$131 Find Cheap Flights from Chicago Midway Airport 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 Midway to South America departing on 10/24. 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

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Cheap Flights from Midway to South America

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Lima
Lima2 stops$535
Bogotá
Bogotá1 stop$408
Cartagena
Cartagena1 stop$302
Santiago
Santiago2 stops$711
Quito
Quito2 stops$440
Belo Horizonte
Belo Horizonte2 stops$844
Lima
Lima2 stops$535
Bogotá
Bogotá1 stop$408
Cartagena
Cartagena1 stop$302
Santiago
Santiago2 stops$711
Quito
Quito2 stops$440
Belo Horizonte
Belo Horizonte2 stops$844

Book Cheap Midway 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 Midway 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 Midway to South America

Sat, Oct 25 - Sat, Nov 1
Delta Logo
6:00 am - 1:14 pmMDW-CTG
7h 14m1 stop
Delta Logo
2:30 pm - 10:14 pmCTG-MDW
7h 44m1 stop
$302Delta
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Fri, Oct 3 - Mon, Oct 13
 Logo
9:48 am - 12:00 pmMDW-BOG
26h 12m1 stop
 Logo
2:10 pm - 1:38 pmBOG-MDW
47h 28m2 stops
Fri, Sep 26 - Tue, Sep 30
Delta Logo
6:15 pm - 1:16 pmMDW-CTG
19h 01m2 stops
Delta Logo
4:56 am - 5:35 pmCTG-MDW
12h 39m2 stops
$427Delta
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Fri, Sep 26 - Tue, Sep 30
Delta Logo
6:46 pm - 1:16 pmMDW-CTG
18h 30m1 stop
Delta Logo
4:56 am - 9:36 pmCTG-MDW
16h 40m2 stops
$428Delta
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Tue, Sep 9 - Mon, Sep 15
LATAM Airlines Logo
4:25 pm - 10:49 amMDW-BOG
18h 24m2 stops
LATAM Airlines Logo
7:00 am - 9:36 pmBOG-MDW
14h 36m2 stops
$435LATAM Airlines
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Fri, Sep 26 - Wed, Oct 1
Delta Logo
6:15 pm - 1:16 pmMDW-CTG
19h 01m2 stops
Delta Logo
4:56 am - 5:35 pmCTG-MDW
12h 39m2 stops
$437Delta
Find Deal
Sat, Sep 13 - Tue, Sep 16
LATAM Airlines Logo
11:00 am - 7:15 pmMDW-BOG
8h 15m1 stop
LATAM Airlines Logo
2:55 pm - 9:40 amBOG-MDW
18h 45m1 stop
$438LATAM Airlines
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Fri, Oct 31 - Sun, Nov 2
 Logo
7:50 am - 6:55 pmMDW-BOG
11h 05m1 stop
 Logo
9:10 am - 12:30 amBOG-MDW
16h 20m1 stop
Tue, Sep 16 - Wed, Sep 24
LATAM Airlines Logo
10:35 am - 7:15 pmMDW-BOG
8h 40m1 stop
LATAM Airlines Logo
7:00 am - 9:36 pmBOG-MDW
14h 36m2 stops
$442LATAM Airlines
Find Deal
Thu, Oct 2 - Tue, Oct 7
LATAM Airlines Logo
6:30 pm - 1:40 pmMDW-BOG
19h 10m1 stop
LATAM Airlines Logo
9:00 am - 10:14 pmBOG-MDW
13h 14m1 stop
$446LATAM Airlines
Find Deal
Booking Insights

KAYAK's insights & trends for Midway to South America flights

Get data-powered insights and trends into flights from Midway to South America to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Chicago Midway Airport to South America?

The average price of all round-trip flights from Chicago Midway Airport 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 Monday and more expensive on a Thursday. On your return trip to Chicago Midway Airport, you should consider flying back on a Tuesday, and avoid Fridays for better deals.

Good to know

Cheapest flight$131
Flight from Chicago Midway Airport to Cartagena

FAQs - booking South America flights

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

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago Midway Airport 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 Midway Airport 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 Midway Airport 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 Midway Airport 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 Midway Airport 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 morning, when round-trip flights cost $493 on average. Morning departures are around 40% cheaper than evening flights, on average. The most expensive time of day to fly to South America is generally in the evening, which is peak travel time and where the average cost of a ticket is $822.

Reviews of the top airlines flying from Midway to South America

 
Need help choosing which airline to fly with from Midway 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.
7.9
DeltaOverall score based on 7979 reviews
7.9Entertainment
8.2Boarding
7.9Comfort
7.3Food
8.5Crew
Airline reviews

This route with Delta always has delays or is cancelled. Aircrafts seem smaller and older. I fly Delta quite a bit - haven’t had issues with the international flights. But this route has always been the troublesome one

4.0 Okaypuravi, Aug 2025LGA - STL
Read more Delta reviews

This route with Delta always has delays or is cancelled. Aircrafts seem smaller and older. I fly Delta quite a bit - haven’t had issues with the international flights. But this route has always been the troublesome one

Nothing special. The crew never went out of their way for anything.

Three seats in first class were broken and while they were able to still acommodate us it was looking very touch and go and they had others they could not acommodate

Mechanic delay in addition to a 2 hour change in takeoff time was frustrating.

Delayed due to thunderstorms and no in-flight service due to rough weather — both of which are out of Delta’s control. Flight was good overall.

The flight attendants in SLC were rude. I arrived 40 minutes early to gate. Ticket said I needed check in for seat assignments and tried check in and attendants said they weren’t doing it. And proceeded to never call me to give me a ticket so when time to board I received the very last seat. Please relay to employees to do their job better..,

On this flight I felt the food offering was not as complete as on previous flights. The tomato salad was a bit off and there was nothing additional such a bread or butter. The breakfast was only one option, so you either ate what they had or ate nothing. The crew was efficient, but most seemed frustrated throughout the flight. The flight arrived early and was obstacle-free, so I’m overall quite happy, but the shine in the rest of the experience just wasn’t there.

The seats got pretty uncomfortable pretty fast. The armrests are bigger than on other planes, so I had less room in the actual seat. My butt hurt by the end of the flight. :/ comfort was the primary issue. The crew were fantastic!

I believe that a four-hour trip should have a meal. Delta had none.

Great flight with Delta! Boarding was quick and easy, the amenities were solid, and the plane was in great shape. The flight attendants had a fun, lively energy while staying professional. All in all, a smooth trip — even managed to catch up on some rest. Thanks, Delta!

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.

Bought a ticket that included a bag and they still charged me to check it in, latam is the worst airline.

I never got this flight. You sent me to Chile!!! And from Chile I got the other flight to São Paulo... I've arrived 7h latter than I was supposed to arrive because of Delta delays.

Because the flight was late, we lost the connection to Brazil. You, Delta delayed, and you Delta anticipated the door closing in 15 min from Miami to GRU. Why? It caused a lot of stress! I almost could not see my mother in law alive because of your delay.

It’s a delta flight operated by LATAM. The whole ticket sale is a mess, delta changed my flight but didn’t update it in LATAM system, I couldn’t get my boarding pass, it took me hours to resolve this issue with delta. I had to change my travel plan. No apology from Delta even though it’s their fault.

Boarding was done by woman who insisted on strict standing in line policy; food was ok; entertainment minimal

Wider seats, better seat cushions, (I felt like there was a board I was sitting on). I had the chicken to eat but It neither tasted nor looked like chicken. The fruit was good.

Everything you need to know for your flight to South America

Information on your arrival and departure airports

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