$150 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 12/6. 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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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$451
Bogotá
Bogotá1 stop$348
Santiago
Santiago1 stop$714
Cartagena
Cartagena1 stop$356
Quito
Quito2 stops$415
Belo Horizonte
Belo Horizonte2 stops$903
Lima
Lima1 stop$451
Bogotá
Bogotá1 stop$348
Santiago
Santiago1 stop$714
Cartagena
Cartagena1 stop$356
Quito
Quito2 stops$415
Belo Horizonte
Belo Horizonte2 stops$903

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

Wed, Nov 26 - Wed, Dec 3
LATAM Airlines Logo
6:00 am - 7:30 pmMDW-BOG
12h 30m1 stop
LATAM Airlines Logo
3:55 pm - 11:47 pmBOG-MDW
8h 52m1 stop
$321LATAM Airlines
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Mon, Dec 8 - Thu, Dec 11
Multiple Airlines Logo
3:10 pm - 10:55 amMDW-MDE
18h 45m1 stop
Multiple Airlines Logo
11:50 am - 9:58 pmMDE-MDW
11h 08m1 stop
$334Multiple Airlines
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Tue, Nov 25 - Tue, Dec 2
LATAM Airlines Logo
6:00 am - 2:25 pmMDW-BOG
7h 25m1 stop
LATAM Airlines Logo
3:55 pm - 11:55 amBOG-MDW
21h 00m1 stop
$348LATAM Airlines
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Thu, Dec 11 - Mon, Dec 15
Multiple Airlines Logo
3:10 pm - 10:55 amMDW-MDE
18h 45m1 stop
Multiple Airlines Logo
11:50 am - 9:58 pmMDE-MDW
11h 08m1 stop
$351Multiple Airlines
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Thu, Dec 11 - Mon, Dec 15
Multiple Airlines Logo
3:10 pm - 10:55 amMDW-MDE
18h 45m1 stop
Multiple Airlines Logo
11:50 am - 9:58 pmMDE-MDW
11h 08m1 stop
$352Multiple Airlines
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Fri, Feb 6 - Sun, Feb 22
Multiple Airlines Logo
8:56 pm - 12:50 pmMDW-BOG
14h 54m1 stop
Multiple Airlines Logo
1:47 pm - 1:04 pmBOG-MDW
24h 17m2 stops
$352Multiple Airlines
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Wed, Jan 21 - Wed, Jan 28
Delta Logo
6:00 am - 2:17 pmMDW-CTG
7h 17m1 stop
Delta Logo
3:32 pm - 10:26 pmCTG-MDW
7h 54m1 stop
$356Delta
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Tue, Mar 10 - Wed, Mar 11
Delta Logo
6:00 am - 1:15 pmMDW-CTG
7h 15m1 stop
Delta Logo
2:30 pm - 12:35 pmCTG-MDW
22h 05m2 stops
$361Delta
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Tue, Mar 10 - Wed, Mar 11
Delta Logo
6:00 am - 1:15 pmMDW-CTG
7h 15m1 stop
Delta Logo
2:30 pm - 9:56 amCTG-MDW
19h 26m1 stop
$363Delta
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Wed, Nov 26 - Wed, Dec 3
LATAM Airlines Logo
10:47 am - 7:30 pmMDW-BOG
7h 43m1 stop
LATAM Airlines Logo
3:55 pm - 9:54 amBOG-MDW
18h 59m1 stop
$378LATAM Airlines
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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$150
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 8001 reviews
7.9Comfort
7.3Food
8.5Crew
8.2Boarding
7.9Entertainment
Airline reviews

Flight delayed then cancelled. Misplaced luggage. Still do not have. Rented car 1100 mile drive. I had to buy some overnight Hotels clothes toiletries gas food at my expense. Still not home. Not sure where luggage is. Over 4 hours on hold to Felta

2.0 MediocreAnonymous, Nov 2025MOB - ATL
Read more Delta reviews

Flight delayed then cancelled. Misplaced luggage. Still do not have. Rented car 1100 mile drive. I had to buy some overnight Hotels clothes toiletries gas food at my expense. Still not home. Not sure where luggage is. Over 4 hours on hold to Felta

I truly love flying with Delta. They have always treated me with the upmost respect

Our flight attendant in FIRST CLASS was one of the worst I’ve ever had. She was not at all pleasant, nor particularly good at her service.

Everything went well and was good. Nothing exceptional, but no complaints either. Cheap seats are pretty comfortable.

Staff were friendly and happy. Delta could make sure passengers that don't have the app know of changes. Without Kayak I would not have known about the change of gate or the delay. Kayak was faster to notify me.

They ended up paying for the bag twice, but the counter wouldn't take my baggage receipt. Left it to me to resolve. Not sure how to resolve the issue.

The customer service before board was very rude and when I expressed my concerns about making the connecting flight she laughed and told me I bought the wrong ticket. I explained once it showed the flight was delayed it no longer let me change seats or anything. I was trying to upgrade to make sure I would get to the next gate on time.

Non stop on long haul is the way to go. Great experience

The aircraft interior is old and tired on this aircraft. The entertainment system never worked despite the crews attempt to reset the system.

The flight used a B767 with a very old interior from before 2014. The entertainment system did not work at all during the flight despite attempts to reset the system. It was like they flew this route just to be competitive.

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.

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

Everything you need to know for your flight to South America

Information on your arrival and departure airports