$79 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 4/28. 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$196
San Francisco
San Francisco1 stop$231
San Diego
San Diego1 stop$178
San Jose
San Josenonstop$327
Palm Springs
Palm Springs2 stops$290
Fresno
Fresno1 stop$237
Reno
Reno1 stop$319
Sacramento
Sacramento2 stops$273
Los Angeles
Los Angeles1 stop$196
San Francisco
San Francisco1 stop$231
San Diego
San Diego1 stop$178
San Jose
San Josenonstop$327
Palm Springs
Palm Springs2 stops$290
Fresno
Fresno1 stop$237
Reno
Reno1 stop$319
Sacramento
Sacramento2 stops$273

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

Sun, Apr 19 - Fri, Apr 24
Frontier Logo
6:20 am - 7:38 am
MDW
-
LAS
27h 18m
1 stop
Frontier Logo
11:49 pm - 6:37 pm
LAS
-
MDW
16h 48m
1 stop
$166Frontier
Tue, Apr 28 - Tue, May 5
Frontier Logo
6:10 am - 1:43 pm
MDW
-
LAS
9h 33m
1 stop
Frontier Logo
11:59 pm - 11:09 am
LAS
-
MDW
9h 10m
1 stop
$170Frontier
Tue, Apr 21 - Wed, May 6
Frontier Logo
6:10 am - 1:43 pm
MDW
-
LAS
9h 33m
1 stop
Frontier Logo
6:45 am - 10:02 pm
LAS
-
MDW
13h 17m
1 stop
$171Frontier
Tue, Apr 14 - Tue, Apr 21
Frontier Logo
6:10 am - 1:43 pm
MDW
-
LAS
9h 33m
1 stop
Frontier Logo
12:59 am - 10:14 pm
LAS
-
MDW
19h 15m
2 stops
$175Frontier
Tue, Apr 14 - Wed, Apr 22
Southwest Logo
7:30 am - 11:20 am
MDW
-
SAN
5h 50m
1 stop
Southwest Logo
8:30 am - 2:30 pm
SAN
-
MDW
4h 00mnonstop
$178Southwest
Tue, Apr 14 - Wed, Apr 22
Southwest Logo
10:10 am - 3:45 pm
MDW
-
SAN
7h 35m
2 stops
Southwest Logo
8:30 am - 2:30 pm
SAN
-
MDW
4h 00mnonstop
$183Southwest
Sat, Apr 25 - Tue, Apr 28
Multiple Airlines Logo
7:34 pm - 10:48 am
MDW
-
LAS
17h 14m
1 stop
Multiple Airlines Logo
11:35 pm - 10:14 pm
LAS
-
MDW
20h 39m
1 stop
$187Multiple Airlines
Mon, Apr 13 - Tue, Apr 14
Multiple Airlines Logo
5:11 pm - 7:13 am
MDW
-
LAX
16h 02m
1 stop
Multiple Airlines Logo
5:11 pm - 10:14 pm
LAX
-
MDW
27h 03m
2 stops
$227Multiple Airlines
Mon, Apr 13 - Sat, Apr 25
Delta Logo
1:24 pm - 11:05 pm
MDW
-
SMF
11h 41m
2 stops
Delta Logo
11:05 pm - 8:47 am
SMF
-
MDW
7h 42m
1 stop
$273Delta
Mon, Apr 13 - Sat, Apr 25
Delta Logo
1:24 pm - 11:05 pm
MDW
-
SMF
11h 41m
2 stops
Delta Logo
5:27 pm - 8:47 am
SMF
-
MDW
13h 20m
2 stops
$278Delta
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 $187 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 $277.

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 $334 on average. Morning departures are around 13% 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 $400.

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.

No, with an average price for the route of $452, prices are generally cheapest when you fly direct.

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, 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 3 weeks before departure, which saves you about 45% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 4 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$79
Best time to beat the crowds with an average 2% drop in price.
Most popular time to fly and prices are also 21% lower on average.
Flight from Chicago Midway Airport to San Diego

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 $178 one-way - $380 round-trip; Los Angeles $173 one-way - $396 round-trip; San Diego $135 one-way - $262 round-trip

Reviews of the top 4 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 4318 reviews
8.1Boarding
7.0Food
8.0Comfort
8.6Crew
7.5Entertainment
Airline reviews

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.

8.0 ExcellentTobin, Mar 2026
SJC - BUR
Read more Southwest reviews

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

Mediocre. Boarding is now unpleasant. The employees, once friendly and nice, are now regularly speaking sternly to passengers, badgering them to do things right so they can take off on time and gate check bags because they don't have enough overhead bin space. The pretzel snack was crushed flat and broken into even smaller pieces, which happens frequently lately. Drink service was suspended before they reached my row.

