$126 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 10/17. 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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Best South America Flight Deals from Midway

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Lima
Lima1 stop$534
Bogotá
Bogotá1 stop$316
Cartagena
Cartagena1 stop$385
Santiago
Santiago2 stops$680
Quito
Quito2 stops$436
Belo Horizonte
Belo Horizonte1 stop$679
Lima
Lima1 stop$534
Bogotá
Bogotá1 stop$316
Cartagena
Cartagena1 stop$385
Santiago
Santiago2 stops$680
Quito
Quito2 stops$436
Belo Horizonte
Belo Horizonte1 stop$679

Cheap Flights from Midway to South America

 
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, Sep 20 - Wed, Oct 1
LATAM Airlines Logo
6:00 am - 1:40 pmMDW-BOG
7h 40m1 stop
LATAM Airlines Logo
2:55 pm - 9:40 amBOG-MDW
18h 45m1 stop
$316LATAM Airlines
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Sat, Sep 20 - Tue, Sep 30
LATAM Airlines Logo
6:00 am - 1:40 pmMDW-BOG
7h 40m1 stop
LATAM Airlines Logo
1:35 am - 5:35 pmBOG-MDW
16h 00m2 stops
$320LATAM Airlines
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Tue, Sep 16 - Sat, Sep 27
Delta Logo
6:00 am - 1:40 pmMDW-BOG
7h 40m1 stop
Delta Logo
2:55 pm - 9:40 amBOG-MDW
18h 45m1 stop
$321Delta
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Wed, Aug 13 - Wed, Aug 20
Delta Logo
6:04 am - 4:35 pmMDW-BOG
10h 31m2 stops
Delta Logo
2:55 pm - 8:35 amBOG-MDW
17h 40m2 stops
$325Delta
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Fri, Sep 12 - Fri, Oct 3
Delta Logo
6:00 am - 7:15 pmMDW-BOG
13h 15m1 stop
Delta Logo
2:55 pm - 9:13 pmBOG-MDW
30h 18m1 stop
$327Delta
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Fri, Oct 10 - Tue, Oct 14
LATAM Airlines Logo
6:00 am - 1:40 pmMDW-BOG
7h 40m1 stop
LATAM Airlines Logo
7:00 am - 9:44 pmBOG-MDW
14h 44m2 stops
$329LATAM Airlines
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Sat, Aug 9 - Wed, Aug 20
Delta Logo
10:31 am - 7:15 pmMDW-BOG
8h 44m1 stop
Delta Logo
2:55 pm - 9:36 amBOG-MDW
18h 41m1 stop
$330Delta
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Tue, Aug 19 - Sat, Aug 23
Delta Logo
6:04 am - 7:54 pmMDW-BOG
13h 50m2 stops
Delta Logo
2:55 pm - 8:35 amBOG-MDW
17h 40m2 stops
$334Delta
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Thu, Aug 7 - Mon, Sep 8
LATAM Airlines Logo
6:00 am - 8:10 pmMDW-BOG
14h 10m2 stops
LATAM Airlines Logo
10:45 am - 9:34 amBOG-MDW
22h 49m2 stops
$336LATAM Airlines
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Fri, Aug 22 - Fri, Aug 29
 Logo
9:17 am - 1:04 pmMDW-MDE
27h 47m1 stop
 Logo
2:00 pm - 9:54 amMDE-MDW
19h 54m1 stop
Useful Info

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

Low seasonMay
High seasonOctober
Cheapest flight$126
Best time to beat the crowds with an average 8% drop in price.
Most popular time to fly and prices are also 1% lower on average.
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.
8.0
DeltaOverall score based on 7951 reviews
8.5Crew
7.3Food
7.9Comfort
8.2Boarding
7.9Entertainment
Airline reviews

Very late arrival at PWM. Late jet getting to ATL. Equipment problem with aircraft - could not get enough water onto plane., Another delay getting FAA approval for flight with bottled H2O. Not the crew’s problem.

4.0 OkayJames, Jul 2025MSN - ATL
Read more Delta reviews

Very late arrival at PWM. Late jet getting to ATL. Equipment problem with aircraft - could not get enough water onto plane., Another delay getting FAA approval for flight with bottled H2O. Not the crew’s problem.

