$100 Find Cheap Flights from Chicago to South America

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to South America departing on 9/27. 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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1 adult, Economy

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Cheap Flights from Chicago to South America

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Lima
Lima1 stop$466
Bogotá
Bogotá1 stop$308
Cartagena
Cartagena1 stop$286
Santiago
Santiago2 stops$557
Quito
Quito1 stop$417
Lima
Lima1 stop$466
Bogotá
Bogotá1 stop$308
Cartagena
Cartagena1 stop$286
Santiago
Santiago2 stops$557
Quito
Quito1 stop$417

Book Cheap Chicago to South America Plane Tickets

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

Sat, Oct 18 - Fri, Oct 24
Spirit Airlines Logo
7:43 pm - 12:25 pmORD-CTG
16h 42m1 stop
Spirit Airlines Logo
1:32 pm - 11:45 pmCTG-ORD
10h 13m1 stop
$286Spirit Airlines
Find Deal
Sun, Oct 19 - Fri, Oct 31
Spirit Airlines Logo
5:05 am - 12:25 pmORD-CTG
7h 20m1 stop
Spirit Airlines Logo
1:32 pm - 1:03 amCTG-ORD
11h 31m1 stop
$287Spirit Airlines
Find Deal
Fri, Nov 7 - Mon, Nov 10
Copa Airlines Logo
2:07 pm - 8:41 amORD-CTG
17h 34m1 stop
Copa Airlines Logo
9:42 am - 12:05 amCTG-ORD
15h 23m1 stop
$290Copa Airlines
Find Deal
Sat, Jan 10 - Sat, Jan 24
American Airlines Logo
6:24 pm - 1:00 pmORD-CTG
17h 36m1 stop
American Airlines Logo
4:55 pm - 8:59 amCTG-ORD
17h 04m1 stop
$302American Airlines
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Sun, Sep 21 - Wed, Oct 1
Copa Airlines Logo
8:02 am - 11:00 pmORD-CTG
14h 58m1 stop
Copa Airlines Logo
9:42 am - 12:21 amCTG-ORD
14h 39m1 stop
$305Copa Airlines
Find Deal
Fri, Sep 26 - Tue, Sep 30
American Airlines Logo
8:47 pm - 12:25 pmORD-CTG
15h 38m2 stops
American Airlines Logo
1:25 pm - 7:42 amCTG-ORD
18h 17m2 stops
$306American Airlines
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Mon, Sep 22 - Mon, Sep 29
LATAM Airlines Logo
3:35 pm - 5:00 amORD-LIM
13h 25m1 stop
LATAM Airlines Logo
12:00 pm - 11:54 pmLIM-ORD
11h 54m1 stop
$476LATAM Airlines
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Mon, Oct 27 - Thu, Nov 6
Avianca Logo
11:20 pm - 12:40 amORD-GIG
23h 20m1 stop
Avianca Logo
7:30 am - 8:20 pmGIG-ORD
15h 50m1 stop
$479Avianca
Find Deal
Tue, Feb 3 - Tue, Feb 17
Avianca Logo
10:20 pm - 8:55 pmORD-LIM
21h 35m1 stop
Avianca Logo
7:30 am - 8:20 pmLIM-ORD
13h 50m1 stop
$481Avianca
Find Deal
Thu, Sep 18 - Sun, Oct 19
LATAM Airlines Logo
5:30 am - 10:00 pmORD-LIM
16h 30m2 stops
LATAM Airlines Logo
12:15 am - 11:58 pmLIM-ORD
23h 43m2 stops
$504LATAM Airlines
Find Deal
Booking Insights

KAYAK's insights & trends for Chicago to South America flights

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

What is the cheapest Chicago to South America flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to South America from Chicago found in the last 72 hours was to Bogotá, at $360 round-trip. The most popular route is from Chicago O'Hare Intl Airport (ORD) to Bogotá (BOG), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $360.

Can I save money by flying with a layover from Chicago to South America?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $429, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Chicago to South America?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to South America, 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 from Chicago to South America is November, when tickets cost $548 (return) on average. On the other hand, the most expensive months are December and August, when the average cost of round-trip tickets is $967 and $690 respectively.

What’s the cheapest day of the week to fly from Chicago to South America?

The average price of all round-trip flights from Chicago to South America clicked on KAYAK for each day over the last 12 months.

