$92 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 2/21. 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

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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$468
Bogotá
Bogotá1 stop$306
Santiago
Santiago1 stop$570
Cartagena
Cartagena1 stop$270
Quito
Quito1 stop$383
Lima
Lima1 stop$468
Bogotá
Bogotá1 stop$306
Santiago
Santiago1 stop$570
Cartagena
Cartagena1 stop$270
Quito
Quito1 stop$383

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

Mon, Feb 23 - Mon, Mar 2
Spirit Airlines Logo
8:16 pm - 1:10 pm
ORD
-
CTG
15h 54m1 stop
Spirit Airlines Logo
2:21 pm - 9:13 pm
CTG
-
ORD
7h 52m1 stop
$270Spirit Airlines
Wed, Jan 28 - Wed, Feb 4
Spirit Airlines Logo
5:15 am - 1:15 pm
ORD
-
CTG
7h 00m1 stop
Spirit Airlines Logo
2:21 pm - 11:47 pm
CTG
-
ORD
10h 26m1 stop
$273Spirit Airlines
Mon, Jan 19 - Sat, Jan 24
Avianca Logo
10:20 pm - 9:30 am
ORD
-
CTG
10h 10m1 stop
Avianca Logo
7:15 am - 8:20 pm
CTG
-
ORD
14h 05m1 stop
$289Avianca
Wed, Jan 21 - Wed, Jan 28
Copa Airlines Logo
2:13 pm - 8:41 am
ORD
-
CTG
17h 28m1 stop
Copa Airlines Logo
12:03 pm - 12:24 am
CTG
-
ORD
13h 21m1 stop
$290Copa Airlines
Sun, May 10 - Sat, May 16
Avianca Logo
2:35 pm - 10:56 pm
ORD
-
MDE
8h 21m1 stop
Avianca Logo
4:28 am - 1:15 pm
MDE
-
ORD
8h 47m1 stop
$297Avianca
Tue, Mar 31 - Tue, Apr 7
Copa Airlines Logo
7:56 am - 4:55 pm
ORD
-
MDE
8h 59m1 stop
Copa Airlines Logo
4:30 pm - 1:13 am
MDE
-
ORD
8h 43m1 stop
$306Copa Airlines
Wed, Mar 4 - Tue, Mar 10
American Airlines Logo
8:10 am - 9:10 pm
ORD
-
MDE
12h 00m2 stops
American Airlines Logo
12:20 am - 12:05 pm
MDE
-
ORD
11h 45m1 stop
$308American Airlines
Mon, Feb 2 - Wed, Feb 4
American Airlines Logo
6:05 am - 9:10 pm
ORD
-
MDE
14h 05m2 stops
American Airlines Logo
7:00 am - 7:22 pm
MDE
-
ORD
13h 22m1 stop
$314American Airlines
Tue, Mar 3 - Sun, Mar 8
LATAM Airlines Logo
6:00 am - 6:00 pm
MDW
-
MDE
11h 00m2 stops
LATAM Airlines Logo
12:30 pm - 10:31 pm
MDE
-
MDW
34h 01m2 stops
$482LATAM Airlines
Mon, Feb 2 - Mon, Feb 16
LATAM Airlines Logo
12:46 pm - 5:00 am
MDW
-
LIM
15h 14m1 stop
LATAM Airlines Logo
12:15 am - 11:59 am
LIM
-
MDW
12h 44m2 stops
$527LATAM Airlines
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 $301 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 $301.

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 $596, 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 September, when tickets cost $561 (return) on average. On the other hand, the most expensive months are December and August, when the average cost of round-trip tickets is $765 and $694 respectively.

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 11% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 9 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$92
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly with an average 30% 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.

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 1566 reviews
7.8Boarding
7.4Comfort
6.8Entertainment
8.1Crew
6.8Food
Airline reviews

Horrible. No TV or any type of entertainment on board. Passwnger listening to/watching stuff on their own phone with no headphones making it noise and uncomfortable for everyone else, little/tiny food portions, old seats, useless wifi (cant access anything). Horrible exlerience especially it was a lomg distance flight with kids.

2.0 MediocreAnonymous, Dec 2025
PTY - POA
Read more Copa Airlines reviews

Horrible. No TV or any type of entertainment on board. Passwnger listening to/watching stuff on their own phone with no headphones making it noise and uncomfortable for everyone else, little/tiny food portions, old seats, useless wifi (cant access anything). Horrible exlerience especially it was a lomg distance flight with kids.

There should be a warning regarding the quality of the aircraft on the website as we reserve the tickets. There was no TV or any type of screen onboard. The wifi they offer is good for nothing. Traveling 9 hours straight with kids and no type of entetainment was horrible. I wish I had been informed prior so I could buy a ticket with another airline. The food was a joke too. A very tiny portion per passenger. They also charged $100 per checked bag. With United I used to pay $60. So, fair to say that I wont be flying Copa anymore. Their aircraft was super old, outdated, no entertainment, with nearly no onboard food.

Very strict carry on rules meant most of the plane had to gate check their luggage. As is often the case had things that were broken because of this, but I appreciated not being charged to gate check. Otherwise good flight and great crew once on the plane

Simply as follows:- First, there was no vegetarian option for the meal Second, only 2 washrooms for the entire economy class.

I liked the meatloaf the chicken was awful but the plane was on time and got there and the staff was nice.

