Find flights
When to book
FAQs & Tips
Direct Flights
Airlines
Deals

MDW

Find cheap flights from Orange County to Chicago Midway Airport from $76

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 5/25. 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
0 bags
Fri 6/7
Fri 6/14

Search hundreds of travel sites at once for deals on flights to Chicago Midway Airport

In the last 7 days travelers have searched 43,968,530 times on KAYAK, and here is why:

Save 21% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Bundle and saveSave money when you bundle your flight + hotel.

Good to know

Low season

January

High season

October

Cheapest flight

$76
Best time to beat the crowds but there is an average 10% increase in price.
Most popular time to fly and prices are also 16% lower on average.
Flight from 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.

See more FAQs

Prefer to fly non-stop from Orange County to Chicago Midway Airport?

Find which airlines fly direct from Orange County to Midway, which days they fly and book direct flights.

Nonstop departures

Orange County to Chicago Midway

Monday

Aeromexico, Air France, Allegiant Air, +11 more

Aeromexico, Air France, +12 more

Tuesday

Aeromexico, Air France, Delta, +9 more

Aeromexico, Air France, +10 more

Wednesday

Aeromexico, Air France, Delta, +9 more

Aeromexico, Air France, +10 more

Thursday

Aeromexico, Air France, Allegiant Air, +10 more

Aeromexico, Air France, +11 more

Friday

Aeromexico, Air France, Allegiant Air, +11 more

Aeromexico, Air France, +12 more

Saturday

Aeromexico, Air France, Delta, +9 more

Aeromexico, Air France, +10 more

Sunday

Aeromexico, Air France, Allegiant Air, +10 more

Aeromexico, Air France, +11 more

See more direct flights

Nonstop returns

Chicago Midway to Orange County

Monday

Aeromexico, Air France, Allegiant Air, +11 more

Aeromexico, Air France, +12 more

Tuesday

Aeromexico, Air France, Delta, +9 more

Aeromexico, Air France, +10 more

Wednesday

Aeromexico, Air France, Delta, +9 more

Aeromexico, Air France, +10 more

Thursday

Aeromexico, Air France, Allegiant Air, +10 more

Aeromexico, Air France, +11 more

Friday

Aeromexico, Air France, Allegiant Air, +11 more

Aeromexico, Air France, +12 more

Saturday

Aeromexico, Air France, Delta, +9 more

Aeromexico, Air France, +10 more

Sunday

Aeromexico, Air France, Allegiant Air, +10 more

Aeromexico, Air France, +11 more

See more direct flights
See more direct flights

Top 4 airlines serving 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
DeltaOverall score based on 10789 reviews
8.6Crew
7.4Food
8.0Entertainment
8.2Boarding
7.9Comfort
Airline reviews

There was a loud squeaky sound the whole time we were flying.

6.0 GoodEliza, Apr 2024SAN - LAX
Read more about Delta reviews

There was a loud squeaky sound the whole time we were flying.

I usually have a positive experience with Delta. Complimentary upgrades are always nice!

I didn’t not like that I could not select my seat and ended up with the worse seat.

The landing was bad and the hostess came two times and i was sleeping but when she served the person that nexts to me I woke up and she didn’t even asked me if I need any drink or snacks two times!!!!

Plane was late because of a mechanical malfunction and the food listed as available was not. Flight attendants seem over worked and under paid. They just done seem happy. And that can be seen in their faces.

Waited 3 hours on a plane to de-ice due to manpower issues. Waited another hour and a half once we landed because of a gate issue. Missed my connections. Created. A total of 13 hours of delay.

Great, on time departure, friendly and accommodating crew, great leg room, Smith flight

Plane was turned around due to fog half way into the flight, Delta did not properly direct passengers to stay on same flight and instead failed to properly rebook on Alaska

Like most domestic flights in the US, you are basically on your own with this airline when it comes to food, so be sure to purchase meals and drinks ahead of time or expect to arrive starving and dehydrated (like I was).

You need to be a hacker to get the (Free) WiFi

I was told we'd have a hot breakfast option in first class, so I chose not get a hot breakfast. It was a very strange meal, but the fresh fruit was very good quality. Service was excellent from ORD to ELP. No service from MBS to ORD, not even water. However, when flying American from FNT to ORD, which is a shorter flight, they at least pass out snacks and offer water.

The delays (5 hrs) were a comedy of errors, and the multiple safety issues encountered were very concerning.

