$106 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 9/17. 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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Best South America Flight Deals from Chicago

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Lima
Lima1 stop$388
Bogotá
Bogotá1 stop$291
Cartagena
Cartagena2 stops$263
Santiago
Santiago2 stops$526
Quito
Quito1 stop$388
Lima
Lima1 stop$388
Bogotá
Bogotá1 stop$291
Cartagena
Cartagena2 stops$263
Santiago
Santiago2 stops$526
Quito
Quito1 stop$388

Cheap Flight Deals from Chicago to South America (CHI-0SA)

 
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.

Recent round-trip flight deals from Chicago to South America

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Chicago to South America.
Discover the best prices for you by selecting your travel dates on KAYAK.
Spirit Airlines Logo
4:35 pm - 12:10 pmORD-CTG
19h 35m2 stops
Spirit Airlines Logo
1:15 pm - 11:45 pmCTG-ORD
10h 30m1 stop
$263Spirit Airlines
Find Deal
sáb., jun. 7 - jue., jun. 12
Spirit Airlines Logo
7:35 pm - 12:10 pmORD-CTG
16h 35m1 stop
Spirit Airlines Logo
1:15 pm - 12:05 amCTG-ORD
10h 50m1 stop
$270Spirit Airlines
Find Deal
dom., may. 25 - jue., may. 29
Copa Airlines Logo
3:07 pm - 8:17 amORD-MDE
17h 10m1 stop
Copa Airlines Logo
5:04 am - 1:42 pmMDE-ORD
8h 38m1 stop
$275Copa Airlines
Find Deal
sáb., oct. 18 - sáb., oct. 25
Copa Airlines Logo
3:07 pm - 8:42 amORD-CTG
17h 35m1 stop
Copa Airlines Logo
6:20 am - 12:22 amCTG-ORD
18h 02m1 stop
$290Copa Airlines
Find Deal
vie., sep. 26 - mié., oct. 1
Avianca Logo
5:25 pm - 5:27 amORD-BOG
12h 02m2 stops
Avianca Logo
7:00 am - 1:15 pmBOG-ORD
6h 15mnonstop
$293Avianca
Find Deal
jue., jun. 5 - lun., jun. 9
Avianca Logo
5:25 pm - 5:27 amORD-BOG
12h 02m2 stops
Avianca Logo
7:00 am - 1:15 pmBOG-ORD
6h 15mnonstop
$295Avianca
Find Deal
jue., jun. 5 - mar., jun. 10
LATAM Airlines Logo
3:35 pm - 10:55 amORD-BOG
19h 20m2 stops
LATAM Airlines Logo
1:35 am - 12:09 pmBOG-ORD
10h 34m2 stops
$300LATAM Airlines
Find Deal
dom., ago. 24 - vie., sep. 5
American Airlines Logo
6:51 am - 2:10 pmORD-CTG
7h 19m1 stop
American Airlines Logo
1:25 pm - 10:48 pmCTG-ORD
9h 23m1 stop
$302American Airlines
Find Deal
mar., may. 13 - vie., may. 16
American Airlines Logo
5:00 am - 9:17 pmORD-BOG
16h 17m1 stop
American Airlines Logo
7:05 am - 10:34 pmBOG-ORD
15h 29m1 stop
$303American Airlines
Find Deal
mié., ago. 27 - lun., sep. 22
LATAM Airlines Logo
6:00 am - 1:40 pmORD-BOG
7h 40m1 stop
LATAM Airlines Logo
1:35 am - 12:09 pmBOG-ORD
10h 34m2 stops
$304LATAM Airlines
Find Deal
dom., ago. 24 - vie., sep. 5
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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?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Chicago to South America.

The cheapest ticket to South America from Chicago found in the last 72 hours was to Bogotá, at $296 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 $296.

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.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $1,695 on average.

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 February, when tickets cost $563 (return) on average. On the other hand, the most expensive months are December and July, when the average cost of round-trip tickets is $986 and $768 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. For the absolute cheapest price, our data suggests you should book 9 weeks before departure.


Good to know

Low seasonApril
High seasonDecember
Cheapest flight$106
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly with an average 40% 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.

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.
8.0
DeltaOverall score based on 7934 reviews
7.9Comfort
7.9Entertainment
8.5Crew
7.3Food
8.2Boarding
Airline reviews

Our bag was lost so that made unnecessary chaos On our trip

6.0 GoodBarbara, Apr 2025JFK - FCO
Read more Delta reviews

Our bag was lost so that made unnecessary chaos On our trip

Delta is my preferred airline. I've traveled with them for years. On time in most cases, good communication, easy to use app. Most planes are pretty nice. I was on a CRJ 700/900 however, which was pretty badly aged inside and needed a refresh. No infotainment, unreliable wifi, best to download before boarding or bring a book. Food choices are really just snacks on this flight, nice variety but about what you'd expect. Great staff and prompt in departure and early arrival too. Overall quite satisfied.

Crew was friendly Love the entertainment in the seat head rest.

Delta flight was on time, seats were comfortable, and crew was nice.

This had nothing to do with Delta… The flights were on time and flawless. The service was excellent. We purchased seats in (aisle/middle) comfort plus since this was a cross country flight. Unfortunately, the woman seated at the window was 300+ pounds and, as might be expected, covered up about a third of the middle seat also. there was absolutely nothing that Delta could have done about that… I just don’t know what the answer should be. If you purchase a seat, you should should be able to use the entire seat and not just the portion that someone else is not sitting/oozing in. Disappointing…there should be something that could be done….I'm just not sure what solution could be.

