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$157+ 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 3/11. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SNA
Jan 14 — Jan 211
Wed 1/14
Wed 1/21
1 adult, Economy
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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

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 December 15, 2025.

This Expedia deal was found by Cheapflights users on 12/14. 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.
Sun 12/2110:49 pmORD - SNA
1 stop22h 32mFrontier
Sat 1/109:12 amSNA - ORD
1 stop6h 29mFrontier
Deal found 12/14$282
This Frontier deal was found by Cheapflights users on 12/14. 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.
Sat 12/209:55 pmORD - SNA
1 stop12h 50mFrontier
Wed 12/2411:53 amSNA - ORD
1 stop10h 19mFrontier
Deal found 12/14$284
This CheapOair deal was found by Cheapflights users on 12/14. 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.
Sat 12/209:55 pmORD - SNA
1 stop12h 50mFrontier
Mon 12/228:16 pmSNA - ORD
1 stop16h 01mFrontier
Deal found 12/14$285
This Frontier deal was found by Cheapflights users on 12/14. 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.
Sat 12/209:55 pmORD - SNA
1 stop12h 50mFrontier
Thu 12/2511:52 amSNA - ORD
1 stop10h 20mFrontier
Deal found 12/14$304
This CheapOair deal was found by Cheapflights users on 12/14. 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.
Mon 12/156:15 amMDW - SNA
1 stop11h 40mFrontier
Sun 12/2110:35 amSNA - MDW
1 stop10h 46mFrontier
Deal found 12/14$309
This Delta deal was found by Cheapflights users on 12/13. 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.
Thu 12/256:00 amORD - SNA
1 stop8h 44mDelta
Sat 12/2711:45 amSNA - ORD
1 stop6h 51mDelta
Deal found 12/13$325
This United Airlines deal was found by Cheapflights users on 12/13. 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 12/133:40 pmORD - SNA
Nonstop4h 37mUnited Airlines
Sat 1/176:45 amSNA - ORD
Nonstop4h 19mUnited Airlines
Deal found 12/13$327
This Alaska Airlines deal was found by Cheapflights users on 12/15. 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.
Tue 12/1610:00 amORD - SNA
1 stop10h 22mAlaska Airlines
Sat 1/2410:19 amSNA - ORD
1 stop11h 31mAlaska Airlines
Deal found 12/15$333
This CheapOair deal was found by Cheapflights users on 12/14. 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.
Wed 12/247:00 amORD - SNA
1 stop6h 08mFrontier
Mon 12/298:16 pmSNA - ORD
1 stop16h 01mFrontier
Deal found 12/14$334
This American Airlines deal was found by Cheapflights users on 12/14. 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.
Tue 12/235:00 amORD - SNA
1 stop6h 00mAmerican Airlines
Tue 1/61:54 pmSNA - ORD
Nonstop4h 14mAmerican Airlines
Deal found 12/14$337
This CheapOair deal was found by Cheapflights users on 12/13. 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.
Thu 12/183:27 pmORD - SNA
1 stop28h 55mFrontier
Thu 12/2511:52 amSNA - ORD
1 stop10h 20mFrontier
Deal found 12/13$338
This Delta deal was found by Cheapflights users on 12/13. 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 12/134:05 pmORD - SNA
1 stop6h 13mDelta
Sat 1/1712:59 pmSNA - ORD
1 stop9h 00mDelta
Deal found 12/13$347

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 December 15, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$269
(United Airlines)

One-way from

$157
(Kiwi.com)

Popular in

March

Cheapest in

September

Average price

$436
Provider with most accurate pricing for Chicago (CHI)-Los Angeles flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Los Angeles flights.
Search Deals
From Chicago (CHI) to Anaheim
Search Deals
One-way flight from Chicago (CHI) to Anaheim
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($20 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search 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 December 15, 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

