LAX - MDW

$82 Find Cheap Flights from Los Angeles to Chicago Midway Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Los Angeles to Midway departing on 8/30. 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

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

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Los Angeles to Chicago, 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 Los Angeles to Chicago, as well as popular online travel agencies
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Cheap Flights from Los Angeles to Midway (LAX-MDW)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Los Angeles to Midway 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 Los Angeles to Midway

Thu, Aug 21 - Mon, Aug 25
Southwest Logo
3:10 pm - 9:05 pmLAX-MDW
3h 55mnonstop
Southwest Logo
9:20 pm - 11:40 pmMDW-LAX
4h 20mnonstop
$163Southwest
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Tue, Aug 26 - Sat, Aug 30
Southwest Logo
4:40 pm - 10:40 pmLAX-MDW
4h 00mnonstop
Southwest Logo
8:50 pm - 11:10 pmMDW-LAX
4h 20mnonstop
$164Southwest
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Thu, Aug 21 - Mon, Aug 25
Southwest Logo
3:10 pm - 9:05 pmLAX-MDW
3h 55mnonstop
Southwest Logo
8:30 am - 12:20 pmMDW-LAX
5h 50m1 stop
$168Southwest
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Fri, Oct 17 - Mon, Oct 20
Southwest Logo
11:00 pm - 5:00 amLAX-MDW
4h 00mnonstop
Southwest Logo
9:35 pm - 12:05 amMDW-LAX
4h 30mnonstop
$170Southwest
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Thu, Aug 21 - Tue, Aug 26
Southwest Logo
3:10 pm - 9:05 pmLAX-MDW
3h 55mnonstop
Southwest Logo
5:40 pm - 8:00 pmMDW-LAX
4h 20mnonstop
$171Southwest
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Tue, Aug 12 - Thu, Aug 14
Southwest Logo
5:20 am - 1:55 pmLAX-MDW
6h 35m1 stop
Southwest Logo
9:20 pm - 11:40 pmMDW-LAX
4h 20mnonstop
$173Southwest
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Thu, Sep 4 - Mon, Sep 8
Southwest Logo
2:45 pm - 10:20 pmLAX-MDW
5h 35m1 stop
Southwest Logo
8:00 am - 12:40 pmMDW-LAX
6h 40m1 stop
$174Southwest
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Fri, Aug 22 - Mon, Aug 25
Southwest Logo
3:10 pm - 9:05 pmLAX-MDW
3h 55mnonstop
Southwest Logo
8:30 am - 12:20 pmMDW-LAX
5h 50m1 stop
$175Southwest
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Fri, Oct 31 - Mon, Nov 3
Frontier Logo
12:21 pm - 10:38 pmLAX-MDW
8h 17m1 stop
Frontier Logo
6:15 am - 12:23 pmMDW-LAX
8h 08m1 stop
$184Frontier
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Fri, Aug 22 - Sun, Aug 24
Frontier Logo
12:36 pm - 12:24 amLAX-MDW
9h 48m1 stop
Frontier Logo
6:15 am - 12:07 pmMDW-LAX
7h 52m1 stop
$193Frontier
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KAYAK's insights & trends for Los Angeles to Midway flights

Get data-powered insights and trends into flights from Los Angeles to Midway to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Los Angeles to Chicago Midway Airport?

What’s the cheapest day of the week to fly from Los Angeles to Chicago Midway Airport?

The average price of all round-trip flights from Los Angeles to Chicago Midway Airport clicked on KAYAK for each day over the last 12 months.

Your flight ticket price will generally be cheaper if you fly to Chicago Midway Airport on a Tuesday and more expensive on a Sunday. On your return trip to Los Angeles, you should consider flying back on a Tuesday, and avoid Sundays for better deals.

What is the cheapest month to fly from Los Angeles to Chicago Midway Airport?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Los Angeles to Chicago Midway Airport, 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 Los Angeles to Chicago Midway Airport is January, where tickets cost $268 (return) on average. On the other hand, the most expensive months are December and June, where the average cost of round-trip tickets is $404 and $381 respectively.

Can I save money by flying with a layover from Los Angeles to Chicago Midway Airport?

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 $299, prices are generally cheapest when you fly direct.

