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Midway

$395+ 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 10/9. Fares are subject to change and may not be available on all flights or dates of travel.
SCL — MDW
Jul 30 — Aug 61
Thu 7/30
Thu 8/6
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 June 30, 2026.

This Delta deal was found by Cheapflights users on 6/28. 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 7/310:30 am
SCL
-
MDW
2 stops30h 10m
Delta
Fri 7/105:10 pm
MDW
-
SCL
2 stops25h 50m
Delta
Deal found 6/28$624
This Delta deal was found by Cheapflights users on 6/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1110:55 pm
SCL
-
MDW
2 stops20h 38m
Delta
Tue 8/185:10 pm
MDW
-
SCL
1 stop13h 05m
Delta
Deal found 6/30$626
This Delta deal was found by Cheapflights users on 6/25. 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 8/912:40 am
SCL
-
MDW
2 stops18h 53m
Delta
Mon 8/241:25 pm
MDW
-
SCL
2 stops16h 50m
Delta
Deal found 6/25$630
This LATAM Airlines deal was found by Cheapflights users on 6/28. 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 9/14:50 pm
SCL
-
MDW
2 stops23h 54m
LATAM Airlines
Tue 9/2210:48 am
MDW
-
SCL
2 stops24h 47m
LATAM Airlines
Deal found 6/28$633
This LATAM Airlines deal was found by Cheapflights users on 6/25. 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 8/1711:05 pm
SCL
-
MDW
2 stops35h 54m
LATAM Airlines
Mon 8/314:39 pm
MDW
-
SCL
1 stop13h 36m
LATAM Airlines
Deal found 6/25$635
This LATAM Airlines deal was found by Cheapflights users on 6/28. 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 10/94:30 pm
SCL
-
MDW
2 stops31h 55m
LATAM Airlines
Mon 10/1210:58 am
MDW
-
SCL
2 stops16h 37m
LATAM Airlines
Deal found 6/28$638
This LATAM Airlines deal was found by Cheapflights users on 6/25. 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 7/611:00 pm
SCL
-
MDW
2 stops24h 15m
LATAM Airlines
Mon 8/1010:54 am
MDW
-
SCL
2 stops18h 01m
LATAM Airlines
Deal found 6/25$639
This LATAM Airlines deal was found by Cheapflights users on 6/27. 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.
Sat 8/88:30 am
SCL
-
MDW
3 stops26h 29m
LATAM Airlines
Tue 8/115:10 pm
MDW
-
SCL
1 stop13h 05m
LATAM Airlines
Deal found 6/27$640
This LATAM Airlines deal was found by Cheapflights users on 6/25. 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 8/1110:55 pm
SCL
-
MDW
2 stops24h 41m
LATAM Airlines
Wed 8/1910:54 am
MDW
-
SCL
3 stops25h 31m
LATAM Airlines
Deal found 6/25$651
This LATAM Airlines deal was found by Cheapflights users on 6/25. 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.
Sat 8/810:55 pm
SCL
-
MDW
2 stops24h 41m
LATAM Airlines
Mon 8/3110:54 am
MDW
-
SCL
2 stops19h 01m
LATAM Airlines
Deal found 6/25$657

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 June 30, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$626
(Delta)

One-way from

$395
(Kiwi.com)

Popular in

January

Cheapest in

March

Average price

$676
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. 14% potential increase in price ($119 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($36 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 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 June 30, 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

Fri 7/3

10:30 am-3:40 pm

2 stops30h 10m

Chicago Midway

Sun 7/12

6:00 am-7:15 am

1 stop24h 15m

$624

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Tue 7/7

11:00 pm-6:25 pm

2 stops20h 25m

Chicago Midway

Sun 8/9

6:05 am-7:15 am

1 stop24h 10m

$626

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Tue 7/7

12:40 am-6:25 pm

2 stops18h 45m

Chicago Midway

Fri 10/2

1:00 pm-6:55 am

2 stops15h 55m

$626

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Sun 8/2

11:00 pm-6:33 pm

2 stops20h 33m

Chicago Midway

Thu 9/3

10:54 am-6:00 am

2 stops18h 06m

$626

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Thu 8/20

10:55 pm-6:33 pm

2 stops20h 38m

Chicago Midway

Wed 9/2

4:39 pm-7:15 am

1 stop13h 36m

$626

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Tue 8/11

11:00 pm-4:15 pm

2 stops18h 15m

Chicago Midway

Wed 8/19

10:54 am-7:15 am

1 stop19h 21m

$626

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Tue 7/7

12:40 am-6:25 pm

2 stops18h 45m

Chicago Midway

Tue 10/6

9:29 am-5:35 am

2 stops18h 06m

$626

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Mon 7/13

11:00 pm-4:15 pm

2 stops18h 15m

Chicago Midway

Mon 10/12

9:30 am-5:35 am

2 stops18h 05m

$626
Quickest round-trip

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Mon 8/10

11:00 pm-4:15 pm

2 stops18h 15m

Chicago Midway

Tue 8/18

5:10 pm-7:15 am

1 stop13h 05m

$626

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Wed 8/12

8:40 pm-6:33 pm

2 stops22h 53m

Chicago Midway

Mon 8/24

5:10 pm-7:15 am

1 stop13h 05m

$626

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/29

Showing 1-10 of 20 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 30h 10m. Delta provides one of the quickest options available for as low as $624. 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
Hammond
Lansing
Merrillville
Valparaiso
Porter

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Alternative routes for Santiago to Midway

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