$228 Find Cheap Flights from South America to Chicago Midway Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Midway departing on 2/1. 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, 0 bags

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Everything you should know

Cheapest round-trip
$351
LATAM Airlines
Fri 2/20Tue 2/24
MDE - MDW • 2 stops
Cheapest one-way
$228
LATAM Airlines
Sun 2/1
MDE - MDW • 2 stops
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We hope you love your trip to Midway!
Flight Deals
Useful Info
Flight Deals

Cheap Flights from South America to Midway

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from South America to Midway 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 South America to Midway

Fri, Feb 20 - Tue, Feb 24
LATAM Airlines Logo
6:00 am - 5:45 pm
MDE
-
MDW
12h 45m
2 stops
LATAM Airlines Logo
10:49 am - 10:40 pm
MDW
-
MDE
10h 51m
2 stops
$351LATAM Airlines
Wed, Apr 1 - Thu, Apr 16
LATAM Airlines Logo
11:45 am - 9:56 am
MDE
-
MDW
22h 11m
2 stops
LATAM Airlines Logo
10:49 am - 7:40 am
MDW
-
MDE
20h 51m
2 stops
$365LATAM Airlines
Tue, Mar 10 - Tue, Mar 31
Delta Logo
9:00 am - 10:31 pm
BOG
-
MDW
13h 31m
1 stop
Delta Logo
6:25 am - 7:30 pm
MDW
-
BOG
13h 05m
1 stop
$370Delta
Thu, Feb 26 - Thu, Mar 5
Delta Logo
9:00 am - 10:31 pm
BOG
-
MDW
14h 31m
1 stop
Delta Logo
6:00 am - 8:20 pm
MDW
-
BOG
13h 20m
2 stops
$371Delta
Mon, Mar 30 - Fri, Apr 3
Delta Logo
3:55 pm - 9:56 am
BOG
-
MDW
18h 01m
1 stop
Delta Logo
6:25 am - 7:30 pm
MDW
-
BOG
13h 05m
1 stop
$373Delta
Thu, Feb 26 - Thu, Mar 5
LATAM Airlines Logo
9:00 am - 10:31 pm
BOG
-
MDW
14h 31m
1 stop
LATAM Airlines Logo
6:00 am - 2:25 pm
MDW
-
BOG
7h 25m
1 stop
$375LATAM Airlines
Wed, Apr 1 - Fri, Apr 24
LATAM Airlines Logo
3:55 pm - 9:56 am
BOG
-
MDW
18h 01m
1 stop
LATAM Airlines Logo
10:49 am - 7:25 pm
MDW
-
BOG
8h 36m
1 stop
$377LATAM Airlines
Sun, Mar 8 - Fri, Apr 10
LATAM Airlines Logo
3:55 pm - 9:56 am
BOG
-
MDW
18h 01m
1 stop
LATAM Airlines Logo
6:25 am - 2:25 pm
MDW
-
BOG
8h 00m
1 stop
$378LATAM Airlines
Mon, Mar 30 - Tue, Apr 7
Delta Logo
3:55 pm - 9:56 am
BOG
-
MDW
18h 01m
1 stop
Delta Logo
6:25 am - 6:00 am
MDW
-
BOG
23h 35m
2 stops
$379Delta
Wed, Feb 18 - Sun, Feb 22
Multiple Airlines Logo
11:50 pm - 1:56 pm
MDE
-
MDW
15h 06m
1 stop
Multiple Airlines Logo
6:15 am - 10:15 pm
MDW
-
MDE
15h 00m
1 stop
$394Multiple Airlines
Useful Info

Good to know

Low seasonJanuary
Best time to beat the crowds but there is an average 70% increase in price.
Most popular time to fly and prices are also 18% lower on average.

FAQs for booking South America to Chicago Midway Airport flights

  • How does KAYAK find such low prices on flights from South America to Chicago Midway Airport?

    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 South America to Chicago Midway Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from South America to Chicago Midway Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport from 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 South America to Chicago Midway Airport?

