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Cheap flights from Chicago Midway Airport to South America from $157

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to South America departing on 1/1. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Chicago Midway Airport to South America

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
1:00 pm - 1:55 pm
MDW
-
MDE
23h 55m1 stop
Multiple Airlines Logo
2:50 pm - 2:55 pm
MDE
-
MDW
25h 05m1 stop
$357Multiple Airlines
Sun, Feb 1 - Fri, Feb 13
LATAM Airlines Logo
10:48 am - 7:30 pm
MDW
-
BOG
7h 42m1 stop
LATAM Airlines Logo
7:00 am - 10:22 pm
BOG
-
MDW
16h 22m2 stops
$358LATAM Airlines
Fri, Jan 23 - Wed, Jan 28
Multiple Airlines Logo
7:00 pm - 1:55 pm
MDW
-
MDE
17h 55m1 stop
Multiple Airlines Logo
2:50 pm - 2:55 pm
MDE
-
MDW
25h 05m1 stop
$362Multiple Airlines
Mon, Feb 9 - Fri, Feb 13
Delta Logo
6:00 am - 7:25 pm
MDW
-
BOG
13h 25m1 stop
Delta Logo
2:55 pm - 9:51 am
BOG
-
MDW
18h 56m1 stop
$363Delta
Sun, May 10 - Thu, May 21
Delta Logo
10:35 am - 7:25 pm
MDW
-
BOG
8h 50m1 stop
Delta Logo
2:55 pm - 8:42 am
BOG
-
MDW
17h 47m2 stops
$368Delta
Mon, May 11 - Tue, May 26
LATAM Airlines Logo
10:46 am - 4:45 pm
MDW
-
BOG
28h 59m2 stops
LATAM Airlines Logo
10:55 am - 10:22 pm
BOG
-
MDW
12h 27m2 stops
$382LATAM Airlines
Mon, Feb 2 - Thu, Feb 5
LATAM Airlines Logo
10:46 am - 7:30 pm
MDW
-
BOG
7h 44m1 stop
LATAM Airlines Logo
3:55 pm - 5:29 pm
BOG
-
MDW
26h 34m1 stop
$390LATAM Airlines
Wed, Jan 21 - Sun, Jan 25
LATAM Airlines Logo
4:30 pm - 2:33 pm
MDW
-
BOG
22h 03m1 stop
LATAM Airlines Logo
2:55 pm - 9:55 am
BOG
-
MDW
19h 00m1 stop
$397LATAM Airlines
Sat, Mar 21 - Tue, Mar 31
LATAM Airlines Logo
4:30 pm - 7:30 pm
MDW
-
BOG
26h 00m1 stop
LATAM Airlines Logo
8:35 am - 10:22 pm
BOG
-
MDW
14h 47m2 stops
$400LATAM Airlines
Sat, Jan 31 - Sat, Feb 7
Delta Logo
9:30 am - 4:58 am
MDW
-
UIO
19h 28m2 stops
Delta Logo
7:00 pm - 9:51 am
UIO
-
MDW
14h 51m2 stops
$408Delta
Sun, May 24 - Thu, Jun 4

LATAM Airlines flights from Chicago Midway Airport to South America

Our best LATAM Airlines deals on Chicago Midway Airport to South America flight tickets
LATAM Airlines
Jan 23
MDW10:48 amChicago Midway
7h 42m
1 stop
BOG7:30 pmBogotá El Dorado
Jan 28
BOG7:00 amBogotá El Dorado
16h 22m
2 stops
MDW10:22 pmChicago Midway
$358
Find similar
LATAM Airlines
Feb 2
MDW10:46 amChicago Midway
28h 59m
2 stops
BOG4:45 pmBogotá El Dorado
Feb 5
BOG10:55 amBogotá El Dorado
12h 27m
2 stops
MDW10:22 pmChicago Midway
$382
Find similar
LATAM Airlines
Jan 21
MDW10:46 amChicago Midway
7h 44m
1 stop
BOG7:30 pmBogotá El Dorado
Jan 25
BOG3:55 pmBogotá El Dorado
26h 34m
1 stop
MDW5:29 pmChicago Midway
$390
Find similar

Delta flights from Chicago Midway Airport to South America

Our best Delta deals on Chicago Midway Airport to South America flight tickets
Delta
May 10
MDW6:00 amChicago Midway
13h 25m
1 stop
BOG7:25 pmBogotá El Dorado
May 22
BOG2:55 pmBogotá El Dorado
18h 56m
1 stop
MDW9:51 amChicago Midway
$363
Find similar
Delta
May 11
MDW10:35 amChicago Midway
8h 50m
1 stop
BOG7:25 pmBogotá El Dorado
May 22
BOG2:55 pmBogotá El Dorado
17h 47m
2 stops
MDW8:42 amChicago Midway
$368
Find similar
Delta
May 24
MDW9:30 amChicago Midway
19h 28m
2 stops
UIO4:58 amQuito Mariscal Sucr
Jun 4
UIO7:00 pmQuito Mariscal Sucr
14h 51m
2 stops
MDW9:51 amChicago Midway
$408
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport 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, momondo users made 832,500 searches. Data last updated December 18, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to South America that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoMedellín

