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$165+ 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 4/7. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SNA
janv. 26 — févr. 21
dim. 1/26
dim. 2/2
1 adult, Economy
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The best prices from Chicago to Anaheim are usually found in February or September, booked 73 days in advance, depart on a Saturday or Tuesday and return on a Wednesday

Cheap flight deals from Chicago to Anaheim

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Anaheim (AN4). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated janvier 21, 2025.

Round-trip from

$279
(CheapOair)

One-way from

$167
(Cheapflightsfares)

Popular in

December

Cheapest in

February

Average price

$406
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. 5% potential increase in price ($22 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in January 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 janvier 21, 2025.

This CheapOair deal was found by Cheapflights users on 1/21. 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.
sam. 2/88:00 amORD - SNA
1 stop8h 05mSpirit Airlines
lun. 2/103:00 pmSNA - ORD
1 stop12h 31mSpirit Airlines
Deal found 1/21$279
This CheapOair deal was found by Cheapflights users on 1/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ven. 4/47:35 pmORD - SNA
2 stops16h 22mMultiple Airlines
ven. 4/1112:25 pmSNA - ORD
1 stop10h 17mMultiple Airlines
Deal found 1/20$282
This Gotogate deal was found by Cheapflights users on 1/20. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 2/176:40 amMDW - SNA
1 stop6h 50mFrontier
lun. 2/243:42 pmSNA - MDW
1 stop11h 49mFrontier
Deal found 1/20$285
This Mytrip deal was found by Cheapflights users on 1/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ven. 3/2110:59 amMDW - SNA
1 stop10h 01mMultiple Airlines
dim. 3/238:33 pmSNA - MDW
1 stop11h 36mMultiple Airlines
Deal found 1/20$286
This American Airlines deal was found by Cheapflights users on 1/20. 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.
jeu. 4/178:10 amORD - SNA
Nonstop4h 30mAmerican Airlines
mer. 4/233:23 pmSNA - ORD
Nonstop4h 04mAmerican Airlines
Deal found 1/20$290
This Delta deal was found by Cheapflights users on 1/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 4/292:20 pmORD - SNA
1 stop9h 59mDelta
sam. 5/311:18 amSNA - ORD
1 stop10h 35mDelta
Deal found 1/19$298
This United Airlines deal was found by Cheapflights users on 1/21. 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.
jeu. 2/204:00 pmORD - SNA
Nonstop4h 43mUnited Airlines
mar. 2/2511:18 amSNA - ORD
1 stop6h 37mUnited Airlines
Deal found 1/21$300
This Delta deal was found by Cheapflights users on 1/20. 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.
mar. 3/251:16 pmMDW - SNA
1 stop8h 56mDelta
lun. 3/319:30 pmSNA - MDW
1 stop9h 39mDelta
Deal found 1/20$313
This Frontier deal was found by Cheapflights users on 1/20. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dim. 1/266:20 amORD - SNA
1 stop11h 47mFrontier
ven. 1/3110:47 amSNA - ORD
1 stop11h 45mFrontier
Deal found 1/20$350
This Alaska Airlines deal was found by Cheapflights users on 1/21. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 2/47:45 amORD - SNA
1 stop11h 01mAlaska Airlines
ven. 2/76:45 amSNA - ORD
1 stop9h 14mAlaska Airlines
Deal found 1/21$351
This Southwest deal was found by Cheapflights users on 1/20. 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.
mer. 3/58:35 amMDW - SNA
1 stop8h 00mSouthwest
mar. 3/117:30 amSNA - MDW
2 stops7h 25mSouthwest
Deal found 1/20$407

Find flights from Chicago to Anaheim within your budget

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 janvier 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoSanta Ana

