MDW

$97 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 5/31. 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.
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Flights Deals

Cheap Flight Deals 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.

Recent round-trip flight deals from Orange County to Midway

KAYAK's recommended round-trip deals from the most popular airlines that fly from Orange County to Midway.
Discover the best prices for you by selecting your travel dates on KAYAK.
Frontier Logo
6:10 pm - 2:48 pmSNA-MDW
18h 38m1 stop
Frontier Logo
8:03 pm - 11:28 amMDW-SNA
17h 25m1 stop
$211Frontier
Find Deal
Sat, May 17 - Mon, May 19
Frontier Logo
12:01 pm - 8:53 pmSNA-MDW
6h 52m1 stop
Frontier Logo
6:25 am - 6:37 pmMDW-SNA
14h 12m1 stop
$218Frontier
Find Deal
Sat, Jun 7 - Mon, Jun 9
Frontier Logo
6:10 pm - 2:48 pmSNA-MDW
18h 38m1 stop
Frontier Logo
8:03 pm - 11:28 amMDW-SNA
17h 25m1 stop
$221Frontier
Find Deal
Sun, May 11 - Mon, May 12
Delta Logo
11:46 am - 9:27 pmSNA-MDW
7h 41m1 stop
Delta Logo
6:00 am - 1:05 pmMDW-SNA
9h 05m1 stop
$257Delta
Find Deal
Wed, May 28 - Fri, May 30
Delta Logo
11:46 am - 9:27 pmSNA-MDW
7h 41m1 stop
Delta Logo
6:00 am - 1:05 pmMDW-SNA
9h 05m1 stop
$258Delta
Find Deal
Fri, May 30 - Tue, Jun 3
Delta Logo
11:46 am - 9:27 pmSNA-MDW
7h 41m1 stop
Delta Logo
6:00 am - 1:05 pmMDW-SNA
9h 05m1 stop
$273Delta
Find Deal
Wed, May 28 - Thu, Jun 5
Southwest Logo
6:50 am - 12:55 pmLGB-MDW
4h 05mnonstop
Southwest Logo
8:35 am - 11:00 amMDW-LGB
4h 25mnonstop
$309Southwest
Find Deal
Sun, May 25 - Tue, Jun 3
Southwest Logo
6:50 am - 12:55 pmLGB-MDW
4h 05mnonstop
Southwest Logo
7:00 am - 1:05 pmMDW-LGB
8h 05m1 stop
$312Southwest
Find Deal
Sun, May 25 - Tue, Jun 3
Southwest Logo
10:00 am - 9:50 pmLGB-MDW
9h 50m1 stop
Southwest Logo
8:35 am - 11:00 amMDW-LGB
4h 25mnonstop
$318Southwest
Find Deal
Sat, May 24 - Wed, May 28
Southwest Logo
8:10 pm - 5:20 amSNA-MDW
7h 10m1 stop
Southwest Logo
3:20 pm - 7:25 pmMDW-SNA
6h 05m1 stop
$323Southwest
Find Deal
Tue, Jun 3 - Tue, Jun 10
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Good to know

Low seasonJanuary
High seasonMay
Cheapest flight$97
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly and prices are also 4% 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.

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 4294 reviews
7.1Food
8.2Boarding
8.6Crew
7.6Entertainment
8.0Comfort
Airline reviews

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

10.0 ExcellentAnonymous, Apr 2025LGB - SMF
Read more Southwest reviews

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.

Great flight staff. Ease of boarding. Overall, very uneventful and easy trip.

Flight was awfully bumpy and landing was a bit jolting. I was in the restroom when snacks and drinks were served and was not asked if i wanted any. I had to ask for water finally.

Employees were kind and funny, as always! Flight was late but no announcements were made for people with tight connections to help them transition quickly. No service due to turbulence.

I recently flew Southwest from San Jose to Honolulu. I was very impressed with the flight crew, especially the flight attendant in charge of the front of the plane. She came through the aisle at least five times for drinks and water, and two times for snacks. I have not seen such service since I flew first class. Also, for the first time, they gave us the correct baggage claim number, and the luggage came out quickly. I can't wait for Southwest to have assigned seating! I absolutely hate the Cattle Call boarding procedure and the mad dash to get seats and overhead bins. However, the boarding was efficient.

We had a nice flight. Boarding was easy, our seats were comfortable and the on board service was pleasant.

Service was great, boarding and exiting went smoothly, and the flight was very pleasant.

Was as expected. Crowed planes. Too many carryons delaying takeoff. But the ride only took an hour and saved me a lot of time SFO is a not a great airport.

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

No frills for sure. No gate announcements about flight delay, not even water to drink on the flight.

After waiting several minutes to be acknowledged by 3 employees on their phones, was told we had missed our flight because the doors were closed at that literal moment. Had they given any actual service or help while we were standing there we would have been on with time to spare. More than 10 people were turned away in this fashion claiming there was no way they could let us on the plane, even though it was still sitting connected to the terminal. After the desk agents let us know they didn't care about the situation we were forced to pay more than twice the price of our original tickets as no credits were given for the price of the "missed" flight. And the icing on the cake was after being treated poorly, fleeced for another few hundred dollars for new tickets? We waited on the next plane for 25 minutes passed the "doors closed" time, letting almost an extra dozen passengers on board. You're company has lazy, disinterested employees and your lack of any real help will ensure this was the first and last time we fly Frontier. Awful.

I loked walking out on the tarmac to board and no first class. I didn't like that they have no snacks or onboard wifi to bide your time.

It was a redeye flight, so every passenger just wanted to sleep, but through the entire flight, the flight crew made announcements over the loudspeaker at maximum volume every few minutes making sleep impossible. For example: it’s 2am, and the crew decides to give an extremely detailed announcement about snacks and beverages for sale. And 3am is the perfect time to wake up everyone with a lengthy announcement about how to get a coffee refill and how to take advantage of new offer from frontier for a credit card.

Everything you need to know for your flight to Midway

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