$298 Find Cheap Flights from Chicago to Chile

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Chile departing on 12/28. 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

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Flight Deals

Book Cheap Chicago to Chile Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Chile 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 Chicago to Chile

Mon, Jan 12 - Mon, Jan 26
LATAM Airlines Logo
11:21 am - 5:35 am
MDW
-
SCL
15h 14m2 stops
LATAM Airlines Logo
11:10 pm - 9:53 am
SCL
-
MDW
13h 43m1 stop
$655LATAM Airlines
Fri, Jan 16 - Mon, Jan 19
Delta Logo
5:30 am - 7:40 am
ORD
-
SCL
23h 10m1 stop
Delta Logo
9:30 pm - 7:21 pm
SCL
-
ORD
24h 51m1 stop
$655Delta
Sat, Jan 17 - Sat, Jan 24
United Airlines Logo
3:53 pm - 8:50 am
ORD
-
SCL
13h 57m1 stop
United Airlines Logo
10:45 pm - 10:07 am
SCL
-
ORD
14h 22m1 stop
$658United Airlines
Fri, Jan 16 - Mon, Jan 19
Delta Logo
6:50 am - 6:10 am
ORD
-
SCL
20h 20m2 stops
Delta Logo
9:30 pm - 11:56 pm
SCL
-
ORD
29h 26m1 stop
$660Delta
Sun, Jan 18 - Sat, Jan 24
Multiple Airlines Logo
7:35 am - 6:10 am
ORD
-
SCL
19h 35m2 stops
Multiple Airlines Logo
1:35 am - 8:20 pm
SCL
-
ORD
21h 45m1 stop
$661Multiple Airlines
Thu, Mar 26 - Sun, Apr 5
Delta Logo
9:43 am - 5:35 am
ORD
-
SCL
17h 52m2 stops
Delta Logo
11:00 pm - 4:46 pm
SCL
-
ORD
18h 46m2 stops
$669Delta
Fri, May 15 - Sat, May 23
LATAM Airlines Logo
5:25 pm - 7:00 am
MDW
-
SCL
12h 35m1 stop
LATAM Airlines Logo
8:40 pm - 9:51 am
SCL
-
MDW
14h 11m1 stop
$672LATAM Airlines
Sun, Mar 15 - Wed, Mar 25
Copa Airlines Logo
8:34 am - 6:00 am
ORD
-
SCL
19h 26m1 stop
Copa Airlines Logo
1:17 am - 1:31 pm
SCL
-
ORD
14h 14m1 stop
$678Copa Airlines
Wed, Mar 11 - Sat, Mar 21
Avianca Logo
11:20 pm - 3:20 pm
ORD
-
SCL
14h 00m1 stop
Avianca Logo
7:25 am - 9:20 pm
SCL
-
ORD
15h 55m1 stop
$679Avianca
Tue, Jan 13 - Tue, Jan 20
United Airlines Logo
3:53 pm - 8:50 am
ORD
-
SCL
13h 57m1 stop
United Airlines Logo
10:45 pm - 1:00 pm
SCL
-
ORD
17h 15m1 stop
$683United Airlines
Booking Insights

KAYAK's insights & trends for Chicago to Chile flights

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

What is the cheapest month to fly from Chicago to Chile?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to Chile, 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 from Chicago to Chile is September, when tickets cost $665 (return) on average. On the other hand, the most expensive months are December and February, when the average cost of round-trip tickets is $1,131 and $911 respectively.

What’s the cheapest day of the week to fly from Chicago to Chile?

The average price of all round-trip flights from Chicago to Chile clicked on KAYAK for each day over the last 12 months.

Your flight ticket price will generally be cheaper if you fly to Chile on a Tuesday and more expensive on a Saturday. On your return trip to Chicago, you should consider flying back on a Wednesday, and avoid Mondays for better deals.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago to Chile, 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 on the flight from Chicago to Chile, you should book around 2 weeks before departure, which saves you about 25% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 23 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$298
Best time to beat the crowds with an average 23% drop in price.
Most popular time to fly with an average 32% increase in price.
Flight from Chicago O'Hare Airport to Santiago

FAQs - booking Chile flights

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

    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 from Chicago to Chile.

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

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

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

    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 from Chicago to Chile 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 from Chicago to Chile?

    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 from Chicago to Chile up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Chile?

    The cheapest time of day to fly to Chile is generally at night, when round-trip flights cost $831 on average. Morning departures are around 3% cheaper than evening flights, on average. The most expensive time of day to fly to Chile is generally in the evening, which is peak travel time and where the average cost of a ticket is $942.

Reviews of the top 5 airlines serving from Chicago to Chile

 
Need help choosing which airline to fly with from Chicago to Chile? 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 8009 reviews
7.9Comfort
7.9Entertainment
7.3Food
8.5Crew
8.1Boarding
Airline reviews

The food is terrible. The staff is wonderful. Comfort is good.

10.0 ExcellentRonda, Dec 2025
JAX - JFK
Read more Delta reviews

The food is terrible. The staff is wonderful. Comfort is good.

Left on time, a bit delayed due to headwinds most of the trip.

I fly Delta all the time, have Platinum Medallion status. But this route seems to have major problems with delays and seems to never leave on time! Have only taken it twice in the last two weeks, and each time it had delays of more than 1 hour... very disappointed!!!!

Getting to the flight was arduous and lengthy. The flight itself was good but the food option wasn’t a good selection. I need to do a Kosher option on my return. Flight crew were nice

Good seats in Main cabin, excellent service and excellent landing

My flight was cancelled with no explanation after I had already cleared security. I was given 4 options to rebook, only one being non-stop like I had paid for. I grabbed it. It was 4 plus hours later and then took off even later. Biggest complaint is that I booked early and had an aisle seat. They gave me a "window" seat in front of the exit row, so the seat did not decline. I weigh all of 103 #s and it was tight for me! For what I paid, I feel I was kind of ripped off. I think they should have given me the empty comfort seat for the inconvenience. There was no apology nor any explanation as to why the flight was cancelled. My guess is it benefitted Delta in some way.

Very smooth, on-time, and pleasantly uneventful flight. The team at the gate and on board were professional and genuinely courteous. The pilot kept us well updated throughout, and both takeoff and landing were steady and enjoyable without any drama. Just a good, solid flight. Thank you! 💗

Staff was exceptional! Everyone was kind, professional and friendly making the trip very pleasant. Thank you!

No lunch on a x-country flight scheduled for 10:50 am departure, arrived 5+ hrs later. That requires a black box label before you pay for the tickets. Worst, when I checked in online, it's specifically said that lunch was served on his flight for economy Plus passengers.

We had a lot of really rough weather but that was not Delta's fault. Pilot was amazing.

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

The assistance we received and the flight itself was wonderful. We will fly with LATAM airlines again, in the future.

Latam may be the worst airline in the world, far worse than even the lowest of low cost airlines in the USA. I wasted hours trying to PAY THEM TO CHECK A BAG! Then they misled me at the terminal, sent me through the wrong security line, the list goes on and on... Just absolutely terrible in every way. Avoid at all costs.

Check in -- in business took over 30 mins as there was only one attendant. Boarding was also a mess. The seat was too narrow and was not working properly. Food was very bad and the entertainment very poor. Crew was very polite and helpful, in fairness.

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.

I couldn't travel, now I can't get a refund and to change the date I have to pay an absurd fine.

Boarding was confusing with a delayed flight because there was no English translation

The movies offered were great. Staff were very pleasant and very efficient.

After a delay at the gate, C3, at Ohare on Sunday, I left my Blk ski coat on the bench at the gate, lost! Please review my lob claim, thx.

Very nice flight love the small aircraft. We had a wonderful flight attendant. Nice to see someone that really enjoys her job. Don't have her name but had a southern accent.

Very thoughtful flight attendant offered me water immediately since I had run to make my connection.

Seats in waiting area and on plane hard as rock. Fast internet on the flight was great! Crew was kind.

Always wish for more healthy, gluten free options. We have to bring our own.

Having a long layover, I was very appreciative of the ability to stand by for an earlier flight. Other airlines like Delta have refused this to me in the past, just to be mean (because my ticket class wasn't high enough). United went out of their way to help me get to my destination early, which I really appreciated given that it was the third leg of a 24+ hour journey for me.

Other than a way way too cold cabinets for the entire flight, all was great

One bag is incorrect and not acceptable for an international flight. The food was not just good. I won't fly with them again.

Excellent flight. Smooth, efficient boarding. Quick flight. Arrived early at STL.

We loved the steward on the plane. He made the night enjoyable

The plane was late, when we did board the plane was as cold as a freezer. I was freezing the entire flight, no blankets. Lost miserable flight I’ve ever had.

My wife and I love to travel, so we fly a lot. We've already logged 381,075 miles and with practically every major airline. But this flight was very disappointing. It started off well, with no delays and a new plane. But when lunchtime approached, all that good impression was ruined. Instead of white tablecloths, we were offered small, dark placemats, which, as it turned out, were perfectly adequate for the food. All the food offered—and my wife and I only took fish, and the meat—was not just bad, it was downright disgusting and not heated enough. The same applies to the appetizers. This was the first time in many years of traveling that we've been offered such disgusting food.

Lost luggage stuck no clothes and no word after 2 days leaving on cruise no stuff or clothes

3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!

After we'd boarded , they canceled the flight. The crew didn't even know , we just all received text messages. Then after they deplaned us , AA was just like "too bad, go F your self, we sure ain't gonna help you"

After a two hour delay, my flight was CANCELLED! No pilot available. Such BS.

Amazing food, great staff, with one noticable detail missing ...but no seat entertainment in any of aircraft ...I am not a fan

I wish American Airlines would change the airline industry by loading the plane back to front instead of front to back. Planes would board so much more smoothly and quickly.

I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude

I like the crew they're very friendly. I don't like. on five hour flight they not offered snacks. Any drink. Not even coffee

Not even water is offered on the flight. You cannot lean back on the seats and the seats are so narrow you can’t avoid rubbing elbows with the person next to you.

I couldnt recline the seat. Other than that crew was very attentive and helpful. Thsnk you

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.

This low cost airline looks and fells more like a local bus. In a 6 hour flight not being able to recline a seat is torture. The only thing available with no charge is a glass of water provided by, mostly, rude staff. Our luggage didn’t arrive

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

Did not fly with Pakistan International Airlines. Have never flown with Pakistan International Airlines.

Boarding, crew were excellent, food was ok and entertainment need to improve

The seats were uncomfortable and barely reclined at all. Very little leg room despite being business class. The crew was friendly and the food was good. Had to use my own phone for in-flight entertainment.

The check in is the only positive thing in Avianca. The seat is the most uncomfortable I have traveled, the distance is minimal.

Everything you need to know for your flight from Chicago to Chile

Cabin class types available on flights to Chile

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