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$272+ 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 3/25. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — SCL
Jan 25 — Feb 11
Sun 1/25
Sun 2/1
1 adult, Economy
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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 December 26, 2025.

This Delta deal was found by Cheapflights users on 12/25. 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 12/316:00 amMDW - SCL
1 stop21h 10mDelta
Thu 1/89:30 pmSCL - MDW
1 stop21h 59mDelta
Deal found 12/25$1,387
This Cheapflightsfares deal was found by Cheapflights users on 12/26. 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 12/274:25 pmMDW - SCL
1 stop12h 15mLATAM Airlines
Mon 1/511:10 pmSCL - MDW
1 stop14h 17mLATAM Airlines
Deal found 12/26$1,391
This Delta deal was found by Cheapflights users on 12/26. 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 12/279:50 amMDW - SCL
2 stops15h 40mDelta
Mon 1/511:10 pmSCL - MDW
2 stops16h 38mDelta
Deal found 12/26$1,412
This FlightHub deal was found by Cheapflights users on 12/25. 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 12/319:50 amMDW - SCL
2 stops16h 45mLATAM Airlines
Fri 1/96:40 amSCL - MDW
2 stops18h 27mLATAM Airlines
Deal found 12/25$1,506
This Expedia deal was found by Cheapflights users on 12/26. 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 12/299:50 amMDW - SCL
1 stop18h 50mLATAM Airlines
Sun 1/44:20 pmSCL - MDW
2 stops45h 07mLATAM Airlines
Deal found 12/26$1,708
This Priceline deal was found by Cheapflights users on 12/26. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/279:50 amMDW - SCL
1 stop18h 50mLATAM Airlines
Fri 1/28:10 amSCL - MDW
2 stops17h 12mLATAM Airlines
Deal found 12/26$2,024

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 December 26, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$628
(FlightHub)

One-way from

$264
(Trip.com)

Popular in

December

Cheapest in

September

Average price

$929
Provider with most accurate pricing for Chicago (CHI)-Santiago Arturo Merino Benitez flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Santiago Arturo Merino Benitez flights.
Search Deals
From Chicago Midway to Chile
Search Deals
One-way flight from Chicago Midway to Chile
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($52 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

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 December 26, 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

Sun 2/22

10:49 am-7:40 am

1 stop17h 51m

Santiago Arturo Merino Benitez

Thu 2/26

11:10 pm-5:45 pm

1 stop21h 35m

$650

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Tue 3/10

5:40 pm-7:40 am

1 stop12h 00m

Santiago Arturo Merino Benitez

Tue 3/17

4:20 pm-10:31 pm

2 stops32h 11m

$650

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Mon 2/23

10:49 am-7:40 am

1 stop17h 51m

Santiago Arturo Merino Benitez

Sun 3/1

6:30 pm-11:59 am

2 stops20h 29m

$650

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Sun 2/22

10:49 am-7:40 am

1 stop17h 51m

Santiago Arturo Merino Benitez

Fri 2/27

11:10 pm-10:21 am

1 stop14h 11m

$650

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Sun 2/22

6:00 am-7:40 am

1 stop22h 40m

Santiago Arturo Merino Benitez

Wed 2/25

6:30 pm-9:54 am

2 stops18h 24m

$650

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Tue 1/27

12:48 pm-7:40 am

1 stop15h 52m

Santiago Arturo Merino Benitez

Tue 2/10

11:10 pm-9:53 am

1 stop13h 43m

$650

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Wed 2/25

10:49 am-7:40 am

1 stop17h 51m

Santiago Arturo Merino Benitez

Sun 3/1

11:10 pm-5:45 pm

1 stop21h 35m

$650

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Mon 3/9

10:45 am-7:40 am

1 stop18h 55m

Santiago Arturo Merino Benitez

Thu 3/19

10:10 pm-9:56 am

1 stop13h 46m

$650

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Sat 1/24

6:25 am-7:40 am

1 stop22h 15m

Santiago Arturo Merino Benitez

Thu 2/5

11:10 pm-9:53 am

1 stop13h 43m

$650

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Mon 3/2

12:45 pm-7:40 am

1 stop15h 55m

Santiago Arturo Merino Benitez

Mon 3/16

10:10 pm-9:56 am

1 stop13h 46m

$650

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/26

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 15h 52m. Fly via LATAM Airlines or Delta 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.

See more FAQs

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Alternative routes for Midway to Chile

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