MDW

$124 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 8/7. 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

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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

Sat, Aug 9 - Mon, Aug 11
Frontier Logo
11:56 am - 8:54 pmSNA-MDW
6h 58m1 stop
Frontier Logo
6:20 am - 6:40 pmMDW-SNA
14h 20m2 stops
$261Frontier
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Sat, Aug 9 - Thu, Aug 14
Frontier Logo
11:56 am - 8:54 pmSNA-MDW
6h 58m1 stop
Frontier Logo
2:44 pm - 11:10 amMDW-SNA
22h 26m1 stop
$263Frontier
Find Deal
Thu, Sep 18 - Mon, Sep 22
Frontier Logo
11:52 am - 3:53 pmSNA-MDW
26h 01m1 stop
Frontier Logo
4:48 pm - 12:13 pmMDW-SNA
21h 25m1 stop
$264Frontier
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Sat, Aug 16 - Sat, Aug 23
Delta Logo
8:00 am - 5:37 pmSNA-MDW
7h 37m1 stop
Delta Logo
1:43 pm - 8:25 pmMDW-SNA
8h 42m1 stop
$277Delta
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Wed, Sep 24 - Tue, Sep 30
Delta Logo
6:45 am - 5:35 pmSNA-MDW
8h 50m1 stop
Delta Logo
6:00 am - 12:42 pmMDW-SNA
8h 42m1 stop
$279Delta
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Sat, Aug 16 - Fri, Aug 22
Delta Logo
8:00 am - 5:37 pmSNA-MDW
7h 37m1 stop
Delta Logo
6:04 am - 12:42 pmMDW-SNA
8h 38m1 stop
$283Delta
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Thu, Sep 25 - Mon, Sep 29
Southwest Logo
11:40 am - 9:00 pmSNA-MDW
7h 20m1 stop
Southwest Logo
9:00 am - 2:30 pmMDW-SNA
7h 30m1 stop
$289Southwest
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Thu, Aug 7 - Tue, Aug 12
Southwest Logo
11:30 am - 7:45 pmSNA-MDW
6h 15m1 stop
Southwest Logo
1:30 pm - 6:30 pmMDW-SNA
7h 00m2 stops
$294Southwest
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Thu, Oct 2 - Mon, Oct 6
Southwest Logo
7:15 am - 4:40 pmSNA-MDW
7h 25m2 stops
Southwest Logo
5:05 am - 11:20 amMDW-SNA
8h 15m2 stops
$299Southwest
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Sun, Aug 10 - Tue, Aug 12
Southwest Logo
8:15 am - 5:15 pmSNA-MDW
7h 00m1 stop
Southwest Logo
6:10 am - 9:50 amMDW-SNA
5h 40m1 stop
$311Southwest
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Good to know

Low seasonJanuary
High seasonJuly
Cheapest flight$124
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly and prices are also 0% lower on average.
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 airlines 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 4241 reviews
8.0Comfort
8.6Crew
7.0Food
8.1Boarding
7.6Entertainment
Airline reviews

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

4.0 OkayBobby, Jul 2025BNA - MDW
Read more Southwest reviews

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.

Southwest is Southwest. No frills. If you're luck enough to get a happy crew (we did), then it makes for a nicer flight.

It was a perfect flight in all aspects! Both legs!

Great flight, 47 passengers on a 180 seat plane. Stewardess was pleasant and cheerful.

I liked the crew member who gave flight instructions on "in case of a problem:. The seats are so small that only a young teenager could sit in middle seat.

We were delayed three times ,and that destroyed my plans, and reservations

Cancelled flight after I arrived at airport after 75 min drive and parking. Next flight was 4 days in the future. Had to scramble and buy a much more expensive flight on another carrier.

I liked the turn-style feature at gate 209B at LAX. Very efficient process. The gate staff also made several, clearly directed announcements so I felt very informed.

The crew was delayed because they came on another flight that was delayed due to weather 10pm flight left at 1.30 am The airline made no effort to align alternate crew

The seats were awful, hard plastic covered in sheet vinyl. The airline tries to scam you into paying extra to get seat together when the flight wasn’t full. They were going to separate a family with young children but my wife who had a row to herself gave up her seat so the young mom could be with her young boys. I’m never giving this airline my money again.

It was a short flight so no food or entertainment….

Frontier had yet another flight cancellation. Have never made a complete round trip with this airline without at least one leg getting cancelled. Miserable flights - dirty, uncomfortable planes that apparently always have issues since I've had multiple delays and cancellations with them.

Flight was delayed 3 times, would have been nice to have received text message instead of email notifications. Frontier app wasn’t even updated accordingly, no gate number disclosed. No agent at front desk of gate to inform of delay. Very confused and left if the dark

The flight itself was ok and the pilot was very communicative. However, our flight was delayed for almost 3 hours, the gate was changed 3 times and there was no communication as we were waiting. The flight staff was overall a little crabby...I understand as they probably had a long day but we all did.

They changed the timing , first delayed by 4 hours then went back to 40 mins late, we had to run back to airport to not miss our flight. This is ridiculous

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