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Find cheap flights from Chicago to Anaheim from $82

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Anaheim departing on 6/5. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Thu 6/27
Thu 7/4

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Good to know

Low season

January

High season

June

Cheapest flight

$82
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly with an average 14% increase in price.
Flight from Chicago Midway Airport to Santa Ana

When to book flights from Chicago to Anaheim

Are your dates flexible? Find out the best times to travel from Chicago to Anaheim based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

FAQs for booking flights from Chicago to Anaheim

  • Which airports will I be using when flying from Chicago to Anaheim?

    When flying out of Chicago you’ll be using one of these airports: Chicago Midway or Chicago O'Hare Intl. Anaheim does not have its own airport so you’ll be flying into nearby Santa Ana J. Wayne/Orange Cnty airport, which is 9.8 mi away.

  • How long does a flight from Chicago to Anaheim take?

    Direct flights cover the 1,734 miles separating Chicago and Anaheim in about 7h 03m.

  • How many flights are there between Chicago and Anaheim?

    22 direct flights run between Chicago and Anaheim on a daily basis. On average, there are about 158 departures each week.

  • What’s the cheapest day of the week to fly between Chicago and Anaheim?

    Consider leaving on a Sunday and avoid Mondays if you are looking for the best rates. For your return to Chicago, you’ll find the best rates on Saturdays and the most expensive ones on Thursdays.

  • How does KAYAK find such low prices on flights from Chicago to Anaheim?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Anaheim.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Anaheim?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Anaheim from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Anaheim?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Anaheim with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Anaheim?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Anaheim from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • Which airlines provide the cheapest flights from Chicago to Anaheim?

    In the last 72 hours, the cheapest one-way ticket between Chicago and Anaheim found on KAYAK was with Frontier for $82. Frontier offered a round-trip connection from $182 and Spirit Airlines from $207.

See more FAQs

Top tips for finding cheap flights from Chicago to Anaheim

  • There is no airport in Anaheim. Instead, you’ll be flying into John Wayne Airport, OC when flying between Chicago and Anaheim.
  • The cheapest flight from Chicago to Anaheim was found 54 days before departure, on average.
  • Book at least 2 weeks before departure in order to get a below-average price.
  • High season is considered to be February, March and April. The cheapest month to fly is September.
See more tips

Top 5 airlines serving Chicago to Anaheim

 
Need help choosing which airline to fly with from Chicago to Anaheim? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
Alaska AirlinesOverall score based on 9192 reviews
7.3Food
8.6Crew
7.9Comfort
8.2Boarding
7.3Entertainment
Airline reviews

Very close to on-time takeoff and landing. Attendants were all great - Julia was best! Joined the Alaska Air Rewards and will fly with them again!

10.0 ExcellentMark, May 2024ORD - ANC
Read more about Alaska Airlines reviews

Very close to on-time takeoff and landing. Attendants were all great - Julia was best! Joined the Alaska Air Rewards and will fly with them again!

The one stewardess was rude about helping me put my bag in overhead….she said “ Is it heavy ?” (I am 73 yrs old)

The flight was about an hour late, and there was notable turbulence for a good part of it. But of course, that was not Alaska Air’s fault, and I think the crew did a good job of keeping it safe. Service suffered a little as a result (I wish I had been offered the option of purchasing food). Overall, it was ok, because we landed safe and sound. Thanks!

Flight was delayed 2 hours. Other than that, it was a good flight.

The flight was late getting in, so many were stressed. The snacks for a LONG flight was not enough.

The whole experience went very well except the rest rooms were a disaster

Sat on tarmac for 30 minutes despite staring at three empty gates, one of which we eventually pulled into

Everything was great. Flight was on time with no issues. It was a short connecting flight so ww didn't have food offered. The gate we got off at was very close to our connecting flight gate so that was very easy.

Pilot warned us it was going to be bumpy, which I usually like when it is, but it wasn't, so I spent most of the flight unnecessarily wondering when it was going to get rough. Just can't win sometimes. Ha!

