$174 Find Cheap Flights from South America 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 2/18. 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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Everything you should know

Cheapest round-trip
$267
Typical prices: $255-$524
Spirit Airlines
Tue 2/17Tue 2/24
GYE - ORD • 1 stop
Cheapest non-stop
$334
Typical prices: $362-$457
Avianca
Sun 1/25Sun 2/1
BOG - ORD • Non-stop
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Flight Deals
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Flight Deals

Cheap Flights from South America to Chicago

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

Tue, Feb 17 - Tue, Feb 24
Spirit Airlines Logo
12:59 am - 11:27 amGYE-ORD
11h 28m1 stop
Spirit Airlines Logo
5:15 am - 12:01 amORD-GYE
17h 46m1 stop
$267Spirit Airlines
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Sun, Jan 25 - Wed, Jan 28
Spirit Airlines Logo
1:26 am - 7:17 pmGYE-ORD
18h 51m1 stop
Spirit Airlines Logo
7:29 am - 12:21 amORD-GYE
15h 52m1 stop
$269Spirit Airlines
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Sun, Jan 25 - Wed, Jan 28
Spirit Airlines Logo
1:26 am - 11:22 amGYE-ORD
10h 56m1 stop
Spirit Airlines Logo
6:20 am - 12:21 amORD-GYE
17h 01m2 stops
$275Spirit Airlines
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Mon, Feb 9 - Sat, Feb 14
United Airlines Logo
10:45 am - 12:28 amMDE-ORD
14h 43m1 stop
United Airlines Logo
6:20 pm - 10:05 pmORD-MDE
26h 45m1 stop
$325United Airlines
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Wed, Dec 17 - Wed, Jan 7
Copa Airlines Logo
4:30 pm - 12:05 amMDE-ORD
8h 35m1 stop
Copa Airlines Logo
2:13 pm - 9:51 amORD-MDE
18h 38m1 stop
$326Copa Airlines
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Sun, Dec 7 - Wed, Jan 7
Copa Airlines Logo
6:24 am - 12:05 amMDE-ORD
18h 41m1 stop
Copa Airlines Logo
2:13 pm - 9:51 amORD-MDE
18h 38m1 stop
$327Copa Airlines
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Mon, Feb 23 - Sat, Feb 28
Avianca Logo
12:40 pm - 8:20 pmMDE-ORD
8h 40m1 stop
Avianca Logo
10:20 pm - 7:45 amORD-MDE
8h 25m1 stop
$336Avianca
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Fri, Feb 6 - Tue, Feb 17
Delta Logo
6:00 am - 4:55 pmMDE-ORD
11h 55m2 stops
Delta Logo
5:25 am - 8:00 pmORD-MDE
13h 35m2 stops
$337Delta
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Fri, Feb 6 - Mon, Feb 9
Delta Logo
6:00 am - 9:53 amMDE-MDW
28h 53m2 stops
Delta Logo
10:46 am - 10:40 pmMDW-MDE
34h 54m2 stops
$337Delta
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Mon, Mar 2 - Sat, Mar 7
Avianca Logo
11:40 am - 8:20 pmMDE-ORD
9h 40m1 stop
Avianca Logo
10:20 pm - 10:00 amORD-MDE
10h 40m1 stop
$338Avianca
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Good to know

Low seasonJanuary
Cheapest flight$174
Best time to beat the crowds but there is an average 11% increase in price.
Most popular time to fly with an average 3% increase in price.
Flight from Guayaquil to Chicago

FAQs for booking flights from South America to Chicago

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

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from 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 South America 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 to South America with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from South America 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 from 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 South America to Chicago

 
Need help choosing which airline to fly with from South America 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.
7.9
DeltaOverall score based on 8004 reviews
8.1Boarding
8.5Crew
7.3Food
7.9Comfort
7.9Entertainment
Airline reviews

No lunch on a x-country flight scheduled for 10:50 am departure, arrived 5+ hrs later. That requires a black box label before you pay for the tickets. Worst, when I checked in online, it's specifically said that lunch was served on his flight for economy Plus passengers.

