
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $187 (Cheapflightsfares) |
One-way from | $104 (Kiwi.com) |
Popular in | January |
Cheapest in | September |
Average price | $370 |
Good round-trip deal | $310 or less |
Good one-way deal | $189 or less |
Fly from
Fly to
Route
Depart
Return
Price
Los AngelesChicago
LAX - MDW
LAXMDW
Los Angeles
Wed 4/22
9:35 pm-8:47 am
1 stop9h 12m
Chicago Midway
Sat 4/25
1:24 pm-6:14 pm
1 stop6h 50m
Los AngelesChicago
LAX - MDW
LAXMDW
Los Angeles
Fri 4/10
11:55 pm-5:50 am
Nonstop3h 55m
Chicago Midway
Sat 4/18
6:45 am-9:10 am
Nonstop4h 25m
Los AngelesChicago
LAX - MDW
LAXMDW
Los Angeles
Thu 3/19
3:50 pm-9:40 pm
Nonstop3h 50m
Chicago Midway
Tue 3/24
9:20 pm-11:55 pm
Nonstop4h 35m
Los AngelesChicago
LAX - ORD
LAXORD
Los Angeles
Sun 4/12
12:15 am-6:20 am
Nonstop4h 05m
Chicago O'Hare Intl
Mon 4/13
6:00 pm-8:37 pm
Nonstop4h 37m
Los AngelesChicago
LAX - MDW
LAXMDW
Los Angeles
Thu 4/16
11:20 pm-8:47 am
1 stop7h 27m
Chicago Midway
Sun 4/19
6:38 pm-11:50 pm
1 stop7h 12m
Los AngelesChicago
LAX - MDW
LAXMDW
Los Angeles
Wed 4/1
9:40 pm-8:53 am
1 stop9h 13m
Chicago Midway
Sun 4/5
9:30 am-4:57 pm
1 stop9h 27m
Los AngelesChicago
LAX - MDW
LAXMDW
Los Angeles
Wed 4/1
8:50 pm-5:00 am
1 stop6h 10m
Chicago Midway
Sun 4/5
6:30 am-9:05 am
Nonstop4h 35m
Los AngelesChicago
LAX - ORD
LAXORD
Los Angeles
Wed 4/22
10:00 am-11:59 pm
2 stops11h 59m
Chicago O'Hare Intl
Sat 4/25
2:13 pm-11:59 pm
1 stop11h 46m
Los AngelesChicago
LAX - MDW
LAXMDW
Los Angeles
Wed 3/11
11:55 pm-5:55 am
Nonstop4h 00m
Chicago Midway
Sat 3/14
9:35 pm-12:10 am
Nonstop4h 35m
Los AngelesChicago
LAX - ORD
LAXORD
Los Angeles
Thu 3/19
4:54 pm-11:00 pm
Nonstop4h 06m
Chicago O'Hare Intl
Mon 3/23
9:15 pm-11:59 pm
Nonstop4h 44m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*2 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star |
Booking 56 days in advance of your planned departure date is, on average, the best time to get cheap flights from Los Angeles to Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
Currently, March is the cheapest month in which you can book a flight from Los Angeles to Chicago (average of $77). Flying from Los Angeles to Chicago in February is currently the most expensive (average of $187). 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.
One of the essential ways to save on airfare from Los Angeles to Chicago is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the morning could potentially save you up to 19% on airfare.
Travelers seeking maximum savings on their Los Angeles to Chicago flight should consider departing on Wednesday mornings when fares are most often at their lowest. Sunday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
The most flights from LAX to CHI are scheduled on a Friday (96 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (54 on average).
About 10% of weekly flights between Los Angeles and Chicago have experienced delays in the past year, with the average delay time being 166 minutes.
Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.
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.
Over the last year, Spirit Airlines have had the lowest number of delays on this route, with just 7% of flights being delayed.
Boarding
Crew
Food
Entertainment
Comfort
Overall
Reviews
William Drew,Nov 2025
SJC - HNL
Boarding
Crew
Food
Entertainment
Comfort
Overall
Reviews
William Drew,Nov 2025
SJC - HNL
Boarding
Crew
Food
Entertainment
Comfort
Overall
Reviews
William Drew,Nov 2025
SJC - HNL
Boarding
Crew
Food
Entertainment
Comfort
Overall
Reviews
William Drew,Nov 2025
SJC - HNL
Boarding
Crew
Food
Entertainment
Comfort
Overall
Reviews
William Drew,Nov 2025
SJC - HNL
Boarding
Crew
Food
Entertainment
Comfort
Overall
Reviews
William Drew,Nov 2025
SJC - HNL
Los Angeles and Chicago are both bustling cities with plenty of things to see and do. While both cities have many similarities, Chicago offers a uniquely Midwestern experience you just can't get on the West Coast. From vibrant neighborhoods to a busy downtown area, Chicago is essentially many smaller towns wrapped up in one large metropolis. You'll find no shortage of things to keep you busy during your stay in Chicago, from improv theaters showcasing up-and-coming comedians to world-class art and history museums. With so much to see and do, you may want to consider staying for a few extra days just to get all of the authentic Chicago experiences checked off of your list.
Los Angeles and Chicago both share a lot in common, but they are defined by their differences. While temperatures in LA are almost always moderate and sunny, Chicago weather is notoriously unpredictable. However, it makes the perfect destination for a summer getaway or a true winter Christmas experience. Chicago is known for its local cuisine, including deep dish pizza and Chicago-style hot dogs, and visits to the local neighborhoods reveal a wide range of international cuisines. Visit Pilsen for its authentic Mexican taquerias or head to Chinatown for its wide range of delicious eateries. The Loop and the surrounding downtown area are home to the Magnificent Mile shopping district, the Art Institute of Chicago, The Goodman Theater and a host of smaller museums and shops. Finish your trip to the Loop with a visit to Millennium Park and a ride on the CTA's "El" elevated train.
If you are planning a trip to the Windy City, use our smart search engine to find the cheapest flights between Los Angeles and Chicago.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$87 | Average$238 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$107 | Average$206 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$130 | Average$294 | FlexibilityNo cancel fee | On-time83% | |
| Cheapest$166 | Average$263 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$179 | Average$364 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$195 | Average$385 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$202 | Average$336 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$218 | Average$367 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$221 | Average$426 | FlexibilityNo cancel fee | On-time75% |