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South America

$150+ Cheap flights from Midway (MDW) to South America

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/26. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — BOG
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap flight deals from Midway to South America

Keep the following information in mind while searching for Midway to South America flight deals. Data was last updated September 11, 2025.

Round-trip from

$356
(Delta)

One-way from

$150
(Kiwi.com)

Popular in

December

Cheapest in

March

Average price

$1,097
From Chicago Midway to South America
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One-way flight from Chicago Midway to South America
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Highest demand for flights based on searches. 9% potential increase in price ($96 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($28 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Midway to South America

Cheapest flights from Midway to South America
Explore the most affordable flight options available from Midway to South America. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2025.

This Delta deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/256:00 amMDW - CTG
1 stop7h 14mDelta
Sat 11/12:30 pmCTG - MDW
1 stop7h 44mDelta
Deal found 9/10$356
This Expedia deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/105:34 pmMDW - CTG
1 stop19h 40mLATAM Airlines
Sat 11/153:29 pmCTG - MDW
1 stop9h 03mLATAM Airlines
Deal found 9/10$383
This LATAM Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure LATAM Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2210:35 amMDW - UIO
1 stop8h 24mLATAM Airlines
Tue 10/2812:55 amUIO - MDW
1 stop8h 50mLATAM Airlines
Deal found 9/9$410
This Kiwi.com deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/108:00 amMDW - BOG
1 stop28h 02mMultiple Airlines
Fri 11/149:10 amBOG - MDW
1 stop8h 47mMultiple Airlines
Deal found 9/10$414
This Delta deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/226:00 amMDW - UIO
2 stops13h 12mDelta
Tue 10/2812:55 amUIO - MDW
1 stop15h 14mDelta
Deal found 9/10$415
This FlightHub deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/266:00 amMDW - BOG
1 stop7h 30mLATAM Airlines
Mon 12/810:55 amBOG - MDW
2 stops13h 37mLATAM Airlines
Deal found 9/10$434
This Delta deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/276:00 amMDW - BOG
2 stops10h 35mDelta
Thu 10/161:35 amBOG - MDW
2 stops10h 53mDelta
Deal found 9/10$436
This FlightHub deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/46:00 amMDW - BOG
1 stop7h 40mLATAM Airlines
Sat 10/1110:45 amBOG - MDW
2 stops11h 29mLATAM Airlines
Deal found 9/9$442
This LATAM Airlines deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure LATAM Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/16:00 amMDW - LIM
2 stops27h 20mLATAM Airlines
Sun 11/98:50 amLIM - MDW
2 stops15h 42mLATAM Airlines
Deal found 9/11$444
This Orbitz deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/136:00 amMDW - UIO
2 stops16h 00mLATAM Airlines
Sun 11/167:05 amUIO - MDW
2 stops17h 27mLATAM Airlines
Deal found 9/10$444
This Delta deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/256:00 amMDW - BOG
1 stop13h 15mDelta
Wed 10/12:55 pmBOG - MDW
1 stop18h 45mDelta
Deal found 9/10$445
This Delta deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/510:40 amMDW - LIM
2 stops21h 40mDelta
Mon 11/1012:20 amLIM - MDW
2 stops24h 12mDelta
Deal found 9/10$448

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to South America that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 11, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to South America that are best for you.