The flight was delayed instead of leaving at 11 it left at 12.20

United WiFi is consistently unusable (it can take 10 mins to load a single web page). If you need Wifi to do work, be prepared to lose half a day of productivity.

Good movies, iffy pay WiFi, food ok- on time though and that was great!

Awful…flight was delayed more than 12hrs, missed all connections to Fort Wayne, IN, had to get flight to another city 2 hours from my destination, flight was again delayed by 40 mins because they did not have enough fuel, again missed a connection, finally arrived in Indiana at 11pm…but before my 2 hour drive home, ay, no Five That Our Luggage Never Made On The plane and Still In Chicago

Boarding was friendly and quick. While the plane model was older with no live tv, the entertainment was full of movies and tv shows. All food was available. Pilots were very communicative with status of the flight. Flight landed on time.

The Palm Springs to Chicago O’Hare was on Time and Palm Springs airport is easier navigate. As our connection was only an approximately 50 minutes, we asked staff for insights for the Chicago airport in terms of transferring into the other terminal from which our flight left, and they were unhelpful. However, the United App was very helpful in terms of notifications and even providing directions. The Chicago to Detroit flight was significantly delayed which we all know does happen. However, there were very few updates or notifications as to why this was happening when we would actually arrive. It took nearly 30 minutes for bags to make it to baggage claim. We arrived nearly 1 hour late on a 40 minute flight.

Flight cancelled due to fog. No other flights available for 36 hours. Directed by United to book passage on another carrier, and submit receipts for reimbursement. Did that. United now states they will not reimburse. Currently out 2 grand.

The flight was delayed by 4 hours !!!!! It was very uncomfortable , and they told us only one our before departure

Crew was nice, explained emergency protocol very well. Flight took off and arrived on time. Pilot explained the small delay that occurred with docking and providing updates. I would definitely fly spirit again.

The seat are terrible. Don’t even think of sleeping on a Spirit flight. The kids that run the plane aka flight attendants are pretty rude and straight forward. They get the job done but without class.

I had a death in my family and booked my flight on Spirit. My flight was cancelled the morning of my flight, no explanation, no help to rebook, nobody to talk to. The next available flight was 2days later !!!! Terrible airline, will NEVER fly with them again!

They took a horrible route with a lot of turbulence and I eneded up getting sick. Even if the flight takes longer. Don't put people life at risk just to get to the airport on time.

Every thing was fine ,low price,easy on time ,clean, good staff, really no issues

Had to board plan 2x due to lack of security check after 1st boarding

Miserable. The crew was rude, the flight was delayed 5 hours for mechanical reasons and then “weather” even though other planes were leaving.

They kept Changing the flight times. It was delayed several times and at one point it was supposed to depart at 3.40am! At which point we ended up staying overnight and booked long a separate United flight for early morning departure. The spirit flight then got moved up and left at 1.30 in the morning when it was supposed to leave at 9.40pm the night before.

Flight was delayed...not horribly late. Just before push back engine shut down for a quick replacement item that took about five minutes. After that, everything was smooth and the pilot was able to make up time in the air so that our arrival time was not too far off the original anticipated arrival time.

Only inflight purchases for food and water. Nothing comes with ticket price. Have to purchase bags, food...

Our flight was delayed an hour, then when we got to board our flight finally, we were waiting in our seats for take off for 45 minutes before it was communicated that there was a maintenance issue therefore we waited on the plane for over an hour while that was resolved. We did not get to Phoenix until almost 3 hours after we were originally supposed to. This was the first and last time I will be flying Frontier.

There were 3 leg for the trip and each leg was delayed by 90 minutes or more. The boarding process takes forever with people waiting on the jetway even though most folks do not have carry-on. The whole process is poorly managed.

They cancelled the flight then did nothing to help us rebook. It was awful - I won’t fly with them again

The process of buying the ticket and navigating all the hidden charges that Frontier throws at you was a terrible experience. The actual airport experience and flying was fine.

The truck that was refueling the plane drove away with the hose still connected to the plane and ripped part of the plane off with it

Terrible. Seats are bad and the baggage policy is inconsistent

Better than I expected but I did pay for a seat and carry on bags ahead of time.

I hope to avoid flying with them in the future. First flight got cancelled then got stuck with a 13 hour layover in Denver. The process was long and frustrating to many people.

Flight was delayed on the runway for 40 minutes the crew did not even offer even water to passengers to compensate for the flight delayed. The flight was delayed due to aircraft mechanical issues. Worst customer service ever

The flight was delayed and I had to cancel because I would have missed my connection and there were no other flights for the next two days. They also lost my bag!!

