$240 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 1/22. 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
$350
LATAM Airlines
Fri 4/17Wed 5/27
MDE - MDW • 2 stops
Cheapest one-way
$240
Delta
Thu 1/22
BOG - MDW • 1 stop
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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, Apr 17 - Wed, May 27
LATAM Airlines Logo
11:20 am - 9:56 am
MDE
-
MDW
22h 36m2 stops
LATAM Airlines Logo
6:00 am - 11:40 pm
MDW
-
MDE
17h 40m2 stops
$350LATAM Airlines
Thu, Feb 5 - Mon, Feb 9
LATAM Airlines Logo
10:00 pm - 10:22 pm
MDE
-
MDW
25h 22m2 stops
LATAM Airlines Logo
6:00 am - 7:45 am
MDW
-
MDE
24h 45m2 stops
$351LATAM Airlines
Fri, Feb 13 - Fri, Feb 20
Delta Logo
9:00 am - 5:45 pm
BOG
-
MDW
9h 45m1 stop
Delta Logo
6:00 am - 2:25 pm
MDW
-
BOG
7h 25m1 stop
$367Delta
Fri, Feb 13 - Sun, Feb 22
Delta Logo
9:00 am - 5:45 pm
BOG
-
MDW
9h 45m1 stop
Delta Logo
6:00 am - 2:25 pm
MDW
-
BOG
7h 25m1 stop
$368Delta
Thu, Jan 22 - Sat, Feb 7
Delta Logo
3:55 pm - 12:46 pm
BOG
-
MDW
21h 51m2 stops
Delta Logo
4:30 pm - 4:45 pm
MDW
-
BOG
23h 15m2 stops
$369Delta
Fri, Feb 13 - Sun, Feb 15
LATAM Airlines Logo
9:15 pm - 10:31 pm
MDE
-
MDW
26h 16m2 stops
LATAM Airlines Logo
6:00 am - 6:35 am
MDW
-
MDE
23h 35m2 stops
$372LATAM Airlines
Tue, Jan 20 - Fri, Feb 6
LATAM Airlines Logo
3:55 pm - 9:53 am
BOG
-
MDW
18h 58m1 stop
LATAM Airlines Logo
10:48 am - 7:30 pm
MDW
-
BOG
7h 42m1 stop
$374LATAM Airlines
Tue, Jan 20 - Wed, Feb 4
LATAM Airlines Logo
3:55 pm - 9:53 am
BOG
-
MDW
18h 58m1 stop
LATAM Airlines Logo
10:46 am - 7:30 pm
MDW
-
BOG
7h 44m1 stop
$375LATAM Airlines
Thu, Jan 29 - Tue, Feb 3
Delta Logo
11:45 pm - 9:53 am
UIO
-
MDW
11h 08m1 stop
Delta Logo
12:46 pm - 9:35 pm
MDW
-
UIO
7h 49m1 stop
$448Delta
Tue, Mar 24 - Mon, Mar 30
Multiple Airlines Logo
2:30 am - 5:48 pm
LIM
-
MDW
15h 18m2 stops
Multiple Airlines Logo
7:16 pm - 2:45 pm
MDW
-
LIM
19h 29m1 stop
$606Multiple Airlines
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$240
Best time to beat the crowds but there is an average 60% increase in price.
Most popular time to fly and prices are also 23% lower on average.
Flight from Bogotá to Chicago Midway Airport

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 8012 reviews
8.1Boarding
7.3Food
7.9Comfort
8.5Crew
7.9Entertainment
Airline reviews

Advertised fruit trays with cheese, but only snacks handed out!

8.0 ExcellentAnonymous, Dec 2025
MSP - BOS
Read more Delta reviews

Advertised fruit trays with cheese, but only snacks handed out!

The plant way delayed departing by 3 hours. It was an old airplane with broken seats and armrests. The bathroom made a hollering sound. A really crappy flight experience and travel day all around.

Premium economy is like the forgotten class. Aside from meal service never saw a flight attendant. Any additional beverages required going to the very back of the plane to request and there was rarely an attendant there. Seat leg / foot rest hardly elevates and not well suite for someone under 5’6. Bulky armrests

Flight delays both to Detroits and return flight . The flight to Detroit was associated with mechanical difficulty

Flight was operated by Virgin Atlantic and it was up to their usual high standard. Minor grips about some issues, but they are really first world issues and as a whole, was an excellent flight.

I am extremely disappointed that delta internal pilot manuals now refer to the Gulf of Mexico as the “gulf of America”. You can bow down to the Orange turd on your own. I will never fly delta again

Delta One upgrade it would have been great if my tray extended (it was jammed and wouldn’t pull out), seatbelt had too much slack & my little cabin door didn’t close properly

I paid for a business class ticket on Delta. It was sourced to Virgin Atlantic. They changed out the aircraft which had fewer upper class tickets. Even though I'd checked into the lounge, was receiving alerts via kayak about the delay and changes; no one informed me that the seat would be changed - until I attempted to board and was told that I would have an economy seat or they could search to put me on another airline. Even the flight crew were informed of this change (10 passengers were bumped out of Upper Class) around 2 pm (1400) time. Hours would have helped to consider alternatives instead of making a last minute change. There needs to be compensation from both Delta and Virgin given this change in service/experience.

Wasn't a Delta issue I don't think, but seems there was a Delta flight at each of the 2 Dallas airports at the same exact time, both to Atlanta. I was evidently booked on the one at Love Airport, but the Carey transport shuttle took me to DFW instead and I ended up missing the flight by just a few minutes. Was able to book a Southwest flight from Love Airport, but was a big loss of time and an inconvenience.

Every single flight that we got on was delayed by several hours or more. I honestly didn’t think we would get out of Atlanta because our flight was supposed to leave at 7:59 and it kept getting kicked back further and further. Delta stands for Don’t Ever Leave The Airport!

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
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Griffith

Everything you need to know for your flight to Midway

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