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$266+ 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 1/18. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — SCL
Dec 13 — Dec 201
Sat 12/13
Sat 12/20
1 adult, Economy
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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 November 13, 2025.

This FlightHub deal was found by Cheapflights users on 11/13. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/2412:47 pmMDW - SCL
1 stop15h 53mLATAM Airlines
Thu 12/410:35 amSCL - MDW
2 stops16h 12mLATAM Airlines
Deal found 11/13$753
This Delta deal was found by Cheapflights users on 11/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/2710:47 amMDW - SCL
2 stops17h 13mDelta
Wed 12/108:15 amSCL - MDW
2 stops18h 32mDelta
Deal found 11/11$755
This KAYAK deal was found by Cheapflights users on 11/12. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/55:13 pmMDW - SCL
2 stops17h 52mLATAM Airlines
Fri 12/126:40 amSCL - MDW
2 stops20h 07mLATAM Airlines
Deal found 11/12$764
This Delta deal was found by Cheapflights users on 11/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/199:34 amMDW - SCL
2 stops19h 06mDelta
Mon 12/111:10 pmSCL - MDW
1 stop13h 44mDelta
Deal found 11/11$769
This SmartFares deal was found by Cheapflights users on 11/12. 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.
Thu 11/2010:47 amMDW - SCL
1 stop17h 53mLATAM Airlines
Thu 11/2711:10 pmSCL - MDW
1 stop20h 29mLATAM Airlines
Deal found 11/12$786
This FlightHub deal was found by Cheapflights users on 11/12. 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.
Sat 11/224:28 pmMDW - SCL
1 stop12h 12mLATAM Airlines
Tue 12/211:10 pmSCL - MDW
1 stop13h 44mLATAM Airlines
Deal found 11/12$804
This KAYAK deal was found by Cheapflights users on 11/12. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/2312:45 pmMDW - SCL
3 stops22h 45mLATAM Airlines
Mon 12/2911:10 pmSCL - MDW
1 stop15h 48mLATAM Airlines
Deal found 11/12$819
This KAYAK deal was found by Cheapflights users on 11/12. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/249:50 amMDW - SCL
2 stops18h 10mLATAM Airlines
Tue 12/309:30 pmSCL - MDW
1 stop14h 35mLATAM Airlines
Deal found 11/12$824
This FlightHub deal was found by Cheapflights users on 11/11. 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.
Wed 12/312:50 pmMDW - SCL
1 stop14h 20mLATAM Airlines
Thu 12/1111:10 pmSCL - MDW
1 stop13h 44mLATAM Airlines
Deal found 11/11$828
This SmartFares deal was found by Cheapflights users on 11/12. 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.
Fri 11/215:34 pmMDW - SCL
1 stop35h 06mLATAM Airlines
Tue 12/211:10 pmSCL - MDW
1 stop13h 44mLATAM Airlines
Deal found 11/12$834
This Delta deal was found by Cheapflights users on 11/13. 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 12/510:49 amMDW - SCL
1 stop17h 51mDelta
Fri 12/129:30 pmSCL - MDW
1 stop21h 14mDelta
Deal found 11/13$844

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 November 13, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$739
(Delta)

One-way from

$266
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$866
Provider with most accurate pricing for Chicago Midway-Santiago Arturo Merino Benitez flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago Midway-Santiago Arturo Merino Benitez flights.
Search Deals
From Chicago Midway to Santiago Arturo Merino Benitez
Search Deals
One-way flight from Chicago Midway to Santiago Arturo Merino Benitez
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($110 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($26 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

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 November 13, 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

Mon 3/16

1:05 pm-7:00 am

1 stop15h 55m

Santiago Arturo Merino Benitez

Fri 3/27

11:15 pm-3:25 pm

1 stop18h 10m

$739

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Wed 3/4

10:53 am-7:00 am

1 stop17h 07m

Santiago Arturo Merino Benitez

Sun 3/15

11:15 pm-12:01 pm

1 stop14h 46m

$739

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Mon 3/16

1:00 pm-7:00 am

2 stops16h 00m

Santiago Arturo Merino Benitez

Fri 3/27

10:30 pm-6:34 pm

2 stops22h 04m

$744

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Mon 11/24

12:47 pm-7:40 am

1 stop15h 53m

Santiago Arturo Merino Benitez

Thu 12/4

10:35 am-11:47 pm

2 stops16h 12m

$753

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Fri 3/6

10:53 am-5:35 am

2 stops15h 42m

Santiago Arturo Merino Benitez

Mon 3/16

11:15 pm-4:25 pm

1 stop19h 10m

$754

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Fri 12/5

12:50 pm-7:40 am

1 stop15h 50m

Santiago Arturo Merino Benitez

Fri 12/12

8:10 am-11:47 pm

2 stops18h 37m

$764

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Thu 11/27

10:47 am-7:40 am

1 stop17h 53m

Santiago Arturo Merino Benitez

Wed 12/10

11:10 pm-9:54 am

1 stop13h 44m

$764

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Sun 1/4

9:50 am-7:40 am

1 stop18h 50m

Santiago Arturo Merino Benitez

Tue 1/20

9:30 pm-12:01 pm

1 stop17h 31m

$764

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Sun 1/18

7:00 am-6:40 am

2 stops20h 40m

$266

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Sat 12/6

2:59 pm-4:55 am

2 stops34h 56m

$282

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/11

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 November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
AranGrantPrice Accuracy2 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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago Midway Airport-Santiago flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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 15h 55m. LATAM Airlines provides one of the quickest options available for as low as $739. 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.

See more FAQs

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