$155 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 3/9. 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
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$269
Overall average: $349
United Airlines
mer. 1/7sam. 1/10
ORD - SNA • Non-stop
Cheapest one-way
$155
Typical prices: $174-$315
Frontier
lun. 3/9
ORD - SNA • 2 stops
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Flight Deals
Useful Info
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

mer., janv. 7 - sam., janv. 10
United Airlines Logo
7:48 pm - 10:24 pm
ORD
-
SNA
4h 36mnonstop
United Airlines Logo
2:16 pm - 8:25 pm
SNA
-
ORD
4h 09mnonstop
$269United Airlines
ven., janv. 2 - jeu., janv. 8
American Airlines Logo
7:00 am - 9:32 am
ORD
-
SNA
4h 32mnonstop
American Airlines Logo
11:42 am - 5:52 pm
SNA
-
ORD
4h 10mnonstop
$270American Airlines
jeu., janv. 8 - ven., janv. 16
Frontier Logo
6:15 am - 2:11 pm
ORD
-
SNA
9h 56m1 stop
Frontier Logo
12:12 pm - 9:24 pm
SNA
-
ORD
7h 12m1 stop
$272Frontier
sam., janv. 3 - mar., janv. 6
Multiple Airlines Logo
9:55 pm - 8:45 am
ORD
-
SNA
12h 50m1 stop
Multiple Airlines Logo
11:11 am - 4:00 pm
SNA
-
ORD
26h 49m2 stops
$273Multiple Airlines
ven., févr. 20 - mer., févr. 25
Multiple Airlines Logo
10:38 pm - 12:25 pm
ORD
-
SNA
15h 47m1 stop
Multiple Airlines Logo
4:37 pm - 9:58 pm
SNA
-
ORD
27h 21m2 stops
$274Multiple Airlines
jeu., déc. 25 - lun., déc. 29
Frontier Logo
7:00 am - 12:35 pm
ORD
-
SNA
7h 35m1 stop
Frontier Logo
11:53 am - 12:12 am
SNA
-
ORD
10h 19m1 stop
$275Frontier
dim., févr. 1 - jeu., févr. 5
Spirit Airlines Logo
8:43 pm - 8:57 pm
ORD
-
SNA
26h 14m3 stops
Spirit Airlines Logo
4:37 pm - 2:17 pm
SNA
-
ORD
19h 40m2 stops
$276Spirit Airlines
lun., janv. 5 - lun., janv. 12
United Airlines Logo
3:42 pm - 8:46 pm
ORD
-
SNA
7h 04m1 stop
United Airlines Logo
6:45 am - 1:04 pm
SNA
-
ORD
4h 19mnonstop
$279United Airlines
mer., janv. 28 - sam., janv. 31
Alaska Airlines Logo
8:00 am - 4:12 pm
ORD
-
SNA
10h 12m1 stop
Alaska Airlines Logo
7:00 am - 11:50 pm
SNA
-
ORD
14h 50m2 stops
$281Alaska Airlines
lun., janv. 5 - lun., janv. 12
Spirit Airlines Logo
1:34 pm - 10:16 am
ORD
-
SNA
22h 42m2 stops
Spirit Airlines Logo
1:20 pm - 11:22 am
SNA
-
ORD
20h 02m2 stops
$282Spirit Airlines
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$155
Best time to beat the crowds with an average 1% drop in price.
Most popular time to fly with an average 21% 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 29m.

  • How many flights are there between Chicago and Anaheim?

    23 direct flights run between Chicago and Anaheim on a daily basis. On average, there are about 164 departures each week.

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

    Consider leaving on a Wednesday 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 Frontier for $72. Spirit Airlines offered a round-trip connection from $60 and Frontier from $85.

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 February, March and April. 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 11420 reviews
7.8Comfort
7.1Food
8.1Boarding
7.0Entertainment
8.5Crew
Airline reviews

The flight was delayed so we didn’t get into San Diego until almost 1 AM. Otherwise, it was lovely.

