MDW

$169 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 8/18. 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

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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, Oct 15 - Mon, Oct 19
Southwest Logo
8:00 am - 1:50 pm
LGB
-
MDW
3h 50mnonstop
Southwest Logo
12:05 pm - 2:25 pm
MDW
-
LGB
4h 20mnonstop
$337Southwest
Mon, Jul 20 - Wed, Jul 29
Southwest Logo
7:50 pm - 5:00 am
LGB
-
MDW
7h 10m
1 stop
Southwest Logo
2:40 pm - 4:55 pm
MDW
-
LGB
4h 15mnonstop
$347Southwest
Tue, Sep 22 - Sat, Sep 26
Southwest Logo
9:00 am - 8:40 pm
LGB
-
MDW
9h 40m
2 stops
Southwest Logo
1:50 pm - 4:05 pm
MDW
-
LGB
4h 15mnonstop
$352Southwest
Thu, Sep 10 - Mon, Sep 14
Delta Logo
7:15 pm - 8:38 am
SNA
-
MDW
11h 23m
2 stops
Delta Logo
2:00 pm - 8:33 pm
MDW
-
SNA
8h 33m
1 stop
$354Delta
Fri, Aug 14 - Sun, Aug 16
Southwest Logo
7:55 pm - 5:00 am
LGB
-
MDW
7h 05m
1 stop
Southwest Logo
5:40 am - 9:30 am
MDW
-
LGB
5h 50m
1 stop
$357Southwest
Fri, Jul 24 - Mon, Aug 3
Delta Logo
5:03 pm - 9:08 am
SNA
-
MDW
14h 05m
2 stops
Delta Logo
9:59 am - 6:22 pm
MDW
-
SNA
10h 23m
2 stops
$359Delta
Sun, Jun 21 - Thu, Jul 9
Multiple Airlines Logo
9:20 pm - 3:15 pm
SNA
-
MDW
15h 55m
2 stops
Multiple Airlines Logo
8:11 pm - 1:21 pm
MDW
-
SNA
19h 10m
1 stop
$360Multiple Airlines
Mon, Jun 22 - Thu, Jun 25
Multiple Airlines Logo
2:24 pm - 11:12 am
SNA
-
MDW
18h 48m
2 stops
Multiple Airlines Logo
8:03 pm - 9:48 am
MDW
-
SNA
15h 45m
1 stop
$361Multiple Airlines
Fri, Aug 14 - Sun, Aug 16
Southwest Logo
9:10 am - 7:25 pm
LGB
-
MDW
8h 15m
2 stops
Southwest Logo
5:40 am - 9:30 am
MDW
-
LGB
5h 50m
1 stop
$362Southwest
Thu, Sep 10 - Mon, Sep 14
Delta Logo
7:10 am - 6:05 pm
LGB
-
MDW
8h 55m
2 stops
Delta Logo
10:48 am - 9:38 pm
MDW
-
LGB
12h 50m
2 stops
$368Delta
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$169
Best time to beat the crowds with an average 3% drop in price.
Most popular time to fly and prices are also 4% lower on average.
Flight from Long Beach 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.
7.9
SouthwestOverall score based on 4270 reviews
7.0Food
7.5Entertainment
8.0Comfort
8.1Boarding
8.6Crew
Airline reviews

The flight was smooth. The Southwest experience has degraded overall, but this one was okay.

8.0 ExcellentAnonymous, May 2026
BDL - MDW
Read more Southwest reviews

The flight was smooth. The Southwest experience has degraded overall, but this one was okay.

The checking experience in Orlando was terrible, almost missed the flight. Too many travelers and Southwest completely understaffed.

The entire experience from boarding to landing was amazing! The crew were very friendly. Will definitely be back.

no service at all due to turbulence. they should've at least given us snacks, there were only 10 people on the entire flight.

Delayed flight, lack of information, boarding process is a mess as is the carryon luggage causing issues when leaving the plane….just a poor experience.

Comfortable. Easy. No problems. Just wish they had gf options for snacks.

The crew was very kind and made going to Hawaii relaxing and fun to look forward to! Thank you Southwest for a pleasant flight!

For the first time in a long time, the Wi-Fi actually worked the entire flight! The flight crew was amazing as usual.

Great flight. I didn't get a drink because I was asleep whole on the flight.

Terrible. Even though there’s assigned seating now, they are still the slowest boarding airline of anyone.

Traveling to a place near Midway?

Book flights to Midway if you plan to visit one of these locations
Merrillville
Saint Joseph
Hammond
Portage
Lansing
Valparaiso
Schererville
Chesterton
Munster
Porter
Monticello
Saint John
Griffith

Everything you need to know for your flight to Midway

Information on your arrival and departure airports

Chicago Midway Airport (MDW)