Your flight ticket price will generally be cheaper if you fly to South America on a Wednesday and more expensive on a Saturday. On your return trip to Chicago, you should consider flying back on a Sunday, and avoid Mondays for better deals.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago to South America, 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 on the flight from Chicago to South America, you should book around 2 weeks before departure, which saves you about 17% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 13 weeks before departure.

Good to know

Low seasonAugust
Cheapest flight$100
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly with an average 44% increase in price.
Flight from Chicago O'Hare Airport to Cartagena

FAQs - booking South America flights

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

    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 from Chicago to South America.

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

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

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

    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 from Chicago to South America 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 from Chicago to South America?

    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 from Chicago to South America 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 South America?

    The cheapest time of day to fly to South America is generally in the afternoon, when round-trip flights cost $599 on average. Morning departures are around 4% more expensive than evening flights, on average. The most expensive time of day to fly to South America is generally at night, which is peak travel time and where the average cost of a ticket is $758.

Reviews of the top 5 airlines serving from Chicago to South America

 
Need help choosing which airline to fly with from Chicago to South America? 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.
7.6
Copa AirlinesOverall score based on 1526 reviews
7.8Boarding
8.1Crew
6.8Entertainment
7.4Comfort
6.8Food
Airline reviews

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

8.0 ExcellentAnonymous, Aug 2025PTY - ORD
Read more Copa Airlines reviews

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

the food served was an embarrassment. No connection for charging the cellphone... What a crappy airline.

Great experience with a crew always thinking in the passenger

The flighr attandants were very rude they ignored me didnt offer me anything to drink throughoit the 4 hour flight i feel i was targeted and ignored because i was a darkskin latino man.

I selected first class expecting excetional service. It was mediocre at best. The food service was cold, meal choices was poor and on one leg they did provide dessert. I did enjoy the lay day seat but the movies were old and nothing current. Boarding the plane is always hot. So boarding is quite warm until your in the air. I took a small personal air fan. Update the meals and movies.

Very happy with my flight. I would definitely recommend it.

Did upgrade, travel in business it was great (more room I could sleep)

Placed us in the last rear row of the plane so could not recline seats because of the rear wall, and also made it more of a tight space when the passenger in front reclined their seat. While understand seat assignments, every passenger should be afforded a reclining seat. The odor control scent from the restrooms was overwhelming strong. My wife and I could not deal with it, and she suffered a terrible headache as a result. I kept getting hit by the crew since I was on the ilse seat. No apologies, nothing. They made me feel like I was supposed to take the beating for a 3 hr flight.

There was no individual at the front check in when I arrived. I waited for at least 15 minutes and walked around asking security/janitors if they could help and they did not have a solution. So I had to take my checked bag through security and they threw away some of my items. I ended up making it to the gate only a few minutes before it closed due to my waiting for an agent at check in.

The flight was delayed twice and I could not speak with anyone at the airport about checking in. The phone number to Copa - the customer service agents were polite. They are just limited at helping because they are not at the airport

I’m entitled to a refund per LATAM due to the mid flight itinerary change and being stuck in São Paulo for 24 hours and needing to get a hotel. The airline was dismissive and of no help.

The flight was late. Please do not delay next time.

I couldn't travel, now I can't get a refund and to change the date I have to pay an absurd fine.

My biggest complaint is the comfort. I am not tall and there was no legroom. It was very uncomfortable. During my transfer in Sao Paola, the flight was slightly delayed so boarding was confusing because there were no instructions in English.

Horrible the worst airlines I have ever flown. Cancelled flight with no choices and when contacted them they were not helpful

Bought a ticket that included a bag and they still charged me to check it in, latam is the worst airline.

I never got this flight. You sent me to Chile!!! And from Chile I got the other flight to São Paulo... I've arrived 7h latter than I was supposed to arrive because of Delta delays.

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

Lost ,y connection due to a mechanical delay, huge line to get new connection and vouchers

Once we got in the air the pilot made up some of the time of the delay. So that was really nice.

