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South America

$143+ 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 6/13. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — BOG
May 6 — May 131
Tue 5/6
Tue 5/13
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 May 1, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$307
(Delta)

One-way from

$143
(Delta)

Popular in

December

Cheapest in

March

Average price

$1,014
Provider with most accurate pricing for Chicago (CHI)-Sao Paulo (SAO) flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Sao Paulo (SAO) flights.
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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. 1% potential increase in price ($16 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($25 potential savings vs. average RT price).
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Average for round-trip flights in May 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 May 1, 2025.

This Delta deal was found by Cheapflights users on 4/30. 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.
Fri 8/156:00 amMDW - BOG
1 stop7h 40mDelta
Tue 9/3010:45 amBOG - MDW
2 stops10h 59mDelta
Deal found 4/30$307
This LATAM Airlines deal was found by Cheapflights users on 4/30. 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.
Mon 5/126:00 amMDW - BOG
1 stop13h 15mLATAM Airlines
Tue 5/202:55 pmBOG - MDW
1 stop18h 45mLATAM Airlines
Deal found 4/30$312
This Justfly.com deal was found by Cheapflights users on 4/29. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/26:45 pmMDW - MDE
2 stops26h 54mLATAM Airlines
Tue 5/610:50 amMDE - MDW
2 stops11h 32mLATAM Airlines
Deal found 4/29$414
This LATAM Airlines deal was found by Cheapflights users on 4/30. 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.
Tue 5/136:00 amMDW - UIO
2 stops17h 20mLATAM Airlines
Tue 6/37:09 amUIO - MDW
2 stops26h 31mLATAM Airlines
Deal found 4/30$417
This Delta deal was found by Cheapflights users on 4/29. 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 4/306:04 amMDW - UIO
2 stops13h 01mDelta
Wed 5/79:11 amUIO - MDW
2 stops12h 17mDelta
Deal found 4/29$425
This Kiwi.com deal was found by Cheapflights users on 4/30. 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.
Thu 6/56:00 amMDW - BOG
1 stop7h 40mMultiple Airlines
Sun 6/82:07 pmBOG - MDW
2 stops30h 10mMultiple Airlines
Deal found 4/30$463
This Trip.com deal was found by Cheapflights users on 4/30. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/146:00 amMDW - CTG
1 stop7h 15mLATAM Airlines
Sat 6/212:30 pmCTG - MDW
1 stop19h 11mLATAM Airlines
Deal found 4/30$478
This Kiwi.com deal was found by Cheapflights users on 4/30. 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.
Sat 5/319:12 pmMDW - MDE
1 stop15h 46mMultiple Airlines
Wed 6/46:40 amMDE - MDW
2 stops12h 51mMultiple Airlines
Deal found 4/30$493
This Delta deal was found by Cheapflights users on 4/29. 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 7/126:00 amMDW - CTG
1 stop7h 10mDelta
Tue 7/222:30 pmCTG - MDW
2 stops18h 09mDelta
Deal found 4/29$497
This Delta deal was found by Cheapflights users on 4/30. 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.
Sun 5/116:00 amMDW - MDE
2 stops11h 05mDelta
Tue 5/207:13 amMDE - MDW
2 stops26h 27mDelta
Deal found 4/30$531
This Delta deal was found by Cheapflights users on 4/30. 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.
Tue 10/216:00 amMDW - LIM
2 stops14h 15mDelta
Wed 11/512:15 pmLIM - MDW
1 stop10h 29mDelta
Deal found 4/30$541
This Justfly.com deal was found by Cheapflights users on 4/30. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/236:00 amMDW - LIM
2 stops14h 15mLATAM Airlines
Thu 10/212:15 pmLIM - MDW
1 stop21h 36mLATAM Airlines
Deal found 4/30$548

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 May 1, 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

