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$136+ 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 6/28. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SNA
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Anaheim are usually found in May or February, booked 78 days in advance, depart on a Wednesday or Tuesday 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 June 12, 2025.

Round-trip from

$269
(United Airlines)

One-way from

$136
(Mytrip)

Popular in

December

Cheapest in

May

Average price

$379
From Chicago (CHI) to Anaheim
Search Deals
One-way flight from Chicago (CHI) to Anaheim
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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 ($10 potential savings vs. average RT price).
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Average for round-trip flights in June 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 June 12, 2025.

This American Airlines deal was found by Cheapflights users on 6/12. 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 9/258:13 amORD - SNA
Nonstop4h 28mAmerican Airlines
Sat 9/277:55 amSNA - ORD
Nonstop4h 10mAmerican Airlines
Deal found 6/12$269
This United Airlines deal was found by Cheapflights users on 6/10. 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.
Mon 6/307:59 pmORD - SNA
Nonstop4h 27mUnited Airlines
Mon 7/76:45 amSNA - ORD
Nonstop4h 21mUnited Airlines
Deal found 6/10$270
This Mytrip deal was found by Cheapflights users on 6/10. 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.
Thu 6/2610:15 pmORD - SNA
1 stop11h 01mSpirit Airlines
Sun 8/37:58 pmSNA - ORD
2 stops23h 32mSpirit Airlines
Deal found 6/10$271
This FlightHub deal was found by Cheapflights users on 6/12. 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.
Thu 9/254:29 pmMDW - SNA
1 stop21h 04mFrontier
Thu 10/212:18 pmSNA - MDW
1 stop8h 20mFrontier
Deal found 6/12$280
This Delta deal was found by Cheapflights users on 6/11. 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.
Tue 8/51:46 pmMDW - SNA
1 stop8h 18mDelta
Wed 8/138:00 amSNA - MDW
1 stop7h 37mDelta
Deal found 6/11$284
This Hawaiian Airlines deal was found by Cheapflights users on 6/10. 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.
Fri 8/292:07 pmORD - SNA
1 stop10h 10mHawaiian Airlines
Mon 9/19:15 pmSNA - ORD
1 stop7h 48mHawaiian Airlines
Deal found 6/10$288
This Delta deal was found by Cheapflights users on 6/11. 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.
Fri 7/252:15 pmORD - SNA
1 stop6h 06mDelta
Fri 8/82:20 pmSNA - ORD
1 stop7h 49mDelta
Deal found 6/11$289
This Southwest deal was found by Cheapflights users on 6/10. 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 7/87:10 amMDW - SNA
1 stop8h 20mSouthwest
Mon 7/1411:40 amSNA - MDW
1 stop7h 35mSouthwest
Deal found 6/10$289
This FlightHub deal was found by Cheapflights users on 6/12. 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.
Fri 8/12:15 pmORD - SNA
1 stop7h 31mMultiple Airlines
Sat 8/96:45 amSNA - ORD
1 stop5h 28mMultiple Airlines
Deal found 6/12$295
This Alaska Airlines deal was found by Cheapflights users on 6/10. 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.
Thu 10/233:20 pmORD - SNA
1 stop9h 10mAlaska Airlines
Sun 10/269:15 pmSNA - ORD
1 stop24h 44mAlaska Airlines
Deal found 6/10$309
This Frontier deal was found by Cheapflights users on 6/11. 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.
Fri 8/152:15 pmORD - SNA
1 stop7h 31mFrontier
Thu 8/214:37 pmSNA - ORD
2 stops16h 00mFrontier
Deal found 6/11$324
This Southwest deal was found by Cheapflights users on 6/12. 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.
Fri 8/297:30 amORD - SNA
2 stops13h 25mSouthwest
Mon 9/18:50 amSNA - ORD
2 stops12h 50mSouthwest
Deal found 6/12$348

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 June 12, 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 9/5

