$306 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 6/1. 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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Cheap Flights from Chicago to Chile

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Santiago
Santiago2 stops$646
Valdivia
Valdivia2 stops$977
Santiago
Santiago2 stops$646
Valdivia
Valdivia2 stops$977

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, Jun 1 - Tue, Jun 9
Multiple Airlines Logo
9:20 am - 2:35 am
ORD
-
SCL
40h 15m
2 stops
Multiple Airlines Logo
10:55 pm - 5:49 pm
SCL
-
ORD
19h 54m
1 stop
$646Multiple Airlines
Mon, Aug 31 - Sat, Sep 19
Multiple Airlines Logo
12:29 am - 2:35 am
ORD
-
SCL
25h 06m
2 stops
Multiple Airlines Logo
8:40 pm - 8:34 am
SCL
-
ORD
13h 54m
1 stop
$657Multiple Airlines
Sat, May 9 - Sun, May 24
Multiple Airlines Logo
5:30 pm - 2:15 pm
ORD
-
SCL
19h 45m
2 stops
Multiple Airlines Logo
10:55 pm - 5:49 pm
SCL
-
ORD
19h 54m
1 stop
$680Multiple Airlines
Mon, Jun 1 - Mon, Jun 8
Multiple Airlines Logo
9:20 am - 2:35 am
ORD
-
SCL
40h 15m
2 stops
Multiple Airlines Logo
11:17 am - 4:00 am
SCL
-
ORD
17h 43m
1 stop
$689Multiple Airlines
Sat, May 9 - Sun, May 24
LATAM Airlines Logo
5:29 pm - 7:15 am
MDW
-
SCL
12h 46m
1 stop
LATAM Airlines Logo
8:40 pm - 10:00 am
SCL
-
MDW
14h 20m
1 stop
$753LATAM Airlines
Sat, May 9 - Sun, May 24
LATAM Airlines Logo
5:29 pm - 7:15 am
MDW
-
SCL
12h 46m
1 stop
LATAM Airlines Logo
8:40 pm - 10:00 am
SCL
-
MDW
14h 20m
1 stop
$759LATAM Airlines
Fri, May 1 - Sun, May 17
LATAM Airlines Logo
6:00 am - 4:50 am
MDW
-
SCL
21h 50m
2 stops
LATAM Airlines Logo
8:40 pm - 10:00 am
SCL
-
MDW
14h 20m
1 stop
$761LATAM Airlines
Fri, May 8 - Fri, May 22
LATAM Airlines Logo
12:53 pm - 6:55 am
MDW
-
SCL
17h 02m
2 stops
LATAM Airlines Logo
8:40 pm - 4:12 pm
SCL
-
MDW
20h 32m
1 stop
$764LATAM Airlines
Fri, Aug 7 - Thu, Aug 13
Delta Logo
11:05 am - 6:00 am
MDW
-
SCL
17h 55m
2 stops
Delta Logo
11:00 pm - 4:27 pm
SCL
-
MDW
18h 27m
2 stops
$773Delta
Tue, May 26 - Mon, Jun 8
Delta Logo
6:31 pm - 2:40 pm
ORD
-
IPC
45h 09m
2 stops
Delta Logo
2:40 pm - 4:45 pm
IPC
-
ORD
25h 05m
2 stops
$1,825Delta
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 March, when tickets cost $675 (return) on average. On the other hand, the most expensive months are December and July, when the average cost of round-trip tickets is $942 and $893 respectively.

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 4 weeks before departure, which saves you about 23% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 15 weeks before departure.

Good to know

Low seasonOctober
Cheapest flight$306
Best time to beat the crowds with an average 1% drop in price.
Most popular time to fly with an average 18% 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.

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 8406 reviews
8.1Boarding
7.8Entertainment
8.5Crew
7.2Food
7.9Comfort
Airline reviews

The WiFi was horrific. I fly delta often and love their (usually reliable and free) WiFi. On this flight it was intermittent and when it did connect was extremely slow. I couldn’t get any work done while I was on the flight which was extremely frustrating. I was also in the exit row seat where there is now immediate seat in front of you, so while the leg room was nice, I couldn’t even watch the TV when the internet wasn’t working. Finally, for the last 20 mins of the flight, the announcement indicator came on the TV screens and took them over, even though no announcement was being made. Really disappointed.

2.0 MediocreGregory, Apr 2026
TPA - CVG
Read more Delta reviews

The WiFi was horrific. I fly delta often and love their (usually reliable and free) WiFi. On this flight it was intermittent and when it did connect was extremely slow. I couldn’t get any work done while I was on the flight which was extremely frustrating. I was also in the exit row seat where there is now immediate seat in front of you, so while the leg room was nice, I couldn’t even watch the TV when the internet wasn’t working. Finally, for the last 20 mins of the flight, the announcement indicator came on the TV screens and took them over, even though no announcement was being made. Really disappointed.

The flight was way too HOT! And the plane did not have any in-flight TV entertainment.