MDW - MDE

MDWMDE

Chicago Midway

Sun 2/1

1:00 pm-1:55 pm

1 stop23h 55m

Medellín Jose Maria Cordova Intl

Fri 2/13

2:50 pm-2:55 pm

1 stop25h 05m

$357

ChicagoBogotá

MDW - BOG

MDWBOG

Chicago Midway

Fri 1/23

10:48 am-7:30 pm

1 stop7h 42m

Bogotá El Dorado

Wed 1/28

7:00 am-10:22 pm

2 stops16h 22m

$358

ChicagoMedellín

MDW - MDE

MDWMDE

Chicago Midway

Mon 2/9

7:00 pm-1:55 pm

1 stop17h 55m

Medellín Jose Maria Cordova Intl

Fri 2/13

2:50 pm-2:55 pm

1 stop25h 05m

$362

ChicagoBogotá

MDW - BOG

MDWBOG

Chicago Midway

Sun 5/10

6:00 am-7:25 pm

1 stop13h 25m

Bogotá El Dorado

Thu 5/21

2:55 pm-9:51 am

1 stop18h 56m

$363

ChicagoBogotá

MDW - BOG

MDWBOG

Chicago Midway

Mon 5/11

10:35 am-7:25 pm

1 stop8h 50m

Bogotá El Dorado

Tue 5/26

2:55 pm-8:42 am

2 stops17h 47m

$368

ChicagoBogotá

MDW - BOG

MDWBOG

Chicago Midway

Mon 2/2

10:46 am-4:45 pm

2 stops28h 59m

Bogotá El Dorado

Thu 2/5

10:55 am-10:22 pm

2 stops12h 27m

$382

ChicagoBogotá

MDW - BOG

MDWBOG

Chicago Midway

Wed 1/21

10:46 am-7:30 pm

1 stop7h 44m

Bogotá El Dorado

Sun 1/25

3:55 pm-5:29 pm

1 stop26h 34m

$390

ChicagoBogotá

MDW - BOG

MDWBOG

Chicago Midway

Sat 3/21

4:30 pm-2:33 pm

1 stop22h 03m

Bogotá El Dorado

Tue 3/31

2:55 pm-9:55 am

1 stop19h 00m

$397

ChicagoBogotá

MDW - BOG

MDWBOG

Chicago Midway

Sat 1/31

4:30 pm-7:30 pm

1 stop26h 00m

Bogotá El Dorado

Sat 2/7

8:35 am-10:22 pm

2 stops14h 47m

$400

ChicagoQuito

MDW - UIO

MDWUIO

Chicago Midway

Sun 5/24

9:30 am-4:58 am

2 stops19h 28m

Quito Mariscal Sucr

Thu 6/4

7:00 pm-9:51 am

2 stops14h 51m

$408

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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How to get the cheapest flight ticket from Chicago Midway Airport to South America

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to South America?

The cheapest day to depart from Chicago Midway Airport to South America is on a Monday when prices can be found for as low as $488. When flying out on a Thursday, the most expensive travel day of the week, you can expect to see flight prices from Chicago Midway Airport to South America for around $633.

What is the cheapest time of day to depart on your flight to South America?

Our data shows that the cheapest Chicago Midway Airport to South America flights are usually those with departure times in the morning. Our users have found flights to South America in the morning for as low as $493. If you have a flexible travel schedule, then try to avoid flying in the afternoon when prices are $822 on average. Flights to South America from Chicago Midway Airport in the afternoon are generally more expensive because this time of day is more convenient for travelers’ schedules.

Can stopping save me money on Chicago Midway Airport to South America flights?

You could potentially save up to 19% on your flight if you consider stops on a Chicago Midway Airport to South America flight.

Cheap Chicago Midway Airport to South America flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to South America

Fastest flight time

7h 07m

Direct flights

None
The fastest flight from Chicago Midway Airport to South America takes 7h 07m
There are no direct flights from Chicago Midway Airport to South America. There are no popular flight routes from Chicago Midway Airport to South America.
Search flight deals

  • When did momondo last update prices for flights from Chicago Midway Airport to South America?

    Prices for flights from Chicago Midway Airport to South America refresh daily.

  • How many operators does momondo search for flights from Chicago Midway Airport to South America?

  • How old do you have to be to fly from Chicago Midway Airport to South America?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago Midway Airport to South America.

  • What documentation or ID do you need to fly to South America?

    The necessary travel and health documents for your South America trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Chicago Midway Airport to South America

Compare and see reviews for airlines that fly from Chicago Midway Airport to South America with momondo
Airline
Rating
Free Cancellation
Price
LATAM AirlinesPriceFrom $509Free CancellationRating
7.5
1,893 reviews
Search LATAM Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to South America?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Chicago to South America. momondo saves you time and could save you money on your trip.

Can I find flights from Chicago to South America with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Chicago to South America flights to just show those with flexible booking policies.

How can momondo help me find flights from Chicago to South America?

Once you have performed a search for Chicago to South America flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Chicago to South America right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to South America from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

An easier way to manage your South America trip

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Find better results for your trip to South America

Popular cities in South America

Popular flights according to clicks in the last 7 days on momondo
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Flights to Cartagenafrom $166
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Flights to Cuscofrom $432
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Flights to Califrom $180