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Find cheap flights from Chicago to Anaheim from $53

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 6/4. 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
Fri 6/7
Fri 6/14

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Good to know

Low season

January

High season

June

Cheapest flight

$53
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly with an average 13% increase in price.
Flight from Chicago O'Hare 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 6h 07m.

  • How many flights are there between Chicago and Anaheim?

    21 direct flights run between Chicago and Anaheim on a daily basis. On average, there are about 151 departures each week.

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

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

  • 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 Spirit Airlines for $53. Spirit Airlines offered a round-trip connection from $136 and Frontier from $170.

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 72 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 October, November and December. 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 9141 reviews
8.2Boarding
7.3Food
7.3Entertainment
8.6Crew
7.9Comfort
Airline reviews

No tv, movies for a 6 hour flight! Worst airline I have ever travelled!

6.0 GoodAnonymous, May 2024JFK - SFO
Read more about Alaska Airlines reviews

No tv, movies for a 6 hour flight! Worst airline I have ever travelled!

It was great; it was on time, everything went smoothly, the crew was excellent. It was just uncomfortable for the usual reasons; completely full fight, could barely move because the space was so small. The expected stuff with every airline.

Ground crew was great in Austin, flight crew left a lot to be desired. Not particularly friendly, helpful or nice.

My baggage was in another flight, anit was delayed for one hour.

They canceled the flight 30 minutes prior to departure without any heads up.

Like South West(2 check in baggage free) if Alaskan Airlines could give at least one check in baggage free then it would be great.

Up on arrival, due to twisted ankle, I wasn’t able to walk. Requested for a wheelchair. They immediately asked for it. After 10 minutes wait a young man named Carlos picked me up at the gate, got my baggage and took me to the pick up area. It was a great service. Thanks Alaska Air line

Staff great. Tight seating. Pretzels and drink same as any other airline.

We had a very scary attempted landing in Palm Springs and were redirected to Ontario. It was a stressful flight.

Every thing means , crew, service, timing, boarding is very good.

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.

Plane was so old it had cigarette butt trays in the seat

Everything was good, hard to really comfortable on a flight that long.

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.

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

The flight attendants were very personable, extremely friendly, and had a very good feeling of the energy around them not to mention they’re very funny and engaging. What made up for the discomfort of the seats and the fact that the plane sat for a long time on the Turmac. Not sure if the pilot was new, but the landing was very rough sort of like I was at a magic mountain theme park ride that was built in 1959

Flight was delayed 2+ hours missed a concert because of it…

So bad. The check in process was laborious and the check in agent didn't seem to know how to manage the process efficiently and was confused about how to check in my son's sports equipment. The baggage fees were outrageous and so expensive. $90 for a carry on bag? And $200 additional for 2 check ins. The security lines were insanely long and the terminal was not very nice in the Spirit area. $5 for a water on board. It was my first and last time flying Spirit - I tried to save $ by flying them due to the accommodating schedule but I should have paid for Southwest, because it would've actually ended up less expensive due to the free bags with Southwest. There were no charging ports on the airplane, no wifi and really uncomfortable seating. The flight crew were great though, courteous and efficient in their boarding. Flight was delayed 1 hour, but we made up 15 minutes in flight.

My experience was better than expected. What I did find not so great was the seats. Very little room, they did not recline and the tray table was the size of a post card. There was no food to try, just standard snacks that you had to pay for and I don’t know of any entertainment. I would fly again even though everything was an upcharge. Flight was on time with little disturbance

thy don't even ofer water we have to buy it for $4.49 and paid for our cary on bags $100 each we never will fly in this company again.

I checked a bag because it was $5 less than carry on. They managed to lose my bag on a 2.5 hr direct flight! Frontier has no airport staff at baggage claim to help. As soon as I got home around 11 pm I tried to use their online system to file the claim for lost bag - system wouldn't take the # on my baggage claim ticket - said it was not the correct number. Also said that I had not checked a bag, which wasn't true - even my online boarding pass showed that I had checked a bag. Wasted about an hour on that process with no luck. Tried again in the morning - same thing. So tried online chat with Frontier bot - waited 35-40" twice to be connected to a baggage agent and it never happened. Eventually drove to PDX after work and waited 2 hrs for the Frontier ticket agents to arrive prior to the next Frontier flight out of PDX and FINALLY got some help from one of them, to take me to lost luggage area where I was able to retrive my bag. Probably took 4-5 hrs. of my time and endless frustration to get my bag. This was my first -- and LAST -- experience flying Frontier Airlines. Check-in was also extremely difficult and time consuming. The flight itself (and staff) were fine but everything else about the experience was a total disaster! The fact that Frontier literally has NO WAY to connect to a human voice for customer service (in this case for lost luggage) is the WORST!!!!!

