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 10/24. 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

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Everything you should know

Cheapest round-trip
$272
Overall average: $577
Multiple Airlines
Thu 11/6Sat 11/8
SNA - MDW • 2 stops
Cheapest non-stop
$310
Southwest
Mon 11/17Wed 11/19
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, Nov 6 - Sat, Nov 8
Multiple Airlines Logo
6:45 am - 10:03 pmSNA-MDW
13h 18m2 stops
Multiple Airlines Logo
2:57 pm - 4:27 pmMDW-SNA
27h 30m1 stop
$272Multiple Airlines
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Thu, Nov 6 - Sun, Nov 9
Multiple Airlines Logo
6:45 am - 10:03 pmSNA-MDW
13h 18m2 stops
Multiple Airlines Logo
9:00 am - 4:27 pmMDW-SNA
9h 27m1 stop
$275Multiple Airlines
Find Deal
Wed, Oct 29 - Sat, Nov 1
Multiple Airlines Logo
8:09 pm - 9:12 amSNA-MDW
11h 03m2 stops
Multiple Airlines Logo
3:57 pm - 9:58 amMDW-SNA
20h 01m1 stop
$282Multiple Airlines
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Mon, Nov 17 - Wed, Nov 19
Southwest Logo
3:20 pm - 10:55 pmSNA-MDW
5h 35m1 stop
Southwest Logo
12:05 pm - 3:55 pmMDW-SNA
5h 50m1 stop
$283Southwest
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Thu, Oct 30 - Sun, Nov 2
Frontier Logo
12:01 pm - 11:30 amSNA-MDW
21h 29m1 stop
Frontier Logo
9:00 am - 1:04 pmMDW-SNA
6h 04m1 stop
$285Frontier
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Mon, Nov 17 - Wed, Nov 19
Southwest Logo
3:20 pm - 10:55 pmSNA-MDW
5h 35m1 stop
Southwest Logo
1:55 pm - 8:15 pmMDW-SNA
8h 20m2 stops
$288Southwest
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Tue, Nov 4 - Tue, Nov 11
Southwest Logo
10:30 am - 7:15 pmSNA-MDW
6h 45m1 stop
Southwest Logo
5:25 am - 11:00 amMDW-SNA
7h 35m1 stop
$289Southwest
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Fri, Jan 9 - Mon, Jan 12
Delta Logo
8:00 am - 6:08 pmSNA-MDW
8h 08m1 stop
Delta Logo
2:00 pm - 8:44 pmMDW-SNA
8h 44m1 stop
$303Delta
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Thu, Oct 30 - Sun, Nov 2
Frontier Logo
12:01 pm - 11:30 amSNA-MDW
21h 29m1 stop
Frontier Logo
9:00 am - 1:04 pmMDW-SNA
6h 04m1 stop
$312Frontier
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Sat, Oct 25 - Fri, Oct 31
Delta Logo
8:00 am - 5:43 pmSNA-MDW
7h 43m1 stop
Delta Logo
6:00 am - 11:16 amMDW-SNA
7h 16m1 stop
$333Delta
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Useful Info

Good to know

Low seasonFebruary
Cheapest flight$141
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly with an average 3% 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 4238 reviews
7.5Entertainment
8.6Crew
7.0Food
8.1Boarding
8.0Comfort
Airline reviews

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

10.0 ExcellentMelissa, Sep 2025MSY - MDW
Read more Southwest reviews

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.

Worst experience I had on Southwest. Still better than most, but the seating was barely tolerable.

It was okay. The plane was delayed from earlier in the day, but they kept updating the departure time, sometimes later, sometimes earlier. That was stressful. Once we finally got on and took off, it was fine. I was supposed to have a connection in Chicago to Los Angeles, and the time for so late I was rebooked to arrive in LA 3 hours late. The departure time to Chicago later became early enough to have taken my original connection and arrive earlier but that wasn't an option.

Delayed flight. Nicest crew member was a SW pilot flying seated next to me who kindly move to seat the final passenger. Flight extra delayed. My cup of refreshment of ginger ale was so packed with ice it was literally 2 sips.

No trays in our seats, we sat in first row, purchased a business class fare. Had to hold our drinks and snack in our hands. No plugs for our cell phones. Had to pay for it a drink cocktail each. Seats so uncomfortable.

Flight wasn’t even full, but too many carry-ons caused us to run out of bin space. New bag fee has folks who would usually check their bags carrying on. Watching Southwest morph into Spirit/Frontier is so sad to watch

Everything was on time. I was disappointed by the front section female, African American flight attendant. I did not see her name tag or would have identified by name not race. As passengers moved to the bathroom early in flight, she would say with a disdainful tone “I have to say the seat belt light is on” then go back to her book. Better trained flight attendants say something like be careful the seat belt light is on.

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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