Cheap flights from Los Angeles to Chicago from $156

LAX — CHI
13 Nov — 20 Nov1
1 adult
1 adult, Economy, 0 bags
Cheapflights Tip: The best prices from Los Angeles to Chicago are usually found in October or April, booked 79 days in advance, depart on a Tuesday or Monday and return on a Thursday

Cheap flight deals from Los Angeles to Chicago

Enter your travel dates to find the best prices.

Cheapest flights from Los Angeles to Chicago

Thu 12/1108:00 -
1 stop6h 55m
Mon 16/1121:15 -
Nonstop4h 40m
Deal found 12/10$296
Thu 12/1122:05 -
1 stop7h 44m
Wed 18/1107:45 -
Nonstop4h 38m
Deal found 13/10$296
Tue 1/1217:59 -
Nonstop4h 00m
Wed 2/1206:40 -
1 stop10h 33m
Deal found 13/10$298
Wed 11/1106:05 -
Nonstop4h 05m
Wed 18/1110:10 -
2 stops7h 45m
Deal found 13/10$304
Thu 12/1119:55 -
1 stop7h 05m
Wed 18/1105:50 -
1 stop6h 15m
Deal found 13/10$311
Tue 1/1217:59 -
Nonstop4h 00m
Mon 7/1207:45 -
Nonstop4h 40m
Deal found 14/10$318
Thu 3/1223:55 -
Nonstop4h 00m
Sun 6/1212:20 -
1 stop6h 05m
Deal found 13/10$319
Thu 3/1216:35 -
1 stop5h 40m
Tue 8/1215:45 -
Nonstop4h 25m
Deal found 13/10$325
Thu 10/1214:25 -
1 stop7h 32m
Tue 15/1207:45 -
Nonstop4h 40m
Deal found 13/10$325
Tue 1/1218:45 -
Nonstop4h 05m
Thu 3/1212:55 -
Nonstop4h 27m
Deal found 13/10$334
Tue 10/1106:25 -
1 stop7h 05m
Tue 17/1115:45 -
Nonstop4h 25m
Deal found 13/10$339
Tue 10/1107:40 -
Nonstop3h 57m
Sun 15/1117:42 -
1 stop8h 13m
Deal found 13/10$339

Find flight deals from Los Angeles to Chicago

Round-trip from

$296

One-way from

$156

Popular in

June

Cheapest in

October

Average price

$452

Good round-trip deal

$482 or less

Good one-way deal

$225 or less
Southwest
  • Southwest
  • 12/11-18/11
  • 1 total stop
  • 11h 20m total
  • Los Angeles to Chicago
Southwest
  • Southwest
  • 11/11-31/12
  • 1 total stop
  • 7h 45m total
  • Los Angeles to Chicago
Highest demand for flights based on searches. 9% potential increase in price ($79 potential increase over avg. return price).
Cheapest flight prices on average. 1% potential price decrease ($12 potential savings vs. average return price).
Average for round-trip flights in October 2026
Price to beat on a round-trip flight from Los Angeles to Chicago (CHI).
Price to beat on a one-way flight from Los Angeles to Chicago (CHI).

Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Los Angeles to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest return flight