Flight was changed twice. Original flight was scheduled at 5:30pm. Weeks before flight, flight was changed to 7:00pm. On the date of flight, flight was delayed and departed at 9:00pm. This caused many problems and significantly affected our schedule at our destination.

There was no screens on board AND the WiFi didn’t work. My seat was broken and couldn’t recline so I couldn’t even sleep. The flight attendants didn’t offer anything to make it more comfortable. It was such an old cramped plane, when the person in front of me reclined I couldn’t even open my tray table. All the United ads talk about guaranteeing everyone gets a screen!

I’ve had a couple flights this week on United that were delayed by an hour or more

Great! The plane was decently sized and comfortable. The staff was nice and there was great in flight entertainment

Last minute gate change nearly caused us to miss our flight. Change was not announced or displayed in the main board at the old gate. Terrible communication. When we landed we had to wait 20 minutes because there was another plane at the assigned gate. Not the crew’s fault, but adding 20 minutes to a 45 minute flight sucked.

delay several times and wait extra long to board. no entertainment service because there are problem for some rows. always encounter some delays for the last flight of the day.

The flight experience was very good! Especially the United Club!

I was not able to buy food in the flight. They refer to include your Credit card in the APP, and if you are not from USA (i have a credit card form Canada) it is not possible

The flight from Ottawa to Chicago took a lot longer due to DC in Ottawa. We got to Chicago and went to our gate to catch our flight. We only had nine minutes I found that very stressful.

Good boarding. Crew started quick with drinks and food. They came around several times for trash which I really liked. Other than turbulence due to storms in the area, flight was great.

The control panel for the seat back screen did not work at all after takeoff.

Good flights. Departure and arrivals were on time. DFW was a little problematic in that the Skytrain without prior notice bypassed the Echo terminal so that delayed my arrival at my connecting flight.

Because I can’t stand very long in one place, I was allowed to reword.

5 hour flight - full flight - not enough room to use my computer - slightly delayed - Admirals club was excellent quality food, drink made up for flight seating. No food offerred on flight, you ahd to prebook.

Excellent- plan was barely populated. I cannot remember a flight where I was able/encouraged to stretch out!

Great flight. Boarding was efficient and quick. On time departure and smooth flight. Flight arrived early at destination. Good experience.

Had technical issue which delayed the flight period. Flight crew knew there was 5 passengers that the connecting flight was within 15 minutes once at the gate. Rather than identify the 5 passengers to assure they got first. The flight attended mentioned it but didn't assist to assure passengers with connecting flights off first. This caused a hardship and our party of 3 missed the connecting flight.

I don't like that I have to pay if I want extra leg room. The seats are so expensive; I sit in normal seats and my legs and knees cramp the entire flight. I never feel comfortable on AA flights.

Flight was delayed at departure due to weather and the need for de-icing. The flight was smooth but there was a delay at arrival due to weather. We were in a hold for 20 minutes or more. The flight arrived more than 30 minutes late. Airlines have no control over the weather and I'm glad that they follow all safety procedures. Had to wait a long time for my checked luggage. Whole process was slow and the bags arrived wet due to the rain. The onboard wifi and entertainment access was spotty and the signal was dropped several times. Otherwise the crew was great and friendly. They tried to get everyone's bags stowed and seated so we could take off.

Regarding the boarding: it needs more efforts to make it more convenient

Deicing in Denver took forever and I almost missed my connection. De-ice faster! Not Americans fault.

Flight expected to leave at 6:40 pm ended leaving at 8:00 am the following day. I slept in a cold airport. Never again Spirit for me…

This was the return leg of my journey with Spirit Airlines. Despite its reputation, I found no issues as it got me from point A to B safely and without delay, especially with no mechanical delays, which is fantastic in my book! The staff, from ground crew to cabin crew, were all pleasant and hassle-free. The flight was smooth from takeoff to landing. I have absolutely no complaints about this no-frills airline!

