$110 Find Cheap Flights from Chicago Midway Airport to California

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to California departing on 7/15. 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

KAYAK searches hundreds of travel sites at once for deals on flights to California

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to California, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to California, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Midway to California

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Los Angeles
Los Angelesnonstop$219
San Francisco
San Francisco1 stop$277
San Diego
San Diegononstop$257
San Jose
San Jose1 stop$277
Palm Springs
Palm Springs2 stops$320
Fresno
Fresno1 stop$349
Reno
Reno1 stop$497
Sacramento
Sacramentononstop$381
Los Angeles
Los Angelesnonstop$219
San Francisco
San Francisco1 stop$277
San Diego
San Diegononstop$257
San Jose
San Jose1 stop$277
Palm Springs
Palm Springs2 stops$320
Fresno
Fresno1 stop$349
Reno
Reno1 stop$497
Sacramento
Sacramentononstop$381

Book Cheap Midway to California Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to California 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 Midway to California

Tue, Jul 21 - Wed, Jul 29
Southwest Logo
9:15 pm - 11:40 pm
MDW
-
LAX
4h 25mnonstop
Southwest Logo
5:00 pm - 10:55 pm
LAX
-
MDW
3h 55mnonstop
$219Southwest
Wed, Jul 29 - Tue, Aug 4
Southwest Logo
5:35 am - 7:50 am
MDW
-
LAX
4h 15mnonstop
Southwest Logo
8:15 am - 3:25 pm
LAX
-
MDW
5h 10m
1 stop
$229Southwest
Tue, Oct 6 - Tue, Oct 13
Southwest Logo
7:50 am - 2:00 pm
MDW
-
LAX
8h 10m
2 stops
Southwest Logo
4:05 pm - 9:55 pm
LAX
-
MDW
3h 50mnonstop
$230Southwest
Tue, Jul 21 - Wed, Jul 29
Southwest Logo
5:50 pm - 11:00 pm
MDW
-
LAX
7h 10m
2 stops
Southwest Logo
5:00 pm - 10:55 pm
LAX
-
MDW
3h 55mnonstop
$234Southwest
Tue, Jul 28 - Wed, Aug 5
Frontier Logo
12:11 pm - 8:36 pm
MDW
-
LAS
10h 25m
1 stop
Frontier Logo
6:45 am - 10:08 pm
LAS
-
MDW
13h 23m
1 stop
$249Frontier
Tue, Jul 14 - Wed, Jul 15
Delta Logo
1:49 pm - 11:48 pm
MDW
-
ONT
11h 59m
2 stops
Delta Logo
6:01 pm - 8:37 am
ONT
-
MDW
12h 36m
2 stops
$249Delta
Sat, Aug 15 - Tue, Sep 15
Frontier Logo
6:00 am - 12:36 pm
MDW
-
LAS
8h 36m
1 stop
Frontier Logo
10:05 pm - 10:58 am
LAS
-
MDW
10h 53m
1 stop
$250Frontier
Wed, Aug 5 - Wed, Aug 5
Frontier Logo
12:11 pm - 8:36 pm
MDW
-
LAS
10h 25m
1 stop
Frontier Logo
11:53 pm - 11:07 am
LAS
-
MDW
9h 14m
1 stop
$265Frontier
Wed, Sep 16 - Thu, Sep 17
Delta Logo
6:00 am - 11:04 am
MDW
-
ONT
7h 04m
1 stop
Delta Logo
12:00 pm - 9:46 pm
ONT
-
MDW
7h 46m
1 stop
$273Delta
Wed, Jul 1 - Tue, Jul 21
Delta Logo
4:25 pm - 10:57 pm
MDW
-
SJC
8h 32m
1 stop
Delta Logo
12:40 pm - 10:15 pm
SJC
-
MDW
7h 35m
1 stop
$277Delta
Booking Insights

KAYAK's insights & trends for Midway to California flights

Get data-powered insights and trends into flights from Midway to California to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Chicago Midway Airport to California?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago Midway Airport to California departing in September.

What is the cheapest Chicago Midway Airport to California flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to California from Chicago Midway Airport found in the last 72 hours was to Sacramento, at $228 round-trip. The most popular route is from Chicago Midway Airport (MDW) to Los Angeles (LAX), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $289.

