MDW - SNA

$155 Find Cheap Flights from Chicago Midway Airport to John Wayne (Santa Ana)

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 Santa Ana departing on 2/14. 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 Santa Ana

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Santa Ana, 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 Santa Ana, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$269
Overall average: $289
Southwest
Wed 3/4Mon 3/9
MDW - SNA • 1 stop
Cheapest one-way
$155
Southwest
Sat 2/14
MDW - SNA • 2 stops
Top airlines
Delta
Cheapest • from $289 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to travel
September
Cheapest • 32% price drop
March
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Santa Ana!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Midway to Santa Ana (MDW-SNA)

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

Wed, Mar 4 - Mon, Mar 9
Southwest Logo
5:05 am - 11:10 am
MDW
-
SNA
8h 05m1 stop
Southwest Logo
8:35 am - 5:35 pm
SNA
-
MDW
7h 00m2 stops
$269Southwest
Mon, Jan 19 - Thu, Jan 22
Southwest Logo
5:00 am - 11:25 am
MDW
-
SNA
8h 25m1 stop
Southwest Logo
11:10 am - 7:55 pm
SNA
-
MDW
6h 45m2 stops
$272Southwest
Fri, Jan 23 - Sun, Jan 25
Southwest Logo
4:10 pm - 9:00 pm
MDW
-
SNA
6h 50m1 stop
Southwest Logo
7:30 pm - 5:05 am
SNA
-
MDW
7h 35m1 stop
$277Southwest
Thu, Feb 19 - Mon, Feb 23
Southwest Logo
8:05 am - 3:20 pm
MDW
-
SNA
9h 15m2 stops
Southwest Logo
7:30 pm - 5:05 am
SNA
-
MDW
7h 35m1 stop
$282Southwest
Thu, Jan 22 - Sun, Jan 25
Southwest Logo
8:10 am - 4:05 pm
MDW
-
SNA
9h 55m2 stops
Southwest Logo
7:30 pm - 5:05 am
SNA
-
MDW
7h 35m1 stop
$283Southwest
Fri, Jan 9 - Wed, Jan 14
Delta Logo
1:49 pm - 8:32 pm
MDW
-
SNA
8h 43m1 stop
Delta Logo
8:00 am - 6:32 pm
SNA
-
MDW
8h 32m1 stop
$289Delta
Sat, Jan 3 - Sat, Jan 10
Southwest Logo
5:25 am - 11:20 am
MDW
-
SNA
7h 55m1 stop
Southwest Logo
7:35 pm - 5:05 am
SNA
-
MDW
7h 30m1 stop
$291Southwest
Wed, Jan 7 - Sat, Jan 10
Southwest Logo
8:10 am - 4:05 pm
MDW
-
SNA
9h 55m2 stops
Southwest Logo
7:35 pm - 5:05 am
SNA
-
MDW
7h 30m1 stop
$294Southwest
Wed, Feb 4 - Wed, Feb 18
Southwest Logo
1:55 pm - 7:50 pm
MDW
-
SNA
7h 55m2 stops
Southwest Logo
12:25 pm - 10:55 pm
SNA
-
MDW
8h 30m2 stops
$299Southwest
Sat, Mar 7 - Sun, Mar 15
Frontier Logo
8:00 am - 11:42 am
MDW
-
SNA
29h 42m2 stops
Frontier Logo
10:38 am - 11:20 am
SNA
-
MDW
22h 42m1 stop
$306Frontier
Booking Insights

KAYAK's insights & trends for Midway to Santa Ana flights

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

What’s the cheapest day of the week to fly from Chicago Midway Airport to John Wayne (Santa Ana)?

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

Your flight ticket price will generally be cheaper if you fly to John Wayne (Santa Ana) on a Thursday and more expensive on a Wednesday. On your return trip to Chicago Midway Airport, you should consider flying back on a Thursday, and avoid Sundays for better deals.

What is the cheapest month to fly from Chicago Midway Airport to Santa Ana?

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 Santa Ana, 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 Santa Ana is September, where tickets cost $279 (return) on average. On the other hand, the most expensive months are June and November, where the average cost of round-trip tickets is $535 and $498 respectively.

Good to know

Low seasonJune
Cheapest flight$155
Best time to beat the crowds but there is an average 30% increase in price.
Most popular time to fly and prices are also 30% lower on average.
Flight from Chicago Midway Airport to John Wayne (Santa Ana)

When to book flights from Midway to Santa Ana

Are your dates flexible? Find out the best times to travel from Midway to Santa Ana based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago Midway Airport to John Wayne (Santa Ana) flights

  • What is the cheapest flight from Chicago Midway Airport to Santa Ana?

    In the last 3 days, the lowest price for a flight from Chicago Midway Airport to Santa Ana was $155 for a one-way ticket and $289 for a round-trip.

  • Do I need a passport to fly between Chicago Midway Airport and John Wayne (Santa Ana)?

    No

  • Which aircraft models fly most regularly from Chicago Midway Airport to John Wayne (Santa Ana)?

    We unfortunately don’t have that data for this specific route.

  • Which is the best airline for flights from Chicago to Santa Ana, Southwest or Frontier?

    The two airlines most popular with KAYAK users for flights from Chicago to Santa Ana are Southwest and Frontier. With an average price for the route of $438 and an overall rating of 8.0, Southwest is the most popular choice. Frontier is also a great choice for the route, with an average price of $190 and an overall rating of 5.8.

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to John Wayne (Santa Ana)?

    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 John Wayne (Santa Ana).

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to John Wayne (Santa Ana)?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to John Wayne (Santa Ana) from Chicago Midway Airport 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 John Wayne (Santa Ana)?

    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 John Wayne (Santa Ana) with an airline and back to Chicago Midway Airport with another airline. Booking your flights between Chicago Midway Airport and SNA can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport to John Wayne (Santa Ana)?

    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 John Wayne (Santa Ana) from Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from Midway to Santa Ana

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Santa Ana. 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 Santa Ana? 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 4253 reviews
7.5Entertainment
8.1Boarding
8.6Crew
7.0Food
8.0Comfort
Airline reviews

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

10.0 ExcellentAnonymous, Dec 2025
LAX - SFO
Read more Southwest reviews

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

Still a fan of open seating. Flight was on schedule and arrived on time. The 737 MAX is very comfortable.

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

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.

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.

i was unable to check in the flight. refund requested

Everything you need to know for your flight from Midway to Santa Ana

Information on your arrival and departure airports