Find flights
Insights
When to book
FAQs & Tips
Direct Flights
Airlines
Deals

Find cheap flights from Chile to Chicago from $278

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 8/19. 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
0 bags
Sa 6/8
Sa 6/15

Search hundreds of travel sites at once for deals on flights to Chicago

 
These are the airlines KAYAK users have selected most often from within our search results for flights to Chicago
These are the airlines KAYAK users have selected most often from within our search results for flights to Chicago
In the last 7 days travelers have searched 43,968,530 times on KAYAK, and here is why:

Save 21% or moreCompare multiple travel sites with one search.

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

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

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

Flights to Chicago - Travel Insights & Trends

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.

What is the cheapest day to fly to Chicago?

The average price of all flights to Chicago clicked on KAYAK for each day over the last 12 months.
Based on KAYAK data, the cheapest day to fly to Chicago is Monday where tickets can be as cheap as $687. On the other hand, the most expensive day to fly is Thursday, where prices are $847 on average.

What is the cheapest month to fly to Chicago?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights to Chicago, 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 to Chicago is April, where tickets cost $661 on average for one-way flights. On the other hand, the most expensive months are January and June, where the average cost of tickets from Chile is $895 and $793 respectively. For return trips, the best month to travel is April with an average price of $661.

What is the cheapest time of day to fly to Chicago?

The average price for all flights to Chicago depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.
The cheapest time of day to fly to Chicago is generally in the evening, when flights cost $764 on average. The most expensive time of day to fly to Chicago is generally in the morning, which is peak travel time and where the average cost of a ticket is $854.

How far in advance should I book a flight to Chicago?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights to Chicago, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price, you should book around 0 weeks before departure. For the absolute cheapest price, our data suggests you should book 79 days before departure.

Which is the cheapest airport to fly into in Chicago?

Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Chicago is Chicago Midway Airport, with an average flight price of $108.

How many airports are there in Chicago?

There are 3 airports in Chicago: Chicago O'Hare Airport (ORD), Chicago Midway Airport (MDW) and Chicago Greater Rockford Airport (RFD). The busiest airport is Chicago O'Hare Airport (ORD), with 78% of all flights arriving there.

How long is the flight to Chicago?

The duration of your flight to Chicago depends on your departure and arrival airports. Obviously any flights that include a layover will also be longer. The most popular route to Chicago on KAYAK is from Santiago, which takes 12h 51m.

How many direct flights to Chicago are there each day?

There are around 2,024 direct flights from within Chile to Chicago every day. Most flights depart in the morning, with 6:00 am the most common departure time and 50% of flights departing in the morning.

How many direct flights to Chicago are there each week?

Each week there are around 14,167 direct flights from within Chile to Chicago. The most common day for departures is Friday, with 15% of flights taking off on this day.

Good to know

Low season

February

High season

July

Cheapest flight

$278
Best time to beat the crowds but there is an average 3% increase in price.
Most popular time to fly with an average 1% increase in price.
Flight from Santiago to Chicago O'Hare Airport

FAQs - booking Chicago flights

  • Which Chicago airport is closest to central Chicago?

    There are 3 airports in Chicago. The closest airport to Chicago’s city center is Chicago Midway Airport (9 miles). Chicago O'Hare Airport and Chicago Greater Rockford are respectively 16 miles and 79 miles from the center of Chicago.

  • 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.

  • Which airline offers the most flights to Chicago?

    Of the 14 airlines that fly to Chicago, United Airlines offers the most flights, with around 5,208 per week, followed by American Airlines with 4,263 flights per week.

See more FAQs

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.

Prefer to fly non-stop to Chicago?

Find which airlines fly direct to Chicago, which days they fly and book direct flights.

