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$230+ 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 10/24. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — SCL
Oct 29 — Nov 51
Wed 10/29
Wed 11/5
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 September 29, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$703
(FlightHub)

One-way from

$230
(Trip.com)

Popular in

December

Cheapest in

April

Average price

$803
Provider with most accurate pricing for Chicago Midway-Santiago Arturo Merino Benitez flight deals.
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Provider most trusted by Cheapflights users for Chicago Midway-Santiago Arturo Merino Benitez flights.
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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. 11% potential increase in price ($107 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($29 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 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 September 29, 2025.

This FlightHub deal was found by Cheapflights users on 9/27. 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 11/1912:47 pmMDW - SCL
1 stop15h 53mLATAM Airlines
Mon 12/111:25 pmSCL - MDW
2 stops15h 30mLATAM Airlines
Deal found 9/27$705
This FlightHub deal was found by Cheapflights users on 9/27. 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.
Sun 11/912:47 pmMDW - SCL
2 stops14h 13mLATAM Airlines
Sun 11/2311:25 pmSCL - MDW
2 stops15h 27mLATAM Airlines
Deal found 9/27$721
This Delta deal was found by Cheapflights users on 9/27. 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 11/410:40 amMDW - SCL
1 stop18h 00mDelta
Sun 11/912:55 amSCL - MDW
2 stops18h 44mDelta
Deal found 9/27$732
This Delta deal was found by Cheapflights users on 9/28. 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 10/2212:48 pmMDW - SCL
2 stops15h 12mDelta
Tue 10/2811:25 pmSCL - MDW
2 stops15h 03mDelta
Deal found 9/28$736
This Orbitz deal was found by Cheapflights users on 9/26. 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 Orbitz 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 12/811:10 pmSCL - MDW
1 stop13h 44mLATAM Airlines
Deal found 9/26$752
This SmartFares deal was found by Cheapflights users on 9/28. 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.
Fri 11/76:00 amMDW - SCL
1 stop22h 40mLATAM Airlines
Fri 11/1411:10 pmSCL - MDW
1 stop13h 43mLATAM Airlines
Deal found 9/28$754
This Orbitz deal was found by Cheapflights users on 9/27. 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.
Fri 10/314:23 pmMDW - SCL
1 stop13h 17mLATAM Airlines
Fri 11/74:35 amSCL - MDW
2 stops20h 39mLATAM Airlines
Deal found 9/27$757
This Cheapflightsfares deal was found by Cheapflights users on 9/27. 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.
Sun 10/1212:48 pmMDW - SCL
1 stop16h 12mLATAM Airlines
Fri 10/1712:10 amSCL - MDW
2 stops35h 30mLATAM Airlines
Deal found 9/27$763

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 September 29, 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 1/27

10:35 am-7:00 am

1 stop17h 25m

Santiago Arturo Merino Benitez

Tue 2/10

6:30 pm-9:56 am

2 stops18h 26m

$714

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

$714

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Tue 1/27

1:05 pm-7:00 am

1 stop14h 55m

Santiago Arturo Merino Benitez

Tue 2/10

11:15 pm-12:01 pm

1 stop15h 46m

$714

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Sat 12/6

11:05 am-5:35 am

2 stops15h 30m

Santiago Arturo Merino Benitez

Sat 12/13

11:25 pm-11:55 am

2 stops15h 30m

$721

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Thu 1/29

9:30 am-7:00 am

2 stops18h 30m

Santiago Arturo Merino Benitez

Sat 2/7

6:30 pm-9:56 am

2 stops18h 26m

$727

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Fri 10/24

12:18 pm-12:20 pm

3 stops22h 02m

$230

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Thu 10/30

10:12 am-3:20 pm

2 stops51h 08m

$282

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Mon 11/3

1:37 pm-10:15 pm

3 stops29h 38m

$298

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Thu 1/15

9:20 am-11:40 pm

3 stops35h 20m

$408

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Thu 12/25

3:30 pm-2:05 pm

2 stops19h 35m

$457

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/27

Showing 1-10 of 16 results
1
2

Compare providers for flights from Midway to Santiago

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to Santiago in September.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago Midway Airport-Santiago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Santiago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Santiago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago Midway Airport-Santiago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-Santiago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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.

  • How long is the flight from Chicago Midway Airport to Santiago?

    A quick flight from Chicago Midway Airport to Santiago can take about 16h 35m. LATAM Airlines provides one of the quickest options available for as low as $714. Airlines will cover a distance of 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 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.

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