HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Midway

$256+ 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 12/8. Fares are subject to change and may not be available on all flights or dates of travel.
SCL — MDW
Oct 25 — Nov 11
Sat 10/25
Sat 11/1
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Santiago to Midway with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap 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 September 25, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$579
(eDestinos)

One-way from

$256
(Kiwi.com)

Popular in

July

Cheapest in

April

Average price

$735
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. 6% potential increase in price ($48 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
Search Deals

Find 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 September 25, 2025.

This eDestinos deal was found by Cheapflights users on 9/24. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/85:50 amSCL - MDW
2 stops18h 32mMultiple Airlines
Sat 11/152:05 pmMDW - SCL
2 stops45h 35mMultiple Airlines
Deal found 9/24$579
This eDestinos deal was found by Cheapflights users on 9/25. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/812:10 amSCL - MDW
2 stops37h 17mMultiple Airlines
Mon 10/134:24 pmMDW - SCL
2 stops33h 11mMultiple Airlines
Deal found 9/25$631
This Kiwi.com deal was found by Cheapflights users on 9/24. 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 12/511:25 pmSCL - MDW
1 stop17h 40mMultiple Airlines
Sat 12/136:30 amMDW - SCL
2 stops29h 10mMultiple Airlines
Deal found 9/24$672
This Kiwi.com deal was found by Cheapflights users on 9/23. 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 10/2611:25 pmSCL - MDW
1 stop13h 52mMultiple Airlines
Fri 10/319:32 amMDW - SCL
2 stops17h 58mMultiple Airlines
Deal found 9/23$712
This Kiwi.com deal was found by Cheapflights users on 9/23. 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.
Thu 10/2310:55 pmSCL - MDW
1 stop14h 22mMultiple Airlines
Fri 10/319:32 amMDW - SCL
2 stops17h 58mMultiple Airlines
Deal found 9/23$714
This Delta deal was found by Cheapflights users on 9/25. 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.
Wed 10/85:55 pmSCL - MDW
2 stops17h 45mDelta
Wed 10/1512:48 pmMDW - SCL
2 stops15h 12mDelta
Deal found 9/25$725
This Kiwi.com deal was found by Cheapflights users on 9/23. 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 10/2611:25 pmSCL - MDW
1 stop13h 52mMultiple Airlines
Mon 11/39:32 amMDW - SCL
2 stops19h 08mMultiple Airlines
Deal found 9/23$730

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 September 25, 2025.
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

Sat 11/8

10:50 am-9:22 pm

1 stop13h 32m

Chicago Midway

Sat 11/15

2:05 pm-10:15 pm

2 stops29h 10m

$592

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Thu 10/9

4:35 pm-11:27 am

2 stops20h 52m

Chicago Midway

Mon 10/13

4:24 pm-3:35 am

2 stops33h 11m

$631

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Thu 10/23

10:55 pm-11:17 am

1 stop14h 22m

Chicago Midway

Fri 10/31

9:32 am-5:30 am

2 stops17h 58m

$714

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Wed 10/29

10:10 pm-4:09 pm

1 stop19h 59m

Chicago Midway

Thu 11/6

1:08 pm-7:40 am

2 stops15h 32m

$725

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Thu 10/9

5:55 pm-9:40 am

2 stops17h 45m

Chicago Midway

Tue 10/14

9:35 am-7:00 am

2 stops19h 25m

$725

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Wed 10/8

10:55 pm-11:53 am

2 stops14h 58m

Chicago Midway

Tue 10/14

1:08 pm-7:00 am

2 stops15h 52m

$725

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Wed 10/8

9:40 pm-9:40 am

1 stop14h 00m

Chicago Midway

Wed 10/15

10:35 am-6:50 am

2 stops18h 15m

$725

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Mon 12/15

9:30 pm-11:55 am

1 stop17h 25m

Chicago Midway

Sun 3/8

10:35 am-7:00 am

1 stop18h 25m

$785

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Mon 12/8

6:00 am-3:30 pm

2 stops36h 30m

$256

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Sun 10/26

4:25 pm-11:17 am

2 stops20h 52m

$277

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/24

Showing 1-10 of 18 results
1
2

Compare providers for flights from Santiago to Midway

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Santiago to Midway in September.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • 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 19h 59m. Delta provides one of the quickest options available for as low as $725. 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.

  • What is the cheapest month to book a flight from Santiago to Chicago Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from Santiago to Chicago Midway Airport (average of $160). Flying from Santiago to Chicago Midway Airport in November is currently the most expensive (average of $249). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Santiago to Midway

See prices for flight routes from nearby airports that may be better suited for you.
Santiago to O'Hare Intl flights

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.