Nonstop departures

Chile to Chicago

Monday

ANA, Aer Lingus, Aeromexico, +80 more

ANA, Aer Lingus, +81 more

Tuesday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Wednesday

ANA, Aer Lingus, Aeromexico, +79 more

ANA, Aer Lingus, +80 more

Thursday

ANA, Aer Lingus, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +81 more

ANA, Aer Lingus, +82 more

Saturday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

See more direct flights

Nonstop returns

Chicago to Chile

Monday

ANA, Aer Lingus, Aeromexico, +80 more

ANA, Aer Lingus, +81 more

Tuesday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Wednesday

ANA, Aer Lingus, Aeromexico, +79 more

ANA, Aer Lingus, +80 more

Thursday

ANA, Aer Lingus, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +81 more

ANA, Aer Lingus, +82 more

Saturday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

See more direct flights
See more direct flights

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.
8.0
DeltaOverall score based on 10778 reviews
8.6Crew
7.4Food
7.9Comfort
8.2Boarding
8.0Entertainment
Airline reviews

The gate area was incredibly short staffed, with one representative manning 4-5 flights, which caused a 3 hr delay in boarding even though the plane was all ready to leave. Other flights also were delayed because of this. The flight crew was awesome and I feel bad for the only gate worker on call, but Delta needs to hire more employees.

2.0 MediocreAnonymous, May 2024AVL - LGA
Read more about Delta reviews

The gate area was incredibly short staffed, with one representative manning 4-5 flights, which caused a 3 hr delay in boarding even though the plane was all ready to leave. Other flights also were delayed because of this. The flight crew was awesome and I feel bad for the only gate worker on call, but Delta needs to hire more employees.

Very frustrated with boarding gate crew. She announced the plane was small and they would be limiting us to one item to carry on. Not a problem for me as I understand the tiny planes have limited space!! Not the case here! It was a rather large plane and had plenty of room for bags! So because I don’t want to be one of “those people” who ignores the request to check a carry on I did so asking if I would be able to pick it up at the bottom of the ramp on arrival in Knoxville to which she responded “yes”! Then I watched as every other passenger held onto their 2 items and boarded!! Then when we arrived in Knoxville our 2 carry ons had been put with all the other luggage and we had to go to baggage pick up and wait for all the big checked bags to come off the carousel! So she lied!! Frustrating. Next time I won’t be so nice!

Everything was great. The big planes could still stand to have a bit more leg room. Crew was amazing!!

It was a good experience except when boarding a female flight attendant did not go out of her way to assist my teenage daughters in finding space for their carry-ons after their compartments were full.

The flight was excellent, I recommend people to fly with Delta

On time departure, smooth trip, flight attendant told through passengers the gate we would arrive at and the gate our outbound flight was departing from. Early arrival

The crew were very welcoming and helpful. I just wish economy had a bit more leg room. My knees were constantly hitting the chair in front of me.

Checking in at the airport the agent only booked the first keg of my trip and had my checked luggage going to the airport with a layover! Never was issued a boarding pass for the second leg or received sticker fir my checked bag. All was well in the end! Delta agents helped to resolve the situation!!!

Delayed due to an ill passenger after loading. Not preventable on Delta's part. Was in first class. The seats are becoming worn and detaching from their velcro attachments. Only got snacks on flight. The attendant was not the friendliest.

I would fly again the whole experience was great. The only feed back I can give that they don't do that American Airlines does is the crew there is more humorous with boarding and thank their passengers. It makes it more fun to fly with them. I would however fly Delta again.

Captain and Crew were excellent. The Boeing 737-800 was showing its age. In flight entertainment system was sluggish and my Business Class seat on the outbound flight had some mechanical issues. Only real problem was the location of the Gate in Panama PTY. It was a 40 minute hike from Security to the Gate. There should have been some sort of warning about the distance.

landed in panama it was in terminal one. We had to take a bus to terminal two for customs. Then back to terminal one. It was very frustrating. Then, on the way back from panama it was the same situation. We had to go back and forth between terminals to check in and drop our bags and then to board. When we were leaving, we had to wait in line for the boarding area and go through another gate security process. They told the bottles of water and coffee were bought while in line in the airport after we passed the main security. Ridiculous (and expensive). A much better communication system is needed.