Frontier is a crappy airline nothing about it is honest

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.

The check in at the airport was awful. Told I need to pay for a bag. The item was taken at screening. I went back to get my $ back and they gave me a coupon with a QR code that doesn’t work. Worst costumer service ever!!!!!

4 hour delay because they used our aircraft to fly a different segment (per the captain)

Book cheap flights from Chicago to Anaheim

Recent round-trip flight deals

5/21Tue
1 stopSpirit Airlines
13h 11mORD-SNA
5/28Tue
1 stopSpirit Airlines
21h 45mSNA-ORD
$136
5/21Tue
1 stop
13h 11mORD-SNA
5/23Thu
1 stop
10h 31mSNA-ORD
$138
6/5Wed
1 stopSpirit Airlines
14h 40mORD-SNA
6/12Wed
1 stopSpirit Airlines
13h 35mSNA-ORD
$143
6/11Tue
1 stopSpirit Airlines
13h 28mORD-SNA
6/17Mon
2 stopsSpirit Airlines
18h 52mSNA-ORD
$148
6/4Tue
1 stopSpirit Airlines
12h 37mORD-SNA
6/11Tue
1 stopSpirit Airlines
13h 17mSNA-ORD
$155
6/5Wed
2 stops
16h 59mORD-SNA
6/10Mon
1 stop
11h 21mSNA-ORD
$159
8/22Thu
1 stopFrontier
13h 28mMDW-SNA
8/24Sat
1 stopFrontier
14h 40mSNA-MDW
$170
5/26Sun
1 stopFrontier
8h 16mMDW-SNA
5/29Wed
1 stopFrontier
13h 30mSNA-MDW
$173
6/4Tue
1 stopDelta
8h 00mMDW-SNA
6/11Tue
2 stopsDelta
11h 43mSNA-MDW
$495
7/23Tue
2 stopsDelta
11h 04mMDW-SNA
7/29Mon
1 stopDelta
9h 14mSNA-MDW
$505

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Recent one-way flight deals

6/4Tue
1 stopSpirit Airlines
12h 37mORD-SNA
$53
5/21Tue
1 stopSpirit Airlines
13h 11mORD-SNA
$54
5/23Thu
1 stopFrontier
8h 21mMDW-SNA
$56
5/23Thu
1 stopFrontier
8h 21mMDW-SNA
$59
8/6Tue
2 stopsAlaska Airlines
16h 28mORD-SNA
$173
6/6Thu
nonstopUnited Airlines
4h 22mORD-SNA
$190
6/7Fri
1 stopAlaska Airlines
27h 28mORD-SNA
$203
6/11Tue
2 stopsUnited Airlines
16h 44mORD-SNA
$219
5/27Mon
nonstopAmerican Airlines
4h 24mORD-SNA
$233
5/27Mon
1 stopAmerican Airlines
9h 18mORD-SNA
$242

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Last minute flights from Chicago to Anaheim

Last minute flight, train and bus deals

5/13Mon
multi-stopFrontier
7h 04mMDW-SNA
5/20Mon
multi-stopFrontier
18h 32mSNA-MDW
$235
5/13Mon
multi-stopFrontier
12h 19mMDW-SNA
5/16Thu
multi-stopFrontier
11h 51mSNA-MDW
$244
5/12Sun
multi-stopSpirit Airlines
19h 19mORD-SNA
5/18Sat
multi-stopSpirit Airlines
17h 47mSNA-ORD
$287
5/13Mon
multi-stopSpirit Airlines
37h 06mORD-SNA
5/18Sat
multi-stopSpirit Airlines
15h 42mSNA-ORD
$295
5/13Mon
nonstopAmerican Airlines
4h 26mORD-SNA
6/2Sun
nonstopAmerican Airlines
4h 06mSNA-ORD
$654
5/11Sat
nonstopUnited Airlines
4h 40mORD-SNA
5/18Sat
multi-stopUnited Airlines
9h 22mSNA-ORD
$721
5/12Sun
nonstopUnited Airlines
4h 37mORD-SNA
5/16Thu
multi-stopUnited Airlines
9h 20mSNA-ORD
$762
5/10Fri
multi-stopAlaska Airlines
7h 58mORD-SNA
5/20Mon
multi-stopAlaska Airlines
7h 25mSNA-ORD
$803
5/13Mon
nonstopAmerican Airlines
4h 23mORD-SNA
5/20Mon
nonstopAmerican Airlines
4h 06mSNA-ORD
$818
5/10Fri
multi-stopAlaska Airlines
9h 45mORD-SNA
5/11Sat
multi-stopAlaska Airlines
12h 38mSNA-ORD
$986

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