8.0 ExcellentDeborah, Nov 2025LAX - RDU
Read more Delta reviews

No lunch on a x-country flight scheduled for 10:50 am departure, arrived 5+ hrs later. That requires a black box label before you pay for the tickets. Worst, when I checked in online, it's specifically said that lunch was served on his flight for economy Plus passengers.

We had a lot of really rough weather but that was not Delta's fault. Pilot was amazing.

One of the best airlines that I flew on, the flight attendants were very attentive and professional.

First, Delta needs more flights to/from Miami. Second, a 1000pm leaving at 1230pm is unacceptable from their biggest airport world hub. Another aircraft could have been used such as the aircraft scheduled to be used in the morning for that exact same route. Yes, I did get me there but the lack of sleep the next day didn't help me enjoy my entire trip since I was busy with activities during the weekend. This can be and is expected from Spirit (going bankrupt) and Frontier (despite they're nickel and dimers). But from Delta's World Hub? That's totally unacceptable!

This flight was straightforward and without difficulty. Service was OK, but I continue to be underwhelmed by level of attention given to Sky Priority passengers.

It would’ve been nice for all that money to have a more substantial snack for free. I remember once upon a time getting a very nice turkey sandwich with Swiss cheese on whole wheat bread for no charge along with a drink. I guess those days are gone. it’s a little insulting being given a cookie or a bag of baked chips Going forward I’ll just bring my own.

Our flight from SFO to MSP was right on time on 11/15/2025. No delays. As we approached MSP at about 8 pm, we circled in the air until 8:40 pm so I don't call that efficient for MSP. I think the captain should announce the delay and why. (as if we all don't know that we are just circling around the area, slowing down, speeding up, slowing down.) Thank you. Marilyn Fischer

Service in business class was not impressive. I ordered coffee with dinner and then watched other people get 2 refills before I got my 1 cup of coffee, and only after I pressed the attendant button overhead. Furthermore, the seats in the forward cabin need maintenance on this 737-800: the upholstery is detaching from the seat frame, at least on the backs of seats 1C, 1D.

The ticket agents in West Palm Beach on Friday afternoon Nov. 7th were incredible in getting us on an earlier plane to Atlanta during the government shutdown. Had the taken our original flight we would have missed our connection. She did this on her own, We didn't even have to ask, and she did it all with a smile and showing genuine concern that we would be taken care of. We are very grateful and thankful. We fly often, and now we will be sure to fly Delta.

the over had ligth did not work'd for the all way

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

Some of the Air hostesses are not that friendly. Need improvement

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

horrible service, food was an embarrassment, no charging for cellphones, stay away

Great experience with a crew always thinking in the passenger

Had to go through security at the gate again. Had to take off shoes and go through the whole thing again even though we have global entry. They asked us to check in items bought at duty free during our layover and since we checked our luggage at the original departure airport, they forced us to check in a small backpack. None of this ever happened with other airlines. In addition, no vegetarian food option and no snacks during a 7 hr flight. Luggage limits are unusually small. This is unacceptable. Will NEVER fly Copa again and will tell friends and family to avoid this airline.

Seats not reclining, no vegetarian food option, no snacks. 7.5 hr flight should have been more comfortable. Luggage limits are unusually small. Will never fly Copa again and will tell friends and family to avoid this airline.

We paid extra with copa for seats near one another The plane was changed and we lost our seats We were all Separated. We have not received a refund for our seats despite emailing and calling.

Tell people to remain in their seats during the meal/beverage distribution. Enforce boarding by group numbers. No one was checking. Tell people to turn their electronics speakers off. Bigger cups for drinks.