This was my first time flying Copa but I'll definitely be back! Great service, professional agents, and delicious food for a fair price. Thanks for a great trip!

Horrible experience from start to end. Copa costumer service is non existent. They treat you bad. Everybody tells you different information. We didn’t received our luggage in the 1 day stop we did even we they said if was not going to be a problem. They didn’t respect the seats that we had and spread our family leaving in between of two big people who didn’t leave any space for me and crush me from side to side. I’ll never recommend Copa to anybody.

No cumpli mencionado trayecto por reasignacion de Copa Pero extraviaron mis maletas por su culpa

I was fortunate enough to have an entire row to myself and that was the highlight. Unfortunately, the flight was really turbulent which had no impact on how effective the crew was. However, I am disabled and should have boarded the flight first, but that wasn't the case. They also decided to take my bag at the gate because I had one too many and upon my picking it up at JFK it along with my rollator had been damaged. I am a vegan so the didn't have a proper meal for me and I was unable to view the entertainment because I didn't receive a set of headphones and if I needed to supply my own I wasn't made aware of that either. The crew was great, but overall everything was pretty lackluster.

Cons: "Sure. I had booked a two week vacation in Brazil. All hotels, car rental and guides booked. Copa changed my fligjt at the last minute and out of the 14 days vacatipn I had in Brazil, they would have me spend 6 days in Panama City!!! Lost of small fortune with hotels, car rentals amd had to buy another ticket with Latam. They are a scam!!"
Cons: "Due the COVID-19 El Salvador closed its boarders, leaving me unable to fly. I have sent two emails, called and spoke to a customer service representative who treated me unprofessionally and rude. After that I have been calling numerous times with a wait of over 25 minutes each time and I still have to answer from you as a company. I am extremely disappointed and want an answer soon."
Pros: "Crew was great. Food was acceptable. Really comfortable flight."
Cons: "Entertainment could have been better. Tvs per seat to wAtch movies what we want"
Pros: "nice crew."
Cons: "seats were too small and uncomfortable, not possible to lean back much because of a tall passenger behind me. international flights should have better seats."

They offered food. The crew passed by again offering water. I enjoyed the two seating section. I think is very comfortable instead of the three seat way, unless you seat in the middle; which it's not bad, but I wouldn't prefer. All and all, I think the lay out of the seating rows are better than other airlines so far( I haven't tried many anyways). The lay out makes the getting in and out to use the restroom less uncomfortable and cramped. First time flying with Latam. I will fly with them again

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.

I do not read or speak in Spanish. Only English. When asking for help, the people spoke quickly in English and pointed a lot. I wish they would’ve spoken a little slower for me to understand. There was much confusion and hurried in their message and I was unclear as to where to go

I didn't realize they didn't have bathrooms on the plane. Almost had a very bad situation.

Everything was as you would expect in coach - fine. Flight was close to on time.

I missed my plane because there was a lot of people during the migration process. The airline has the chance to care for their clients and they could get the passengers missing in the flight. I lost a day of work and Montfort transportation to go back home and go to the airport again. Unfortunately the airline doesn’t care about that. I use latam at least 4 times a year, so I guess I need to be treat better. In addition, one on my baggages didyarricw to my destination. So frustrated with this trip.

Everthing ok , crew very nice but but we had a bad experience with the wheel chair we had to wait too much for the chair, my husband couldn’t walk and he was in lot of pain , LATAM has to take care of that

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

Terrible They charged me 157$ for excess baggage even though my bags were within the normally accepted limits Flight was late. Service was poor. The snacks were really bad

Horrific checkin procedure with neither Delta nor Latam figuring out how to check me in. 4 hrs on customer support with both and both airlines pointing to each other who should do checking. I was not checked in until morning of flight, which for international flight is concerning.