It was the worst ever, i will be filing a lawsuit to get a refund. Our flight was delayed 4 hours so we would miss our connecting flight, we were not rebooked to our destination the same day, we were not offered any options to get home on the same day despite being clear that we absolutely cannot get stranded at night due to family, we were forced to book our own flights on a different airline to get home, and spririt is refusing a refund because our flight wasn't cancelled, only delayed. oh yeah, and they lost our luggage on the first part of the trip and you cannot get a hold of customer service when anything goes wrong, on hold for 30+ minutes. and their app breaks so you can't use that either.

My flight was cancelled!!! I had to spend 200.00 on another flight!!

They stuck us with multiple extra fees. I will never fly spirit again

The guy with severe body odor sat next to me. For the whole duration of the flight it was a torture. The airline should have better policy on limiting people with bad body odor to board the flight. Passengers should not be the ones to endure bad odor for the whole duration of the flight. The airline should be e the one to ensure decent air quality for ever passenger.

They charged me 212.00 for a heavy check in bag at the gate. The pricing and process was so confusing - as if it was designed to purposefully gouge customers who need to board plane. That experience combined with the outrageous price charged will prevent me from ever flying Spirit again. And I’ll be sure to tell the story to anyone who cares to hear.

The text told me it was changed to Terminal E and Gate D5. But with no one on site to ask questions there was confusion on where to go as all the gates were E's. Then we took the skyline to the D area. We left to get something to eat. No announcement was made but my daughter happened to asked and they told her our gate was moved to D12. I will not fly Spirit again.

The agent at the check in desk was absolutely rude. The rest of the team after that was good, but the check in process at LAS was miserable. The woman at the desk spoke like we were stupid and was rude throughout the process.

Its so random that they only allow 40 pounds on checked bags when all airlines take 55. They then charge you for each 10 extra pounds, so my checked suitcase was $130 and the flight $30 ... its like whattt, im for sure not traveling with Spirit again

It was ridiculously hard to check in for the flight, and Frontier charged us a LOT of money to have a carry on suitcase, and then told everyone we could not carry on bags and had to check them through at the gate, and didn't refund the extra money we paid to have the suitcase as carry on.

I had a terrible experience with Frontier. I arrived before the 60 minute cut off and was told that Frontier has a two hour window for bags. I was then told the next available flight wasn’t until the end of the day (I had booked a 6am flight). I took a look around and saw other people being told that they could not board their flights or that they had to pay additional fees. I opted to rebook on American Airlines. There’s absolutely no straightforward way to contact Frontier, so this ticket was a complete waste of money. Oh - and the kicker is that the lady lied about the two hour cut off.

Frontier won’t help you at the airport without paying $25. Carry on was $75. Then you get on the plain and every beverage or snack is also a charge. Seats are hard and real packed in. I would never fly them again.

Worst experience I have seen. The flight was cancelled without any reason.

They cancelled the flight then did nothing to help us rebook. It was awful - I won’t fly with them again

The truck that was refueling the plane drove away with the hose still connected to the plane and ripped part of the plane off with it

The boarding time. I was in Section 1 the lady in charge just let people in section 3 without see us. Make a line , I have to step out and ask her. We were in the line and she just take my ticket and that’s it, so if I don’t ask her she could leave us at the end! We paid more for that privilege and. She doesn’t care….

Was just ok with over selling I guess. A lot of people in a short space and when we finally arrive i20 minutes, waiting to get out from the plain because we were waiting authorization for out boarding? Something like that.

See my previous comment which is mostly about our flight from Phoenix to SFO

They changed my flight and did not want to accommodate me or try to help me in any way. They do not care about their customers.