8.0 ExcellentAnonymous, Dec 2025
ORD - SAN
Read more Alaska Airlines reviews

The flight was delayed so we didn’t get into San Diego until almost 1 AM. Otherwise, it was lovely.

1. Denial of Basic Needs (SEA): Upon arrival in Seattle, the wheelchair attendant refused my urgent request to use the restroom, insisting on scanning documents first. She eventually took me to a restroom but then abandoned me and my autistic son at an unstaffed, deserted gate for over four hours. When I called the accommodation line for help, I was told to "get someone's attention," which was impossible. My son, traumatized by the prospect of me yelling for help, was forced to wander the terminal to find assistance. 2. Revocation of Accommodations & Threats: At the gate, an agent stated I had no accommodations on file, despite my previous leg having them. When I showed the app (where my bulkhead seat was erased and replaced with Row 14), he denied the evidence. When I attempted to advocate for my immobilized leg, he threatened to "yank me from the flight" if I said one more word. He coerced me into agreeing that I was "asking for accommodations for the first time" before he would allow assistance, effectively forcing me to falsify the situation under duress. I complied only out of fear of being stranded in a strange city. 3. On-Board Negligence and Injury: Because my bulkhead seat was revoked, I was forced into Row 14. With my leg immobilized and unable to bend, it extended into the aisle. During boarding and the flight: 16 different passengers tripped over my injured leg. 6 rolled luggage bags were pulled over my injured leg. The Flight Attendant (FA) was one of the people who tripped and drove luggage over me. I reported the issue to the FA after 10 trips and 3 luggage impacts. He ignored me. He only addressed me later to ask me to move my immobilized leg for beverage service. I informed him again: "16 people have tripped, 6 luggage runovers, I cannot bend it." He provided no medical aid and no incident report. 4. Resolution and Trauma: Eventually, a different employee noticed my distress and my original paper boarding pass showing the correct bulkhead assignment. He asked me to move up. I broke down in tears, terrified that moving would cause the gate agent to remove me from the plane as threatened. We were eventually moved to the bulkhead, but the damage was done. My autistic son was traumatized by watching his mother be trampled and threatened. 5. Post-Flight: I called to report these injuries, but was disconnected after a 45-minute hold. I require a formal record of this injury and these violations.

The food selections were not good, and entertainment was non existent.

I always like flying with Alaska, great service and leg room

They changed our flight from a one stop 3 hour layover to a non-stop. Saved us hours and got us there sooner.

First Class seats had no more legroom then Premium Economy. There was no working WiFi or entertainment. I would have rather paid $400 more and flown on United for the 6 hours from EWR to SFO.

The ground crew did not supply drink or snacks during the layover in SFO. So there weren't many options. Otherwise, it was all great.

We flew economy, it was what I expected. The seats are too upright for me

I know airlines have to save money, but a little more legroom would be nice. I’m a small person and I just felt cramped after a few hours. However, I loved everything else! Free Alaska Airlines wifi, free movies, yummy snacks, and the crew was so helpful and accommodating!

I love the flight ✈️ Hawaiian Airlines. All stuffs are fantastic members ♡ sweet hearts and families warm welcome 🙏 I have milage of Hawaiian Airlines members so get points .also I booked kayak agent got cheap price ! I satisfied flight with Hawaiian Airlines ♡ thank you

After a delay at the gate, C3, at Ohare on Sunday, I left my Blk ski coat on the bench at the gate, lost! Please review my lob claim, thx.

Very thoughtful flight attendant offered me water immediately since I had run to make my connection.

Always wish for more healthy, gluten free options. We have to bring our own.

Having a long layover, I was very appreciative of the ability to stand by for an earlier flight. Other airlines like Delta have refused this to me in the past, just to be mean (because my ticket class wasn't high enough). United went out of their way to help me get to my destination early, which I really appreciated given that it was the third leg of a 24+ hour journey for me.

