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Find cheap flights from Chicago Midway Airport to California from $51

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 8/31. 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 6/5
Wed 6/12

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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$147
San Francisco
San Franciscononstop$88
San Diego
San Diego1 stop$127
San Jose
San Jose1 stop$345
Palm Springs
Palm Springs2 stops$519
Fresno
Fresno1 stop$246
Reno
Reno2 stops$268

Good to know

Low season

January

High season

December

Cheapest flight

$51
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly with an average 41% increase in price.
Flight from Chicago Midway Airport to San Francisco

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: San Francisco $59 one-way - $123 round-trip
  • Morning departure is around 15% more expensive than an evening flight, on average*.
*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 10826 reviews
7.9Comfort
7.4Food
8.2Boarding
8.6Crew
8.0Entertainment
Airline reviews

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

6.0 GoodEliza, Apr 2024SAN - LAX
Read more about Delta reviews

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 diverted in SD. Later take off in Seattle by 1.3hrs

Horrible. Flight ORD to CGH was okay, but Paris was a nightmare. Old planes, delays, involuntary downgrades, broken planes, terrible communication. CGH to CPT was my worst flight ever.

Crew was not friendly when I went to request a seat change.

Really impressive staff at airport and on plane, especially given how busy it was

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.

The text told me it was changed to Terminal E and Gate D5. But with no one on site to ask questions there was confusion on where to go as all the gates were E's. Then we took the skyline to the D area. We left to get something to eat. No announcement was made but my daughter happened to asked and they told her our gate was moved to D12. I will not fly Spirit again.

The agent at the check in desk was absolutely rude. The rest of the team after that was good, but the check in process at LAS was miserable. The woman at the desk spoke like we were stupid and was rude throughout the process.

Its so random that they only allow 40 pounds on checked bags when all airlines take 55. They then charge you for each 10 extra pounds, so my checked suitcase was $130 and the flight $30 ... its like whattt, im for sure not traveling with Spirit again

The flight attendants were very personable, extremely friendly, and had a very good feeling of the energy around them not to mention they’re very funny and engaging. What made up for the discomfort of the seats and the fact that the plane sat for a long time on the Turmac. Not sure if the pilot was new, but the landing was very rough sort of like I was at a magic mountain theme park ride that was built in 1959

Flight was delayed 2+ hours missed a concert because of it…

So bad. The check in process was laborious and the check in agent didn't seem to know how to manage the process efficiently and was confused about how to check in my son's sports equipment. The baggage fees were outrageous and so expensive. $90 for a carry on bag? And $200 additional for 2 check ins. The security lines were insanely long and the terminal was not very nice in the Spirit area. $5 for a water on board. It was my first and last time flying Spirit - I tried to save $ by flying them due to the accommodating schedule but I should have paid for Southwest, because it would've actually ended up less expensive due to the free bags with Southwest. There were no charging ports on the airplane, no wifi and really uncomfortable seating. The flight crew were great though, courteous and efficient in their boarding. Flight was delayed 1 hour, but we made up 15 minutes in flight.

My experience was better than expected. What I did find not so great was the seats. Very little room, they did not recline and the tray table was the size of a post card. There was no food to try, just standard snacks that you had to pay for and I don’t know of any entertainment. I would fly again even though everything was an upcharge. Flight was on time with little disturbance

thy don't even ofer water we have to buy it for $4.49 and paid for our cary on bags $100 each we never will fly in this company again.

Not good 😐 Over priced baggage fees Small hard seats No wifi or entertainment options 😕

Didn't like anything!! Horrible flight. Small seating area and hard seats. Butt was sore after 2 hour flight to Seattle No entertainment or free refreshments No wifi or USB charging receptacles to charge phone entoute like other airliners Luggage rates were 3 times as much as competitors. Difficult to navigate online luggue process to pre pay before flight Overall bad experience WILL NEVER RIDE OR RECOMMEND FRONTIER TO FRIENDS OR FAMILY MEMBERS!!! THIS IS A SHAME!! MOST MESERIBLE FLIGHT OF MY LIFE!! AND I THOUGHT SPIRIT WAS 👎 YOU GOT THEM BEAD HANDS DOWN!!

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

The boarding time. I was in Section 1 the lady in charge just let people in section 3 without see us. Make a line , I have to step out and ask her. We were in the line and she just take my ticket and that’s it, so if I don’t ask her she could leave us at the end! We paid more for that privilege and. She doesn’t care….

