$282 Find Cheap Flights from Chile to Chicago - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Chicago departing on 9/18. 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.
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Cheap Flights from Chile to Chicago

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

Wed, Sep 16 - Wed, Sep 23
LATAM Airlines Logo
8:40 pm - 8:36 amSCL  Santiago Arturo Merino Benitez-ORD Chicago O'Hare Intl
13h 56m1 stop Atlanta Hartsfield-Jackson
LATAM Airlines Logo
10:44 am - 4:00 pmORD  Chicago O'Hare Intl-SCL Santiago Arturo Merino Benitez
27h 16m2 stops Atlanta Hartsfield-Jackson Bogotá El Dorado
$545LATAM Airlines
Wed, Sep 16 - Wed, Sep 23
LATAM Airlines Logo
8:50 am - 8:36 amSCL  Santiago Arturo Merino Benitez-ORD Chicago O'Hare Intl
25h 46m2 stops Lima J Chavez Intl Atlanta Hartsfield-Jackson
LATAM Airlines Logo
10:44 am - 4:00 pmORD  Chicago O'Hare Intl-SCL Santiago Arturo Merino Benitez
27h 16m2 stops Atlanta Hartsfield-Jackson Bogotá El Dorado
$545LATAM Airlines
Sun, Sep 27 - Sun, Oct 4
Copa Airlines Logo
5:14 am - 1:02 amSCL  Santiago Arturo Merino Benitez-ORD Chicago O'Hare Intl
21h 48m1 stop Panama City Tocumen Intl
Copa Airlines Logo
8:01 am - 12:22 amORD  Chicago O'Hare Intl-SCL Santiago Arturo Merino Benitez
14h 21m1 stop Panama City Tocumen Intl
$546Copa Airlines
Mon, Sep 28 - Tue, Oct 20
Copa Airlines Logo
1:43 am - 1:02 amSCL  Santiago Arturo Merino Benitez-ORD Chicago O'Hare Intl
25h 19m1 stop Panama City Tocumen Intl
Copa Airlines Logo
8:01 am - 12:22 amORD  Chicago O'Hare Intl-SCL Santiago Arturo Merino Benitez
14h 21m1 stop Panama City Tocumen Intl
$561Copa Airlines
Sun, Sep 20 - Tue, Sep 29
Avianca Logo
1:30 am - 9:20 pmSCL  Santiago Arturo Merino Benitez-ORD Chicago O'Hare Intl
21h 50m1 stop Bogotá El Dorado
Avianca Logo
11:20 pm - 3:15 pmORD  Chicago O'Hare Intl-SCL Santiago Arturo Merino Benitez
13h 55m1 stop Bogotá El Dorado
$561Avianca
Mon, Aug 31 - Tue, Sep 8
Avianca Logo
6:40 am - 9:20 pmSCL  Santiago Arturo Merino Benitez-ORD Chicago O'Hare Intl
15h 40m1 stop Bogotá El Dorado
Avianca Logo
11:20 pm - 3:15 pmORD  Chicago O'Hare Intl-SCL Santiago Arturo Merino Benitez
13h 55m1 stop Bogotá El Dorado
$561Avianca
Mon, Dec 21 - Sat, Jan 16
Delta Logo
10:15 am - 11:50 pmSCL  Santiago Arturo Merino Benitez-ORD Chicago O'Hare Intl
16h 35m2 stops Miami Atlanta Hartsfield-Jackson
Delta Logo
7:00 am - 7:40 amORD  Chicago O'Hare Intl-SCL Santiago Arturo Merino Benitez
21h 40m2 stops Detroit Metropolitan Wayne County Atlanta Hartsfield-Jackson
$594Delta
Mon, Oct 12 - Mon, Oct 19
Delta Logo
11:55 pm - 5:03 pmSCL  Santiago Arturo Merino Benitez-ORD Chicago O'Hare Intl
19h 08m2 stops Miami Atlanta Hartsfield-Jackson
Delta Logo
3:40 pm - 8:15 amORD  Chicago O'Hare Intl-SCL Santiago Arturo Merino Benitez
14h 35m1 stop Atlanta Hartsfield-Jackson
$594Delta
Mon, Sep 21 - Mon, Oct 26
American Airlines Logo
9:30 pm - 7:38 pmSCL  Santiago Arturo Merino Benitez-ORD Chicago O'Hare Intl
24h 08m1 stop Miami
American Airlines Logo
2:30 pm - 8:35 amORD  Chicago O'Hare Intl-SCL Santiago Arturo Merino Benitez
16h 05m1 stop Miami
$599American Airlines
Wed, Oct 7 - Tue, Oct 13
American Airlines Logo
9:30 pm - 9:30 amSCL  Santiago Arturo Merino Benitez-ORD Chicago O'Hare Intl
14h 00m1 stop Miami
American Airlines Logo
7:00 am - 8:10 amORD  Chicago O'Hare Intl-SCL Santiago Arturo Merino Benitez
23h 10m1 stop Miami
$603American Airlines
Booking Insights

