$135 Find Cheap Flights from Chicago Midway Airport to Orange County

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Orange County departing on 11/22. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Orange County

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Orange County, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Orange County, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Midway to Orange County

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Los Angeles
Los Angeles1 stop$144
Santa Ana
Santa Ana1 stop$276
Los Angeles
Los Angeles1 stop$144
Santa Ana
Santa Ana1 stop$276

Book Cheap Midway to Orange County Plane Tickets

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

Mon, Dec 1 - Thu, Dec 4
Frontier Logo
3:31 pm - 12:42 pmMDW-SNA
23h 11m1 stop
Frontier Logo
11:15 am - 11:08 amSNA-MDW
21h 53m1 stop
$276Frontier
Find Deal
Tue, Dec 23 - Tue, Jan 6
Multiple Airlines Logo
2:01 pm - 11:08 amMDW-SNA
23h 07m1 stop
Multiple Airlines Logo
6:45 am - 10:15 pmSNA-MDW
13h 30m2 stops
$277Multiple Airlines
Find Deal
Sun, Dec 21 - Sun, Dec 28
Frontier Logo
10:50 pm - 7:21 pmMDW-SNA
22h 31m2 stops
Frontier Logo
10:35 am - 11:21 pmSNA-MDW
10h 46m1 stop
$288Frontier
Find Deal
Sat, Dec 6 - Mon, Dec 8
Delta Logo
11:05 am - 6:35 pmMDW-SNA
9h 30m1 stop
Delta Logo
12:45 pm - 11:47 pmSNA-MDW
9h 02m1 stop
$289Delta
Find Deal
Wed, Dec 10 - Sun, Dec 14
Southwest Logo
2:35 pm - 8:15 pmMDW-SNA
7h 40m2 stops
Southwest Logo
8:20 pm - 5:05 amSNA-MDW
6h 45m1 stop
$294Southwest
Find Deal
Sat, Jan 10 - Wed, Jan 14
Southwest Logo
8:20 am - 4:55 pmMDW-SNA
10h 35m2 stops
Southwest Logo
12:00 pm - 9:50 pmSNA-MDW
7h 50m2 stops
$299Southwest
Find Deal
Sat, Dec 20 - Mon, Dec 29
Multiple Airlines Logo
6:12 am - 7:12 pmMDW-SNA
39h 00m2 stops
Multiple Airlines Logo
10:30 am - 10:19 amSNA-MDW
21h 49m1 stop
$300Multiple Airlines
Find Deal
Sun, Dec 7 - Sun, Dec 14
Frontier Logo
12:18 pm - 12:42 pmMDW-SNA
26h 24m1 stop
Frontier Logo
11:15 am - 11:08 amSNA-MDW
21h 53m1 stop
$302Frontier
Find Deal
Tue, Dec 23 - Sun, Dec 28
Multiple Airlines Logo
2:01 pm - 10:16 amMDW-SNA
22h 15m2 stops
Multiple Airlines Logo
10:35 am - 11:21 pmSNA-MDW
10h 46m1 stop
$303Multiple Airlines
Find Deal
Tue, Feb 24 - Wed, Feb 25
Delta Logo
10:53 am - 9:45 pmMDW-LGB
12h 52m2 stops
Delta Logo
4:47 pm - 9:58 amLGB-MDW
15h 11m2 stops
$337Delta
Find Deal
Booking Insights

KAYAK's insights & trends for Midway to Orange County flights

Get data-powered insights and trends into flights from Midway to Orange County to help you find the cheapest flights, the best time to fly and much more.

Can I save money by flying with a layover from Chicago Midway Airport to Orange County?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $378, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Chicago Midway Airport to Orange County?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago Midway Airport to Orange County, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago Midway Airport to Orange County is August, when tickets cost $253 (return) on average. On the other hand, the most expensive months are November and December, when the average cost of round-trip tickets is $435 and $423 respectively.

What’s the cheapest day of the week to fly from Chicago Midway Airport to Orange County?

The average price of all round-trip flights from Chicago Midway Airport to Orange County clicked on KAYAK for each day over the last 12 months.

When flying from Chicago Midway Airport to Orange County, you should consider leaving on a Tuesday and avoid Sundays if you are looking for the best rates. For your return to Chicago Midway Airport, you’ll find the best rates on Saturdays and the most expensive ones on Sundays.

How far in advance should I book a flight from Chicago Midway Airport to Orange County?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago Midway Airport to Orange County, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago Midway Airport to Orange County, you should book around 2 weeks before departure, which saves you about 25% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 8 weeks before departure.

Good to know

Low seasonAugust
Cheapest flight$134
Best time to beat the crowds with an average 29% drop in price.
Most popular time to fly and prices are also 8% lower on average.
Flight from Chicago Midway Airport to John Wayne (Santa Ana)

FAQs - booking Orange County flights

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

    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 Midway Airport to Orange County.

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

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

    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 from Chicago Midway Airport to Orange County with an airline and back with another airline.

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

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

  • What is the cheapest time of day to fly to Orange County?

    The cheapest time of day to fly to Orange County is generally in the evening, when round-trip flights cost $323 on average. Morning departures are around 11% more expensive than evening flights, on average. The most expensive time of day to fly to Orange County is generally at night, which is peak travel time and where the average cost of a ticket is $370.

Reviews of the top airlines flying from Midway to Orange County

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Orange County. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Midway to Orange County? 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
SouthwestOverall score based on 4242 reviews
8.6Crew
7.5Entertainment
8.0Comfort
7.0Food
8.1Boarding
Airline reviews

Plane crashed into a bus or some other vehicle on the ground while pulling out of the gate. No injuries, but wing tip was damaged and returned to gate for “maintenance issues” and we departed 5 hours later because the plane went out of service and new plane was flown in from a nearby airport, Midway.

2.0 MediocreAnonymous, Nov 2025ORD - LAS
Read more Southwest reviews

Plane crashed into a bus or some other vehicle on the ground while pulling out of the gate. No injuries, but wing tip was damaged and returned to gate for “maintenance issues” and we departed 5 hours later because the plane went out of service and new plane was flown in from a nearby airport, Midway.

Ever since Southwest starting charging for bags, passengers don't want to pay to check their bags, so the gate agents have to beg people to check their roller bags now because there's "not enough space". This was a terrible business move by Southwest.

All was good. I just had a hard time getting connected to the WiFi/internet during the flight

Delays delays delays. Late taking off, late landing, wait for a gate, etc.

Connecting flight is on time and boarding was a breeze!

Better and more food and drinks. Put msnbc and free speech tv on the news channel selection list.

Very smooth checking in our luggage with a super pleasant SW agent. I enjoyed a fun entertaining movie.

after landing, we stay 2 hours on the taxi way before reaching the gate The airline and the crew were good though

First time traveling on Southwest since bag fees were implemented. Usual good service. Just more expensive now.

I'm not a fan of Southwest's model. I don't like the herding style of boarding.

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.

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.

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.

Everything you need to know for your flight to Orange County

Information on your arrival and departure airports