$114 Find Cheap Flights from Chicago to Anaheim

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 1/12. 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.
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1 adult, Economy

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Flight Deals

Cheap Flights from Chicago to Anaheim (CHI-SNA)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Anaheim that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Anaheim

Fri, Jan 16 - Tue, Jan 20
American Airlines Logo
10:27 am - 1:04 pmORD-SNA
4h 37mnonstop
American Airlines Logo
8:05 am - 2:11 pmSNA-ORD
4h 06mnonstop
$269American Airlines
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Thu, Dec 11 - Wed, Dec 17
Frontier Logo
6:00 am - 1:36 pmMDW-SNA
9h 36m1 stop
Frontier Logo
12:35 pm - 7:25 pmSNA-MDW
28h 50m1 stop
$269Frontier
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Fri, Oct 31 - Thu, Nov 6
United Airlines Logo
7:35 pm - 10:13 pmORD-SNA
4h 38mnonstop
United Airlines Logo
6:45 am - 12:56 pmSNA-ORD
4h 11mnonstop
$270United Airlines
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Tue, Nov 4 - Wed, Nov 5
Spirit Airlines Logo
5:10 am - 9:01 pmORD-SNA
17h 51m3 stops
Spirit Airlines Logo
1:31 pm - 5:32 amSNA-ORD
14h 01m1 stop
$272Spirit Airlines
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Wed, Nov 5 - Sun, Nov 9
Spirit Airlines Logo
1:48 pm - 12:36 pmORD-SNA
24h 48m3 stops
Spirit Airlines Logo
1:31 pm - 5:32 amSNA-ORD
14h 01m1 stop
$273Spirit Airlines
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Mon, Feb 23 - Mon, Mar 2
Alaska Airlines Logo
10:00 am - 5:15 pmORD-SNA
9h 15m1 stop
Alaska Airlines Logo
7:00 pm - 5:04 amSNA-ORD
8h 04m1 stop
$274Alaska Airlines
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Thu, Dec 11 - Tue, Dec 16
Alaska Airlines Logo
8:00 am - 4:37 pmORD-SNA
10h 37m1 stop
Alaska Airlines Logo
12:35 pm - 10:30 pmSNA-ORD
7h 55m1 stop
$277Alaska Airlines
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Thu, Nov 13 - Sun, Nov 16
Frontier Logo
9:00 am - 1:04 pmMDW-SNA
6h 04m1 stop
Frontier Logo
12:01 pm - 11:30 amSNA-MDW
21h 29m1 stop
$278Frontier
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Fri, Nov 14 - Sat, Nov 15
United Airlines Logo
6:00 am - 11:17 amORD-SNA
7h 17m1 stop
United Airlines Logo
6:45 am - 12:56 pmSNA-ORD
4h 11mnonstop
$279United Airlines
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Wed, Nov 5 - Fri, Nov 7
American Airlines Logo
8:05 am - 10:42 amORD-SNA
4h 37mnonstop
American Airlines Logo
3:08 pm - 9:17 pmSNA-ORD
4h 09mnonstop
$293American Airlines
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Everything you should know

Cheapest round-trip
$269
Typical prices: $269-$427
American Airlines
Fri 1/16Tue 1/20
ORD - SNA • Non-stop
Cheapest one-way
$114
Typical prices: $194-$394
Frontier
Mon 1/12
ORD - SNA • 1 stop
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Anaheim!
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$114
Best time to beat the crowds with an average 0% drop in price.
Most popular time to fly with an average 23% increase in price.
Flight from Chicago O'Hare Airport to John Wayne (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 4h 28m.

  • How many flights are there between Chicago and Anaheim?

    29 direct flights run between Chicago and Anaheim on a daily basis. On average, there are about 207 departures each week.

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

    Consider leaving on a Friday and avoid Thursdays if you are looking for the best rates. For your return to Chicago, you’ll find the best rates on Thursdays 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 Frontier for $114. American Airlines offered a round-trip connection from $269 and Frontier from $269.

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 78 days before departure, on average.
  • Book at least 1 week before departure in order to get a below-average price.
  • High season is considered to be November, December and January. The cheapest month to fly is September.

Reviews of the 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 11095 reviews
7.8Comfort
7.1Food
8.1Boarding
8.5Crew
7.0Entertainment
Airline reviews

this was the THIRD time in four Alaska flights that were 2 hours late. Only one was due to weather. The intentionally posted each flight as only 1 hour and 55 minutes late so that they wouldn't have to give out vouchers. And then the flights all ended up more than 2 hours late. Makes United look like a premium carrier.

2.0 MediocreKEN, Oct 2025PAE - SFO
Read more Alaska Airlines reviews

this was the THIRD time in four Alaska flights that were 2 hours late. Only one was due to weather. The intentionally posted each flight as only 1 hour and 55 minutes late so that they wouldn't have to give out vouchers. And then the flights all ended up more than 2 hours late. Makes United look like a premium carrier.

