$310 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 5/5. 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$637
Valdivia
Valdivia2 stops$976
Santiago
Santiago2 stops$637
Valdivia
Valdivia2 stops$976

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 - Sat, Jun 6
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
$637Multiple Airlines
Sun, Apr 26 - Thu, May 7
Multiple Airlines Logo
6:00 am - 3:55 am
ORD
-
SCL
20h 55m
2 stops
Multiple Airlines Logo
10:55 pm - 5:49 pm
SCL
-
ORD
19h 54m
1 stop
$654Multiple Airlines
Mon, Jun 1 - Fri, Jun 5
Multiple Airlines Logo
9:20 am - 5:30 am
ORD
-
SCL
19h 10m
2 stops
Multiple Airlines Logo
10:55 pm - 5:49 pm
SCL
-
ORD
19h 54m
1 stop
$662Multiple Airlines
Mon, Apr 27 - Mon, May 4
Multiple Airlines Logo
7:50 am - 11:05 am
ORD
-
SCL
26h 15m
3 stops
Multiple Airlines Logo
10:55 pm - 5:41 pm
SCL
-
ORD
19h 46m
1 stop
$664Multiple Airlines
Sun, Apr 26 - Fri, May 8
Multiple Airlines Logo
6:00 am - 3:55 am
ORD
-
SCL
20h 55m
2 stops
Multiple Airlines Logo
6:40 am - 9:20 pm
SCL
-
ORD
15h 40m
1 stop
$670Multiple Airlines
Tue, May 19 - Tue, May 26
LATAM Airlines Logo
12:53 pm - 6:55 am
MDW
-
SCL
17h 02m
2 stops
LATAM Airlines Logo
8:40 pm - 10:00 am
SCL
-
MDW
14h 20m
1 stop
$757LATAM Airlines
Tue, Apr 28 - Fri, May 8
LATAM Airlines Logo
5:21 pm - 7:15 am
MDW
-
SCL
12h 54m
1 stop
LATAM Airlines Logo
8:40 pm - 4:32 pm
SCL
-
MDW
20h 52m
1 stop
$759LATAM Airlines
Fri, May 15 - Sun, May 24
LATAM Airlines Logo
12:53 pm - 5:35 am
MDW
-
SCL
15h 42m
2 stops
LATAM Airlines Logo
8:40 pm - 10:00 am
SCL
-
MDW
14h 20m
1 stop
$764LATAM Airlines
Fri, May 22 - Thu, Jun 4
LATAM Airlines Logo
5:10 pm - 7:15 am
MDW
-
SCL
13h 05m
1 stop
LATAM Airlines Logo
11:05 pm - 9:09 pm
SCL
-
MDW
23h 04m
2 stops
$768LATAM Airlines
Sun, May 3 - Sun, May 10
Delta Logo
12:52 pm - 7:15 am
MDW
-
SCL
17h 23m
1 stop
Delta Logo
10:55 pm - 5:56 pm
SCL
-
MDW
20h 01m
2 stops
$773Delta
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$310
Best time to beat the crowds with an average 2% drop in price.
Most popular time to fly with an average 17% 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 8387 reviews
8.5Crew
7.2Food
7.9Comfort
8.1Boarding
7.8Entertainment
Airline reviews

Flight from Fort Wayne to Atlanta was the smallest in terms of cabin space that I've ever seen. A carry on I've used for 20 years BARELY fit in overhead compartment. I'm 5'10" and felt very cramped. Not the best experience.

10.0 ExcellentRay, Apr 2026
FWA - ATL
Read more Delta reviews

Flight from Fort Wayne to Atlanta was the smallest in terms of cabin space that I've ever seen. A carry on I've used for 20 years BARELY fit in overhead compartment. I'm 5'10" and felt very cramped. Not the best experience.

I am writing to express my dissatisfaction with the poor service and unprofessional staff we encountered when traveling with an infant. Our flight was delayed, and the gate staff failed to manage the boarding process appropriately. Due to incorrect, unavailable, or missing 'pink tag' stroller and car seat check-in procedures at the gate, we were forced to board last. Furthermore, the gate staff was rude and dismissive, causing significant distress to our infant. To make matters worse, one of our checked items—an infant sleeper/lounger—was returned to us broken. Given the unsafe handling of essential equipment and unprofessional treatment, I expect a prompt resolution regarding compensation for the damaged items.

We departed and landed early which was a nice surprise. The boarding process was slow.

N Everything was perfect from boarding to assistance to baggage in Tampa

Subpar. The seating on the plane is almost unbearable. We are literally touching and/or sitting on each other which is totally unacceptable and shameful. Pilots and crew was very accommodating and friendly.

The boarding was organized and informative but the plane was tight meaning that you were sitting on one another and extremely uncomfortable. It’s disappointing that can’t have common seating comfort on the plane.

Loved the crew! Sucks that we went from 1 hour and 8 minute layover to a 3 hour layover. But weather sucks like that.

I was told that they needed to check my bag at the gate and to pick it up at the gate in Richmond. No big deal. I know they can't control the weather, but we flew around RIC for 45 minutes to avoid the storm and were 25 minutes late leaving as well. Once we landed, we were told to go to baggage claim to pick up our luggage. I went to bathroom, paid for parking, and went to the assigned baggage claim location. United flight people came down with us as well. They got their luggage immediately. Next, South West people came down about 10 minutes later. They got their luggage next. We finally got our luggage around 30 minutes in waiting. Was not a wonderful experience. No reflection on Delta, but the ground crew was lousy at best.

Everything could have benn better. Short fly, no food, no entertainment and no wifi.

Flight delayed. Air broken. Cabin was hot enough to pass out. Delta shuttle’s becoming worse and worse.

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 .

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)

Awful. No counter attendants. No dinner offered due to delays.

This trip did not start off well. The inbound flight was delayed about 20 minutes. Then, after initial onboarding, the passengers had to deplane due to a mechanical problem. That took about 30 minutes to fix and be cleared. Then, reboarding was chaotic. It took a long time to sort passengers and two passengers on standby were ticketed but there was no seat. So, they had to deplane. One of the flight crew was trying to help passengers figure out a place to put their carry-on bags and that took more time. In the end, our scheduled 10:30 am departure did not actually take off until about 12:05 pm CST. The flight itself was long but we got to Houston. Some passengers missed their connecting flights and had to rebook. Not the best of flights I've had.

We were delayed for about an hour from taking off due to traffic control procedures at the destination airport. But once in the air, the flight went well. The crew members were great and provided cabin service despite moderate turbulence during much of the flight.

Short flight, but no drink/snack service. The flights both going and coming were delayed.

Not being stranded in Chicago for her airport to 11:30 tomorrow morning the 3rd

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.

Here we have another airline flying to Guatemala but doesn't have a plus or a less, just in the middle. Why? Well, first we don't have even free water Movie selection is poor Seats don't recline in some places Food selection is carb based Forgot to mention, customer service on the web is the worst. Good things; Very reliable on schedule Kind crew

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.