    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 to Chicago Midway Airport with an airline and back to South America with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from South America to Chicago Midway Airport?

    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 to Chicago Midway Airport from South America up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from South America to Midway

 
Need help choosing which airline to fly with from South America to Midway? 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 8039 reviews
8.1Boarding
8.5Crew
7.2Food
7.8Entertainment
7.9Comfort
Airline reviews

I have diamond medallion status and usually we are in comfort plus . We were in main this time ( which was fine ) and my husband wanted wine . I have at least 10 vouchers for drinks that are good for this year and next! The attendant would not take the picture of the voucher as proof and never came back to check as She asked me to pull it up on delta Wi-Fi. Instead my husband just used his Amex to buy the wine . Disappointing!!!

10.0 ExcellentAnne, Jan 2026
MCO - DTW
Read more Delta reviews

I have diamond medallion status and usually we are in comfort plus . We were in main this time ( which was fine ) and my husband wanted wine . I have at least 10 vouchers for drinks that are good for this year and next! The attendant would not take the picture of the voucher as proof and never came back to check as She asked me to pull it up on delta Wi-Fi. Instead my husband just used his Amex to buy the wine . Disappointing!!!

Food is basically Sun Chips, cookies or Cheezits. I had an exit row seat so I had plenty of room. The crew was very nice and efficient. Pilot kept us informed. Pretty good flight.

Air travel sucks. It continues to be awful for all airlines. No shame on delta alone.

It was Delta, but the flight attendants were stressful and disrespectful. I am a diamond member a travel weekly. I have not had a negative thing to share in quite some time. But this was noticeable.

Comfort Plus seat 11E seemed smaller than prior flights. The movie selection is good. Watched most of the most recent Tron movie. I'll watch the remaining part later as my movie is saved in the Delta Seatback Experience.

Flight was late from Newark to Atlanta, I asked flight attendant to please let my family of 3 out first when we landed to Atlanta because we were late for our connecting flight to Quito. She didn't and we were late for 5 minutes we couldn't board the plane and spend hours trying to get another flight with customer service for the next day.

I really liked the legroom. I am 6’4”.a at For some reason our seats were not together and using the app to fix it didn’t work. Passengers were nice enough to move for us but you should absolutely ensure a parent sits with their child.

Late delayed flight delays boarding and delays leaving and delays on arrival too. Cramped plane no room no food.

DTW line is too long. The flights from DTW to BWI are always delayed for unknown reasons.

Delta canceled our flight and we had to scramble to find another airline to get home. Phoenix is not a delta hub so they didn’t have another plane. It would have been a red eye though Salt Lake City. Getting in at 5am. No bueno.

I booked a flight through Kayak to Brazil I have traveled to Brazil several times before Kayak Delta or LATAM never mentioned during the booking or in the pre flight process that the visa requirements to visit Brazil have changed earlier this year. I was unaware of this change and as such never got a visa and was unable to fly from JFK to Sao Paulo Add to this that Delta allowed me to fly from Boston to JFK which they should not have as I didn’t have a visa. It has been a terrible experience and a huge loss of money

Wish the seats were a little more comfortable.. it was a 6 hrs nonstop trip. But the crew was courteous and w a smile

I like this airline a lot no problems at all, except being forced to check a carry-on bag ., Overall very good airline

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

Really bad experience – delayed for 6 hours without any notice, no food or drinks provided, and stuck in the horrible Cartagena airport.

The flight was late. Please do not delay next time.

Boarding was confusing with a delayed flight because there was no English translation

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.

My entertainment did not work. I was very tired from the botched connection, and the poor sleep

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.

Traveling to a place near Midway?

Book flights to Midway if you plan to visit one of these locations
Merrillville
Saint Joseph
Hammond
Portage
Lansing
Valparaiso
Chesterton
Schererville
Munster
Porter
Monticello
Saint John
Griffith

Everything you need to know for your flight to Midway

Information on your arrival and departure airports