Fly from

Midway

Fly to

South America

Route

Depart

Return

Price

ChicagoCartagena

MDW - CTG

MDWCTG

Chicago Midway

Sun 3/8

10:35 am-1:15 pm

1 stop26h 40m

Cartagena Rafael Nunez

Wed 3/11

2:30 pm-9:56 am

1 stop19h 26m

$394

ChicagoQuito

MDW - UIO

MDWUIO

Chicago Midway

Wed 10/22

6:00 am-7:12 pm

2 stops13h 12m

Quito Mariscal Sucr

Tue 10/28

12:55 am-4:09 pm

1 stop15h 14m

$415

ChicagoQuito

MDW - UIO

MDWUIO

Chicago Midway

Tue 3/10

6:00 am-5:17 am

2 stops23h 17m

Quito Mariscal Sucr

Wed 3/11

7:00 pm-9:56 am

2 stops14h 56m

$421

ChicagoBogotá

MDW - BOG

MDWBOG

Chicago Midway

Thu 10/2

10:35 am-7:15 pm

1 stop8h 40m

Bogotá El Dorado

Thu 10/16

9:00 am-10:14 pm

1 stop13h 14m

$436

ChicagoBogotá

MDW - BOG

MDWBOG

Chicago Midway

Sat 9/27

6:00 am-4:35 pm

2 stops10h 35m

Bogotá El Dorado

Tue 10/14

1:35 am-12:28 pm

2 stops10h 53m

$436

ChicagoBogotá

MDW - BOG

MDWBOG

Chicago Midway

Wed 10/1

9:35 am-7:15 pm

2 stops9h 40m

Bogotá El Dorado

Wed 10/15

10:45 am-10:14 pm

2 stops11h 29m

$436

ChicagoBogotá

MDW - BOG

MDWBOG

Chicago Midway

Wed 10/1

9:35 am-7:15 pm

2 stops9h 40m

Bogotá El Dorado

Tue 10/14

10:45 am-10:14 pm

2 stops11h 29m

$436

ChicagoBogotá

MDW - BOG

MDWBOG

Chicago Midway

Mon 9/29

10:35 am-7:15 pm

1 stop8h 40m

Bogotá El Dorado

Wed 10/15

9:00 am-10:14 pm

1 stop13h 14m

$436

ChicagoBogotá

MDW - BOG

MDWBOG

Chicago Midway

Sun 9/28

6:00 am-1:40 pm

1 stop7h 40m

Bogotá El Dorado

Wed 10/15

10:45 am-10:14 pm

2 stops11h 29m

$436

ChicagoBogotá

MDW - BOG

MDWBOG

Chicago Midway

Fri 10/3

6:00 am-1:40 pm

1 stop7h 40m

Bogotá El Dorado

Tue 10/14

9:00 am-10:14 pm

1 stop13h 14m

$436

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/11

Showing 1-10 of 60 results
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Best time to book a flight from Midway to South America

Have a flexible travel schedule? Discover the best time to fly to South America from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to South America

What is the cheapest time of day to fly from MDW to SA?

Find hourly flight availability from Midway to South America. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 11, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago Midway Airport to South America as you normally would.

Reviews of airlines servicing South America

Get insights into the airlines that provide service to South America. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to South America. Reviews last updated September 11, 2025.
Read reviews from past customers who have flown Delta and LATAM Airlines from Chicago Midway Airport to South America. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,960 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Overall

8.0

Food

7.3

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,960 reviews
Delta
8.0
Very good
7,960 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Overall

8.0

Food

7.3

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
LATAM Airlines
7.5
Good
1,847 reviews
Delta
8.0
Very good
7,960 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Overall

8.0

Food

7.3

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

Find useful and relevant information for your journey from Midway to South America. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Chicago Midway Airport to South America?

    A quick flight from Chicago Midway Airport to South America can take about 23h 17m. Delta provides one of the quickest options available for as low as $421. The distance from Chicago Midway Airport to South America is about 2952 mi. This flight may include one or multiple stops.

  • What are the most popular routes from Chicago Midway Airport to South America?

    While some choose either Chicago Midway - Lima J Chavez Intl or Chicago Midway - Sao Paulo Guarulhos Intl, Chicago Midway - Medellín Jose Maria Cordova Intl is the most popular route from Chicago Midway Airport to South America.

  • Can I find deals for flights from Midway to South America that include hotel bookings?

    Yes. In addition to deals on Midway to South America flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to South America?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to South America.

  • Can I find deals for business class flights from Midway to South America?

    Yes. Cheapflights offers flight deals from Midway to South America by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago Midway Airport to South America?

    Currently, May is the cheapest month in which you can book a flight from Chicago Midway Airport to South America (average of $359). Flying from Chicago Midway Airport to South America in December is currently the most expensive (average of $664). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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Alternative routes for Midway to South America

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Midway to South America

Discover the top 2 airlines that operate flights from Midway to South America. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
LATAM AirlinesCheapest$348Average$580FlexibilityNo cancel feeOn-time81%
DeltaCheapest$374Average$649FlexibilityNo cancel feeOn-timeN/A

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