KAYAK's insights & trends for flights to Chicago

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

How far in advance should I book a flight to Chicago O'Hare Intl Airport?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights to Chicago O'Hare Intl Airport, 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, you should book around 3 weeks before departure, which saves you about 26% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 11 weeks before departure.

Good to know

Low season

January

Cheapest flight

$282
Best time to beat the crowds but there is an average 45% increase in price.
Flight from Santiago to Chicago

FAQs - booking Chicago flights

  • How far is Chicago O'Hare Intl Airport from central Chicago?

    There are 16 miles between Chicago city center and Chicago O'Hare Intl Airport.

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

    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 to Chicago.

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

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

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

    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 to Chicago 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 to Chicago?

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

  • How many direct flights to Chicago O'Hare Intl Airport are there each week?

    Each week there are around 33,040 direct flights from within Chile to Chicago O'Hare Intl Airport. The most common day for departures is Sunday, with 17% of flights taking off on this day.

Top tips for finding cheap flights to Chicago

  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Chicago flight deals.

Reviews of the top 5 airlines serving from Chile to Chicago

 
See real verified KAYAK customer reviews for airlines flying to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from Chile to Chicago. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with to Chicago? 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.
7.8
DeltaOverall score based on 8503 reviews
7.8Comfort
8.1Boarding
7.2Food
8.5Crew
7.8Entertainment
Airline reviews

Delta was fine though my flight was delayed 4 hours into LGA and my return into ORD involved a taxi of 1+ hour to the gate

4.0 OkayEdith, Aug 2026
Read more Delta reviews

Delta was fine though my flight was delayed 4 hours into LGA and my return into ORD involved a taxi of 1+ hour to the gate

It was as good as it could be. Flying is not a pleasant experience these days.

There was an unruly family behind us that made the short flight miserable!!! The cabin crew did nothing to contain it.

Flight delay was frustrating, also you cannot checkin online without delta app, web browser check-in throw errors

Got on the plane and sat there for an hour before departure.

5 hour delay. They blamed the weather but it was the computer issues they had been dealing with for days.

I usually have a positive experience with Delta. Complimentary upgrades are always nice!

long flights are never truly comfortable but the airline did their best. crew was great and the flight was safe.

The captain was amazing and kept us informed throughout that there would be some rough air. The flight also got delayed but we were able to actually leave on time, which was great.

The staff did not do a good job of getting everyone boarded quickly, so we missed our take off window and had to sit on the tarmac for 20+ min waiting for our turn. The plan was old. Pockets on the back of seats were torn and tearing off. One of the attendants was rude-she would ask a question but he walking away before you finished answering so she kept getting our drink orders wrong.

Flight Crew Review The crew was absolutely amazing from start to finish! They were friendly, professional, attentive, and genuinely made the flight feel comfortable and enjoyable. Every interaction was pleasant, and they went above and beyond to make sure passengers were taken care of. You could really tell that they cared about providing great service. I truly appreciate their kindness and professionalism and would be happy to fly with this crew again!

stood in line to check in luggage for nearly an hour. very poor service and not excusable

Same as the previous flight as far as comfort and food. Entertainment didn’t have a watchable screen so everything would need to be watched on your own device in which they didn’t have a charging port that accommodated my iPhone. Seats were very uncomfortable. Staff was very friendly.

