$307 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 10/25. 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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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

Tue, Oct 27 - Wed, Nov 4
Avianca Logo
1:35 am - 9:20 pm
SCL
-
ORD
21h 45m
1 stop
Avianca Logo
10:20 pm - 3:20 pm
ORD
-
SCL
14h 00m
1 stop
$601Avianca
Tue, Jul 14 - Tue, Aug 18
Delta Logo
11:00 pm - 5:12 pm
SCL
-
ORD
19h 12m
2 stops
Delta Logo
1:00 pm - 6:25 am
ORD
-
SCL
16h 25m
1 stop
$606Delta
Wed, Jul 8 - Mon, Jul 13
Delta Logo
11:00 pm - 4:15 pm
SCL
-
MDW
18h 15m
2 stops
Delta Logo
5:10 pm - 7:15 am
MDW
-
SCL
13h 05m
1 stop
$606Delta
Wed, Nov 25 - Thu, Dec 10
LATAM Airlines Logo
11:55 pm - 5:34 pm
SCL
-
ORD
20h 39m
1 stop
LATAM Airlines Logo
10:40 am - 5:35 am
ORD
-
SCL
15h 55m
2 stops
$607LATAM Airlines
Fri, Aug 21 - Sat, Sep 5
Delta Logo
11:00 pm - 7:22 pm
SCL
-
ORD
21h 22m
2 stops
Delta Logo
6:00 am - 5:25 am
ORD
-
SCL
22h 25m
1 stop
$609Delta
Thu, Aug 27 - Thu, Sep 10
Delta Logo
8:40 pm - 9:59 am
SCL
-
MDW
14h 19m
1 stop
Delta Logo
4:30 pm - 8:15 am
MDW
-
SCL
13h 45m
1 stop
$609Delta
Thu, Jul 2 - Thu, Jul 16
Delta Logo
10:55 pm - 5:11 pm
SCL
-
ORD
19h 16m
1 stop
Delta Logo
11:20 am - 7:15 am
ORD
-
SCL
18h 55m
1 stop
$610Delta
Thu, Oct 15 - Mon, Oct 19
Multiple Airlines Logo
10:55 pm - 5:34 pm
SCL
-
ORD
20h 39m
1 stop
Multiple Airlines Logo
6:05 am - 6:10 am
ORD
-
SCL
22h 05m
2 stops
$613Multiple Airlines
Wed, Nov 11 - Thu, Nov 12
LATAM Airlines Logo
11:10 pm - 9:52 am
SCL
-
MDW
13h 42m
1 stop
LATAM Airlines Logo
1:05 pm - 1:30 pm
MDW
-
SCL
21h 25m
3 stops
$614LATAM Airlines
Thu, Nov 5 - Mon, Nov 9
United Airlines Logo
10:45 pm - 9:25 am
SCL
-
ORD
13h 40m
1 stop
United Airlines Logo
12:49 pm - 8:50 am
ORD
-
SCL
17h 01m
1 stop
$615United 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.

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 March, where tickets cost $648 on average for return flights. On the other hand, the most expensive months are January and May, where the average cost of tickets from Chile is $1,118 and $808 respectively. For one-way flights, the best month to travel is March with an average price of $648.

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 4 weeks before departure, which saves you about 3% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 13 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 $131.

Good to know

Low seasonMarch
Cheapest flight$307
Best time to beat the crowds with an average 14% drop in price.
Most popular time to fly and prices are also 9% 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.

  • 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 are there each week?

    Each week there are around 44,270 direct flights from within Chile to Chicago. 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 3 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 8393 reviews
7.8Entertainment
8.1Boarding
7.8Comfort
8.5Crew
7.2Food
Airline reviews

Was on time, normal boarding. The worst flight attendents and service I ever seen,, can't believe Delta can have such service. Bathroom was dirty and no toilet paper, paper towels and used toilet paper all over the floor, when I tried to tell flight attendant she didn't even let me to finish and turn around. Very rude. Wi fi didn't work.

