LAX - MDW

$86 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 3/12. 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, 0 bags

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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41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$165
Overall average: $286
Frontier
Thu 2/12Mon 2/16
LAX - MDW • 2 stops
Cheapest non-stop
$239
Typical prices: $298-$590
Southwest
Wed 3/11Wed 3/11
LAX - MDW • Non-stop
Top airlines
Southwest
Cheapest • from $258 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to book
3 weeks
in advance
Our data shows that travelers who book at least 3 weeks in advance save around 41% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
September
Cheapest • 17% price drop
July
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Midway!
Flight Deals
Booking Insights
Flight Deals

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, Feb 12 - Mon, Feb 16
Frontier Logo
9:16 pm - 1:53 pm
LAX
-
MDW
14h 37m
2 stops
Frontier Logo
8:58 pm - 3:45 pm
MDW
-
LAX
20h 47m
1 stop
$165Frontier
Fri, Feb 13 - Mon, Feb 16
Frontier Logo
12:56 pm - 11:41 pm
LAX
-
MDW
8h 45m
1 stop
Frontier Logo
8:58 pm - 3:45 pm
MDW
-
LAX
20h 47m
1 stop
$167Frontier
Thu, Mar 5 - Wed, Mar 11
Frontier Logo
9:21 pm - 10:41 pm
LAX
-
MDW
23h 20m
1 stop
Frontier Logo
11:25 am - 12:17 am
MDW
-
LAX
14h 52m
2 stops
$169Frontier
Thu, Feb 5 - Fri, Feb 20
Frontier Logo
8:57 pm - 3:58 pm
LAX
-
MDW
17h 01m
1 stop
Frontier Logo
6:48 pm - 12:30 am
MDW
-
LAX
31h 42m
2 stops
$170Frontier
Thu, Feb 19 - Sun, Feb 22
Frontier Logo
6:20 am - 9:12 pm
LAX
-
MDW
12h 52m
2 stops
Frontier Logo
3:21 pm - 7:06 am
MDW
-
LAX
17h 45m
1 stop
$171Frontier
Wed, Feb 25 - Sat, Feb 28
Multiple Airlines Logo
2:51 pm - 9:12 pm
LAX
-
MDW
28h 21m
1 stop
Multiple Airlines Logo
9:15 am - 5:40 pm
MDW
-
LAX
10h 25m
1 stop
$173Multiple Airlines
Thu, Feb 12 - Sun, Feb 22
Frontier Logo
9:21 pm - 8:00 pm
LAX
-
MDW
20h 39m
1 stop
Frontier Logo
3:21 pm - 7:06 am
MDW
-
LAX
17h 45m
1 stop
$175Frontier
Fri, Feb 20 - Mon, Mar 2
Frontier Logo
7:47 pm - 3:19 pm
LAX
-
MDW
17h 32m
1 stop
Frontier Logo
7:25 pm - 3:45 pm
MDW
-
LAX
22h 20m
1 stop
$176Frontier
Thu, Mar 5 - Mon, Mar 9
Frontier Logo
9:21 pm - 10:41 pm
LAX
-
MDW
23h 20m
1 stop
Frontier Logo
2:16 pm - 9:30 pm
MDW
-
LAX
9h 14m
1 stop
$178Frontier
Thu, Feb 19 - Sun, Feb 22
Multiple Airlines Logo
1:05 am - 1:53 pm
LAX
-
MDW
10h 48m
1 stop
Multiple Airlines Logo
3:21 pm - 7:06 am
MDW
-
LAX
17h 45m
1 stop
$179Multiple Airlines
Booking Insights

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.

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 Saturday 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 September, where tickets cost $281 (return) on average. On the other hand, the most expensive months are December and June, where the average cost of round-trip tickets is $445 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.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $345 on average.

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, which saves you about 41% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 7 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$86
Best time to beat the crowds but there is an average 11% increase 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 $86 for a one-way ticket and $165 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?

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

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

    The Boeing 737 MAX 8 is the aircraft model that flies most regularly on the Los Angeles to Chicago Midway Airport flight route.

  • Which airline alliances offer flights from Los Angeles to Chicago Midway Airport?

    Star Alliance, and SkyTeam are the airline alliances operating flights between Los Angeles and Chicago Midway Airport, with Star Alliance being the most commonly used for this 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 Delta?

