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Cheap flights from Santiago to Chicago from $275

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 3/17. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Cheap round-trip flights

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Multiple Airlines Logo
8:30 am - 2:01 pm
SCL
-
MDW
30h 31m
2 stops
Multiple Airlines Logo
6:30 am - 5:30 am
MDW
-
SCL
22h 00m
2 stops
$554Multiple Airlines
Thu, Apr 9 - Mon, Apr 13
Multiple Airlines Logo
12:35 pm - 5:48 pm
SCL
-
MDW
31h 13m
2 stops
Multiple Airlines Logo
9:42 pm - 6:30 am
MDW
-
SCL
30h 48m
2 stops
$568Multiple Airlines
Tue, Mar 24 - Mon, Mar 30
LATAM Airlines Logo
8:40 pm - 12:02 pm
SCL
-
MDW
16h 22m
1 stop
LATAM Airlines Logo
12:47 pm - 6:55 am
MDW
-
SCL
17h 08m
2 stops
$575LATAM Airlines
Sun, Apr 5 - Thu, Apr 9
Delta Logo
10:25 pm - 12:29 pm
SCL
-
MDW
16h 04m
2 stops
Delta Logo
10:45 am - 5:35 am
MDW
-
SCL
16h 50m
2 stops
$578Delta
Tue, Mar 10 - Tue, Mar 31
LATAM Airlines Logo
6:45 pm - 12:07 pm
SCL
-
MDW
18h 22m
2 stops
LATAM Airlines Logo
12:53 pm - 6:55 am
MDW
-
SCL
17h 02m
2 stops
$580LATAM Airlines
Tue, Apr 14 - Mon, Apr 27
LATAM Airlines Logo
11:05 pm - 10:28 pm
SCL
-
MDW
24h 23m
2 stops
LATAM Airlines Logo
5:14 pm - 7:15 am
MDW
-
SCL
13h 01m
1 stop
$583LATAM Airlines
Mon, Apr 27 - Thu, May 7
LATAM Airlines Logo
6:40 am - 9:56 am
SCL
-
MDW
29h 16m
2 stops
LATAM Airlines Logo
6:07 pm - 7:15 am
MDW
-
SCL
12h 08m
1 stop
$585LATAM Airlines
Tue, Mar 31 - Tue, Apr 7
LATAM Airlines Logo
11:05 pm - 10:28 pm
SCL
-
MDW
24h 23m
2 stops
LATAM Airlines Logo
5:21 pm - 7:15 am
MDW
-
SCL
12h 54m
1 stop
$587LATAM Airlines
Wed, Apr 22 - Sun, Apr 26
LATAM Airlines Logo
11:05 pm - 10:28 pm
SCL
-
MDW
24h 23m
2 stops
LATAM Airlines Logo
12:51 pm - 7:15 am
MDW
-
SCL
17h 24m
1 stop
$588LATAM Airlines
Thu, Apr 30 - Fri, May 8
LATAM Airlines Logo
8:50 am - 9:56 am
SCL
-
MDW
27h 06m
2 stops
LATAM Airlines Logo
6:07 pm - 3:05 pm
MDW
-
SCL
18h 58m
2 stops
$589LATAM Airlines
Thu, Mar 26 - Wed, Apr 1

LATAM Airlines flights from Santiago to Chicago Midway Airport

Our best LATAM Airlines deals on Santiago to Chicago Midway Airport flight tickets
LATAM Airlines
Apr 5
SCL8:40 pmSantiago Arturo Merino Benitez
16h 22m
1 stop
MDW12:02 pmChicago Midway
Apr 9
MDW12:47 pmChicago Midway
17h 08m
2 stops
SCL6:55 amSantiago Arturo Merino Benitez
$575
LATAM Airlines
Apr 14
SCL6:45 pmSantiago Arturo Merino Benitez
18h 22m
2 stops
MDW12:07 pmChicago Midway
Apr 27
MDW12:53 pmChicago Midway
17h 02m
2 stops
SCL6:55 amSantiago Arturo Merino Benitez
$580
LATAM Airlines
Apr 27
SCL11:05 pmSantiago Arturo Merino Benitez
24h 23m
2 stops
MDW10:28 pmChicago Midway
May 7
MDW5:14 pmChicago Midway
13h 01m
1 stop
SCL7:15 amSantiago Arturo Merino Benitez
$583

