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Cheap Flights from Los Angeles (LAXA) to Chicago Midway (MDW)

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      1. Home
      2. United States
      3. Los Angeles
      4. Chicago Midway

      Compare Los Angeles to Chicago Midway flight deals

      Find the cheapest month or even day of the year to fly to Chicago Midway

      Book the best Chicago Midway fare with no extra fees

      Flight dealsCheapest monthFind the best routeRoute infoFAQsTips and advice

      Flight deals from Los Angeles to Chicago Midway

      Looking for a cheap last-minute deal or the best return flight from Los Angeles to Chicago Midway? Find the lowest prices on one-way and return tickets right here.
      Chicago.£114 per passenger.Departing Fri, 26 Sep, returning Mon, 29 Sep.Return flight with Spirit Airlines and Allegiant Air.Outbound indirect flight with Spirit Airlines, departs from Los Angeles International on Fri, 26 Sep, arriving in Chicago Midway.Inbound indirect flight with Allegiant Air, departs from Chicago Midway on Mon, 29 Sep, arriving in Los Angeles International.Price includes taxes and charges.From £114, select.
      Fri, 26 SepLAX - MDW with Spirit Airlines
      1 stop
      Mon, 29 SepMDW - LAX with Allegiant Air
      1 stop
      from £114
      Chicago.£145 per passenger.Departing Wed, 29 Oct, returning Wed, 5 Nov.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Los Angeles International on Wed, 29 Oct, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Wed, 5 Nov, arriving in Los Angeles International.Price includes taxes and charges.From £145, select.
      Wed, 29 OctLAX - MDW with Southwest Airlines
      Direct
      Wed, 5 NovMDW - LAX with Southwest Airlines
      Direct
      from £145
      Chicago.£145 per passenger.Departing Tue, 30 Sep, returning Tue, 7 Oct.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Los Angeles International on Tue, 30 Sep, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Tue, 7 Oct, arriving in Los Angeles International.Price includes taxes and charges.From £145, select.
      Tue, 30 SepLAX - MDW with Southwest Airlines
      Direct
      Tue, 7 OctMDW - LAX with Southwest Airlines
      Direct
      from £145
      Chicago.£145 per passenger.Departing Tue, 26 Aug, returning Wed, 3 Sep.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Los Angeles International on Tue, 26 Aug, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Wed, 3 Sep, arriving in Los Angeles International.Price includes taxes and charges.From £145, select.
      Tue, 26 AugLAX - MDW with Southwest Airlines
      Direct
      Wed, 3 SepMDW - LAX with Southwest Airlines
      Direct
      from £145
      Chicago.£145 per passenger.Departing Wed, 5 Nov, returning Wed, 12 Nov.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Los Angeles International on Wed, 5 Nov, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Wed, 12 Nov, arriving in Los Angeles International.Price includes taxes and charges.From £145, select.
      Wed, 5 NovLAX - MDW with Southwest Airlines
      Direct
      Wed, 12 NovMDW - LAX with Southwest Airlines
      Direct
      from £145
      Chicago.£145 per passenger.Departing Wed, 1 Oct, returning Tue, 7 Oct.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Los Angeles International on Wed, 1 Oct, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Tue, 7 Oct, arriving in Los Angeles International.Price includes taxes and charges.From £145, select.
      Wed, 1 OctLAX - MDW with Southwest Airlines
      Direct
      Tue, 7 OctMDW - LAX with Southwest Airlines
      Direct
      from £145
      Chicago.£145 per passenger.Departing Sat, 23 Aug, returning Sat, 30 Aug.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Los Angeles International on Sat, 23 Aug, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Sat, 30 Aug, arriving in Los Angeles International.Price includes taxes and charges.From £145, select.
      Sat, 23 AugLAX - MDW with Southwest Airlines
      Direct
      Sat, 30 AugMDW - LAX with Southwest Airlines
      Direct
      from £145
      Chicago.£145 per passenger.Departing Tue, 2 Sep, returning Tue, 9 Sep.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Los Angeles International on Tue, 2 Sep, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Tue, 9 Sep, arriving in Los Angeles International.Price includes taxes and charges.From £145, select.
      Tue, 2 SepLAX - MDW with Southwest Airlines
      Direct
      Tue, 9 SepMDW - LAX with Southwest Airlines
      Direct
      from £145
      How did we find these deals? The deals you see here are the lowest prices for flight tickets from Los Angeles to Chicago Midway found in the last 4 days, and are subject to change and availability.