How far in advance should I book a flight from Los Angeles to Chicago Midway Airport?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Los Angeles to Chicago Midway Airport, 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 Los Angeles to Chicago Midway Airport, you should book around 3 weeks before departure. For the absolute cheapest price, our data suggests you should book 15 weeks before departure.

Good to know

Low seasonFebruary
High seasonJuly
Cheapest flight$82
Best time to beat the crowds with an average 17% drop in price.
Most popular time to fly and prices are also 4% lower on average.
Flight from Los Angeles to Chicago Midway Airport

When to book flights from Los Angeles to Midway

Are your dates flexible? Find out the best times to travel from Los Angeles to Midway based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Los Angeles to Chicago Midway Airport flights

  • Which other nearby cities are served by the Chicago Midway International Airport?

    Chicago Midway International Airport (MDW) provides easy access to other destinations in the neighborhood, which you can visit once you land from Los Angeles International Airport (LAX) flight. To this end, if you plan to visit Grayslake, Chesterton, Lindenhurst, Algonquin, Minooka, or Wauconda, you must first land at MDW before connecting there by road.

  • Which are the most popular connecting routes between Los Angeles (LAX) and Chicago Midway (MDW)?

    Southwest Airlines and Delta Air Lines offer connecting flights between Los Angeles International Airport (LAX) and Chicago Midway International Airport (MDW). Popular layover cities include Dallas (DAL), San Jose (SJC), and Atlanta (ATL). It's important to note that connecting routes can vary based on the airline's flight schedules, seasonal changes, and other factors.

  • Where can I relax at Los Angeles (LAX) while waiting for my flight to Chicago Midway (MDW)?

    Yes, Los Angeles International Airport (LAX) offers several lounges for passengers to relax and enjoy various amenities before their flights (LAX) to Chicago Midway (MDW). For example, American Airlines operates Admirals Club lounges at LAX in Terminal 4 and Terminal 5. On the other hand, United Airlines has United Club lounges in Terminal 7 and Terminal 8, while Delta Air Lines operates a Delta Sky Club in Terminal 2.

  • Which airlines offer family services on trips between Los Angeles (LAX) and Chicago (MDW)?

    Various airlines offer family services on trips between Los Angeles International Airport (LAX) and Chicago Midway International Airport (MDW). If you are flying aboard Southwest Airlines, remember that the carrier allows families to board and select seats together. Still, the airline offers a “Family Boarding” line for families with young children.

  • What is the cheapest flight from Los Angeles to Chicago Midway Airport?

    In the last 3 days, the lowest price for a flight from Los Angeles to Chicago Midway Airport was $82 for a one-way ticket and $163 for a round-trip.

  • Do I need a passport to fly between Los Angeles and Chicago Midway Airport?

    A passport is not required to fly from Los Angeles to Chicago Midway Airport.

  • Which airlines offer Wi-Fi service onboard planes from Los Angeles to Chicago Midway Airport?

    All the following airlines offer inflight Wi-Fi service on the Los Angeles to Chicago Midway Airport flight route: American Airlines, JetBlue, Alaska Airlines, Hawaiian Airlines, Delta, and Aeromexico.

  • Which aircraft models fly most regularly from Los Angeles to Chicago Midway Airport?

    The Airbus A321neo is the aircraft model that flies most regularly on the Los Angeles to Chicago Midway Airport flight route.

  • On which days can I fly direct from Los Angeles to Chicago Midway Airport?

    There are nonstop flights from Los Angeles to Chicago Midway Airport on a daily basis.

  • Which is the best airline for flights from Los Angeles to Chicago, Southwest or Frontier?

    The two airlines most popular with KAYAK users for flights from Los Angeles to Chicago are Southwest and Frontier. With an average price for the route of $352 and an overall rating of 8.0, Southwest is the most popular choice. Frontier is also a great choice for the route, with an average price of $260 and an overall rating of 5.9.

  • How does KAYAK find such low prices on flights from Los Angeles to Chicago Midway Airport?

    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 Los Angeles to Chicago Midway Airport.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport from Los Angeles 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 Los Angeles to Chicago Midway Airport?

    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 Chicago Midway Airport with an airline and back to Los Angeles with another airline. Booking your flights between Los Angeles and MDW can sometimes prove cheaper using this method.

