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$323+ 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 6/7. Fares are subject to change and may not be available on all flights or dates of travel.
SCL — MDW
May 3 — May 101
Sun 5/3
Sun 5/10
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 April 3, 2026.

This Delta deal was found by Cheapflights users on 3/29. 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 6/18:40 pm
SCL
-
MDW
1 stop20h 32m
Delta
Fri 6/1211:05 am
MDW
-
SCL
2 stops17h 30m
Delta
Deal found 3/29$606
This LATAM Airlines deal was found by Cheapflights users on 3/30. 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 5/187:55 pm
SCL
-
MDW
2 stops17h 01m
LATAM Airlines
Mon 5/255:08 pm
MDW
-
SCL
2 stops19h 57m
LATAM Airlines
Deal found 3/30$614
This LATAM Airlines deal was found by Cheapflights users on 3/30. 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 4/226:45 pm
SCL
-
MDW
2 stops18h 22m
LATAM Airlines
Sun 4/2612:52 pm
MDW
-
SCL
2 stops24h 13m
LATAM Airlines
Deal found 3/30$615
This BusinessClass deal was found by Cheapflights users on 3/29. 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 BusinessClass is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/247:55 pm
SCL
-
MDW
2 stops21h 34m
LATAM Airlines
Fri 5/810:59 am
MDW
-
SCL
2 stops16h 51m
LATAM Airlines
Deal found 3/29$617
This LATAM Airlines deal was found by Cheapflights users on 3/29. 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 6/16:00 pm
SCL
-
MDW
3 stops18h 56m
LATAM Airlines
Fri 6/1211:05 am
MDW
-
SCL
2 stops17h 30m
LATAM Airlines
Deal found 3/29$618
This LATAM Airlines deal was found by Cheapflights users on 3/30. 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 5/1910:30 am
SCL
-
MDW
2 stops24h 30m
LATAM Airlines
Fri 5/2210:59 am
MDW
-
SCL
2 stops25h 36m
LATAM Airlines
Deal found 3/30$619
This Delta deal was found by Cheapflights users on 3/29. 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 4/1511:00 pm
SCL
-
MDW
2 stops18h 29m
Delta
Tue 7/1411:05 am
MDW
-
SCL
2 stops17h 30m
Delta
Deal found 3/29$630
This LATAM Airlines deal was found by Cheapflights users on 3/29. 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 4/1511:05 pm
SCL
-
MDW
2 stops24h 23m
LATAM Airlines
Fri 7/176:05 am
MDW
-
SCL
2 stops22h 55m
LATAM Airlines
Deal found 3/29$638
This LATAM Airlines deal was found by Cheapflights users on 3/30. 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 4/1311:05 pm
SCL
-
MDW
2 stops24h 23m
LATAM Airlines
Mon 7/1312:41 pm
MDW
-
SCL
2 stops17h 14m
LATAM Airlines
Deal found 3/30$642
This Delta deal was found by Cheapflights users on 4/2. 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 5/198:40 pm
SCL
-
MDW
1 stop20h 32m
Delta
Fri 5/221:22 pm
MDW
-
SCL
2 stops16h 53m
Delta
Deal found 4/2$646
This LATAM Airlines deal was found by Cheapflights users on 4/2. 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 10/88:40 pm
SCL
-
MDW
1 stop15h 12m
LATAM Airlines
Wed 10/141:05 pm
MDW
-
SCL
2 stops15h 50m
LATAM Airlines
Deal found 4/2$647

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 April 3, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$606
(Delta)

One-way from

$323
(Delta)

Popular in

January

Cheapest in

April

Average price

$561
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. 13% potential increase in price ($114 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($35 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 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 April 3, 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

Tue 5/19

8:40 pm-4:12 pm

1 stop20h 32m

Chicago Midway

Fri 5/22

1:22 pm-7:15 am

2 stops16h 53m

$646

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Thu 7/30

11:00 pm-4:15 pm

2 stops18h 15m

Chicago Midway

Wed 8/19

10:35 am-7:15 am

1 stop19h 40m

$646

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Wed 4/15

11:00 pm-5:58 pm

2 stops19h 58m

Chicago Midway

Mon 4/20

10:41 am-7:15 am

1 stop19h 34m

$650

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Fri 9/25

11:00 pm-6:31 pm

2 stops21h 31m

Chicago Midway

Mon 9/28

5:25 pm-8:15 am

1 stop12h 50m

$654

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Mon 6/22

11:00 pm-6:31 pm

2 stops20h 31m

Chicago Midway

Thu 7/2

1:16 pm-6:55 am

2 stops16h 39m

$654

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Fri 7/31

11:00 pm-6:02 pm

2 stops20h 02m

Chicago Midway

Fri 8/21

10:35 am-6:55 am

2 stops19h 20m

$654

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Sat 9/26

10:55 pm-6:31 pm

2 stops21h 36m

Chicago Midway

Tue 9/29

5:25 pm-8:15 am

1 stop12h 50m

$654

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Mon 9/21

11:00 pm-4:27 pm

2 stops19h 27m

Chicago Midway

Thu 10/1

1:05 pm-8:15 am

1 stop17h 10m

$654
Quickest round-trip

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Thu 4/16

7:55 pm-12:07 pm

2 stops17h 12m

Chicago Midway

Sun 4/26

1:24 pm-6:25 am

2 stops16h 01m

$812

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Mon 5/18

8:40 pm-4:12 pm

1 stop20h 32m

Chicago Midway

Mon 5/25

1:22 pm-6:50 am

2 stops16h 28m

$812

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/29

Showing 1-10 of 19 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 20h 32m. 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
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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