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$196+ Cheap flights from Midway (MDW) to Chile

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 3/1. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — SCL
Dec 6 — Dec 131
Sat 12/6
Sat 12/13
1 adult, Economy
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Cheap flight deals from Midway to Chile

Keep the following information in mind while searching for Midway to Chile flight deals. Data was last updated November 6, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$714
(Delta)

One-way from

$196
(Trip.com)

Popular in

December

Cheapest in

September

Average price

$866
Provider with most accurate pricing for Chicago (CHI)-Santiago Arturo Merino Benitez flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Santiago Arturo Merino Benitez flights.
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From Chicago Midway to Chile
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One-way flight from Chicago Midway to Chile
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Highest demand for flights based on searches. 12% potential increase in price ($120 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($30 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 Midway to Chile

Cheapest flights from Midway to Chile
Explore the most affordable flight options available from Midway to Chile. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 6, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/4. 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.
Sun 11/2312:25 pmMDW - SCL
2 stops39h 30mMultiple Airlines
Sun 12/710:35 amSCL - MDW
1 stop14h 55mMultiple Airlines
Deal found 11/4$720
This Kiwi.com deal was found by Cheapflights users on 11/5. 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 12/58:05 amMDW - SCL
2 stops18h 25mMultiple Airlines
Fri 12/1211:25 pmSCL - MDW
1 stop26h 05mMultiple Airlines
Deal found 11/5$751
This FlightHub deal was found by Cheapflights users on 11/5. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/712:50 pmMDW - SCL
1 stop14h 20mLATAM Airlines
Mon 12/1510:35 amSCL - MDW
2 stops16h 12mLATAM Airlines
Deal found 11/5$753
This Delta deal was found by Cheapflights users on 11/5. 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 11/231:15 pmMDW - SCL
2 stops15h 25mDelta
Sun 12/78:50 amSCL - MDW
2 stops17h 57mDelta
Deal found 11/5$754
This LATAM Airlines deal was found by Cheapflights users on 11/5. 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 11/2312:47 pmMDW - SCL
1 stop15h 53mLATAM Airlines
Sun 12/76:30 pmSCL - MDW
2 stops18h 24mLATAM Airlines
Deal found 11/5$763
This Delta deal was found by Cheapflights users on 11/6. 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 11/199:34 amMDW - SCL
2 stops19h 06mDelta
Wed 12/1011:55 pmSCL - MDW
2 stops21h 23mDelta
Deal found 11/6$769
This Kiwi.com deal was found by Cheapflights users on 11/4. 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.
Sun 11/235:30 amMDW - SCL
2 stops21h 00mMultiple Airlines
Sun 12/1410:35 amSCL - MDW
1 stop14h 55mMultiple Airlines
Deal found 11/4$784
This Orbitz deal was found by Cheapflights users on 11/4. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/96:00 amMDW - SCL
1 stop22h 40mLATAM Airlines
Mon 12/154:35 amSCL - MDW
2 stops22h 12mLATAM Airlines
Deal found 11/4$789
This Expedia deal was found by Cheapflights users on 11/4. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/224:28 pmMDW - SCL
2 stops35h 07mLATAM Airlines
Fri 12/54:35 amSCL - MDW
2 stops22h 12mLATAM Airlines
Deal found 11/4$802
This Delta deal was found by Cheapflights users on 11/4. 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 12/116:00 amMDW - SCL
1 stop22h 40mDelta
Mon 12/299:30 pmSCL - MDW
1 stop14h 35mDelta
Deal found 11/4$818

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Chile 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 6, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Chile that are best for you.

Fly from

Midway

Fly to

Chile

Route

Depart

Return

Price

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Fri 1/16

11:21 am-7:40 am

1 stop17h 19m

Santiago Arturo Merino Benitez

Sat 1/24

8:50 am-10:26 pm

2 stops16h 36m

$714

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Mon 3/9

1:05 pm-7:00 am

1 stop15h 55m

Santiago Arturo Merino Benitez

Thu 3/19

11:15 pm-12:01 pm

1 stop14h 46m

$714

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Sat 1/17

11:21 am-6:10 am

1 stop15h 49m

Santiago Arturo Merino Benitez

Sat 1/24

8:15 am-10:26 pm

2 stops17h 11m

$714

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Sat 1/24

4:30 pm-2:05 pm

2 stops18h 35m

Santiago Arturo Merino Benitez

Thu 2/5

11:10 pm-12:01 pm

1 stop15h 51m

$714

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Mon 1/12

11:21 am-6:10 am

1 stop15h 49m

Santiago Arturo Merino Benitez

Mon 1/26

6:30 pm-9:58 am

2 stops18h 28m

$714

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Fri 1/16

11:21 am-7:40 am

1 stop17h 19m

Santiago Arturo Merino Benitez

Sat 1/24

11:10 pm-9:58 am

1 stop13h 48m

$714

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Thu 1/15

11:21 am-7:40 am

1 stop17h 19m

Santiago Arturo Merino Benitez

Sat 1/24

11:10 pm-9:58 am

1 stop13h 48m

$714

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Tue 1/27

12:48 pm-7:40 am

1 stop15h 52m

Santiago Arturo Merino Benitez

Tue 2/10

8:15 am-10:26 pm

2 stops17h 11m

$714

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Sun 3/1

6:30 am-6:40 am

2 stops45h 10m

$196

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Mon 12/15

3:52 pm-9:07 am

3 stops38h 15m

$340

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/5

Showing 1-10 of 15 results
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Best time to book a flight from Midway to Chile

Have a flexible travel schedule? Discover the best time to fly to Chile from Midway 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.

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to Chile
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Midway to Chile. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Chicago Midway Airport to Chile?

    There are many flights that can get you from Chicago Midway Airport to Chile in 15h 55m. Fly via LATAM Airlines or Delta to get the fastest option. The distance between Chicago Midway Airport and Chile is about 5301 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • Can I find deals for flights from Midway to Chile that include hotel bookings?

    Yes. In addition to deals on Midway to Chile flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Chile?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Chile.

  • Can I find deals for business class flights from Midway to Chile?

    Yes. Cheapflights offers flight deals from Midway to Chile 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

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Alternative routes for Midway to Chile

See prices for flight routes from nearby airports that may be better suited for you.
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