Boarding was good. The flight was on time ( arrival was 20 minutes early). Inflight service was average ( US airlines have not mastered the skills of customer service yet). The food was mediocre. “ breakfast “ was downright awful and insulting. It was a piece of dough with mon descript filling that was supposed to be cheese omelette).

The tray table was broken and the food was terrible.

The gentleman at the gate I think his name is RIE was exceptional

While they turned off most cabin lights to allow people to sleep, I was bothered by how bright the side lights still were. It was still quite bright for me in a window seat, when I wish I could have slept!

One of the flight attendants was a little cranky. I appreciated the free wifi and plug to charge my laptop

No entertainment. Plane was so small had to pink tag a carry on ive used for 20 years easily on board. The fact the flight got in at midnight, had to wait for crew in fort wayne to allow the plane to approach the gate, THEN had to wait for bag on jet bridge made experience irritating at best.

Crew was great. Near on time departure and early arrival. Snacks are always meh. Not a fan of the "pay for everything including miles " proposal unless base flight rate going to be 100 bucks.

Would have been better if there was a nonstop flight from Tampa to Norfolk or Tampa to New Port News.

The food is terrible I ask for water never got transport my mother we’re late and my sister from Lima was the worst waiting to long for wheelchair

Do not book it’s a scam! They stole $1200 from me

Copa staff at PTY and one particular crew member were unhelpful & rude.

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.

The flight was good overall. Everything went smoothly, although the landing was a bit rough. Still, it was a pleasant experience

I always enjoy flying Copa. There are very few airlines where I can enjoy a comfortable sleep in-flight. The snacks weren't the best, but they sufficed. The in-flight entertainment was fantastic, and I crossed another movie off my watch list.

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.

Boarding was quick & efficient; they gave boarding groups due priority; staff & air crew were very cordial and helpful, pleasant flight.

Honestly first time flying with delta and it was pretty good. All the process very smooth and crew was always nice and attentive.

Deleted flight made me loose my connection flight now stuck in Atlanta for a day

Apart of Sky miles delta. And they go everywhere in Brazil

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.

We traveled with two young children, and it was not possible for our family to be seated together. No one offered help or assistance to organize seating so we could sit with our kids. In the end, we managed to find two seats in Economy so I could at least sit with one of them, even though I had originally paid for Comfort+. In summary, I had to downgrade my seat just to be able to sit with one of my children, which was very disappointing

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

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.

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 .

Crew was friendly. Seats are too narrow, particularly when a big person is in the adjacent seat, but I understand this is due to smaller planes usually flight into Lincoln. I have experienced several flight delays going out and coming into Lincoln airport, I say maybe 50% or higher of the flights I've taken out of this airport have been delayed.

Great flight. Boarded efficiently. Arrived early at CLT. There was no in flight entertainment on this aircraft. Great crew.

The seat was comfortable. There was a lot of turbulence. If it weren't for that,it would have been okay.

Poor communication, flight was delayed for preventable reasons. I missed my connection.

The boarding timing needs to be improved. The flight was delayed again because it took way too long to board. I was already exhausted from sleeping at the airport and spending all day there due to delay from my previous flight that connected in Chicago.

Great until we got to FRA. The next trip leg we were put in Business Class where seats had minimal padding!!!! They were awful and United Airlines needs to have their Lufthansa partner up their game or I won’t fly with them again!!

No meal service to the back of the plane as it started late or was too slow to get it out before it was time to land.

Terrible, if possible won't be flying again anytime soon!

Efficient boarding and early departure. Very smooth flight. Early arrival in ATL. Great flight.

Smooth and easy boarding, comfortable for the entire 5 hour flight, and the seat back entertainment was great! I appreciated all the features, from location info and maps, movies, the ability to connect with Bluetooth headphones, and good selection of movies. Food was good, normal airline snacks (I didn’t purchase anything)

The worst experience I've ever had because the "people" @ Avianca wouldn't let me fly because they said I needed a round trip ticket

Seating was tight. Seats don't recline. Initial flight was cancelled. Lost two days of vacation.

I had bad experiences before now was excellent I am glad they have business class again

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

I upgraded to businesses class. Because of that the flight was comfortable.

I actually upgraded to the medium level of seats from basic and even doing that it may have been physically the most uncomfortable flight I have ever had. They packed everyone like is a train to death camp. It was a red eye so I hoped to get some sleep but it was physically impossible to find a comfortable way to rest. I met other folks on the same flight and they said the same thing. It was an utterly miserable flight and if I have any other options I will never fly with them again

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

Deplaning was a mess, I sat in business (seats are horrible) and the front door had a problem so we had to deplane from the rear exit. The stairs were not tall enough to reach so there was a large step down from the plane to the top of the stairs.

Staff are the rudest in the industry … awful customer service … will never fly Avianca again

Pros: we leave and arrive on time Cons: the most uncomfortable seats ever. You cant recline at all your seats. No entertainment No TVs flight attendants didn't provide even a glass of water. You have to go to back of the airplane and ask for one. I am Colombian and I remember seeing the flight attendants very neat, elegants which is or was a staple of Avianca.it was one with tennis shoes, no male up, the hair was messy... that was really odd.

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.