    The two airlines most popular with KAYAK users for flights from Los Angeles to Chicago are Southwest and Delta. With an average price for the route of $348 and an overall rating of 8.0, Southwest is the most popular choice. Delta is also a great choice for the route, with an average price of $338 and an overall rating of 7.9.

  • 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 $206 or less one-way and $348 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

Southwest

Sunday

Southwest

Southwest

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 4261 reviews
7.5Entertainment
8.1Boarding
8.6Crew
8.0Comfort
7.0Food
Airline reviews

The seats were comfortable, and the boarding process was pretty smooth.

10.0 ExcellentJohn, Jan 2026
BWI - MDW
Read more Southwest reviews

The seats were comfortable, and the boarding process was pretty smooth.

3 hour delay. Had to change plans and was still delayed.

We got exit row seats both flights. Everything was running on time

The boarding and seat assignment system no longer works for me, but I know it is being replaced. Otherwise, I am good with the overall experience.

The lead steward kept singing about "San Francisco" and hotel California---more annoying than humorous....needs work. Flight was smooth and on time.

San Diego airport is brand new, spacious, airy and very smooth checkin at SW baggage drop.

It was rough. The staff was unprofessional, the choice of on board drinks terrible, it was cramped in space at every airport, they always ran out of overhead bin space so they pressured people to check bags for free or we couldn’t leave on the plane— so I did check my bag to help, and they nearly lost my bag. My bag did not arrive on the luggage belt, another man on my flight and I had to waste our time going to the baggage office to search for our bags. I would only fly southwest again if it was my last choice. Also, my flights were consistently delayed over and over again— at one point they straight up told us we were waiting for the pilot to arrive.

Crew could have been friendlier, maybe I'm spoiled by SW crews. In flight wifi was good. Would be nice to have more food offerings on a 4 plus hour flight

Ever since Southwest starting charging for bags, passengers don't want to pay to check their bags, so the gate agents have to beg people to check their roller bags now because there's "not enough space". This was a terrible business move by Southwest.

Sacrament staff are always polite and helpful. Airport is easy to maneuver and boarding is straightforward.

Delta’s staff is unmatched. From the gate agents, to the pilots, to the flight attendants… all top of the industry.

The flight was delayed for about 2 hrs. Other than it, it was good.

I am extremely disappointed that delta internal pilot manuals now refer to the Gulf of Mexico as the “gulf of America”. You can bow down to the Orange turd on your own. I will never fly delta again

No lunch on a x-country flight scheduled for 10:50 am departure, arrived 5+ hrs later. That requires a black box label before you pay for the tickets. Worst, when I checked in online, it's specifically said that lunch was served on his flight for economy Plus passengers.

Our flight from SFO to MSP was right on time on 11/15/2025. No delays. As we approached MSP at about 8 pm, we circled in the air until 8:40 pm so I don't call that efficient for MSP. I think the captain should announce the delay and why. (as if we all don't know that we are just circling around the area, slowing down, speeding up, slowing down.) Thank you. Marilyn Fischer

Staff were friendly and happy. Delta could make sure passengers that don't have the app know of changes. Without Kayak I would not have known about the change of gate or the delay. Kayak was faster to notify me.

The flight used a B767 with a very old interior from before 2014. The entertainment system did not work at all during the flight despite attempts to reset the system. It was like they flew this route just to be competitive.

Delayed flight (1hour) plus a long layover after an overnight flight with no backup plane available.

Cramped seating for me. Luckily it wasn’t a long flight

Flight delayed for two and half hours and then canceled altogether due to mechanical issues. No mechanic onsite to fix so had to send one from LAX.

It was great with United overall except for two things. 1) It was a 5-hour flight and we were with kids, so we were asking for extra snacks. They were extremely reticent to dole them out even though there wasn't any meal and the kids were starting to hit their limit towards the end. 2) Baggage didn't arrive until 80 minutes after we landed.

Perfect flight. Smooth flight. Arrived 20 minutes early at destination. Excellent service.

The flights were on time which was great give. It was holiday travel season and there’d been some weather issues. The only complaint and this is every time with United is the terrible seat design. The head rest is not built for comfort and having my neck bent forward for a cross country trip reminded me while I try not to take United flights as a rule.

