$142 Find Cheap Flights from Chicago Midway Airport to South America

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to South America departing on 5/13. 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.
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Best South America Flight Deals from Midway

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Lima
Lima2 stops$541
Bogotá
Bogotá1 stop$312
Cartagena
Cartagena1 stop$309
Santiago
Santiago1 stop$844
Quito
Quito2 stops$417
Belo Horizonte
Belo Horizonte2 stops$809

Cheap Flight Deals from Midway to South America (MDW-0SA)

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

Recent round-trip flight deals from Midway to South America

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Midway to South America.
Discover the best prices for you by selecting your travel dates on KAYAK.
Choose your dates
LATAM Airlines Logo
6:04 am - 1:12 pmMDW-CTG
7h 08m1 stop
LATAM Airlines Logo
2:34 pm - 9:40 amCTG-MDW
19h 06m1 stop
$309LATAM Airlines
Find Deal
Sat, May 3 - Sat, May 10
Delta Logo
6:04 am - 1:40 pmMDW-BOG
7h 36m1 stop
Delta Logo
9:00 am - 9:45 pmBOG-MDW
12h 45m1 stop
$312Delta
Find Deal
Fri, May 2 - Wed, Jun 11
LATAM Airlines Logo
6:00 am - 7:15 pmMDW-BOG
13h 15m1 stop
LATAM Airlines Logo
2:55 pm - 9:41 amBOG-MDW
18h 46m1 stop
$315LATAM Airlines
Find Deal
Fri, Jun 6 - Fri, Jun 13
Delta Logo
6:04 am - 7:15 pmMDW-BOG
13h 11m1 stop
Delta Logo
7:00 am - 9:41 amBOG-MDW
26h 41m2 stops
$316Delta
Find Deal
Fri, May 2 - Wed, Jun 11
Delta Logo
6:00 am - 7:58 pmMDW-BOG
13h 58m2 stops
Delta Logo
1:35 am - 2:54 pmBOG-MDW
13h 19m2 stops
$337Delta
Find Deal
Tue, Sep 9 - Mon, Sep 15
Delta Logo
6:04 am - 1:40 pmMDW-BOG
7h 36m1 stop
Delta Logo
2:55 pm - 9:41 amBOG-MDW
18h 46m1 stop
$352Delta
Find Deal
Fri, May 2 - Fri, Jun 13
Delta Logo
9:16 am - 7:15 pmMDW-BOG
9h 59m2 stops
Delta Logo
2:55 pm - 8:40 amBOG-MDW
17h 45m2 stops
$356Delta
Find Deal
Thu, May 8 - Sat, May 17
LATAM Airlines Logo
9:52 am - 7:15 pmMDW-BOG
9h 23m1 stop
LATAM Airlines Logo
9:00 am - 9:27 pmBOG-MDW
12h 27m1 stop
$364LATAM Airlines
Find Deal
Tue, May 6 - Wed, May 21
LATAM Airlines Logo
4:59 pm - 1:19 pmMDW-CTG
20h 20m1 stop
LATAM Airlines Logo
2:34 pm - 9:40 amCTG-MDW
19h 06m1 stop
$367LATAM Airlines
Find Deal
Mon, May 5 - Thu, May 8
 Logo
8:04 pm - 6:15 amMDW-CTG
34h 11m3 stops
 Logo
1:15 pm - 7:46 pmCTG-MDW
30h 31m2 stops
Mon, Jun 2 - Thu, Jun 5

KAYAK's insights & trends for Midway to South America flights

Get data-powered insights and trends into flights from Midway to South America to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest time of day to fly to South America?

The average price for all round-trip flights from Chicago Midway Airport to South America depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.
The cheapest time of day to fly to South America is generally in the morning, when round-trip flights cost $493 on average. Morning departures are around 40% cheaper than evening flights, on average. The most expensive time of day to fly to South America is generally in the evening, which is peak travel time and where the average cost of a ticket is $822.

What’s the cheapest day of the week to fly from Chicago Midway Airport to South America?

The average price of all round-trip flights from Chicago Midway Airport to South America clicked on KAYAK for each day over the last 12 months.
Your flight ticket price will generally be cheaper if you fly to South America on a Monday and more expensive on a Thursday. On your return trip to Chicago Midway Airport, you should consider flying back on a Tuesday, and avoid Fridays for better deals.