7:58 pm-10:30 pm

Nonstop4h 32m

Santa Ana J. Wayne/Orange Cnty

Fri 9/12

1:48 pm-7:59 pm

Nonstop4h 11m

$269

ChicagoSanta Ana

ORD - SNA

ORDSNA

Chicago O'Hare Intl

Thu 6/26

10:15 pm-7:16 am

1 stop11h 01m

Santa Ana J. Wayne/Orange Cnty

Sun 8/3

7:58 pm-9:30 pm

2 stops23h 32m

$271

ChicagoSanta Ana

ORD - SNA

ORDSNA

Chicago O'Hare Intl

Mon 6/16

2:10 pm-7:46 pm

1 stop7h 36m

Santa Ana J. Wayne/Orange Cnty

Mon 7/7

7:40 pm-6:12 am

1 stop8h 32m

$273

ChicagoSanta Ana

MDW - SNA

MDWSNA

Chicago Midway

Thu 9/25

4:29 pm-11:33 am

1 stop21h 04m

Santa Ana J. Wayne/Orange Cnty

Thu 10/2

12:18 pm-10:38 pm

1 stop8h 20m

$280

ChicagoSanta Ana

MDW - SNA

MDWSNA

Chicago Midway

Tue 8/5

1:46 pm-8:04 pm

1 stop8h 18m

Santa Ana J. Wayne/Orange Cnty

Wed 8/13

8:00 am-5:37 pm

1 stop7h 37m

$284

ChicagoSanta Ana

ORD - SNA

ORDSNA

Chicago O'Hare Intl

Fri 8/29

2:07 pm-10:17 pm

1 stop10h 10m

Santa Ana J. Wayne/Orange Cnty

Mon 9/1

9:15 pm-7:03 am

1 stop7h 48m

$288

ChicagoSanta Ana

MDW - SNA

MDWSNA

Chicago Midway

Tue 7/8

7:10 am-1:30 pm

1 stop8h 20m

Santa Ana J. Wayne/Orange Cnty

Mon 7/14

11:40 am-9:15 pm

1 stop7h 35m

$289

ChicagoSanta Ana

ORD - SNA

ORDSNA

Chicago O'Hare Intl

Tue 7/22

5:35 am-10:50 am

1 stop7h 15m

Santa Ana J. Wayne/Orange Cnty

Wed 8/6

12:00 pm-9:30 pm

1 stop7h 30m

$289

ChicagoSanta Ana

ORD - SNA

ORDSNA

Chicago O'Hare Intl

Fri 7/25

7:09 am-9:24 am

Nonstop4h 15m

Santa Ana J. Wayne/Orange Cnty

Mon 8/4

11:28 am-5:46 pm

Nonstop4h 18m

$307

ChicagoSanta Ana

ORD - SNA

ORDSNA

Chicago O'Hare Intl

Sat 8/9

1:03 pm-9:39 pm

1 stop10h 36m

Santa Ana J. Wayne/Orange Cnty

Wed 8/13

7:14 pm-5:40 am

1 stop8h 26m

$311

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/9

Showing 1-10 of 24 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 June 9, 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 $378). 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 June 12, 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 June 8, 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 June 12, 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 (9 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 June 12, 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
10,000 reviews

Overall

8.0

Food

7.1

Boarding

8.1

Comfort

7.8

Entertainment

7.1

Crew

8.5

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

Overall

8.0

Food

7.1

Boarding

8.1

Comfort

7.8

Entertainment

7.1

Crew

8.5

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
4,287 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Food

7.1

Boarding

8.1

Comfort

7.8

Entertainment

7.1

Crew

8.5

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
7,946 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Food

7.1

Boarding

8.1

Comfort

7.8

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Hawaiian Airlines
7.9
Good
2,494 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Food

7.1

Boarding

8.1

Comfort

7.8

Entertainment

7.1

Crew

8.5

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
8,790 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Food

7.1

Boarding

8.1

Comfort

7.8

Entertainment

7.1

Crew

8.5

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 $136. Users have also found prices from $140 and $141 on Delta and Hawaiian 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 (93%), United Airlines (89%), Air Canada( 89%).

  • What are the cheapest flights from Chicago to Anaheim?

    On average you can expect to pay $1,005 for a flight from Chicago to Anaheim. The cheapest flight overall is $135 while the most popular route, (Chicago O'Hare Intl - Santa Ana J. Wayne/Orange Cnty) is currently priced at $106.

  • 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 $378). 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.

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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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$49Average$130FlexibilityNo cancel feeOn-time88%
FrontierCheapest$78Average$215FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$88Average$247FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$137Average$371FlexibilityNo cancel feeOn-time69%
Sun Country AirCheapest$147Average$345FlexibilityNo cancel feeOn-time83%
American AirlinesCheapest$179Average$368FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$206Average$435FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$207Average$443FlexibilityNo cancel feeOn-time63%
DeltaCheapest$236Average$431FlexibilityNo cancel feeOn-timeN/A

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