$75 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 4/4. 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 Angeles1 stop$160
San Francisco
San Francisco1 stop$241
San Diego
San Diego1 stop$160
San Jose
San Jose1 stop$330
Palm Springs
Palm Springs2 stops$311
Fresno
Fresno2 stops$275
Reno
Reno2 stops$271
Sacramento
Sacramento2 stops$314
Los Angeles
Los Angeles1 stop$160
San Francisco
San Francisco1 stop$241
San Diego
San Diego1 stop$160
San Jose
San Jose1 stop$330
Palm Springs
Palm Springs2 stops$311
Fresno
Fresno2 stops$275
Reno
Reno2 stops$271
Sacramento
Sacramento2 stops$314

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

Wed, Mar 4 - Sat, Mar 7
Frontier Logo
7:15 am - 4:02 pm
MDW
-
LAS
10h 47m1 stop
Frontier Logo
6:30 am - 8:21 pm
LAS
-
MDW
11h 51m1 stop
$149Frontier
Tue, Mar 31 - Fri, Apr 3
Frontier Logo
11:19 am - 10:49 pm
MDW
-
LAS
13h 30m1 stop
Frontier Logo
1:05 am - 1:59 pm
LAS
-
MDW
10h 54m1 stop
$150Frontier
Sat, Mar 7 - Tue, Mar 17
Frontier Logo
4:46 pm - 11:41 am
MDW
-
LAS
20h 55m1 stop
Frontier Logo
1:36 pm - 6:13 pm
LAS
-
MDW
26h 37m1 stop
$151Frontier
Mon, Feb 16 - Fri, Feb 20
Frontier Logo
3:24 pm - 10:51 pm
MDW
-
LAS
9h 27m1 stop
Frontier Logo
12:59 am - 3:19 pm
LAS
-
MDW
12h 20m1 stop
$153Frontier
Mon, Feb 2 - Thu, Feb 5
Multiple Airlines Logo
9:45 am - 6:47 pm
MDW
-
LAS
11h 02m1 stop
Multiple Airlines Logo
5:03 pm - 3:58 pm
LAS
-
MDW
20h 55m1 stop
$154Multiple Airlines
Mon, Feb 9 - Fri, Feb 13
Multiple Airlines Logo
5:01 pm - 11:01 pm
MDW
-
LAS
32h 00m2 stops
Multiple Airlines Logo
11:28 am - 11:41 pm
LAS
-
MDW
10h 13m1 stop
$158Multiple Airlines
Sat, Jan 31 - Sat, Feb 7
Southwest Logo
9:45 am - 3:45 pm
MDW
-
SAN
8h 00m1 stop
Southwest Logo
11:25 am - 7:00 pm
SAN
-
MDW
5h 35m1 stop
$160Southwest
Sat, Jan 31 - Mon, Feb 2
Southwest Logo
8:25 am - 11:05 am
MDW
-
SAN
4h 40mnonstop
Southwest Logo
7:30 am - 4:45 pm
SAN
-
MDW
7h 15m1 stop
$164Southwest
Sun, Feb 8 - Tue, Feb 10
Delta Logo
6:00 am - 12:31 pm
MDW
-
BUR
8h 31m1 stop
Delta Logo
9:50 am - 10:22 pm
BUR
-
MDW
10h 32m2 stops
$242Delta
Fri, Feb 13 - Tue, Feb 17
Delta Logo
7:20 pm - 11:47 pm
MDW
-
SFO
6h 27m1 stop
Delta Logo
10:45 pm - 8:54 am
SFO
-
MDW
8h 09m1 stop
$250Delta
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.

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 San Diego, at $157 round-trip. The most popular route is from Chicago Midway Airport (MDW) to San Diego (SAN), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $157.

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 $443 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 August, when tickets cost $253 (return) on average. On the other hand, the most expensive months are December and November, when the average cost of round-trip tickets is $425 and $423 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, Tuesday 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 27% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 8 weeks before departure.

Good to know

Low seasonNovember
Cheapest flight$75
Best time to beat the crowds but there is an average 11% increase in price.
Most popular time to fly and prices are also 8% lower on average.
Flight from Chicago Midway Airport to Ontario

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.

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

    The cheapest time of day to fly to California is generally in the evening, when round-trip flights cost $317 on average. Morning departures are around 11% 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 $372.

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 $174 one-way - $267 round-trip; Los Angeles $238 one-way - $347 round-trip; San Diego $173 one-way - $212 round-trip

Reviews of the top 5 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.
8.0
SouthwestOverall score based on 4254 reviews
8.1Boarding
7.5Entertainment
8.0Comfort
7.0Food
8.6Crew
Airline reviews

The flight crew was extremely rude and especially not helpful when our flight was delayed.

2.0 MediocreMatthew, Jan 2026
DAL - SAN
Read more Southwest reviews

The flight crew was extremely rude and especially not helpful when our flight was delayed.

The boarding and seat assignment system no longer works for me, but I know it is being replaced. Otherwise, I am good with the overall experience.

