$34 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 6/12. 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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Flights Deals

Cheap Flight Deals 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.

Recent round-trip flight deals from Chicago to Anaheim

KAYAK's recommended round-trip deals from the most popular airlines that fly from Chicago to Anaheim.
Discover the best prices for you by selecting your travel dates on KAYAK.
Spirit Airlines Logo
11:50 am - 9:17 pmORD-SNA
11h 27m1 stop
Spirit Airlines Logo
7:58 pm - 10:55 amSNA-ORD
12h 57m1 stop
$92Spirit Airlines
Find Deal
Wed, May 28 - Wed, Jun 4
Spirit Airlines Logo
9:02 pm - 2:21 pmORD-SNA
19h 19m1 stop
Spirit Airlines Logo
7:58 pm - 5:25 amSNA-ORD
7h 27m1 stop
$127Spirit Airlines
Find Deal
Mon, Jun 2 - Wed, Jun 4
Frontier Logo
6:25 am - 5:45 pmMDW-SNA
13h 20m1 stop
Frontier Logo
12:04 pm - 8:53 pmSNA-MDW
6h 49m1 stop
$218Frontier
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Fri, May 30 - Tue, Jun 3
Frontier Logo
2:44 pm - 11:16 amMDW-SNA
22h 32m1 stop
Frontier Logo
12:04 pm - 8:53 pmSNA-MDW
6h 49m1 stop
$227Frontier
Find Deal
Sun, Jun 1 - Tue, Jun 3
Alaska Airlines Logo
6:00 am - 2:12 pmORD-SNA
10h 12m1 stop
Alaska Airlines Logo
5:46 pm - 5:40 amSNA-ORD
9h 54m1 stop
$248Alaska Airlines
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Wed, Jun 4 - Tue, Jun 10
Alaska Airlines Logo
6:00 am - 2:12 pmORD-SNA
10h 12m1 stop
Alaska Airlines Logo
6:45 am - 6:55 pmSNA-ORD
10h 10m1 stop
$268Alaska Airlines
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Mon, Jun 9 - Tue, Jun 10
United Airlines Logo
7:40 pm - 10:07 pmORD-SNA
4h 27mnonstop
United Airlines Logo
1:59 pm - 8:10 pmSNA-ORD
4h 11mnonstop
$269United Airlines
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Wed, Jun 11 - Sat, Jun 14
American Airlines Logo
8:25 am - 10:42 amORD-SNA
4h 17mnonstop
American Airlines Logo
10:19 am - 4:30 pmSNA-ORD
4h 11mnonstop
$270American Airlines
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Fri, Jun 13 - Fri, Jun 20
United Airlines Logo
9:02 am - 11:40 amORD-SNA
4h 38mnonstop
United Airlines Logo
8:40 am - 5:05 pmSNA-ORD
6h 25m1 stop
$279United Airlines
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Tue, Sep 23 - Tue, Sep 30
American Airlines Logo
10:08 am - 12:39 pmORD-SNA
4h 31mnonstop
American Airlines Logo
3:14 pm - 9:22 pmSNA-ORD
4h 08mnonstop
$294American Airlines
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Thu, May 15 - Sat, May 24
Useful Info

Good to know

Low seasonJanuary
High seasonDecember
Cheapest flight$34
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 13m.

  • How many flights are there between Chicago and Anaheim?

    33 direct flights run between Chicago and Anaheim on a daily basis. On average, there are about 235 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 Sundays 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 Alaska Airlines for $34. Spirit Airlines offered a round-trip connection from $92 and Frontier from $218.

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 53 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 February.

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 9968 reviews
7.1Entertainment
7.9Comfort
8.2Boarding
8.5Crew
7.1Food
Airline reviews

Boarding was quick and easy as always the crew is on their game as always I always have an enjoyable flight so I’m good.

10.0 ExcellentAnonymous, Apr 2025EUG - LAX
Read more Alaska Airlines reviews

Boarding was quick and easy as always the crew is on their game as always I always have an enjoyable flight so I’m good.

Need to get on train for second flight it’s much nicer when all the gates are together for obvious reasons

Cramped, crowded aircraft. Poorly organized boarding. Tasteless crackers to eat. 40 minutes late. A standard US air travel experience.

It was my first time flying Alaska Airlines and first time flying from Santa Rosa airport. The staff was very professional and friendly. Their instructions were clear and any question was answered satisfactorily. My seat was comfortable and the in-flight beverage service very adequate for the duration of the flight. We arrived ahead of the scheduled landing time and deplaning was simple. I look forward to flying with Alaska again.

Flight attendant took my carefully folded coat and flung it across the aisle to the bin across the way. Where one of the passengers rescued it for me, because that just wasn’t right!!

the flight was delayed twice and then delayed from taking off.

Crew was very good. Problem was not Alaska Airlines’ fault, there was a horrible, squealing, screaming kid near me.

Ted. F/A in fist class did a great job! Very nice

This was my first trip in years with Alaska. I don’t think I’ll do it again. The planes are old and tired looking. The seats are small with zero legroom. The JFK terminal is one of the worst I’ve been in. On this flight the pilot had to abort the landing and circle the Bay before trying again. I think I’ll stick with the usual suspects …

Flight was over an hour late, and we got notified every 15 minutes, beginning right at boarding, that it would only be 15 more minutes until we finally left about 75 minutes late. Of course, no compensation was offered.

A bit rush for transit. Food and entertainment are not available

Smooth boarding process. Early departure, smooth flight, early arrival. The entertainment package has very good recent movie options. The flight crew were friendly and professional.

