S$165 Cheap Flights from Los Angeles to Chicago

View S$165 flight on Sat, 23 Aug, 2025Opens in a new window

Popular airlines from Los Angeles Intl. (LAX) to Chicago

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Cheap Flights from Los Angeles to Chicago (LAX-CHI)

Prices were available within the past 7 days and start at S$165 for one-way flights and S$328 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Sat, 16 Aug - Wed, 20 Aug
LAX
Los Angeles
MDW
Chicago
S$328 Return, found 1 day ago
S$328
Return
found 1 day ago
Select Delta flight, departing Sat, 16 Aug from Los Angeles to Chicago, returning Wed, 20 Aug, priced at S$328 found 1 day ago
Delta
Mon, 28 Jul - Wed, 30 Jul
LAX
Los Angeles
ORD
Chicago
S$328 Return, just found
S$328
Return
just found
Select Delta flight, departing Mon, 28 Jul from Los Angeles to Chicago, returning Wed, 30 Jul, priced at S$328 just found
United
Sat, 16 Aug - Wed, 20 Aug
LAX
Los Angeles
ORD
Chicago
S$348 Return, found 10 hours ago
S$348
Return
found 10 hours ago
Select United flight, departing Sat, 16 Aug from Los Angeles to Chicago, returning Wed, 20 Aug, priced at S$348 found 10 hours ago
United
Sun, 7 Sep - Mon, 8 Sep
LAX
Los Angeles
ORD
Chicago
S$359 Return, found 4 days ago
S$359
Return
found 4 days ago
Select United flight, departing Sun, 7 Sep from Los Angeles to Chicago, returning Mon, 8 Sep, priced at S$359 found 4 days ago
Delta
Mon, 28 Jul - Wed, 30 Jul
LAX
Los Angeles
ORD
Chicago
S$362 Return, just found
S$362
Return
just found
Select Delta flight, departing Mon, 28 Jul from Los Angeles to Chicago, returning Wed, 30 Jul, priced at S$362 just found
American Airlines
Sat, 16 Aug - Wed, 20 Aug
LAX
Los Angeles
ORD
Chicago
S$367 Return, found 10 hours ago
S$367
Return
found 10 hours ago
Select American Airlines flight, departing Sat, 16 Aug from Los Angeles to Chicago, returning Wed, 20 Aug, priced at S$367 found 10 hours ago
United
Sat, 16 Aug - Wed, 20 Aug
LAX
Los Angeles
ORD
Chicago
S$367 Return, found 10 hours ago
S$367
Return
found 10 hours ago
Select United flight, departing Sat, 16 Aug from Los Angeles to Chicago, returning Wed, 20 Aug, priced at S$367 found 10 hours ago
United
Mon, 28 Jul - Wed, 30 Jul
LAX
Los Angeles
ORD
Chicago
S$369 Return, just found
S$369
Return
just found
Select United flight, departing Mon, 28 Jul from Los Angeles to Chicago, returning Wed, 30 Jul, priced at S$369 just found
American Airlines
Sat, 16 Aug - Wed, 20 Aug
LAX
Los Angeles
ORD
Chicago
S$374 Return, found 10 hours ago
S$374
Return
found 10 hours ago
Select American Airlines flight, departing Sat, 16 Aug from Los Angeles to Chicago, returning Wed, 20 Aug, priced at S$374 found 10 hours ago
United
Sun, 7 Sep - Mon, 8 Sep
LAX
Los Angeles
ORD
Chicago
S$387 Return, found 4 days ago
S$387
Return
found 4 days ago
Select United flight, departing Sun, 7 Sep from Los Angeles to Chicago, returning Mon, 8 Sep, priced at S$387 found 4 days ago

Find the cheapest month to fly from Los Angeles (LAX) to Chicago (CHI)

February is typically the cheapest month to fly

From S$85 - S$577 per traveller.

Graph displaying average flight prices per month

Los Angeles to Chicago route information
Origin airport
Los Angeles Intl.
Destination airport
Midway Intl.
Return price
S$328
Distance
2795 km

Perfect flights from Los Angeles to Chicago

Your Journey from Los Angeles to Chicago

Start your unforgettable journey with Expedia. Our broad selection of flights from Los Angeles to Chicago caters to every travel need. Whether you're yearning for a romantic escape, a solo adventure, or a cultural immersion, we've got you covered.
 

