$319 Find Cheap Flights from Chile to Chicago

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 6/2. 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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KAYAK searches 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, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results for flights to Chicago, as well as popular online travel agencies
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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.

Recent round-trip flight deals from Chile to Chicago

KAYAK's recommended round-trip deals from the most popular airlines that fly from Chile to Chicago.
Discover the best prices for you by selecting your travel dates on KAYAK.
Avianca Logo
2:30 pm - 1:15 pmSCL-ORD
23h 45m1 stop
Avianca Logo
5:25 pm - 1:25 pmORD-SCL
19h 00m2 stops
$559Avianca
Find Deal
Thu, Aug 14 - Thu, Aug 21
Avianca Logo
2:30 pm - 1:15 pmSCL-ORD
23h 45m1 stop
Avianca Logo
2:35 pm - 4:15 amORD-SCL
12h 40m1 stop
$565Avianca
Find Deal
Thu, Aug 14 - Thu, Aug 21
LATAM Airlines Logo
8:45 am - 9:51 amSCL-MDW
27h 06m2 stops
LATAM Airlines Logo
10:35 am - 6:30 amMDW-SCL
17h 55m2 stops
$669LATAM Airlines
Find Deal
Wed, Sep 10 - Tue, Sep 23
LATAM Airlines Logo
8:20 am - 11:53 pmSCL-ORD
17h 33m2 stops
LATAM Airlines Logo
6:10 pm - 5:25 pmORD-SCL
21h 15m2 stops
$695LATAM Airlines
Find Deal
Wed, Sep 10 - Tue, Sep 23
Delta Logo
7:45 am - 11:55 pmSCL-ORD
17h 10m2 stops
Delta Logo
11:19 am - 3:30 amORD-SCL
15h 11m2 stops
$740Delta
Find Deal
Thu, Aug 14 - Wed, Aug 20
Copa Airlines Logo
11:27 am - 12:20 amSCL-ORD
13h 53m1 stop
Copa Airlines Logo
7:54 am - 2:47 amORD-SCL
17h 53m1 stop
$742Copa Airlines
Find Deal
Mon, Jul 14 - Tue, Jul 29
Delta Logo
10:50 pm - 5:36 pmSCL-ORD
20h 46m1 stop
Delta Logo
11:00 am - 5:45 amORD-SCL
16h 45m1 stop
$745Delta
Find Deal
Thu, Oct 9 - Mon, Oct 13
Copa Airlines Logo
12:12 am - 1:42 pmSCL-ORD
14h 30m1 stop
Copa Airlines Logo
3:07 pm - 5:04 amORD-SCL
12h 57m1 stop
$782Copa Airlines
Find Deal
Fri, Jul 18 - Mon, Jul 28
American Airlines Logo
9:50 pm - 3:52 pmSCL-ORD
19h 02m2 stops
American Airlines Logo
8:25 am - 7:05 amORD-SCL
21h 40m1 stop
$804American Airlines
Find Deal
Sat, Jul 19 - Mon, Jul 28
American Airlines Logo
9:50 pm - 3:52 pmSCL-ORD
19h 02m2 stops
American Airlines Logo
4:49 pm - 7:05 amORD-SCL
13h 16m1 stop
$809American Airlines
Find Deal
Sat, Jul 19 - Mon, Jul 28
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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.

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 $504 on average for return flights. On the other hand, the most expensive months are June and July, where the average cost of tickets from Chile is $758 and $750 respectively. For one-way flights, the best month to travel is April with an average price of $504.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights to Chicago, 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 6 weeks before departure. For the absolute cheapest price, our data suggests you should book 23 weeks 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 Greater Rockford Airport (RFD), with an average flight price of $137.


Good to know

Low seasonNovember
High seasonDecember
Cheapest flight$319
Best time to beat the crowds but there is an average 3% increase in price.
Most popular time to fly with an average 3% 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.

  • What is the cheapest day to fly to Chicago?

    Based on KAYAK data, the cheapest day to fly to Chicago is Wednesday where round-trip tickets can be as cheap as $712. On the other hand, the most expensive day to fly is Monday, where round-trip prices are $866 on average.

  • 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.

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

    The cheapest time of day to fly to Chicago is generally in the evening, when round-trip flights cost $749 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 $818.

  • How many direct flights to Chicago are there each week?

    Each week there are around 10,485 direct flights from within Chile to Chicago. The most common day for departures is Sunday, with 15% 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.

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 7936 reviews
7.9Comfort
8.2Boarding
7.3Food
8.5Crew
7.9Entertainment
Airline reviews

Fine except the person next to me took up her seat had raised the arm divide so she spilled into my seat. because of her size. Fortunately no one was in the seat on my right so I could use part of it.

