$216 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 1/31. 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
Mon 3/2Sat 3/7
MDE - MDW • 2 stops
Cheapest one-way
$216
Multiple Airlines
Sat 1/31
BOG - MDW • 1 stop
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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

Mon, Mar 2 - Sat, Mar 7
LATAM Airlines Logo
8:00 pm - 5:45 pm
MDE
-
MDW
22h 45m2 stops
LATAM Airlines Logo
11:01 am - 7:45 am
MDW
-
MDE
19h 44m2 stops
$350LATAM Airlines
Thu, Feb 26 - Wed, Mar 11
Delta Logo
7:00 am - 5:45 pm
BOG
-
MDW
11h 45m2 stops
Delta Logo
6:30 am - 8:20 pm
MDW
-
BOG
13h 50m2 stops
$367Delta
Tue, Jan 20 - Sat, Jan 31
Delta Logo
3:55 pm - 8:52 am
BOG
-
MDW
17h 57m2 stops
Delta Logo
4:30 pm - 7:30 pm
MDW
-
BOG
26h 00m1 stop
$369Delta
Wed, Jan 28 - Tue, Feb 3
Delta Logo
9:00 am - 10:22 pm
BOG
-
MDW
14h 22m1 stop
Delta Logo
6:00 am - 7:30 pm
MDW
-
BOG
12h 30m1 stop
$372Delta
Tue, Jan 20 - Fri, Feb 6
LATAM Airlines Logo
3:55 pm - 9:53 am
BOG
-
MDW
18h 58m1 stop
LATAM Airlines Logo
6:00 am - 7:30 pm
MDW
-
BOG
12h 30m1 stop
$375LATAM Airlines
Sun, Mar 22 - Tue, Mar 31
LATAM Airlines Logo
3:55 pm - 9:55 am
BOG
-
MDW
18h 00m1 stop
LATAM Airlines Logo
10:49 am - 7:30 pm
MDW
-
BOG
8h 41m1 stop
$376LATAM 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
$377LATAM Airlines
Thu, Feb 5 - Sun, Feb 8
LATAM Airlines Logo
9:00 am - 5:29 pm
BOG
-
MDW
9h 29m1 stop
LATAM Airlines Logo
10:48 am - 7:30 pm
MDW
-
BOG
7h 42m1 stop
$378LATAM Airlines
Sat, Jan 24 - Mon, Jan 26
LATAM Airlines Logo
3:55 pm - 9:53 am
BOG
-
MDW
18h 58m1 stop
LATAM Airlines Logo
12:48 pm - 8:40 am
MDW
-
BOG
18h 52m2 stops
$381LATAM Airlines
Sun, Feb 1 - Sun, Feb 8
Multiple Airlines Logo
7:00 pm - 5:29 pm
UIO
-
MDW
23h 29m2 stops
Multiple Airlines Logo
6:00 am - 9:35 pm
MDW
-
UIO
14h 35m1 stop
$464Multiple Airlines
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$216
Best time to beat the crowds but there is an average 99% 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 8006 reviews
8.1Boarding
7.9Entertainment
7.9Comfort
8.5Crew
7.3Food
Airline reviews

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!

4.0 OkayPenelope, Dec 2025
CUN - ATL
Read more Delta reviews

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!

Great. I had to modify a flight. That was easy and free. Thank You

I noticed that the planes seem to be outdated. There was no entertainment per se. Also, the waiting area did not have any working electrical outlets

Original flight was cancelled and when i was rebooked by the airline, they couldn't seat me in the same type of seat as I had originally booked (went from window/aisle to middle/middle and one was a bulkhead seat, and other wasn't in the same class)

Lady Pilot was perfect in every way wheels up to wheels down communication, professionalism, excellent on time departure and on time arrival, excellent communication! Fantastic job with Superb attitude!!

The food is terrible. The staff is wonderful. Comfort is good.

For some reason, I couldn't choose my seat. The airline gave me a seat when I got there. Not happy about that. Otherwise, everything else was great!

Left on time, a bit delayed due to headwinds most of the trip.

I fly Delta all the time, have Platinum Medallion status. But this route seems to have major problems with delays and seems to never leave on time! Have only taken it twice in the last two weeks, and each time it had delays of more than 1 hour... very disappointed!!!!

Good seats in Main cabin, excellent service and excellent landing

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
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Everything you need to know for your flight to Midway

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