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$306+ 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 3/22. Fares are subject to change and may not be available on all flights or dates of travel.
SCL — MDW
Feb 20 — Feb 271
Fri 2/20
Fri 2/27
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 January 21, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/21. 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.
Fri 3/1311:25 pm
SCL
-
MDW
1 stop16h 16m
Multiple Airlines
Mon 3/166:00 am
MDW
-
SCL
3 stops28h 00m
Multiple Airlines
Deal found 1/21$590
This Delta deal was found by Cheapflights users on 1/20. 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 5/208:40 pm
SCL
-
MDW
1 stop14h 11m
Delta
Thu 5/281:05 pm
MDW
-
SCL
1 stop17h 10m
Delta
Deal found 1/20$646
This Kiwi.com deal was found by Cheapflights users on 1/20. 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.
Fri 3/611:25 pm
SCL
-
MDW
1 stop17h 16m
Multiple Airlines
Fri 3/136:00 am
MDW
-
SCL
2 stops22h 45m
Multiple Airlines
Deal found 1/20$667
This LATAM Airlines deal was found by Cheapflights users on 1/19. 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.
Thu 8/208:40 pm
SCL
-
MDW
1 stop14h 10m
LATAM Airlines
Wed 9/21:05 pm
MDW
-
SCL
2 stops16h 50m
LATAM Airlines
Deal found 1/19$764
This LATAM Airlines deal was found by Cheapflights users on 1/21. 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.
Tue 4/78:40 pm
SCL
-
MDW
1 stop16h 22m
LATAM Airlines
Tue 5/512:55 pm
MDW
-
SCL
2 stops17h 00m
LATAM Airlines
Deal found 1/21$765
This Delta deal was found by Cheapflights users on 1/20. 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 3/2410:10 pm
SCL
-
MDW
1 stop13h 46m
Delta
Mon 3/305:40 pm
MDW
-
SCL
1 stop12h 35m
Delta
Deal found 1/20$766
This Delta deal was found by Cheapflights users on 1/20. 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 4/78:40 pm
SCL
-
MDW
1 stop16h 22m
Delta
Thu 4/305:31 pm
MDW
-
SCL
1 stop12h 44m
Delta
Deal found 1/20$767

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 January 21, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
1 star

Round-trip from

$590
(Kiwi.com)

One-way from

$306
(Kiwi.com)

Popular in

January

Cheapest in

April

Average price

$819
Provider with most accurate pricing for Santiago Arturo Merino Benitez-Chicago Midway flight deals.
Search Deals
Provider most trusted by Cheapflights users for Santiago Arturo Merino Benitez-Chicago Midway flights.
Search Deals
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. 5% potential increase in price ($38 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

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 January 21, 2026.
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

Fri 3/6

11:25 pm-1:41 pm

1 stop17h 16m

Chicago Midway

Fri 3/13

6:00 am-6:45 am

2 stops22h 45m

$667

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Tue 4/7

6:45 pm-12:02 pm

2 stops18h 17m

Chicago Midway

Tue 5/5

12:55 pm-6:55 am

2 stops17h 00m

$765

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Mon 4/27

10:55 pm-4:36 pm

2 stops18h 41m

Chicago Midway

Tue 5/5

12:55 pm-7:15 am

1 stop17h 20m

$766

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Wed 3/25

10:10 pm-12:02 pm

1 stop15h 52m

Chicago Midway

Tue 3/31

5:40 pm-8:15 am

1 stop12h 35m

$766

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Mon 3/30

11:00 pm-12:02 pm

2 stops15h 02m

Chicago Midway

Tue 4/7

10:45 am-5:35 am

2 stops17h 50m

$766

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Tue 3/24

10:10 pm-4:55 pm

1 stop20h 45m

Chicago Midway

Mon 3/30

1:10 pm-8:15 am

2 stops17h 05m

$766

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Mon 5/18

8:40 pm-9:51 am

1 stop14h 11m

Chicago Midway

Wed 6/3

5:25 pm-7:15 am

1 stop12h 50m

$766

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Wed 4/15

8:40 pm-12:30 pm

2 stops16h 50m

Chicago Midway

Mon 4/20

10:49 am-4:50 am

2 stops17h 01m

$766

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Tue 4/7

1:35 am-11:13 pm

3 stops46h 38m

$311

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Sat 3/21

9:05 pm-1:41 pm

2 stops18h 36m

$337

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/21

Showing 1-10 of 14 results
1
2
  • Most accurate provider: When it comes to deals on Santiago-Chicago Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Santiago-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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 18h 17m. LATAM Airlines provides one of the quickest options available for as low as $765. Santiago and Chicago Midway Airport are separated by a distance of 5301 mi. This flight may include one or multiple stops.

  • 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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