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$361+ 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 9/5. Fares are subject to change and may not be available on all flights or dates of travel.
SCL — MDW
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
1 adult, Economy
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Cheap 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 August 14, 2025.

Round-trip from

$645
(Delta)

One-way from

$361
(Kiwi.com)

Popular in

February

Cheapest in

March

Average price

$824
From Santiago Arturo Merino Benitez to Chicago Midway
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One-way flight from Santiago Arturo Merino Benitez to Chicago Midway
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Highest demand for flights based on searches. 0% potential increase in price ($4 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($33 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find 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 August 14, 2025.

This Delta deal was found by Cheapflights users on 8/13. 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.
Thu 10/95:55 pmSCL - MDW
2 stops17h 45mDelta
Mon 10/1310:35 amMDW - SCL
2 stops15h 55mDelta
Deal found 8/13$645
This Delta deal was found by Cheapflights users on 8/13. 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.
Thu 8/288:40 pmSCL - MDW
1 stop13h 56mDelta
Wed 9/106:00 amMDW - SCL
1 stop23h 00mDelta
Deal found 8/13$646
This FlightHub deal was found by Cheapflights users on 8/13. 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.
Thu 10/99:40 pmSCL - MDW
1 stop14h 00mLATAM Airlines
Mon 10/135:04 pmMDW - SCL
1 stop11h 56mLATAM Airlines
Deal found 8/13$647
This Delta deal was found by Cheapflights users on 8/13. 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.
Mon 10/2711:25 pmSCL - MDW
2 stops15h 03mDelta
Sun 11/21:08 pmMDW - SCL
2 stops15h 32mDelta
Deal found 8/13$648
This LATAM Airlines deal was found by Cheapflights users on 8/13. 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 LATAM Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/1512:25 amSCL - MDW
2 stops19h 10mLATAM Airlines
Sun 9/286:30 pmMDW - SCL
2 stops16h 50mLATAM Airlines
Deal found 8/13$657
This Cheapflightsfares deal was found by Cheapflights users on 8/14. 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.
Wed 9/109:40 pmSCL - MDW
1 stop14h 00mLATAM Airlines
Tue 9/2310:35 amMDW - SCL
1 stop18h 25mLATAM Airlines
Deal found 8/14$675
This Expedia deal was found by Cheapflights users on 8/13. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/51:35 pmSCL - MDW
2 stops21h 01mLATAM Airlines
Wed 9/176:00 amMDW - SCL
1 stop23h 00mLATAM Airlines
Deal found 8/13$679
This KAYAK deal was found by Cheapflights users on 8/12. 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 10/2910:10 pmSCL - MDW
1 stop19h 59mLATAM Airlines
Wed 11/510:35 amMDW - SCL
1 stop18h 05mLATAM Airlines
Deal found 8/12$684
This Delta deal was found by Cheapflights users on 8/14. 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 10/89:40 pmSCL - MDW
1 stop14h 00mDelta
Wed 10/1510:35 amMDW - SCL
2 stops18h 15mDelta
Deal found 8/14$685

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 August 14, 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

Thu 10/9

5:55 pm-9:40 am

2 stops17h 45m

Chicago Midway

Mon 10/13

10:35 am-4:30 am

2 stops15h 55m

$645

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Mon 9/1

11:05 pm-6:37 pm

2 stops20h 32m

Chicago Midway

Tue 11/18

1:00 pm-7:00 am

2 stops15h 00m

$645

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Wed 10/29

10:10 pm-9:45 am

1 stop13h 35m

Chicago Midway

Thu 11/6

1:08 pm-7:40 am

2 stops15h 32m

$645

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Tue 9/16

5:55 pm-11:48 am

2 stops19h 53m

Chicago Midway

Sun 9/28

12:43 pm-7:00 am

1 stop16h 17m

$645

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Wed 8/27

11:05 pm-6:37 pm

2 stops20h 32m

Chicago Midway

Mon 9/8

9:30 am-7:00 am

2 stops19h 30m

$645

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Thu 10/2

1:40 am-9:36 pm

2 stops21h 56m

Chicago Midway

Sun 11/2

9:35 am-7:40 am

2 stops19h 05m

$645

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Thu 8/28

11:05 pm-6:37 pm

2 stops20h 32m

Chicago Midway

Wed 9/10

10:31 am-6:50 am

2 stops18h 19m

$645

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Wed 10/8

9:40 pm-9:40 am

1 stop14h 00m

Chicago Midway

Tue 10/14

10:35 am-6:45 am

2 stops18h 10m

$645

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Thu 10/9

10:55 pm-12:28 pm

2 stops15h 33m

Chicago Midway

Tue 10/14

10:35 am-6:50 am

2 stops18h 15m

$645

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Tue 10/28

11:25 pm-4:09 pm

2 stops18h 44m

Chicago Midway

Sun 11/2

1:08 pm-7:40 am

2 stops15h 32m

$645

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/13

Showing 1-10 of 15 results
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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.

  • 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.

  • What is the cheapest month to book a flight from Santiago to Chicago Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from Santiago to Chicago Midway Airport (average of $160). Flying from Santiago to Chicago Midway Airport in November is currently the most expensive (average of $249). 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.

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
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

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