- SNA
2 stops23h 06m
Multiple Airlines
dom 3/295:42 pm
SNA
- MDW
1 stop25h 54m
Multiple Airlines
Deal found 1/29![Multiple Airlines logo]()
$275
This Frontier deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb 2/78:00 am
ORD
- SNA
1 stop8h 37m
Frontier
qui 2/128:58 am
SNA
- ORD
1 stop10h 05m
Frontier
Deal found 1/29![Frontier logo]()
$276
This Kiwi.com deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom 2/89:38 pm
ORD
- SNA
1 stop22h 23m
Multiple Airlines
qua 2/181:20 pm
SNA
- ORD
2 stops23h 34m
Multiple Airlines
Deal found 1/28![Multiple Airlines logo]()
$277
This Kiwi.com deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom 3/159:08 pm
ORD
- SNA
1 stop17h 14m
Multiple Airlines
ter 3/177:45 am
SNA
- ORD
2 stops19h 04m
Multiple Airlines
Deal found 1/28![Multiple Airlines logo]()
$278
This United Airlines deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb 2/216:25 am
ORD
- SNA
1 stop7h 53m
United Airlines
ter 2/2410:51 am
SNA
- ORD
Nonstop4h 03m
United Airlines
Deal found 1/28![United Airlines logo]()
$279
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 janeiro 29, 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 janeiro 29, 2026.
This United Airlines deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” 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.
sex 2/207:44 pm
ORD
- SNA
Nonstop4h 46m
United Airlines
qua 2/2510:51 am
SNA
- ORD
Nonstop4h 03m
United Airlines
Deal found 1/27![United Airlines logo]()
$269
This Alaska Airlines deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qua 2/257:00 am
ORD
- SNA
1 stop11h 26m
Alaska Airlines
qui 3/511:31 am
SNA
- ORD
1 stop10h 25m
Alaska Airlines
Deal found 1/28![Alaska Airlines logo]()
$289
This Southwest deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ter 3/311:10 am
MDW
- SNA
1 stop8h 55m
Southwest
sáb 3/78:10 pm
SNA
- MDW
1 stop6h 50m
Southwest
Deal found 1/28![Southwest logo]()
$289
This Kiwi.com deal was found by Cheapflights users on 1/26. Clicking the “Pick Dates” 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.
dom 2/87:30 am
MDW
- SNA
1 stop27h 42m
Frontier
qui 2/1212:46 pm
SNA
- MDW
1 stop8h 55m
Frontier
Deal found 1/26![Frontier logo]()
$300
This United Airlines deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sex 2/202:40 pm
ORD
- SNA
1 stop9h 28m
United Airlines
qui 2/262:22 pm
SNA
- ORD
Nonstop4h 03m
United Airlines
Deal found 1/29![United Airlines logo]()
$279
This Southwest deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
seg 3/235:40 pm
MDW
- SNA
1 stop6h 15m
Southwest
seg 3/303:50 pm
SNA
- MDW
1 stop6h 15m
Southwest
Deal found 1/29![Southwest logo]()
$289
This Alaska Airlines deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ter 3/177:00 am
ORD
- SNA
1 stop9h 13m
Alaska Airlines
qua 3/186:45 am
SNA
- ORD
1 stop21h 54m
Alaska Airlines
Deal found 1/28![Alaska Airlines logo]()
$306
This United Airlines deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb 3/72:45 pm
ORD
- SNA
1 stop8h 18m
United Airlines
seg 3/92:22 pm
SNA
- ORD
Nonstop4h 03m
United Airlines
Deal found 1/28![United Airlines logo]()
$279
This Southwest deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom 3/18:00 am
MDW
- SNA
1 stop7h 55m
Southwest
seg 3/27:30 pm
SNA
- MDW
1 stop7h 35m
Southwest
Deal found 1/29![Southwest logo]()
$289
This United Airlines deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” 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.
seg 2/237:44 pm
ORD
- SNA
Nonstop4h 46m
United Airlines
ter 3/31:20 pm
SNA
- ORD
1 stop6h 09m
United Airlines
Deal found 1/27![United Airlines logo]()
$279
This Southwest deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
seg 3/25:15 pm
MDW
- SNA
1 stop6h 30m
Southwest
sáb 3/77:20 pm
SNA
- MDW
1 stop6h 45m
Southwest
Deal found 1/28![Southwest logo]()
$289
This United Airlines deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sex 4/35:45 pm
ORD
- SNA
1 stop6h 13m
United Airlines
ter 4/711:10 am
SNA
- ORD
1 stop6h 50m
United Airlines
Deal found 1/29![United Airlines logo]()
$289
This Southwest deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ter 3/3110:05 am
MDW
- SNA
1 stop6h 15m
Southwest
qua 4/18:55 pm
SNA
- MDW
1 stop6h 05m
Southwest
Deal found 1/28![Southwest logo]()
$289
This Southwest deal was found by Cheapflights users on 1/26. Clicking the “Pick Dates” 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.
