SNA - MDW

$145 Find Cheap Flights from John Wayne (Santa Ana) to Chicago Midway Airport

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 1/5. 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 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 Santa Ana to Chicago, as well as popular online travel agencies
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41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$284
Overall average: $526
Southwest
tors 1/22sön 2/1
SNA - MDW • 1 stop
Cheapest one-way
$145
Typical prices: $156-$187
Southwest
mån 1/5
SNA - MDW • 1 stop
Top airlines
Southwest
Cheapest • from $284 (round-trip)
Southwest
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to travel
February
Cheapest • 32% 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

tors, jan 22 - sön, feb 1
Southwest Logo
2:15 pm - 9:50 pm
SNA
-
MDW
5h 35m1 stop
Southwest Logo
12:50 pm - 5:40 pm
MDW
-
SNA
6h 50m1 stop
$284Southwest
fre, jan 9 - lör, jan 10
Delta Logo
8:00 am - 6:32 pm
SNA
-
MDW
8h 32m1 stop
Delta Logo
11:21 am - 8:14 pm
MDW
-
SNA
10h 53m1 stop
$289Delta
fre, jan 9 - sön, jan 11
Southwest Logo
6:40 pm - 5:05 am
SNA
-
MDW
8h 25m1 stop
Southwest Logo
12:30 pm - 6:55 pm
MDW
-
SNA
8h 25m2 stops
$294Southwest
tis, jan 13 - tis, jan 20
Southwest Logo
6:45 am - 6:45 pm
SNA
-
MDW
10h 00m2 stops
Southwest Logo
2:10 pm - 7:50 pm
MDW
-
SNA
7h 40m2 stops
$299Southwest
fre, mar 6 - sön, mar 8
Frontier Logo
2:47 pm - 10:41 pm
SNA
-
MDW
5h 54m1 stop
Frontier Logo
6:45 pm - 10:47 am
MDW
-
SNA
18h 02m2 stops
$316Frontier
tors, jan 8 - lör, jan 10
Delta Logo
6:45 am - 4:29 pm
SNA
-
MDW
7h 44m1 stop
Delta Logo
9:32 am - 6:17 pm
MDW
-
SNA
10h 45m2 stops
$322Delta
fre, jan 16 - sön, jan 18
Southwest Logo
12:00 pm - 9:55 pm
SNA
-
MDW
7h 55m1 stop
Southwest Logo
5:05 am - 11:10 am
MDW
-
SNA
8h 05m1 stop
$323Southwest
tors, jan 15 - sön, jan 18
Delta Logo
11:45 am - 10:07 pm
SNA
-
MDW
8h 22m1 stop
Delta Logo
11:21 am - 8:14 pm
MDW
-
SNA
10h 53m1 stop
$327Delta
tors, jan 22 - tors, jan 29
Southwest Logo
11:05 am - 8:40 pm
SNA
-
MDW
7h 35m2 stops
Southwest Logo
8:25 am - 4:20 pm
MDW
-
SNA
9h 55m1 stop
$328Southwest
tis, dec 30 - sön, jan 4
Frontier Logo
11:53 am - 7:55 pm
SNA
-
MDW
6h 02m1 stop
Frontier Logo
10:50 pm - 11:08 am
MDW
-
SNA
14h 18m1 stop
$339Frontier
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.

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

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

If your flying dates are flexible, you should consider flying to Chicago Midway Airport on a Thursday, as we generally find the cheapest rates on that day for this route. On the other hand, Sunday is the most expensive day to fly from John Wayne (Santa Ana) to Chicago Midway Airport. For your return ticket, we recommend flying on a Thursday and avoiding Wednesdays for the best deals.

What is the cheapest month to fly from 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 Santa Ana to Chicago Midway Airport is February, where tickets cost $333 (return) on average. On the other hand, the most expensive months are March and December, where the average cost of round-trip tickets is $1,066 and $611 respectively.

Find deals

Good to know

Low seasonMay
Cheapest flight$145
Best time to beat the crowds with an average 21% drop in price.
Most popular time to fly with an average 5% 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 Santa Ana to Chicago Midway Airport?

    In the last 3 days, the lowest price for a flight from Santa Ana to Chicago Midway Airport was $145 for a one-way ticket and $284 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 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 4250 reviews
8.1Boarding
8.6Crew
7.5Entertainment
8.0Comfort
7.0Food
Airline reviews

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.

8.0 ExcellentRussell, Dec 2025
SAN - OAK
Read more Southwest reviews

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.

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

It was rough. The staff was unprofessional, the choice of on board drinks terrible, it was cramped in space at every airport, they always ran out of overhead bin space so they pressured people to check bags for free or we couldn’t leave on the plane— so I did check my bag to help, and they nearly lost my bag. My bag did not arrive on the luggage belt, another man on my flight and I had to waste our time going to the baggage office to search for our bags. I would only fly southwest again if it was my last choice. Also, my flights were consistently delayed over and over again— at one point they straight up told us we were waiting for the pilot to arrive.

Crew could have been friendlier, maybe I'm spoiled by SW crews. In flight wifi was good. Would be nice to have more food offerings on a 4 plus hour flight

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.

Sacrament staff are always polite and helpful. Airport is easy to maneuver and boarding is straightforward.

Excellent. Would encourage Southwest to keep current boarding procedures with free style seating. Makes for a fantastic experience

As always, the entire Southwest experience was wonderful, from online booking to flight to baggage retrieval. Very grateful.

The weather could have been better. There was a 40 minute ATC delay in SFO because of marine fog and a micro cell storm delayed landing and take-off at Nashville. The gate was changed 5 minutes from boarding from gate B3 to gate C23 at Nashville airport.

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)