Everything was fine except the entertainment was not working for half of the flight.

Easy boarding with an extremely kind attendant. Seats were spacious and we had 3 seats for 2 people so we could stretch out. Comfortable air flow and very attentive and hospital attendants. Bathrooms and food were the only negative. Bathrooms were so small you could hardly get in and close the door. I don’t think an obese person would fit or a person with a movement disability. Food was the trending food for flights, nonexistent. We spent $40 getting sandwich and snack at airport for our 6 hour flught.

At first, we were on the runway for about an hour, literally. The Captain did explain that the Control Tower just had a change shift (sounds like an unrealistic excuse) and then that we had to change a runway. A regular economy seat is made for 12 yo twiggy. I understand Delta wants to push for an upgrade, but after sitting in a Comfort seat and in First class. I would say First class is not worthy of my money. The landing was delayed because of the weather in NYC, I don't hold that against Delta, of course. The Captain did alert us to that upon takeoff in Vegas and again as we reached NY.

No one fussed at me about my pap machine as a 3rd pice on the plane. Boarding was pleasant and smooth. The boarding agent in Anchorage was a fun character- he could be in a movie. :~) The on-board crew were downright pleasant. No militant attitudes on Delta. Like all planes these days the seats are too narrow for standard Americans and at 5’2” there is barely enough leg room. I don’t know how tall people fold themselves into the seats. But that’s nothing specific to Delta

Great. Very smooth. Plenty of information. However, wish they would give out a menu in advance of making a dinner choice like other international airlines. The flight attendant says chicken or pasta and there are details about ingredients or spices requiring the passenger to ask which requires the flight attendant to answer many times. So easy to solve this problem. P

I'm a tall guy and even the seats with more leg room were not as comfortable as I had hoped.

My husband upgraded our seats and I don't know if it was due to the type of planet was or if they didn't upgrade our seats. We were supposed to be in I believe comfort seats and they were just as tight as any other seat- no leg room and we are very tall people but at least it wasn't extremely cold. My husband did put in a complaint about our seating because he paid extra and if we would have known that the space and the tightness would have been the same, we just would have gotten the emergency row emergency row seats that we normally get. We love Delta but both our flights coming home we're not good. Oh I forgot to mention that on our flight to Hawaii our luggage wheels got broke and we had to purse new luggage on vacation then we never had this problem so we didn't know protocol and reported it after we got home only for them to tell is we only had 24hrs to report the damage. Not sure what was going on with Delta this vacation trip.

My flight was extremely cold. I had a jacket and a cover was left in each seat. The cover was extremely thin and I have a disability, fibromyalgia and arthrithis and AC air is the worst. I closed my vent and my husbands vent and it still was frigid. I asked the attendant if I could get another cover and she quickly almost dismissively and totally unconcerned stating, (I quote) (one per chair) and walked off so quickly that I didn't get a chance to explain to her that I literally have adisability. I didnt want to make a seen so I set on that flight for over 5 hours in pain, joints locking up and extremely uncomfortable. When my fibromyalgia flares up my joints not only ache but they will lock up also and it takes me days to get back to my regular self even though I take medication for it. I felt like it would not have hurt anyone at all for her to just give me an extra cover because I'm sure they have all types of medical issues in people that fly every day.

After all the weather issues at least they got me to my destination the next day

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.

I was in the last row and they sent me to check in my luggage last minute after boarding. I had to go through the crowd.

It was good, however the airplane was really cold. We received snacks and the crew was friendly.

Delta has an outstanding service. They are courteous and punctual most of the time. The flight departed a half hour late but we arrived 15 minutes early.

Change of gate in Santiago devolved into half plus hour delay and a really tight connection in Lima

Although the flight is goof and the crew is good, the way the airline charges you for every service is ridiculous.

Plane never left the ground. Mech issues - entire trip was rerouted through united.

I liked everything, this was classed as premium economy but it was much better than Lufthansas business class. Lovely staff, comfortable plane and an excellent seat arrangement. A very pleasant surprise.

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