It was good! Appreciated that it was very on schedule so it made the connecting flight less stressful

I was told we'd have a hot breakfast option in first class, so I chose not get a hot breakfast. It was a very strange meal, but the fresh fruit was very good quality. Service was excellent from ORD to ELP. No service from MBS to ORD, not even water. However, when flying American from FNT to ORD, which is a shorter flight, they at least pass out snacks and offer water.

We were delayed an hour leaving Munich (No fault of the crew). They kept us posted on the status so we knew what was going on, but as a result we missed our connection in Chicago and the communication on connecting flights was pretty poor as we disembarked. It was already stressful and some of that could have been reduced by better communications about where to find transfers, etc.

One problem, but a serious one - the plane is built with electric windows that tint dark to reduce light. Sitting next to the window is VERY UNCOMFORTABLE as it emits so much HEAT in the face when tinted.

The delays (5 hrs) were a comedy of errors, and the multiple safety issues encountered were very concerning.

Wifi wasn't working on one of the UA flights after boarding.

The flight was delayed instead of leaving at 11 it left at 12.20

United WiFi is consistently unusable (it can take 10 mins to load a single web page). If you need Wifi to do work, be prepared to lose half a day of productivity.

Crew was not very helpful. They forgot to serve me coffee and had to wait for a long time.It looked as if they were not very happy with what they were doing.

Good movies, iffy pay WiFi, food ok- on time though and that was great!

Left on time. Arrived early. Turbulence coming in and gate not open due to early arrival but expected.

The CX617 from HK to BKK was delayed more than 1.5 hours.

The plane was old and in new of a cleaning up and renovating on the interior. Seats and carpets were very worn and dirty looking. Cushioning on the seats was broken down and not as comfortable as newer jet seats. Food was a little below average but okay. Staff were friendly and hard working but did not pick up debris or food they spilled when collecting from the customers. But they were very helpful and professional.

This flight is frequently delayed. The connections seemingly are more frequently delayed. I’ve missed connections as a result twice on the same route to charlotte then Charleston. Final destination arrival has been the next day, twice in a row. No pilots, no crew. Too many excuses. Unfortunately, my days with American are over.

Entertainment was okay not because anything was wrong but it is a short flight so having no wifi is annoying but understandable. Crew was outstanding as usual

Those seats were way too narrow. I had the middle seat, one person was a very skinny person and we still couldn’t avoid touching each other anytime one of us moved. The other person was larger and we were basically sitting in each others lap the entire flight. There was zero entertainment. The flight was long enough to justify tvs, but no. Gotta sit there in your infant seat and twiddle your thumbs.

Flight was fine. It took an unusually long time to have baggage delivered to the carousel in ORD.

Average - flew with Jet Blue internal and it was far more comfortable and better food and entertainment. Notable difference

The flight got canceled due to mechanical issues, and he to be rebooked and missed my appointments for that day

The flight was scheduled to depart DCA at 12:30 pm but was delayed twice on the ground so that we were finally scheduled to depart at around 4:00 pm. Once we boarded, it was announced that takeoff would be delayed again to fix a hydraulic problem which delayed our eventual takeoff until around 5:00 pm. Once we departed, it was a smooth flight back to ORD. We did not get any explanation about what caused the original significant delay. In my experience, this happens frequently with AA.

