$164 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 3/7. 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
$257
Typical prices: $414-$681
Spirit Airlines
Mon 3/16Tue 3/24
MDE - ORD • 1 stop
Cheapest non-stop
$449
Typical prices: $452-$720
Avianca
Thu 4/23Tue 4/28
BOG - ORD • Non-stop
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Flight Deals
Useful Info
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

Mon, Mar 16 - Tue, Mar 24
Spirit Airlines Logo
1:17 am - 5:15 pm
MDE
-
ORD
15h 58m
1 stop
Spirit Airlines Logo
4:36 pm - 12:21 am
ORD
-
MDE
7h 45m
1 stop
$257Spirit Airlines
Mon, Mar 23 - Tue, Mar 31
Spirit Airlines Logo
1:17 am - 11:17 am
MDE
-
ORD
10h 00m
1 stop
Spirit Airlines Logo
5:05 am - 1:22 pm
ORD
-
MDE
8h 17m
1 stop
$258Spirit Airlines
Fri, Mar 6 - Tue, Mar 10
Spirit Airlines Logo
3:15 pm - 11:47 pm
MDE
-
ORD
9h 32m
1 stop
Spirit Airlines Logo
5:15 am - 1:13 pm
ORD
-
MDE
7h 58m
1 stop
$260Spirit Airlines
Wed, Feb 18 - Tue, Feb 24
Copa Airlines Logo
4:45 am - 12:31 pm
BOG
-
ORD
8h 46m
1 stop
Copa Airlines Logo
7:34 am - 10:55 pm
ORD
-
BOG
14h 21m
1 stop
$328Copa Airlines
Wed, Feb 18 - Sat, Feb 21
Copa Airlines Logo
6:08 pm - 12:31 pm
BOG
-
ORD
19h 23m
1 stop
Copa Airlines Logo
7:34 am - 5:03 pm
ORD
-
BOG
8h 29m
1 stop
$329Copa Airlines
Sun, May 10 - Sat, May 30
Delta Logo
9:00 am - 9:09 pm
BOG
-
MDW
12h 09m
1 stop
Delta Logo
6:30 am - 7:25 pm
MDW
-
BOG
12h 55m
1 stop
$331Delta
Tue, Mar 24 - Tue, Apr 7
Delta Logo
7:00 am - 10:31 pm
BOG
-
MDW
15h 31m
2 stops
Delta Logo
6:00 am - 7:15 pm
MDW
-
BOG
13h 15m
1 stop
$332Delta
Tue, Apr 14 - Wed, Apr 22
American Airlines Logo
11:40 pm - 12:38 pm
UIO
-
ORD
12h 58m
2 stops
American Airlines Logo
7:00 am - 10:24 pm
ORD
-
UIO
15h 24m
1 stop
$358American Airlines
Mon, May 25 - Tue, Jun 2
Avianca Logo
1:20 am - 9:20 pm
GRU
-
ORD
22h 00m
1 stop
Avianca Logo
11:20 pm - 10:30 pm
ORD
-
GRU
21h 10m
1 stop
$565Avianca
Thu, May 21 - Tue, Jun 2
Avianca Logo
7:35 am - 9:20 pm
GRU
-
ORD
15h 45m
1 stop
Avianca Logo
11:20 pm - 4:05 pm
ORD
-
GRU
14h 45m
1 stop
$566Avianca
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$164
Best time to beat the crowds but there is an average 1% increase in price.
Most popular time to fly and prices are also 2% lower on average.
Flight from Medellín 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 8153 reviews
7.2Food
8.1Boarding
8.5Crew
7.9Comfort
7.8Entertainment
Airline reviews

Comfort seating was on the tight side. Maybe it was a smaller plane(?)

10.0 ExcellentG, Feb 2026
FLL - ATL
Read more Delta reviews

Comfort seating was on the tight side. Maybe it was a smaller plane(?)

I didn't take this flight. I changed the flight. Why am I getting surveys and notifications on flights that I change. Seems like a defect with Kayak.

Delta One is extraordinary. I fly business when somebody hires me. I just wonder why there is such a chasm between business class and the insanely inhumane and nonsensical coach. The seats are not large enough to fit even my tiny wife. We fly 10% of what we did because we don’t want to pay 5-10 k but for $400 it’s unbearable. It seems like the accountants took over and made stupid decisions. Screw in 20 extra seats and make it so unbearable that people fly 90% less. Just put the damn price up and put some proper chairs in. But business, yay.

