Find cheap flights from California to Chicago Midway Airport

MDW

Find cheap flights from California to Chicago Midway Airport

Search hundreds of travel sites at once for deals on flights to Chicago Midway Airport

Round-trip
Economy
Boston (BOS)
Chicago Midway
Thu 4/22
Thu 4/29
Any month
Compare vs. KAYAK |

Good to know

Low season

AugustBest time to beat the crowds with an average 5% drop in price.

High season

AprilMost popular time to fly with an average 16% increase in price.

Average price round-trip

$289(avg. price over the last 2 weeks)

Good deal round-trip

$159or less

Good deal one-way

$72or less

FAQs for booking California to Chicago Midway Airport flights

Which airlines have a flexible cancellation policy for flights from California to Chicago Midway due to COVID-19?

How does KAYAK find such low prices on flights from California to Chicago Midway Airport?

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from California to Chicago Midway Airport?

What is the Hacker Fare option on flights from California to Chicago Midway Airport?

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from California to Chicago Midway Airport?

Top airlines flying California to Chicago Midway

Scores according to KAYAK customer reviews

7.9
Delta
Overall score based on 29,182 reviews
8.1
Boarding
7.8
Comfort
8.5
Crew
7.8
Entertainment
7.5
Food
Airline reviews

Pros: "Cleanliness. Safety. Friendly."

Pros: "Yes"
Cons: "Delightful experience except at SFO checkin."

Pros: "Covid safety protocols and people following was excellent."
Cons: "Serve alcohol :)"

Pros: "Crew great....moved passengers around near us for Covid related separation."
Cons: "Cramped.....too many seats in too small of a plane....I'm 6ft / 190 lbs"

Pros: "Good organization, good hygiene, polite crew."

Pros: "On time"

Cons: "Aircraft was too warm. Needed more air!"

Pros: "compared with other airlines they were just OK"
Cons: "everything"

Pros: "The crews were very fast and efficient. The Dinner was good but the breakfast was very basic."
Cons: "The seat was so crammy and disgustingly uncomfortable"

Cons: "Connection at Schiphol often tricky;"

Cons: "My monitor isn’t really working after rebooted. And the audio hole wasn’t tight enough"

Pros: "On time, smooth take off and landing."

Cons: "Better food and more water."

Pros: "My seat didn't recline"

Pros: "Quick boarding process"
Cons: "Wifi stopped working halfway"

Cons: "Great"

Cons: "Boarding was like a cattle call....my headrest was broken so couldn’t sleep upright but face down....seemed like a plane that large would have more bathrooms"

Pros: "see above"

Pros: "Free food. Extra room."
Cons: "Waiting on runway"

Pros: "Delta Comfort om commuter jet"

Pros: "Flew us safely home."
Cons: "We waiting on the runway for over a long period."

Pros: "Cheese plate"
Cons: "TheyCharge me $25 for my bag and I’m at Delta sky Miles older plus the American Express platinum card holder it’s supposed to not be charged"

Cons: "3 hours delay"

Pros: "Had the whole Comfort section to myself!"

Pros: "Quiet, quick, no issues"
Cons: "Slow boarding. Slowest boarding everr. Maybe not enough overhead space, doesn't make sense how there is not enough overhead space while calling zone 2 passengers."

Cons: "Flying into blizzards suck, don’t do it"

Cons: "There is no place to specifically order vegetarian options in booking. Luckily virgin carries extra"

Pros: "Excellent service and upgraded snacks in economy"
Cons: "Nothing"

Pros: "Was initially hoping to fly a US airline but will now look for Aeromexico first. Exceeded my expectations!"
Cons: "The layover in Mexico City was a bit long and the airport was not so great"

Pros: "Too many people, no room for carry-ons, departed almost an hour late."
Cons: "Too many people, no room for carry-ons, departed almost an hour late."

Cons: "waiting on the tarmac for 40 minutes"

Pros: "No hassle, no drama, very smooth."
Cons: "The blueberries were rather bland."