10.0 ExcellentAnonymous, Apr 2025AMS - ATL
Read more Delta reviews

Fine except the person next to me took up her seat had raised the arm divide so she spilled into my seat. because of her size. Fortunately no one was in the seat on my right so I could use part of it.

Delta is my preferred airline. I've traveled with them for years. On time in most cases, good communication, easy to use app. Most planes are pretty nice. I was on a CRJ 700/900 however, which was pretty badly aged inside and needed a refresh. No infotainment, unreliable wifi, best to download before boarding or bring a book. Food choices are really just snacks on this flight, nice variety but about what you'd expect. Great staff and prompt in departure and early arrival too. Overall quite satisfied.

Crew was friendly Love the entertainment in the seat head rest.

Delta flight was on time, seats were comfortable, and crew was nice.

This had nothing to do with Delta… The flights were on time and flawless. The service was excellent. We purchased seats in (aisle/middle) comfort plus since this was a cross country flight. Unfortunately, the woman seated at the window was 300+ pounds and, as might be expected, covered up about a third of the middle seat also. there was absolutely nothing that Delta could have done about that… I just don’t know what the answer should be. If you purchase a seat, you should should be able to use the entire seat and not just the portion that someone else is not sitting/oozing in. Disappointing…there should be something that could be done….I'm just not sure what solution could be.

Delayed take-off. Very small plane so very scary with lots of bumps during the flight. Would never fly Delta on short flights in small 80 seaters plane again! Felt relieved when landed.

Delta is a cut above the others in customer service.

The worst part was I was NOT allowed in the lounge even though I was holding a first class ticket and have a premium American Express card. I have flown Business or First Class with many airlines. Delta is the ONLY one who does not extend this courtesy to anyone except people who hold the very expensive American Express card. As a result, I won’t fly Delta if I have any other choice.

A little bumpy ride . No food was being provided due the the turbulence. That was ok it was a short flight to my standards.

Simply outstanding. Their new lounge for Delta One customers is a cut above the rest.

I travel often with LATAM, it never disappoints me. The service is great, nice crew, latest and some classic movies. I got 3 small meals, cannot complaint. I’ll definitely travel again with them.

We didn’t have any entertainment. I tried to go online without success. The airplane was extremely cold and they didn’t have blankets.

Delta has an outstanding service. They are courteous and punctual most of the time. The flight departed a half hour late but we arrived 15 minutes early.

Not sure why there are so many security checks at this airport. Consistently annoying showing passport over and over, checking carryons at gate all the while trying to make tight connection. Basically it was uncomfortable crowded cabin with meidiocre service

Change of gate in Santiago devolved into half plus hour delay and a really tight connection in Lima

Although the flight is goof and the crew is good, the way the airline charges you for every service is ridiculous.

Plane never left the ground. Mech issues - entire trip was rerouted through united.

They didi not provide wheelchair though we had requested. We had to run around for 40 minutes and arrange it from the airport!

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

No entertainment but not expected. Unless you are referring to monitor that you can use. Then Al, was fine on all flights.

We were in transit from Lima (flight at 1.10am) and we were in stand by in our flight from Panama to Washington. We wait from 4.30 am to 18.30pm in the Airport. The company give us 2 x 15 dollars for eat during the day and a personnal travel voucher of 400 dollars each. Do they buy food one time something in the Airport ??? And one of us live in France so the voucher is not usable. More than 24 hours travel !! And our place were near the toilets, with 8 children around us. The boy behind my seat stamped his feet on my back all the flight. Really Wonder full ! So we are totally unhappy with our travel. Thanks Copa Airlines....

I upgraded myself to Business Class at the last minute so I had a DREAMS window seat. Seeing as I've never flown Business before everything was novel and fun for me and it made the 7 hour flight much more enjoyable for sure.

It was reasonably comfortable trip considering its duration (7 hours). Crew was very good and friendly, seats very more comfortable than other planes. Only negative comment would be that the bathroom light did not get its full brightness 🙃

The flight was delayed about 4 hours without any explanation. No wifi or entertainment at all on planes. Had to pay for checked bags I was allowed according to reservations.

Well the airline was fine. The only thing is I was charged for a checked in luggage. But when I reserved the ticket it showed a check in bag allowed. Who can I get in contact with for reimbursement.? The airline said I had to speak to whoever I booked ticket with.

Friendly flight team and seamless travel from one stop to next.

I loved my experience. Very safe, Very informative and very friendly.

At JFK the Security line was extremely long and few checkpoints open.

Flight attendant -José? - was over the top friendly and professional. Beautiful new plane with lie flat seats in Business (worth it!)

