MDW

$141 Find Cheap Flights from Orange County 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 to Midway departing on 2/1. 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

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Everything you should know

Cheapest round-trip
$289
Overall average: $526
Delta
Thu 1/8Sat 1/10
SNA - MDW • 1 stop
Cheapest non-stop
$441
Southwest
Thu 3/5Sun 3/8
LGB - MDW • Non-stop
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We hope you love your trip to Midway!
Flight Deals
Useful Info
Flight Deals

Cheap Flights from Orange County to Midway

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

Thu, Jan 8 - Sat, 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
Wed, Jan 21 - Sat, Jan 24
Southwest Logo
8:55 am - 6:45 pm
SNA
-
MDW
7h 50m2 stops
Southwest Logo
9:05 am - 4:30 pm
MDW
-
SNA
9h 25m1 stop
$294Southwest
Sat, Jan 17 - Sat, Jan 24
Southwest Logo
7:30 am - 6:30 pm
SNA
-
MDW
9h 00m2 stops
Southwest Logo
8:35 am - 4:15 pm
MDW
-
SNA
9h 40m2 stops
$299Southwest
Mon, Jan 5 - Fri, Jan 9
Multiple Airlines Logo
10:30 am - 12:53 pm
SNA
-
MDW
24h 23m1 stop
Multiple Airlines Logo
6:10 am - 3:42 pm
MDW
-
SNA
11h 32m2 stops
$301Multiple Airlines
Tue, Feb 24 - Wed, Mar 4
Delta Logo
5:30 pm - 8:53 am
SNA
-
MDW
13h 23m2 stops
Delta Logo
1:28 pm - 10:18 pm
MDW
-
SNA
10h 50m2 stops
$316Delta
Thu, Jan 8 - Sat, Jan 10
Delta Logo
8:00 am - 6:32 pm
SNA
-
MDW
8h 32m1 stop
Delta Logo
9:32 am - 6:17 pm
MDW
-
SNA
10h 45m2 stops
$322Delta
Tue, Dec 30 - Wed, Jan 7
Southwest Logo
8:10 pm - 5:05 am
SNA
-
MDW
6h 55m1 stop
Southwest Logo
8:10 am - 2:50 pm
MDW
-
SNA
8h 40m1 stop
$323Southwest
Tue, Dec 30 - Wed, Jan 7
Southwest Logo
8:10 pm - 5:05 am
SNA
-
MDW
6h 55m1 stop
Southwest Logo
8:10 am - 4:05 pm
MDW
-
SNA
9h 55m2 stops
$328Southwest
Wed, Jan 21 - Wed, Jan 28
Southwest Logo
6:45 am - 6:45 pm
SNA
-
MDW
10h 00m2 stops
Southwest Logo
8:55 am - 4:40 pm
MDW
-
SNA
9h 45m2 stops
$333Southwest
Tue, Dec 30 - Thu, Jan 8
Frontier Logo
11:53 am - 7:55 pm
SNA
-
MDW
6h 02m1 stop
Frontier Logo
12:50 pm - 1:51 pm
MDW
-
SNA
27h 01m1 stop
$339Frontier
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$141
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly with an average 4% increase in price.
Flight from John Wayne (Santa Ana) to Chicago Midway Airport

FAQs for booking Orange County to Chicago Midway Airport flights

  • How does KAYAK find such low prices on flights from Orange County 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 Orange County to Chicago Midway Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Orange County 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 Orange County 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 Orange County 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 Orange County with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Orange County 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 Orange County 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 Orange County to Midway

 
Need help choosing which airline to fly with from Orange County 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 4254 reviews
8.0Comfort
8.1Boarding
7.0Food
8.6Crew
7.5Entertainment
Airline reviews

The lead steward kept singing about "San Francisco" and hotel California---more annoying than humorous....needs work. Flight was smooth and on time.

10.0 ExcellentAnonymous, Dec 2025
LAX - SFO
Read more Southwest reviews

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.

The cabin was quiet for the redeye flight. The area was clean. The staff was great. The 787 Max was in good condition. Drawbacks were that the seat widths were tight for some passengers. The seat padding was at best average and for a long flight uncomfortable.

Traveling to a place near Midway?

Book flights to Midway if you plan to visit one of these locations
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Everything you need to know for your flight to Midway

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