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

Flight got delayed; had to go through security three times.

A lot things happened in this trip.The fly should be less stress.

Some of the Air hostesses are not that friendly. Need improvement

We had a great flight just wished they had a tv so we can see a movie that would of made my trip excellent.

I would like a glass of wine or some kind of alcoholic drink.

Very long delay but we just made the connection. The requested wheel chairs were not there so I had to assist/carry BOTH of my parents to the gate while carrying their bags so we could make the connection. The plane had no entertainment system and NO WIFI, legroom zero. Restrooms on ALL of flights were dirty and one restroom did not even work properly. I was surprised to see COPA like this since my flight with them in 2013 was incredible, the seats were amazing and the food options were spectacular. Of course, I see this kind of service on many airlines now, with services and hospitality at an all time low. The worse part of the trip was seeing my 90 year old parents go through hell on these flights and having to try and rush to a gate to make the next flight. Never again

I missed my original flight due to miscommunication and it was a challenge to communicate with service personnel, since my Portuguese is limited. However they got me food and a hotel overnight and a seat on the next available flight.

It was a bit unnerving to know that flights are generally oversold. We chose not to pay extra to reserve a specific seat, without realizing that that makes us vulnerable to being bumped. Everything else about the flight was great.

In flight from Miami to Anchorage, we were all on board ready to take off. Pilot decided to take on more fuel causing a delay. Once fueled, the pilot came back over the radio stating more delay due to VIP. These delays caused me to miss my connecting flight. I went to the Alaska Air counter for information. They flat out stated that it was ATCs fault that I missed my flight and booked me a flight the next day about 1300 . I believe if we had the fuel prior to getting on board we would not of been delayed and I would have taken off on time. Pilot was taken out of the equation. I think they should’ve taken responsibility for their pilots decision to top off his aircraft instead of waiting til the last moment. Enough said…

We liked the way we were treated by the sraff at lima airport counter and the the flight attendants. We did not like the fact that the kiosks at airport rebooted after we entered our information and then told us that there was an issueand we needed to go to the counter. Such a waste of time for a group of 6. Once we got our boarding passes there was no assigned gate so we did not know where to go.

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

Everything was good except the check in. Could not do it online neither on the machines in the airport. Needed special assistance from the airline desk clerk

Great customer service, very accommodating. (Check in) Smooth flight, thank you Pilots. Only negative was one working bathroom in first class. Atlanta Base flight attendants were wonderful. Thank you for your smiling faces Delta..

The seats are getting smaller and smaller. Very uncomfortable trip. More than in other airlines

I do not speak Spanish or read in Spanish When asking for help, people were hard to find they spoke quickly and pointed a lot directions for where to go and what to do we’re unclear. Which made my traveling uneasy.

Flight was great Customer service was questionable until we found someone at checkin to help us. One young lady took all our passports disappeared for 15 minutes, came back with nothing done, handed to someone else and left for lunch. Very complacent. Baggage was very expensive until we went to the service counter and a separate person helped us. Even with platinum status they wouldn’t allow free bags. We will continue to fly Delta as our preferred carrier but will avoid checking in with Latam. Dr. Armand Radke

Delays and cancellations. Mechanics weren’t on site. Replacement plane took hours to arrive although it should have arrived within 90 minutes. Flight back was cancelled. Ended up driving over 12 hours and wasting 3 days between everything.

Little bit of trouble getting my KTN and pre-check status onto the ticket, but otherwise the counter staff were friendly and truly concerned to get it right.

The flight could have actually taken place. Canceled flight and no option to rebook that day.

