S$140 Cheap Flights from Los Angeles to Chicago

View S$140 flight on Wed, 12 Nov, 2025Opens in a new window

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

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

Prices were available within the past 7 days and start at S$140 for one-way flights and S$433 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Thu, 25 Dec - Wed, 31 Dec
LAX
Los Angeles
MDW
Chicago
S$433 Return, found 2 days ago
S$433
Return
found 2 days ago
Select Delta flight, departing Thu, 25 Dec from Los Angeles to Chicago, returning Wed, 31 Dec, priced at S$433 found 2 days ago
Delta
Sat, 15 Nov - Sat, 22 Nov
LAX
Los Angeles
MDW
Chicago
S$469 Return, found 5 days ago
S$469
Return
found 5 days ago
Select Delta flight, departing Sat, 15 Nov from Los Angeles to Chicago, returning Sat, 22 Nov, priced at S$469 found 5 days ago
Delta
Thu, 25 Dec - Wed, 31 Dec
LAX
Los Angeles
MDW
Chicago
S$535 Return, found 2 days ago
S$535
Return
found 2 days ago
Select Delta flight, departing Thu, 25 Dec from Los Angeles to Chicago, returning Wed, 31 Dec, priced at S$535 found 2 days ago
Delta
Sat, 15 Nov - Sat, 22 Nov
LAX
Los Angeles
MDW
Chicago
S$543 Return, found 5 days ago
S$543
Return
found 5 days ago
Select Delta flight, departing Sat, 15 Nov from Los Angeles to Chicago, returning Sat, 22 Nov, priced at S$543 found 5 days ago
Delta
Thu, 25 Dec - Wed, 31 Dec
LAX
Los Angeles
MDW
Chicago
S$551 Return, found 2 days ago
S$551
Return
found 2 days ago
Select Delta flight, departing Thu, 25 Dec from Los Angeles to Chicago, returning Wed, 31 Dec, priced at S$551 found 2 days ago
Delta
Thu, 25 Dec - Wed, 31 Dec
LAX
Los Angeles
MDW
Chicago
S$597 Return, found 2 days ago
S$597
Return
found 2 days ago
Select Delta flight, departing Thu, 25 Dec from Los Angeles to Chicago, returning Wed, 31 Dec, priced at S$597 found 2 days ago
Delta
Thu, 25 Dec - Wed, 31 Dec
LAX
Los Angeles
MDW
Chicago
S$652 Return, found 2 days ago
S$652
Return
found 2 days ago
Select Delta flight, departing Thu, 25 Dec from Los Angeles to Chicago, returning Wed, 31 Dec, priced at S$652 found 2 days ago
Delta
Thu, 25 Dec - Wed, 31 Dec
LAX
Los Angeles
MDW
Chicago
S$714 Return, found 2 days ago
S$714
Return
found 2 days ago
Select Delta flight, departing Thu, 25 Dec from Los Angeles to Chicago, returning Wed, 31 Dec, priced at S$714 found 2 days ago
Delta
Thu, 25 Dec - Wed, 31 Dec
LAX
Los Angeles
MDW
Chicago
S$763 Return, found 2 days ago
S$763
Return
found 2 days ago
Select Delta flight, departing Thu, 25 Dec from Los Angeles to Chicago, returning Wed, 31 Dec, priced at S$763 found 2 days ago
Delta
Thu, 25 Dec - Wed, 31 Dec
LAX
Los Angeles
MDW
Chicago
S$769 Return, found 2 days ago
S$769
Return
found 2 days ago
Select Delta flight, departing Thu, 25 Dec from Los Angeles to Chicago, returning Wed, 31 Dec, priced at S$769 found 2 days ago

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

January is typically the cheapest month to fly

From S$152 - S$519 per traveller.

Frequently asked questions

How much is a flight from Los Angeles Intl. Airport (LAX) to Midway Airport?
The lowest price advertised for a round-trip journey between LAX and Midway Intl. Airport (MDW) is S$433. But you better act fast. This price 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 Midway Airport?
The majority of flights can be cancelled online, but each airline has different terms and conditions. If you do have to cancel your flight, check out our Customer Service Portal and follow the instructions.
How do I find cheap flights from Los Angeles Intl. Airport (LAX) to Chicago Airport 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 Midway Intl. Airport (MDW) flights, you'll see a "no change fees" filter for you to select.
How far is the flight from LAX to Midway Intl. Airport (MDW)?
The flight distance between Los Angeles Intl. Airport (LAX) and Midway Intl. Airport (MDW) is 2,800 kilometres. Listen to your favourite tunes or read a good book and the trip will zip by.
Which airlines fly direct from Los Angeles Intl. Airport (LAX) to MDW?
If you want to fly straight from Los Angeles Intl. Airport (LAX) to Midway Airport, Southwest Airlines (WN) is a great option. It operates 104 flights every month between Los Angeles and Chicago.
Are LAX to Midway Intl. Airport (MDW) flight tickets cheaper when they're purchased at the last minute?
Late planners can occasionally nab a bargain, with some of the cheapest fares from Los Angeles Intl. Airport (LAX) to Midway Airport arising a few weeks before the departure date. If you'd rather book ahead, Expedia compares and updates the best flight deals continually — as early as a year in advance in some cases. It does depend on the carrier though, as not all airlines release prices so far in advance.

Travel information

Travel information

Origin airport
Los Angeles Intl.
Destination airport
Midway Intl.
Airlines serving
Delta
Return price
S$432
Distance
2795 km
Average flight time
6 hours 33 mins

Book with confidence

Book with confidence

Perfect flights from Los Angeles to Chicago

Your Journey from Los Angeles to Chicago

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Choosing Your Ideal Flight

With Expedia, you have access to a wide range of airlines, including Delta. Our selection of flights from Los Angeles Intl. to Midway Intl. 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.
 

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Experience the joy of finding cheap flights from Los Angeles Intl. to Midway Intl. that fit your budget. Keep an eye out for our special deals and discounts, and check our flexible one-way fares from S$140 and roundtrip prices from S$433*.
 

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Book Your Flight from Los Angeles to Chicago with Confidence

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*Note: Prices may vary based on availability and are subject to change.
Perfect flights from Los Angeles to Chicago

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Chicago Airports

Chicago

Los Angeles to O'Hare Intl.
S$279.60
*Available to Expedia members.