$134+ 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 5/20. Fares are subject to change and may not be available on all flights or dates of travel.
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 February or September, booked 53 days in advance, depart on a Tuesday or Friday and return on a Tuesday
Cheap flight deals from Chicago to Anaheim
Keep the following information in mind while searching for Chicago to Anaheim flight deals. Data was last updated April 24, 2025.
Most accurate provider | Mytrip 3 stars |
|---|---|
Most trusted provider | Mytrip 3 stars |
Round-trip from | $269 (United Airlines) |
One-way from | $134 (Kiwi.com) |
Popular in | December |
Cheapest in | February |
Average price | $377 |
Find flight deals from Chicago to Anaheim
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 April 24, 2025.
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 April 24, 2025.
This United Airlines deal was found by Cheapflights users on 4/23. 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.
This FlightHub deal was found by Cheapflights users on 4/23. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This CheapOair deal was found by Cheapflights users on 4/23. 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.
This CheapOair deal was found by Cheapflights users on 4/23. 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.
This Delta deal was found by Cheapflights users on 4/23. 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.
This Delta deal was found by Cheapflights users on 4/21. 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.
This Booking.com deal was found by Cheapflights users on 4/23. 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.
This American Airlines deal was found by Cheapflights users on 4/23. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Alaska Airlines deal was found by Cheapflights users on 4/23. 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.
This eDestinos deal was found by Cheapflights users on 4/23. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Hawaiian Airlines deal was found by Cheapflights users on 4/22. 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 Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Southwest deal was found by Cheapflights users on 4/21. 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.
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 April 24, 2025.
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
Price
ChicagoSanta Ana
ORD - SNA
ORDSNA
Chicago O'Hare Intl
Fri 5/16
7:35 pm-10:17 pm
Nonstop4h 42m
Santa Ana J. Wayne/Orange Cnty
Tue 5/20
2:15 pm-8:23 pm
Nonstop4h 08m
ChicagoSanta Ana
ORD - SNA
ORDSNA
Chicago O'Hare Intl
Wed 5/7
11:50 am-9:17 pm
1 stop11h 27m
Santa Ana J. Wayne/Orange Cnty
Tue 5/13
3:16 pm-10:55 am
2 stops17h 39m
ChicagoSanta Ana
ORD - SNA
ORDSNA
Chicago O'Hare Intl
Fri 6/6
3:18 pm-8:05 pm
1 stop6h 47m
Santa Ana J. Wayne/Orange Cnty
Sun 6/8
3:32 pm-10:22 am
2 stops16h 50m
ChicagoSanta Ana
MDW - SNA
MDWSNA
Chicago Midway
Thu 5/1
8:03 pm-11:28 am
1 stop17h 25m
Santa Ana J. Wayne/Orange Cnty
Sun 5/4
6:10 pm-2:48 pm
1 stop18h 38m
ChicagoSanta Ana
ORD - SNA
ORDSNA
Chicago O'Hare Intl
Tue 5/20
7:30 am-11:55 am
1 stop6h 25m
Santa Ana J. Wayne/Orange Cnty
Wed 5/21
9:45 am-6:20 pm
1 stop6h 35m
ChicagoSanta Ana
MDW - SNA
MDWSNA
Chicago Midway
Wed 5/28
1:55 pm-8:22 pm
1 stop8h 27m
Santa Ana J. Wayne/Orange Cnty
Sun 6/1
9:00 am-5:45 pm
1 stop6h 45m
ChicagoSanta Ana
ORD - SNA
ORDSNA
Chicago O'Hare Intl
Tue 5/6
6:00 am-1:07 pm
1 stop9h 07m
Santa Ana J. Wayne/Orange Cnty
Wed 5/7
7:58 pm-5:25 am
1 stop7h 27m
ChicagoSanta Ana
ORD - SNA
ORDSNA
Chicago O'Hare Intl
Fri 6/6
12:02 pm-2:18 pm
Nonstop4h 16m
Santa Ana J. Wayne/Orange Cnty
Sun 6/8
10:19 am-4:30 pm
Nonstop4h 11m
ChicagoSanta Ana
ORD - SNA
ORDSNA
Chicago O'Hare Intl
Sat 5/10
6:00 am-1:07 pm
1 stop9h 07m
Santa Ana J. Wayne/Orange Cnty
Tue 5/20
6:45 am-6:55 pm
1 stop10h 10m
ChicagoSanta Ana
ORD - SNA
ORDSNA
Chicago O'Hare Intl
Wed 5/28
6:00 am-2:12 pm
1 stop10h 12m
Santa Ana J. Wayne/Orange Cnty
Thu 5/29
12:35 pm-11:56 pm
2 stops9h 21m
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.
Cheapflights Insights
Everything you need to know about your flight from Chicago to Anaheim
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 April 18, 2025.
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 53 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, January is the cheapest month in which you can book a flight from Chicago to Anaheim (average of $298). Flying from Chicago to Anaheim in June is currently the most expensive (average of $409). 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 April 24, 2025.
When flying from Chicago to Anaheim, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
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 30, 2025.
Travelers seeking maximum savings on their Chicago to Anaheim flight should consider departing on Saturday at noon when fares are most often at their lowest. Friday at noon 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 April 24, 2025.
The most flights from CHI to AN4 are scheduled on a Monday (23 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (10 on average).
Rainfall in Anaheim by month
Plan your trip to Anaheim by taking into account the average rainfall totals by month.
In terms of precipitation, rainfall in Anaheim ranges from 0.0 - 3.1 inches per month. February is typically the wettest month, when rainfall can reach 3.1 in. July is typically the driest time to visit Anaheim when rainfall is around 0.0 in.
Temperature in Anaheim by month
Plan your trip to Anaheim by taking into account the average temperature totals by month.
If weather is an important factor for your trip to Anaheim, use this chart to help with planning. For those seeking warmer temperatures, August is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 55.4 F).
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 April 24, 2025.
Read through reviews of airlines operating flights from Chicago to Anaheim, such as Alaska Airlines, Southwest and Delta. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
Comfort
Boarding
Entertainment
Crew
Overall
Reviews
Anonymous,Apr 2025
LAS - STS
Food
Comfort
Boarding
Entertainment
Crew
Overall
Reviews
Anonymous,Apr 2025
LAS - STS
Food
Comfort
Boarding
Entertainment
Crew
Overall
Reviews
Anonymous,Apr 2025
LAS - STS
Food
Comfort
Boarding
Entertainment
Crew
Overall
Reviews
Anonymous,Apr 2025
LAS - STS
Food
Comfort
Boarding
Entertainment
Crew
Overall
Reviews
Anonymous,Apr 2025
LAS - STS
Food
Comfort
Boarding
Entertainment
Crew
Overall
Reviews
Anonymous,Apr 2025
LAS - STS
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
See prices for flight routes from nearby airports that may be better suited for you.
Top 9 airlines flying from Chicago to Anaheim
Discover the top 9 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 April 24, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$49 | Average$133 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$78 | Average$198 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$90 | Average$245 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$137 | Average$374 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$147 | Average$345 | FlexibilityNo cancel fee | On-time83% | |
| Cheapest$179 | Average$366 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$204 | Average$446 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$206 | Average$486 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$222 | Average$434 | FlexibilityNo cancel fee | On-timeN/A |