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 7/15. 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 John Wayne (Santa Ana)

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

Cheapest round-trip
$329
Typical prices: $288-$618
Southwest
Wed 7/29Sun 8/9
MDW - SNA • 1 stop
Cheapest one-way
$155
Typical prices: $307-$771
Southwest
Wed 7/15
MDW - SNA • 1 stop
Top airlines
Cheapest • from $329 (round-trip)
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Not available
There are currently no direct flights between Midway and Santa Ana. You'll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $370 (round-trip)
Shortest trip • 5h 45m (one-way)
Insights
Insights
Insights
Insights
When to travel
Cheapest • 34% price drop
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, Jul 29 - Sun, Aug 9
Southwest Logo
5:30 am - 9:30 am
MDW
-
SNA
6h 00m
1 stop
Southwest Logo
7:50 pm - 5:50 am
SNA
-
MDW
8h 00m
1 stop
$329Southwest
Sun, Aug 16 - Fri, Aug 21
Multiple Airlines Logo
8:20 pm - 8:48 am
MDW
-
SNA
14h 28m
1 stop
Multiple Airlines Logo
2:27 pm - 10:47 pm
SNA
-
MDW
30h 20m
2 stops
$332Multiple Airlines
Tue, Aug 11 - Mon, Aug 17
Southwest Logo
10:30 am - 4:45 pm
MDW
-
SNA
8h 15m
2 stops
Southwest Logo
11:05 am - 8:05 pm
SNA
-
MDW
7h 00m
1 stop
$333Southwest
Thu, Sep 24 - Tue, Sep 29
Delta Logo
1:19 pm - 10:04 pm
MDW
-
SNA
10h 45m
2 stops
Delta Logo
6:45 am - 4:16 pm
SNA
-
MDW
7h 31m
1 stop
$334Delta
Wed, Aug 26 - Mon, Aug 31
Southwest Logo
10:30 am - 4:45 pm
MDW
-
SNA
8h 15m
2 stops
Southwest Logo
8:00 am - 5:00 pm
SNA
-
MDW
7h 00m
2 stops
$338Southwest
Sat, Sep 26 - Mon, Sep 28
Delta Logo
1:19 pm - 10:29 pm
MDW
-
SNA
11h 10m
2 stops
Delta Logo
7:09 pm - 9:50 am
SNA
-
MDW
12h 41m
2 stops
$339Delta
Thu, Sep 24 - Tue, Sep 29
Delta Logo
1:19 pm - 10:04 pm
MDW
-
SNA
10h 45m
2 stops
Delta Logo
6:10 pm - 8:48 am
SNA
-
MDW
12h 38m
2 stops
$340Delta
Thu, Aug 27 - Mon, Aug 31
Southwest Logo
7:10 am - 10:50 am
MDW
-
SNA
5h 40m
1 stop
Southwest Logo
9:10 am - 7:00 pm
SNA
-
MDW
7h 50m
1 stop
$342Southwest
Fri, Aug 28 - Mon, Aug 31
Southwest Logo
7:10 am - 10:50 am
MDW
-
SNA
5h 40m
1 stop
Southwest Logo
1:50 pm - 10:00 pm
SNA
-
MDW
6h 10m
1 stop
$343Southwest
Fri, Aug 28 - Sun, Aug 30
Southwest Logo
7:10 am - 10:50 am
MDW
-
SNA
5h 40m
1 stop
Southwest Logo
7:50 pm - 5:50 am
SNA
-
MDW
8h 00m
1 stop
$344Southwest
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 John Wayne (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 John Wayne (Santa Ana) is August, where tickets cost $288 (return) on average. On the other hand, the most expensive months are January and June, where the average cost of round-trip tickets is $571 and $514 respectively.

Good to know

Low seasonJune
Cheapest flight$155
Best time to beat the crowds but there is an average 17% increase in price.
Most popular time to fly and prices are also 9% 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 John Wayne (Santa Ana)?

    In the last 5 days, the lowest price for a flight from Chicago Midway Airport to John Wayne (Santa Ana) was $155 for a one-way ticket and $329 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 John Wayne (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.
7.9
SouthwestOverall score based on 4245 reviews
7.0Food
8.6Crew
8.1Boarding
8.0Comfort
7.5Entertainment
Airline reviews

OKay. I sat in the back of the plane and it was really loud between babies and little kids, and adults who.like to talk a lot and loudly most of the flight.

6.0 GoodAnonymous, Jun 2026
MDW - BDL
Read more Southwest reviews

OKay. I sat in the back of the plane and it was really loud between babies and little kids, and adults who.like to talk a lot and loudly most of the flight.

The first time I flew in the extra legroom section. It was difficult to notice a difference. I had bad luck with my neighbors. The crew was okay. Southwest has reduced the live TV options.

I flew twice this week on Southwest, was delayed over 2 hours both ways. From Pittsburgh to Chicago it was due to weather but the gate agents, pilot etc were great at updating everyone. Today from Midway to Pittsburgh the plane had come from an international location, kept getting delayed, no information was given until we were delayed for the third time. It was ridiculous, whoever scheduled that plane to fly to Pittsburgh after didn’t consider a lot of things.

The staff was very friendly, professional, and courteous. The overall flight was a great experience.

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

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

The open seating makes passengers boarding ahead of you think they also have the right to the empty middle seat. Trumper next to me refused to move her laptop bag from my leg area. I did not make a fuss since it was a short flight.

Flight was delayed more than 2 hour do the scheduling issues and then some confusing weight and balance matters, followed by a miscommunication with the tower on which runway was going to be used based on the airplane weight. All these things should have been figured out in advance. Instead of arriving at 12:30 a.m. we arrived at 2:30 a.m. very difficult to find a taxi or other transport at SFO. Luggage was delayed. An extension of an unpleasant flight day

Three delays that got us home hours later than expected.

no entertainment options available on a 4+ hour flight. packed in like sardines. one bathroom. late flight.

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

Information on your arrival and departure airports