Timing, quality of service, promptness and courtesy of the staff

It was last minute due to weather - considering - it was amazing! Good smiles, friendly staff and they were making sure we knew what was going on when and where.

delta last minute gave me a boarding pass for a different flight with no confirmation that they were changing it

The service from the flight attendants were of supreme quality. They greeted and treated everyone with a wide smile. This is totally absent nowadays. Kudos to them!!!!

Excellent flight and got us around tough weather. Only issue was seat TV did not work and crew tried to reboot.

Very large passenger too space from my own seat. Arm board couldn’t be lowered because of his size. It wads very uncomfortable trip, as the flight was full couldn’t move anywhere having back pain because of the position in which I was the entire flight.

was sitting in the jet bridge for 10 minutes in -20 degree weather waiting for my bag

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.

The flight was good overall. Everything went smoothly, although the landing was a bit rough. Still, it was a pleasant experience

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

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

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.

United Airlines is my preferred airlines and I am thankful for Gary who also help support me on the phone to switch my flight literally last min.

This Japanese airline provides great service and very helpful in assisting their passengers.

Seated dude next to me even though lots of empty rows. But main thing was we sat on the tarmac after landing for 30 minutes because of, in the words of the dude who sat next to me, “operational incompetence”. We got changing directions about where to pick up gate checked bags. Pilot and flight attendant were awesome though.

It was a pretty standard flight... until the almost hour and a half spent on the taxi way. I get that the weather has been poor but the delay had nothing to do with the weather and more to do with a plane with several issues tying up the gate. I get that that happens from time to time but this has been EVERY flight I've been on for the past 5 years and I fly 3 to 5 times a year. This isn't just United... it's American, it's Delta. It's an issue with the entire industry. I work for UPS and packages on a cargo plane get better service than people do these days. Anymore I HATE flying.

I so appreciate the crew members on each flight of United. They are outstanding.

Reliable, nice crew, I fly often on that flight and I like it all.

Perfect flight. Smooth flight. Arrived 20 minutes early at destination. Excellent service.

The flights were on time which was great give. It was holiday travel season and there’d been some weather issues. The only complaint and this is every time with United is the terrible seat design. The head rest is not built for comfort and having my neck bent forward for a cross country trip reminded me while I try not to take United flights as a rule.

Everything was absolutely wonderful from check in to baggage claim. Staff was very professional and sweet. Will definitely recommend United to family and friends.

The staff was nice, however boarding taking 2 hours. That’s insane. Overall very bad experience, a lot of turbulence and when landed in Chicago was horrible. I don’t think I’ll flight with UA again.

Flight from CHI to PVD was delayed by over 20 hours.

Update to handle the delay was very bad, crews no smiles or welcome or thanks. Don’t care attitude

Pilot navigated severe weather/snow storm with skill. Described his intentions clearly

Little warm on the plane and delayed for an hour

So excited very proud first of all I wanna thank kayak all updates very professional and fast alart And amazing cabin crew so nice to me they deserve big salute

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.

Awful. They won’t help me with anything. I booked on American but they abdicated to Iberia. The ticket was overpriced. Everything negative

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.

Horrible experience with Avianca, they delayed their flight and when we arrived to NYC, AVIANCA took 1 hr y 30 mins to park the airplane and all passenger get off the plane, it made me lost all my trains to get back home and I came back to my place at 3 am instead of 12 am. On the top of that their plane seat are so uncomfortable and is not enough space and killed my legs and knees, Avianca used to be good when it was a Colombian company, now after Brasilian company bought them, their service quality is bad and their flights are delayed and oversold.

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

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

only a bag of chips and a bottle of water in business class was served

Not good, tried to purchase a first class upgrade and they couldn’t get it done. Was super uncomfortable the whole time.

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.

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

I handed in my suitcase in perfect condition at SAL Airport. And in MIA Airport I received it with one corner broken and the wheels bent.

I like the crew members they're very friendly. Clean plane. The flight was on time. I dont like the comfort my car seat its better that the plane seats. They charge for everything. This airline was very good. Now it's a low cost airline

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

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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.