Fri 2/20

7:44 pm-10:30 pm

Nonstop4h 46m

Santa Ana J. Wayne/Orange Cnty

Mon 3/2

6:45 am-12:55 pm

Nonstop4h 10m

$269

ChicagoSanta Ana

ORD - SNA

ORDSNA

Chicago O'Hare Intl

Wed 1/21

8:00 am-4:12 pm

1 stop10h 12m

Santa Ana J. Wayne/Orange Cnty

Mon 1/26

6:45 am-11:50 pm

1 stop15h 05m

$286

ChicagoSanta Ana

ORD - SNA

ORDSNA

Chicago O'Hare Intl

Thu 1/22

2:20 pm-10:18 pm

1 stop9h 58m

Santa Ana J. Wayne/Orange Cnty

Sun 1/25

11:15 am-11:53 pm

1 stop10h 38m

$289

ChicagoSanta Ana

MDW - SNA

MDWSNA

Chicago Midway

Sat 2/7

1:10 pm-7:10 pm

1 stop8h 00m

Santa Ana J. Wayne/Orange Cnty

Mon 2/9

3:55 pm-11:15 pm

1 stop5h 20m

$289

ChicagoSanta Ana

ORD - SNA

ORDSNA

Chicago O'Hare Intl

Wed 1/21

2:20 pm-10:18 pm

1 stop9h 58m

Santa Ana J. Wayne/Orange Cnty

Sun 1/25

11:15 am-11:53 pm

1 stop10h 38m

$289

ChicagoSanta Ana

MDW - SNA

MDWSNA

Chicago Midway

Thu 1/22

8:25 am-4:20 pm

1 stop9h 55m

Santa Ana J. Wayne/Orange Cnty

Fri 1/30

2:30 pm-10:50 pm

1 stop6h 20m

$289

ChicagoSanta Ana

ORD - SNA

ORDSNA

Chicago O'Hare Intl

Fri 1/16

2:20 pm-10:18 pm

1 stop9h 58m

Santa Ana J. Wayne/Orange Cnty

Tue 1/20

11:15 am-11:53 pm

1 stop10h 38m

$289

ChicagoSanta Ana

MDW - SNA

MDWSNA

Chicago Midway

Thu 2/26

7:45 am-2:15 pm

1 stop8h 30m

Santa Ana J. Wayne/Orange Cnty

Mon 3/2

7:30 pm-5:05 am

1 stop7h 35m

$289

ChicagoSanta Ana

MDW - SNA

MDWSNA

Chicago Midway

Wed 1/21

8:10 am-4:05 pm

2 stops9h 55m

Santa Ana J. Wayne/Orange Cnty

Sun 1/25

7:30 pm-5:05 am

1 stop7h 35m

$294

ChicagoSanta Ana

ORD - SNA

ORDSNA

Chicago O'Hare Intl

Sat 2/14

5:15 pm-9:57 pm

1 stop6h 42m

Santa Ana J. Wayne/Orange Cnty

Wed 2/18

7:05 pm-11:52 pm

2 stops26h 47m

$302

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/15

Showing 1-10 of 39 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 December 12, 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, 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 $122). 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 December 15, 2025.

It’s typically best to fly out from Chicago to Anaheim in the evening. Doing so could potentially save you 25% 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 December 13, 2025.

Travelers seeking maximum savings on their Chicago to Anaheim flight should consider departing on Wednesday mornings 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 December 15, 2025.

The most flights from CHI to AN4 are scheduled on a Monday (21 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (1 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 December 15, 2025.
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.
Alaska Airlines
8.0
Very good
11,456 reviews

Entertainment

7.0

Overall

8.0

Comfort

7.8

Boarding

8.1

Crew

8.5

Food

7.1

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Alaska Airlines
8.0
Very good
11,456 reviews
Alaska Airlines
8.0
Very good
11,456 reviews

Entertainment

7.0

Overall

8.0

Comfort

7.8

Boarding

8.1

Crew

8.5

Food

7.1

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
United Airlines
7.4
Good
9,094 reviews
Alaska Airlines
8.0
Very good
11,456 reviews

Entertainment

7.0

Overall

8.0

Comfort

7.8

Boarding

8.1

Crew

8.5

Food

7.1

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
American Airlines
7.2
Good
11,049 reviews
Alaska Airlines
8.0
Very good
11,456 reviews

Entertainment

7.0

Overall

8.0

Comfort

7.8

Boarding

8.1

Crew

8.5

Food

7.1

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Spirit Airlines
6.3
Okay
8,187 reviews
Alaska Airlines
8.0
Very good
11,456 reviews

Entertainment

7.0

Overall

8.0

Comfort

7.8

Boarding

8.1

Crew

8.5

Food

7.1

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.
Frontier
5.8
Fair
3,082 reviews
Alaska Airlines
8.0
Very good
11,456 reviews

Entertainment

7.0

Overall

8.0

Comfort

7.8

Boarding

8.1

Crew

8.5

Food

7.1

Reviews

1 / 20
6.0
Good

Hannah,Aug 2025

SFO - SAN

Ticket said TSA pre check, but then the TSA agent said that Alaska Airlines has not actually entered the pre check information for the ticket, so I had to use regular security. During boarding, I have a disability and need to board early. The Alaska Airlines employee announced disability boarding, but then immediately announced 2 other groups to board, so I still had to fight the crowds. On the plane, the stewardess was brusk and rude. Seats were very uncomfortable, especially on lower back.

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.

  • How long is the flight from Chicago to Anaheim?

    Airlines like United Airlines, Alaska Airlines, and Delta fly from Chicago to Anaheim in about 4h 46m. The time it takes to get you to your destination can typically vary by up to 5h 26m. Airlines will cover a distance of 1721 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • 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 $72. Users have also found prices from $85 and $128 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 (83%), Qatar Airways (80%), Gulf Air( 79%).

  • What are the cheapest flights from Chicago to Anaheim?

    On average you can expect to pay $393 for a flight from Chicago to Anaheim. The cheapest flight overall is $169 while the most popular route, (Chicago O'Hare Intl - Santa Ana J. Wayne/Orange Cnty) is currently priced at $172.

  • 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, 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 $122). 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 December 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$78Average$229FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$85Average$189FlexibilityNo cancel feeOn-time65%
DeltaCheapest$128Average$307FlexibilityNo cancel feeOn-timeN/A
Sun Country AirCheapest$147Average$326FlexibilityNo cancel feeOn-time83%
JetBlueCheapest$153Average$306FlexibilityNo cancel feeOn-time62%
Alaska AirlinesCheapest$167Average$338FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$171Average$389FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$180Average$425FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$185Average$378FlexibilityNo cancel feeOn-time71%

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