Pros: "All I need to say."

Pros: "it was great experience"

Pros: "Comfort and boarding"
Cons: "Delay and food"

Pros: "It was my husband's birthday and the stewardess (red dress, long brown hair) went out of her way to make him feel special by bringing champagne, cookies and even chocolate once we were getting off the plane. I was very touched."
Cons: "The guy next to me was kind of smelly but was very nice."

Pros: "Very smooth"

Cons: "Asked for hot tea but what I got was barely tepid."

Pros: "Excellent trip. Provided ample food snacks and drinks."

Cons: "The attendents only served one round of beverages in Comfort Plus."

Pros: "Individual screen and USB port"
Cons: "No issues that could be controlled I.e. Person in seat in front for mine leaning way ......"

Pros: "Painless"
Cons: "Price of food"

Cons: "Boarding took too long - full plane and double seat booking changed 10 minutes early estimate to 20 minutes late"

Pros: "All restroom floors were wet. I have seen this in others 767's too. Is this a 767 phenomenon"

Pros: "On time"

Cons: "half-broken screen, couldn't access anything on the left side"

Pros: "Plane was a newer one, clean, and the stewards were nice."
Cons: "New seating was terrible. The seats are so jammed together that my knees were pushed up into the seat in front. How can anyone be comfortable with this kind of seating arrangements?"

Pros: "On time"

Pros: "lie flat seats and linens were very comfortable"

Pros: "I liked the price and that it was a direct flight"
Cons: "Everyone was moved around a lot to try to social distance so I was closer to more people than I would have been on a regular flight."

Pros: "The crew was very nice,,"
Cons: "Im not sure, everything was just so nice,, more chatting mabye talkin more,,"

Pros: "Space Seating Hospitality"
Cons: "Maybe complementary snacks"

Pros: "On time"
Cons: "Seats could recline"

Pros: "Love Allegiant!"

Pros: "Direct flight was very nice. Took off on time and arrived slightly early. Flight crew was friendly and efficient."
Cons: "Baggage check not staffed until 2 hrs before flight and then it's a 20-30 minute wait to check a bag. Seats were uncomfortable, but tolerable for 2 hrs."

Pros: "Crew was friendly and helpful"
Cons: "Offer at least water at no charge."

Pros: "The crew was very nice."
Cons: "The AC was broken - only the front half of the plane was getting it. The back half was very hot."

Pros: "the crew was very welcoming. and the boarding process was fast."
Cons: "the seats are not comfortable. however I can understand because of the price."

Cons: "Check in."

Pros: "Crew was really nice! Flight was quick and easy"

Pros: "The plane didnt crash :) Friendly attendants."
Cons: "NO WIFI. Flights are delayed often, what looked like a brand spanking new plane had the most uncomfortable seats ever, felt like sitting on wood in the exit row. You get what you pay for though."

Cons: "The seats were a bit cramped but I suppose most are these days"

Pros: "Affordable but no free water or snax"
Cons: "Cheap feeling seat. Thin plastic shells packed tightly together. But hey- its cheap!"

Pros: "People"
Cons: "Extra fees"

Cons: "my Luggage did not make it to Reno."

Pros: "Made it home safely."
Cons: "Waited on tarmac 2.5 hrs. Then plane delayed 10 hours. Then waited on tarmac 2 more hours. Horrible first experience flying with Allegiant."

Cons: "Flight was delayed 6 hours."

Pros: "Nothing"
Cons: "The $17.00 i paid to insure the flight was not honored. I had some health issues and needed to cancel. I was then told that the airline I chose through your site, won’t honor it. I am furious and am owed my refund."

Pros: "I have never experienced this before. You stand in line to get a tag for your bag. Then you stand in line to check your bag. Then you stand in a Disney style HUGE line just to get to the escalator to take you to the second floor so you can go through security. Thank goodness for TSA precheck! That line was long but not very long like the other line."