We had a layover from YVR to Denver. We bought 4 bottles of Absolut Vodka at the YVR Duty Free for $116.20, after going through security and American Customs Pre Clearance at YVR, Vancouver. When we landed in Denver, United put us behind the American Customs as well as TSA again for some reason. We were forced to go through American Customs and TSA again. TSA confiscated our rightfully owned Duty Free Absolut Vodka bottles. Because United incorrectly forced our flight behind American border and TSA again, we missed the connecting flight. After United put us on a later flight, we eventually arrived in Chicago very late, with hardly any sleep. I am looking for compensation from United for our incorrectly confiscated Absolut Vodka bottles worth $116.20, as well as compensation for incorrectly putting us behind American Customs and TSA again, causing us to miss our connecting flight, making us arrive extremely late in Chicago.

Excellent flight. Boarding was efficient and departure was on time. Smooth flight with on time arrival. Deplaning was also efficient.

It was delayed instead of departing at 9:20pm, we departed at 11pm… putting us in Columbus after 2am! It was awful. Had I known about the delay, I could have spent some time in the United Lounge… I was starving because I started my journey in Budapest… so I was exhausted and hungry. Plus I had to make new arrangements to be picked up at the airport in Columbus, instead of midnight it was 2:30 am after getting luggage and out of airport. Not feasible. I would have just stayed in Chicago for the night and gotten a morning flight.

It was great, I’m very grateful for the pilots and crew flight attendants for everything.

Evidently, my seat had the only broken TV. I couldn’t plug it in, get it to come on, or watch anything, and of course, no one could fix it while we were on the plane. The service was good and the boarding was quick

The boarding of took of late.The presentation of the food was horrable as was the tast of the food was cold and tastless.

Delay and keep changing gates. I have to run around from B to C then to E.

I was charged for my daughters bag when I am supposed to receive two free checked bags with my United Explorer card.

The schedule to Moline changed 5 times. The gate changed 6 times. That is a pathetic way to run an airline. No wonder that no one in our company flies on United Express to or from Moline. Changes happen most of the time. I learned my lesson on this trip…never again!

3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!

After we'd boarded , they canceled the flight. The crew didn't even know , we just all received text messages. Then after they deplaned us , AA was just like "too bad, go F your self, we sure ain't gonna help you"

After a two hour delay, my flight was CANCELLED! No pilot available. Such BS.

Amazing food, great staff, with one noticable detail missing ...but no seat entertainment in any of aircraft ...I am not a fan

I wish American Airlines would change the airline industry by loading the plane back to front instead of front to back. Planes would board so much more smoothly and quickly.

I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude

Excellent! The gate agents were kind enough to rebook me on an earlier flight saving me from a 6 hour layover. Even my luggage made it despite the fact that the connection was technically too narrow. The flight itself was very comfortable, roomy, and clean. Plenty of space for my carryon items with plugs to charge my phone. After a long international flight of 14 hours, this was an excellent way to end my travels!

Great experience. Flight boarded easily. Departed early. Smooth flight. Great arrival in DC--almost no taxing! Almost direct to gate from runway. Crew was terrific. Same cookies and beverages in main cabin. I did not use the entertainment system on this flight.

This particular flight wasn't very full at the back, so there were three seats available for spreading out and getting relatively comfortable

Most of the delay was due to weather which is not what was at issue here. One delay was due to a missing flashlight and in the end the flashlight was actually found on the plane. The entertainment system is very limited. Live TV options offer only a few channels that are not very appealing. Boarding and deplaning are always difficult. It just takes too much time to get on and off the plane. On the plus side, I missed my connecting flight, but was easily able to book a later flight from the app while enroute.

Boarding, crew were excellent, food was ok and entertainment need to improve

The seats were uncomfortable and barely reclined at all. Very little leg room despite being business class. The crew was friendly and the food was good. Had to use my own phone for in-flight entertainment.

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

Boarding was excessively slow. They do it by groups in a way that it doesn’t make sense. After business class , ppl that need assistance and any other priority group they should have ppl board from the back to the front. First rows 20+. Then 15+. Then 10, etc. having ppl sitting in the back board last makes no sense. The libe backame long as soon as ppl on rows 10 or so where told to board. The line went all the way up the ramp and tunnel for 25 mins.

Seats are very tight even in Plus, no complimentary snacks or beverage

I receive a service for what I pay, so it is fair.

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.

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.

There isn't much space in-between seats and even water needs to be paid for during the flight.

We did not know about the bag fees until check in. They are way too high. It’s insane. We also had a huge delay and everything costed extra which was very annoying.

Everything you need to know for your flight to South America

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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