$258 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 1/22. 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$617
Valdivia
Valdivia2 stops$1,823
Santiago
Santiago2 stops$617
Valdivia
Valdivia2 stops$1,823

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

Tue, Feb 10 - Tue, Feb 17
Multiple Airlines Logo
7:20 am - 6:40 am
ORD
-
SCL
20h 20m2 stops
Multiple Airlines Logo
9:05 pm - 12:40 am
SCL
-
ORD
30h 35m3 stops
$617Multiple Airlines
Sat, Feb 28 - Fri, Mar 13
Delta Logo
6:30 pm - 7:40 am
ORD
-
SCL
34h 10m1 stop
Delta Logo
10:30 pm - 8:15 pm
SCL
-
ORD
23h 45m1 stop
$618Delta
Sun, Jan 25 - Sun, Feb 1
United Airlines Logo
4:50 pm - 8:50 am
ORD
-
SCL
13h 00m1 stop
United Airlines Logo
10:45 pm - 9:26 pm
SCL
-
ORD
25h 41m1 stop
$619United Airlines
Mon, Apr 20 - Sun, Apr 26
Multiple Airlines Logo
6:34 pm - 2:35 am
ORD
-
SCL
31h 01m2 stops
Multiple Airlines Logo
11:55 pm - 1:15 pm
SCL
-
ORD
14h 20m1 stop
$620Multiple Airlines
Mon, Apr 20 - Sun, May 3
Avianca Logo
2:35 pm - 4:15 am
ORD
-
SCL
12h 40m1 stop
Avianca Logo
11:55 pm - 1:15 pm
SCL
-
ORD
14h 20m1 stop
$621Avianca
Sat, Feb 28 - Sun, Mar 15
Delta Logo
6:30 pm - 7:40 am
ORD
-
SCL
34h 10m1 stop
Delta Logo
11:25 pm - 4:43 pm
SCL
-
ORD
19h 18m2 stops
$622Delta
Sun, Mar 15 - Thu, Mar 26
LATAM Airlines Logo
7:00 am - 5:55 am
ORD
-
SCL
20h 55m1 stop
LATAM Airlines Logo
6:30 pm - 12:57 pm
SCL
-
ORD
20h 27m2 stops
$623LATAM Airlines
Mon, Apr 20 - Wed, Apr 29
Multiple Airlines Logo
6:34 pm - 2:35 am
ORD
-
SCL
31h 01m2 stops
Multiple Airlines Logo
11:55 pm - 1:15 pm
SCL
-
ORD
14h 20m1 stop
$625Multiple Airlines
Tue, Apr 14 - Fri, Apr 24
Avianca Logo
2:35 pm - 4:15 am
ORD
-
SCL
12h 40m1 stop
Avianca Logo
11:55 pm - 1:15 pm
SCL
-
ORD
14h 20m1 stop
$626Avianca
Tue, Jan 27 - Tue, Feb 10
LATAM Airlines Logo
12:48 pm - 7:40 am
MDW
-
SCL
15h 52m1 stop
LATAM Airlines Logo
11:25 pm - 11:59 am
SCL
-
MDW
15h 34m2 stops
$628LATAM 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 $659 (return) on average. On the other hand, the most expensive months are December and February, when the average cost of round-trip tickets is $949 and $911 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 6 weeks before departure, which saves you about 33% 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$258
Best time to beat the crowds with an average 2% drop in price.
Most popular time to fly with an average 14% 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 8017 reviews
7.9Entertainment
8.1Boarding
7.3Food
8.5Crew
7.9Comfort
Airline reviews

The gate attendants and the crew were terrible. Because of high winds, they needed to carry more fuel, so they had to get volunteers to take the next flight at 6 am the next day. They did a terrible job of it - our flight ended up taking off just under 3 hours of the scheduled time. I hope to never fly Delta again.

2.0 MediocreBarbara, Dec 2025
PHL - MSP
Read more Delta reviews

The gate attendants and the crew were terrible. Because of high winds, they needed to carry more fuel, so they had to get volunteers to take the next flight at 6 am the next day. They did a terrible job of it - our flight ended up taking off just under 3 hours of the scheduled time. I hope to never fly Delta again.

Did not realize internet screen was hidden between seats and no info printed!!!!

2 of the seats in row 31 the entertainment system was not working, and one seat the tray table did not go all the way down. Flight arrived early and departed on time which was great.

Very good flight crew and very nice people staff were incredible especially the gate agent

Waited at the usual crowded gate at DCA where one ends up standing up because there aren't enough seats.

The flight was delayed for about 2 hrs. Other than it, it was good.

Advertised fruit trays with cheese, but only snacks handed out!

The plant way delayed departing by 3 hours. It was an old airplane with broken seats and armrests. The bathroom made a hollering sound. A really crappy flight experience and travel day all around.

Flight delays both to Detroits and return flight . The flight to Detroit was associated with mechanical difficulty

I am extremely disappointed that delta internal pilot manuals now refer to the Gulf of Mexico as the “gulf of America”. You can bow down to the Orange turd on your own. I will never fly delta again

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.

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

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.

cabin crew was OK, food was OK, the trip from the US to Munich was actually pretty bad comfort wise. Noisy aircraft, lights never dimmed even in Business class (night flight) barely sufficient amenities for the price. I have millions of miles with United but TBH American is gaining ground and Delta has always been marginally better then United although on paper United has more longes and cheaper upgrades.

Essy to get on. The hostess gave very little pop, the plane was late getting in, and we are still waiting for our bags. This sucks. :/

Not United Airlines' fault. It's ORL airport's fault.

Great flight. On time boarding. Smooth flight and on time arrival at EWR. The flight crew was marvelous and there was a great selection of movies on the entertainment system. Our bags were at the carousel before we got there. Another excellent flight from United.

I liked the snacks and the flight attendants were friendly.

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.

The boarding process needs to be fixed. The zone don't work, especially when there is hardly anyone in zones 3, 4,and 5, leaving the majority of the passengers backed up in the aisle, especially because passengers seated near the front are blocking passengers who are seated in the rear of the plane. It would also help if the size of carry on bags was more strictly enforced.

The boarding by groups is pointless. The first two groups worked fine, but almost Noone boarded in goups three thru five leaving the vast majority boarding when group six was called. It defeated the purpose of spreading out the crowd.

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

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

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 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

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.