$111 Find Cheap Flights from Orange County to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Chicago departing on 3/4. 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
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$269
Overall average: $463
United Airlines
Wed 3/4Mon 3/9
SNA - ORD • Non-stop
Cheapest non-stop
$269
Typical prices: $326-$449
American Airlines
Tue 5/12Tue 5/19
SNA - ORD • Non-stop
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Flight Deals
Useful Info
Flight Deals

Cheap Flights from Orange County to Chicago

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Orange County to Chicago 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 Orange County to Chicago

Wed, Mar 4 - Mon, Mar 9
United Airlines Logo
2:22 pm - 8:25 pm
SNA
-
ORD
4h 03mnonstop
United Airlines Logo
7:40 pm - 10:26 pm
ORD
-
SNA
4h 46mnonstop
$269United Airlines
Fri, Apr 10 - Mon, Apr 13
Frontier Logo
7:15 pm - 12:38 am
SNA
-
ORD
27h 23m
2 stops
Frontier Logo
12:50 pm - 7:35 pm
ORD
-
SNA
8h 45m
1 stop
$270Frontier
Wed, Apr 22 - Sat, Apr 25
Spirit Airlines Logo
6:45 am - 8:19 pm
SNA
-
ORD
35h 34m
2 stops
Spirit Airlines Logo
7:55 am - 3:40 pm
ORD
-
SNA
9h 45m
2 stops
$272Spirit Airlines
Mon, Mar 30 - Thu, Apr 2
Multiple Airlines Logo
2:23 pm - 11:39 pm
SNA
-
MDW
7h 16m
1 stop
Multiple Airlines Logo
5:11 pm - 9:53 am
MDW
-
SNA
18h 42m
2 stops
$273Multiple Airlines
Thu, Feb 26 - Sun, Mar 1
Multiple Airlines Logo
6:48 pm - 2:54 pm
SNA
-
ORD
18h 06m
1 stop
Multiple Airlines Logo
12:56 pm - 4:25 pm
ORD
-
SNA
29h 29m
1 stop
$273Multiple Airlines
Tue, Mar 10 - Tue, Mar 17
Southwest Logo
8:10 am - 4:55 pm
SNA
-
MDW
6h 45m
2 stops
Southwest Logo
1:20 pm - 8:20 pm
MDW
-
SNA
9h 00m
1 stop
$274Southwest
Wed, Mar 4 - Mon, Mar 9
Spirit Airlines Logo
4:37 pm - 11:22 am
SNA
-
ORD
16h 45m
2 stops
Spirit Airlines Logo
8:16 pm - 8:57 pm
ORD
-
SNA
26h 41m
3 stops
$274Spirit Airlines
Wed, Mar 11 - Wed, Mar 18
Southwest Logo
7:30 am - 4:40 pm
SNA
-
MDW
7h 10m
2 stops
Southwest Logo
5:55 am - 12:10 pm
MDW
-
SNA
8h 15m
2 stops
$279Southwest
Fri, Apr 17 - Sun, Apr 19
Delta Logo
8:00 am - 6:36 pm
SNA
-
MDW
8h 36m
1 stop
Delta Logo
6:00 am - 11:59 am
MDW
-
SNA
7h 59m
1 stop
$299Delta
Thu, Apr 9 - Sun, Apr 12
Delta Logo
7:00 am - 6:05 pm
LGB
-
ORD
9h 05m
1 stop
Delta Logo
7:20 am - 12:07 pm
ORD
-
LGB
6h 47m
1 stop
$377Delta
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$111
Best time to beat the crowds but there is an average 22% increase in price.
Most popular time to fly and prices are also 4% lower on average.
Flight from John Wayne (Santa Ana) to Chicago Midway Airport

FAQs for booking flights from Orange County to Chicago

  • How does KAYAK find such low prices on flights from Orange County to Chicago?

    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 Orange County to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Orange County to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Orange County 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 Orange County to Chicago?

    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 Chicago with an airline and back to Orange County with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Orange County to Chicago?

    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 Chicago from Orange County up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 5 airlines serving from Orange County to Chicago

 
Need help choosing which airline to fly with from Orange County to Chicago? 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 11880 reviews
7.0Entertainment
7.1Food
8.5Crew
8.1Boarding
7.8Comfort
Airline reviews

The plane not having any overhead bin space was inconvenient. Anytime my luggage has to be checked it ends up covered in scratches and that’s not covered by the airlines for replacement/repair. The WiFi did not work or was not offered for the flight from Seattle to Vancouver.

4.0 OkayAnonymous, Feb 2026
SMF - SEA
Read more Alaska Airlines reviews

The plane not having any overhead bin space was inconvenient. Anytime my luggage has to be checked it ends up covered in scratches and that’s not covered by the airlines for replacement/repair. The WiFi did not work or was not offered for the flight from Seattle to Vancouver.

Delay for switching planes. Then delay after delay (mechanical) after boarding so that we were almost 3 hrs late, getting in at 230am. Crew was good.

The room for legs is adequate for a 6’ tall man and the flight was comfortable. The cabin is clean and the crew is very friendly and pleasant.

The he whole flight was very smooth on every aspects.

Due to plane delays on both legs of my flight home, I had to be rerouted from Santa Rosa to Las Vegas on Skywest and then to DCA on American. SkyWest airlines sat on runway in Las Vegas for 20 minutes waiting for gate to clear. My boarding pass for American that I was given by Alaska was incomplete and the Las Vegas airport lacked signage and departure boards. I barely made my flight bc it was so confusing. American Airlines has a much better wireless connection. I’ll never fly Alaska again. It clearly has problems.

