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$277+ Cheap flights from Chile to Midway (MDW)

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 11/2. Fares are subject to change and may not be available on all flights or dates of travel.
SCL — MDW
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheap flight deals from Chile to Midway

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

Round-trip from

$612
(eDestinos)

One-way from

$277
(Kiwi.com)

Popular in

July

Cheapest in

April

Average price

$735
From Chile to Chicago Midway
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One-way flight from Chile to Chicago Midway
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Highest demand for flights based on searches. 6% potential increase in price ($48 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($8 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 Chile to Midway

Cheapest flights from Chile to Midway
Explore the most affordable flight options available from Chile to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 15, 2025.

This eDestinos 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/98:15 amSCL - MDW
2 stops29h 12mMultiple Airlines
Mon 10/134:24 pmMDW - SCL
2 stops27h 51mMultiple Airlines
Deal found 9/13$612
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/810:55 pmSCL - MDW
2 stops15h 33mDelta
Tue 10/1410:35 amMDW - SCL
2 stops18h 15mDelta
Deal found 9/14$725
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.
Wed 10/812:10 amSCL - MDW
2 stops24h 04mLATAM Airlines
Mon 10/1310:35 amMDW - SCL
2 stops17h 10mLATAM Airlines
Deal found 9/14$738
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.
Mon 9/2212:10 amSCL - MDW
2 stops19h 25mLATAM Airlines
Tue 9/3012:43 pmMDW - SCL
1 stop16h 17mLATAM Airlines
Deal found 9/12$739
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.
Sat 11/811:25 pmSCL - MDW
2 stops15h 27mDelta
Wed 11/121:14 pmMDW - SCL
2 stops15h 26mDelta
Deal found 9/13$765
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.
Fri 11/74:35 amSCL - MDW
2 stops20h 39mLATAM Airlines
Wed 11/126:00 amMDW - SCL
1 stop22h 40mLATAM Airlines
Deal found 9/13$799
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/38:15 amSCL - MDW
2 stops27h 33mDelta
Sun 11/25:00 amMDW - SCL
1 stop22h 40mDelta
Deal found 9/14$805
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.
Thu 10/212:10 amSCL - MDW
2 stops35h 38mLATAM Airlines
Sun 11/25:00 amMDW - SCL
1 stop22h 40mLATAM Airlines
Deal found 9/14$818

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chile to Midway 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 Chile to Chicago Midway Airport that are best for you.

Fly from

Chile

Fly to

Midway

Route

Depart

Return

Price

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Thu 10/9

8:15 am-11:27 am

2 stops29h 12m

Chicago Midway

Mon 10/13

4:24 pm-10:15 pm

2 stops27h 51m

$612

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Tue 10/28

10:10 pm-9:45 am

1 stop13h 35m

Chicago Midway

Tue 11/4

10:40 am-7:40 am

1 stop18h 00m

$725

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Wed 10/29

10:10 pm-4:09 pm

1 stop19h 59m

Chicago Midway

Thu 11/6

10:40 am-7:00 am

2 stops17h 20m

$725

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Thu 10/9

10:55 pm-12:28 pm

2 stops15h 33m

Chicago Midway

Tue 10/14

12:48 pm-6:00 am

2 stops15h 12m

$725

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Thu 10/30

10:10 pm-9:45 am

1 stop13h 35m

Chicago Midway

Thu 11/6

10:40 am-7:40 am

1 stop18h 00m

$725

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Wed 10/8

10:55 pm-12:28 pm

2 stops15h 33m

Chicago Midway

Tue 10/14

1:08 pm-7:00 am

2 stops15h 52m

$725

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Sun 11/2

4:25 pm-12:30 am

2 stops35h 05m

$277

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Thu 12/4

9:10 pm-11:05 pm

3 stops28h 55m

$351

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Thu 12/4

9:30 pm-9:54 am

1 stop15h 24m

$488

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Sun 2/15

11:25 pm-12:01 pm

2 stops15h 36m

$488

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 14 results
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Best time to book a flight from Chile to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Chile 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 Chile to Chicago Midway Airport
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 Chile to Midway. 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 Chile to Chicago Midway Airport?

    There are many flights that can get you from Chile to Chicago Midway Airport in 13h 35m. Fly via Delta to get the fastest option. There are 5301 mi between Chile and Chicago Midway Airport.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Chile to Midway 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 Chile to Chicago Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from Chile to Chicago Midway Airport (average of $160). Flying from Chile to Chicago Midway Airport in November is currently the most expensive (average of $249). 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

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Chile to Midway

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