Enforce the boarding process by group numbers. Tell people to stay seated during the meal/drink distribution. It took forever to get food and drinks because people would not stay out the isle and let the crew do their jobs. Everyone wanted to go to the bathroom forcing the crew to enter and leave the isle constantly so people can pass. Tell people to keep their electronics off speaker mode. No one wants to hear phone conversations and music playing.

Door to door, the crew and staff were amazing. It was a stressful travel day with delays, but they were focused on customers and doing what they could to get us to our destinations.

United has come a long way, it’s been a fantastic experience traveling with them.

This flight leg was fantastic - super comfortable and a great selection of things to watch on the TV. Staff were excellent, really above and beyond.

Flight was delayed only slightly before takeoff due to traffic control. However, the flight arrived early to ORD. Good flight. United has been very reliable for me.

Another delayed flight. When the delays exceed the duration of the flight, it’s a problem.

After boarding the plane in Chicago, the passengers were told that there was a technical problem with the plane. Passengers remained on the plane as they tried to fix the problem. After what was probably an hour passengers were told that there was a need to change planes as the problem was not solved. Passengers disembarked and boarded another plane. After taxing to the runway and waiting for takeoff, passengers were told that owing to the thunderstorm the flight was unable to take off but would try and reroute. After some time passengers were told there wasn't enough fuel for the new route and the plane had to return to the gate for additional fuel. after another log delay the flight got underway. On the plane there was food, drinks, ice or entertainment. We were a glass of water, which appeared rationed. Flight arrived about 5 hours late. The pilot was fantastic and communicated with the passengers throughout the ordeal.

Excellent all round, first time flying United. App is very helpful.

Efficient all round, very good crew. Short flight so the food, of course, was just snacks

Better WiFi. I cannot understand that in 2025, United is so behind on a technology that is now a necessity and still painfully unreliable, slow and keeps disconnecting.

Trip was great. A wild landing in Ottawa with the wind and rain, but the pilot did a great job. Always love flying United.👍

I enjoyed the extra leg room compared to other airlines. The first stewards made my daughter’s birthday special by giving her an extra snack. Then the last one coming home from Chicago to Appleton made our night really enjoyable Thanks for making our trip enjoyable

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

It was a typical flight. We had a delay which seems to be the normality now. And we had no in flight service due to conditions.

After we landed we sat on the tarmac for 1.5 hours waiting to get to our gate. Ridiculous.

Flight, food and crew were all good, friendly and very satisfactory.

Terrible. Flight delayed for more than 8 hours with only a $12 meal voucher provided for the inconvenience. The airplane did not have breaks on arrival yet they still made us go through the motions and board on time knowing we could not take off then sit for 40+ minutes before having to get of the time. A complete waste of my time. I cannot believe they can stay business with these shenanigans. I’ll avoid this company like the plague moving forward as the lack of accountability is disgraceful.

This was the best 2 flights I have had with American out of SGF. Great crew both flights.

Premium economy seat was decent. As always poor headphones, poor food and beverage, crew is not overly friendly

Excellent - explanations were clear staff was nice and flight was comfortable

Lost bag and 2 days no word leaving for cruise no clothes or stuff

6 hour flight and have to pay for everything 100 dollars to add a carry-on bag is insane

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

Usb plugs for charging your phone does not work in every flight. uncomfortable chairs even in higher categories.

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.

Not what it used to be. The sale of food makes them look greedy!

Avianca is not what it used to be. So disappointing

It was horrible. My experience with Avianca. I didn’t know it was Pakistan international Airlines but anyway, whatever it is it is bad horrible you guys need to upgrade everything in those planes. And you guys charge $130 for a carry-on did they wanna let me in with my carry-on that I travel everywhere with the luggage you guys are such a dog thank you

why did we have to go through security mid flight

The incoming plane was late and no information was shared. They even announced we would board in 10 muntes 40 minutes prior to the plane arriving, and the website said until takeoff that we had taken off an hour earlier

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Everything you need to know for your flight to Chicago

Cabin class types available on flights to South America

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.