ter 2/248:25 am
MDW
- SNA
1 stop7h 15m
Southwest
ter 3/33:05 pm
SNA
- MDW
1 stop5h 35m
Southwest
Deal found 1/26![Southwest logo]()
$289
This United Airlines deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sex 6/57:53 pm
ORD
- SNA
Nonstop4h 34m
United Airlines
ter 6/96:45 am
SNA
- ORD
Nonstop4h 24m
United Airlines
Deal found 1/28![United Airlines logo]()
$297
This Southwest deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qua 6/246:45 am
MDW
- SNA
1 stop8h 00m
Southwest
ter 6/308:15 pm
SNA
- MDW
1 stop6h 45m
Southwest
Deal found 1/28![Southwest logo]()
$311
This United Airlines deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qua 7/227:35 pm
ORD
- SNA
Nonstop4h 15m
United Airlines
ter 7/284:00 pm
SNA
- ORD
1 stop5h 57m
United Airlines
Deal found 1/28![United Airlines logo]()
$312
This Southwest deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” 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.
sex 3/135:00 am
MDW
- SNA
1 stop8h 05m
Southwest
sáb 3/219:10 pm
SNA
- MDW
1 stop6h 25m
Southwest
Deal found 1/27![Southwest logo]()
$323
This United Airlines deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” 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.
dom 2/155:50 pm
ORD
- SNA
1 stop6h 18m
United Airlines
sáb 2/213:25 pm
SNA
- ORD
1 stop7h 01m
United Airlines
Deal found 1/27![United Airlines logo]()
$324
This Southwest deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom 3/17:45 am
MDW
- SNA
1 stop8h 30m
Southwest
qui 3/53:40 pm
SNA
- MDW
1 stop6h 00m
Southwest
Deal found 1/28![Southwest logo]()
$323
Last-minute flights from Chicago to AnaheimDiscover last-minute flight deals from Chicago to Anaheim. Data last updated janeiro 29, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Anaheim. Data last updated janeiro 29, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb 2/78:00 am
ORD
- SNA
1 stop8h 37m
Frontier
qui 2/128:58 am
SNA
- ORD
1 stop10h 05m
Frontier
Deal found 1/29![Frontier logo]()
$276
This Kiwi.com deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom 2/89:38 pm
ORD
- SNA
1 stop22h 23m
Frontier
sáb 3/711:32 am
SNA
- ORD
1 stop19h 11m
Frontier
Deal found 1/28![Frontier logo]()
$270
This Kiwi.com deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom 2/89:38 pm
ORD
- SNA
1 stop22h 23m
Multiple Airlines
qua 2/181:20 pm
SNA
- ORD
2 stops23h 34m
Multiple Airlines
Deal found 1/28![Multiple Airlines logo]()
$277
This Kiwi.com deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom 2/89:38 pm
ORD
- SNA
1 stop22h 23m
Frontier
sex 2/137:07 pm
SNA
- ORD
1 stop19h 46m
Frontier
Deal found 1/28![Frontier logo]()
$284
This Kiwi.com deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ter 2/1012:44 pm
ORD
- SNA
2 stops45h 29m
Multiple Airlines
qui 2/124:37 pm
SNA
- ORD
1 stop22h 49m
Multiple Airlines
Deal found 1/28![Multiple Airlines logo]()
$287
This Kiwi.com deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qui 2/194:16 pm
ORD
- SNA
1 stop20h 30m
Multiple Airlines
sáb 2/2112:25 pm
SNA
- ORD
2 stops17h 29m
Multiple Airlines
Deal found 1/29![Multiple Airlines logo]()
$274
This American Airlines deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sex 2/206:54 pm
ORD
- SNA
Nonstop4h 45m
American Airlines
qui 2/263:23 pm
SNA
- ORD
Nonstop4h 12m
American Airlines
Deal found 1/28![American Airlines logo]()
$271
This Kiwi.com deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sex 2/209:17 pm
ORD
- SNA
1 stop23h 23m
Frontier
dom 2/2211:22 am
SNA
- ORD
1 stop10h 58m
Frontier
Deal found 1/28![Frontier logo]()
$281
This United Airlines deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb 2/216:25 am