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

    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 Chicago Midway Airport from Los Angeles up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Los Angeles to Chicago Midway Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $177 or less one-way and $261 or less round-trip.
  • Los Angeles International Airport (LAX) is a hub for Delta Air Lines, American Airlines, Alaska Airlines, and United. Los Angeles is also a focus city for Southwest Airlines, Qantas, Allegiant Air, and Air New Zealand. These airlines provide many of their flights to Chicago Midway (MDW), thus giving travelers increased flexibility when planning their trips.
  • Flights between Los Angeles International Airport (LAX) and Chicago Midway International Airport (MDW) are typically operated by low-cost carriers such as Southwest Airlines, which has a different seating system than traditional seat upgrades found in full-service airlines. Southwest Airlines operates on an open seating policy, where passengers are not assigned specific seats but are given a boarding group and position instead.
  • Southwest Airlines allows small, domesticated dogs and cats to travel with their owners in the cabin on select flights from Los Angeles International Airport (LAX) to Chicago Midway International Airport (MDW). Furthermore, the pet and carrier combined must not exceed the dimensions of 18.5” x 8.5” x 13.5”. The weight limit for the pet and carrier is 20 lbs.
  • Various carriers have different hand luggage limits between Los Angeles International Airport (LAX) and Chicago Midway International Airport (MDW). Suppose you are flying aboard Southwest Airlines. In that case, the carrier does not have a specified weight restriction for carry-on items. However, the bag’s dimensions must not exceed 10 × 16 × 24 in.
  • All airlines between Los Angeles International Airport (LAX) and Chicago Midway International Airport (MDW) provide wheelchair assistance for passengers with mobility limitations. This service is available from check-in to the boarding gate and from the aircraft to the designated pick-up area upon arrival. Airlines typically have trained staff or dedicated contractors who can provide wheelchair assistance.

Prefer to fly direct from Los Angeles to Chicago Midway Airport?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Los Angeles to Chicago Midway.
Find which airlines fly direct from Los Angeles Airport to Chicago Midway Airport, which days they fly and book direct flights.

Direct departures

Los Angeles to Chicago Midway

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Direct returns

Chicago Midway to Los Angeles

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

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Sunday

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See more direct flights

Reviews of the top 5 airlines serving from Los Angeles to Midway

 
See real verified KAYAK customer reviews for airlines flying from Los Angeles to Chicago. 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 Los Angeles to Midway? 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 4250 reviews
8.0Comfort
8.1Boarding
7.0Food
8.6Crew
7.6Entertainment
Airline reviews

Delayed flight. Nicest crew member was a SW pilot flying seated next to me who kindly move to seat the final passenger. Flight extra delayed. My cup of refreshment of ginger ale was so packed with ice it was literally 2 sips.

4.0 OkayTraci, Jun 2025OAK - SEA
Read more Southwest reviews

Delayed flight. Nicest crew member was a SW pilot flying seated next to me who kindly move to seat the final passenger. Flight extra delayed. My cup of refreshment of ginger ale was so packed with ice it was literally 2 sips.

No trays in our seats, we sat in first row, purchased a business class fare. Had to hold our drinks and snack in our hands. No plugs for our cell phones. Had to pay for it a drink cocktail each. Seats so uncomfortable.

Flight wasn’t even full, but too many carry-ons caused us to run out of bin space. New bag fee has folks who would usually check their bags carrying on. Watching Southwest morph into Spirit/Frontier is so sad to watch

Everything was on time. I was disappointed by the front section female, African American flight attendant. I did not see her name tag or would have identified by name not race. As passengers moved to the bathroom early in flight, she would say with a disdainful tone “I have to say the seat belt light is on” then go back to her book. Better trained flight attendants say something like be careful the seat belt light is on.

Southwest is Southwest. No frills. If you're luck enough to get a happy crew (we did), then it makes for a nicer flight.

It was a perfect flight in all aspects! Both legs!

Great flight, 47 passengers on a 180 seat plane. Stewardess was pleasant and cheerful.

I liked the crew member who gave flight instructions on "in case of a problem:. The seats are so small that only a young teenager could sit in middle seat.

Great flight staff. Ease of boarding. Overall, very uneventful and easy trip.

Flight was awfully bumpy and landing was a bit jolting. I was in the restroom when snacks and drinks were served and was not asked if i wanted any. I had to ask for water finally.