ORD - SNA

ORDSNA

Chicago O'Hare Intl

sam. 2/8

8:00 am-2:05 pm

1 stop8h 05m

Santa Ana J. Wayne/Orange Cnty

lun. 2/10

3:00 pm-5:31 am

1 stop12h 31m

$279

ChicagoSanta Ana

ORD - SNA

ORDSNA

Chicago O'Hare Intl

ven. 4/4

7:35 pm-9:57 am

2 stops16h 22m

Santa Ana J. Wayne/Orange Cnty

ven. 4/11

12:25 pm-12:42 am

1 stop10h 17m

$282

ChicagoSanta Ana

MDW - SNA

MDWSNA

Chicago Midway

dim. 2/16

6:40 am-11:30 am

1 stop6h 50m

Santa Ana J. Wayne/Orange Cnty

dim. 2/23

3:42 pm-5:31 am

1 stop11h 49m

$284

ChicagoSanta Ana

ORD - SNA

ORDSNA

Chicago O'Hare Intl

jeu. 4/17

5:35 pm-8:06 pm

Nonstop4h 31m

Santa Ana J. Wayne/Orange Cnty

mar. 4/22

7:45 am-1:49 pm

Nonstop4h 04m

$290

ChicagoSanta Ana

ORD - SNA

ORDSNA

Chicago O'Hare Intl

mar. 4/29

2:20 pm-10:19 pm

1 stop9h 59m

Santa Ana J. Wayne/Orange Cnty

sam. 5/3

11:18 am-11:53 pm

1 stop10h 35m

$298

ChicagoSanta Ana

ORD - SNA

ORDSNA

Chicago O'Hare Intl

jeu. 2/20

4:00 pm-6:43 pm

Nonstop4h 43m

Santa Ana J. Wayne/Orange Cnty

mar. 2/25

11:18 am-7:55 pm

1 stop6h 37m

$300

ChicagoSanta Ana

MDW - SNA

MDWSNA

Chicago Midway

sam. 2/8

6:00 am-12:03 pm

1 stop8h 03m

Santa Ana J. Wayne/Orange Cnty

dim. 2/16

9:00 am-5:43 pm

1 stop6h 43m

$313

ChicagoSanta Ana

ORD - SNA

ORDSNA

Chicago O'Hare Intl

mer. 2/19

8:06 am-10:52 am

Nonstop4h 46m

Santa Ana J. Wayne/Orange Cnty

mer. 2/26

12:50 pm-11:59 pm

1 stop9h 09m

$322

ChicagoSanta Ana

ORD - SNA

ORDSNA

Chicago O'Hare Intl

lun. 3/3

12:15 pm-7:50 pm

2 stops9h 35m

Santa Ana J. Wayne/Orange Cnty

mer. 3/5

11:20 am-10:35 pm

2 stops9h 15m

$395

ChicagoSanta Ana

MDW - SNA

MDWSNA

Chicago Midway

mer. 3/5

8:35 am-2:35 pm

1 stop8h 00m

Santa Ana J. Wayne/Orange Cnty

mar. 3/11

7:30 am-4:55 pm

2 stops7h 25m

$407

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/21

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.

Travel insights for flights from Chicago to Anaheim

Get recent, data-driven insights about flights from Chicago to Anaheim including ideal travel times, pricing trends, and more.

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 17, 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 $419). 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 janvier 21, 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 December 16, 2024.

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 janvier 21, 2025.

The most flights from CHI to AN4 are scheduled on a Monday (19 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (13 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 janvier 21, 2025.
Read through reviews of airlines operating flights from Chicago to Anaheim, such as Frontier, American Airlines 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.
Southwest
8.1
Very good
4,662 reviews

Entertainment

7.7

Food

7.2

Boarding

8.2

Crew

8.7

Overall

8.1

Comfort

8.1

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Southwest
8.1
Very good
4,662 reviews
Southwest
8.1
Very good
4,662 reviews

Entertainment

7.7

Food

7.2

Boarding

8.2

Crew

8.7

Overall

8.1

Comfort

8.1

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Alaska Airlines
8.0
Very good
9,706 reviews
Southwest
8.1
Very good
4,662 reviews

Entertainment

7.7

Food

7.2

Boarding

8.2

Crew

8.7

Overall

8.1

Comfort

8.1

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Delta
8.0
Very good
8,521 reviews
Southwest
8.1
Very good
4,662 reviews

Entertainment

7.7

Food

7.2

Boarding

8.2

Crew

8.7

Overall

8.1

Comfort

8.1

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

United Airlines
7.4
Good
8,984 reviews
Southwest
8.1
Very good
4,662 reviews

Entertainment

7.7

Food

7.2

Boarding

8.2

Crew

8.7

Overall

8.1

Comfort

8.1

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,662 reviews

Entertainment

7.7

Food

7.2

Boarding

8.2

Crew

8.7

Overall

8.1

Comfort

8.1

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

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 $167. Users have also found prices from $168 and $172 on Spirit Airlines and American Airlines, 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: Brussels Airlines (86%), Gulf Air (85%), Aer Lingus( 84%).

  • What are the cheapest flights from Chicago to Anaheim?

    On average you can expect to pay $372 for a flight from Chicago to Anaheim. The cheapest flight overall is $174 while the most popular route, (Chicago O'Hare Intl - Santa Ana J. Wayne/Orange Cnty) is currently priced at $104.

  • 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 $419). 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 janvier 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$54Average$162FlexibilityNo cancel feeOn-time88%
Spirit AirlinesCheapest$93Average$263FlexibilityNo cancel feeOn-time65%
FrontierCheapest$108Average$209FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$137Average$411FlexibilityNo cancel feeOn-time69%
Sun Country AirCheapest$147Average$357FlexibilityNo cancel feeOn-time83%
SouthwestCheapest$152Average$462FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$180Average$368FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$206Average$503FlexibilityNo cancel feeOn-time75%
DeltaCheapest$222Average$435FlexibilityNo cancel feeOn-timeN/A
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