ORD
- SNA
1 stop7h 53m
United Airlines
ter 2/2410:51 am
SNA
- ORD
Nonstop4h 03m
United Airlines
Deal found 1/28![United Airlines logo]()
$279
This Kiwi.com deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qui 2/266:00 am
ORD
- SNA
1 stop14h 40m
Multiple Airlines
qui 3/54:37 pm
SNA
- ORD
1 stop11h 31m
Multiple Airlines
Deal found 1/28![Multiple Airlines logo]()
$283
This CheapOair deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb 2/287:00 am
ORD
- SNA
1 stop11h 26m
Alaska Airlines
qua 3/46:45 am
SNA
- ORD
1 stop15h 11m
Alaska Airlines
Deal found 1/28![Alaska Airlines logo]()
$269
This Kiwi.com deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb 2/287:55 am
ORD
- SNA
1 stop12h 45m
Multiple Airlines
sex 3/66:45 am
SNA
- ORD
2 stops20h 04m
Multiple Airlines
Deal found 1/28![Multiple Airlines logo]()
$273
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 janeiro 29, 2026.
Search for one-way flight options from Chicago to Anaheim. Find affordable one-way fares based on user searches. Data last updated janeiro 29, 2026.
This Kiwi.com deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom 3/19:04 pm
MDW
- SNA
3 stops25h 53m
Multiple Airlines
Deal found 1/29![Multiple Airlines logo]()
$164
This Kiwi.com deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qua 2/188:10 am
ORD
- SNA
1 stop29h 18m
Multiple Airlines
Deal found 1/29![Multiple Airlines logo]()
$169
This Trip.com deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qua 3/1811:25 am
MDW
- SNA
2 stops11h 31m
Multiple Airlines
Deal found 1/28![Multiple Airlines logo]()
$169
This American Airlines deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb 2/286:54 pm
ORD
- SNA
Nonstop4h 45m
American Airlines
Deal found 1/28![American Airlines logo]()
$170
This Kiwi.com deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
seg 2/168:58 pm
MDW
- SNA
2 stops41h 27m
Multiple Airlines
Deal found 1/28![Multiple Airlines logo]()
$170
This Kiwi.com deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb 2/144:29 pm
ORD
- SNA
2 stops41h 44m
Multiple Airlines
Deal found 1/28![Multiple Airlines logo]()
$171
This CheapOair deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sex 2/67:30 am
MDW
- SNA
1 stop11h 16m
Frontier
Deal found 1/29![Frontier logo]()
$171
This Kiwi.com deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom 2/89:38 pm
ORD
- SNA
1 stop22h 23m
Frontier
Deal found 1/29![Frontier logo]()
$172
This Kiwi.com deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ter 2/1012:44 pm
ORD
- SNA
2 stops45h 29m
Multiple Airlines
Deal found 1/28![Multiple Airlines logo]()
$173
This Kiwi.com deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sex 2/203:00 pm
MDW
- SNA
2 stops23h 25m
Multiple Airlines
Deal found 1/29![Multiple Airlines logo]()
$173
This Kiwi.com deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ter 2/176:02 pm
ORD
- SNA
3 stops28h 55m
Multiple Airlines
Deal found 1/28![Multiple Airlines logo]()
$174
This CheapOair deal was found by Cheapflights users on 1/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sex 4/177:41 am
ORD
- SNA
2 stops10h 01m
Spirit Airlines
Deal found 1/28![Spirit Airlines logo]()
$176
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 janeiro 29, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $269 (American Airlines) |
One-way from | $164 (Kiwi.com) |
Popular in | March |
Cheapest in | September |
Average price | $394 |
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 janeiro 29, 2026.
Use the filters below to find and compare flights from Chicago to Anaheim that are best for you.
