Midway

$336+ 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 7/19. Fares are subject to change and may not be available on all flights or dates of travel.
SCL — MDW
Jun 17 — Jun 241
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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 May 18, 2026.

This Delta deal was found by Cheapflights users on 5/16. 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 6/108:40 pm
SCL
-
MDW
1 stop14h 29m
Delta
Wed 7/19:17 am
MDW
-
SCL
2 stops20h 58m
Delta
Deal found 5/16$633
This Delta deal was found by Cheapflights users on 5/17. 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 8/28:40 pm
SCL
-
MDW
1 stop14h 19m
Delta
Sun 8/1610:54 am
MDW
-
SCL
2 stops19h 01m
Delta
Deal found 5/17$634
This Delta deal was found by Cheapflights users on 5/16. 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 7/178:40 pm
SCL
-
MDW
2 stops16h 58m
Delta
Wed 9/25:25 pm
MDW
-
SCL
1 stop12h 50m
Delta
Deal found 5/16$639
This LATAM Airlines deal was found by Cheapflights users on 5/17. 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.
Wed 6/38:40 pm
SCL
-
MDW
1 stop14h 20m
LATAM Airlines
Tue 6/1611:05 am
MDW
-
SCL
1 stop19h 10m
LATAM Airlines
Deal found 5/17$642
This Delta deal was found by Cheapflights users on 5/14. 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 5/278:40 pm
SCL
-
MDW
1 stop14h 20m
Delta
Wed 6/101:26 pm
MDW
-
SCL
2 stops16h 49m
Delta
Deal found 5/14$646
This Delta deal was found by Cheapflights users on 5/14. 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.
Sun 6/148:40 pm
SCL
-
MDW
1 stop14h 29m
Delta
Sun 7/56:00 am
MDW
-
SCL
1 stop24h 15m
Delta
Deal found 5/14$650
This LATAM Airlines deal was found by Cheapflights users on 5/16. 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 9/48:40 pm
SCL
-
MDW
1 stop19h 47m
LATAM Airlines
Thu 9/1710:35 am
MDW
-
SCL
2 stops18h 20m
LATAM Airlines
Deal found 5/16$652
This LATAM Airlines deal was found by Cheapflights users on 5/18. 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 8/98:40 pm
SCL
-
MDW
1 stop14h 19m
LATAM Airlines
Mon 8/2410:54 am
MDW
-
SCL
1 stop19h 21m
LATAM Airlines
Deal found 5/18$655
This Delta deal was found by Cheapflights users on 5/14. 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.
Sun 6/148:40 pm
SCL
-
MDW
1 stop14h 29m
Delta
Sat 7/41:26 pm
MDW
-
SCL
2 stops16h 49m
Delta
Deal found 5/14$656
This LATAM Airlines deal was found by Cheapflights users on 5/18. 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 6/128:40 pm
SCL
-
MDW
1 stop20h 00m
LATAM Airlines
Sun 7/55:21 pm
MDW
-
SCL
2 stops19h 04m
LATAM Airlines
Deal found 5/18$657
This LATAM Airlines deal was found by Cheapflights users on 5/14. 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 LATAM Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/108:40 pm
SCL
-
MDW
1 stop14h 29m
LATAM Airlines
Thu 7/24:25 pm
MDW
-
SCL
1 stop13h 50m
LATAM Airlines
Deal found 5/14$659

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 May 18, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$633
(Delta)

One-way from

$336
(Delta)

Popular in

January

Cheapest in

March

Average price

$808
Provider with most accurate pricing for Santiago Arturo Merino Benitez-Chicago Midway flight deals.
Provider most trusted by Cheapflights users for Santiago Arturo Merino Benitez-Chicago Midway flights.
From Santiago Arturo Merino Benitez to Chicago Midway
One-way flight from Santiago Arturo Merino Benitez to Chicago Midway
Highest demand for flights based on searches. 11% potential increase in price ($99 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($33 potential savings vs. average RT price).
Average for round-trip flights in May 2026

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 May 18, 2026.
Use the filters below to find and compare flights from Santiago to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Wed 8/12

11:00 pm-6:33 pm

2 stops20h 33m

Chicago Midway

Sun 8/23

5:10 pm-7:15 am

1 stop13h 05m

$634
Quickest round-trip

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Wed 8/5

8:40 pm-9:59 am

1 stop14h 19m

Chicago Midway

Wed 8/19

1:27 pm-7:15 am

2 stops16h 48m

$646

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Thu 7/30

8:40 pm-4:15 pm

1 stop20h 35m

Chicago Midway

Wed 8/19

10:54 am-7:15 am

1 stop19h 21m

$646

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Sat 10/10

8:40 pm-9:52 am

1 stop15h 12m

Chicago Midway

Sat 10/24

10:35 am-7:40 am

1 stop19h 05m

$646

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Sun 6/7

11:05 pm-6:31 pm

2 stops20h 26m

Chicago Midway

Sun 8/30

12:46 pm-5:35 am

2 stops15h 49m

$646

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Fri 6/5

11:05 pm-5:56 pm

2 stops19h 51m

Chicago Midway

Wed 6/10

12:50 pm-5:35 am

2 stops15h 45m

$646

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Fri 7/31

8:40 pm-12:38 pm

2 stops16h 58m

Chicago Midway

Fri 8/21

12:46 pm-6:55 am

2 stops17h 09m

$646

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Mon 10/5

11:00 pm-4:25 pm

2 stops19h 25m

Chicago Midway

Sun 10/11

10:35 am-6:55 am

2 stops18h 20m

$646
Cheapest one-way

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Tue 7/21

11:00 pm-10:15 pm

2 stops24h 15m

$336

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Sat 7/25

10:55 pm-6:18 pm

2 stops20h 23m

$336

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/17

Showing 1-10 of 18 resultsSorted by cheapest first
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 14h 19m. Delta provides one of the quickest options available for as low as $646. 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
Benton Harbor
Lansing
Merrillville
Hammond
Porter

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