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Find cheap flights from Chicago Midway Airport to California from $41

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 8/7. 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
Wed 7/10
Wed 7/17

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Best California Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Los Angeles
Los Angeles1 stop$140
San Francisco
San Franciscononstop$78
San Diego
San Diego1 stop$136
San Jose
San Jose1 stop$180
Palm Springs
Palm Springs2 stops$404
Fresno
Fresno1 stop$298
Reno
Reno1 stop$375

Good to know

Low season

January

High season

December

Cheapest flight

$41
Best time to beat the crowds with an average 13% drop in price.
Most popular time to fly with an average 57% increase in price.
Flight from Chicago Midway Airport to Las Vegas

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

See more FAQs

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 $97 one-way - $133 round-trip; San Francisco $97 one-way - $157 round-trip
  • On average*, there is no price difference when choosing to fly in the morning or the evening on this flight route.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

Top 3 airlines serving from Midway to California

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
DeltaOverall score based on 10295 reviews
7.4Food
7.9Comfort
8.2Boarding
8.6Crew
8.0Entertainment
Airline reviews

It was good until there was a 3 hour delay because there was not any pilots to fly the plane.

2.0 MediocreFelipe, Jun 2024DTW - SAN
Read more about Delta reviews

It was good until there was a 3 hour delay because there was not any pilots to fly the plane.

Had to change aircraft due to a faulty door. Surprisingly it only caused about an hour and a half of delay. Delta handled this situation as well as can be expected.

Your crew could maybe answer the call bell at least one of the times I pressed it. I pressed it first time with 2.5 hours left in our flight bc my partner was hungry and wanted a sandwich. We finally got the sandwich with 40 mins left in the flight.

The Flight crew didn’t serve us until about 1.5 hours into the flight because of turbulence but after it ended it was fine to move around. They served us water only and snacks and then NEVER, NOT ONE TIME came through to collect trash until right before landing about 1.5 hours later. There was absolutely no need for that. They crew was just standing around talking and visiting with each other and really never tried to see if we might want something besides water or even try to come pick up trash. This is VERY unusual for a Delta flight but it was not what I would have expected for a 4 hour flight.

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

Had a broken tray in business class. Crew just shrugged it off.

I didn’t like that I could not select my seat and was assigned a seat when I checked in at LAX

Great experience overall. Check in at Austin was congested as they only have about 6 check in kiosks, one was broken, and there was a lot of Spring Break travelers.

Bag drop off was slow and annoying. Only 2 agents at the entire delta desk, and no one directing traffic for what line to be in, many confused people slowed down the process. Boarding was fine. Seats in Delta comfort plus were fine. Snacks were great! Definitely a bonus. The entertainment system was awful — old, slow, not responsive, and completely unable to play games due to some kind of error. But on the other hand, thank you to Delta for the free WiFi. That made it better.

Everything was very good other than I had selected a specific seat when I booked the flight and they changed it once I checked-in the day before my flight. I was still in first class but lost my aisle seat for a window seat. Being tall, the aisle offers more comfort so I always select an aisle seat.

Flight was good and clean but delayed over an hour on the return flight.

It was nice! There was a very unhappy child in front of us and the flight attendant did a great job calming the child. I was impressed.

The plane was not on time for boarding or departure or arrivals.

Flight expected to leave at 6:40 pm ended leaving at 8:00 am the following day. I slept in a cold airport. Never again Spirit for me…

This was the return leg of my journey with Spirit Airlines. Despite its reputation, I found no issues as it got me from point A to B safely and without delay, especially with no mechanical delays, which is fantastic in my book! The staff, from ground crew to cabin crew, were all pleasant and hassle-free. The flight was smooth from takeoff to landing. I have absolutely no complaints about this no-frills airline!

It was the worst ever, i will be filing a lawsuit to get a refund. Our flight was delayed 4 hours so we would miss our connecting flight, we were not rebooked to our destination the same day, we were not offered any options to get home on the same day despite being clear that we absolutely cannot get stranded at night due to family, we were forced to book our own flights on a different airline to get home, and spririt is refusing a refund because our flight wasn't cancelled, only delayed. oh yeah, and they lost our luggage on the first part of the trip and you cannot get a hold of customer service when anything goes wrong, on hold for 30+ minutes. and their app breaks so you can't use that either.

My flight was cancelled!!! I had to spend 200.00 on another flight!!

They stuck us with multiple extra fees. I will never fly spirit again

The guy with severe body odor sat next to me. For the whole duration of the flight it was a torture. The airline should have better policy on limiting people with bad body odor to board the flight. Passengers should not be the ones to endure bad odor for the whole duration of the flight. The airline should be e the one to ensure decent air quality for ever passenger.

They charged me 212.00 for a heavy check in bag at the gate. The pricing and process was so confusing - as if it was designed to purposefully gouge customers who need to board plane. That experience combined with the outrageous price charged will prevent me from ever flying Spirit again. And I’ll be sure to tell the story to anyone who cares to hear.