The lead steward kept singing about "San Francisco" and hotel California---more annoying than humorous....needs work. Flight was smooth and on time.

Still a fan of open seating. Flight was on schedule and arrived on time. The 737 MAX is very comfortable.

San Diego airport is brand new, spacious, airy and very smooth checkin at SW baggage drop.

Plane crashed into a bus or some other vehicle on the ground while pulling out of the gate. No injuries, but wing tip was damaged and returned to gate for “maintenance issues” and we departed 5 hours later because the plane went out of service and new plane was flown in from a nearby airport, Midway.

Ever since Southwest starting charging for bags, passengers don't want to pay to check their bags, so the gate agents have to beg people to check their roller bags now because there's "not enough space". This was a terrible business move by Southwest.

All was good. I just had a hard time getting connected to the WiFi/internet during the flight

Delays delays delays. Late taking off, late landing, wait for a gate, etc.

Connecting flight is on time and boarding was a breeze!

I really liked the legroom. I am 6’4”.a at For some reason our seats were not together and using the app to fix it didn’t work. Passengers were nice enough to move for us but you should absolutely ensure a parent sits with their child.

Staff were friendly and happy. Delta could make sure passengers that don't have the app know of changes. Without Kayak I would not have known about the change of gate or the delay. Kayak was faster to notify me.

They changed planes and the new plane couldn’t carry enough fuel to fly across the country so we had to stop in Kansas City to refuel. Flight was delayed .

Flight was too crowded and seats are too small, especially since passengrs are getting larger. Having a middle seat is ALWAYS tough! Woman on my left was large & kept creeping in to my space. Flight personnel were great! Have more savory rather than sweet snacks please.

The crew took good care of us. The flight from ATL to SFO is a longer one, and there were multiple beverage offerings. I like the 757's that Delta uses. Good airplane that is comfortable. I do wish Delta would separate Priority boarding from the better seats. I would gladly take a smaller seat in an open row than be jammed into Comfort just to get priority boarding, just to make sure I don't have to check a bag.

Gate agent rushed to fill hot jetway with crowd so it took over 12 minutes to go from gate to plane. Just like a discount airline Pooly prepared cabin and third time that claim of rough air prevented any cabin service. Friends on a Southwest flight at similar time had service.

I was uncomfortably cold on the plane. Other than that it was uneventful and therefore as enjoyable as a plane ride can be.

Food was surprisingly good but the WiFi was not great

My flight was extremely cold. I had a jacket and a cover was left in each seat. The cover was extremely thin and I have a disability, fibromyalgia and arthrithis and AC air is the worst. I closed my vent and my husbands vent and it still was frigid. I asked the attendant if I could get another cover and she quickly almost dismissively and totally unconcerned stating, (I quote) (one per chair) and walked off so quickly that I didn't get a chance to explain to her that I literally have adisability. I didnt want to make a seen so I set on that flight for over 5 hours in pain, joints locking up and extremely uncomfortable. When my fibromyalgia flares up my joints not only ache but they will lock up also and it takes me days to get back to my regular self even though I take medication for it. I felt like it would not have hurt anyone at all for her to just give me an extra cover because I'm sure they have all types of medical issues in people that fly every day.

Not a "Delta" issue, but a JFK issue: We booked a connecting flight with 3 1/2 hours between to clearn immigration and customs. Our inbound flight (BCN to JFK) was on the taxiway 45 minutes which ate into our layover time. Immigtration was insanely quick with the CBP MPC app; however, clearing TSA (again, after we were ALREADY cleared in Spain on the inbound international flight) took over 95 minutes. This left us with 10 minutes before boarding the connecting flight (JFK to SAN) to walk to the far end of Terminal 4 and try to find food. We didn't find any food that could promise to serve us in under 10 minutes so we boarded the Delta flight after coming off a plance and an 8-hour flight knowing that we wouldn't be served any food on the next 5 1/2 hour flight. I feel like Delta needs to put pressure on the JFK TSA to open more screening stations (by our count, we saw only 5 scanners open and a line of - as we said - over 90 minutes. The insult is that we WERE ALREADY SCREENED through TSA, but as you come off one flight into the USA, you have to go through the whole process again. It seems like if you have a connecting flight, there should be a way to pass through immigration and customs without needing to return through TSA.

They lost my luggage, so, not happy. The crew was nice but my suitcases never made it, still trying to find out what happened!

I understand weather is an issue, but making us chase our plane down at five scheduled gates across three terminals in an airport the size of O'Hare was unfair. They'd have probably been better off to leave gates as TBD until the inbound plane is in final approach instead of running us all over the place. Also, props to the consistently-unprepared ground crew in Richmond for once again leaving my lane parked short of the gate because they couldn't have a crew in place on time with 2 hours notice...

cabin crew was OK, food was OK, the trip from the US to Munich was actually pretty bad comfort wise. Noisy aircraft, lights never dimmed even in Business class (night flight) barely sufficient amenities for the price. I have millions of miles with United but TBH American is gaining ground and Delta has always been marginally better then United although on paper United has more longes and cheaper upgrades.