My husband upgraded our seats and I don't know if it was due to the type of planet was or if they didn't upgrade our seats. We were supposed to be in I believe comfort seats and they were just as tight as any other seat- no leg room and we are very tall people but at least it wasn't extremely cold. My husband did put in a complaint about our seating because he paid extra and if we would have known that the space and the tightness would have been the same, we just would have gotten the emergency row emergency row seats that we normally get. We love Delta but both our flights coming home we're not good. Oh I forgot to mention that on our flight to Hawaii our luggage wheels got broke and we had to purse new luggage on vacation then we never had this problem so we didn't know protocol and reported it after we got home only for them to tell is we only had 24hrs to report the damage. Not sure what was going on with Delta this vacation trip.

Crew was excellent. Comfort seats not as nice as other kinds of planes.

It was a great flight and the stewards and stewardess were all kind and accommodating!! The seats were comfortable and entertainment screen excellent!

There are 4 flights in consecutive gates with about the same departure time. Two flights were boarding at the same time. One was delayed or boarding would be happening at the same time. I am not sure what Delta and LAX need to do to have a better layout at the end of Terminal 2

There was a security issue at the airport and we were unable to land. We circled endlessly and then landed at another airfield for fuel. We then circled the airport again, almost landed but didn’t fully touch down before circling again. I am thankful to the crew for keeping us safe- the issue was the airline and staff at the airport getting us seats on our connecting flights. That part was hours of searching for someone and getting in double my steps.

Most aspects were good however if they assign boarding zones they ought to enforce them or why bother? My luggage from SAN-JFK-MAD was lost in NY so I without my main bag for two days upon arrival in Spain. They were helpful in tracking it and eventually delivered it to my hotel. The flub was because of a delay upon arrival in NYC. I had booked 2 1/2 hours between flights but we had to hold on the taxiway for an hour after landing while waiting for a clear gate which likely caused the baggage error.

Excellent flight, the planes were newer, they did a nice job with boarding, great service overall.

It would be nice if was given wires ear buds. Overall was a good experience was able to sleep on the plane

737-800 in first class was pretty dumpy. Seat had an uncomfortable angle, storage under the seat was blocked so even my very modest backpack didn't fit, power outlet was flaky. Weird tiny seat pockets that couldn't hold a gallon ziploc bag, emesis bag missing, etc. etc. No in-flight service due to turbulence. Crew was excellent, boarding was smooth despite a full flight.

Delta flight was on time, seats were comfortable, and crew was nice.

Overall it was good. I missed my connection but I was put on another flight.

Overall a very poor experience - booked premium economy tickets but due to last minute flight delays , all my itinery went for a toss and had to fly economy class with no access to lounge or any compensation by united airlines to make up for the flight delays . i had expected better experience than that from united.

it was so bad. I tried to board my flight from vancouver to saskatoon. And to my surprise they did not board me cause the flight was changed and no email was send to me. and on my boarding pass which i got from seattle says different flight. I did not knew anyone from Vancouver, air canada crew was rude, i asked for today flight but they were rude and i had early morning dental appointment in saskatoon. I was so much in pain and my whole day is wasted today. and i suffered alot. They did provide me hotel but they did not provide me any food. I am really really disappointed first time had so bad experience with air canada. I may think twice to book it again. If i can get any reply or any composition that would be great. Thanks

It was fine, definitely older planes with no charging or anything. There’s no entertainment set up on board, but it is nice that they allow you to access the in flight entertainment from your phone without having to pay for the Wi-Fi and they do offer free texting.

The food was the worst I’ve had on any flight I’ve ever been on.

I liked that the flight was nonstop from ORD to CIU for $200 round trip.

While the staff was pleasant and helpful, the following observations are for your awareness. There was some delay on the tarmac on take off and landing. The paid lunch/food offerings were limited. Entertainment was only available on WiFi at a cost.

The first flight was better in terms of the aircraft.

Smooth flight. Boarding was chaotic. Could not hear the gate agent over the intercom. People were lined up in the wrong lines. Groups one and two were told to board through line one and group 3 through line 2. All very confusing. Once in the air, the flight was smooth. There was no entertainment option on this aircraft, even though it was a larger aircraft.