The charges were ridiculous for an hour flight and the turbulence was very scary.

3 hour delay. Had to change plans and was still delayed.

The staff was very friendly, professional, and courteous. The overall flight was a great experience.

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.

Stop changing gates. Stop cancelling flights Stop moving my seat.

Left a few minutes early. Got in 15 minutes early. Very attentive service on board. Very organized boarding.

There’s not much to say about a one hour flight. This is a connection from LA to RNO that I missed the previous night due to a mechanical check delay on my originating flight from JFK to LAX. The short flight itself was fine. Instructions from the pilot and crew were per usual. The coffee was barely lukewarm, which possibly was purposeful so we would down it quickly. Bags were already on carousel upon reaching baggage claim, which was excellent.

The staff was frielndly. The plane was terrible, it was too small and should be decommissioned. There were no back seat screens at all. The only beverages we had a choice from was coffee, tea or water. The only bathroom in the back was behind the flight attendant's jump seat and wasn't working. And I literally felt like I was sitting on top of the guy next to me. It was terribly hot in the plane and we had to sit on the tarmac in Chicago for 1/2 hour due to congestion in Mpls. Wouldn't they have know that before they even boarded us so that we could have sat in comfort in the terminal?

Delta continues to set the benchmark for traveler-friendly service with minimal disruption and clear communication within the mainland US (coast to coast). I am consistently pleased to be a Delta customer, and this experience once again met my expectations. There was a brief delay departing from MIA due to a technical issue that required the aircraft to return to the gate. However, the situation was handled professionally and transparently. Fortunately, my planned layover allowed ample buffer time, so the adjustment caused no stress. Overall, another smooth and reassuring experience.

Awesome! On time flight, early arrival, and a complimentary upgrade!

Was forced to check in my small carry on, even though I informed the crew it has very fragile items inside

This was one of the worst flights I’ve been on in years. I upgraded to comfort and had such an uncomfortable experience. The person next to me was oversized - which I understand - however, they took up their space and mine. I could only use about 50% of my seat space to not be physically touching this person the entire flight and there was no spatial awareness. I also could not use the seat outlet because their body was obstructing it. It was very inconvenient. Their body kept touching me repeatedly during the flight and I felt very uncomfortable. To pay more for an upgraded space and then not even being able to use it was highly disappointing.

They double booked seats, the gate staff changed my ticket as I was boarding she went over to the computer and changed it without telling me. She messed up an entire three row section for me and others. Other travelers were outraged but the gate staff were so rude, so condescending saying it wasn't their problem to solve. I would rate this a zero if I could. Will not fly Delta again I'll stick with United and American.

I usually get upgraded so my experience is usually amazing. I did not get upgraded this time - which was fine - but the wifi had issues, the monitors were going in & out, & (though not Delta's fault) one of the gentlemen next to me desperately needed a shower.

This trip did not start off well. The inbound flight was delayed about 20 minutes. Then, after initial onboarding, the passengers had to deplane due to a mechanical problem. That took about 30 minutes to fix and be cleared. Then, reboarding was chaotic. It took a long time to sort passengers and two passengers on standby were ticketed but there was no seat. So, they had to deplane. One of the flight crew was trying to help passengers figure out a place to put their carry-on bags and that took more time. In the end, our scheduled 10:30 am departure did not actually take off until about 12:05 pm CST. The flight itself was long but we got to Houston. Some passengers missed their connecting flights and had to rebook. Not the best of flights I've had.

We were delayed for about an hour from taking off due to traffic control procedures at the destination airport. But once in the air, the flight went well. The crew members were great and provided cabin service despite moderate turbulence during much of the flight.

Short flight, but no drink/snack service. The flights both going and coming were delayed.

Not being stranded in Chicago for her airport to 11:30 tomorrow morning the 3rd

I was fully checked in the prior night and i was unchecked and then didn’t have a seat when I boarded. Instead of an aisle seat, I was out in the middle seat of the very last row of the plane.

In overall it was a good experience, the only down point was that the entertainment screen was working properly.

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. :/

There's no seats that lean back with little leg space i wad uncomfortable the entire flight. Your charges for extra baggage is despicable and costly!!

Remind customers of the need to have passport or new ID for boarding.

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 !!!!!!!

The flight never took off and we spent 7 hours at the airport

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

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

Just know that everything, and I mean everything is “ala cart”. 60$ just to put something in the overhead bin. I will never fly Frontier again nor do I recommend them to anyone else.

I think Frontier was very good at communication. Their app worked very well. Loading was great and the flight was nice and easy.

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

Information on your arrival and departure airports