$133 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 2/9. 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
Lima1 stop$444
Bogotá
Bogotá1 stop$354
Santiago
Santiago2 stops$564
Cartagena
Cartagena1 stop$361
Quito
Quito1 stop$409
Belo Horizonte
Belo Horizonte2 stops$1,035
Lima
Lima1 stop$444
Bogotá
Bogotá1 stop$354
Santiago
Santiago2 stops$564
Cartagena
Cartagena1 stop$361
Quito
Quito1 stop$409
Belo Horizonte
Belo Horizonte2 stops$1,035

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

Mon, Nov 3 - Sun, Nov 9
Delta Logo
5:09 pm - 7:30 pmMDW-BOG
25h 21m1 stop
Delta Logo
3:55 pm - 11:40 pmBOG-MDW
8h 45m1 stop
$354Delta
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Mon, Jan 12 - Fri, Jan 30
Multiple Airlines Logo
10:18 am - 11:03 amMDW-MDE
23h 45m1 stop
Multiple Airlines Logo
1:51 am - 11:25 pmMDE-MDW
22h 34m2 stops
$355Multiple Airlines
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Thu, Nov 6 - Wed, Nov 12
Delta Logo
6:00 am - 7:30 pmMDW-BOG
12h 30m1 stop
Delta Logo
7:00 am - 11:40 pmBOG-MDW
17h 40m2 stops
$355Delta
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Wed, Nov 12 - Mon, Nov 17
LATAM Airlines Logo
6:00 am - 8:20 pmMDW-BOG
13h 20m2 stops
LATAM Airlines Logo
10:55 am - 11:40 pmBOG-MDW
13h 45m2 stops
$358LATAM Airlines
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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 - 6:34 pmCTG-MDW
28h 04m2 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 - 4:25 pmCTG-MDW
25h 55m1 stop
$363Delta
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Thu, Nov 6 - Wed, Nov 12
LATAM Airlines Logo
10:40 am - 7:30 pmMDW-BOG
7h 50m1 stop
LATAM Airlines Logo
7:00 am - 4:39 pmBOG-MDW
10h 39m2 stops
$369LATAM Airlines
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Fri, Nov 7 - Tue, Nov 11
LATAM Airlines Logo
10:40 am - 7:30 pmMDW-BOG
7h 50m1 stop
LATAM Airlines Logo
3:55 pm - 11:52 amBOG-MDW
20h 57m1 stop
$390LATAM Airlines
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Thu, Dec 4 - Thu, Dec 11
LATAM Airlines Logo
6:00 am - 4:45 pmMDW-BOG
33h 45m2 stops
LATAM Airlines Logo
9:00 am - 11:49 pmBOG-MDW
15h 49m1 stop
$394LATAM Airlines
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Sat, Nov 15 - Fri, Dec 5
Multiple Airlines Logo
6:00 am - 2:25 pmMDW-BOG
7h 25m1 stop
Multiple Airlines Logo
1:47 pm - 10:39 pmBOG-MDW
9h 52m1 stop
$396Multiple 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$133
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 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 7980 reviews
8.2Boarding
7.9Comfort
7.3Food
7.9Entertainment
8.5Crew
Airline reviews

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

6.0 GoodDavid, Oct 2025JFK - KEF
Read more Delta reviews

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.

Old plane and old configuration/seats but still comfortable for a morning flight

They changed planes and the new plane couldn’t carry enough fuel to fly across the country so we had to stop in Kansas City to refuel. Flight was delayed .

Flight was too crowded and seats are too small, especially since passengrs are getting larger. Having a middle seat is ALWAYS tough! Woman on my left was large & kept creeping in to my space. Flight personnel were great! Have more savory rather than sweet snacks please.

Flight was crowded and the woman sitting on my left was large & kept crouching in to my space. You need bigger seats or smaller passengers to fit into the seats you DO have! Snack were OK. Would appreciate if airlines had more savory rather than sweet snacks, thank you!

Delayed flight (1hour) plus a long layover after an overnight flight with no backup plane available.

We were delayed, which I think had to do with air traffic control. Otherwise, everything was great.

The boarding process needs to be refined. Sometimes the gate crew calls out the zones and then flip to showing the.zones boarding on the gate monitor display. So, unless you are huddled around the gate lanes watching the monitor, you could miss your boarding zone. Suggest the zones be announced each time a new zone is allowed to board.

The boarding process needs to be refined. Sometimes the gate crew call out the boarding zone, and then flip to the monitor to show which zones are boarding. So unless everyone is gathered around to see the monitor there is usually confusion as wi which zones are boarding.

The way the Pilot made all announcements, specially the way he congratulated the entire crew as the best team ever, making a comment that due to them they were able to shorter the delay to the destination. Amazing flight .

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.

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.

Everything you need to know for your flight to South America

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