SNA - MDW

$171 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 5/29. 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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41 299 237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$323
Typical prices: $523-$397
Southwest
Çar 5/27Cmt 5/30
SNA - MDW • 1 stop
Cheapest one-way
$171
Typical prices: $212-$414
Frontier
Cum 5/29
SNA - MDW • 1 stop
Top airlines
Southwest
Cheapest • from $323 (round-trip)
Southwest
Best reviews • 8.0 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 • 5h 59m (one-way)
Insights
Insights
Insights
Insights
When to travel
March
Cheapest • 38% 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

Çar, May 27 - Cmt, May 30
Southwest Logo
9:45 am - 8:20 pm
SNA
-
MDW
8h 35m
1 stop
Southwest Logo
5:10 am - 9:40 am
MDW
-
SNA
6h 30m
1 stop
$323Southwest
Çar, May 27 - Per, Haz 4
Allegiant Air Logo
2:30 pm - 6:59 pm
SNA
-
MDW
26h 29m
1 stop
Allegiant Air Logo
8:03 pm - 9:48 am
MDW
-
SNA
15h 45m
1 stop
$324Allegiant Air
Per, Haz 11 - Paz, Haz 14
Multiple Airlines Logo
4:24 pm - 3:15 pm
SNA
-
MDW
20h 51m
1 stop
Multiple Airlines Logo
8:03 pm - 7:06 pm
MDW
-
SNA
25h 03m
1 stop
$325Multiple Airlines
Çar, Haz 10 - Paz, Haz 14
Multiple Airlines Logo
6:30 pm - 7:13 pm
SNA
-
MDW
22h 43m
1 stop
Multiple Airlines Logo
8:03 pm - 7:06 pm
MDW
-
SNA
25h 03m
1 stop
$327Multiple Airlines
Çar, May 27 - Cmt, May 30
Southwest Logo
9:45 am - 8:10 pm
SNA
-
MDW
8h 25m
2 stops
Southwest Logo
6:55 am - 10:50 am
MDW
-
SNA
5h 55m
1 stop
$328Southwest
Cum, May 29 - Çar, Haz 3
Delta Logo
8:00 am - 5:56 pm
SNA
-
MDW
7h 56m
1 stop
Delta Logo
1:59 pm - 8:34 pm
MDW
-
SNA
8h 35m
1 stop
$329Delta
Per, Haz 11 - Paz, Haz 14
Multiple Airlines Logo
4:24 pm - 3:15 pm
SNA
-
MDW
20h 51m
1 stop
Multiple Airlines Logo
8:03 pm - 1:21 pm
MDW
-
SNA
19h 18m
1 stop
$330Multiple Airlines
Per, Haz 11 - Paz, Haz 14
Multiple Airlines Logo
4:24 pm - 3:15 pm
SNA
-
MDW
20h 51m
1 stop
Multiple Airlines Logo
8:03 pm - 1:21 pm
MDW
-
SNA
19h 18m
1 stop
$331Multiple Airlines
Per, Haz 11 - Paz, Haz 14
Multiple Airlines Logo
9:35 pm - 3:15 pm
SNA
-
MDW
15h 40m
2 stops
Multiple Airlines Logo
8:03 pm - 1:21 pm
MDW
-
SNA
19h 18m
1 stop
$333Multiple Airlines
Cum, Tem 31 - Per, Ağu 6
Multiple Airlines Logo
2:27 pm - 11:07 am
SNA
-
MDW
18h 40m
2 stops
Multiple Airlines Logo
8:20 pm - 8:48 am
MDW
-
SNA
14h 28m
1 stop
$334Multiple Airlines
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 June.

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 January and July, where the average cost of round-trip tickets is $526 and $521 respectively.

Find deals

Good to know

Low seasonSeptember
Cheapest flight$171
Best time to beat the crowds but there is an average 3% increase in price.
Most popular time to fly with an average 19% 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 3 days, the lowest price for a flight from John Wayne (Santa Ana) to Chicago Midway Airport was $171 for a one-way ticket and $323 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.
8.0
SouthwestOverall score based on 4314 reviews
8.6Crew
8.0Comfort
8.1Boarding
7.0Food
7.5Entertainment
Airline reviews

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

10.0 Excellentlarry, Apr 2026
LGB - PHX
Read more Southwest reviews

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.

Great flight. I didn't get a drink because I was asleep whole on the flight.

Terrible. Even though there’s assigned seating now, they are still the slowest boarding airline of anyone.

It was good from LAX to Phoenix, But the connection in Phoenix to Tulsa was not that great. The staff on both flights were great. The choice of free entertainment was ok nothing to brag about. The 45 min delay because of some electrical issue wasn't great from Phoenix to Tulsa. We sat there with hardly any air, The seat I had was between windows so the side of the plane pushed in on you. My being a bigger man it then made the seating area uncomfortable. The seats on the plane had no power to connect to recharge your phone or anything. I would recommend that they should look into a slot or clamp to hold your phone to enjoy while watching the entertainment choices hands-free. Also make it possible to raise the inner seat by the window be able to raise the arm rest up to make more room for larger people to set more comfortably. I would also say other then that stop price gouging the airfare or nickel and diming everything. Not fair for people having to fly for emergencies and be paying for higher prices due to the season or holidays. Your making your money either way and the cost of flying is still going to be the same regardless if there's 100 people or 200 people.

Love them will get a Southwest card to track my points and keep flying with them. My family and I were pleased with the services.

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)