Other than a way way too cold cabinets for the entire flight, all was great

One bag is incorrect and not acceptable for an international flight. The food was not just good. I won't fly with them again.

Excellent flight. Smooth, efficient boarding. Quick flight. Arrived early at STL.

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.

We loved the steward on the plane. He made the night enjoyable

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.

Cancelled my flight and the earliest that they are willing give me for the next flight which was 3 days later on a weekday. Only accommodation they are willing to give was $30 airline credit that will expire in 1 year

Flight was canceled, huge lines to get baggage returned. Most other airlines had delays but not widespread cancellations like Spirit.

never ever fly spirit airlines you will be screwed in the end

The plane was freezing and everyone had on their winter coats. I pulled out my sweaters out of my carryon to cover myself and put on an extra pair of socks. They offered NO FREE drinks or snacks on a 6 hour flight. The seats don’t have plugs or charges or any form of entertainment- so I just played my one downloaded game on my phone because I couldn’t sleep because I was too cold. Miserable flight though we landed safely.

Always comes in handy when I want a quick weekend getaway.

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.

Not clean and was told I would get a great seat and it was not great at all

Flight got delayed for 5 hours no good explanation was offered ;(

Horrible. I would never fly Frontier again. The booking process is tricky at best, but fraudulent in my opinion. Frontier customer service did nothing to rectify my purchase -- I ended up paying more than double what I could have gotten from other airlines and nearly triple what I thought I was buying from Frontier. Their booking practices are unfair to the consumer.

Delayed. Text notifications were slow. Not much information o what was happening. Boarding was slow and confusing. Wasn’t even offered water other flight. Had to ask. No entertainment at all. Felt like.a Greyhound bus.

When I wanted to check in 3 hours prior to boarding time, the employees mentioned “a little over an hour delay” so I waited for an hour then I went to go look for food in the terminal and most people from that flight were in the same area looking for food. Finally I decided after food to check to see if it’s anytime closer and now it’s 2 mins until boarding closes?! What are you kidding me? I didn’t receive anything via sms about boarding now nor via email or on the intercom. I luckily made it through, barely, and then there’s no room for my carry on mind you I’m in the very first row so I had to place my purse in one further row back and my carry on sections down. Not sure who pays for better seats to get your stuff placed all over the plane but that was the worst experience I’ve ever had flying with anyone.

Better than expected. Staff were friendly and nice on both flights.

There was no one at the counter to assist with our check in. The app didn’t work, so I arrived at the airport with time to check in and I couldn’t because no employees were there. When I finally got someone on the phone, it was inside the 60min rule and they said I could no longer check in and they could sell me another ticket. We had to scramble and pay an additional $800 for tickets and THEN AFTER (about 60 min from my original convo with customer service and 10min after original departure time) I had boarded my new flight, there was email saying my original flight from Frontier was delayed and leaving 2hr 50min later, but I STILL wouldn’t have been able to check in. Which means customer service should have been able to see it and let me check in because I was well within my check in time. When I call Frontier, they hang up on me. So their app didn’t work and they employees left and they take zero responsibility or assistance with their “customer service”

Terrible. Flight cancelled with no reasoning and no flights to rebook. Employees were useless and did nothing to help. Did not even know where to retrieve luggage from the cancelled flight. Flyers beware.

No fault of Frontier staff: plane was very late, reached Orlando at 1 am, took a while to get luggage. Weather, gov financial shutdown impact on TSA, air controllers seemed to have multiple flights backed up. Frontier staff seemed to cope as gracefully as possible. It did reassure me that I and my new hip could adapt to travel challenges. Food/entertainment were irrelevant to my trip.

Terrible. The canceled my entire flight when I requested a refund for a trip frontier canceled trip one way.

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

Complete your trip to Anaheim with a hotel stay or car rental