My flight was scheduled for about 6:05 departure. There were 11 gate changes from 4-7pm and the flight was 3 hours delayed due to operational issues. The plane taxied around the airport for about half an hour before stopping to be de-iced. It would have been nice if we were alerted of the plan to de-ice prior to the 30 minute drive around the airport. The flight attendant was friendly, which was the only redeeming thing about this flight. As a former flight attendant for United, I was extremely disappointed.

Delays took 2hours and thirty minutes making me miss my connecting flight and make me sit in the Chicago airport for 9 hours

Had a short delay once we boarded the aircraft in Chicago, but it was fixed in no time flat then we were on our way. The pilot was able to make up the time lost and we landed 5 minute later then schedualed . Great service

Our seats were all the way in back of the plane,

The seats on this flight were almost roomy enough to be the basic amount needed for human existence. I think my favorite part of this flight was it landed at an A gate, which was the most palatial part of Sea-Tac I've ever seen - a massive improvement from the S gates.

The seats on this flight were almost roomy enough to be the basic amount needed for human existence.

The flight attendants in First Class were mediocre at best. They did not take our tray away until we were about to land and only did so when I press the call button. The United person at the United Club was asked to get us our boarding pass since we missed the flight due in Chicago. She argued that we did not have seats on the flight given to us in Moline. Furthermore, she was adamant that we did not have a First Class ticket. After I spent much time with her trying to show we were correct, she reluctantly agreed. She was probably the most incompetent ticketing person I have ever met and I have traveled 3 million miles on United plus many additional miles with other carriers. United has definitely deteriorated in more than on way.

Short flight - no food understandable. Flight was delayed for over an hour. Overall, it was good.

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.

You were more on time than United. I'm so over united delays.

The meals were mediocre and the alcohol selection was poor. I enjoyed the selection of movies and other entertainment.

I chatted with the captain before the flight, and similarly during the welcome announcement, he warned of a turbulent flight that may impact the in-flight service. However, once at altitude, he announced that the weather changed and he immediately turned off the seatbelt sign. But it appeared the cabin crew had already decided to take off this flight. They remained seated and then just chatted in the galley. The flight was fully catered, but only first class received service.

My flight attendant was attentive! The elderly person next to me was flatulent and the flight attendant could see that I was in distress and brought me some face masks

My boarding pass wouldn't pull up in the app very easily and had to really dig through my email. That caused a delay in TSA..

I had a TERRIBLE experience with the AA crew. I believe it was disability-related. It’s unlikely I will fly AA again.

Worst airline ever! The guy weighing my bag had his foot on the metal plate and when I called him out on it, I got this stupid little smirk. La is a scam and so is Spirit Airlines. All the flight attendants looked like they hated our flight just as much as we did.

Very dissatisfied with spirit airlines after buying my ticket's they cancelled our flights with no reasoning.

Unclear pricing; ended up being charged an extra $52 just to get onboard

Spirit is awful. Too expensive for what you get. Stop nickel and diming.

Good crew and safe. However, comfort and being nickeled-and-dimed are my issues. $75 each way for luggage is exhortation. The space to the next seat is so close you cannot open a laptop. The magazine rack doesn’t hold your items. Not a fan.

would be great to get basic water, soda at least and stop charging for carry ons

WiFi could have been a little more consistent - otherwise a phenomenal and positive experience. The 1000 mile giveaway was awesome!!!

Your crew is a representation of your Standards and Values. The crew from Seattle to LAX, was very disappointing. The crew was more interested in hanging out at the lobby area. Talking, laughing loudly and eating all the snacks. They did not do regular rounds to see if customers needed anything. This was a huge disappointment. I will no longer be flying with your airlines moving forward.

Loved staff help @ kiosk, staff on airplane. Commitment to punctuality. I sat in a "blocked" row, where the middle seat had no passenger & loved it! I appreciate not having to pay for water, which I've experienced even on international flights. Only negative was how dirty the bathroom was for a 4.5 hrs flight. But I don't think flight attendants monitor this.

- flight attendants not very friendly. - Paid for WiFi and plane didn’t have it working , never got a refund.

The reps working at the airport counter were dumber than a second coat of paint.

My costume jewelry was stolen out of my bag. Got to airport and my bag weighed 45 pounds- 5 pounds over cost me $100 Long lines in tier one. No entertainment No WiFi no free drinks or snacks

Not very good. Paid in excess of $400 for assigned seating for my family and that was not provided. I want that money back.

The seats were hard molded plastic covered in plastic vinyl. And the scam to charge people extra to sit together. Don’t they know we can just ask someone to trade seats. And watching the staff separate young children from parents… super classy. We had to guilt them into offering up our seats. This companies policies suck. Don’t give them your money.

The seats were awful, hard plastic covered in sheet vinyl. The airline tries to scam you into paying extra to get seat together when the flight wasn’t full. They were going to separate a family with young children but my wife who had a row to herself gave up her seat so the young mom could be with her young boys. I’m never giving this airline my money again.

It was a short flight so no food or entertainment….

Everything went as planned. Crew was great. Seats were still not that comfortable.

No frills for sure. No gate announcements about flight delay, not even water to drink on the flight.

The plane was clean, the crew was friendly and helpful. It’s a low cost airline so there was no food, drinks or in flight entertainment but we didn’t expect any of these things. In the room for improvement department, they should install USB ports in seats to charge mobile devices.

I was surprised that all baggage, including carry on, were charged. Each additional bag went up in cost. Really disappointed in the additional costs.

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

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