SNA - MDW

$170 Find Cheap Flights from John Wayne (Santa Ana) to Chicago Midway Airport - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Santa Ana to Midway departing on 7/7. 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 Chicago Midway Airport

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

Cheapest round-trip
$344
Typical prices: $537-$393
Southwest
Wed 7/8Sat 7/11
SNA - MDW • 1 stop
Cheapest one-way
$170
Typical prices: $124-$174
Delta
Tue 7/7
SNA - MDW • 2 stops
Top airlines
Southwest
Cheapest • from $344 (round-trip)
Southwest
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 Santa Ana and Midway. You'll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
Minneapolis (MSP)
Cheapest • Avg $288 (round-trip)
Phoenix (PHX)
Shortest trip • 6h 04m (one-way)
Insights
Insights
Insights
Insights
When to travel
March
Cheapest • 39% price drop
July
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 Midway!
Flight Deals
Booking Insights
Flight Deals

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

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

Wed, Jul 8 - Sat, Jul 11
Southwest Logo
1:45 pm - 9:20 pm
SNA
-
MDW
5h 35m
1 stop
Southwest Logo
12:00 pm - 7:25 pm
MDW
-
SNA
9h 25m
2 stops
$344Southwest
Wed, Jul 15 - Wed, Jul 29
Southwest Logo
7:00 am - 5:35 pm
SNA
-
MDW
8h 35m
2 stops
Southwest Logo
2:55 pm - 8:25 pm
MDW
-
SNA
7h 30m
1 stop
$345Southwest
Wed, Jul 8 - Sun, Jul 12
Allegiant Air Logo
1:39 pm - 7:21 pm
SNA
-
MDW
27h 42m
1 stop
Allegiant Air Logo
8:11 pm - 8:53 am
MDW
-
SNA
14h 42m
1 stop
$347Allegiant Air
Sat, Aug 1 - Thu, Aug 6
Southwest Logo
7:05 pm - 5:45 am
SNA
-
MDW
8h 40m
1 stop
Southwest Logo
6:40 am - 11:50 am
MDW
-
SNA
7h 10m
1 stop
$348Southwest
Fri, Sep 11 - Sat, Sep 12
Delta Logo
12:20 pm - 9:46 pm
SNA
-
MDW
7h 26m
1 stop
Delta Logo
10:35 am - 6:20 pm
MDW
-
SNA
9h 45m
1 stop
$349Delta
Sun, Aug 23 - Wed, Aug 26
Southwest Logo
4:35 pm - 12:55 am
SNA
-
MDW
6h 20m
1 stop
Southwest Logo
10:30 am - 4:45 pm
MDW
-
SNA
8h 15m
2 stops
$353Southwest
Sat, Jul 11 - Sat, Aug 15
Delta Logo
8:00 am - 5:52 pm
SNA
-
MDW
7h 52m
1 stop
Delta Logo
1:51 pm - 9:55 pm
MDW
-
SNA
10h 04m
2 stops
$354Delta
Fri, Aug 28 - Mon, Aug 31
Delta Logo
6:02 pm - 8:39 am
SNA
-
MDW
12h 37m
2 stops
Delta Logo
9:59 am - 4:14 pm
MDW
-
SNA
8h 15m
2 stops
$359Delta
Wed, Jul 22 - Mon, Jul 27
Southwest Logo
8:15 pm - 5:00 am
SNA
-
MDW
6h 45m
1 stop
Southwest Logo
6:30 am - 11:40 am
MDW
-
SNA
7h 10m
1 stop
$360Southwest
Sun, Jul 5 - Wed, Jul 8
Southwest Logo
9:10 pm - 5:45 am
SNA
-
MDW
6h 35m
1 stop
Southwest Logo
5:25 am - 9:25 am
MDW
-
SNA
6h 00m
1 stop
$363Southwest
Booking Insights

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

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

How much is a round-trip flight from Santa Ana, California to Chicago Midway Airport?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Santa Ana, California to Chicago Midway Airport departing in July.

What is the cheapest month to fly from John Wayne (Santa Ana) to Chicago Midway Airport?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Santa Ana to Chicago Midway Airport, 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 John Wayne (Santa Ana) to Chicago Midway Airport is March, where tickets cost $268 (return) on average. On the other hand, the most expensive months are July and January, where the average cost of round-trip tickets is $537 and $526 respectively.

Find deals

Good to know

Low seasonSeptember
Cheapest flight$170
Best time to beat the crowds but there is an average 1% increase in price.
Most popular time to fly with an average 21% increase in price.
Flight from John Wayne (Santa Ana) to Chicago Midway Airport

When to book flights from Santa Ana to Midway

Are your dates flexible? Find out the best times to travel from Santa Ana to Midway 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 John Wayne (Santa Ana) to Chicago Midway Airport flights

  • What is the cheapest flight from John Wayne (Santa Ana) to Chicago Midway Airport?

    In the last 5 days, the lowest price for a flight from John Wayne (Santa Ana) to Chicago Midway Airport was $170 for a one-way ticket and $344 for a round-trip.

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

    No, a passport isn't needed to fly from John Wayne (Santa Ana) to Chicago Midway Airport. However, local authorities might ask for an official ID.

  • Which airports will I be using when flying from John Wayne (Santa Ana) to Chicago Midway Airport?

    When flying out of John Wayne (Santa Ana) you will be using Santa Ana J. Wayne/Orange Cnty. You will be landing at Chicago Midway Airport, also known as Chicago Midway.

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

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

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

    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 John Wayne (Santa Ana) to Chicago Midway Airport.

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

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

    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 Midway Airport with an airline and back to John Wayne (Santa Ana) with another airline. Booking your flights between John Wayne (Santa Ana) and MDW 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 John Wayne (Santa Ana) to Chicago Midway Airport?

    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 Midway Airport from John Wayne (Santa Ana) 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 Santa Ana to Midway

 
See real verified KAYAK customer reviews for airlines flying from John Wayne (Santa Ana) to Chicago. 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 Santa Ana to Midway? 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 4235 reviews
8.0Comfort
7.0Food
8.6Crew
7.5Entertainment
8.1Boarding
Airline reviews

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

2.0 MediocreMatthew, Jun 2026
CVG - MDW
Read more Southwest reviews

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

Was fine, delayed and feels like southwest is always late

The flight was smooth. The Southwest experience has degraded overall, but this one was okay.

The checking experience in Orlando was terrible, almost missed the flight. Too many travelers and Southwest completely understaffed.

The entire experience from boarding to landing was amazing! The crew were very friendly. Will definitely be back.

no service at all due to turbulence. they should've at least given us snacks, there were only 10 people on the entire flight.

Delayed flight, lack of information, boarding process is a mess as is the carryon luggage causing issues when leaving the plane….just a poor experience.

Comfortable. Easy. No problems. Just wish they had gf options for snacks.

The crew was very kind and made going to Hawaii relaxing and fun to look forward to! Thank you Southwest for a pleasant flight!

For the first time in a long time, the Wi-Fi actually worked the entire flight! The flight crew was amazing as usual.

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

Information on your arrival and departure airports

John Wayne (Santa Ana) (SNA)
Midway (MDW)