Delta flights from Santiago to Chicago Midway Airport

Our best Delta deals on Santiago to Chicago Midway Airport flight tickets
Delta
Feb 16
SCL11:25 pmSantiago Arturo Merino Benitez
21h 20m
2 stops
MDW5:45 pmChicago Midway
Apr 11
MDW10:45 amChicago Midway
19h 30m
1 stop
SCL7:15 amSantiago Arturo Merino Benitez
$578
Delta
Apr 14
SCL7:45 pmSantiago Arturo Merino Benitez
17h 22m
2 stops
MDW12:07 pmChicago Midway
Apr 27
MDW12:53 pmChicago Midway
17h 02m
2 stops
SCL6:55 amSantiago Arturo Merino Benitez
$614
Delta
Apr 27
SCL8:40 pmSantiago Arturo Merino Benitez
17h 03m
2 stops
MDW12:43 pmChicago Midway
May 7
MDW10:46 amChicago Midway
18h 14m
2 stops
SCL6:00 amSantiago Arturo Merino Benitez
$714

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 February 15, 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

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Thu 4/9

8:30 am-2:01 pm

2 stops30h 31m

Chicago Midway

Mon 4/13

6:30 am-5:30 am

2 stops22h 00m

$554

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Tue 3/24

12:35 pm-5:48 pm

2 stops31h 13m

Chicago Midway

Mon 3/30

9:42 pm-6:30 am

2 stops30h 48m

$568

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Sun 4/5

8:40 pm-12:02 pm

1 stop16h 22m

Chicago Midway

Thu 4/9

12:47 pm-6:55 am

2 stops17h 08m

$575

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Tue 3/10

10:25 pm-12:29 pm

2 stops16h 04m

Chicago Midway

Tue 3/31

10:45 am-5:35 am

2 stops16h 50m

$578

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Tue 4/14

6:45 pm-12:07 pm

2 stops18h 22m

Chicago Midway

Mon 4/27

12:53 pm-6:55 am

2 stops17h 02m

$580

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Mon 4/27

11:05 pm-10:28 pm

2 stops24h 23m

Chicago Midway

Thu 5/7

5:14 pm-7:15 am

1 stop13h 01m

$583

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Tue 3/31

6:40 am-9:56 am

2 stops29h 16m

Chicago Midway

Tue 4/7

6:07 pm-7:15 am

1 stop12h 08m

$585

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Wed 4/22

11:05 pm-10:28 pm

2 stops24h 23m

Chicago Midway

Sun 4/26

5:21 pm-7:15 am

1 stop12h 54m

$587

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Thu 4/30

11:05 pm-10:28 pm

2 stops24h 23m

Chicago Midway

Fri 5/8

12:51 pm-7:15 am

1 stop17h 24m

$588

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Thu 3/26

8:50 am-9:56 am

2 stops27h 06m

Chicago Midway

Wed 4/1

6:07 pm-3:05 pm

2 stops18h 58m

$589

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Santiago to Chicago Midway Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies from Santiago Arturo Merino Benitez to Chicago Midway?

Delta and LATAM Airlines are the most popular carriers operating from Santiago Arturo Merino Benitez to Chicago Midway

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

17h 03m

Direct flights

None
The fastest flight from Santiago to Chicago Midway Airport takes 17h 03m
There are no direct flights from Santiago to Chicago Midway Airport. There are no popular flight routes from Santiago to Chicago Midway Airport.
Search flight deals

  • 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. 17h 03m 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.

Traveling to a place near Chicago?

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