It was fine, mostly I was just happy to be on my last leg home. No in flight entertainment but that's forgivable since it was only a 2 hour flight.

Flight was cancelled, then rebooked on a flight that I was unable to get through since they had closed the gate.

This was likely the smallest, oldest plane I've been on. It didn't handle turbulence well and we were all jostled a lot more than I'm used to. At least it was a short flight.

Flight was delayed two hours; for an hour and a half flight?! And so we missed our connecting flight to Rome because of the long walk between the terminals. Hoping to hear back from Alaska about some compensation for our missed flight and night stay in Los Angeles.

Excellent service from staff at the gate as well as flight attendants on board. Seats had more room than many other airlines and if they were just a little better cushioned they would have been perfect.

Look at my previous review I just wrote on this survey. It was awful!

When I bought my tickets I up great my seats for extra $104 each seats 8A and 8B in the way back from Portland to Palm Springs they gave me the seats 15. I thought it was for round trip same seats . So I was very disappointed ☹️

Alaska Airlines adds time to flight time to make up for late departures. Also Alaska Airlines destroyed my suitcase and I had to buy another suitcase for return flight. Very frustrating and not sure I would fly Alaska Airlines again.

Landed and parked in back of larger jet. Cabin filled with jet exhaust. Left many with headache. I got sick to my stomach. Scrambled to find airsick bags

I will never book a flight through Cheap fare. They booked me from Portland Main . And would not give me a refund, so I bought 2 tickets one for 299. From Portland Main to ORD. Then I had to buy a ticket from Oregon PDX to ORD that was another 440. So Just so you know they even told me it was there fault but no refund. Bad bussniess. I did inform United but they said they couldn't help me due to the fact I booked through Cheap Tickets. Never again. And I'm spreding the word. I let everyone know at my 50th class reunion

Crew and customer service were excellent. This flight also had plenty of leg room and seat mounted screens for entertainment. A very pleasant flight all around!

It would have been better if the crew has supported my husband's reasons for needing to keep the space clear around his feet, rather than insisting that he put his knapsack in that space.

Subject: Formal Complaint: Discriminatory and Unprofessional Conduct – Request for Immediate Action & Compensation Dear [Airline Customer Relations Team], I am writing to file a formal complaint regarding my recent travel experience with [Airline], which was by far the worst I have ever encountered. What occurred was not only unprofessional, but in several instances discriminatory, unsafe, and unacceptable. On the first leg of my trip, I arrived only four minutes past check-in. Instead of making any attempt to resolve the matter, your representative flatly denied me boarding and made me wait while she attended to passengers who arrived after me. By the time a manager intervened, it was too late to board, costing me time, money, and unnecessary frustration. The second leg of my trip (Chicago–San Francisco) raised even more serious concerns. From the outset, it was apparent that the staff—particularly two attendants—prioritized Caucasian passengers while dismissing African American and minority passengers. • When a Caucasian passenger in the exit row refused to comply with federal safety requirements, I, as a first responder, immediately offered to switch seats and assume the responsibility. My offer was blatantly ignored, and instead, a Caucasian passenger seated further up was chosen. This was discriminatory and deeply insulting, especially as I was actively de-escalating the situation that could have delayed the flight further. • During a lengthy tarmac delay of over 90 minutes, passengers were given conflicting and unreasonable instructions that created unnecessary distress and tension. • Throughout the flight, a visibly intoxicated passenger directly in front of me was disruptive, rude to others, failed to comply with seatbelt and electronic device rules, and yet faced no enforcement from the crew. In stark contrast, I was singled out for repeated compliance checks even though I was following every rule. This unequal treatment was so obvious that multiple passengers around me spoke up in my defense. This pattern of behavior demonstrated a clear lack of professionalism, disregard for passenger safety, and discriminatory treatment. I expect far better from an airline of your stature. As a paying customer subjected to this unacceptable treatment, I am formally requesting: 1. A full investigation into the conduct of the staff on both flights. 2. A written apology acknowledging the discriminatory and unprofessional behavior I endured. 3. Appropriate compensation for the distress, inconvenience, and mishandling of my travel. If this matter is not addressed promptly and thoroughly, I will have no choice but to escalate my complaint further, including filing with the U.S. Department of Transportation and sharing my experience through other channels. I trust [Airline] will take this complaint seriously and provide a timely resolution.

Check in was quick and easy during early hours. Flight was on time, and customer services was a plus.

Once we got in the air the pilot made up some of the time of the delay. So that was really nice.

Excellent flight. Boarding was efficient and departure was on time. Smooth flight with on time arrival. Deplaning was also efficient.

It was delayed instead of departing at 9:20pm, we departed at 11pm… putting us in Columbus after 2am! It was awful. Had I known about the delay, I could have spent some time in the United Lounge… I was starving because I started my journey in Budapest… so I was exhausted and hungry. Plus I had to make new arrangements to be picked up at the airport in Columbus, instead of midnight it was 2:30 am after getting luggage and out of airport. Not feasible. I would have just stayed in Chicago for the night and gotten a morning flight.

