Cheap Flights from Los Angeles to Chicago Midway

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

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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.

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 April.

Direct flights from Los Angeles to Chicago Midway

Los Angeles to Chicago: Flight information

The things to know before you go.
Cheapest flight foundج.م.‏ 3,475
Cheapest month to flyApril
Average flight time3 hrs, 57 mins
Most popular airlineSouthwest Airlines
Average flights per week22

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 ج.م.‏ 6,103. 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 57 minutes is the average flight time from Los Angeles to Chicago Midway.
Southwest Airlines flies direct from Los Angeles to Chicago Midway.
As of February 2026, there are 22 flights per week flying from Los Angeles to Chicago Midway.
The cheapest month to fly from Los Angeles to Chicago Midway is usually March.
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 Wednesday, 4 March 2026.
Yes – the average flight time is 3 hours and 57 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 kilometres 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:

  • 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 kilometres 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:

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:

  • 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 14 kilometres. 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)

  • ج.م.‏ 3,475 is currently the best price for a one-way ticket from Los Angeles to Chicago Midway International Airport. A return flight starts from ج.م.‏ 6,103. 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 flight 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 flight 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 to 29ºC.

  • 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 and 3ºC.

More about 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 kilometres 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 kilometres north of Chicago. Richards Duplex Apartments by Frank Lloyd Wright, Miller Park and Milwaukee County Zoo are among its highlights.

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