What is the cheapest time of day to fly to California?

The average price for all round-trip flights from Chicago Midway Airport to California depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to California is generally in the evening, when round-trip flights cost $339 on average. Morning departures are around 16% more expensive than evening flights, on average. The most expensive time of day to fly to California is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $477.

Can I save money by flying with a layover from Chicago Midway Airport to California?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $449 on average.

What is the cheapest month to fly from Chicago Midway Airport to California?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago Midway Airport to California, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago Midway Airport to California is June, when tickets cost $57 (return) on average. On the other hand, the most expensive months are March and September, when the average cost of round-trip tickets is $177 and $173 respectively.

What’s the cheapest day of the week to fly from Chicago Midway Airport to California?

The average price of all round-trip flights from Chicago Midway Airport to California clicked on KAYAK for each day over the last 12 months.

For Chicago Midway Airport to California, Saturday is the cheapest day to fly on average and Sunday is the most expensive. Flying from California back to Chicago Midway Airport, the best deals are generally found on Saturday, with Sunday being the most expensive.

How far in advance should I book a flight from Chicago Midway Airport to California?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago Midway Airport to California, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago Midway Airport to California, you should book around 2 weeks before departure, which saves you about 20% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 5 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$110
Best time to beat the crowds with an average 3% drop in price.
Flight from Chicago Midway Airport to Los Angeles

FAQs - booking California flights

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to California?

    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 Chicago Midway Airport to California.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to California?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago Midway Airport to California 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 Chicago Midway Airport to California?

    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 from Chicago Midway Airport to California with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport to California?

    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 from Chicago Midway Airport to California up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to California

  • Looking for a cheap flight? 25% of our users found tickets from Chicago Midway Airport to the following destinations at these prices or less: Las Vegas $198 one-way - $357 round-trip; Los Angeles $208 one-way - $369 round-trip

Reviews of the top 3 airlines serving from Midway to California

 
See real verified KAYAK customer reviews for airlines flying from Chicago to California. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Midway to California? 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 4285 reviews
8.1Boarding
7.5Entertainment
8.0Comfort
7.0Food
8.6Crew
Airline reviews

No gluten free snacks. Seats felt worn or bare bones even though it was a new 737 MAX 8.

10.0 ExcellentAnonymous, May 2026
PDX - OAK
Read more Southwest reviews

No gluten free snacks. Seats felt worn or bare bones even though it was a new 737 MAX 8.

Plane was clean and comfortable. Flight attendants and gate staff were professional, friendly and efficient. Boarding and deplaning were orderly and efficient. All in all, the typical excellent Southwest experience.

Not having a five hour delay with little notice! The crew was very kind, though, and just as tired as we passengers were. The flight didn't depart until nearly 1 am...and no reason was ever given.

This leg was much better, but we did have to have a 3 hour lay o er after coming from a very exhausting hiccup with our flight from BNA to Den

The Air hostess were very rude on my flight from Houston to Austin . Their regular communication itself felt a they are shouting at people.

I flew twice this week on Southwest, was delayed over 2 hours both ways. From Pittsburgh to Chicago it was due to weather but the gate agents, pilot etc were great at updating everyone. Today from Midway to Pittsburgh the plane had come from an international location, kept getting delayed, no information was given until we were delayed for the third time. It was ridiculous, whoever scheduled that plane to fly to Pittsburgh after didn’t consider a lot of things.

Boarding was easy. The seats are small and fairly uncomfortable

The problem with the seat assignments is that there were a lot of rows in the front that were empty but my row at the back was full. Just not so pleasant.

No food or entertainment, just a quick 40 minute flight. A little bumpy due to Santa Ana winds but pilot has no control over that. Good flight and landing!

Good but I prefer choose your own seat. With the new assigned seats they should board from the back I see no advantage to this new boarding. Just like every other airline

Very easy to use and convenient, you can perform any action within the same portal

Everything went smoothly, although the usual gripes about airline travel were still present: the boarding process is inefficient, the snack selection is limited, and so on. Since there was extra space on the flight, the gate agent rearranged many people's seats to put people on the aisles and windows, leaving the middle seats empty, as much as possible, which was pretty great.

