$89 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 3/1. 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$393
Bogotá
Bogotá1 stop$277
Santiago
Santiago1 stop$511
Cartagena
Cartagena1 stop$289
Quito
Quito1 stop$364
Lima
Lima1 stop$393
Bogotá
Bogotá1 stop$277
Santiago
Santiago1 stop$511
Cartagena
Cartagena1 stop$289
Quito
Quito1 stop$364

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

Wed, Mar 11 - Mon, Mar 16
Spirit Airlines Logo
8:16 pm - 1:22 pm
ORD
-
MDE
17h 06m
1 stop
Spirit Airlines Logo
1:17 am - 7:51 pm
MDE
-
ORD
18h 34m
1 stop
$263Spirit Airlines
Wed, Mar 11 - Tue, Mar 17
Spirit Airlines Logo
8:16 pm - 12:21 am
ORD
-
MDE
28h 05m
1 stop
Spirit Airlines Logo
1:17 am - 7:51 pm
MDE
-
ORD
18h 34m
1 stop
$276Spirit Airlines
Tue, Mar 3 - Fri, Mar 6
Copa Airlines Logo
7:34 am - 10:55 pm
ORD
-
BOG
14h 21m
1 stop
Copa Airlines Logo
12:08 pm - 12:04 am
BOG
-
ORD
12h 56m
1 stop
$279Copa Airlines
Thu, Mar 5 - Tue, Mar 10
Copa Airlines Logo
2:22 pm - 9:25 am
ORD
-
BOG
18h 03m
1 stop
Copa Airlines Logo
10:40 am - 1:04 am
BOG
-
ORD
14h 24m
1 stop
$281Copa Airlines
Tue, Mar 3 - Fri, Mar 6
American Airlines Logo
10:28 am - 10:10 pm
ORD
-
BOG
10h 42m
2 stops
American Airlines Logo
3:15 pm - 12:37 am
BOG
-
ORD
10h 22m
1 stop
$285American Airlines
Wed, Mar 11 - Tue, Mar 17
Avianca Logo
11:20 pm - 2:00 pm
ORD
-
CTG
14h 40m
1 stop
Avianca Logo
10:10 am - 9:20 pm
CTG
-
ORD
11h 10m
1 stop
$299Avianca
Tue, Mar 3 - Sat, Mar 7
Avianca Logo
10:20 pm - 12:30 pm
ORD
-
CTG
13h 10m
1 stop
Avianca Logo
7:15 am - 8:20 pm
CTG
-
ORD
14h 05m
1 stop
$300Avianca
Tue, May 5 - Sat, May 9
American Airlines Logo
9:01 pm - 12:09 pm
ORD
-
CTG
15h 08m
2 stops
American Airlines Logo
3:10 pm - 7:24 am
CTG
-
ORD
16h 14m
2 stops
$310American Airlines
Wed, Mar 4 - Sat, Mar 14
LATAM Airlines Logo
6:00 am - 2:25 pm
MDW
-
BOG
7h 25m
1 stop
LATAM Airlines Logo
3:55 pm - 9:56 am
BOG
-
MDW
18h 01m
1 stop
$347LATAM Airlines
Tue, Apr 28 - Sat, May 9
LATAM Airlines Logo
10:41 am - 7:15 pm
MDW
-
BOG
8h 34m
1 stop
LATAM Airlines Logo
2:55 pm - 9:51 am
BOG
-
MDW
18h 56m
1 stop
$365LATAM 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 $276 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 $276.

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 $597, 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 April, when tickets cost $546 (return) on average. On the other hand, the most expensive months are December and August, when the average cost of round-trip tickets is $766 and $680 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 12% 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$70
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly with an average 28% increase in price.
Flight from Chicago O'Hare Airport to Medellín Jose Maria Cordova Intl

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.
7.5
LATAM AirlinesOverall score based on 1920 reviews
7.5Boarding
7.0Entertainment
7.3Comfort
8.0Crew
6.7Food
Airline reviews

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

2.0 MediocreTony, Feb 2026
LGA - ATL
Read more LATAM Airlines reviews

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

Apart of Sky miles delta. And they go everywhere in Brazil

On board crew was very good. Crew was friendly, snacks were good, especially the chips. Seats seemed a bit cramped. Boarding seemed unorganized, as we were instructed to get to the gate an hour early and then just stood around until boarding.

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.

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.

Copa staff at PTY and one particular crew member were unhelpful & rude.

A lot things happened in this trip.The fly should be less stress.

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

We were delayed for about an hour from taking off due to traffic control procedures at the destination airport. But once in the air, the flight went well. The crew members were great and provided cabin service despite moderate turbulence during much of the flight.

Short flight, but no drink/snack service. The flights both going and coming were delayed.

Not being stranded in Chicago for her airport to 11:30 tomorrow morning the 3rd

I was fully checked in the prior night and i was unchecked and then didn’t have a seat when I boarded. Instead of an aisle seat, I was out in the middle seat of the very last row of the plane.

In overall it was a good experience, the only down point was that the entertainment screen was working properly.

They lost my luggage, so, not happy. The crew was nice but my suitcases never made it, still trying to find out what happened!

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.

As previously stated the delay I experienced flying from Wichita to Chicago caused a host of issues. When I finally was able to be booked on the last remaining American flight from Chicago to Cincinnati, the gate changed four times with the last change occurring very near the scheduled boarding time. While I didn't have a problem moving from gate to gate, I did notice and make note of others that had mobility issues and had to move each time for the gate change.

Maintenance took a very long time and then we were in a holding pattern. While a one-off maintenance issue is standard, there were delays on both of my flights for this trip based on maintenance issues with the planes, which delayed both flights over 45 minutes. Thankfully, I didn't have any connections but it wasn't an experience that would make me pick AA if I have other options.

No Snacks or Entertainment. The flight was short, snacks should still be given.

See prior comment about how Kayak mishandled my reservation and delayed my arrival by 6 hours.

Boarding delayed 20 minutes for no reason, no wifi, in flight entertainment, or snacks / waters?

Delayed an hour due to operational issues. Minimal apologies or care for the significant inconvenience caused. Landed at nearly 1am and they still couldn’t find ground staff to get us off the plane promptly.

The aircraft had several problems - from excess fuel to non operational ac. Two hours of delay in Chicago could have been avoided with proper planning and aircraft maintenance.

Crew in Columbia was not prepared for landing. It was a bit of a disaster and getting bags took forever.

We were upgraded to First Class and it was a great flight

We experienced gate changes and a long delay. My seat was dirty when I boarded and I had to use wipes to clean it myself. There was an unpleasant and overpowering cleaning product scent on the plane as well that lingered through the flight.

It was delayed and I lost my connection flight to Cali and I missed my Mom's funeral and avianca lost my check in luggage

It was delayed and I lost my connection flight to Cali and I missed my Mom's funeral

I upgraded to businesses class. Because of that the flight was comfortable.

I actually upgraded to the medium level of seats from basic and even doing that it may have been physically the most uncomfortable flight I have ever had. They packed everyone like is a train to death camp. It was a red eye so I hoped to get some sleep but it was physically impossible to find a comfortable way to rest. I met other folks on the same flight and they said the same thing. It was an utterly miserable flight and if I have any other options I will never fly with them again

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

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

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.