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$337+ 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 12/18. Fares are subject to change and may not be available on all flights or dates of travel.
SCL — MDW
Dec 13 — Dec 201
Sat 12/13
Sat 12/20
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 November 13, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$725
(Delta)

One-way from

$337
(Kiwi.com)

Popular in

July

Cheapest in

April

Average price

$764
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
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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. 6% potential increase in price ($48 potential increase over avg. RT price).
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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 November 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 November 13, 2025.

This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/311:25 pmSCL - MDW
1 stop25h 28mMultiple Airlines
Sun 12/76:37 pmMDW - SCL
2 stops29h 50mMultiple Airlines
Deal found 11/13$664
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.
Thu 11/2011:10 pmSCL - MDW
2 stops16h 24mDelta
Mon 12/112:47 pmMDW - SCL
1 stop15h 53mDelta
Deal found 11/13$725
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.
Wed 12/311:10 pmSCL - MDW
1 stop13h 44mDelta
Sun 12/710:49 amMDW - SCL
1 stop17h 51mDelta
Deal found 11/13$765
This LATAM Airlines 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 LATAM Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/146:40 amSCL - MDW
2 stops20h 07mLATAM Airlines
Thu 12/259:50 amMDW - SCL
2 stops15h 40mLATAM Airlines
Deal found 11/13$778
This Delta deal was found by Cheapflights users on 11/10. 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 12/2611:10 pmSCL - MDW
1 stop19h 18mDelta
Fri 1/29:50 amMDW - SCL
2 stops17h 00mDelta
Deal found 11/10$805
This OneTravel 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 OneTravel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/279:30 pmSCL - MDW
1 stop14h 35mLATAM Airlines
Sat 1/36:00 amMDW - SCL
1 stop21h 10mLATAM Airlines
Deal found 11/12$812
This Delta deal was found by Cheapflights users on 11/10. 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.
Tue 11/1111:25 pmSCL - MDW
2 stops16h 09mDelta
Tue 11/181:15 pmMDW - SCL
2 stops15h 25mDelta
Deal found 11/10$895
This LATAM Airlines deal was found by Cheapflights users on 11/10. 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 11/1012:50 amSCL - MDW
2 stops18h 48mLATAM Airlines
Tue 11/1810:47 amMDW - SCL
2 stops17h 13mLATAM Airlines
Deal found 11/10$909
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.
Sun 12/1411:10 pmSCL - MDW
1 stop13h 44mDelta
Thu 12/259:50 amMDW - SCL
1 stop18h 50mDelta
Deal found 11/13$920
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/2711:10 pmSCL - MDW
2 stops21h 16mDelta
Sat 1/39:29 amMDW - SCL
2 stops17h 41mDelta
Deal found 11/12$926

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 November 13, 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

Mon 12/15

11:10 pm-9:54 am

1 stop13h 44m

Chicago Midway

Tue 12/30

12:45 pm-7:40 am

1 stop15h 55m

$725

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Tue 3/24

11:15 pm-6:34 pm

2 stops21h 19m

Chicago Midway

Mon 3/30

5:25 pm-8:00 am

1 stop12h 35m

$725

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Tue 3/10

11:15 pm-6:34 pm

2 stops21h 19m

Chicago Midway

Tue 3/31

5:25 pm-8:00 am

1 stop12h 35m

$735

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Sat 12/6

1:35 am-10:30 pm

2 stops23h 55m

$395

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Fri 3/13

1:35 am-3:33 pm

3 stops39h 58m

$410

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Mon 3/16

8:12 pm-9:56 am

2 stops39h 44m

$416

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Sat 1/31

8:12 pm-7:50 pm

2 stops50h 38m

$469

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Sun 12/7

10:35 am-9:54 am

2 stops26h 19m

$478

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Sun 2/15

6:30 pm-9:58 am

2 stops18h 28m

$488

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Sat 11/22

11:10 pm-11:52 am

1 stop15h 42m

$488

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/12

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 November.
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 13h 44m. 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
Hammond
Porter
Benton Harbor
Merrillville

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