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Cheap flights from Chicago Midway Airport to Santiago from $278

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Santiago departing on 10/27. 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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Find the cheapest flights from Chicago Midway Airport to Santiago

Cheap round-trip flights

Multiple Airlines Logo
10:33 am - 2:45 pmMDW-SCL
26h 12m2 stops
Multiple Airlines Logo
11:25 pm - 9:22 pmSCL-MDW
23h 57m1 stop
$655Multiple Airlines
Find Deal
Fri, Oct 17 - Fri, Oct 31
Multiple Airlines Logo
10:33 am - 12:20 pmMDW-SCL
23h 47m3 stops
Multiple Airlines Logo
11:25 pm - 9:22 pmSCL-MDW
23h 57m1 stop
$657Multiple Airlines
Find Deal
Fri, Oct 17 - Fri, Oct 31
LATAM Airlines Logo
6:30 pm - 6:15 pmMDW-SCL
21h 45m2 stops
LATAM Airlines Logo
9:40 pm - 11:48 amSCL-MDW
16h 08m1 stop
$739LATAM Airlines
Find Deal
Sun, Sep 28 - Wed, Oct 1
LATAM Airlines Logo
12:48 pm - 6:50 amMDW-SCL
16h 02m2 stops
LATAM Airlines Logo
10:55 pm - 11:53 amSCL-MDW
14h 58m2 stops
$752LATAM Airlines
Find Deal
Tue, Oct 14 - Tue, Oct 21
Delta Logo
10:40 am - 6:35 amMDW-SCL
16h 55m2 stops
Delta Logo
8:20 am - 11:32 pmSCL-MDW
18h 12m2 stops
$764Delta
Find Deal
Tue, Nov 4 - Mon, Nov 10
Delta Logo
10:35 am - 5:50 amMDW-SCL
16h 15m2 stops
Delta Logo
11:15 pm - 12:35 pmSCL-MDW
16h 20m2 stops
$768Delta
Find Deal
Tue, Jan 27 - Tue, Feb 10
LATAM Airlines Logo
12:47 pm - 7:40 amMDW-SCL
15h 53m1 stop
LATAM Airlines Logo
11:25 pm - 11:55 amSCL-MDW
15h 30m2 stops
$776LATAM Airlines
Find Deal
Sun, Nov 23 - Mon, Dec 1
Delta Logo
10:35 am - 5:50 amMDW-SCL
17h 15m2 stops
Delta Logo
6:30 pm - 12:01 pmSCL-MDW
19h 31m2 stops
$784Delta
Find Deal
Tue, Mar 10 - Tue, Mar 17
LATAM Airlines Logo
6:00 am - 7:40 amMDW-SCL
22h 40m1 stop
LATAM Airlines Logo
10:25 pm - 9:54 amSCL-MDW
38h 29m2 stops
$789LATAM Airlines
Find Deal
Thu, Nov 20 - Sun, Nov 30
Multiple Airlines Logo
10:33 am - 12:20 pmMDW-SCL
23h 47m3 stops
Multiple Airlines Logo
5:55 am - 9:33 amSCL-MDW
29h 38m2 stops
$860Multiple Airlines
Find Deal
Fri, Oct 17 - Sun, Oct 19

Delta flights from Chicago Midway Airport to Santiago

Our best Delta deals on Chicago Midway Airport to Santiago flight tickets
Delta
Nov 4
MDW10:40 amChicago Midway
16h 55m
2 stops
SCL6:35 amSantiago Arturo Merino Benitez
Nov 10
SCL8:20 amSantiago Arturo Merino Benitez
18h 12m
2 stops
MDW11:32 pmChicago Midway
$764
Find similar
Delta
Jan 27
MDW10:35 amChicago Midway
16h 15m
2 stops
SCL5:50 amSantiago Arturo Merino Benitez
Feb 10
SCL11:15 pmSantiago Arturo Merino Benitez
16h 20m
2 stops
MDW12:35 pmChicago Midway
$768
Find similar
Delta
Mar 10
MDW10:35 amChicago Midway
17h 15m
2 stops
SCL5:50 amSantiago Arturo Merino Benitez
Mar 17
SCL6:30 pmSantiago Arturo Merino Benitez
19h 31m
2 stops
MDW12:01 pmChicago Midway
$784
Find similar