I paid for wifi and it never worked... it was miserable. I couldn't access my shared files to work on the plane, it didn't work on my phone. I paid for nothing but frustration and continual refreshing, hoping it would work

The stewardess are very nice and pleasant, Someone onboard had a medical attention, and they attended that person non-stop all throughout the flight, and yet, did not forget to serve and help other passengers.

Worst first/business class I have ever flown after 75 years on planes. Barely acceptable seats, terrible food, uninterested attendants, unavailable WiFi. I’ll never fly this airline again.

The bathroom trash container under the sink fell out and was like that long before my flight. The plane smelled of canned fish and floor was Deteriorating

My TSA pre check was left Off my boarding pass which was a large inconvenience.

The seats are now more narrow. I paid for front row the seats in the front are even more narrow than before.

The wifi on the plane is great. The only issue that I have is that I prefer an aisle seat and on my trips this week, I was either in the middle or window. If we can work to secure aisle seating, I will be thrilled. Nice trip.

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

Great flight but super high price. Glad it was a business trip and not personal

The seats were comfortable, and the boarding process was pretty smooth.

3 hour delay. Had to change plans and was still delayed.

We got exit row seats both flights. Everything was running on time

The boarding and seat assignment system no longer works for me, but I know it is being replaced. Otherwise, I am good with the overall experience.

The lead steward kept singing about "San Francisco" and hotel California---more annoying than humorous....needs work. Flight was smooth and on time.

San Diego airport is brand new, spacious, airy and very smooth checkin at SW baggage drop.

United Airlines is my preferred airlines and I am thankful for Gary who also help support me on the phone to switch my flight literally last min.

Seated dude next to me even though lots of empty rows. But main thing was we sat on the tarmac after landing for 30 minutes because of, in the words of the dude who sat next to me, “operational incompetence”. We got changing directions about where to pick up gate checked bags. Pilot and flight attendant were awesome though.

It was a pretty standard flight... until the almost hour and a half spent on the taxi way. I get that the weather has been poor but the delay had nothing to do with the weather and more to do with a plane with several issues tying up the gate. I get that that happens from time to time but this has been EVERY flight I've been on for the past 5 years and I fly 3 to 5 times a year. This isn't just United... it's American, it's Delta. It's an issue with the entire industry. I work for UPS and packages on a cargo plane get better service than people do these days. Anymore I HATE flying.

Perfect flight. Smooth flight. Arrived 20 minutes early at destination. Excellent service.

The flights were on time which was great give. It was holiday travel season and there’d been some weather issues. The only complaint and this is every time with United is the terrible seat design. The head rest is not built for comfort and having my neck bent forward for a cross country trip reminded me while I try not to take United flights as a rule.

Everything was absolutely wonderful from check in to baggage claim. Staff was very professional and sweet. Will definitely recommend United to family and friends.

They did the one thing that really matters - got to Chicago early.

The flight was on time. I generally don’t drink or eat on short flights and the seats were good and the flight attendants were friendly. That’s all I expect

It was nice to have gotten up upgraded to first class with a meal on a three hour flight

Very bad! They kept delaying my flight and wouldn’t do anything about it

We flew in first class. The crew did not offer drinks before the flight took off, but they treated us well during the flight. The food was excellent. There was actually too much food served, but it was nice to have all the options.

Update to handle the delay was very bad, crews no smiles or welcome or thanks. Don’t care attitude

Pilot navigated severe weather/snow storm with skill. Described his intentions clearly

Little warm on the plane and delayed for an hour

So excited very proud first of all I wanna thank kayak all updates very professional and fast alart And amazing cabin crew so nice to me they deserve big salute

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.

Awful. They won’t help me with anything. I booked on American but they abdicated to Iberia. The ticket was overpriced. Everything negative

I enjoyed the extra leg room compared to other airlines. The first stewards made my daughter’s birthday special by giving her an extra snack. Then the last one coming home from Chicago to Appleton made our night really enjoyable Thanks for making our trip enjoyable

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

It was a typical flight. We had a delay which seems to be the normality now. And we had no in flight service due to conditions.

Everything was good. On time, boarding fast, flight attendants friendly.

Spirit has always and will always stink. Absolute worst airline around.

Not seat assigned because overbooking. We could go because some people decided to give their seats.

The flights were very uncomfortable the seats don't have much leg room at all and they are pretty hard as well.

Our outgoing flight was cancelled two hours before boarding and Spirit was not able to get us onto another flight. Their customer service was slow and unhelpful.

spirit delayed my first flight 9 hours and then cancelled my flight back home. Very disappointed with their service.

Late taking off. ATC sent us circling around Chicago for almost an hour, after landing taxied for 40 minutes.

I waited for 4+ extra hours to even board when i was fighting off a cold. So i was sitting there in the airport with a fever and chills while spirit wasted my time. Then once on the plane we had at least an extra hour of taxiing before and after takeoff. Really poor airline, no amenities to speak of, and a lack of organization that will just ruin your experience.

Terrible. They cancelled the flight at the last minute after I had checked in at the airport and then told me they could only put me on a flight after 7 days. Pathetic.

Flight was on time. Friendly crew. Gate agents in the other hand were very unfriendly.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
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Everything you need to know for your flight to Chicago

Cabin class types available on flights to Orange County

Cabin classes available on flights to Chicago. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.