Pros: "Crew was friendly, seats were very tight. Have to pay for water."

Pros: "Nice having assigned seat. Boarding pass can be obtained through mobile app."
Cons: "Seats do not recline, so not real comfortable."

Pros: "Like the small airport quick boarding!"
Cons: "Not lots of leg room, no reclining seats, bummer everything costs extra even water. But ok for price"

Pros: "The staff and crew are extremely polite and focused on good service."
Cons: "The seats on the Allegiant MD-80 don't recline AND the space between one row and the next is EXTREMELY tight. Much tighter than I have seen in an airline in a while."

Cons: "Boarding process"

Pros: "The staff is always helpful and flights are comfortable."

Pros: "Love the ticket price, but charging $44 for a carry-on? C'mon man! Added charges that were worth it? Priority boarding: $15, Exit row seating: $25 Also be advised that all food & drink is for purchase and must be purchased with debit or credit card - absolutely no cash."

Pros: "Cost of tickets, airport locations-and more convenient travel utilizing smaller airports."
Cons: "Baggage fees are outrageous, no complimentary amenities or refreshments. Flight attendants were rude in asking parties to return to assigned seats, while there were several completely open rows towards the back, (no obvious or explained reason aside from "assigned ticket seats" that they should remain empty. Families or companions could have traveled together- seemed unnecessary to prevent this, only gain noticed was Flight attendants satisfaction at denying seat relocation."

Cons: "Both original and 2nd plane had malfunctions which caused extensive delays and doubled boarding time"

Pros: "The plane was clean"
Cons: "You have to pay to choose your seat, to have more than one carry on bag (literally of any size!!), and for any food. Nothing is complimentary. The seats don't lean back at all. No headrest adjustment for any sort of comfort. The seats are hard. We had a 30 min. Delay for some reason we were not made aware of and no apology was made. No Tv's or even a pocket in the seat-back in front of you. Basically if you can fly anything else other than this airline you are probably better off. Delta is basically the exact opposite of this airline and even American does way more. If I can help it I will never use this airline again."

Pros: "Although we were late to our gate, the Allegiant staff made sure that we were able to board our plane on time."

Pros: "Flew 2 different legs with Allegiant, both of which were delayed for maintenance stuff. 2nd leg, we sat in the plane for an hour waiting for a maintenance guy, so my wife went to the bathroom. No toilet paper! When my wife asked about it, she was told "we won't be getting toilet paper for this flight." Inexpensive is one thing, but...dear lord!"

Pros: "More room in seats. Low prices Nice staff."
Cons: "NO DRINKS!! not even water is complementary!! NO SNACKS!! Not even pretzels!! WOW! You have to pay for your carry ons. You have to pay for your checked bag ($50!) You are only allowed 40# in your checked in without an additional fee."

Pros: "Considering the fare was advertised between $350 and $700 with other carriers on Kayak, I took this one for $179, roundtrip, direct from LAX to Grand Junction."
Cons: "When the crew runs to get coffee in the terminal, make sure to do the same. I brought some snacks, but wish I had brought coffee. The man next to me kept creeping into my space which was incredibly annoying, but it was a relatively quick flight. Beats the two day drive from L.A. to Colorado."

Cons: "Worst plane trip. I am a bigger girl, and I could not even buckle my seat belt due to the size of the chair. I have never had this issue on any other plane flight. It was incredibly noisy, and rough ride. I will not travel again."

Pros: "The price."
Cons: "The customer service. The plane breaking down and causing a 2 hour delay. The lack of compassion from the flight crew. The fact that the seats don't recline. The fact that our baggage was $222 one way."

Cons: "I didn't like how the air was turned off before we were allowed to leave the plane. It made it difficult to breathe with my asthma."

Cons: "Seats were very uncomfortable"

Pros: "Flight crew was very kind"
Cons: "The security crew made me go through security twice and made my girlfriend and 15 month old daughter stand while they searched her bag"

Pros: "Crew was amazing & child friendly."