The gate was too far away for the connecting flight

First off, i received an e-mail to allow me to check in for our flight. I folllowed the link, when it came to the seat selection, I was unable to select any "free" seats ( meaning without any additional charge) because everything was " unavailable". My Husband and I were ttavelling with our 3 children hence, i wanted to be assured that we were all seated next to each other. I tried 3 times and everytime I click the selection it said " error loading". What the system wants is for me to buy the seats ( anywhere from $25 to $50 dollars each passenger) like I did on our flight bound to L.A. I called customer service and the guy was unhelpful all he kept repeating was to come really early at the airport and we will be assigned seats there. Imagine my anxiety!!! Spirit says they are a budget airline but they are actually the opposite!! And just before our flight, the flight attendant KEPT announcing/ selling the seats that were not purchased for a cheaper price!! Like it was a bidding/ bargaining game! This was our first and last time to fly Spirit.

Too many time late and postponed No electrical power for my electric devices

Spirit is by far the worst airline to travel with, period. Seats are cardboard, flight attendants need anger management and if you ask for water, you’re basically a criminal. I don’t care how much it costs but I will travel with an airline who actually cares about their customers. Oh and one more thing, the next time your gate agent puts his foot on someone’s baggage's scale, I hope they get what’s coming next, a viral video of your scams. You suck Spirit, do better.

I mean, it’s Spirit. But it was frustrating to have our flight canceled, get bumped to a later flight, and then Spirit was unwilling to check our bag until 4 hours before our flight… tell us we could not sit in the waiting area’s chairs… and really negative experience getting checked in and dropping the bag.

terrible service, no room for a dog underfoot, a broken chair that is impossible to sit on and all this costs a lot of money

It was fast but uncomfortable seats. Had to pay a bit extra not sure why? Maybe in selection of all my 4 tix together ? Just knew I had a balance before getting boarding pass online when departing from satx ? And flight was delayed..

Seats are uncomfortable and too close together. Also, you missed my connection in Vegas on the way back and I ended up sleeping in the airport, flying back to Burbank instead of LAX and I got home 12 hours late.

Non-professional acting crew, Very uncomfortable seats…!! Very bad pricing with all the add-ons for seat choice, luggage fees, etc….soon you’ll charge extra for oxygen. The ticket price means Nothing because in the end, the actual amount i paid, i could have and will in the future continue to fly on a real airline…

With this price, I shouldn't complain on anything. I understand I have to pay for every services they provide. The plane could smell a little better. Advise them to use frebeeze to freshen up the interior a little bit.

Terrible. 1st and last flight on Spirit. Check in process was a nightmare. Despite arriving 1.6 hours before flight we had to be pulled from the ridiculously long line to “self check” our bags which took 10 min and required assistance. Seats are very uncomfortable , don’t move, no pockets, no entertainment, no wifi Basically like taking a time capsule back to the 70s. No thank you.

We were delayed three times ,and that destroyed my plans, and reservations

Cancelled flight after I arrived at airport after 75 min drive and parking. Next flight was 4 days in the future. Had to scramble and buy a much more expensive flight on another carrier.

I liked the turn-style feature at gate 209B at LAX. Very efficient process. The gate staff also made several, clearly directed announcements so I felt very informed.

The crew was delayed because they came on another flight that was delayed due to weather 10pm flight left at 1.30 am The airline made no effort to align alternate crew

The seats were awful, hard plastic covered in sheet vinyl. The airline tries to scam you into paying extra to get seat together when the flight wasn’t full. They were going to separate a family with young children but my wife who had a row to herself gave up her seat so the young mom could be with her young boys. I’m never giving this airline my money again.

It was a short flight so no food or entertainment….

Frontier had yet another flight cancellation. Have never made a complete round trip with this airline without at least one leg getting cancelled. Miserable flights - dirty, uncomfortable planes that apparently always have issues since I've had multiple delays and cancellations with them.

Flight was delayed 3 times, would have been nice to have received text message instead of email notifications. Frontier app wasn’t even updated accordingly, no gate number disclosed. No agent at front desk of gate to inform of delay. Very confused and left if the dark

The flight itself was ok and the pilot was very communicative. However, our flight was delayed for almost 3 hours, the gate was changed 3 times and there was no communication as we were waiting. The flight staff was overall a little crabby...I understand as they probably had a long day but we all did.

They changed the timing , first delayed by 4 hours then went back to 40 mins late, we had to run back to airport to not miss our flight. This is ridiculous

Everything you need to know for your flight from Los Angeles to Midway

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