Missed connection from delays and times changing multiple times and then involuntarily booked on another airline next day

The flight was delayed in 30 minute increments for a total of 4 hours and 30 minute delay. All other flights to Chicago left on time except for this one flight. If there is an issue with the inbound flight, just let customers know so they can find another flight right away, Once we got on the plane there was another 30 minute delay taking off at 10:30 at night which is very unusual that a flight wouldn't be ready to take off

My seat had a worn out cushion, which made it a bit uncomfortable. Other than that, the flight was excellent.

Take this flight regularly. Every single week same thing. Departure delayed. Make up some time in the air. Land at ORD and then wait for gate in "L" concourse Terminal 3 for 30-40 min-which yields a very delayed final arrival. Plus I get to taxi around and see every runway and drive over the bridge (IFKYK) over the expressway 2-4 times in most cases. Change the sched of incoming plane/work with FAA to improve traffic flow at ORD/change the timing of these flights. Whatever it takes. But do better.

- flight was delayed several hours due to weather (understandable) - flight delayed further and we were told by attendants "we are not sure where the pilots are but they are on their way" as we have to find different pilots for the flight - announcements over the PA were somewhat unprofessional by the attendants, seems they need more training and were not reading off the script. They showed their young age and immaturity in their communications with the passengers. They were not clear and lacked professional communication language. - going from a hub to hub we were also parked at the tarmac at ohare for an additional hour and kept being told "few more minutes". Please just let the passengers know the real wait time instead of hiding the truth. We understand there is traffic and weather delays, but we just want transparency. There are several logistics of our lives that revolve around what the attendants and pilots are sharing with us but they are not being transparant.

Boarding and Delays The boarding process for my American Airlines flight from Copenhagen to Philadelphia was a bit tricky. We experienced a gate change that required a long walk to a new area of the airport. Additionally, boarding was not via a jet bridge; we had to take a shuttle bus to the plane and then carry our luggage up the stairs ourselves. Furthermore, the bag drop didn't open until about 12:20 PM, which was only three hours before our scheduled departure. This meant I couldn't drop my bag off early and had to wait outside of security in order to drop off my bag and use the kiosk. The bag drop self-service kiosks also didn't open until about 12:00 PM when an American Airlines employee unlocked them so that we could print out our boarding passes and bag tags, which further created a backlog. The flight was delayed by over an hour because we had to wait for one of the tires on the plane to be changed. Flight Attendant Professionalism On a positive note, the flight attendant was very professional when handling a passenger who was sitting in the wrong seat. Even though the passenger was persistent and reluctant to move, the flight attendant calmly ensured the assigned passenger could take their seat. Kudos to the flight attendant for keeping his calm and composure, not allowing the issue to escalate, and handling it well under pressure while a line of passengers waited in the aisle to board. In-Flight Service The in-flight service was also fast, prompt, and efficient, although service had to be suspended for the last two hours of the flight due to weather and turbulence, which was outside of the crew's control. Limited Flight Options Please note that American Airlines only operates one flight per day in and out of Copenhagen. This means there are limited options available if your flight is delayed or canceled, which is something to take into consideration when booking.

This may have been the hottest cabin temperatures I have experienced on any flight prior to take off lasting for approximately 30 minutes. I am not typically one to complain but I was genuinely worried about the health of several passengers on the flight due to the extreme temperatures including a small toddler.

Better seats, allow us to upgrade, terrible website, poor telephone service, better equipment

Horrible experience with Avianca, they delayed their flight and when we arrived to NYC, AVIANCA took 1 hr y 30 mins to park the airplane and all passenger get off the plane, it made me lost all my trains to get back home and I came back to my place at 3 am instead of 12 am. On the top of that their plane seat are so uncomfortable and is not enough space and killed my legs and knees, Avianca used to be good when it was a Colombian company, now after Brasilian company bought them, their service quality is bad and their flights are delayed and oversold.

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 members they're very friendly. Clean plane. The flight was on time. I dont like the comfort my car seat its better that the plane seats. They charge for everything. This airline was very good. Now it's a low cost airline

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

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

Not what it used to be. The sale of food makes them look greedy!

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

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Everything you need to know for your flight to Chicago

Information on the airport you'll fly into in Chicago