Book cheap flights from Chile to Chicago

Recent round-trip flight deals

 
These are the cheapest round-trip flights to Chicago found on KAYAK in the last 72 hours.
6/2So
2 stops
19h 25mSCL-ORD
6/7Fr
2 stops
27h 20mORD-SCL
$557
6/2So
2 stops
19h 25mSCL-ORD
6/7Fr
3 stops
42h 20mORD-SCL
$559
7/17Mi
1 stopCopa Airlines
13h 48mSCL-ORD
8/12Mo
1 stopCopa Airlines
14h 15mORD-SCL
$660
7/15Mo
1 stopDelta
18h 55mSCL-ORD
8/8Do
1 stopDelta
22h 50mORD-SCL
$661
7/29Mo
2 stopsDelta
19h 19mSCL-ORD
9/16Mo
2 stopsDelta
17h 06mORD-SCL
$663
7/28So
2 stopsLATAM Airlines
24h 29mSCL-ORD
8/5Mo
2 stopsLATAM Airlines
31h 00mORD-SCL
$670
10/9Mi
2 stopsLATAM Airlines
26h 27mSCL-MDW
10/15Di
1 stopLATAM Airlines
13h 15mMDW-SCL
$670
6/1Sa
3 stopsAvianca
25h 10mSCL-ORD
7/31Mi
3 stopsAvianca
29h 40mORD-SCL
$694
8/4So
1 stopCopa Airlines
13h 51mSCL-ORD
8/13Di
1 stopCopa Airlines
14h 15mORD-SCL
$700
7/18Do
3 stopsAvianca
25h 10mSCL-ORD
8/9Fr
2 stopsAvianca
35h 10mORD-SCL
$724

Search by stops

Search by airline

Search by price

Recent one-way flight deals

 
Only flying one-way? Below are some of the best deals for one-way flights to Chicago found on KAYAK in the last 72 hours.
8/19Mo
2 stops
21h 06mSCL-ORD
$278
5/24Fr
2 stops
31h 02mSCL-ORD
$281
6/8Sa
3 stopsAvianca
25h 10mSCL-ORD
$292
7/14So
1 stopLATAM Airlines
15h 24mSCL-ORD
$536
7/14So
1 stopLATAM Airlines
16h 19mSCL-MDW
$536
8/19Mo
1 stopDelta
23h 07mSCL-ORD
$554
7/29Mo
2 stopsDelta
21h 06mSCL-ORD
$556
9/16Mo
1 stopAmerican Airlines
17h 17mSCL-ORD
$561
6/12Mi
1 stopCopa Airlines
13h 35mSCL-ORD
$963
7/4Do
1 stopCopa Airlines
22h 57mSCL-ORD
$1,003

Search by stops

Search by airline

Search by price

Last minute flights to Chicago

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights to Chicago that are departing in the next 10 days.
5/11Sa
multi-stop
33h 39mSCL-ORD
5/27Mo
multi-stop
32h 45mORD-SCL
$850
5/13Mo
multi-stop
28h 24mSCL-ORD
5/20Mo
multi-stop
20h 37mORD-SCL
$856
5/11Sa
multi-stop
53h 55mSCL-ORD
5/27Mo
multi-stop
32h 45mORD-SCL
$875
5/13Mo
multi-stop
35h 00mSCL-ORD
5/20Mo
multi-stop
32h 45mORD-SCL
$884
5/12So
multi-stopCopa Airlines
23h 09mSCL-ORD
5/31Fr
multi-stopCopa Airlines
14h 22mORD-SCL
$1,000
5/10Fr
multi-stopDelta
21h 07mSCL-ORD
6/27Do
multi-stopDelta
22h 55mORD-SCL
$1,074
5/13Mo
multi-stopDelta
16h 25mSCL-ORD
5/31Fr
multi-stopDelta
17h 01mORD-SCL
$1,075
5/10Fr
multi-stopLATAM Airlines
14h 31mSCL-MDW
6/27Do
multi-stopLATAM Airlines
14h 15mMDW-SCL
$1,081
5/13Mo
multi-stopLATAM Airlines
24h 06mSCL-MDW
5/31Fr
multi-stopLATAM Airlines
16h 48mMDW-SCL
$1,089
5/10Fr
multi-stopCopa Airlines
23h 09mSCL-ORD
5/27Mo
multi-stopCopa Airlines
14h 22mORD-SCL
$2,672

Search by stops

Search by airline

Search by price

Flights to Chicago

Return flight deals:

Chicago - Chile

Cabin classes: