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Cheap flights from Santiago to Chicago from $391

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Santiago to Chicago departing on 8/18. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Santiago to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
LATAM Airlines Logo
11:00 pm - 10:36 pm
SCL
-
MDW
24h 36m
2 stops
LATAM Airlines Logo
6:05 am - 6:55 am
MDW
-
SCL
22h 50m
2 stops
$548LATAM Airlines
Thu, Sep 3 - Mon, Sep 7
LATAM Airlines Logo
8:30 am - 10:05 am
SCL
-
MDW
26h 35m
3 stops
LATAM Airlines Logo
6:05 am - 7:00 am
MDW
-
SCL
22h 55m
2 stops
$553LATAM Airlines
Tue, Jul 28 - Mon, Sep 28
LATAM Airlines Logo
10:25 am - 9:59 am
SCL
-
MDW
24h 34m
2 stops
LATAM Airlines Logo
4:39 pm - 7:15 am
MDW
-
SCL
13h 36m
1 stop
$578LATAM Airlines
Sun, Aug 2 - Wed, Sep 2
LATAM Airlines Logo
10:25 am - 9:59 am
SCL
-
MDW
24h 34m
2 stops
LATAM Airlines Logo
10:54 am - 6:55 am
MDW
-
SCL
19h 01m
2 stops
$582LATAM Airlines
Sun, Aug 2 - Wed, Sep 2
Delta Logo
11:00 pm - 6:33 pm
SCL
-
MDW
20h 33m
2 stops
Delta Logo
1:25 pm - 7:15 am
MDW
-
SCL
16h 50m
2 stops
$584Delta
Tue, Aug 11 - Wed, Aug 19
LATAM Airlines Logo
8:40 pm - 9:59 am
SCL
-
MDW
14h 19m
1 stop
LATAM Airlines Logo
10:54 am - 8:15 am
MDW
-
SCL
19h 21m
1 stop
$593LATAM Airlines
Mon, Aug 31 - Mon, Sep 7
LATAM Airlines Logo
11:05 pm - 10:10 am
SCL
-
MDW
36h 05m
2 stops
LATAM Airlines Logo
4:39 pm - 7:15 am
MDW
-
SCL
13h 36m
1 stop
$597LATAM Airlines
Thu, Aug 20 - Wed, Sep 2
Delta Logo
11:00 pm - 4:20 pm
SCL
-
MDW
19h 20m
2 stops
Delta Logo
1:28 pm - 8:15 am
MDW
-
SCL
16h 47m
2 stops
$598Delta
Mon, Oct 5 - Sun, Oct 11
LATAM Airlines Logo
12:05 am - 10:25 pm
SCL
-
MDW
24h 20m
2 stops
LATAM Airlines Logo
1:00 pm - 8:15 am
MDW
-
SCL
17h 15m
1 stop
$613LATAM Airlines
Tue, Oct 6 - Thu, Oct 22
LATAM Airlines Logo
5:30 pm - 10:25 pm
SCL
-
MDW
30h 55m
2 stops
LATAM Airlines Logo
6:00 am - 5:35 am
MDW
-
SCL
21h 35m
2 stops
$615LATAM Airlines
Fri, Oct 9 - Mon, Oct 12

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Delta flights from Santiago to Chicago Midway Airport

Our best Delta deals on Santiago to Chicago Midway Airport flight tickets
Delta
Sep 16
SCL8:40 pmSantiago Arturo Merino Benitez
17h 15m
1 stop
MDW11:55 amChicago Midway
Sep 23
MDW1:19 pmChicago Midway
16h 56m
2 stops
SCL8:15 amSantiago Arturo Merino Benitez
$534
Delta
Aug 11
SCL10:55 pmSantiago Arturo Merino Benitez
20h 38m
2 stops
MDW6:33 pmChicago Midway
Aug 19
MDW12:46 pmChicago Midway
17h 29m
1 stop
SCL7:15 amSantiago Arturo Merino Benitez
$584
Delta
Oct 5
SCL11:00 pmSantiago Arturo Merino Benitez
19h 20m
2 stops
MDW4:20 pmChicago Midway
Oct 11
MDW1:28 pmChicago Midway
16h 47m
2 stops
SCL8:15 amSantiago Arturo Merino Benitez
$598

LATAM Airlines flights from Santiago to Chicago Midway Airport

Our best LATAM Airlines deals on Santiago to Chicago Midway Airport flight tickets
LATAM Airlines
Sep 3
SCL11:00 pmSantiago Arturo Merino Benitez
24h 36m
2 stops
MDW10:36 pmChicago Midway
Sep 7
MDW6:05 amChicago Midway
22h 50m
2 stops
SCL6:55 amSantiago Arturo Merino Benitez
$548
LATAM Airlines
Jul 28
SCL8:30 amSantiago Arturo Merino Benitez
26h 35m
3 stops
MDW10:05 amChicago Midway
Sep 28
MDW6:05 amChicago Midway
22h 55m
2 stops
SCL7:00 amSantiago Arturo Merino Benitez
$553
LATAM Airlines
Aug 2
SCL10:25 amSantiago Arturo Merino Benitez
24h 34m
2 stops
MDW9:59 amChicago Midway
Sep 2
MDW4:39 pmChicago Midway
13h 36m
1 stop
SCL7:15 amSantiago Arturo Merino Benitez
$578

momondo Fare Finder

 
Customize your flight search to find flights from Santiago to Chicago Midway Airport 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, momondo users made 832,500 searches. Data last updated July 16, 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

Thu 9/3

11:00 pm-10:36 pm

2 stops24h 36m

Chicago Midway

Mon 9/7

6:05 am-6:55 am

2 stops22h 50m

$548

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Tue 7/28

8:30 am-10:05 am

3 stops26h 35m

Chicago Midway

Mon 9/28

6:05 am-7:00 am

2 stops22h 55m

$553

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Sun 8/2

10:25 am-9:59 am

2 stops24h 34m

Chicago Midway

Wed 9/2

4:39 pm-7:15 am

1 stop13h 36m

$578

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Sun 8/2

10:25 am-9:59 am

2 stops24h 34m

Chicago Midway

Wed 9/2

10:54 am-6:55 am

2 stops19h 01m

$582

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Tue 8/11

11:00 pm-6:33 pm

2 stops20h 33m

Chicago Midway

Wed 8/19

1:25 pm-7:15 am

2 stops16h 50m

$584
Quickest round-trip

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Mon 8/31

8:40 pm-9:59 am

1 stop14h 19m

Chicago Midway

Mon 9/7

10:54 am-8:15 am

1 stop19h 21m

$593

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Thu 8/20

11:05 pm-10:10 am

2 stops36h 05m

Chicago Midway

Wed 9/2

4:39 pm-7:15 am

1 stop13h 36m

$597

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Mon 10/5

11:00 pm-4:20 pm

2 stops19h 20m

Chicago Midway

Sun 10/11

1:28 pm-8:15 am

2 stops16h 47m

$598

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Tue 10/6

12:05 am-10:25 pm

2 stops24h 20m

Chicago Midway

Thu 10/22

1:00 pm-8:15 am

1 stop17h 15m

$613

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Fri 10/9

5:30 pm-10:25 pm

2 stops30h 55m

Chicago Midway

Mon 10/12

6:00 am-5:35 am

2 stops21h 35m

$615

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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When to book flights from Santiago to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Santiago to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Santiago to Chicago Midway Airport (SCL to MDW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Santiago to Chicago Midway Airport

Fastest flight time

13h 42m

Direct flights

None
The fastest flight from Santiago to Chicago Midway Airport takes 13h 42m
There are no direct flights from Santiago to Chicago Midway Airport. There are no popular flight routes from Santiago to Chicago Midway Airport.
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Frequently asked questions about flying from Santiago to Chicago Midway Airport

  • How far is Santiago Arturo Merino Benitez to Chicago Midway by plane?

    There are 5306.6 mi between Santiago Arturo Merino Benitez and Chicago Midway. 13h 42m is a normal flight duration for this route.

  • When did momondo last update prices for flights from Santiago Arturo Merino Benitez Airport to Chicago Midway Airport?

    Prices for flights from Santiago Arturo Merino Benitez Airport to Chicago Midway Airport refresh daily.

  • How old do you have to be to fly from Santiago Arturo Merino Benitez Airport to Chicago Midway Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Santiago Arturo Merino Benitez Airport to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The travel and health documents you'll need for your trip to Chicago Midway Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago Midway Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Frequently asked questions about flying from Santiago to Chicago Midway Airport

  • How do I get Price Alerts for flights from Santiago to Chicago Midway Airport?

    Search flight deals from Santiago to Chicago Midway Airport. While viewing offers you’ll have the option to create a Price Alert.

  • How can I save money on flights from Santiago to Chicago Midway Airport with momondo?

    By using tools like our “Price Calendar”, you can see the best day to fly round-trip for your travels. Our “Price Forecast” tool uses AI to predict whether you should purchase or hold off on booking for potentially cheaper prices. Explore shows you all flight options from a city or airport to build your own unique adventure. The Discover blog also provides valuable insights for saving money while booking your experience. After searching you can toggle on “Price Alerts” to track prices for your desired flight and book at the ideal moment.

  • How does momondo find its flight prices?

    momondo shows deals across 700+ competitors all at once. momondo is active in 30 international markets, so you can have access to a wide range of options from airlines and OTAs alike.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Portage
Benton Harbor
Saint Joseph
Lansing
Valparaiso
Schererville
Munster
Chesterton
Monticello
Crown Point
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Santiago to Chicago?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Santiago to Chicago. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Santiago to Chicago with flexible booking policies on momondo?

Flights from Santiago to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Santiago to Chicago?

momondo helps you find the best flight between Santiago and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Santiago to Chicago right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Santiago and alert you when they change.

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