Pros: "Nothing"
Cons: "Everything"

Pros: "Flight attendants were very kind."

Pros: "Staff was extremely helpful and friendly. Plane was very clean and more spacious than any other airline coach seats. We departed on time and arrived 15 minutes early at our destination. Flight price was hundreds of dollars cheaper and the only airline which offered non-stop service from nyc to Knoxville, TN."
Cons: "Honestly i have no complaints."

Pros: "Staff was wonderful!!"

Pros: "Didn't have any problems. Flight was on time departing and returning and non-stop."
Cons: "When I booked my flight, the website didn't give me an option of whether I had a carry-on or checked bag."

Pros: "It was cheap and was no different than other flights I have taken."
Cons: "Their station at the airport didn't open until about an hour before my flight."

Pros: "I liked the price. Crew was very efficient getting everyone on board. Flight was on time. Your crew for the most part was very attentive. I fly between Albuquerque and LAX at least 2x a month. This was my first time with your airline. I am definitely going to use you again."
Cons: "A couple times staff was a bit inattentive. The elder lady in my row spilled her drink all over - on the tray and her lap. I had to ask 3x to get a napkin or something to help her clean it up. After the 3rd time she responded she was getting something but it was after she talked to someone and got a bottle of water for herself. It was unfortunate but overall I found your crew very nice and helpful."

Pros: "Finally this flight was on time."
Cons: "The usual Allegiant gate fluctuations and haphazard boarding process."

Pros: "Nothing!"
Cons: "Check in line was LONG, flight decided to depart early, they wouldn't let my kid on the plane, and I had to pay another $75 to get her another ticket to catch a next day flight. ABSOLUTE WORST AIRLINES and WILL NEVER USE AGAIN!!"

Pros: "The price was great, the speed of boarding was pretty fast, and the snacks were decent - and my too expensive."
Cons: "The seats were very cramped and close together, and there was no on flight entertainment like TV or radio, nor was there any wifi."

Read more about Delta
COVID-19 information

Safety measures for airlines flying from California to Chicago Midway Airport

Airlines flying from California to Chicago Midway Airport have enacted additional safety measures and adjusted policies to better accommodate travelers. Policies vary by airline.

Heightened sanitation

Daily cleaning, installation of cabin HEPA filters on flights from California to Chicago Midway Airport

Mandatory masks

Masks required on board, masks provided on flights from California to Chicago Midway Airport

Social distancing seating

Middle seats unavailable to book on flights from California to Chicago Midway Airport

Pre-flight testing

Testing for antibodies, testing for symptoms for flights from California to Chicago Midway Airport