4.0 OkayMarianna, Jun 2026
MAD - JFK
Read more Delta reviews

Was on time, normal boarding. The worst flight attendents and service I ever seen,, can't believe Delta can have such service. Bathroom was dirty and no toilet paper, paper towels and used toilet paper all over the floor, when I tried to tell flight attendant she didn't even let me to finish and turn around. Very rude. Wi fi didn't work.

Connection flights should be spaced out farther because too close I missed my connection.

Definitely a southern flavor. Cordiality was evident even though no drinks or snacks were served.

On time! There were plenty of airport employees who were able to keep us moving in the right direction. The crew on the plane were professional.

Left /arrived on time. Decent seat space. Like the wifi/plugs and entertainment. Windows and tray table were kinda gross. Attendants didn't start snack service til 40mins before landing. Two rows before us, captain came on to say there's turbulence and recalled staff to seats. So, no drink/snack. Later, attendants didn't stop to see if we had trash nor even look our way. Felt invisible! Almost all pilot announcements were not only unintelligible, but so quiet. We had no idea what she said.

Average seat comfort, a drink and chips were provided, early boarding because we checked a carryon at the gate was nice. Ticket pricing shenanigans, including fees to pick a seat, check a bag, and get food onboard - evidence the industry is reinvigorating last century’s strategies- destroys the experience before one ever arrives at the airport. It’s difficult to recognize any value or sustain loyalty in the end-to-end process making air travel more drudgery than pleasure.

Gate agent was unhelpful for handicapped boarding. Flight attendant seemed untrained.

Great flight with a terrific crew. Uneventful and early arrival. Thank you.

No service flight that took 5 hrs and a stop at an unscheduled airport. Crew and pilots did their jobs

Clean planes and not take my comfort class seat away.

Orderly boarding, priority for platinum members, courtesy drinks from business class even when we were seating in economy.

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.

They didn’t have any headphones for the entertainment screen and their USB port didn’t accommodate a USB-C for more modern phones. The food was just ok. The staff was friendly but the seats were very uncomfortable for a full flight.

I had to run from the end of terminal one to the end of terminal two to make the connecting flight....probably a kilometer. No electric carts were available. I'm 76 and literally had to run to make the connection at the last minute. The connecting time was absolutely unrealistic. When Last Call was announced, I tried to get other Copa gate staff to call Gate 221 to let them know I was on my way, but they said no. I came within 1 minute of missing the flight.

I was flying business class, and the French fellow passengers were super noisy. It was not a comfortable flight. And the crew was not helpful.

Boarding was confusing from staff telling going to preboard and than to group 1 Airplane was not cooling at the beginning

Avoid at all costs. My wife had to stay back on a connecting flight as her parents flight was delayed. 10 days later on the way back they cancelled all our flights. We had to rebook all four of us on the next days flight.

The food is terrible I ask for water never got transport my mother we’re late and my sister from Lima was the worst waiting to long for wheelchair

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

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

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.

Honestly first time flying with delta and it was pretty good. All the process very smooth and crew was always nice and attentive.

Nothing I like, I missed this connection b/c of an earlier flight delay. I had to stay one more night and I paid out my own pocket. LATAM failed to send me to a safe and decent hotel.

It was delayed for 2 hours. Then when we arrived they took us on a very uncomfortable bus and left us there. The bus driver wouldn't let us out because no one from Latam was there. Everything was disaster.

LATAM is a great airline who takes care of there guests. They consistently walk around and see if you need water in addition to taking care of all the passengers. The chicken in process is really easy and I’m always offered a chance for an upgrade which I appreciate.

Deleted flight made me loose my connection flight now stuck in Atlanta for a day

Latam wouldn’t tell me how much checked luggage would until I was at the airport and they charged me the highest price possible. Besides that, it was okay.

Comfort in exit seat was excellent. FLight crew and flight were excellent. However exit seat tray table was broken so could not use it. Entertainment monitor did not work at all despite attempts to reset it.

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

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Saint Joseph
Hammond
Portage
Lansing
Valparaiso
Schererville
Chesterton
Munster
Porter
Monticello
Saint John
Griffith

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.