$468 Cheap Flights from Chicago (MDW) to Santiago (SCL)

View $468 flight on Sun, Jul 26, 2026Opens in a new window

Popular airlines from Chicago Midway Airport (MDW) to Santiago Intl. Airport (SCL)

Cheap Flights from Chicago to Santiago (MDW-SCL)

Prices were available within the past 7 days and start at $468 for one-way flights and $626 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Fri, Nov 7 - Sat, Nov 8
MDW
Chicago
SCL
Santiago
$626 Roundtrip, found 4 hours ago
$626
Roundtrip
found 4 hours ago
Select Delta flight, departing Fri, Nov 7 from Chicago to Santiago, returning Sat, Nov 8, priced at $626 found 4 hours ago
Delta
Thu, Nov 13 - Thu, Nov 20
MDW
Chicago
SCL
Santiago
$631 Roundtrip, found 6 hours ago
$631
Roundtrip
found 6 hours ago
Select Delta flight, departing Thu, Nov 13 from Chicago to Santiago, returning Thu, Nov 20, priced at $631 found 6 hours ago
Delta
Tue, Nov 11 - Fri, Nov 21
MDW
Chicago
SCL
Santiago
$634 Roundtrip, found 2 days ago
$634
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Nov 11 from Chicago to Santiago, returning Fri, Nov 21, priced at $634 found 2 days ago
Delta
Mon, Nov 3 - Fri, Nov 14
MDW
Chicago
SCL
Santiago
$637 Roundtrip, found 3 days ago
$637
Roundtrip
found 3 days ago
Select Delta flight, departing Mon, Nov 3 from Chicago to Santiago, returning Fri, Nov 14, priced at $637 found 3 days ago
Delta
Tue, Nov 11 - Fri, Nov 21
MDW
Chicago
SCL
Santiago
$638 Roundtrip, found 2 days ago
$638
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Nov 11 from Chicago to Santiago, returning Fri, Nov 21, priced at $638 found 2 days ago
Delta
Mon, Nov 10 - Mon, Nov 24
MDW
Chicago
SCL
Santiago
$641 Roundtrip, found 2 days ago
$641
Roundtrip
found 2 days ago
Select Delta flight, departing Mon, Nov 10 from Chicago to Santiago, returning Mon, Nov 24, priced at $641 found 2 days ago
Delta
Mon, Nov 3 - Fri, Nov 14
MDW
Chicago
SCL
Santiago
$644 Roundtrip, found 3 days ago
$644
Roundtrip
found 3 days ago
Select Delta flight, departing Mon, Nov 3 from Chicago to Santiago, returning Fri, Nov 14, priced at $644 found 3 days ago
Delta
Mon, Nov 10 - Mon, Nov 24
MDW
Chicago
SCL
Santiago
$646 Roundtrip, found 2 days ago
$646
Roundtrip
found 2 days ago
Select Delta flight, departing Mon, Nov 10 from Chicago to Santiago, returning Mon, Nov 24, priced at $646 found 2 days ago
LATAM Airlines Group
Thu, Nov 13 - Wed, Nov 19
MDW
Chicago
SCL
Santiago
$646 Roundtrip, found 3 hours ago
$646
Roundtrip
found 3 hours ago
Select LATAM Airlines Group flight, departing Thu, Nov 13 from Chicago to Santiago, returning Wed, Nov 19, priced at $646 found 3 hours ago
Delta
Mon, Nov 10 - Mon, Nov 24
MDW
Chicago
SCL
Santiago
$651 Roundtrip, found 2 days ago
$651
Roundtrip
found 2 days ago
Select Delta flight, departing Mon, Nov 10 from Chicago to Santiago, returning Mon, Nov 24, priced at $651 found 2 days ago

Alternative airports near Santiago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Arturo Merino Benitez SCL. Cheapest and Closest option available. Average driving time to city center is 17 minutes. Flights from $626
SCL
Arturo Merino Benitez
CheapestClosest
Average driving time to city center17 min
Flights from $626
Flights from Chicago (MDW) to Santiago (SCL)
Origin airport
Midway Intl.
Destination airport
Arturo Merino Benitez
Airlines serving
Delta, LATAM Airlines Group
Roundtrip price
$626
Distance
5304 mi

Chicago to Santiago Flights

The cheapest times to fly from Chicago to Santiago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Santiago are during the month of November. You can find some of the cheapest flights from Chicago to Santiago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Santiago

Sunday is one of the best days to book for cheap flights from Chicago to Santiago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Chicago to Santiago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Santiago in 2025. You can also book with separate airlines for your outbound and return journeys, from $468 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Santiago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to Santiago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from Midway Intl. Airport (MDW) to Arturo Merino Benitez Airport (SCL) cost?
Secure a cheap one-way flight from $468 or cheap return flight from $626 from Midway Intl. Airport (MDW) to Arturo Merino Benitez Airport (SCL) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight deals on this route.
What is the cheapest month to fly from Midway Intl. Airport (MDW) to Arturo Merino Benitez Airport (SCL)?
Flying in November is a good way to save, as it's the cheapest month for flights between MDW and SCL. You'll typically find the lowest prices during off-peak months.
What is the cheapest airline that flies from Midway Intl. Airport (MDW) to Arturo Merino Benitez Airport (SCL)?
Expedia's filter tool lets you easily compare different airlines, departure times and fares all in one place. Choose your preferences, then sort by "Price (lowest to highest)" to see which carrier offers the cheapest MDW to SCL flight.
How many flights per day from Midway Intl. Airport (MDW) to Arturo Merino Benitez Airport (SCL)?
There aren't any daily nonstop flights from Midway Intl. Airport (MDW) to Arturo Merino Benitez Airport (SCL). But you can book flights with layovers. Filter your search on Expedia to include one or more stops, and you'll be on your way in no time at all.
What day of the week has the most flights from MDW to SCL?
Friday is generally the busiest day for flights, while Tuesday tends to be the quietest.* Remember that flight schedules can change based on various factors, such as the season and airline.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Midway Intl. Airport (MDW) to Arturo Merino Benitez Airport (SCL)?
Book a flight from Midway Intl. Airport (MDW) to Arturo Merino Benitez Airport (SCL) that leaves before 3 PM to reduce the likelihood of delays and cancellations. Departures later than this have a 22% higher chance of being canceled, on average.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Midway Intl. Airport (MDW) to Arturo Merino Benitez Airport (SCL) last-minute?
Booking your ticket from MDW to SCL right before your trip is usually more expensive. But if there's some wiggle room with your departure times and dates, you could grab a cheap last-minute fare.
Is it cheaper to book a MDW to SCL flight and hotel package?
Opting for a MDW to SCL flight and hotel package is generally cheaper than booking separately. With Expedia, you can enjoy the convenience of organizing your trip in one place. Choose from our wide range of accommodations and then add car rentals, activities and flights to your booking. Bundle it all together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Midway Intl. Airport (MDW) to Arturo Merino Benitez Airport (SCL)?
If you reserved your MDW to SCL flight in the last 24 hours, you may be able to cancel or modify it at no cost. Depending on the airline and the fare type you purchased, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal for more details.

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*Available to One Key members.