Essy to get on. The hostess gave very little pop, the plane was late getting in, and we are still waiting for our bags. This sucks. :/

Great flight. On time boarding. Smooth flight and on time arrival at EWR. The flight crew was marvelous and there was a great selection of movies on the entertainment system. Our bags were at the carousel before we got there. Another excellent flight from United.

I liked the snacks and the flight attendants were friendly.

After a delay at the gate, C3, at Ohare on Sunday, I left my Blk ski coat on the bench at the gate, lost! Please review my lob claim, thx.

Very thoughtful flight attendant offered me water immediately since I had run to make my connection.

Always wish for more healthy, gluten free options. We have to bring our own.

Having a long layover, I was very appreciative of the ability to stand by for an earlier flight. Other airlines like Delta have refused this to me in the past, just to be mean (because my ticket class wasn't high enough). United went out of their way to help me get to my destination early, which I really appreciated given that it was the third leg of a 24+ hour journey for me.

Once again, the staff seem to think they are above the customers and treat everyone with disdain, belittling people.

Flight was canceled 8 hours before departure for lack of operational control and prepositioning of a plane. Then had the audacity to say it was because of weather, however there was no weather here in California or New Orleans or in between. It was the weather in Florida, Florida it had nothing to do with our flight path just the plane was supposed to fly us. 8 hours is more than enough time to move a plane anywhere in the US. That left me with a bill of 1200 dollars to re book a flight oh and kayaks insurance what a joke. Probably will never use kayak or spirit ever again terrible companies terrible customer service. I’ll also let everyone and anyone know this was an abomination and only for the customer. Also will be making a report to the DOT on bad business practices on behalf of kayak and spirit as well as the BBB. Do better, take care of your customers and don’t suck

The airplane had a strange noise that was constant throughout the flight. Thankfully I had noise-cancelling over-ear headphones that muted much of it.

it was terrible. flight was cancelled hours before the flight without a given reason and no other booking available .

Spirit Airlines has a reputation for being a terrible, cheap airline, this is why. I took a gamble on them, having never flown with them before, and the flight got cancelled. First they delayed the flight about 4 times before finally canceling it because a flight attendant didn’t show up to work that day. That’s so stupid. When I asked a ticketing agent she said that’s “company policy”. A company policy that inconveniences hundreds of passengers because a single flight attendant didn’t show is ridiculous and inefficient. I will never, ever try flying Spirit Airlines again.

Cancelled my flight and the earliest that they are willing give me for the next flight which was 3 days later on a weekday. Only accommodation they are willing to give was $30 airline credit that will expire in 1 year

Flight was canceled, huge lines to get baggage returned. Most other airlines had delays but not widespread cancellations like Spirit.

never ever fly spirit airlines you will be screwed in the end

The plane was freezing and everyone had on their winter coats. I pulled out my sweaters out of my carryon to cover myself and put on an extra pair of socks. They offered NO FREE drinks or snacks on a 6 hour flight. The seats don’t have plugs or charges or any form of entertainment- so I just played my one downloaded game on my phone because I couldn’t sleep because I was too cold. Miserable flight though we landed safely.

Always comes in handy when I want a quick weekend getaway.

It was costly and difficult to check in. $85 to take a small suitcase with me, carry on or checked and $75 on the return trip, Plus $25 if I didn't check my self in check in $25, because I couldn't do it on the kiosk. Small very uncomfortable seats, waited on the runway for near an hour each way. It was my worst flight to date.

It was ok. It was expensive to check 2 bags ($75.00 per bag), and then it took a long time to wait for shuttle to take us from one terminal to the terminal where the plane was taking off at LAX. And all of this for a flight where we had to pay for any food or drink that was not water.

It didn’t happen. I booked it and then was told it wasn’t available and then forced to pay far higher prices for a worse option

A 630departure flight Delayed 6hours! They changed my gate, I moved to the new gate. Had our flight on the screen for 12noon departure. I go get above to eat, check screen again and the flight was gone, no notice no announcement, nothing!! They sent my bag on the flight I wasn’t on, got it back to me 3days later. Thank goodness they did refund my money but I will NEVER fly them again.

Due to weather, my flight was delayed, further delayed, then canceled. I eventually got through to a support person who helped me find a different route out of MSP, but to get to DIA, they didn't want to, but eventually did help with the connection ticket purchase. But even this replacement flight was delayed time and time again, and I would have missed my connecting flights and I didn't want to get stuck in a layover city, so after 12 hours at the airport with two young boys who were very tired, we just cancelled our plans and spent the week at home, instead of Nana's.

Plane and crew on board were fine. Everything else was terrible.

The third party booking with cheapflightsfares was awful. Kayak should NOT partner with them. They sold me a bundle including seat selection and carry-on, but did not book the carry-ons with Frontier, so I’m out of pocket for $414 more while I await resolution.

Better than expected. Staff were friendly and nice on both flights.

Terrible. The canceled my entire flight when I requested a refund for a trip frontier canceled trip one way.

i was unable to check in the flight. refund requested

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

Information on your arrival and departure airports