Was just ok with over selling I guess. A lot of people in a short space and when we finally arrive i20 minutes, waiting to get out from the plain because we were waiting authorization for out boarding? Something like that.

See my previous comment which is mostly about our flight from Phoenix to SFO

They changed my flight and did not want to accommodate me or try to help me in any way. They do not care about their customers.

The check in at the airport was awful. Told I need to pay for a bag. The item was taken at screening. I went back to get my $ back and they gave me a coupon with a QR code that doesn’t work. Worst costumer service ever!!!!!

4 hour delay because they used our aircraft to fly a different segment (per the captain)

Book cheap flights from Chicago to California

Recent round-trip flight deals

9/7Sat
nonstopFrontier
4h 38mMDW-SFO
9/14Sat
nonstopFrontier
4h 11mSFO-MDW
$88
9/14Sat
nonstopFrontier
4h 38mMDW-SFO
9/21Sat
nonstopFrontier
4h 11mSFO-MDW
$91
5/18Sat
1 stop
8h 51mMDW-LAX
5/24Fri
1 stop
11h 06mLAX-MDW
$207
5/18Sat
1 stop
8h 51mMDW-LAX
5/25Sat
2 stops
35h 27mLAX-MDW
$213
5/30Thu
1 stopDelta
7h 50mMDW-LAX
6/3Mon
1 stopDelta
6h 10mLAX-MDW
$236
9/10Tue
1 stopDelta
6h 52mMDW-SFO
9/17Tue
1 stopDelta
8h 30mSFO-MDW
$236
7/23Tue
nonstopSouthwest
4h 20mMDW-LAX
7/26Fri
nonstopSouthwest
3h 55mLAX-MDW
$261
6/18Tue
nonstopSouthwest
4h 20mMDW-LAX
6/20Thu
nonstopSouthwest
3h 55mLAX-MDW
$319
5/20Mon
1 stopVolaris
14h 17mMDW-SJC
5/22Wed
1 stopVolaris
18h 23mSJC-MDW
$708
8/12Mon
1 stopVolaris
10h 19mMDW-SMF
8/18Sun
1 stopVolaris
9h 43mSMF-MDW
$747

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Recent one-way flight deals

8/31Sat
nonstopFrontier
4h 38mMDW-SFO
$51
5/15Wed
nonstopFrontier
4h 39mMDW-SFO
$59
5/14Tue
2 stops
17h 46mMDW-LAX
$75
5/15Wed
1 stop
15h 29mMDW-LAX
$77
7/3Wed
1 stopDelta
9h 04mMDW-LAX
$118
6/1Sat
1 stopDelta
7h 39mMDW-ONT
$118
6/3Mon
nonstopSouthwest
4h 30mMDW-LAX
$159
6/3Mon
2 stopsSouthwest
8h 55mMDW-LAX
$173
5/16Thu
2 stopsAllegiant Air
30h 18mMDW-LAX
$258
6/30Sun
2 stopsAllegiant Air
31h 23mMDW-LAX
$287

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Last minute flights from Midway to California

Last minute flight, train and bus deals

5/11Sat
nonstopFrontier
4h 39mMDW-SFO
5/14Tue
nonstopFrontier
4h 11mSFO-MDW
$192
5/8Wed
multi-stopFrontier
10h 09mMDW-ONT
5/15Wed
multi-stopFrontier
8h 14mONT-MDW
$229
5/7Tue
multi-stopFrontier
11h 29mMDW-SAN
5/11Sat
multi-stopFrontier
12h 16mSAN-MDW
$229
5/6Mon
multi-stopDelta
9h 06mMDW-ONT
5/11Sat
multi-stopDelta
6h 55mONT-MDW
$322
5/6Mon
multi-stopDelta
9h 17mMDW-ONT
5/11Sat
multi-stopDelta
12h 24mONT-MDW
$327
5/9Thu
multi-stop
20h 50mMDW-SFO
5/16Thu
multi-stop
14h 09mSFO-MDW
$334
5/9Thu
multi-stop
31h 09mMDW-SAN
5/12Sun
multi-stop
6h 26mSAN-MDW
$438
5/10Fri
multi-stopVolaris
12h 30mMDW-LAX
5/20Mon
multi-stopVolaris
21h 42mLAX-MDW
$811
5/10Fri
multi-stopVolaris
12h 30mMDW-LAX
5/18Sat
multi-stopVolaris
12h 20mLAX-MDW
$863
5/10Fri
multi-stopWestJet
27h 59mMDW-SAN
5/13Mon
multi-stopWestJet
27h 32mSAN-MDW
$1,449

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