MDW - SNA

$175 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 2/15. 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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$269
Overall average: $390
Multiple Airlines
Mon 2/2Sat 2/7
MDW - SNA • 2 stops
Cheapest one-way
$175
Multiple Airlines
Sun 2/15
MDW - SNA • 3 stops
When to travel
September
Cheapest • 33% price drop
March
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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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

Mon, Feb 2 - Sat, Feb 7
Multiple Airlines Logo
9:45 am - 8:57 pm
MDW
-
SNA
13h 12m2 stops
Multiple Airlines Logo
3:22 pm - 3:58 pm
SNA
-
MDW
22h 36m1 stop
$269Multiple Airlines
Tue, Jan 27 - Thu, Jan 29
Southwest Logo
9:55 am - 6:20 pm
MDW
-
SNA
10h 25m2 stops
Southwest Logo
6:45 am - 2:45 pm
SNA
-
MDW
6h 00m1 stop
$271Southwest
Thu, Feb 12 - Tue, Feb 17
Southwest Logo
8:00 am - 1:55 pm
MDW
-
SNA
7h 55m1 stop
Southwest Logo
2:25 pm - 10:25 pm
SNA
-
MDW
6h 00m1 stop
$272Southwest
Mon, Feb 9 - Sat, Feb 21
Southwest Logo
12:50 pm - 5:40 pm
MDW
-
SNA
6h 50m1 stop
Southwest Logo
7:30 am - 5:05 pm
SNA
-
MDW
7h 35m1 stop
$273Southwest
Mon, Feb 2 - Sat, Feb 7
Multiple Airlines Logo
9:45 am - 8:57 pm
MDW
-
SNA
13h 12m2 stops
Multiple Airlines Logo
3:22 pm - 3:58 pm
SNA
-
MDW
22h 36m1 stop
$274Multiple Airlines
Fri, Feb 6 - Fri, Feb 13
Frontier Logo
7:30 am - 4:46 pm
MDW
-
SNA
11h 16m1 stop
Frontier Logo
12:36 pm - 11:41 pm
SNA
-
MDW
9h 05m1 stop
$275Frontier
Sun, Feb 8 - Fri, Feb 13
Frontier Logo
7:30 am - 4:26 pm
MDW
-
SNA
10h 56m1 stop
Frontier Logo
12:36 pm - 11:41 pm
SNA
-
MDW
9h 05m1 stop
$276Frontier
Mon, Feb 2 - Sat, Feb 7
Southwest Logo
5:05 am - 11:10 am
MDW
-
SNA
8h 05m1 stop
Southwest Logo
7:30 am - 4:20 pm
SNA
-
MDW
6h 50m1 stop
$277Southwest
Wed, Jan 28 - Sun, Feb 1
Southwest Logo
8:25 am - 4:20 pm
MDW
-
SNA
9h 55m1 stop
Southwest Logo
10:35 am - 9:05 pm
SNA
-
MDW
8h 30m1 stop
$278Southwest
Mon, Feb 2 - Sat, Feb 21
Southwest Logo
1:55 pm - 7:50 pm
MDW
-
SNA
7h 55m2 stops
Southwest Logo
7:30 am - 5:05 pm
SNA
-
MDW
7h 35m1 stop
$282Southwest
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 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$175
Best time to beat the crowds but there is an average 28% increase in price.
Most popular time to fly and prices are also 7% 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 $175 for a one-way ticket and $269 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.

  • 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 airline 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 4250 reviews
8.1Boarding
7.5Entertainment
8.6Crew
8.0Comfort
7.0Food
Airline reviews

The flight crew was extremely rude and especially not helpful when our flight was delayed.

2.0 MediocreMatthew, Jan 2026
DAL - SAN
Read more Southwest reviews

The flight crew was extremely rude and especially not helpful when our flight was delayed.

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.

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!

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

Information on your arrival and departure airports