I strongly dislike Frontier. I find them barebones, the seats not particularly comfortable, the nickel and diming is maddening, the app is TERRIBLE - super confusing to navigate, and the last 4 frontier flights I have flown have been on AVERAGE 2 hours late, one ruining a fancy night out in Vegas with reservations made well in advance, which was nodded to with a measly 5000 miles, which translates to almost nothing. At least credit a free checked bag or something.

8 hr delay. had to buy another ticket with another airline

Four and a half hour delay in total. What frustrates me most is the poor communication and disorganization.

I appreciated the upgrade to free cary-on bag and seat selection at no charge

FRONTIER SUCKS! The agent downstairs tricked me into booking, just to get to the gate. At the gate, they told me they couldn't help. I then called Customer Service. They and the gate attendants kept blaming each other. Neither side was willing to help the customer.

The agent at check-in was strident, unwelcoming, and condescending to customers ahead of me.

It was delayed 9 hours for operational reasons, despite the plane arriving to the airport on time.

9hrs delay and didn’t provided anything until after flight landed $75 voucher for fiuture travel no meals or anything.

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

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

Book cheap flights from Chicago to California

Recent round-trip flight deals

9/14Sat
nonstopFrontier
4h 38mMDW-SFO
9/25Wed
nonstopFrontier
4h 11mSFO-MDW
$78
8/11Sun
nonstopFrontier
3h 53mMDW-LAS
8/13Tue
nonstopFrontier
3h 34mLAS-MDW
$78
7/10Wed
1 stopDelta
8h 46mMDW-LAX
7/13Sat
1 stopDelta
7h 18mLAX-MDW
$235
7/3Wed
1 stopDelta
9h 04mMDW-LAX
7/13Sat
1 stopDelta
7h 18mLAX-MDW
$236
7/23Tue
1 stopSouthwest
6h 20mMDW-LAX
7/26Fri
nonstopSouthwest
3h 55mLAX-MDW
$337
7/23Tue
nonstopSouthwest
4h 15mMDW-LAX
7/26Fri
nonstopSouthwest
3h 55mLAX-MDW
$363
7/26Fri
1 stop
9h 35mMDW-SNA
7/31Wed
3 stops
33h 56mSNA-MDW
$422
8/30Fri
2 stops
18h 37mMDW-SAN
9/1Sun
1 stop
6h 42mSAN-MDW
$457
7/2Tue
1 stopVolaris
13h 32mMDW-SJC
7/3Wed
1 stopVolaris
18h 23mSJC-MDW
$888
7/1Mon
1 stopVolaris
14h 17mMDW-SJC
7/3Wed
1 stopVolaris
18h 23mSJC-MDW
$958

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Recent one-way flight deals

8/7Wed
nonstopFrontier
4h 00mMDW-LAS
$41
8/7Wed
nonstopFrontier
4h 00mMDW-LAS
$42
7/3Wed
1 stopDelta
9h 04mMDW-LAX
$118
8/9Fri
1 stopDelta
6h 21mMDW-SFO
$118
6/17Mon
1 stop
9h 31mMDW-SNA
$160
8/12Mon
2 stops
13h 45mMDW-LAS
$180
6/21Fri
2 stopsAllegiant Air
13h 41mMDW-LAS
$237
7/21Sun
2 stopsAllegiant Air
22h 00mMDW-LAS
$291
7/4Thu
2 stopsPorter Airlines
16h 36mMDW-LAX
$303
7/6Sat
2 stopsPorter Airlines
16h 36mMDW-LAX
$350

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Last minute flights from Midway to California

Last minute flight, train and bus deals

6/15Sat
multi-stopFrontier
12h 13mMDW-ONT
6/22Sat
multi-stopFrontier
8h 06mONT-MDW
$178
6/14Fri
multi-stopFrontier
13h 42mMDW-LAX
6/17Mon
multi-stopFrontier
5h 59mLAX-MDW
$182
6/15Sat
nonstopCitizenPlane
4h 03mMDW-LAS
6/16Sun
nonstopCitizenPlane
3h 33mLAS-MDW
$410
6/11Tue
multi-stopDelta
7h 33mMDW-RNO
6/24Mon
multi-stopDelta
9h 26mRNO-MDW
$538
6/12Wed
multi-stopDelta
12h 18mMDW-ONT
6/14Fri
multi-stopDelta
12h 18mONT-MDW
$538
6/14Fri
nonstopCitizenPlane
4h 28mMDW-SFO
6/17Mon
nonstopCitizenPlane
4h 11mSFO-MDW
$554
6/14Fri
multi-stop
21h 28mMDW-LAX
6/19Wed
multi-stop
34h 10mLAX-MDW
$558
6/14Fri
multi-stop
31h 47mMDW-LAX
6/19Wed
multi-stop
34h 10mLAX-MDW
$571
6/11Tue
nonstopSouthwest
4h 25mMDW-SFO
6/13Thu
nonstopSouthwest
3h 55mSFO-MDW
$620
6/11Tue
multi-stopSouthwest
7h 50mMDW-SFO
6/13Thu
nonstopSouthwest
3h 55mSFO-MDW
$629

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