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$137+ 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 4/8. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SNA
Apr 7 — Apr 141
Mon 4/7
Mon 4/14
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Anaheim are usually found in February or October, booked 42 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 2, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$271
(Alaska Airlines)

One-way from

$137
(Cheapflightsfares)

Popular in

December

Cheapest in

February

Average price

$376
Provider with most accurate pricing for Chicago (CHI)-Los Angeles flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Los Angeles flights.
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From Chicago (CHI) to Anaheim
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One-way flight from Chicago (CHI) to Anaheim
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Highest demand for flights based on searches. 7% potential increase in price ($31 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Find flight deals from Chicago to Anaheim

Cheapest flights from Chicago to Anaheim
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 2, 2025.

This Alaska Airlines deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/312:00 pmORD - SNA
1 stop10h 41mAlaska Airlines
Tue 5/63:37 pmSNA - ORD
2 stops12h 28mAlaska Airlines
Deal found 4/1$271
This Mytrip deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/2110:26 pmORD - SNA
2 stops25h 03mSpirit Airlines
Fri 4/253:11 pmSNA - ORD
2 stops12h 34mSpirit Airlines
Deal found 4/1$272
This CheapOair deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/306:00 amORD - SNA
1 stop7h 11mMultiple Airlines
Mon 6/23:16 pmSNA - ORD
2 stops17h 39mMultiple Airlines
Deal found 4/1$274
This United Airlines deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/32:18 pmORD - SNA
1 stop9h 18mUnited Airlines
Wed 5/72:15 pmSNA - ORD
Nonstop4h 08mUnited Airlines
Deal found 3/31$275
This American Airlines deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/38:09 amORD - SNA
Nonstop4h 34mAmerican Airlines
Wed 5/73:14 pmSNA - ORD
Nonstop4h 08mAmerican Airlines
Deal found 4/1$276
This Frontier deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/86:45 amORD - SNA
1 stop6h 50mFrontier
Sat 4/123:32 pmSNA - ORD
1 stop11h 29mFrontier
Deal found 4/1$278
This Frontier deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/86:45 amMDW - SNA
1 stop6h 50mFrontier
Thu 4/1012:25 pmSNA - MDW
1 stop9h 56mFrontier
Deal found 4/1$278
This Delta deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/1710:25 amMDW - SNA
1 stop9h 07mDelta
Sat 5/248:00 amSNA - MDW
1 stop7h 14mDelta
Deal found 4/1$289
This Delta deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/257:15 amORD - SNA
1 stop6h 44mDelta
Tue 9/22:29 pmSNA - ORD
1 stop7h 26mDelta
Deal found 4/1$303
This Southwest deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/134:35 pmMDW - SNA
1 stop7h 10mSouthwest
Tue 5/201:00 pmSNA - MDW
1 stop7h 50mSouthwest
Deal found 4/1$343

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 2, 2025.
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