I’m so sorry, I can’t remember her name, I believe it was Dimpti. She was stellar, also a mature Asian flight attendant, lots of flowers in her hair, just as amazing! But literally the crew was AWESOME . Only downside is there weren’t any charging outlets. Maybe I needed to ask a flight attendant , but it would’ve been nice to have one easily accessible.

Everything was absolutely wonderful from check in to baggage claim. Staff was very professional and sweet. Will definitely recommend United to family and friends.

They did the one thing that really matters - got to Chicago early.

The flight was on time. I generally don’t drink or eat on short flights and the seats were good and the flight attendants were friendly. That’s all I expect

It was nice to have gotten up upgraded to first class with a meal on a three hour flight

Very bad! They kept delaying my flight and wouldn’t do anything about it

Door to door, the crew and staff were amazing. It was a stressful travel day with delays, but they were focused on customers and doing what they could to get us to our destinations.

A Spirit agent caused me to miss my flight. The company has not responded for request of refund. Stay away from Spirit.

I arrived two hours early, and at 9:20 I was still queuing for security.

Got to LAX at 3:20 am, the counter personnel did not start to check in bags till 3:40 am. I patiently waited at the priority check in line as they started to take people from the general line. After about 15 minutes of waiting, I approached the lady exactly in front of the priority line and asked her if they would be taking people from the priority line or if I would need to switch to waiting in the general line. She responded “yes”, I then asked her yes to what? And she yelled back at me loudly “I SAID YES!” Needless to say, I waited at the end of the line of the general line. I could have been told the priority line would not be called upon and could have queued in the general line ahead of many people that arrived to cue after I did

Terrible they canceled the flight very sheepishly and ended up costing me 1200 dollars and kayak and xcover are doing nothing

No free snacks or drinks. Freezing. Uncomfortable. No plugs or entertainment. If you fly to LA the make you change terminals with a slow bus. Awful trip that took forever. Terrible airline- maybe the worst I’ve ever flown.

Crew are always very angry and dismissive like they seem they are being forced to work. In addition, there was a long line for the bathrooms, and only one was allowed to be used. No reason was given for only one bathroom being available; apparently, the stewardess was more interested in using the jumpseat instead of allowing the customers to use the bathroom.

Vegas is such a quick flight that amenities aren’t the important part, in my opinion. Just get me there efficiently and safely, and that’s exactly what they did!

The flight was severely delayed due to the missing flight attendants.

Flight was cancelled without warning close to flight date. Stuck witha credit has to buy a new ticket from another airline in either to get to location. Email cancelling was lost in mail.

No frills - because you get what you pay for. The crew was amazing!! I had plenty of room to spread out because the flight was half full. Which made it easy to sleep.

It was ok. It was expensive to check 2 bags ($75.00 per bag), and then it took a long time to wait for shuttle to take us from one terminal to the terminal where the plane was taking off at LAX. And all of this for a flight where we had to pay for any food or drink that was not water.

This company socks. It's fraud. They canceled our flight yesterday, and today we were late because of a really long line at the check in bag. At the rebook station, there was ton of people. The workers were all rude. I am gonna make a report to FTC.

When I wanted to check in 3 hours prior to boarding time, the employees mentioned “a little over an hour delay” so I waited for an hour then I went to go look for food in the terminal and most people from that flight were in the same area looking for food. Finally I decided after food to check to see if it’s anytime closer and now it’s 2 mins until boarding closes?! What are you kidding me? I didn’t receive anything via sms about boarding now nor via email or on the intercom. I luckily made it through, barely, and then there’s no room for my carry on mind you I’m in the very first row so I had to place my purse in one further row back and my carry on sections down. Not sure who pays for better seats to get your stuff placed all over the plane but that was the worst experience I’ve ever had flying with anyone.

The single worst check in experience I could imagine. I’ll never do any business with Frontier or any affiliated company

Too many extra fees, uncomfortable, little leg room. Will not recommend this airline.

This airline sucks. They offer low rates then charge you for everything, the app does not work well, the seats are the most uncomfortable. Maintenance issues on the flight, and you still have to sit through their credit card commercials. People are nice enough but does not make up for overall poor experience.

Severe turbulence. Captain never came on to reassure passengers after things settled down.

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.

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

Other airlines flying to Los Angeles

Flight deals from the most popular airlines with KAYAK users flying the route