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$273+ 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 1/15. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — SCL
Jan 28 — Feb 41
Wed 1/28
Wed 2/4
1 adult, Economy
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Cheap 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 December 29, 2025.

This FlightHub deal was found by Cheapflights users on 12/28. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/295:05 pmMDW - SCL
1 stop34h 05mLATAM Airlines
Mon 1/511:10 pmSCL - MDW
1 stop25h 57mLATAM Airlines
Deal found 12/28$1,492
This Cheapflightsfares deal was found by Cheapflights users on 12/27. 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.
Sat 12/274:25 pmMDW - SCL
2 stops25h 20mLATAM Airlines
Mon 1/511:10 pmSCL - MDW
1 stop20h 19mLATAM Airlines
Deal found 12/27$3,649
This Delta deal was found by Cheapflights users on 12/27. 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.
Sat 12/274:25 pmMDW - SCL
1 stop12h 15mDelta
Mon 1/59:30 pmSCL - MDW
1 stop15h 57mDelta
Deal found 12/27$7,234

Find 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 December 29, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$632
(Kiwi.com)

One-way from

$273
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$949
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.
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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. 5% potential increase in price ($49 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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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 December 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

Sun 1/18

6:45 am-7:40 am

1 stop21h 55m

Santiago Arturo Merino Benitez

Mon 1/26

10:15 pm-10:22 pm

2 stops27h 07m

$635

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Wed 4/1

10:45 am-6:55 am

2 stops18h 10m

Santiago Arturo Merino Benitez

Wed 4/8

7:45 pm-12:02 pm

2 stops17h 17m

$642

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Wed 4/22

5:31 pm-7:15 am

1 stop12h 44m

Santiago Arturo Merino Benitez

Sun 4/26

11:05 pm-9:56 am

2 stops35h 51m

$650

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Tue 4/7

5:40 pm-7:15 am

1 stop12h 35m

Santiago Arturo Merino Benitez

Wed 4/15

8:40 pm-9:56 am

1 stop14h 16m

$650

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Thu 2/26

1:28 pm-7:40 am

2 stops15h 12m

Santiago Arturo Merino Benitez

Sun 3/15

10:10 pm-12:29 pm

2 stops16h 19m

$728

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Tue 2/24

12:45 pm-7:40 am

1 stop15h 55m

Santiago Arturo Merino Benitez

Sat 3/14

10:10 pm-9:56 am

1 stop13h 46m

$733

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Mon 3/2

1:29 pm-7:40 am

2 stops15h 11m

Santiago Arturo Merino Benitez

Sat 3/14

10:10 pm-9:56 am

1 stop13h 46m

$733

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Mon 1/19

7:20 pm-10:15 pm

2 stops23h 55m

$289

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Mon 3/23

9:51 pm-4:00 am

2 stops28h 09m

$294

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Sun 3/22

10:45 am-5:35 am

2 stops16h 50m

$326

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/27

Showing 1-10 of 16 results
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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 December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*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 21h 55m. LATAM Airlines provides one of the quickest options available for as low as $635. Airlines will cover a distance of 5301 mi.

  • 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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