Book cheap flights from California to Chicago Midway Airport

Recent round-trip flight deals

5/12
Wed
1 stop
Delta
7h 41m
SFO - MDW
5/18
Tue
1 stop
Delta
8h 04m
MDW - SFO
5/11
Tue
1 stop
Delta
9h 00m
SNA - MDW
5/24
Mon
1 stop
Delta
8h 00m
MDW - SNA
6/4
Fri
1 stop
Delta
8h 25m
SAN - MDW
6/19
Sat
1 stop
Delta
11h 01m
MDW - SAN
5/13
Thu
1 stop
Delta
6h 48m
LAX - MDW
5/22
Sat
1 stop
Delta
10h 55m
MDW - LAX
5/11
Tue
2 stops
Delta
12h 54m
SNA - MDW
5/24
Mon
1 stop
Delta
8h 00m
MDW - SNA
5/18
Tue
2 stops
Delta
11h 43m
OAK - MDW
5/25
Tue
2 stops
Delta
13h 34m
MDW - OAK
5/11
Tue
2 stops
Delta
12h 54m
SNA - MDW
5/22
Sat
2 stops
Delta
10h 57m
MDW - SNA
5/14
Fri
1 stop
Delta
8h 53m
SNA - MDW
5/20
Thu
1 stop
Delta
10h 38m
MDW - SNA
5/26
Wed
1 stop
Delta
10h 42m
LAX - MDW
6/7
Mon
1 stop
Delta
6h 47m
MDW - LAX
5/17
Mon
1 stop
Delta
9h 37m
SFO - MDW
5/22
Sat
1 stop
Delta
8h 04m
MDW - SFO
4/28
Wed
1 stop
Delta
9h 09m
LAX - MDW
5/1
Sat
1 stop
Delta
11h 30m
MDW - LAX
5/14
Fri
2 stops
Delta
12h 54m
SNA - MDW
5/20
Thu
1 stop
Delta
10h 38m
MDW - SNA
5/14
Fri
2 stops
Delta
12h 54m
SNA - MDW
5/22
Sat
2 stops
Delta
10h 57m
MDW - SNA
6/9
Wed
1 stop
Delta
7h 41m
SFO - MDW
6/14
Mon
1 stop
Delta
7h 05m
MDW - SFO
5/8
Sat
1 stop
Delta
9h 00m
SNA - MDW
5/10
Mon
1 stop
Delta
10h 38m
MDW - SNA
5/14
Fri
1 stop
Delta
8h 53m
SNA - MDW
5/21
Fri
1 stop
Delta
8h 00m
MDW - SNA
5/11
Tue
2 stops
Multiple Airlines
34h 17m
LAX - MDW
5/16
Sun
2 stops
Multiple Airlines
32h 48m
MDW - LAX
5/18
Tue
2 stops
Multiple Airlines
34h 17m
LAX - MDW
5/24
Mon
3 stops
Multiple Airlines
31h 42m
MDW - LAX
5/6
Thu
2 stops
Multiple Airlines
18h 44m
ONT - MDW
5/9
Sun
3 stops
Multiple Airlines
49h 03m
MDW - ONT
5/6
Thu
2 stops
Multiple Airlines
18h 44m
ONT - MDW
5/9
Sun
3 stops
Multiple Airlines
23h 54m
MDW - ONT
Show more results

Recent one-way flight deals

5/27
Thu
1 stop
Delta
8h 08m
SAN - MDW
5/13
Thu
1 stop
Delta
9h 09m
LAX - MDW
5/18
Tue
1 stop
Delta
8h 05m
SFO - MDW
5/18
Tue
1 stop
Delta
8h 24m
SNA - MDW
5/29
Sat
2 stops
Delta
12h 54m
SNA - MDW
5/18
Tue
2 stops
Delta
11h 43m
OAK - MDW
5/15
Sat
1 stop
Delta
9h 41m
LAX - MDW
5/29
Sat
1 stop
Delta
10h 56m
SNA - MDW
5/26
Wed
1 stop
Delta
6h 29m
LAX - MDW
5/18
Tue
2 stops
Multiple Airlines
46h 46m
LAX - MDW
5/11
Tue
2 stops
Multiple Airlines
34h 17m
LAX - MDW
5/18
Tue
2 stops
Multiple Airlines
45h 33m
ONT - MDW
5/4
Tue
2 stops
Multiple Airlines
39h 26m
SNA - MDW
5/11
Tue
2 stops
Multiple Airlines
45h 32m
ONT - MDW
5/2
Sun
2 stops
Multiple Airlines
18h 53m
LAX - MDW
5/18
Tue
2 stops
Multiple Airlines
34h 07m
SFO - MDW
4/29
Thu
2 stops
Allegiant Air
23h 02m
SNA - MDW
5/2
Sun
2 stops
Allegiant Air
23h 10m
SAN - MDW
5/2
Sun
2 stops
Allegiant Air
18h 05m
OAK - MDW
6/6
Sun
2 stops
Allegiant Air
24h 59m
SAN - MDW
Show more results
-
1
  • Round-trip
  • One-way
  • Multi-city
  • Trip Builder
  • Economy
  • Premium Economy
  • Business
  • First
  • Multiple
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First
Economy
  • Economy
  • Premium Economy
  • Business
  • First