Book cheap flights from Chicago to Anaheim

Recent round-trip flight deals

6/9Sun
1 stopFrontier
12h 15mMDW-SNA
6/12Wed
1 stopFrontier
15h 15mSNA-MDW
$182
6/12Wed
1 stopFrontier
25h 02mORD-SNA
6/22Sat
1 stopFrontier
8h 40mSNA-ORD
$190
6/15Sat
1 stopFrontier
21h 17mORD-SNA
6/22Sat
1 stopFrontier
8h 40mSNA-ORD
$192
6/11Tue
2 stops
17h 01mORD-SNA
6/13Thu
1 stop
11h 42mSNA-ORD
$203
6/11Tue
2 stopsSpirit Airlines
17h 01mORD-SNA
7/4Thu
2 stopsSpirit Airlines
10h 41mSNA-ORD
$207
8/22Thu
1 stopSpirit Airlines
11h 03mORD-SNA
8/26Mon
1 stopSpirit Airlines
13h 11mSNA-ORD
$215
6/9Sun
1 stop
17h 25mORD-SNA
6/11Tue
2 stops
16h 43mSNA-ORD
$225
9/4Wed
1 stopAmerican Airlines
9h 27mORD-SNA
9/11Wed
nonstopAmerican Airlines
4h 09mSNA-ORD
$342
10/25Fri
1 stopDelta
8h 27mMDW-SNA
10/27Sun
1 stopDelta
8h 05mSNA-MDW
$558
8/13Tue
2 stopsDelta
11h 02mMDW-SNA
8/18Sun
1 stopDelta
8h 05mSNA-MDW
$566

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Recent one-way flight deals

6/5Wed
1 stopFrontier
24h 27mMDW-SNA
$82
8/27Tue
2 stopsSpirit Airlines
16h 13mORD-SNA
$86
7/5Fri
1 stop
9h 35mMDW-SNA
$96
6/28Fri
2 stops
27h 34mORD-SNA
$128
6/26Wed
1 stopAlaska Airlines
8h 34mORD-SNA
$172
6/25Tue
1 stopAlaska Airlines
17h 16mORD-SNA
$178
6/18Tue
nonstopAmerican Airlines
4h 18mORD-SNA
$190
9/26Thu
nonstopAmerican Airlines
4h 20mORD-SNA
$220
6/17Mon
nonstopUnited Airlines
4h 22mORD-SNA
$235
7/2Tue
nonstopUnited Airlines
4h 22mORD-SNA
$236

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Last minute flights from Chicago to Anaheim

Last minute flight, train and bus deals

5/30Thu
multi-stopFrontier
8h 21mMDW-SNA
6/3Mon
multi-stopFrontier
19h 04mSNA-MDW
$194
5/30Thu
multi-stopFrontier
8h 21mMDW-SNA
6/10Mon
multi-stopFrontier
10h 08mSNA-MDW
$210
5/30Thu
multi-stopFrontier
8h 21mMDW-SNA
6/6Thu
multi-stopFrontier
12h 15mSNA-MDW
$238
5/30Thu
multi-stop
18h 10mORD-SNA
6/11Tue
multi-stop
16h 43mSNA-ORD
$277
6/1Sat
multi-stop
7h 25mORD-SNA
6/22Sat
multi-stop
8h 40mSNA-ORD
$280
5/31Fri
multi-stopSpirit Airlines
22h 15mORD-SNA
6/3Mon
multi-stopSpirit Airlines
20h 35mSNA-ORD
$335
5/31Fri
multi-stopSpirit Airlines
10h 17mORD-SNA
6/5Wed
multi-stopSpirit Airlines
21h 15mSNA-ORD
$337
5/31Fri
nonstopAlaska Airlines
4h 23mORD-SNA
6/3Mon
nonstopAlaska Airlines
4h 06mSNA-ORD
$514
5/30Thu
multi-stopDelta
8h 00mMDW-SNA
6/3Mon
multi-stopDelta
11h 56mSNA-MDW
$902
6/1Sat
multi-stopDelta
12h 31mMDW-SNA
6/3Mon
multi-stopDelta
11h 37mSNA-MDW
$1,075

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