Delayed take-off. Very small plane so very scary with lots of bumps during the flight. Would never fly Delta on short flights in small 80 seaters plane again! Felt relieved when landed.

The worst part was I was NOT allowed in the lounge even though I was holding a first class ticket and have a premium American Express card. I have flown Business or First Class with many airlines. Delta is the ONLY one who does not extend this courtesy to anyone except people who hold the very expensive American Express card. As a result, I won’t fly Delta if I have any other choice.

It was an overnight flight and I desperately needed coffee before we landed, but Delta does only one beverage service, and that is shortly after takeoff, not before landing at 5 am.

A little bumpy ride . No food was being provided due the the turbulence. That was ok it was a short flight to my standards.

Simply outstanding. Their new lounge for Delta One customers is a cut above the rest.

I travel often with LATAM, it never disappoints me. The service is great, nice crew, latest and some classic movies. I got 3 small meals, cannot complaint. I’ll definitely travel again with them.

We didn’t have any entertainment. I tried to go online without success. The airplane was extremely cold and they didn’t have blankets.

It was good, however the airplane was really cold. We received snacks and the crew was friendly.

Delta has an outstanding service. They are courteous and punctual most of the time. The flight departed a half hour late but we arrived 15 minutes early.

Change of gate in Santiago devolved into half plus hour delay and a really tight connection in Lima

Although the flight is goof and the crew is good, the way the airline charges you for every service is ridiculous.

They didi not provide wheelchair though we had requested. We had to run around for 40 minutes and arrange it from the airport!

Everything was good except the check in. Could not do it online neither on the machines in the airport. Needed special assistance from the airline desk clerk

No entertainment but not expected. Unless you are referring to monitor that you can use. Then Al, was fine on all flights.

Friendly staff, It was the first flight out for our plane, so had to be deiced from the frost. Only delayed a few minutes,

My flight delayed and i misss the connection they send me to orlando no to tampa i have to pay a uber to my house

It would have been better if they don't separate families in seating. We were seated in the aile row in the middle of a family of four. It would have been better if they they seat the family of four together than separated.

No headphones given for inflight entertainment. I missed my flight from the previous day and the customer service agent tried to extort an additional $100.00 US from me for missing my flight. Really?!

It was reasonably comfortable trip considering its duration (7 hours). Crew was very good and friendly, seats very more comfortable than other planes. Only negative comment would be that the bathroom light did not get its full brightness 🙃

The flight was delayed about 4 hours without any explanation. No wifi or entertainment at all on planes. Had to pay for checked bags I was allowed according to reservations.

It was good, plane is a bit older so seats are somewhat flat

Great from check in all the way to the end. Very happy with Copa

Copa stranded us ans then tried to charge us thousands to leave Panama.

Well the airline was fine. The only thing is I was charged for a checked in luggage. But when I reserved the ticket it showed a check in bag allowed. Who can I get in contact with for reimbursement.? The airline said I had to speak to whoever I booked ticket with.

Friendly flight team and seamless travel from one stop to next.

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.

You were more on time than United. I'm so over united delays.

The meals were mediocre and the alcohol selection was poor. I enjoyed the selection of movies and other entertainment.

I chatted with the captain before the flight, and similarly during the welcome announcement, he warned of a turbulent flight that may impact the in-flight service. However, once at altitude, he announced that the weather changed and he immediately turned off the seatbelt sign. But it appeared the cabin crew had already decided to take off this flight. They remained seated and then just chatted in the galley. The flight was fully catered, but only first class received service.

My flight attendant was attentive! The elderly person next to me was flatulent and the flight attendant could see that I was in distress and brought me some face masks

My boarding pass wouldn't pull up in the app very easily and had to really dig through my email. That caused a delay in TSA..

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

Purchased a business class ticket and got a economy seat with center seat blocked they call it business. 3100usd ticket on a flight where economy costs 500usd The biggest scam insult have had on a regular airline. Avianca should be in the low cost category and kicked out of Star Alliance. I want the difference to be credited. Ets see what Avianca does. No reply so far. Avianca = low cost airline. Beware

Excellent flight and one of the smoothest landing I’ve ever experienced

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.

Lounge for business was closed. Boarding was rush and stand by. Seat for business is just the middle seat blocked and some more leg room.

Flew with our two children. Paid $380 to check two bags (one was overweight). They then left the bags behind on Sunday, December 21st, with all our family’s clothes and family Christmas presents. When we arrived at our destination they told us the bags had not arrived, and they thought (but didn’t know) they were still in Boston, but that there’d be a flight the next day and the bags would arrive the next day. The next day we found out there was no flight, now we’re hoping we get our bags before we fly back out. Meanwhile, trying to get any engagement or accurate information is a waste of time. The folks at the call center are just gatekeepers, who can’t connect with any departments that actually do things to solve a problem. Getting information is made deliberately difficult. My biggest regret is that I’ve had a number of awful experiences with Avianca traveling between the US and Colombia, and still let myself get suckered into buying these tickets because the schedule was great. Never again.

We were not aware carry-on bags cost extra until we arrived at the airport so, we were charged $240.00 for two small carry- on bags! There was a substantial fee for drinks and snacks. No wifi, or other entertainment was available. Waiting areas were crowded and uncomfortable.

I enjoyed it! In that case, I should have been offered this choice. On my first trip to Miami, I was asked to pay $320 for my luggage just for getting it totally broken. I cannot accept this situation at all!!!!

Be very careful of the initial low price because Avianca wil bill you for a carryon of $120 or a checked bag for $120. Also, be careful with connections because the customs entry process is slow and the connecting terminal is not close.

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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