Good to know

Cheapest flight

$142
Flight from Chicago Midway Airport to Bogotá

FAQs - booking South America flights

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

    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 Chicago Midway Airport to South America.

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

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

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

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

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

See more FAQs

Top airlines flying from Midway to South America

Need help choosing which airline to fly with from Midway to South America? 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.
8.0
DeltaOverall score based on 7920 reviews
7.9Comfort
7.3Food
8.5Crew
8.2Boarding
7.9Entertainment
Airline reviews

This had nothing to do with Delta… The flights were on time and flawless. The service was excellent. We purchased seats in (aisle/middle) comfort plus since this was a cross country flight. Unfortunately, the woman seated at the window was 300+ pounds and, as might be expected, covered up about a third of the middle seat also. there was absolutely nothing that Delta could have done about that… I just don’t know what the answer should be. If you purchase a seat, you should should be able to use the entire seat and not just the portion that someone else is not sitting/oozing in. Disappointing…there should be something that could be done….I'm just not sure what solution could be.

10.0 ExcellentGary, Apr 2025TPA - LAX
Read more Delta reviews

This had nothing to do with Delta… The flights were on time and flawless. The service was excellent. We purchased seats in (aisle/middle) comfort plus since this was a cross country flight. Unfortunately, the woman seated at the window was 300+ pounds and, as might be expected, covered up about a third of the middle seat also. there was absolutely nothing that Delta could have done about that… I just don’t know what the answer should be. If you purchase a seat, you should should be able to use the entire seat and not just the portion that someone else is not sitting/oozing in. Disappointing…there should be something that could be done….I'm just not sure what solution could be.

Delayed take-off. Very small plane so very scary with lots of bumps during the flight. Would never fly Delta on short flights in small 80 seaters plane again! Felt relieved when landed.

The worst part was I was NOT allowed in the lounge even though I was holding a first class ticket and have a premium American Express card. I have flown Business or First Class with many airlines. Delta is the ONLY one who does not extend this courtesy to anyone except people who hold the very expensive American Express card. As a result, I won’t fly Delta if I have any other choice.

It was an overnight flight and I desperately needed coffee before we landed, but Delta does only one beverage service, and that is shortly after takeoff, not before landing at 5 am.

A little bumpy ride . No food was being provided due the the turbulence. That was ok it was a short flight to my standards.

Simply outstanding. Their new lounge for Delta One customers is a cut above the rest.

The Dekta Rep that checked us in was great. She's very personable, pleasant, and can tell she enjoys her job.

After a 5 hour delay waiting at the gate (3 delays adding up) with no clear reason provided, we finally boarded flew 3/4 of the way to Toronto then were turned back to New York. As we neared New York, the pilot declared that it was his fault, something to do with timing and him not being allowed into the country???? How could the airline let his happen? They had hours to prepare and make sure they had a crew available for the flight! We ended up in Toronto a day late with no sleep.

The plane was old with small storage areas that had problems closing/latching and not enough storage for everyone, and worn, damaged seats. Service was great but feel a little unsafe on such well used planes.

Terrible and im avoiding them in the future. My initial flight was delayed causing me to rebook my flight and when speaking with the representative to rebook I explained this is the second time my flights were delayed and they did nothing to help me. I wasn't booked to comfort plus or given a voucher or anything. I was almost late for my meeting that I needed to attend on Monday because of the games delta played delaying my flights even more and putting me in the very back of the plane next to an extremely intoxicated passenger

We didn’t have any entertainment. I tried to go online without success. The airplane was extremely cold and they didn’t have blankets.

It was good, however the airplane was really cold. We received snacks and the crew was friendly.

Delta has an outstanding service. They are courteous and punctual most of the time. The flight departed a half hour late but we arrived 15 minutes early.

Change of gate in Santiago devolved into half plus hour delay and a really tight connection in Lima

Although the flight is goof and the crew is good, the way the airline charges you for every service is ridiculous.

Plane never left the ground. Mech issues - entire trip was rerouted through united.

They didi not provide wheelchair though we had requested. We had to run around for 40 minutes and arrange it from the airport!

I liked everything, this was classed as premium economy but it was much better than Lufthansas business class. Lovely staff, comfortable plane and an excellent seat arrangement. A very pleasant surprise.

No entertainment but not expected. Unless you are referring to monitor that you can use. Then Al, was fine on all flights.

Friendly staff, It was the first flight out for our plane, so had to be deiced from the frost. Only delayed a few minutes,

Everything you need to know for your flight to South America

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