It was great, I’m very grateful for the pilots and crew flight attendants for everything.

Evidently, my seat had the only broken TV. I couldn’t plug it in, get it to come on, or watch anything, and of course, no one could fix it while we were on the plane. The service was good and the boarding was quick

The plane was late, when we did board the plane was as cold as a freezer. I was freezing the entire flight, no blankets. Lost miserable flight I’ve ever had.

3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!

After we'd boarded , they canceled the flight. The crew didn't even know , we just all received text messages. Then after they deplaned us , AA was just like "too bad, go F your self, we sure ain't gonna help you"

After a two hour delay, my flight was CANCELLED! No pilot available. Such BS.

Amazing food, great staff, with one noticable detail missing ...but no seat entertainment in any of aircraft ...I am not a fan

I wish American Airlines would change the airline industry by loading the plane back to front instead of front to back. Planes would board so much more smoothly and quickly.

I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude

Excellent! The gate agents were kind enough to rebook me on an earlier flight saving me from a 6 hour layover. Even my luggage made it despite the fact that the connection was technically too narrow. The flight itself was very comfortable, roomy, and clean. Plenty of space for my carryon items with plugs to charge my phone. After a long international flight of 14 hours, this was an excellent way to end my travels!

Great experience. Flight boarded easily. Departed early. Smooth flight. Great arrival in DC--almost no taxing! Almost direct to gate from runway. Crew was terrific. Same cookies and beverages in main cabin. I did not use the entertainment system on this flight.

Most of the delay was due to weather which is not what was at issue here. One delay was due to a missing flashlight and in the end the flashlight was actually found on the plane. The entertainment system is very limited. Live TV options offer only a few channels that are not very appealing. Boarding and deplaning are always difficult. It just takes too much time to get on and off the plane. On the plus side, I missed my connecting flight, but was easily able to book a later flight from the app while enroute.

My luggage didn’t arrive at LAX, so that wasn’t a good experience.

I was never aware that I had to pay $100 per luggage to them on the plane that are simply carry-ons. This is discriminatory and I’m going to be alerting my entire family and friends and my Instagram following up over 75,000 of this issue and misunderstanding, including mismanaging.

No Tumberlence smooth flight. Try to change the menu on Snacks.

Cancelled my flight last minute and did not help me rebook. It was a horrible experience.

Late departure by 1:45min. No explanation why. During boarding inconsistent policing of their baggage rules. Before takeoff and lamdimg strange obsession with window shade and armrest positions. Don't know why they care. 15 min tarmac delay on arrival, they blamed airport congestion but we were the o lh flight waiting, it was clear it was due to poor staff planning (only one ground crew to receive airplanes and multiple arrivals) Got there but was rrally lame the whole trip.

It was very bad it got delayed by 2 hours.Never going to travel with spirit airlines in future.

The flight times got delayed multiple times due to weather which is understandable, but later the time got prepared 30min. Made to the flight barely but got stressed too much.

Boarding was a breeze, however, two of the flights that I boarded with Spirit did not have Wi-Fi available.

Very good. Nothing more or less than expected. No complaints.

My experience with the spirit as a first time it was OK, but the seats need a little cushion, the problem I had the most impacted me was when checking in the scales were so off and wrong. It will tell that you would have more weight, which was not true. The scale was say that it had Thirty Eight Pounds, when get in the labels when we send the luggage into the band. It says that it was overweight. I really really dislike that because the scales are not accurate. If I use Spirit and I have that issue again. That will be my last time flying with the spirit, even though I like so much to service the planes, and everything else

Boarding was on time and plane departed as scheduled. There are obviously no amenities (food, drink, entertainment) on Frontier, but there also didn't seem to be any issues with luggage space either.

Inbound plane was on time and flight departed on time with no issues while boarding.

I knew going into this that Frontier, being a low cost carrier, would be pretty bare bones and charge for most extras but this was made up for by the fact that the airplane was a reasonably new Airbus, every employee was great and best of all, Everett Washington is an amazing airport - thanks Frontier for flying there!!!

i was unable to check in the flight. refund requested

It was well done. It was my first time flying with them and I was nervous b/c I have heard of many cancelled and/or delray flights. Everything went smoothly.

Just know that everything, and I mean everything is “ala cart”. 60$ just to put something in the overhead bin. I will never fly Frontier again nor do I recommend them to anyone else.

The single worst check in experience I could imagine. I’ll never do any business with Frontier or any affiliated company

Too many extra fees, uncomfortable, little leg room. Will not recommend this airline.

I think Frontier was very good at communication. Their app worked very well. Loading was great and the flight was nice and easy.

Great for the price. No wifi or entertainment, but gate agents and crew were fantastic and we boarded quickly and left on time.

Everything you need to know for your flight from Chicago to Anaheim

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