ChicagoBogotá

MDW - BOG

MDWBOG

Chicago Midway

Fri 8/15

6:00 am-1:40 pm

1 stop7h 40m

Bogotá El Dorado

Tue 9/30

10:45 am-9:44 pm

2 stops10h 59m

$307

ChicagoBogotá

MDW - BOG

MDWBOG

Chicago Midway

Mon 5/12

6:00 am-7:15 pm

1 stop13h 15m

Bogotá El Dorado

Tue 5/20

2:55 pm-9:40 am

1 stop18h 45m

$312

ChicagoMedellín

MDW - MDE

MDWMDE

Chicago Midway

Tue 5/6

6:04 am-9:17 pm

2 stops15h 13m

Medellín Jose Maria Cordova Intl

Sat 5/17

4:26 am-9:40 am

2 stops29h 14m

$414

ChicagoQuito

MDW - UIO

MDWUIO

Chicago Midway

Tue 5/13

6:00 am-11:20 pm

2 stops17h 20m

Quito Mariscal Sucr

Tue 6/3

7:09 am-9:40 am

2 stops26h 31m

$417

ChicagoBogotá

MDW - BOG

MDWBOG

Chicago Midway

Thu 6/5

6:00 am-1:40 pm

1 stop7h 40m

Bogotá El Dorado

Sun 6/8

2:07 pm-8:17 pm

2 stops30h 10m

$463

ChicagoCartagena

MDW - CTG

MDWCTG

Chicago Midway

Sat 6/14

6:00 am-1:15 pm

1 stop7h 15m

Cartagena Rafael Nunez

Sat 6/21

2:30 pm-9:41 am

1 stop19h 11m

$478

ChicagoQuito

MDW - UIO

MDWUIO

Chicago Midway

Tue 5/27

9:16 am-8:00 pm

2 stops10h 44m

Quito Mariscal Sucr

Tue 6/3

9:11 am-9:27 pm

2 stops12h 16m

$483

ChicagoMedellín

MDW - MDE

MDWMDE

Chicago Midway

Sat 5/31

9:12 pm-12:58 pm

1 stop15h 46m

Medellín Jose Maria Cordova Intl

Wed 6/4

6:40 am-7:31 pm

2 stops12h 51m

$493

ChicagoCartagena

MDW - CTG

MDWCTG

Chicago Midway

Sat 7/12

6:00 am-1:10 pm

1 stop7h 10m

Cartagena Rafael Nunez

Tue 7/22

2:30 pm-8:39 am

2 stops18h 09m

$497

ChicagoMedellín

MDW - MDE

MDWMDE

Chicago Midway

Sun 5/11

6:00 am-5:05 pm

2 stops11h 05m

Medellín Jose Maria Cordova Intl

Tue 5/20

7:13 am-9:40 am

2 stops26h 27m

$531

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

Showing 1-10 of 56 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 May 1, 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.

Rainfall in South America by month

Plan your trip to South America by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in South America ranges from 0.8 - 9.4 inches per month. January is typically the wettest month, when rainfall can reach 9.4 in. July is typically the driest time to visit South America when rainfall is around 0.8 in.

Temperature in South America by month

Plan your trip to South America by taking into account the average temperature totals by month.

If weather is an important factor for your trip to South America, use this chart to help with planning. For those seeking warmer temperatures, January is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of June, when temperatures are typically at their lowest (around 62.6 F).

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 May 1, 2025.
Delta
8.0
Very good
7,934 reviews

Comfort

7.9

Food

7.3

Boarding

8.2

Overall

8.0

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Delta
8.0
Very good
7,934 reviews
Delta
8.0
Very good
7,934 reviews

Comfort

7.9

Food

7.3

Boarding

8.2

Overall

8.0

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
LATAM Airlines
7.5
Good
1,767 reviews
Delta
8.0
Very good
7,934 reviews

Comfort

7.9

Food

7.3

Boarding

8.2

Overall

8.0

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Volaris
6.7
Okay
1,174 reviews
Delta
8.0
Very good
7,934 reviews

Comfort

7.9

Food

7.3

Boarding

8.2

Overall

8.0

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

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.

  • What are the cheapest airlines to fly from Chicago Midway Airport to South America one-way?

    The cheapest airlines for a one-way flight from Chicago Midway Airport to South America are Delta ($143), LATAM Airlines ($144), and Volaris ($437).

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

    While some choose either Chicago Midway - Bogotá El Dorado or Chicago Midway - Sao Paulo Guarulhos Intl, Chicago Midway - Lima J Chavez 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.

See more FAQs

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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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$374Average$639FlexibilityNo cancel feeOn-timeN/A
LATAM AirlinesCheapest$467Average$649FlexibilityNo cancel feeOn-time81%

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