      Find the cheapest month to fly from Los Angeles to Chicago Midway

      We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Los Angeles to Chicago Midway flights are currently cheapest in September.
      Jul
      from £183
      Aug
      from £145
      Sep
      from £114
      Oct
      from £145
      Nov
      from £145
      Dec
      from £166
      Jan
      from £219
      Feb
      from £362
      Mar
      from £362
      Apr
      from £365
      May
      from £365
      Jun
      from £363

      Direct flights from Los Angeles to Chicago Midway

      Los Angeles to Chicago Midway: Alternative routes

      Compare routes from Los Angeles to Chicago below. You may find an airport to fly into that's cheaper, faster, or easier than Chicago Midway.

      Los Angeles to Chicago: Flight information

      The things to know before you go.
      Cheapest flight found£114
      Cheapest month to flySeptember
      Average flight time3 hrs, 59 mins
      Most popular airlineSouthwest Airlines
      Average flights per week30

      Finding cheap flights from Los Angeles to Chicago Midway: Frequently asked questions

      The best price we found for a return flight from Los Angeles to Chicago Midway is £114. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
      3 hours and 59 minutes is the average flight time from Los Angeles to Chicago Midway.
      Southwest Airlines flies direct from Los Angeles to Chicago Midway.
      As of July 2025, there are 30 flights per week flying from Los Angeles to Chicago Midway.
      The cheapest month to fly from Los Angeles to Chicago Midway is usually September.
      After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Los Angeles to Chicago Midway Airport on Friday, 26 September 2025.
      Yes – the average flight time is 3 hours and 59 minutes.
      We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago Midway but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
      We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.

      Flying from Los Angeles to Chicago Midway International Airport (MDW): What you need to know

      • Start your trip planning by looking up the ideal departure point for your flight from Los Angeles to Chicago Midway International Airport (MDW). Explore the options for leaving from Los Angeles International Airport (LAX) or Van Nuys Airport (VNY), the city's main airports.

      • The average duration of a direct Los Angeles to Chicago Midway International Airport flight is 4 hours.

      • Chicago Midway International Airport is located in Chicago. The city follows the UTC-5 timezone and is two hours ahead of Los Angeles.

      • Los Angeles International Airport (LAX) to Chicago Midway International Airport (MDW) is the most popular route. There are 17 direct flights a week to choose from. If you have things to do before heading off, take the last flight with Southwest Airlines at 11:20pm. Choose the first LAX to MDW departure with Southwest Airlines at 5:10am if you'd rather get going earlier.

      • To ensure you get on your flight from Los Angeles to MDW, allow plenty of time for things like check-in and baggage drop. Turning up two hours before international departures and one hour before domestic flights is the standard rule.

      • With more travellers during peak seasons, it's wise to get to your terminal even earlier. Two hours for domestic flights and up to four for international trips will help you deal with any delays.

      Airports in Los Angeles

      Los Angeles International Airport (LAX)

      • You can hop on a direct flight from Los Angeles to Chicago Midway International Airport (MDW) leaving from Los Angeles International Airport (LAX).

      • You can book a direct flight from Los Angeles to Chicago Midway International Airport with Southwest Airlines. This popular carrier operates departures from LAX.

      • The airline most travellers choose when flying between LAX and MDW is Southwest Airlines.

      • Southwest Airlines ranks as the leading on-time carrier on this route, with 84.39% of services arriving as scheduled.

      • Located around 32 kms (20 miles) from central Los Angeles, LAX can be reached in about 30 minutes by car (depending on traffic). The journey on public transport will take roughly 55 minutes.

      • Catching an early flight from Los Angeles to Chicago Midway International Airport? Avoid the mad dash to the terminal (and enjoy a few extra z's) by picking one of these hotels near Los Angeles International Airport:

        • Sonesta Select Los Angeles LAX El Segundo

        • LAX Stadium Inn - El Segundo/Inglewood

        • Los Angeles Adventurer All Suite Hotel at LAX

      • 81.05% of flights departing from Los Angeles International Airport touch down at their destination on schedule. With its reliable on-time performance, you're unlikely to face delays when taking off from LAX.

      • You'll find LAX at One World Way.

