Popular airlines from Los Angeles Intl. (LAX) to Chicago Midway Airport (MDW)
Southwest AirlinesSouthwest Airlines
DeltaDelta
Frontier AirlinesFrontier Airlines
Today's featured flight deals from Los Angeles Intl. (LAX) to Chicago Midway Airport (MDW)
- Los Angeles (LAX) to Chicago (MDW).Southwest Airlines, nonstop.Departing on Thu, Oct 2 at 5:55pm from Los Angeles, arriving at 11:50pm in Chicago.Returning on Sun, Oct 5 at 10:45pm from Chicago, arriving on Mon, Oct 6 at 7:20am in Los Angeles.Select Southwest Airlines flight departing on Thu, Oct 2 at 5:55pm from Los Angeles, returning on Sun, Oct 5 at 10:45pm from Chicago priced at $30550% less than typical$305
- Los Angeles (LAX) to Chicago (MDW).Southwest Airlines, nonstop.Departing on Sat, Oct 4 at 10:45am from Los Angeles, arriving at 4:50pm in Chicago.Returning on Sat, Oct 11 at 4:30pm from Chicago, arriving at 6:55pm in Los Angeles.Select Southwest Airlines flight departing on Sat, Oct 4 at 10:45am from Los Angeles, returning on Sat, Oct 11 at 4:30pm from Chicago priced at $21955% less than typical$219
- Los Angeles (LAX) to Chicago (MDW).Southwest Airlines, nonstop.Departing on Sat, Oct 11 at 5:55am from Los Angeles, arriving at 12:00pm in Chicago.Returning on Tue, Oct 14 at 9:25pm from Chicago, arriving at 11:55pm in Los Angeles.Select Southwest Airlines flight departing on Sat, Oct 11 at 5:55am from Los Angeles, returning on Tue, Oct 14 at 9:25pm from Chicago priced at $20855% less than typical$208
- Los Angeles (LAX) to Chicago (MDW).Southwest Airlines, nonstop.Departing on Tue, Oct 14 at 11:00pm from Los Angeles, arriving on Wed, Oct 15 at 5:00am in Chicago.Returning on Sat, Oct 18 at 9:00pm from Chicago, arriving at 11:30pm in Los Angeles.Select Southwest Airlines flight departing on Tue, Oct 14 at 11:00pm from Los Angeles, returning on Sat, Oct 18 at 9:00pm from Chicago priced at $19755% less than typical$197
- Los Angeles (LAX) to Chicago (MDW).Southwest Airlines, nonstop.Departing on Fri, Oct 10 at 5:55pm from Los Angeles, arriving at 11:50pm in Chicago.Returning on Tue, Oct 14 at 9:25pm from Chicago, arriving at 11:55pm in Los Angeles.Select Southwest Airlines flight departing on Fri, Oct 10 at 5:55pm from Los Angeles, returning on Tue, Oct 14 at 9:25pm from Chicago priced at $22550% less than typical$225
- Los Angeles (LAX) to Chicago (MDW).Southwest Airlines, nonstop.Departing on Thu, Oct 16 at 6:35am from Los Angeles, arriving at 12:35pm in Chicago.Returning on Sun, Oct 19 at 6:20pm from Chicago, arriving at 8:45pm in Los Angeles.Select Southwest Airlines flight departing on Thu, Oct 16 at 6:35am from Los Angeles, returning on Sun, Oct 19 at 6:20pm from Chicago priced at $23350% less than typical$233
- Los Angeles (LAX) to Chicago (MDW).Southwest Airlines, nonstop.Departing on Fri, Oct 17 at 11:00pm from Los Angeles, arriving on Sat, Oct 18 at 5:00am in Chicago.Returning on Tue, Oct 21 at 7:35am from Chicago, arriving at 10:00am in Los Angeles.Select Southwest Airlines flight departing on Fri, Oct 17 at 11:00pm from Los Angeles, returning on Tue, Oct 21 at 7:35am from Chicago priced at $21550% less than typical$215
- Los Angeles (LAX) to Chicago (MDW).Southwest Airlines, nonstop.Departing on Fri, Oct 24 at 11:00pm from Los Angeles, arriving on Sat, Oct 25 at 5:00am in Chicago.Returning on Tue, Oct 28 at 12:30pm from Chicago, arriving at 2:55pm in Los Angeles.Select Southwest Airlines flight departing on Fri, Oct 24 at 11:00pm from Los Angeles, returning on Tue, Oct 28 at 12:30pm from Chicago priced at $21550% less than typical$215
- Los Angeles (LAX) to Chicago (MDW).Southwest Airlines, nonstop.Departing on Sat, Sep 27 at 11:15pm from Los Angeles, arriving on Sun, Sep 28 at 5:10am in Chicago.Returning on Sat, Oct 4 at 4:30pm from Chicago, arriving at 6:55pm in Los Angeles.Select Southwest Airlines flight departing on Sat, Sep 27 at 11:15pm from Los Angeles, returning on Sat, Oct 4 at 4:30pm from Chicago priced at $24440% less than typical$244
Cheap Flights from Los Angeles to Chicago (LAX-MDW)
Prices were available within the past 7 days and start at $88 for one-way flights and $168 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Find the cheapest month to fly from Los Angeles (LAX) to Chicago (MDW)
October is typically the cheapest month to fly
Alternative airports near Chicago
Prices were available within the past 7 days. Prices and availability are subject to change.
Origin airport | Los Angeles Intl. |
Destination airport | Midway Intl. |
Airlines serving | Delta, Frontier Airlines, Southwest Airlines |
Roundtrip price | $168 |
Distance | 1747 mi |
Average flight time | 6 hours 7 mins |
Los Angeles to Chicago Flights
The cheapest times to fly from Los Angeles to Chicago
On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Los Angeles to Chicago are during the month of January. You can find some of the cheapest flights from Los Angeles to Chicago with Expedia's search tool and vast selection of airlines.
The best time to book a flight from Los Angeles to Chicago
Sunday is one of the best days to book for cheap flights from Los Angeles to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.
How to find cheap round-trip tickets from Los Angeles to Chicago
Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Los Angeles to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $88 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.
Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Los Angeles to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.
You could also save big by booking one of Expedia's vacation packages. Bundling together your Los Angeles to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.
*Terms apply.
Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.
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