Book cheap flights from Orange County to Chicago

Recent round-trip flight deals

5/21Tue
1 stopFrontier
13h 17mSNA-MDW
5/23Thu
1 stopFrontier
8h 21mMDW-SNA
$134
6/8Sat
1 stopFrontier
9h 04mSNA-MDW
6/12Wed
1 stopFrontier
24h 27mMDW-SNA
$148
5/21Tue
1 stopFrontier
13h 17mSNA-MDW
5/29Wed
1 stopFrontier
24h 45mMDW-SNA
$164
9/5Thu
1 stopFrontier
12h 19mSNA-MDW
9/9Mon
1 stopFrontier
11h 17mMDW-SNA
$170
9/26Thu
1 stopFrontier
12h 19mSNA-MDW
9/29Sun
1 stopFrontier
13h 28mMDW-SNA
$174
9/5Thu
1 stopFrontier
28h 32mSNA-MDW
9/8Sun
1 stopFrontier
16h 15mMDW-SNA
$176
9/1Sun
2 stopsDelta
8h 56mLGB-MDW
9/4Wed
2 stopsDelta
8h 47mMDW-LGB
$268
6/7Fri
2 stopsDelta
13h 33mLGB-MDW
6/11Tue
2 stopsDelta
10h 05mMDW-LGB
$328
9/4Wed
2 stopsDelta
18h 13mLGB-MDW
9/7Sat
2 stopsDelta
13h 36mMDW-LGB
$331
6/12Wed
3 stops
26h 01mSNA-MDW
6/17Mon
1 stop
9h 31mMDW-SNA
$413

Search by stops

Search by airline

Search by price

Recent one-way flight deals

5/25Sat
1 stopFrontier
24h 04mSNA-MDW
$76
6/8Sat
1 stopFrontier
9h 04mSNA-MDW
$81
5/16Thu
1 stopFrontier
11h 51mSNA-MDW
$91
6/3Mon
1 stopFrontier
19h 04mSNA-MDW
$92
6/5Wed
1 stopFrontier
15h 15mSNA-MDW
$95
7/5Fri
1 stopDelta
8h 31mSNA-MDW
$204
6/20Thu
2 stopsDelta
13h 33mLGB-MDW
$228
6/19Wed
3 stops
26h 01mSNA-MDW
$238
6/5Wed
3 stops
26h 01mSNA-MDW
$245
6/1Sat
3 stopsWestJet
22h 12mSNA-MDW
$604

Search by stops

Search by airline

Search by price

Last minute flights from Orange County to Midway

Last minute flight, train and bus deals

5/11Sat
multi-stopFrontier
10h 04mSNA-MDW
5/15Wed
multi-stopFrontier
11h 37mMDW-SNA
$288
5/11Sat
multi-stopFrontier
10h 04mSNA-MDW
5/13Mon
multi-stopFrontier
7h 04mMDW-SNA
$314
5/11Sat
multi-stopFrontier
10h 04mSNA-MDW
5/15Wed
multi-stopFrontier
11h 37mMDW-SNA
$318
5/11Sat
multi-stopFrontier
10h 04mSNA-MDW
5/12Sun
multi-stopFrontier
16h 02mMDW-SNA
$333
5/13Mon
nonstopSouthwest
3h 55mLGB-MDW
5/16Thu
nonstopSouthwest
4h 25mMDW-LGB
$516
5/13Mon
nonstopSouthwest
3h 55mLGB-MDW
5/16Thu
nonstopSouthwest
4h 25mMDW-LGB
$522
5/13Mon
multi-stopSouthwest
9h 25mLGB-MDW
5/16Thu
nonstopSouthwest
4h 25mMDW-LGB
$525
5/13Mon
multi-stopDelta
12h 40mLGB-MDW
5/15Wed
multi-stopDelta
12h 33mMDW-LGB
$976
5/10Fri
multi-stopDelta
13h 51mSNA-MDW
5/13Mon
multi-stopDelta
8h 00mMDW-SNA
$1,006
5/9Thu
multi-stopDelta
11h 36mSNA-MDW
5/11Sat
multi-stopDelta
10h 29mMDW-SNA
$1,016

Search by stops

Search by airline

Search by price

Flights to Chicago Midway Airport

Destination:

Chicago Midway Airport (MDW)United States

Return flight deals:

Chicago Midway Airport - Orange County

Cabin classes:

$408
$513
$219
$38