$169 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 2/20. 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: $377
United Airlines
週五 2/20週二 2/24
ORD - SNA • Non-stop
Cheapest one-way
$169
Typical prices: $208-$394
American Airlines
週五 2/20
ORD - SNA • Non-stop
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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

週五, 2月 20 - 週二, 2月 24
United Airlines Logo
7:44 pm - 10:30 pm
ORD
-
SNA
4h 46mnonstop
United Airlines Logo
2:22 pm - 8:25 pm
SNA
-
ORD
4h 03mnonstop
$269United Airlines
週三, 3月 18 - 週二, 3月 24
Multiple Airlines Logo
8:55 pm - 6:11 pm
ORD
-
SNA
23h 16m
1 stop
Multiple Airlines Logo
4:37 pm - 6:08 am
SNA
-
ORD
11h 31m
1 stop
$270Multiple Airlines
週日, 2月 8 - 週四, 2月 12
Multiple Airlines Logo
7:00 am - 9:12 am
ORD
-
SNA
28h 12m
2 stops
Multiple Airlines Logo
4:37 pm - 5:26 pm
SNA
-
ORD
22h 49m
1 stop
$271Multiple Airlines
週一, 2月 23 - 週一, 3月 2
Spirit Airlines Logo
8:16 pm - 8:57 pm
ORD
-
SNA
26h 41m
3 stops
Spirit Airlines Logo
1:20 pm - 6:18 pm
SNA
-
ORD
26h 58m
2 stops
$272Spirit Airlines
週五, 2月 20 - 週四, 2月 26
American Airlines Logo
8:15 am - 10:51 am
ORD
-
SNA
4h 36mnonstop
American Airlines Logo
3:23 pm - 9:35 pm
SNA
-
ORD
4h 12mnonstop
$273American Airlines
週一, 2月 23 - 週一, 3月 2
Spirit Airlines Logo
8:16 pm - 8:57 pm
ORD
-
SNA
26h 41m
3 stops
Spirit Airlines Logo
1:20 pm - 6:18 pm
SNA
-
ORD
26h 58m
2 stops
$274Spirit Airlines
週四, 4月 16 - 週日, 4月 19
Frontier Logo
6:15 am - 8:50 am
MDW
-
SNA
28h 35m
1 stop
Frontier Logo
5:27 pm - 2:49 pm
SNA
-
MDW
19h 22m
1 stop
$282Frontier
週日, 2月 22 - 週日, 3月 1
Frontier Logo
3:21 pm - 6:22 pm
MDW
-
SNA
29h 01m
1 stop
Frontier Logo
7:10 pm - 11:54 pm
SNA
-
MDW
26h 44m
1 stop
$286Frontier
週一, 3月 2 - 週四, 3月 5
Southwest Logo
3:25 pm - 8:35 pm
MDW
-
SNA
7h 10m
1 stop
Southwest Logo
3:40 pm - 11:40 pm
SNA
-
MDW
6h 00m
1 stop
$289Southwest
週三, 2月 25 - 週三, 2月 25
Southwest Logo
10:05 am - 4:05 pm
MDW
-
SNA
8h 00m
1 stop
Southwest Logo
6:40 pm - 5:05 am
SNA
-
MDW
8h 25m
1 stop
$299Southwest
Useful Info

Good to know

Low seasonNovember
Cheapest flight$169
Best time to beat the crowds but there is an average 1% increase in price.
Most popular time to fly with an average 24% 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 31m.

  • How many flights are there between Chicago and Anaheim?

    18 direct flights run between Chicago and Anaheim on a daily basis. On average, there are about 127 departures each week.

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

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

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 11804 reviews
8.5Crew
7.0Entertainment
7.8Comfort
7.1Food
8.1Boarding
Airline reviews

Everything from the time I booked my flight through to the end when I got home was smooth and wonderful. Service was great, the flight attendants were attentive and there were no outstanding delays.

10.0 ExcellentJacqueline, Jan 2026
PDX - FAT
Read more Alaska Airlines reviews

Everything from the time I booked my flight through to the end when I got home was smooth and wonderful. Service was great, the flight attendants were attentive and there were no outstanding delays.

Delayed and no entertainment? I also forgot my headphones and immediately reported it and have not heard back yet.

The crew was very friendly. Boarding was quick and efficient.

Again, very smooth and all of the Alaska folks were great. They continue to meet all my needs.

Overall it was fine, however one of my two checked bags did not arrive and I was told it was left in Palm Springs. I don't understand how one of the two bags made it through fine but the other got lost .

No WiFi. Terrible food. Very long walk to the gate and from the gate after landing. Gate changed without notice.

I enjoyed the Starlink access but didn't have much time to use it. It also kept dropping me so I gave up. The food was very good though when I asked for a different "dessert" they didn't have anything. Chocolate Brownie Cookies are not suitable for everyone...maybe children. The flight staff were amazing - at least in First Class! My first time ever! The trip from Boise to San Diego was FAR better than going to Boise.

The whole experience went smoothly with no hitches along the way.

The flight was excellent and very friendly and helpful staff. Will travel again and recommend to friends. Thank you

I paid $168 each for myself and my daughter for an upgrade and we didn’t get any of the things mentioned by you/ site that comes with an upgrade. It was all just the same. One snack and one beverage. Nothing else. I don’t understand what the upgrade was.

In overall it was a good experience, the only down point was that the entertainment screen was working properly.

They lost my luggage, so, not happy. The crew was nice but my suitcases never made it, still trying to find out what happened!

