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$104+ 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 10/27. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SNA
Aug 5 — Aug 121
Tue 8/5
Tue 8/12
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Anaheim are usually found in August or September, booked 78 days in advance, depart on a Wednesday or Saturday and return on a Wednesday

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 July 31, 2025.

Round-trip from

$244
(CheapOair)

One-way from

$106
(FlightHub)

Popular in

December

Cheapest in

August

Average price

$373
From Chicago (CHI) to Anaheim
Search Deals
One-way flight from Chicago (CHI) to Anaheim
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($39 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 July 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 July 31, 2025.

This CheapOair deal was found by Cheapflights users on 7/31. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/77:35 amORD - SNA
2 stops15h 24mSpirit Airlines
Sun 11/95:46 pmSNA - ORD
2 stops13h 58mSpirit Airlines
Deal found 7/31$244
This FlightHub deal was found by Cheapflights users on 7/28. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/137:00 amORD - SNA
1 stop6h 11mFrontier
Sun 8/173:32 pmSNA - ORD
1 stop27h 44mFrontier
Deal found 7/28$245
This Expedia deal was found by Cheapflights users on 7/30. 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.
Wed 8/137:00 amORD - SNA
1 stop6h 11mMultiple Airlines
Wed 8/208:30 pmSNA - ORD
1 stop13h 13mMultiple Airlines
Deal found 7/30$247
This Frontier deal was found by Cheapflights users on 7/29. 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.
Thu 8/2111:00 amMDW - SNA
1 stop7h 57mFrontier
Sun 8/2411:58 amSNA - MDW
1 stop10h 47mFrontier
Deal found 7/29$258
This Alaska Airlines deal was found by Cheapflights users on 7/30. 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 9/63:20 pmORD - SNA
1 stop9h 10mAlaska Airlines
Sun 9/79:15 pmSNA - ORD
1 stop7h 48mAlaska Airlines
Deal found 7/30$268
This Delta deal was found by Cheapflights users on 7/30. 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 8/231:43 pmMDW - SNA
1 stop8h 42mDelta
Sun 8/319:00 amSNA - MDW
1 stop6h 37mDelta
Deal found 7/30$268
This American Airlines deal was found by Cheapflights users on 7/30. 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.
Thu 9/256:49 pmORD - SNA
Nonstop4h 31mAmerican Airlines
Mon 9/293:10 pmSNA - ORD
Nonstop4h 08mAmerican Airlines
Deal found 7/30$269
This United Airlines deal was found by Cheapflights users on 7/30. 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.
Thu 8/217:58 pmORD - SNA
Nonstop4h 32mUnited Airlines
Sat 8/2311:30 amSNA - ORD
1 stop7h 10mUnited Airlines
Deal found 7/30$279
This Delta deal was found by Cheapflights users on 7/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/137:55 amORD - SNA
1 stop5h 53mDelta
Thu 9/259:20 pmSNA - ORD
1 stop9h 20mDelta
Deal found 7/29$284
This Southwest deal was found by Cheapflights users on 7/31. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/135:25 pmMDW - SNA
1 stop7h 00mSouthwest
Wed 10/157:35 pmSNA - MDW
1 stop7h 40mSouthwest
Deal found 7/31$313

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 July 31, 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