Los AngelesChicago

LAX Los Angeles - MDW Chicago Midway

LAXMDW

Los Angeles

Mon 16/11

22:05-09:46

1 stop9h 41m

Chicago Midway

Wed 31/12

00:00-22:00

Nonstop0h 00m

$156

Los AngelesChicago

LAX Los Angeles - MDW Chicago Midway

LAXMDW

Los Angeles

Wed 9/12

06:05-12:10

Nonstop4h 05m

Chicago Midway

Wed 31/12

00:00-22:00

Nonstop0h 00m

$156

Los AngelesChicago

LAX Los Angeles - MDW Chicago Midway

LAXMDW

Los Angeles

Sat 14/11

08:00-16:39

1 stop6h 39m

Chicago Midway

Wed 31/12

00:00-22:00

Nonstop0h 00m

$156
Fastest return journey

Los AngelesChicago

LAX Los Angeles - MDW Chicago Midway

LAXMDW

Los Angeles

Sun 6/12

17:10-23:00

Nonstop3h 50m

Chicago Midway

Wed 31/12

00:00-22:00

Nonstop0h 00m

$156

Los AngelesChicago

LAX Los Angeles - MDW Chicago Midway

LAXMDW

Los Angeles

Thu 12/11

22:05-09:46

1 stop9h 41m

Chicago Midway

Wed 31/12

00:00-22:00

Nonstop0h 00m

$156

Los AngelesChicago

LAX Los Angeles - ORD Chicago O'Hare Intl

LAXORD

Los Angeles

Fri 18/12

11:09-17:15

Nonstop4h 06m

Chicago O'Hare Intl

Wed 31/12

00:00-22:00

Nonstop0h 00m

$156

Los AngelesChicago

LAX Los Angeles - ORD Chicago O'Hare Intl

LAXORD

Los Angeles

Tue 16/2

17:30-23:30

Nonstop4h 00m

Chicago O'Hare Intl

Wed 31/12

00:00-22:00

Nonstop0h 00m

$156

Los AngelesChicago

LAX Los Angeles - MDW Chicago Midway

LAXMDW

Los Angeles

Thu 24/12

20:00-05:45

1 stop7h 45m

Chicago Midway

Wed 31/12

00:00-22:00

Nonstop0h 00m

$170

Los AngelesChicago

LAX Los Angeles - MDW Chicago Midway

LAXMDW

Los Angeles

Fri 25/12

06:00-17:44

1 stop9h 44m

Chicago Midway

Wed 31/12

00:00-22:00

Nonstop0h 00m

$170

Los AngelesChicago

LAX Los Angeles - MDW Chicago Midway

LAXMDW

Los Angeles

Wed 11/11

09:45-18:04

1 stop6h 19m

Chicago Midway

Wed 31/12

00:00-22:00

Nonstop0h 00m

$170

Flights are sorted by cheapest return flights first.

Deals found on 11/10

Showing 1-10 of 42 resultsSorted by cheapest first
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Best time to book a flight from Los Angeles to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Los Angeles with our price prediction graph.
Estimated return price

Cheapflights Insights

Everything you need to know about your flight from Los Angeles to Chicago

What is the cheapest month to book a flight from Los Angeles to Chicago?

Currently, October is the cheapest month in which you can book a flight from Los Angeles to Chicago (average of $455). Flying from Los Angeles to Chicago in June is currently the most expensive (average of $621). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from LAX to CHI?

It’s optimal to fly from Los Angeles to Chicago in the morning. By choosing this option you can save up to 76% on the cost of your flight, compared to a flight at midday.

Weekly flight availability from Los Angeles to Chicago

The most flights from LAX to CHI are scheduled on a Tuesday (143 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (113 on average).

How much does it cost for a return flight from Los Angeles to Chicago?

Airfare is below average for this route at the moment.
Los Angeles to Chicago flights typically cost between $339 and $598 in November.
The cheapest return price found within the last 5 days was $296 on Southwest (12 Nov–18 Nov).

How often are flights from Los Angeles to Chicago delayed?

About 13% of weekly flights between Los Angeles and Chicago have experienced delays in the past year, with the average delay time being 164 minutes.

What is the most punctual flight time for Los Angeles to Chicago flights?

Historically, flights departing at night are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.

What day of the week experiences the fewest flight delays on this route?

Tuesday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.

Which airline has the best punctuality record on Los Angeles to Chicago flights?

Over the past year, United Airlines have had the lowest number of delays on this route, with just 8% of flights being delayed.

How far ahead should I book a flight from Los Angeles to Chicago?

To ensure you get the cheapest price possible for a flight from Los Angeles to Chicago, you should look to book at least 78 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

Related info for your journey

  • What airport do you fly from for flights from Los Angeles to Chicago?

    Los Angeles (LAX), located 15.1 km from the city centre, is the airport you fly out of when you book flights from Los Angeles to Chicago. 1 airline have flights from Los Angeles to Chicago on a regular basis. Booking flights from Los Angeles to Chicago should not be difficult; the airport handles an average of 128 outbound flights to Chicago per day.

  • How long is the flight from Los Angeles to Chicago?

    Departing from Los Angeles to Chicago will take you 4h. Airlines will cover a distance of 2810 km. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

  • What is the cheapest airline to fly from Los Angeles to Chicago round-trip?

    According to our current data, American Airlines ($339), offers the cheapest pricing from Los Angeles to Chicago. Users have found that American Airlines is 35% cheaper than the other options available to this destination.

  • What are the most reliable airlines from Los Angeles to Chicago?

    No one likes to see their flight delayed. When booking a flight from Los Angeles to Chicago consider choosing Atlas Air(100%), China Southern(95%) or Finnair(92%), as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Los Angeles to Chicago?

    The cheapest flight price from Los Angeles to Chicago is $162. On average you can expect to pay $392. The most popular route, (Los Angeles - Chicago O'Hare Intl), can usually be booked for $457.

  • Can I find deals for flights from Los Angeles to Chicago that include hotel bookings?

    Yes. In addition to deals on Los Angeles to Chicago flights, Cheapflights offers holiday packages that include both flights and hotel.

  • How can I find direct flights from Los Angeles to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Los Angeles to Chicago.

  • Can I find deals for business class flights from Los Angeles to Chicago?

    Yes. Cheapflights offers flight deals from Los Angeles to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Los Angeles to Chicago?

    Currently, October is the cheapest month in which you can book a flight from Los Angeles to Chicago (average of $455). Flying from Los Angeles to Chicago in June is currently the most expensive (average of $621). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Alternative routes for Los Angeles to Chicago

Top airline flying from Los Angeles to Chicago

AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$339Average$457FlexibilityNo cancel feeOn-time71%
Search American Airlines flights

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