$297 Find Cheap Flights from Chile to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Chicago departing on 4/24. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago

 
These are the airlines KAYAK users have selected most often from within our search results for flights to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results for flights to Chicago, as well as popular online travel agencies
Travelers love KAYAK
41 299 237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$532
Overall average: $612
Multiple Airlines
Wed 4/15Fri 5/8
SCL - ORD • 2 stops
Cheapest one-way
$297
Typical prices: $334-$525
Multiple Airlines
Fri 4/24
SCL - ORD • 2 stops
When to travel
April
Cheapest • 30% price drop
April
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Chicago!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Chile to Chicago

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chile to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chile to Chicago

Wed, Apr 15 - Fri, May 8
Multiple Airlines Logo
4:41 am - 9:17 pm
SCL
-
ORD
41h 36m
2 stops
Multiple Airlines Logo
11:20 pm - 2:15 pm
ORD
-
SCL
13h 55m
1 stop
$532Multiple Airlines
Wed, Apr 15 - Tue, Apr 21
Multiple Airlines Logo
4:41 am - 9:17 pm
SCL
-
ORD
41h 36m
2 stops
Multiple Airlines Logo
11:20 pm - 2:15 pm
ORD
-
SCL
13h 55m
1 stop
$536Multiple Airlines
Wed, Apr 15 - Mon, Apr 20
Multiple Airlines Logo
8:20 pm - 11:59 pm
SCL
-
ORD
28h 39m
2 stops
Multiple Airlines Logo
7:15 pm - 1:30 pm
ORD
-
SCL
41h 15m
2 stops
$553Multiple Airlines
Thu, Apr 16 - Sun, May 3
Multiple Airlines Logo
5:01 am - 11:27 am
SCL
-
ORD
31h 26m
2 stops
Multiple Airlines Logo
11:20 pm - 2:15 pm
ORD
-
SCL
13h 55m
1 stop
$555Multiple Airlines
Tue, Apr 14 - Mon, Apr 27
LATAM Airlines Logo
10:55 pm - 5:41 pm
SCL
-
ORD
19h 46m
1 stop
LATAM Airlines Logo
2:25 pm - 6:55 am
ORD
-
SCL
15h 30m
2 stops
$567LATAM Airlines
Wed, Apr 15 - Fri, May 8
Delta Logo
8:40 pm - 12:07 pm
SCL
-
MDW
16h 27m
1 stop
Delta Logo
10:46 am - 5:35 am
MDW
-
SCL
17h 49m
2 stops
$578Delta
Tue, Mar 24 - Mon, Mar 30
LATAM Airlines Logo
10:25 pm - 9:56 am
SCL
-
MDW
13h 31m
1 stop
LATAM Airlines Logo
12:47 pm - 8:15 am
MDW
-
SCL
17h 28m
1 stop
$585LATAM Airlines
Wed, Apr 22 - Sun, Apr 26
LATAM Airlines Logo
4:30 pm - 10:28 pm
SCL
-
MDW
30h 58m
2 stops
LATAM Airlines Logo
5:21 pm - 2:05 pm
MDW
-
SCL
19h 44m
2 stops
$587LATAM Airlines
Tue, Mar 24 - Mon, Mar 30
LATAM Airlines Logo
10:25 pm - 9:56 am
SCL
-
MDW
13h 31m
1 stop
LATAM Airlines Logo
12:47 pm - 8:15 am
MDW
-
SCL
17h 28m
1 stop
$590LATAM Airlines
Tue, Jun 2 - Sun, Jun 14
Delta Logo
8:40 pm - 12:42 pm
SCL
-
MDW
17h 02m
2 stops
Delta Logo
5:25 pm - 7:15 am
MDW
-
SCL
12h 50m
1 stop
$614Delta
Booking Insights

KAYAK's insights & trends for flights to Chicago

Get data-powered insights and trends for flights to Chicago to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly to Chicago?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights to Chicago, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights to Chicago is April, where tickets cost $512 on average for one-way flights. On the other hand, the most expensive months are January and July, where the average cost of tickets from Chile is $1,118 and $801 respectively. For return trips, the best month to travel is April with an average price of $512.