Choosing Your Ideal Flight

With Expedia, you have access to a wide range of airlines, including Delta, American Airlines, United. Our selection of flights from Los Angeles Intl. to CHI-All Airports caters to every traveler's requirements, ensuring your journey aligns with your schedule. With options from 20 airlines, you're bound to find the perfect flight.
 

Maximizing Value with Los Angeles to Chicago Flights

Experience the joy of finding cheap flights from Los Angeles Intl. to CHI-All Airports that fit your budget. Keep an eye out for our special deals and discounts, and check our flexible one-way fares from S$165 and roundtrip prices from S$328*.
 

Pre-Flight Essentials

Ensure a smooth journey from Los Angeles to Chicago with Expedia. From information about check-in times and in-flight amenities to guidance on baggage policies, we provide all the essentials to prepare you for your flight.
 

Experience the Vibrant Chicago

Picture yourself stepping off the plane in Chicago and immersing yourself in the unique atmosphere of . From local markets to cultural festivals, each city offers its distinct charm. Make the most of your trip by exploring local attractions and indulging in the local cuisine. With Expedia, explore all this and more, tailored to your budget.
 

Added Convenience on Your Los Angeles to Chicago Flight

Traveling with Expedia is more than just a flight. We offer details about in-flight amenities, baggage policies, and more to ensure a smooth and hassle-free journey. Choose from our variety of airlines and embark on a memorable journey from Los Angeles to Chicago.
 

Beyond the Flight – Exploring Chicago

With Expedia, your adventure extends beyond the flight. Explore Chicago at your own pace by renting a car or booking a hotel. Discover hidden gems off the beaten path and create unforgettable memories.
 

Book Your Flight from Los Angeles to Chicago with Confidence

Planning your next great adventure is a breeze with Expedia. Our user-friendly platform, unbeatable prices, and round-the-clock customer support make your travel experience seamless and stress-free. Embark on your journey from Los Angeles to Chicago with confidence. Book your travel arrangements with Expedia today.
 
*Note: Prices may vary based on availability and are subject to change.

Frequently asked questions

How much is a flight from LAX to Chicago, IL (CHI-All Airports)?
The lowest price advertised for a round-trip flight from LAX to Chicago, IL (CHI-All Airports) is S$328. But you better move fast. This figure is based on fares available within the last 7 days on Expedia for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from LAX to Chicago, IL (CHI-All Airports)?
We understand that things crop up unexpectedly, so we've made it as hassle-free as possible for you to cancel your trip online. Just visit the Customer Service Portal and follow the instructions.
How do I find cheap flights from LAX to Chicago, IL (CHI-All Airports) that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for LAX to Chicago, IL (CHI-All Airports) flights, you'll see a "no change fees" filter for you to select.
How far is the flight from Los Angeles Intl. Airport (LAX) to Chicago, IL (CHI-All Airports)?
The flight distance from Los Angeles Intl. Airport (LAX) to Chicago, IL (CHI-All Airports) is 2,700 kilometres. Bring along a drink, a few snacks and an interesting novel to read. Keep yourself entertained and the time will fly by.
Which airlines fly direct from LAX to Chicago, IL (CHI-All Airports)?
Take a look at the deals on offer with these leading carriers and lock in your fare from LAX to Chicago, IL (CHI-All Airports) today:

  • United Airlines - (UA) with 282 monthly flights
  • American Airlines - (AA) with 238 monthly flights
  • Southwest Airlines - (WN) with 104 monthly flights
  • Spirit Airlines - (NK) with 91 monthly flights

Are Los Angeles Intl. Airport (LAX) to Chicago, IL (CHI-All Airports) flight tickets cheaper when they're purchased at the last minute?
Tickets from Los Angeles Intl. Airport (LAX) to Chicago, IL (CHI-All Airports) are available up to a year prior to departure on Expedia. And although you may occasionally nab fantastic last-minute deals, it's never a sure thing. Also, booking your flights ahead of time means you'll have more options --- and you can avoid getting caught in the dreaded middle seat! We're constantly updating our fares to bring you the best bargains, so keep checking in for all the latest specials.

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