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$345+ Cheap flights from Santiago (SCL) to Midway (MDW)

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 3/15. Fares are subject to change and may not be available on all flights or dates of travel.
SCL — MDW
Jan 27 — Feb 31
Tue 1/27
Tue 2/3
1 adult, Economy
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Cheap flight deals from Santiago to Midway

Cheapest flights from Santiago to Midway
Explore the most affordable flight options available from Santiago to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 28, 2025.

This Delta deal was found by Cheapflights users on 12/25. 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 12/269:30 pmSCL - MDW
1 stop14h 35mDelta
Fri 1/29:50 amMDW - SCL
1 stop18h 50mDelta
Deal found 12/25$937
This LATAM Airlines deal was found by Cheapflights users on 12/25. 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.
Fri 12/266:40 amSCL - MDW
2 stops18h 42mLATAM Airlines
Fri 1/29:50 amMDW - SCL
2 stops17h 55mLATAM Airlines
Deal found 12/25$1,202

Find flight deals from Santiago to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Santiago (SCL) to Midway (MDW). 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 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$725
(Delta)

One-way from

$345
(Trip.com)

Popular in

July

Cheapest in

April

Average price

$731
Provider with most accurate pricing for Santiago Arturo Merino Benitez-Chicago Midway flight deals.
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Provider most trusted by Cheapflights users for Santiago Arturo Merino Benitez-Chicago Midway flights.
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From Santiago Arturo Merino Benitez to Chicago Midway
Search Deals
One-way flight from Santiago Arturo Merino Benitez to Chicago Midway
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($46 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in December 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Santiago to Midway 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 28, 2025.
Use the filters below to find and compare flights from Santiago to Chicago Midway Airport that are best for you.

Fly from

Santiago

Fly to

Midway

Route

Depart

Return

Price

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Wed 1/21

11:10 pm-5:29 pm

1 stop21h 19m

Chicago Midway

Wed 1/28

1:26 pm-7:40 am

2 stops15h 14m

$725

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Wed 2/11

11:10 pm-11:59 am

1 stop15h 49m

Chicago Midway

Wed 2/18

12:45 pm-7:40 am

1 stop15h 55m

$725

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Mon 2/9

11:10 pm-11:59 am

1 stop15h 49m

Chicago Midway

Mon 2/16

1:26 pm-7:40 am

2 stops15h 14m

$725

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Thu 2/5

11:10 pm-12:46 pm

2 stops16h 36m

Chicago Midway

Wed 2/18

9:34 am-7:40 am

2 stops19h 06m

$725

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Thu 1/22

11:10 pm-9:53 am

1 stop13h 43m

Chicago Midway

Wed 2/4

9:32 am-7:40 am

2 stops19h 08m

$725

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Tue 2/10

11:10 pm-11:59 am

1 stop15h 49m

Chicago Midway

Tue 2/17

12:45 pm-7:40 am

1 stop15h 55m

$725

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Tue 3/24

10:10 pm-12:02 pm

1 stop15h 52m

Chicago Midway

Mon 3/30

10:45 am-7:00 am

2 stops18h 15m

$725

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Sun 3/15

8:50 am-1:41 pm

2 stops30h 51m

$345

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Thu 4/2

3:30 pm-1:59 pm

3 stops48h 29m

$398

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Sat 3/21

9:05 pm-1:41 pm

2 stops18h 36m

$404

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/27

Showing 1-10 of 15 results
1
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Compare providers for flights from Santiago to Midway

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 Santiago to Midway in December.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice 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 Santiago-Chicago Midway Airport flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Santiago-Chicago Midway Airport flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Santiago-Chicago Midway Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Santiago-Chicago Midway Airport 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 Santiago-Chicago Midway Airport 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 Santiago to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Santiago 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 Santiago to Midway. 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 from for flights from Santiago to Chicago Midway?

    For a flight from Santiago to Chicago Midway, you will be flying from Arturo Merino Benitez. Santiago Arturo Merino Benitez (SCL) is just 8.4 mi from the center of the city. Arturo Merino Benitez is the only Santiago airport and it handles 0 outbound flights to Chicago Midway per day. 0 airlines have flights to Chicago Midway from Santiago Arturo Merino Benitez on a regular basis.

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

    A quick flight from Santiago to Chicago Midway Airport can take about 21h 19m. Delta provides one of the quickest options available for as low as $725. Santiago and Chicago Midway Airport are separated by a distance of 5301 mi.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Santiago to Midway 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

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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