Boarding was quick & efficient; they gave boarding groups due priority; staff & air crew were very cordial and helpful, pleasant flight.

Cops Airlines is fantastic! The level of care and professionalism provided by the entire crew was top rate.

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.

We traveled with two young children, and it was not possible for our family to be seated together. No one offered help or assistance to organize seating so we could sit with our kids. In the end, we managed to find two seats in Economy so I could at least sit with one of them, even though I had originally paid for Comfort+. In summary, I had to downgrade my seat just to be able to sit with one of my children, which was very disappointing

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

Latam may be the worst airline in the world, far worse than even the lowest of low cost airlines in the USA. I wasted hours trying to PAY THEM TO CHECK A BAG! Then they misled me at the terminal, sent me through the wrong security line, the list goes on and on... Just absolutely terrible in every way. Avoid at all costs.

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.

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 understand weather is an issue, but making us chase our plane down at five scheduled gates across three terminals in an airport the size of O'Hare was unfair. They'd have probably been better off to leave gates as TBD until the inbound plane is in final approach instead of running us all over the place. Also, props to the consistently-unprepared ground crew in Richmond for once again leaving my lane parked short of the gate because they couldn't have a crew in place on time with 2 hours notice...

cabin crew was OK, food was OK, the trip from the US to Munich was actually pretty bad comfort wise. Noisy aircraft, lights never dimmed even in Business class (night flight) barely sufficient amenities for the price. I have millions of miles with United but TBH American is gaining ground and Delta has always been marginally better then United although on paper United has more longes and cheaper upgrades.

Essy to get on. The hostess gave very little pop, the plane was late getting in, and we are still waiting for our bags. This sucks. :/

Not United Airlines' fault. It's ORL airport's fault.

Great flight. On time boarding. Smooth flight and on time arrival at EWR. The flight crew was marvelous and there was a great selection of movies on the entertainment system. Our bags were at the carousel before we got there. Another excellent flight from United.

I liked the snacks and the flight attendants were friendly.

The movies offered were great. Staff were very pleasant and very efficient.

After a delay at the gate, C3, at Ohare on Sunday, I left my Blk ski coat on the bench at the gate, lost! Please review my lob claim, thx.

Very nice flight love the small aircraft. We had a wonderful flight attendant. Nice to see someone that really enjoys her job. Don't have her name but had a southern accent.

Very thoughtful flight attendant offered me water immediately since I had run to make my connection.

The boarding process needs to be fixed. The zone don't work, especially when there is hardly anyone in zones 3, 4,and 5, leaving the majority of the passengers backed up in the aisle, especially because passengers seated near the front are blocking passengers who are seated in the rear of the plane. It would also help if the size of carry on bags was more strictly enforced.

The boarding by groups is pointless. The first two groups worked fine, but almost Noone boarded in goups three thru five leaving the vast majority boarding when group six was called. It defeated the purpose of spreading out the crowd.

We loved the steward on the plane. He made the night enjoyable

The plane was late, when we did board the plane was as cold as a freezer. I was freezing the entire flight, no blankets. Lost miserable flight I’ve ever had.

My wife and I love to travel, so we fly a lot. We've already logged 381,075 miles and with practically every major airline. But this flight was very disappointing. It started off well, with no delays and a new plane. But when lunchtime approached, all that good impression was ruined. Instead of white tablecloths, we were offered small, dark placemats, which, as it turned out, were perfectly adequate for the food. All the food offered—and my wife and I only took fish, and the meat—was not just bad, it was downright disgusting and not heated enough. The same applies to the appetizers. This was the first time in many years of traveling that we've been offered such disgusting food.

Lost luggage stuck no clothes and no word after 2 days leaving on cruise no stuff or clothes

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

Deplaning was a mess, I sat in business (seats are horrible) and the front door had a problem so we had to deplane from the rear exit. The stairs were not tall enough to reach so there was a large step down from the plane to the top of the stairs.

Staff are the rudest in the industry … awful customer service … will never fly Avianca again

Pros: we leave and arrive on time Cons: the most uncomfortable seats ever. You cant recline at all your seats. No entertainment No TVs flight attendants didn't provide even a glass of water. You have to go to back of the airplane and ask for one. I am Colombian and I remember seeing the flight attendants very neat, elegants which is or was a staple of Avianca.it was one with tennis shoes, no male up, the hair was messy... that was really odd.

Here we have another airline flying to Guatemala but doesn't have a plus or a less, just in the middle. Why? Well, first we don't have even free water Movie selection is poor Seats don't recline in some places Food selection is carb based Forgot to mention, customer service on the web is the worst. Good things; Very reliable on schedule Kind crew

Last seat of Bussines Class it does recline but passenger seating behind kept pushing since they did not have space once my seat was reclined

No free snacks nor drinks on very short 30min flight. Entertainment system is over wifi to your own phone or tablet, which is good but often a show or movie just stops and refuses to continue

I like the crew they're very friendly. I don't like. on five hour flight they not offered snacks. Any drink. Not even coffee

Not even water is offered on the flight. You cannot lean back on the seats and the seats are so narrow you can’t avoid rubbing elbows with the person next to you.

I couldnt recline the seat. Other than that crew was very attentive and helpful. Thsnk you

I had to go to the boarding counter for them to enter my return flight as it’s not with Avianca. There was a long queue as there were lots of people being called to the counter.

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.