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Find cheap flights from Chicago Midway Airport to California from $48

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 5/28. 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
0 bags
vie. 6/14
vie. 6/21

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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$167
San Francisco
San Franciscononstop$98
San Diego
San Diego1 stop$136
San Jose
San Jose1 stop$308
Palm Springs
Palm Springs2 stops$443
Fresno
Fresno1 stop$380
Reno
Reno2 stops$313

Good to know

Low season

January

High season

December

Cheapest flight

$48
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly with an average 42% 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 $78 one-way - $132 round-trip; San Francisco $80 one-way - $138 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 10691 reviews
8.6Crew
7.4Food
7.9Comfort
8.2Boarding
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

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.

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

Over an hour delay in departure but I was notified beforehand. Another delay on tarmac upon arrival at LGA. We ended up departing the plane almost 2 hours later than expected

I fly Frontier because it’s affordable. I understand that the seats are tight and not the most comfortable…but that’s part of it. The problem with this flight was that there was a group of travelers directly behind me at the back of the plane who were ridiculously loud and obnoxious the entire flight. I’m pretty sure they were drunk and I could periodically smell an odd odor that I believe was one of them using a smokeless vape pen. The stewards had to remind them to keep quiet during the pre-flight instruction, but that was it. They never said another thing to them for the rest of the flight. It was a miserable.

I checked a bag because it was $5 less than carry on. They managed to lose my bag on a 2.5 hr direct flight! Frontier has no airport staff at baggage claim to help. As soon as I got home around 11 pm I tried to use their online system to file the claim for lost bag - system wouldn't take the # on my baggage claim ticket - said it was not the correct number. Also said that I had not checked a bag, which wasn't true - even my online boarding pass showed that I had checked a bag. Wasted about an hour on that process with no luck. Tried again in the morning - same thing. So tried online chat with Frontier bot - waited 35-40" twice to be connected to a baggage agent and it never happened. Eventually drove to PDX after work and waited 2 hrs for the Frontier ticket agents to arrive prior to the next Frontier flight out of PDX and FINALLY got some help from one of them, to take me to lost luggage area where I was able to retrive my bag. Probably took 4-5 hrs. of my time and endless frustration to get my bag. This was my first -- and LAST -- experience flying Frontier Airlines. Check-in was also extremely difficult and time consuming. The flight itself (and staff) were fine but everything else about the experience was a total disaster! The fact that Frontier literally has NO WAY to connect to a human voice for customer service (in this case for lost luggage) is the WORST!!!!!

Frontier is a crappy airline nothing about it is honest

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.

Book cheap flights from Chicago to California

Recent round-trip flight deals

6/4mar.
nonstopFrontier
4h 10mMDW-LAS
6/5mié.
nonstopFrontier
3h 33mLAS-MDW
$86
6/4mar.
nonstopFrontier
4h 10mMDW-LAS
6/5mié.
nonstopFrontier
3h 33mLAS-MDW
$91
6/19mié.
1 stopDelta
8h 55mMDW-LAX
7/9mar.
1 stopDelta
8h 50mLAX-MDW
$236
9/18mié.
1 stopDelta
7h 40mMDW-SFO
9/21sáb.
1 stopDelta
8h 30mSFO-MDW
$236
7/23mar.
nonstopSouthwest
4h 20mMDW-LAX
7/26vie.
nonstopSouthwest
3h 55mLAX-MDW
$283
8/6mar.
1 stopSouthwest
7h 20mMDW-RNO
8/8jue.
1 stopSouthwest
12h 20mRNO-MDW
$389
6/3lun.
3 stops
35h 59mMDW-RNO
6/5mié.
3 stops
30h 52mRNO-MDW
$399
6/10lun.
3 stops
38h 55mMDW-SNA
6/13jue.
1 stop
12h 54mSNA-MDW
$412
6/3lun.
1 stopVolaris
15h 44mMDW-RNO
6/5mié.
1 stopVolaris
19h 38mRNO-MDW
$813
5/21mar.
1 stopVolaris
14h 17mMDW-SJC
6/3lun.
1 stopVolaris
14h 20mSJC-MDW
$897

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Recent one-way flight deals

5/28mar.
nonstopFrontier
4h 10mMDW-LAS
$48
6/1sáb.
nonstopFrontier
4h 29mMDW-SFO
$49
7/3mié.
1 stopDelta
9h 04mMDW-LAX
$118
8/19lun.
1 stopDelta
6h 48mMDW-SFO
$118
7/5vie.
2 stops
23h 05mMDW-LAS
$144
5/31vie.
1 stop
9h 33mMDW-SNA
$148
5/22mié.
nonstopSouthwest
4h 25mMDW-LAX
$179
7/8lun.
1 stopAllegiant Air
25h 50mMDW-SNA
$197
6/14vie.
2 stopsAllegiant Air
13h 40mMDW-LAS
$230
6/16dom.
2 stopsSouthwest
13h 20mMDW-SFO
$275

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Last minute flights from Midway to California

Last minute flight, train and bus deals

5/18sáb.
nonstopFrontier
4h 10mMDW-LAS
5/28mar.
nonstopFrontier
3h 35mLAS-MDW
$108
5/20lun.
nonstopFrontier
4h 10mMDW-LAS
5/22mié.
nonstopFrontier
3h 35mLAS-MDW
$134
5/18sáb.
multi-stopDelta
8h 12mMDW-LAS
5/28mar.
multi-stopDelta
6h 02mLAS-MDW
$335
5/18sáb.
multi-stopDelta
7h 32mMDW-SFO
5/25sáb.
multi-stopDelta
7h 56mSFO-MDW
$413
5/20lun.
multi-stop
28h 00mMDW-SAN
8/25dom.
multi-stop
6h 42mSAN-MDW
$454
5/20lun.
multi-stop
28h 00mMDW-SAN
8/22jue.
multi-stop
6h 42mSAN-MDW
$458
5/20lun.
multi-stopVolaris
12h 30mMDW-LAX
5/27lun.
multi-stopVolaris
31h 02mLAX-MDW
$691
5/16jue.
multi-stopVolaris
12h 30mMDW-LAX
5/20lun.
multi-stopVolaris
12h 20mLAX-MDW
$854
5/19dom.
multi-stopWestJet
28h 16mMDW-SFO
5/22mié.
multi-stopWestJet
27h 17mSFO-MDW
$1,125
5/17vie.
multi-stopWestJet
32h 58mMDW-SFO
5/21mar.
multi-stopWestJet
32h 37mSFO-MDW
$1,395

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