Fly from
Chicago
Fly to
Anaheim
Route
Depart
Return
Price
ChicagoSanta Ana
ORD - SNA
ORDSNA
Chicago O'Hare Intl
sex 2/20
7:44 pm-10:30 pm
Nonstop4h 46m
Santa Ana J. Wayne/Orange Cnty
qua 2/25
10:51 am-4:54 pm
Nonstop4h 03m
$269
ChicagoSanta Ana
ORD - SNA
ORDSNA
Chicago O'Hare Intl
sex 2/20
2:40 pm-10:08 pm
1 stop9h 28m
Santa Ana J. Wayne/Orange Cnty
qui 2/26
2:22 pm-8:25 pm
Nonstop4h 03m
$279
ChicagoSanta Ana
ORD - SNA
ORDSNA
Chicago O'Hare Intl
sáb 3/7
2:45 pm-9:03 pm
1 stop8h 18m
Santa Ana J. Wayne/Orange Cnty
seg 3/9
2:22 pm-8:25 pm
Nonstop4h 03m
$279
ChicagoSanta Ana
ORD - SNA
ORDSNA
Chicago O'Hare Intl
seg 2/23
7:44 pm-10:30 pm
Nonstop4h 46m
Santa Ana J. Wayne/Orange Cnty
ter 3/3
1:20 pm-9:29 pm
1 stop6h 09m
$279
ChicagoSanta Ana
ORD - SNA
ORDSNA
Chicago O'Hare Intl
qua 2/25
7:00 am-4:26 pm
1 stop11h 26m
Santa Ana J. Wayne/Orange Cnty
qui 3/5
11:31 am-11:56 pm
1 stop10h 25m
$289
ChicagoSanta Ana
MDW - SNA
MDWSNA
Chicago Midway
ter 3/3
11:10 am-6:05 pm
1 stop8h 55m
Santa Ana J. Wayne/Orange Cnty
sáb 3/7
8:10 pm-5:00 am
1 stop6h 50m
$289
ChicagoSanta Ana
MDW - SNA
MDWSNA
Chicago Midway
seg 3/23
5:40 pm-9:55 pm
1 stop6h 15m
Santa Ana J. Wayne/Orange Cnty
seg 3/30
3:50 pm-12:05 am
1 stop6h 15m
$289
ChicagoSanta Ana
MDW - SNA
MDWSNA
Chicago Midway
dom 3/1
8:00 am-1:55 pm
1 stop7h 55m
Santa Ana J. Wayne/Orange Cnty
seg 3/2
7:30 pm-5:05 am
1 stop7h 35m
$289
ChicagoSanta Ana
MDW - SNA
MDWSNA
Chicago Midway
seg 3/2
5:15 pm-9:45 pm
1 stop6h 30m
Santa Ana J. Wayne/Orange Cnty
sáb 3/7
7:20 pm-4:05 am
1 stop6h 45m
$289
ChicagoSanta Ana
ORD - SNA
ORDSNA
Chicago O'Hare Intl
sex 4/3
5:45 pm-9:58 pm
1 stop6h 13m
Santa Ana J. Wayne/Orange Cnty
ter 4/7
11:10 am-8:00 pm
1 stop6h 50m
$289
Showing 1-10 of 43 results
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 January 23, 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 78 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, September is the cheapest month in which you can book a flight from Chicago to Anaheim (average of $80). Flying from Chicago to Anaheim in January is currently the most expensive (average of $134). 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 janeiro 29, 2026.
It’s typically best to fly out from Chicago to Anaheim in the morning. Doing so could potentially save you 22% on the flight price compared to flying in the afternoon, 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 January 24, 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 janeiro 29, 2026.
The most flights from CHI to AN4 are scheduled on a Thursday (17 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (12 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 janeiro 29, 2026.
Peruse reviews from past customers who have flown with Alaska Airlines, United Airlines, and American 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.
Food
7.1
Entertainment
7.0
Comfort
7.8
Crew
8.5
Overall
8.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
Food
7.1
Entertainment
7.0
Comfort
7.8
Crew
8.5
Overall
8.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
Food
7.1
Entertainment
7.0
Comfort
7.8
Crew
8.5
Overall
8.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
Food
7.1
Entertainment
7.0
Comfort
7.8
Crew
8.5
Overall
8.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
Food
7.1
Entertainment
7.0
Comfort
7.8
Crew
8.5
Overall
8.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
Food
7.1
Entertainment
7.0
Comfort
7.8
Crew
8.5
Overall
8.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Jan 2026
STS - LAX
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.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes for Chicago to Anaheim
See prices for flight routes from nearby airports that may be better suited for you.
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 janeiro 29, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$57 | Average$184 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$78 | Average$221 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$128 | Average$316 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$139 | Average$416 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$159 | Average$371 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$170 | Average$391 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$199 | Average$287 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$213 | Average$419 | FlexibilityNo cancel fee | On-time63% |