How far in advance should I book a flight to Chicago?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights to Chicago, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price, you should book around 0 weeks before departure. For the absolute cheapest price, our data suggests you should book 27 days before departure.

Which is the cheapest airport to fly into in Chicago?

Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Chicago is Chicago Greater Rockford Airport, with an average flight price of $134.

Good to know

Low seasonJanuary
Cheapest flight$297
Best time to beat the crowds but there is an average 52% increase in price.
Most popular time to fly and prices are also 31% lower on average.
Flight from Santiago to Chicago O'Hare Airport

FAQs - booking Chicago flights

  • Which Chicago airport is closest to central Chicago?

    There are 3 airports in Chicago. The closest airport to Chicago’s city center is Chicago Midway Airport (9 miles). Chicago O'Hare Airport and Chicago Greater Rockford are respectively 16 miles and 79 miles from the center of Chicago.

  • How does KAYAK find such low prices on flights to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • How many direct flights to Chicago are there each week?

    Each week there are around 12,579 direct flights from within Chile to Chicago. The most common day for departures is Sunday, with 17% of flights taking off on this day.

Top tips for finding cheap flights to Chicago

  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Chicago flight deals.

Reviews of the top 4 airlines serving from Chile to Chicago

 
See real verified KAYAK customer reviews for airlines flying to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from Chile to Chicago. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with to Chicago? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
DeltaOverall score based on 8172 reviews
7.8Entertainment
8.5Crew
8.1Boarding
7.2Food
7.9Comfort
Airline reviews

The flight was great as well as the airline staff

10.0 ExcellentPatty, Feb 2026
TPA - ATL
Read more Delta reviews

The flight was great as well as the airline staff

First class and monitors weren’t working for mine & my husbands. Eventually fixed, but quite annoyed as we bought first class. Also, No foot rests.

Prior to takeoff, the pilot told us there was a possibility of not being able to land and going to Portland. Well that happened, we took off and then did 8 loops around Spokane before the pilot told us we ran out of fuel and had to go to Portland. So for a 35 minute flight we have now been on the plane for 3 hours (boarded at 6:50 am and landed in Portland at 10:30). Then, we just sat in Portland's airport with no updates of when we can start heading back. All of a sudden, our pilots and crew just left, leaving us stranded in a different city and state. We continued to sit in Portland until we finally got a new crew assigned and boarded the plane (This was from 10:30-2). We then sat on the plane for an additional hour before take off because they had to count us multiple times. We finally landed in Spokane at 3:55 PM. So a flight that should have taken at max an hour took us 10 hours and we missed the majority of the recruiting event we went for.

It was delayed but other than that it was great.

Got on the plane and sat there for an hour before departure.

Second flight in a row where the entertainment system is broken. 5 hour long flight with no entertainment and flight attendants did not seem interested in resolving the matter. Very shocked to be treated this poorly considering I paid for a first class experience and have Diamond Medallion status.

They double booked seats, the gate staff changed my ticket as I was boarding she went over to the computer and changed it without telling me. She messed up an entire three row section for me and others. Other travelers were outraged but the gate staff were so rude, so condescending saying it wasn't their problem to solve. I would rate this a zero if I could. Will not fly Delta again I'll stick with United and American.

Comfort seating was on the tight side. Maybe it was a smaller plane(?)

I didn't take this flight. I changed the flight. Why am I getting surveys and notifications on flights that I change. Seems like a defect with Kayak.

Delta One is extraordinary. I fly business when somebody hires me. I just wonder why there is such a chasm between business class and the insanely inhumane and nonsensical coach. The seats are not large enough to fit even my tiny wife. We fly 10% of what we did because we don’t want to pay 5-10 k but for $400 it’s unbearable. It seems like the accountants took over and made stupid decisions. Screw in 20 extra seats and make it so unbearable that people fly 90% less. Just put the damn price up and put some proper chairs in. But business, yay.

Latam wouldn’t tell me how much checked luggage would until I was at the airport and they charged me the highest price possible. Besides that, it was okay.

Comfort in exit seat was excellent. FLight crew and flight were excellent. However exit seat tray table was broken so could not use it. Entertainment monitor did not work at all despite attempts to reset it.

