Spirit's Big Front Seats offer wider seats and 11 inches more legroom.
Spirit Saver$ Club provides discounts on luggage and seats for frequent flyers.

Most accurate provider | Justfly.com 3 stars |
|---|---|
Most trusted provider | Justfly.com 3 stars |
Round-trip from | $158 (Kiwi.com) |
One-way from | $81 (American Airlines) |
Popular in | November |
Cheapest in | September |
Average price | $338 |
Good round-trip deal | $273 or less |
Good one-way deal | $133 or less |
Fly from
Fly to
Route
Depart
Return
Price
Los AngelesChicago
LAX - MDW
LAXMDW
Los Angeles
Fri 12/12
11:15 pm-5:15 am
Nonstop4h 00m
Chicago Midway
Tue 12/16
8:55 pm-11:25 pm
Nonstop4h 30m
Los AngelesChicago
LAX - ORD
LAXORD
Los Angeles
Mon 12/8
12:25 am-6:19 am
Nonstop3h 54m
Chicago O'Hare Intl
Sat 12/13
1:00 pm-3:30 pm
Nonstop4h 30m
Los AngelesChicago
LAX - ORD
LAXORD
Los Angeles
Sun 12/7
12:25 am-6:19 am
Nonstop3h 54m
Chicago O'Hare Intl
Sat 12/13
6:05 pm-8:46 pm
Nonstop4h 41m
Los AngelesChicago
LAX - MDW
LAXMDW
Los Angeles
Sat 12/6
5:35 am-11:40 am
Nonstop4h 05m
Chicago Midway
Fri 12/12
6:05 pm-8:40 pm
Nonstop4h 35m
Los AngelesChicago
LAX - ORD
LAXORD
Los Angeles
Wed 12/3
12:25 am-6:19 am
Nonstop3h 54m
Chicago O'Hare Intl
Tue 12/9
7:10 am-9:50 am
Nonstop4h 40m
Los AngelesChicago
LAX - ORD
LAXORD
Los Angeles
Thu 12/4
12:25 am-6:19 am
Nonstop3h 54m
Chicago O'Hare Intl
Fri 12/12
6:05 pm-8:40 pm
Nonstop4h 35m
Los AngelesChicago
LAX - MDW
LAXMDW
Los Angeles
Sat 12/6
11:15 pm-5:15 am
Nonstop4h 00m
Chicago Midway
Sun 12/7
9:25 am-12:00 pm
Nonstop4h 35m
Los AngelesChicago
LAX - ORD
LAXORD
Los Angeles
Fri 12/5
12:25 am-6:19 am
Nonstop3h 54m
Chicago O'Hare Intl
Sun 12/7
7:10 am-9:50 am
Nonstop4h 40m
Los AngelesChicago
LAX - MDW
LAXMDW
Los Angeles
Fri 12/12
10:45 am-4:40 pm
Nonstop3h 55m
Chicago Midway
Fri 12/12
6:05 pm-8:40 pm
Nonstop4h 35m
Los AngelesChicago
LAX - MDW
LAXMDW
Los Angeles
Tue 12/2
11:00 pm-5:00 am
Nonstop4h 00m
Chicago Midway
Thu 12/4
4:15 pm-6:40 pm
Nonstop4h 25m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*1 star | |
| Price Accuracy3 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 Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | 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 October is currently the most expensive (average of $147). 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 afternoon could potentially save you up to 36% 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 (114 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (73 on average).
Las Vegas (LAS) – chosen by Cheapflights users on 80% of 1-stop itineraries from Los Angeles to Chicago on Cheapflights.
Las Vegas (LAS) is the most affordable 1-stop option, with an average round-trip price of $160.
Flights via Las Vegas (LAS) have the shortest average one-way travel time for 1-stop routes: 5h 57m.
Flights via Portland (PDX) offer the fastest connection on this route, with an average layover time of 0h 49m.
Comfort
Crew
Boarding
Food
Entertainment
Overall
Reviews
Walter,Aug 2025
OAK - SAN
Comfort
Crew
Boarding
Food
Entertainment
Overall
Reviews
Walter,Aug 2025
OAK - SAN
Comfort
Crew
Boarding
Food
Entertainment
Overall
Reviews
Walter,Aug 2025
OAK - SAN
Comfort
Crew
Boarding
Food
Entertainment
Overall
Reviews
Walter,Aug 2025
OAK - SAN
Comfort
Crew
Boarding
Food
Entertainment
Overall
Reviews
Walter,Aug 2025
OAK - SAN
Comfort
Crew
Boarding
Food
Entertainment
Overall
Reviews
Walter,Aug 2025
OAK - SAN
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$89 | Average$234 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$104 | Average$213 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$130 | Average$330 | FlexibilityNo cancel fee | On-time83% | |
| Cheapest$179 | Average$364 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$200 | Average$330 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$206 | Average$361 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$218 | Average$376 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$221 | Average$408 | FlexibilityNo cancel fee | On-time75% |