Chile

$223+ Cheap flights from Midway (MDW) to Chile

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/30. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — SCL
Mar 14 — Mar 211
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Cheap flight deals from Midway to Chile

Cheapest flights from Midway to Chile
Explore the most affordable flight options available from Midway to Chile. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 12, 2026.

This Delta deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/251:23 pm
MDW
-
SCL
2 stops16h 52m
Delta
Sun 5/248:40 pm
SCL
-
MDW
1 stop16h 16m
Delta
Deal found 2/10$545
This Delta deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/145:14 pm
MDW
-
SCL
1 stop13h 01m
Delta
Fri 5/228:40 pm
SCL
-
MDW
1 stop14h 11m
Delta
Deal found 2/9$551
This KAYAK deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/306:07 pm
MDW
-
SCL
2 stops25h 37m
LATAM Airlines
Sun 4/58:40 pm
SCL
-
MDW
1 stop16h 22m
LATAM Airlines
Deal found 2/10$553
This LATAM Airlines deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure LATAM Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/245:21 pm
MDW
-
SCL
2 stops23h 04m
LATAM Airlines
Sun 5/248:40 pm
SCL
-
MDW
1 stop14h 11m
LATAM Airlines
Deal found 2/10$555
This Delta deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/2510:45 am
MDW
-
SCL
1 stop18h 55m
Delta
Mon 4/611:00 pm
SCL
-
MDW
2 stops19h 22m
Delta
Deal found 2/10$556
This LATAM Airlines deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure LATAM Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/1712:47 pm
MDW
-
SCL
3 stops23h 23m
LATAM Airlines
Mon 3/236:48 pm
SCL
-
MDW
2 stops19h 14m
LATAM Airlines
Deal found 2/10$557
This Delta deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/296:00 am
MDW
-
SCL
1 stop24h 15m
Delta
Sun 4/58:40 pm
SCL
-
MDW
1 stop16h 22m
Delta
Deal found 2/10$558
This FlightHub deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/275:14 pm
MDW
-
SCL
1 stop13h 01m
LATAM Airlines
Mon 6/18:40 pm
SCL
-
MDW
1 stop14h 11m
LATAM Airlines
Deal found 2/9$574
This Delta deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2712:51 pm
MDW
-
SCL
2 stops15h 44m
Delta
Mon 6/111:00 pm
SCL
-
MDW
2 stops18h 17m
Delta
Deal found 2/9$579
This SmartFares deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/35:21 pm
MDW
-
SCL
1 stop12h 54m
LATAM Airlines
Sun 5/108:40 pm
SCL
-
MDW
1 stop14h 11m
LATAM Airlines
Deal found 2/9$580
This Cheapflightsfares deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/106:00 am
MDW
-
SCL
1 stop23h 40m
LATAM Airlines
Tue 3/1710:25 pm
SCL
-
MDW
1 stop15h 37m
LATAM Airlines
Deal found 2/9$585
This Orbitz deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/156:07 pm
MDW
-
SCL
2 stops34h 38m
LATAM Airlines
Sun 3/2210:30 am
SCL
-
MDW
2 stops32h 52m
LATAM Airlines
Deal found 2/10$593

Find flight deals from Midway to Chile

Keep the following information in mind while searching for Midway to Chile flight deals. Data was last updated February 12, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$545
(Delta)

One-way from

$223
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$821
Provider with most accurate pricing for Chicago (CHI)-Santiago Arturo Merino Benitez flight deals.
Provider most trusted by Cheapflights users for Chicago (CHI)-Santiago Arturo Merino Benitez flights.
From Chicago Midway to Chile
One-way flight from Chicago Midway to Chile
Highest demand for flights based on searches. 4% potential increase in price ($38 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($14 potential savings vs. average RT price).
Average for round-trip flights in February 2026

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Chile 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, Cheapflights users made 2,558,603 searches. Data last updated February 12, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Chile that are best for you.

Fly from

Midway

Fly to

Chile

Route

Depart

Return

Price

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Thu 4/30

1:23 pm-7:15 am

2 stops16h 52m

Santiago Arturo Merino Benitez

Tue 5/26

8:40 pm-9:51 am

1 stop14h 11m

$545

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Mon 4/27

5:21 pm-7:15 am

1 stop12h 54m

Santiago Arturo Merino Benitez

Thu 5/28

8:40 pm-11:56 am

1 stop16h 16m

$545

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Wed 4/29

5:21 pm-7:15 am

1 stop12h 54m

Santiago Arturo Merino Benitez

Tue 5/26

8:40 pm-12:42 pm

2 stops17h 02m

$545

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Thu 4/30

1:23 pm-7:15 am

2 stops16h 52m

Santiago Arturo Merino Benitez

Thu 5/28

8:40 pm-11:56 am

1 stop16h 16m

$545

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Tue 4/28

12:53 pm-7:15 am

1 stop17h 22m

Santiago Arturo Merino Benitez

Tue 5/26

8:40 pm-9:51 am

1 stop14h 11m

$545

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Tue 4/28

5:21 pm-7:15 am

1 stop12h 54m

Santiago Arturo Merino Benitez

Thu 5/28

8:40 pm-11:56 am

1 stop16h 16m

$545

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Sat 4/25

5:21 pm-7:15 am

1 stop12h 54m

Santiago Arturo Merino Benitez

Thu 5/28

8:40 pm-11:56 am

1 stop16h 16m

$545

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Sat 4/25

5:21 pm-7:15 am

1 stop12h 54m

Santiago Arturo Merino Benitez

Sun 5/24

8:40 pm-9:51 am

1 stop14h 11m

$545

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Tue 4/28

12:53 pm-7:15 am

1 stop17h 22m

Santiago Arturo Merino Benitez

Sun 5/24

8:40 pm-9:51 am

1 stop14h 11m

$545

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Mon 3/30

9:42 pm-10:15 pm

2 stops22h 33m

$223

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/10

Showing 1-10 of 19 results
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Best time to book a flight from Midway to Chile

Have a flexible travel schedule? Discover the best time to fly to Chile from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to Chile
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Midway to Chile. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • How long is the flight from Chicago Midway Airport to Chile?

    There are many flights that can get you from Chicago Midway Airport to Chile in 16h 52m. Fly via Delta to get the fastest option. The distance between Chicago Midway Airport and Chile is about 5301 mi.

  • Can I find deals for flights from Midway to Chile that include hotel bookings?

    Yes. In addition to deals on Midway to Chile flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Chile?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Chile.

  • Can I find deals for business class flights from Midway to Chile?

    Yes. Cheapflights offers flight deals from Midway to Chile by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

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