I booked a flight through Kayak to Brazil I have traveled to Brazil several times before Kayak Delta or LATAM never mentioned during the booking or in the pre flight process that the visa requirements to visit Brazil have changed earlier this year. I was unaware of this change and as such never got a visa and was unable to fly from JFK to Sao Paulo Add to this that Delta allowed me to fly from Boston to JFK which they should not have as I didn’t have a visa. It has been a terrible experience and a huge loss of money

Wish the seats were a little more comfortable.. it was a 6 hrs nonstop trip. But the crew was courteous and w a smile

I like this airline a lot no problems at all, except being forced to check a carry-on bag ., Overall very good airline

Poor, the airline was not able to help me move flights.

we were missing our luggage, trying to find someone to have any empathy was pretty much not happening....

The plane broke down at the Lima stopover and they offered to put me on a flight the be t day but I had to be back in LA that morning and so I had to buy another ticket from Avianca and United for $2k I asked LATAM for compensation and received none. Very bad experience

Poor handling of carry on luggage. We had a 8 hour stop in Santiago, are over 70 and, in spite of paying full fare they wanted to send carry on to luggage hold. No empathy. We had to show that several group 4/5 passengers were not sending their carry ons before they finally let Is keep them. Very poor .

The flight was late. Please do not delay next time.

A lot things happened in this trip.The fly should be less stress.

There should be a warning regarding the quality of the aircraft on the website as we reserve the tickets. There was no TV or any type of screen onboard. The wifi they offer is good for nothing. Traveling 9 hours straight with kids and no type of entetainment was horrible. I wish I had been informed prior so I could buy a ticket with another airline. The food was a joke too. A very tiny portion per passenger. They also charged $100 per checked bag. With United I used to pay $60. So, fair to say that I wont be flying Copa anymore. Their aircraft was super old, outdated, no entertainment, with nearly no onboard food.

Very strict carry on rules meant most of the plane had to gate check their luggage. As is often the case had things that were broken because of this, but I appreciated not being charged to gate check. Otherwise good flight and great crew once on the plane

Some of the Air hostesses are not that friendly. Need improvement

I liked the meatloaf the chicken was awful but the plane was on time and got there and the staff was nice.

They were super friendly bumped me up to exit row free of charge, All flight legs were on time

As always, Copa Airlines is great to fly on. The flights are always on time, the staff are pleasant and helpful and it's always a wonderful flying experience.

We had a great flight just wished they had a tv so we can see a movie that would of made my trip excellent.

horrible service, food was an embarrassment, no charging for cellphones, stay away

the food served was an embarrassment. No connection for charging the cellphone... What a crappy airline.

Horrible experience with Avianca, they delayed their flight and when we arrived to NYC, AVIANCA took 1 hr y 30 mins to park the airplane and all passenger get off the plane, it made me lost all my trains to get back home and I came back to my place at 3 am instead of 12 am. On the top of that their plane seat are so uncomfortable and is not enough space and killed my legs and knees, Avianca used to be good when it was a Colombian company, now after Brasilian company bought them, their service quality is bad and their flights are delayed and oversold.

It was delayed and I lost my connection flight to Cali and I missed my Mom's funeral

only a bag of chips and a bottle of water in business class was served

We found the chairs to be really uncomfortable. It’s also really unacceptable that no form of food or drink is included in a 6+ hour flight

The flight attendant smashed her beverage cart into my knee, causing significant amount of pain. The seats were extremely uncomfortable. No food or drink is offered unless you want to pay the ridiculous prices for it. The schedule of flying in the overnight hours is also very uncomfortable.

Last seat of Bussines Class it does recline but passenger seating behind kept pushing since they did not have space once my seat was reclined

I handed in my suitcase in perfect condition at SAL Airport. And in MIA Airport I received it with one corner broken and the wheels bent.

I like the crew members they're very friendly. Clean plane. The flight was on time. I dont like the comfort my car seat its better that the plane seats. They charge for everything. This airline was very good. Now it's a low cost airline

I had to go to the boarding counter for them to enter my return flight as it’s not with Avianca. There was a long queue as there were lots of people being called to the counter.

6 hour flight and have to pay for everything 100 dollars to add a carry-on bag is insane

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
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Everything you need to know for your flight to Chicago

Cabin class types available on flights to Chicago

Cabin classes available on flights to Chicago. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.