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$353+ 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 3/5. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — SCL
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheap flight deals from Midway to Chile

Keep the following information in mind while searching for Midway to Chile flight deals. Data was last updated September 15, 2025.

Round-trip from

$743
(LATAM Airlines)

One-way from

$353
(Kiwi.com)

Popular in

December

Cheapest in

April

Average price

$799
From Chicago Midway to Chile
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One-way flight from Chicago Midway to Chile
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Highest demand for flights based on searches. 12% potential increase in price ($124 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($33 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find 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 September 15, 2025.

This LATAM Airlines deal was found by Cheapflights users on 9/12. 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 9/2610:35 amMDW - SCL
2 stops18h 25mLATAM Airlines
Mon 9/291:10 pmSCL - MDW
2 stops24h 38mLATAM Airlines
Deal found 9/12$743
This Delta deal was found by Cheapflights users on 9/13. 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.
Mon 9/2912:43 pmMDW - SCL
1 stop16h 17mDelta
Mon 10/69:40 pmSCL - MDW
1 stop20h 29mDelta
Deal found 9/13$764
This LATAM Airlines deal was found by Cheapflights users on 9/13. 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.
Thu 9/2512:43 pmMDW - SCL
2 stops16h 07mLATAM Airlines
Mon 10/65:55 pmSCL - MDW
2 stops17h 45mLATAM Airlines
Deal found 9/13$768
This SmartFares deal was found by Cheapflights users on 9/14. 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.
Wed 11/1212:47 pmMDW - SCL
1 stop15h 53mLATAM Airlines
Wed 11/1911:10 pmSCL - MDW
1 stop13h 42mLATAM Airlines
Deal found 9/14$788
This SmartFares deal was found by Cheapflights users on 9/13. 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 10/56:30 pmMDW - SCL
1 stop34h 30mLATAM Airlines
Tue 10/149:40 pmSCL - MDW
1 stop16h 13mLATAM Airlines
Deal found 9/13$796
This Expedia deal was found by Cheapflights users on 9/13. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/1310:35 amMDW - SCL
2 stops17h 10mLATAM Airlines
Mon 10/209:40 pmSCL - MDW
1 stop26h 34mLATAM Airlines
Deal found 9/13$797
This Delta deal was found by Cheapflights users on 9/13. 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 9/2812:43 pmMDW - SCL
1 stop16h 17mDelta
Mon 10/69:40 pmSCL - MDW
1 stop14h 00mDelta
Deal found 9/13$804
This Delta deal was found by Cheapflights users on 9/13. 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.
Fri 9/2612:43 pmMDW - SCL
2 stops15h 47mDelta
Mon 10/69:40 pmSCL - MDW
2 stops16h 48mDelta
Deal found 9/13$808
This SmartFares deal was found by Cheapflights users on 9/14. 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 12/146:00 amMDW - SCL
1 stop21h 10mLATAM Airlines
Tue 1/208:50 pmSCL - MDW
2 stops40h 06mLATAM Airlines
Deal found 9/14$817
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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.
Sat 11/296:00 amMDW - SCL
1 stop22h 40mLATAM Airlines
Mon 12/89:30 pmSCL - MDW
1 stop17h 25mLATAM Airlines
Deal found 9/14$818
This LATAM Airlines deal was found by Cheapflights users on 9/14. 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 11/410:40 amMDW - SCL
2 stops14h 50mLATAM Airlines
Mon 11/1712:55 amSCL - MDW
2 stops18h 43mLATAM Airlines
Deal found 9/14$819

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 September 15, 2025.
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

Tue 11/4

10:40 am-4:30 am

2 stops14h 50m

Santiago Arturo Merino Benitez

Tue 11/18

8:20 am-11:32 pm

2 stops18h 12m

$764

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Wed 10/29

5:04 pm-7:40 am

1 stop12h 36m

Santiago Arturo Merino Benitez

Wed 11/5

11:10 pm-9:45 am

1 stop13h 35m

$764

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Wed 9/24

6:30 pm-1:20 pm

2 stops16h 50m

Santiago Arturo Merino Benitez

Mon 10/6

9:40 pm-9:40 am

1 stop14h 00m

$764

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Thu 9/25

12:43 pm-7:00 am

1 stop16h 17m

Santiago Arturo Merino Benitez

Tue 10/7

9:40 pm-9:40 am

1 stop14h 00m

$764

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Mon 1/12

10:35 am-7:00 am

1 stop17h 25m

Santiago Arturo Merino Benitez

Mon 1/26

6:30 pm-9:56 am

2 stops18h 26m

$764

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Mon 2/2

1:05 pm-7:00 am

1 stop14h 55m

Santiago Arturo Merino Benitez

Tue 2/17

6:30 pm-9:56 am

2 stops18h 26m

$764

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Tue 1/27

10:35 am-5:50 am

2 stops16h 15m

Santiago Arturo Merino Benitez

Tue 2/10

11:15 pm-12:01 pm

1 stop15h 46m

$764

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Tue 11/4

10:40 am-4:30 am

2 stops14h 50m

Santiago Arturo Merino Benitez

Mon 11/10

6:30 pm-9:52 am

2 stops18h 22m

$764

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Thu 3/5

10:35 am-7:00 am

1 stop17h 25m

$468

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Wed 11/5

6:00 am-7:40 am

1 stop22h 40m

$470

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/12

Showing 1-10 of 17 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 12h 36m. Fly via Delta or LATAM Airlines to get the fastest option. The distance between Chicago Midway Airport and Chile is about 5301 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • 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.

  • What is the cheapest month to book a flight from Chicago Midway Airport to Chile?

    Currently, April is the cheapest month in which you can book a flight from Chicago Midway Airport to Chile (average of $752). Flying from Chicago Midway Airport to Chile in December is currently the most expensive (average of $1,098). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Midway to Chile

See prices for flight routes from nearby airports that may be better suited for you.
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