$303 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 2/18. 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.
1 adult
1 adult, Economy, 0 bags

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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Everything you should know

Cheapest round-trip
$564
Overall average: $786
Multiple Airlines
Thu 12/4Fri 12/12
SCL - ORD • 2 stops
Cheapest one-way
$303
Typical prices: $361-$450
Multiple Airlines
Wed 2/18
SCL - ORD • 2 stops
When to travel
April
Cheapest • 29% price drop
May
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Chicago!
Flight Deals
Booking Insights
Flight Deals

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

Thu, Dec 4 - Fri, Dec 12
Multiple Airlines Logo
4:20 am - 6:36 pmSCL-ORD
17h 16m2 stops
Multiple Airlines Logo
7:41 pm - 2:40 pmORD-SCL
39h 59m2 stops
$564Multiple Airlines
Find Deal
Thu, Dec 4 - Fri, Dec 12
Multiple Airlines Logo
4:20 am - 6:36 pmSCL-ORD
17h 16m2 stops
Multiple Airlines Logo
7:41 pm - 2:40 pmORD-SCL
39h 59m2 stops
$574Multiple Airlines
Find Deal
Wed, Nov 19 - Mon, Dec 1
American Airlines Logo
10:25 pm - 12:04 pmSCL-ORD
16h 39m1 stop
American Airlines Logo
2:50 pm - 9:00 amORD-SCL
15h 10m1 stop
$694American Airlines
Find Deal
Thu, Nov 20 - Mon, Dec 1
American Airlines Logo
10:25 pm - 2:14 pmSCL-ORD
18h 49m2 stops
American Airlines Logo
7:29 am - 8:00 amORD-SCL
21h 31m1 stop
$700American Airlines
Find Deal
Tue, Mar 24 - Mon, Mar 30
LATAM Airlines Logo
10:30 pm - 12:44 pmSCL-ORD
16h 14m1 stop
LATAM Airlines Logo
1:30 pm - 7:00 amORD-SCL
15h 30m1 stop
$705LATAM Airlines
Find Deal
Tue, Mar 24 - Mon, Mar 30
LATAM Airlines Logo
10:30 pm - 5:37 pmSCL-ORD
21h 07m1 stop
LATAM Airlines Logo
10:40 am - 7:00 amORD-SCL
18h 20m1 stop
$708LATAM Airlines
Find Deal
Wed, Nov 26 - Fri, Nov 28
Avianca Logo
7:25 am - 8:20 pmSCL-ORD
15h 55m1 stop
Avianca Logo
8:50 am - 5:30 amORD-SCL
17h 40m2 stops
$712Avianca
Find Deal
Tue, Mar 24 - Mon, Mar 30
Delta Logo
11:15 pm - 12:41 pmSCL-ORD
15h 26m2 stops
Delta Logo
11:19 am - 6:50 amORD-SCL
17h 31m2 stops
$725Delta
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Tue, Mar 24 - Mon, Mar 30
Delta Logo
11:15 pm - 12:35 pmSCL-MDW
15h 20m2 stops
Delta Logo
10:35 am - 8:00 amMDW-SCL
19h 25m1 stop
$725Delta
Find Deal
Tue, Mar 10 - Tue, Mar 31
Avianca Logo
7:25 am - 9:20 pmSCL-ORD
15h 55m1 stop
Avianca Logo
2:35 pm - 5:15 amORD-SCL
12h 40m1 stop
$731Avianca
Find Deal
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.

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 $508 on average for one-way flights. On the other hand, the most expensive months are July and November, where the average cost of tickets from Chile is $801 and $768 respectively. For return trips, the best month to travel is April with an average price of $508.

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 0 weeks before departure. For the absolute cheapest price, our data suggests you should book 60 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 Greater Rockford Airport, with an average flight price of $136.

Good to know

Low seasonSeptember
Cheapest flight$303
Best time to beat the crowds but there is an average 4% increase in price.
Most popular time to fly and prices are also 0% lower on average.
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 tickets can be as cheap as $712. On the other hand, the most expensive day to fly is Monday, where 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 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 11,716 direct flights from within Chile to Chicago. The most common day for departures is Saturday, 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 4 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.
7.9
DeltaOverall score based on 7981 reviews
8.5Crew
8.2Boarding
7.9Entertainment
7.9Comfort
7.3Food
Airline reviews

The flight used a B767 with a very old interior from before 2014. The entertainment system did not work at all during the flight despite attempts to reset the system. It was like they flew this route just to be competitive.

6.0 GoodDavid, Oct 2025LAX - JFK
Read more Delta reviews

The flight used a B767 with a very old interior from before 2014. The entertainment system did not work at all during the flight despite attempts to reset the system. It was like they flew this route just to be competitive.