Horrible food. No wine or any other alcohol is served on the flight. Water is not served often and they refused when I asked for water in two cups. On the other hand, both going and coming back flights were on time.

To start, I’d like to say that every American Airline personnel I interacted with on the ground, especially flight crew, was very friendly and did their best to help me out. Despite this, however, my experience with the airline was an entire mess. The 7:19 PM flight was heavily delayed due to weather, and pushed to 10:30 AM the next morning. Because of this, I had to spend the night inside of the airport. At some point later in the night, I got an email saying that the flight had been canceled. I called the support number, and the representative on the other line told me that the flight was still on and that I didn’t need to rebook. The next morning, no one came to the gate to open the door for the crew until almost 11 AM. By this time the flight crew had been waiting for over an hour, and they had called management to get someone to open the door for them multiple times. Around 11:30, the gate screen had changed to a different flight. I ended up buying a last minute ticket with Southwest airline just to get to Chicago, because the next flight with American wasn’t until 7:19 pm that day. Now, earlier that morning my suitcase had been sent ahead of me to ORD. I went to baggage claim to ask them if I could have my suitcase forwarded to where I was staying. The representative at SDF baggage claim said they could and put the claim in for me. As I was going back through TSA, I got an email that the airline had found my suitcase, but the next step was to send it BACK to SDF. I called the airline support number again, and I made it clear that my suitcase needed to stay in Chicago and to not come back to SDF. The representative told me that they would hold my suitcase at ORD and that it wasn’t going to be forwarded anywhere. Once I got there, I found that they had loaded my suitcase onto a plane to send it back to SDF. Thankfully, I had gotten to the baggage claim counter in time for them to put in a request to bring my suitcase back up. My refund with the airline is processing already, but because of this entire experience and miscommunication at every turn of the way, I will not book with American Airlines in the future.

The plane was late and then sat on the runway for almost 45 minutes before taking off.

Crew professional. Easy bag drop off. On time. Good entertainment.

Everything was great. Boarding, early departure, early arrival, and deplaning were smooth. Smooth flight.

Per usual, flight status, staff courtesy and professionalism were excellent

The only thing is if Wi-Fi is available after you land and taxi to the gate. It takes forever to get to the gate, and having the Wi-Fi continue would be great to bide the time at least 5 minutes before you arrive at the entrance. That is my only comment; otherwise, everything was good.

Had to wait on pilot and crew to depart and had to wait to arrive at the gate because they only had 2 crews working. Delays, delays....Planes just keep getting smaller and tighter and they nickle and dime for everything. When will an airline actually wake up and make flying more enjoyable?

Seating was horrible. Small seats. Access to flight information and extras very iser unfriendly. Kept losing internet after paying for it. Staff in madison was as unprofessional and unhelpful.

Delayed due to no crew. On a major holiday travel day.

Other than being delayed 5.5 hours and having to get a hotel because I missed my connecting flight, it was an okay flight. No in-flight Wi-Fi or entertainment.

Late departure. When the flight arrived in Medellin the plane sat at the gate for 20 minutes waiting for a bus for us to get off the plane.

A few years ago long flights 6 hours or so used to have video screens and they offered ear phones. The food cart used to come and drinks. Now absolutely nothing. Avianca is as bad as Spirit Airlines. Avianca will now be my last choice when booking my next flight.

Terrible, We had to stay in Bogota for two days due to weather but the airline did not provide for the same day flight. Only two days later

Purchased a business class ticket and got a economy seat with center seat blocked they call it business. 3100usd ticket on a flight where economy costs 500usd The biggest scam insult have had on a regular airline. Avianca should be in the low cost category and kicked out of Star Alliance. I want the difference to be credited. Ets see what Avianca does. No reply so far. Avianca = low cost airline. Beware

Business class seats did not lie flat. There was only powdered milk for your coffee....in Business Class!! Food was good.

The seats were very uncomfortable. I would have upgrade or got different flight if I knew. I usually sleep in the plane but I couldn’t sleep at all. Very uncomfortable. Also no food or drink everything was to purchase, and that’s u usual for international flight.

COP 7,000 for a cup of mediocre coffee. I thought I was on Spirit Airlines for a minute. Otherwise the flight was fine. Nothing exceptional to report.

please see previous response; it covers the whole travel trajectory.

Overpriced checked bag price of $120 and they charge you for carryon if the size is not minimal of $120.

Be very careful of the initial low price because Avianca wil bill you for a carryon of $120 or a checked bag for $120. Also, be careful with connections because the customs entry process is slow and the connecting terminal is not close.

Everything you need to know for your flight to Chicago

Cabin class types available on flights to Chicago

Cabin classes available on flights to Chicago. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.

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