$268 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 10/6. 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

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

Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Chicago to Chile

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Santiago
Santiago3 stops$604
Valdivia
Valdivia2 stops$958
Santiago
Santiago3 stops$604
Valdivia
Valdivia2 stops$958

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, Nov 10 - Sun, Nov 16
Multiple Airlines Logo
7:30 pm - 3:35 amORD-SCL
29h 05m3 stops
Multiple Airlines Logo
12:30 pm - 12:30 pmSCL-ORD
27h 00m2 stops
$604Multiple Airlines
Find Deal
Sat, Oct 25 - Fri, Oct 31
Multiple Airlines Logo
9:27 am - 5:50 amORD-SCL
42h 23m2 stops
Multiple Airlines Logo
10:50 am - 8:18 amSCL-ORD
23h 28m1 stop
$607Multiple Airlines
Find Deal
Sun, Nov 9 - Sun, Nov 23
Avianca Logo
10:20 pm - 12:30 amORD-SCL
23h 10m1 stop
Avianca Logo
7:25 am - 8:20 pmSCL-ORD
15h 55m1 stop
$663Avianca
Find Deal
Wed, Oct 29 - Tue, Nov 4
Avianca Logo
11:20 pm - 3:20 pmORD-SCL
14h 00m1 stop
Avianca Logo
1:35 am - 8:20 pmSCL-ORD
21h 45m1 stop
$669Avianca
Find Deal
Tue, Nov 4 - Mon, Nov 10
Copa Airlines Logo
6:56 am - 3:43 amORD-SCL
17h 47m1 stop
Copa Airlines Logo
5:12 am - 12:05 amSCL-ORD
21h 53m1 stop
$672Copa Airlines
Find Deal
Sun, Nov 9 - Sat, Nov 22
Copa Airlines Logo
6:56 am - 12:06 amORD-SCL
14h 10m1 stop
Copa Airlines Logo
3:23 am - 12:05 amSCL-ORD
23h 42m1 stop
$692Copa Airlines
Find Deal
Sun, Sep 28 - Wed, Oct 1
LATAM Airlines Logo
6:30 pm - 6:15 pmMDW-SCL
21h 45m2 stops
LATAM Airlines Logo
9:40 pm - 11:48 amSCL-MDW
16h 08m1 stop
$739LATAM Airlines
Find Deal
Tue, Nov 4 - Sun, Nov 9
Delta Logo
10:40 am - 4:30 amMDW-SCL
14h 50m2 stops
Delta Logo
12:55 am - 4:39 pmSCL-MDW
18h 44m2 stops
$764Delta
Find Deal
Mon, Oct 13 - Mon, Oct 20
Delta Logo
10:35 am - 5:45 amMDW-SCL
17h 10m2 stops
Delta Logo
10:55 pm - 4:09 pmSCL-MDW
19h 14m2 stops
$768Delta
Find Deal
Wed, Nov 12 - Wed, Nov 19
LATAM Airlines Logo
12:47 pm - 7:40 amMDW-SCL
15h 53m1 stop
LATAM Airlines Logo
11:10 pm - 9:52 amSCL-MDW
13h 42m1 stop
$788LATAM Airlines
Find Deal
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 April, when tickets cost $704 (return) on average. On the other hand, the most expensive months are December and February, when the average cost of round-trip tickets is $1,225 and $897 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 19% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 23 weeks before departure.

Good to know

Low seasonMay
Cheapest flight$268
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly with an average 41% 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 7954 reviews
7.3Food
7.9Comfort
7.9Entertainment
8.2Boarding
8.5Crew
Airline reviews

Perfect flight both ways. On time, courteous staff, plane comfortable and cool. Best domestic flights I’ve had in awhile.

10.0 ExcellentAnonymous, Sep 2025CLT - BOS
Read more Delta reviews

Perfect flight both ways. On time, courteous staff, plane comfortable and cool. Best domestic flights I’ve had in awhile.

The food was terrible especially for a 15 hour international flight. The crew was unpleasant as well.

Really low quality food especially for an international flight. The crew also was surprisingly unpleasant except couple of ladies. I know we were not in first class but that’s no reason to treat customers as less.

Flight delayed for two and half hours and then canceled altogether due to mechanical issues. No mechanic onsite to fix so had to send one from LAX.

Quick check in. Everything went smooth. I don't know what can be done about airline food.

Crew was good. The reservation got mixed up and they didn't have my TSA number. I am also a Silver Medallion and wasn't able to use Sky Priority.

Delta made it easy, comfortable and timely. The crew was fantastic.

This route with Delta always has delays or is cancelled. Aircrafts seem smaller and older. I fly Delta quite a bit - haven’t had issues with the international flights. But this route has always been the troublesome one

Nothing special. The crew never went out of their way for anything.

Three seats in first class were broken and while they were able to still acommodate us it was looking very touch and go and they had others they could not acommodate

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.

Cops Airlines is fantastic! The level of care and professionalism provided by the entire crew was top rate.

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.

Great experience with a crew always thinking in the passenger

Very happy with my flight. I would definitely recommend it.

Did upgrade, travel in business it was great (more room I could sleep)

Seats not reclining, no vegetarian food option, no snacks. 7.5 hr flight should have been more comfortable. Luggage limits are unusually small. Will never fly Copa again and will tell friends and family to avoid this airline.

Tell people to remain in their seats during the meal/beverage distribution. Enforce boarding by group numbers. No one was checking. Tell people to turn their electronics speakers off. Bigger cups for drinks.

Placed us in the last rear row of the plane so could not recline seats because of the rear wall, and also made it more of a tight space when the passenger in front reclined their seat. While understand seat assignments, every passenger should be afforded a reclining seat. The odor control scent from the restrooms was overwhelming strong. My wife and I could not deal with it, and she suffered a terrible headache as a result. I kept getting hit by the crew since I was on the ilse seat. No apologies, nothing. They made me feel like I was supposed to take the beating for a 3 hr flight.

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

My biggest complaint is the comfort. I am not tall and there was no legroom. It was very uncomfortable. During my transfer in Sao Paola, the flight was slightly delayed so boarding was confusing because there were no instructions in English.

I never got this flight. You sent me to Chile!!! And from Chile I got the other flight to São Paulo... I've arrived 7h latter than I was supposed to arrive because of Delta delays.

Because the flight was late, we lost the connection to Brazil. You, Delta delayed, and you Delta anticipated the door closing in 15 min from Miami to GRU. Why? It caused a lot of stress! I almost could not see my mother in law alive because of your delay.

It’s a delta flight operated by LATAM. The whole ticket sale is a mess, delta changed my flight but didn’t update it in LATAM system, I couldn’t get my boarding pass, it took me hours to resolve this issue with delta. I had to change my travel plan. No apology from Delta even though it’s their fault.

Boarding was done by woman who insisted on strict standing in line policy; food was ok; entertainment minimal

The boarding and new bag drop-off process was confusing and causing massive delays.

Wider seats, better seat cushions, (I felt like there was a board I was sitting on). I had the chicken to eat but It neither tasted nor looked like chicken. The fruit was good.

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

Excellent! The gate agents were kind enough to rebook me on an earlier flight saving me from a 6 hour layover. Even my luggage made it despite the fact that the connection was technically too narrow. The flight itself was very comfortable, roomy, and clean. Plenty of space for my carryon items with plugs to charge my phone. After a long international flight of 14 hours, this was an excellent way to end my travels!

Great experience. Flight boarded easily. Departed early. Smooth flight. Great arrival in DC--almost no taxing! Almost direct to gate from runway. Crew was terrific. Same cookies and beverages in main cabin. I did not use the entertainment system on this flight.

This particular flight wasn't very full at the back, so there were three seats available for spreading out and getting relatively comfortable

Most of the delay was due to weather which is not what was at issue here. One delay was due to a missing flashlight and in the end the flashlight was actually found on the plane. The entertainment system is very limited. Live TV options offer only a few channels that are not very appealing. Boarding and deplaning are always difficult. It just takes too much time to get on and off the plane. On the plus side, I missed my connecting flight, but was easily able to book a later flight from the app while enroute.

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

Usb plugs for charging your phone does not work in every flight. uncomfortable chairs even in higher categories.

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.

No food, terms when selling are not clear. To pricy for the service in general

Avianca is not what it used to be. So disappointing

It was horrible. My experience with Avianca. I didn’t know it was Pakistan international Airlines but anyway, whatever it is it is bad horrible you guys need to upgrade everything in those planes. And you guys charge $130 for a carry-on did they wanna let me in with my carry-on that I travel everywhere with the luggage you guys are such a dog thank you

why did we have to go through security mid flight

Boarding was excessively slow. They do it by groups in a way that it doesn’t make sense. After business class , ppl that need assistance and any other priority group they should have ppl board from the back to the front. First rows 20+. Then 15+. Then 10, etc. having ppl sitting in the back board last makes no sense. The libe backame long as soon as ppl on rows 10 or so where told to board. The line went all the way up the ramp and tunnel for 25 mins.

Seats are very tight even in Plus, no complimentary snacks or beverage

I receive a service for what I pay, so it is fair.

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.

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.