Crew blocked exits to front of ship with galley carts. Also split five person family apart on international flight without fixing.

They changed planes and the new plane couldn’t carry enough fuel to fly across the country so we had to stop in Kansas City to refuel. Flight was delayed .

Flight was too crowded and seats are too small, especially since passengrs are getting larger. Having a middle seat is ALWAYS tough! Woman on my left was large & kept creeping in to my space. Flight personnel were great! Have more savory rather than sweet snacks please.

Flight was crowded and the woman sitting on my left was large & kept crouching in to my space. You need bigger seats or smaller passengers to fit into the seats you DO have! Snack were OK. Would appreciate if airlines had more savory rather than sweet snacks, thank you!

Delayed flight (1hour) plus a long layover after an overnight flight with no backup plane available.

We were delayed, which I think had to do with air traffic control. Otherwise, everything was great.

The boarding process needs to be refined. Sometimes the gate crew calls out the zones and then flip to showing the.zones boarding on the gate monitor display. So, unless you are huddled around the gate lanes watching the monitor, you could miss your boarding zone. Suggest the zones be announced each time a new zone is allowed to board.

The boarding process needs to be refined. Sometimes the gate crew call out the boarding zone, and then flip to the monitor to show which zones are boarding. So unless everyone is gathered around to see the monitor there is usually confusion as wi which zones are boarding.

On time flight. Seat comfort could be better in the Comfort section.

Check in -- in business took over 30 mins as there was only one attendant. Boarding was also a mess. The seat was too narrow and was not working properly. Food was very bad and the entertainment very poor. Crew was very polite and helpful, in fairness.

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.

Because the flight was late, we lost the connection to Brazil. You, Delta delayed, and you Delta anticipated the door closing in 15 min from Miami to GRU. Why? It caused a lot of stress! I almost could not see my mother in law alive because of your delay.

My entertainment did not work. I was very tired from the botched connection, and the poor sleep

It’s a delta flight operated by LATAM. The whole ticket sale is a mess, delta changed my flight but didn’t update it in LATAM system, I couldn’t get my boarding pass, it took me hours to resolve this issue with delta. I had to change my travel plan. No apology from Delta even though it’s their fault.

Boarding was done by woman who insisted on strict standing in line policy; food was ok; entertainment minimal

entertainment was not good; the shoulder strap on Business class seat did not sit well across the body (more like across the neck); the food was not hot and the special meal promoted by insert in the menu was not available to us

Wider seats, better seat cushions, (I felt like there was a board I was sitting on). I had the chicken to eat but It neither tasted nor looked like chicken. The fruit was good.

It was a typical flight. We had a delay which seems to be the normality now. And we had no in flight service due to conditions.

After we landed we sat on the tarmac for 1.5 hours waiting to get to our gate. Ridiculous.

Flight, food and crew were all good, friendly and very satisfactory.

Terrible. Flight delayed for more than 8 hours with only a $12 meal voucher provided for the inconvenience. The airplane did not have breaks on arrival yet they still made us go through the motions and board on time knowing we could not take off then sit for 40+ minutes before having to get of the time. A complete waste of my time. I cannot believe they can stay business with these shenanigans. I’ll avoid this company like the plague moving forward as the lack of accountability is disgraceful.

This was the best 2 flights I have had with American out of SGF. Great crew both flights.

Premium economy seat was decent. As always poor headphones, poor food and beverage, crew is not overly friendly

Excellent - explanations were clear staff was nice and flight was comfortable

Lost bag and 2 days no word leaving for cruise no clothes or stuff

The flight was on time and crew were nice, seats were tight and there was entertainment available

Any flight to ORD after about 2pm this summer has been challenging. Flight was delayed getting in (coming from ORD) and that led to it not leaving before a ground stop due to lightening before they could fuel the plane, and so forth. They made up some time but we were still late in arriving at ORD, and that led to missed connections.

Luggage lost and nowhere to be found, no response from either airline regarding my bag

The usb plugs for charging your phone didn’t work, the seats were coarse and hard. Not very comfortable. No inflight WiFi

Very uncomfortable planes , poor service on the plane , take your own water so you don’t dehydrate , in a 6 hs flight they sold one time food and beverage . 1 plane was delayed 6 hs , I lost a connecting flight . Then in the way back they announce a delay of 2 hs so I had to take a different flight to arrive on time for my connecting flight . Avoid this airline .

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!

No food, terms when selling are not clear. To pricy for the service in general

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

The incoming plane was late and no information was shared. They even announced we would board in 10 muntes 40 minutes prior to the plane arriving, and the website said until takeoff that we had taken off an hour earlier

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
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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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