      Van Nuys Airport (VNY)

      • You can arrive at VNY from central Los Angeles in approximately 35 minutes by car, depending on traffic. The ride on public transport takes roughly 1 hour 40 minutes to cover the 32 kms (20 miles) or so.

      • Got a crack-of-dawn departure? Think about staying at one of these accommodation options near Van Nuys Airport the day before your Los Angeles to MDW flight:

        • Best Western Plus Carriage Inn

        • Travel Inn

        • Hometown Inn North Hills

      About Chicago Midway International Airport (MDW)

      • Consider booking a hotel close to MDW if you're catching a late flight from Los Angeles to Chicago Midway International Airport. Pick one of these options and call it a night faster:

        • Holiday Inn Chicago Midway Airport S by IHG

        • Carlton Inn Midway

        • Skylark Motel

      • Get your adventure underway by picking up a Chicago Midway International Airport rental car. Grab a set of wheels from Dollar, Hertz or Budget and experience the lesser-explored corners of Chicago and beyond.

      • To secure the lowest price, reserve your ride around four weeks in advance of your Los Angeles to Chicago Midway International Airport flight.

      • MDW is located at 5700 South Cicero.

      Getting from Chicago Midway International Airport (MDW) to central Chicago

      • Chicago Midway International Airport to central Chicago is around 9 miles. If you're getting a cab or renting a car, do some research to make your trip as easy as possible. Journey times vary depending on traffic conditions and the time of day.

      • If you're travelling by public transport, expect a journey time of about 45 minutes.

      How to find the cheapest flights from Los Angeles to Chicago Midway International Airport (MDW)

      • £57 is currently the best price for a one-way ticket from Los Angeles to Chicago Midway International Airport. A return flight starts from £114. These fares can change depending on availability and demand.

      • Booking in advance is often the key to finding a cheap flight from Los Angeles to MDW. Fares tend to rise as demand increases, so the closer your departure date, the more you'll likely spend.

      • Cheap Los Angeles to Chicago Midway International Airport tickets are easier to find if you're not locked into specific dates. Try using the 'Whole month' tool to compare fares across the month and then fly out on the cheapest day.

      • Stay on top of deals for plane tickets from Los Angeles to MDW by setting up a Price Alert. We'll send you an email or notification through the app when a new discounted fare appears.

      • Find the best deal on a flight from Los Angeles to Chicago Midway International Airport with the help of the filters. Choose your ideal arrival and departure times, number of stops and airlines. You can also sort your results by 'Fastest,' 'Cheapest' or 'Best.'

      The best time to fly from Los Angeles to Chicago Midway International Airport (MDW)

      • May is the quietest month for flights from Los Angeles to Chicago Midway International Airport (MDW), while July is the busiest. Pick the ideal time to visit Chicago based on whether you want a laid-back vibe or a more bustling atmosphere.

      • Lock in a Los Angeles to MDW plane ticket departing in July if you want to experience the city during its warmest month. You can expect temperatures in Chicago to range from 15ºC (59ºF) to 29ºC (84ºF).

      • If you want cooler conditions, look for a cheap ticket from Los Angeles to Chicago Midway International Airport in January when temperatures are between -12ºC (10ºF) and 3ºC (37ºF).

      More about Chicago

      • Start your Chicago trip off on the right foot by choosing the perfect place to stay. After booking your flight from Los Angeles to Chicago Midway International Airport, explore our range of hotels including:

        • Hotel Saint Clair - Magnificent Mile

        • Warwick Allerton Chicago

        • The Whitehall Hotel - BW Premier Collection

      • You'll find loads of awesome things to do in Chicago when you're ready to go sightseeing. Make your way to Millennium Park followed by Lollapalooza and Art Institute of Chicago.

      Explore more of the United States

      • You've done Chicago, now it's time to explore other parts of the United States. Travel about 257 kms (160 miles) south-east to Indianapolis to check off its leading attractions. From 9-11 Memorial to Lucas Oil Stadium and Eiteljorg Museum, you've got a jam-packed schedule ahead.

      • If you want to check out another major stop in the United States, consider Milwaukee, about 137 kms (85 miles) north of Chicago. Richards Duplex Apartments by Frank Lloyd Wright, Miller Park and Milwaukee County Zoo are among its highlights.

      Plan the rest of your trip from Los Angeles to Chicago

      • Car hire from Chicago Midway
      • Hotels in Chicago

      Prices shown on this page are estimated lowest prices only. Found in the last 45 days.

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