While they turned off most cabin lights to allow people to sleep, I was bothered by how bright the side lights still were. It was still quite bright for me in a window seat, when I wish I could have slept!

One of the flight attendants was a little cranky. I appreciated the free wifi and plug to charge my laptop

WiFi didn’t work most of the time. The usb chargers would work only occasionally for 5 mins and wouldn’t charge after that. Had to keep trying repeatedly at each of the seats in the row.

The crew bent over backwards to thank us for flying and make us comfortable. The food service was quick and efficient. The Captain communicated and said goodbye and thank you as we departed. They really stood out!

Okay considering we had weather delays which the Pilot notified us of immediately!

Generally on time departures and arrivals, clean planes, sky miles membership provides great benefits (complimentary upgrades, etc).

The boarding was organized and informative but the plane was tight meaning that you were sitting on one another and extremely uncomfortable. It’s disappointing that can’t have common seating comfort on the plane.

Everything could have benn better. Short fly, no food, no entertainment and no wifi.

The staff at the check in counter was so rude. Made you feel Incompetent

Frontier scheduled a 40 minute connection in DEN. What they failed to mention was that they “close the doors” 20 mins prior to departure, which means you only have 20 mins. Not enough time. Possibly against DOT regulations. Filing complaint.

Flight was scheduled at 9:40pm. Got delayed to 10 am, the next day. crazy

The bag check, flight check-in, and onboard experience convinced my wife and me that we will actively go out of our way to avoid flying Frontier Airlines in the future. At bag check, we were informed that check-in could only be completed via the Frontier mobile app. Unfortunately, the app was extremely frustrating—sending us through repetitive, confusing loops that repeatedly forced us to decline add-on services with nearly every click. While most airline apps upsell, this one felt intentionally exhausting. As the process dragged on, we became genuinely concerned that my phone battery would die before check-in could be completed. We approached the bag check staff—who were standing together talking—and explained both our frustration and our predicament. They laughed. Later, my wife described the interaction as “gaslighting,” which felt accurate. We were then informed it would cost $25 per person simply to have our boarding passes printed. From that point forward, the tone of the experience was consistently hostile. The bag check employees were condescending and combative, behaving more like bullies than customer service staff. Unfortunately, that same attitude continued onboard. One flight attendant argued with me when I attempted to stow my backpack in the overhead bin. I explained that we had each paid $75 to check our bags specifically so we would not need to use carry-on space and could have adequate legroom. She demanded to see my ticket, pointed out that it said “no carry-on”—which I acknowledged—and I reiterated that this was precisely why we paid to check our bags. Her response was, “I don’t make the rules.” She then walked away, but not before asking if I “truly wanted to fly back to Chicago today?”—an unnecessary and unmistakable threat. It is also worth noting that despite booking our tickets together in the same transaction, we were not seated together. Upon our return to Chicago—where we could once again sit together—we compared onboard experiences. We both remarked on how unhappy the flight attendants appeared and how each of us was separately asked whether we would like to purchase a beverage. We declined. At no point was water mentioned as an option, leaving us with the clear impression that even water came at a cost—or that complimentary water, if available at all, was deliberately left unmentioned. Overall, the experience was shocking and deeply disappointing, but it was also a profound learning experience—one we will not forget and will not repeat. -Steve

Plane was hot and miserable and the crew was rude!

12 hour delay required getting on and off plane 3 times - would have at least liked to have been offered a snack or drink

They didn’t offer a water, even after I asked

They switched our terminal 3 times and we were delayed for four plus hours!!!

Flight was canceled. Most upsetting was message from Kayak, stating that the flight was canceled and click with Kayak for details regarding rebook, refund details. THERE'S NO INFORMATION PROVIDED BY KAYAK EXCEPT THAT FLIGHT IS CANCELED. AND NOW THIS SURVEY TO FIND OUT HOW WAS THE FLIGHT !!!!!!!

Our flight was canceled. I will never use Kayak nor Frontier for travel again. The entire experience was a headache.

Everything you need to know for your flight from Midway to California

Information on your arrival and departure airports