Sat 5/3

12:00 pm-8:41 pm

1 stop10h 41m

Santa Ana J. Wayne/Orange Cnty

Tue 5/6

3:37 pm-6:05 am

2 stops12h 28m

$271

ChicagoSanta Ana

ORD - SNA

ORDSNA

Chicago O'Hare Intl

Mon 4/21

10:26 pm-9:29 pm

2 stops25h 03m

Santa Ana J. Wayne/Orange Cnty

Fri 4/25

3:11 pm-5:45 am

2 stops12h 34m

$272

ChicagoSanta Ana

ORD - SNA

ORDSNA

Chicago O'Hare Intl

Fri 5/30

6:00 am-11:11 am

1 stop7h 11m

Santa Ana J. Wayne/Orange Cnty

Mon 6/2

3:16 pm-10:55 am

2 stops17h 39m

$274

ChicagoSanta Ana

ORD - SNA

ORDSNA

Chicago O'Hare Intl

Sat 5/3

2:18 pm-9:36 pm

1 stop9h 18m

Santa Ana J. Wayne/Orange Cnty

Wed 5/7

2:15 pm-8:23 pm

Nonstop4h 08m

$275

ChicagoSanta Ana

ORD - SNA

ORDSNA

Chicago O'Hare Intl

Sat 5/3

8:09 am-10:43 am

Nonstop4h 34m

Santa Ana J. Wayne/Orange Cnty

Wed 5/7

3:14 pm-9:22 pm

Nonstop4h 08m

$276

ChicagoSanta Ana

ORD - SNA

ORDSNA

Chicago O'Hare Intl

Thu 4/17

6:45 am-11:35 am

1 stop6h 50m

Santa Ana J. Wayne/Orange Cnty

Mon 4/21

10:55 am-12:58 am

1 stop12h 03m

$278

ChicagoSanta Ana

MDW - SNA

MDWSNA

Chicago Midway

Sat 4/12

6:45 am-11:35 am

1 stop6h 50m

Santa Ana J. Wayne/Orange Cnty

Sun 4/13

3:32 pm-5:20 am

1 stop11h 48m

$280

ChicagoSanta Ana

MDW - SNA

MDWSNA

Chicago Midway

Sat 5/17

10:25 am-5:32 pm

1 stop9h 07m

Santa Ana J. Wayne/Orange Cnty

Sat 5/24

8:00 am-5:14 pm

1 stop7h 14m

$289

ChicagoSanta Ana

ORD - SNA

ORDSNA

Chicago O'Hare Intl

Mon 8/25

7:15 am-11:59 am

1 stop6h 44m

Santa Ana J. Wayne/Orange Cnty

Wed 9/3

7:15 am-5:50 pm

1 stop8h 35m

$303

ChicagoSanta Ana

MDW - SNA

MDWSNA

Chicago Midway

Tue 5/13

4:35 pm-9:45 pm

1 stop7h 10m

Santa Ana J. Wayne/Orange Cnty

Tue 5/20

1:00 pm-10:50 pm

1 stop7h 50m

$343

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/1

Showing 1-10 of 23 results
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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.
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

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 28, 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 42 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 2, 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 2, 2025.

The most flights from CHI to AN4 are scheduled on a Monday (20 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (4 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 2, 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.
Alaska Airlines
8.0
Very good
9,820 reviews

Crew

8.5

Entertainment

7.1

Boarding

8.2

Overall

8.0

Food

7.1

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Seleste,Dec 2024

FAT - SAN

The attention and efficiency of the staff and the good handling of the pilot
Alaska Airlines
8.0
Very good
9,820 reviews
Alaska Airlines
8.0
Very good
9,820 reviews

Crew

8.5

Entertainment

7.1

Boarding

8.2

Overall

8.0

Food

7.1

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Seleste,Dec 2024

FAT - SAN

The attention and efficiency of the staff and the good handling of the pilot
Southwest
8.0
Very good
4,272 reviews
Alaska Airlines
8.0
Very good
9,820 reviews

Crew

8.5

Entertainment

7.1

Boarding

8.2

Overall

8.0

Food

7.1

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Seleste,Dec 2024

FAT - SAN

The attention and efficiency of the staff and the good handling of the pilot
Delta
8.0
Very good
7,898 reviews
Alaska Airlines
8.0
Very good
9,820 reviews

Crew

8.5

Entertainment

7.1

Boarding

8.2

Overall

8.0

Food

7.1

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Seleste,Dec 2024

FAT - SAN

The attention and efficiency of the staff and the good handling of the pilot
Hawaiian Airlines
7.9
Good
2,345 reviews
Alaska Airlines
8.0
Very good
9,820 reviews

Crew

8.5

Entertainment

7.1

Boarding

8.2

Overall

8.0

Food

7.1

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Seleste,Dec 2024

FAT - SAN

The attention and efficiency of the staff and the good handling of the pilot
United Airlines
7.4
Good
8,616 reviews
Alaska Airlines
8.0
Very good
9,820 reviews

Crew

8.5

Entertainment

7.1

Boarding

8.2

Overall

8.0

Food

7.1

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Seleste,Dec 2024

FAT - SAN

The attention and efficiency of the staff and the good handling of the pilot

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.

  • What are the cheapest airlines to fly from Chicago to Anaheim one-way?

    For one-way options, check prices for Frontier. According to our data, you can fly for as low as $137. Users have also found prices from $139 and $152 on Spirit Airlines and Delta, respectively.

  • What are the most reliable airlines from Chicago to Anaheim?

    Before booking your flight to Anaheim from Chicago, check out the most reliable airlines to get you to your destination on time: Aer Lingus (93%), Brussels Airlines (91%), Qatar Airways( 90%).

  • What are the cheapest flights from Chicago to Anaheim?

    On average you can expect to pay $1,001 for a flight from Chicago to Anaheim. The cheapest flight overall is $167 while the most popular route, (Chicago O'Hare Intl - Santa Ana J. Wayne/Orange Cnty) is currently priced at $141.

  • Can I find deals for flights from Chicago to Anaheim that include hotel bookings?

    Yes. In addition to deals on Chicago to Anaheim flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Anaheim?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Anaheim.

  • Can I find deals for business class flights from Chicago to Anaheim?

    Yes. Cheapflights offers flight deals from Chicago to Anaheim by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • 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.

See more FAQs

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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.
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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 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$54Average$161FlexibilityNo cancel feeOn-time88%
FrontierCheapest$78Average$185FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$89Average$238FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$137Average$385FlexibilityNo cancel feeOn-time69%
Sun Country AirCheapest$147Average$345FlexibilityNo cancel feeOn-time83%
SouthwestCheapest$152Average$447FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$180Average$364FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$206Average$486FlexibilityNo cancel feeOn-time75%
DeltaCheapest$222Average$427FlexibilityNo cancel feeOn-timeN/A

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