Mon 8/11

7:08 am-7:03 pm

1 stop13h 55m

Santa Ana J. Wayne/Orange Cnty

Mon 8/18

6:45 am-7:42 pm

2 stops10h 57m

$244

ChicagoSanta Ana

ORD - SNA

ORDSNA

Chicago O'Hare Intl

Wed 8/13

7:00 am-11:11 am

1 stop6h 11m

Santa Ana J. Wayne/Orange Cnty

Sun 8/17

3:32 pm-9:16 pm

1 stop27h 44m

$245

ChicagoSanta Ana

ORD - SNA

ORDSNA

Chicago O'Hare Intl

Wed 8/13

7:00 am-11:11 am

1 stop6h 11m

Santa Ana J. Wayne/Orange Cnty

Wed 8/20

8:30 pm-11:43 am

1 stop13h 13m

$247

ChicagoSanta Ana

MDW - SNA

MDWSNA

Chicago Midway

Thu 8/21

11:00 am-4:57 pm

1 stop7h 57m

Santa Ana J. Wayne/Orange Cnty

Sun 8/24

11:58 am-12:45 am

1 stop10h 47m

$258

ChicagoSanta Ana

ORD - SNA

ORDSNA

Chicago O'Hare Intl

Sat 9/6

3:20 pm-10:30 pm

1 stop9h 10m

Santa Ana J. Wayne/Orange Cnty

Sun 9/7

9:15 pm-7:03 am

1 stop7h 48m

$268

ChicagoSanta Ana

MDW - SNA

MDWSNA

Chicago Midway

Sat 8/23

1:43 pm-8:25 pm

1 stop8h 42m

Santa Ana J. Wayne/Orange Cnty

Sun 8/31

9:00 am-5:37 pm

1 stop6h 37m

$268

ChicagoSanta Ana

ORD - SNA

ORDSNA

Chicago O'Hare Intl

Thu 9/25

8:15 am-10:43 am

Nonstop4h 28m

Santa Ana J. Wayne/Orange Cnty

Sun 9/28

9:54 am-4:07 pm

Nonstop4h 13m

$269

ChicagoSanta Ana

ORD - SNA

ORDSNA

Chicago O'Hare Intl

Thu 8/21

7:58 pm-10:30 pm

Nonstop4h 32m

Santa Ana J. Wayne/Orange Cnty

Sat 8/23

11:30 am-8:40 pm

1 stop7h 10m

$279

ChicagoSanta Ana

ORD - SNA

ORDSNA

Chicago O'Hare Intl

Sat 9/13

7:55 am-11:48 am

1 stop5h 53m

Santa Ana J. Wayne/Orange Cnty

Thu 9/25

9:20 pm-8:40 am

1 stop9h 20m

$284

ChicagoSanta Ana

MDW - SNA

MDWSNA

Chicago Midway

Mon 10/13

5:25 pm-10:25 pm

1 stop7h 00m

Santa Ana J. Wayne/Orange Cnty

Wed 10/15

7:35 pm-5:15 am

1 stop7h 40m

$313

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

Showing 1-10 of 18 results
1
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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 July 25, 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 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, 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 March is currently the most expensive (average of $376). 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 July 31, 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 July 27, 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 July 31, 2025.

The most flights from CHI to AN4 are scheduled on a Thursday (25 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (8 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 July 31, 2025.
Peruse reviews from past customers who have flown with Alaska Airlines, Southwest, and Delta 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.
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Boarding

8.1

Crew

8.5

Entertainment

7.1

Overall

8.0

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Boarding

8.1

Crew

8.5

Entertainment

7.1

Overall

8.0

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,246 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Boarding

8.1

Crew

8.5

Entertainment

7.1

Overall

8.0

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,981 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Boarding

8.1

Crew

8.5

Entertainment

7.1

Overall

8.0

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,900 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Boarding

8.1

Crew

8.5

Entertainment

7.1

Overall

8.0

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Boarding

8.1

Crew

8.5

Entertainment

7.1

Overall

8.0

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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 Spirit Airlines. According to our data, you can fly for as low as $106. Users have also found prices from $109 and $124 on Frontier and Alaska 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: Alaska Airlines (90%), American Airlines (89%), Royal Jordanian( 83%).

  • What are the cheapest flights from Chicago to Anaheim?

    On average you can expect to pay $1,080 for a flight from Chicago to Anaheim. The cheapest flight overall is $253 while the most popular route, (Chicago O'Hare Intl - Santa Ana J. Wayne/Orange Cnty) is currently priced at $140.

  • 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 March is currently the most expensive (average of $376). 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 July 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$79Average$221FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$81Average$144FlexibilityNo cancel feeOn-time88%
Spirit AirlinesCheapest$88Average$196FlexibilityNo cancel feeOn-time65%
Sun Country AirCheapest$147Average$365FlexibilityNo cancel feeOn-time83%
Alaska AirlinesCheapest$167Average$425FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$179Average$386FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$189Average$411FlexibilityNo cancel feeOn-time69%
DeltaCheapest$192Average$313FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$210Average$440FlexibilityNo cancel feeOn-time63%

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