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$315+ Cheap flights from Midway (MDW) to Santiago (SCL)

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 9/26. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — SCL
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
1 adult, Economy
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Cheap flight deals from Midway to Santiago

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Santiago (SCL). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated August 14, 2025.

Round-trip from

$691
(LATAM Airlines)

One-way from

$315
(Kiwi.com)

Popular in

December

Cheapest in

April

Average price

$803
From Chicago Midway to Santiago Arturo Merino Benitez
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One-way flight from Chicago Midway to Santiago Arturo Merino Benitez
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Highest demand for flights based on searches. 13% potential increase in price ($138 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($38 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from Midway to Santiago

Cheapest flights from Midway to Santiago
Explore the most affordable flight options available from Midway to Santiago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 14, 2025.

This LATAM Airlines deal was found by Cheapflights users on 8/13. 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.
Tue 11/111:05 pmMDW - SCL
2 stops24h 25mLATAM Airlines
Sun 11/1611:15 pmSCL - MDW
1 stop13h 36mLATAM Airlines
Deal found 8/13$691
This FlightHub deal was found by Cheapflights users on 8/11. 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.
Tue 10/145:04 pmMDW - SCL
2 stops18h 16mLATAM Airlines
Sun 11/1612:55 amSCL - MDW
2 stops18h 28mLATAM Airlines
Deal found 8/11$777
This LATAM Airlines deal was found by Cheapflights users on 8/13. 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.
Mon 12/15:25 pmMDW - SCL
2 stops17h 40mLATAM Airlines
Thu 12/116:30 pmSCL - MDW
2 stops18h 21mLATAM Airlines
Deal found 8/13$784
This Delta deal was found by Cheapflights users on 8/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/231:08 pmMDW - SCL
2 stops15h 52mDelta
Thu 9/259:40 pmSCL - MDW
2 stops16h 48mDelta
Deal found 8/12$788
This Travelocity deal was found by Cheapflights users on 8/14. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/296:00 amMDW - SCL
1 stop22h 00mLATAM Airlines
Mon 12/89:30 pmSCL - MDW
1 stop15h 21mLATAM Airlines
Deal found 8/14$804
This LATAM Airlines deal was found by Cheapflights users on 8/12. 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 9/226:30 pmMDW - SCL
2 stops18h 30mLATAM Airlines
Thu 9/251:10 pmSCL - MDW
2 stops22h 30mLATAM Airlines
Deal found 8/12$805
This SmartFares deal was found by Cheapflights users on 8/12. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/1510:35 amMDW - SCL
1 stop18h 25mLATAM Airlines
Mon 10/139:40 pmSCL - MDW
1 stop14h 00mLATAM Airlines
Deal found 8/12$810
This FlightHub deal was found by Cheapflights users on 8/12. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2312:43 pmMDW - SCL
1 stop16h 17mLATAM Airlines
Fri 9/269:40 pmSCL - MDW
1 stop14h 08mLATAM Airlines
Deal found 8/12$817
This SmartFares deal was found by Cheapflights users on 8/13. 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.
Wed 10/16:30 pmMDW - SCL
2 stops16h 50mLATAM Airlines
Tue 10/149:40 pmSCL - MDW
1 stop14h 00mLATAM Airlines
Deal found 8/13$821

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Santiago 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 August 14, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Santiago that are best for you.

Fly from

Midway

Fly to

Santiago

Route

Depart

Return

Price

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Tue 11/11

1:05 pm-4:30 pm

2 stops24h 25m

Santiago Arturo Merino Benitez

Sun 11/16

11:15 pm-9:51 am

1 stop13h 36m

$691

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Tue 1/27

10:35 am-4:30 am

2 stops14h 55m

Santiago Arturo Merino Benitez

Tue 2/10

6:30 pm-12:01 pm

2 stops20h 31m

$777

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Wed 10/1

6:30 pm-1:20 pm

2 stops16h 50m

Santiago Arturo Merino Benitez

Tue 10/14

5:55 pm-11:53 am

2 stops19h 58m

$777

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Tue 10/14

10:35 am-6:45 am

2 stops18h 10m

Santiago Arturo Merino Benitez

Sun 11/16

12:55 am-4:23 pm

2 stops18h 28m

$777

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Mon 1/12

10:35 am-6:10 am

1 stop16h 35m

Santiago Arturo Merino Benitez

Mon 1/26

6:30 pm-9:56 am

2 stops18h 26m

$777

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Fri 9/26

9:48 am-5:15 am

2 stops17h 27m

$315

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Mon 9/29

8:19 am-5:15 am

2 stops18h 56m

$317

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Mon 9/15

8:19 am-5:15 am

2 stops18h 56m

$317

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Sun 9/28

10:13 am-5:15 am

2 stops17h 02m

$362

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Mon 10/13

5:28 pm-5:15 am

2 stops33h 47m

$368

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/14

Best time to book a flight from Midway to Santiago

Have a flexible travel schedule? Discover the best time to fly to Santiago 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.

Related info for your journey

Find useful and relevant information for your journey from Midway to Santiago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Santiago from Chicago Midway?

    Most people fly into Santiago Arturo Merino Benitez (SCL) if they book a flight to Santiago from Chicago Midway. On average, Arturo Merino Benitez has 0 inbound flights from Chicago Midway per day from 0 airlines. Santiago Arturo Merino Benitez is conveniently located just 8.4 mi from Santiago’s city center.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Midway to Santiago 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 Santiago?

    Currently, April is the cheapest month in which you can book a flight from Chicago Midway Airport to Santiago (average of $752). Flying from Chicago Midway Airport to Santiago 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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