I understand weather is an issue, but making us chase our plane down at five scheduled gates across three terminals in an airport the size of O'Hare was unfair. They'd have probably been better off to leave gates as TBD until the inbound plane is in final approach instead of running us all over the place. Also, props to the consistently-unprepared ground crew in Richmond for once again leaving my lane parked short of the gate because they couldn't have a crew in place on time with 2 hours notice...

cabin crew was OK, food was OK, the trip from the US to Munich was actually pretty bad comfort wise. Noisy aircraft, lights never dimmed even in Business class (night flight) barely sufficient amenities for the price. I have millions of miles with United but TBH American is gaining ground and Delta has always been marginally better then United although on paper United has more longes and cheaper upgrades.

Essy to get on. The hostess gave very little pop, the plane was late getting in, and we are still waiting for our bags. This sucks. :/

Great flight. On time boarding. Smooth flight and on time arrival at EWR. The flight crew was marvelous and there was a great selection of movies on the entertainment system. Our bags were at the carousel before we got there. Another excellent flight from United.

I liked the snacks and the flight attendants were friendly.

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.

The aircraft had several problems - from excess fuel to non operational ac. Two hours of delay in Chicago could have been avoided with proper planning and aircraft maintenance.

Crew in Columbia was not prepared for landing. It was a bit of a disaster and getting bags took forever.

We were upgraded to First Class and it was a great flight

We experienced gate changes and a long delay. My seat was dirty when I boarded and I had to use wipes to clean it myself. There was an unpleasant and overpowering cleaning product scent on the plane as well that lingered through the flight.

My carry on baggage was damaged. Entire trip, I had to carry the baggage. When complained to the boarding crew, they got mad at me and still asked me to valet check in the cabin baggage. Rude boarding crew!!!

Crew were all friendly and helpful. It was a short flight so just a beverage service with a cookie. After we were boarded the plane took about 45 minutes to leave the gate but it was New Year’s Eve so not shocking there was some delay. Overall good experience and very grateful.

The boarding process needs to be fixed. The zone don't work, especially when there is hardly anyone in zones 3, 4,and 5, leaving the majority of the passengers backed up in the aisle, especially because passengers seated near the front are blocking passengers who are seated in the rear of the plane. It would also help if the size of carry on bags was more strictly enforced.

The boarding by groups is pointless. The first two groups worked fine, but almost Noone boarded in goups three thru five leaving the vast majority boarding when group six was called. It defeated the purpose of spreading out the crowd.

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.

The flight was delayed by 2 hours and we had no food or water or chargers

Horribly late because they had no crew!!! And then jet bridge didn’t work!! Then we arrived at a gate at lax miles away that we had to take a shuttle to a terminal!! I was over 3 hours late to getting the LA! Should have been here at 8:30 and at an appointment at 10:30 and arrived and left lax at 11 am!! Horrible experience!!!

Once again, the staff seem to think they are above the customers and treat everyone with disdain, belittling people.

Flight was canceled 8 hours before departure for lack of operational control and prepositioning of a plane. Then had the audacity to say it was because of weather, however there was no weather here in California or New Orleans or in between. It was the weather in Florida, Florida it had nothing to do with our flight path just the plane was supposed to fly us. 8 hours is more than enough time to move a plane anywhere in the US. That left me with a bill of 1200 dollars to re book a flight oh and kayaks insurance what a joke. Probably will never use kayak or spirit ever again terrible companies terrible customer service. I’ll also let everyone and anyone know this was an abomination and only for the customer. Also will be making a report to the DOT on bad business practices on behalf of kayak and spirit as well as the BBB. Do better, take care of your customers and don’t suck

The airplane had a strange noise that was constant throughout the flight. Thankfully I had noise-cancelling over-ear headphones that muted much of it.

it was terrible. flight was cancelled hours before the flight without a given reason and no other booking available .

Spirit Airlines has a reputation for being a terrible, cheap airline, this is why. I took a gamble on them, having never flown with them before, and the flight got cancelled. First they delayed the flight about 4 times before finally canceling it because a flight attendant didn’t show up to work that day. That’s so stupid. When I asked a ticketing agent she said that’s “company policy”. A company policy that inconveniences hundreds of passengers because a single flight attendant didn’t show is ridiculous and inefficient. I will never, ever try flying Spirit Airlines again.

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

Very well recently! Frontier is improving and less harrassing customer on luggages! Positive!

Good for a budget airline! It was easy to get on, staff was really nice. Can’t say anything about the food or entertainment because it wasn’t available, which is fine.

I am writing to express my disappointment with my recent Frontier Airlines flight. I was charged $99 at the gate because my bag was said to be too large, yet once onboard there was no available overhead bin space, and I was required to place the bag under the seat in front of me anyway. This made the charge feel unnecessary and unfair. Additionally, before the flight even took off, I was asked to move from the seat I paid for into a middle seat so another passenger and her cat could have my seat to themselves. I was not offered compensation or an explanation for being moved from a paid seat. Between the unexpected bag fee and being forced to give up my seat, this experience fell well below acceptable customer service standards. I would appreciate a review of this situation and appropriate compensation.

It was costly and difficult to check in. $85 to take a small suitcase with me, carry on or checked and $75 on the return trip, Plus $25 if I didn't check my self in check in $25, because I couldn't do it on the kiosk. Small very uncomfortable seats, waited on the runway for near an hour each way. It was my worst flight to date.

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

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

i was unable to check in the flight. refund requested

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.

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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