$157 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 1/1. 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

KAYAK searches hundreds of travel sites at once for deals on flights to South America

Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 24% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Free to useThere are no hidden charges or fees.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Midway to South America

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Lima
Lima1 stop$499
Bogotá
Bogotá1 stop$358
Santiago
Santiago1 stop$628
Cartagena
Cartagena1 stop$427
Quito
Quito2 stops$408
Belo Horizonte
Belo Horizonte2 stops$998
Lima
Lima1 stop$499
Bogotá
Bogotá1 stop$358
Santiago
Santiago1 stop$628
Cartagena
Cartagena1 stop$427
Quito
Quito2 stops$408
Belo Horizonte
Belo Horizonte2 stops$998

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

Sun, Feb 1 - Fri, Feb 13
Multiple Airlines Logo
1:00 pm - 1:55 pm
MDW
-
MDE
23h 55m1 stop
Multiple Airlines Logo
2:50 pm - 2:55 pm
MDE
-
MDW
25h 05m1 stop
$357Multiple Airlines
Fri, Jan 23 - Wed, Jan 28
LATAM Airlines Logo
10:48 am - 7:30 pm
MDW
-
BOG
7h 42m1 stop
LATAM Airlines Logo
7:00 am - 10:22 pm
BOG
-
MDW
16h 22m2 stops
$358LATAM Airlines
Mon, Feb 9 - Fri, Feb 13
Multiple Airlines Logo
7:00 pm - 1:55 pm
MDW
-
MDE
17h 55m1 stop
Multiple Airlines Logo
2:50 pm - 2:55 pm
MDE
-
MDW
25h 05m1 stop
$362Multiple Airlines
Sun, May 10 - Thu, May 21
Delta Logo
6:00 am - 7:25 pm
MDW
-
BOG
13h 25m1 stop
Delta Logo
2:55 pm - 9:51 am
BOG
-
MDW
18h 56m1 stop
$363Delta
Mon, May 11 - Tue, May 26
Delta Logo
10:35 am - 7:25 pm
MDW
-
BOG
8h 50m1 stop
Delta Logo
2:55 pm - 8:42 am
BOG
-
MDW
17h 47m2 stops
$368Delta
Mon, Feb 2 - Thu, Feb 5
LATAM Airlines Logo
10:46 am - 4:45 pm
MDW
-
BOG
28h 59m2 stops
LATAM Airlines Logo
10:55 am - 10:22 pm
BOG
-
MDW
12h 27m2 stops
$382LATAM Airlines
Wed, Jan 21 - Sun, Jan 25
LATAM Airlines Logo
10:46 am - 7:30 pm
MDW
-
BOG
7h 44m1 stop
LATAM Airlines Logo
3:55 pm - 5:29 pm
BOG
-
MDW
26h 34m1 stop
$390LATAM Airlines
Sat, Mar 21 - Tue, Mar 31
LATAM Airlines Logo
4:30 pm - 2:33 pm
MDW
-
BOG
22h 03m1 stop
LATAM Airlines Logo
2:55 pm - 9:55 am
BOG
-
MDW
19h 00m1 stop
$397LATAM Airlines
Sat, Jan 31 - Sat, Feb 7
LATAM Airlines Logo
4:30 pm - 7:30 pm
MDW
-
BOG
26h 00m1 stop
LATAM Airlines Logo
8:35 am - 10:22 pm
BOG
-
MDW
14h 47m2 stops
$400LATAM Airlines
Sun, May 24 - Thu, Jun 4
Delta Logo
9:30 am - 4:58 am
MDW
-
UIO
19h 28m2 stops
Delta Logo
7:00 pm - 9:51 am
UIO
-
MDW
14h 51m2 stops
$408Delta
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.

Find deals

Good to know

Cheapest flight$157
Flight from Chicago Midway Airport to Medellín

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 airline 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.
7.5
LATAM AirlinesOverall score based on 1893 reviews
7.6Boarding
7.3Comfort
8.0Crew
7.0Entertainment
6.7Food
Airline reviews

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

2.0 MediocreAnonymous, Dec 2025
BOS - JFK
Read more LATAM Airlines reviews

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

The assistance we received and the flight itself was wonderful. We will fly with LATAM airlines again, in the future.

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.

Poor, the airline was not able to help me move flights.

The plane broke down at the Lima stopover and they offered to put me on a flight the be t day but I had to be back in LA that morning and so I had to buy another ticket from Avianca and United for $2k I asked LATAM for compensation and received none. Very bad experience

Just to drop my already labeled bag it took 50 minutes inline. Completely disappointed with Latam operation at GRU

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.

Everything you need to know for your flight to South America

Information on your arrival and departure airports

Chicago Midway Airport (MDW)