LATAM Airlines flights from Chicago Midway Airport to Santiago

Our best LATAM Airlines deals on Chicago Midway Airport to Santiago flight tickets
LATAM Airlines
Sep 28
MDW6:30 pmChicago Midway
21h 45m
2 stops
SCL6:15 pmSantiago Arturo Merino Benitez
Oct 1
SCL9:40 pmSantiago Arturo Merino Benitez
16h 08m
1 stop
MDW11:48 amChicago Midway
$739
Find similar
LATAM Airlines
Oct 14
MDW12:48 pmChicago Midway
16h 02m
2 stops
SCL6:50 amSantiago Arturo Merino Benitez
Oct 21
SCL10:55 pmSantiago Arturo Merino Benitez
14h 58m
2 stops
MDW11:53 amChicago Midway
$752
Find similar
LATAM Airlines
Nov 23
MDW12:47 pmChicago Midway
15h 53m
1 stop
SCL7:40 amSantiago Arturo Merino Benitez
Dec 1
SCL11:25 pmSantiago Arturo Merino Benitez
15h 30m
2 stops
MDW11:55 amChicago Midway
$776
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to Santiago 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 September 17, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Santiago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Fri 10/17

10:33 am-2:45 pm

2 stops26h 12m

Santiago Arturo Merino Benitez

Fri 10/31

11:25 pm-9:22 pm

1 stop23h 57m

$655

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Fri 10/17

10:33 am-12:20 pm

3 stops23h 47m

Santiago Arturo Merino Benitez

Fri 10/31

11:25 pm-9:22 pm

1 stop23h 57m

$657

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Sun 9/28

6:30 pm-6:15 pm

2 stops21h 45m

Santiago Arturo Merino Benitez

Wed 10/1

9:40 pm-11:48 am

1 stop16h 08m

$739

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Tue 10/14

12:48 pm-6:50 am

2 stops16h 02m

Santiago Arturo Merino Benitez

Tue 10/21

10:55 pm-11:53 am

2 stops14h 58m

$752

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Tue 11/4

10:40 am-6:35 am

2 stops16h 55m

Santiago Arturo Merino Benitez

Mon 11/10

8:20 am-11:32 pm

2 stops18h 12m

$764

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Tue 1/27

10:35 am-5:50 am

2 stops16h 15m

Santiago Arturo Merino Benitez

Tue 2/10

11:15 pm-12:35 pm

2 stops16h 20m

$768

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Sun 11/23

12:47 pm-7:40 am

1 stop15h 53m

Santiago Arturo Merino Benitez

Mon 12/1

11:25 pm-11:55 am

2 stops15h 30m

$776

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Tue 3/10

10:35 am-5:50 am

2 stops17h 15m

Santiago Arturo Merino Benitez

Tue 3/17

6:30 pm-12:01 pm

2 stops19h 31m

$784

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Thu 11/20

6:00 am-7:40 am

1 stop22h 40m

Santiago Arturo Merino Benitez

Sun 11/30

10:25 pm-9:54 am

2 stops38h 29m

$789

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Fri 10/17

10:33 am-12:20 pm

3 stops23h 47m

Santiago Arturo Merino Benitez

Sun 10/19

5:55 am-9:33 am

2 stops29h 38m

$860

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 Santiago from

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

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 day to depart on your flight to Santiago?

The cheapest day to depart on your flight to Santiago is on a Monday when prices can be found for as low as $847. This is often the case because there is less demand to fly during this day of the week. Be sure to avoid booking your departure on a Saturday as prices are generally higher than usual. According to our data, the average ticket price to Santiago on Saturday is $992.

What is the cheapest time of day to depart on your flight to Santiago?

In the evening is the cheapest time of day to fly from Chicago Midway Airport to Santiago when you can find flight prices for as low as $843. Flying to Santiago in the evening is an ideal time because this is during off-peak travel hours. In the afternoon is when there is more demand to fly to Santiago, so prices are often more expensive at around $942 per ticket.

Can stopping save me money on Chicago Midway Airport to Santiago flights?

You could potentially save up to 19% on your flight if you consider stops on a Chicago Midway Airport to Santiago flight.

When to book flights from Chicago Midway Airport to Santiago

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

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

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

Direct flights

None
There are no direct flights from Chicago Midway Airport to Santiago. There are no popular flight routes from Chicago Midway Airport to Santiago.
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  • How far is Chicago Midway to Santiago Arturo Merino Benitez by plane?

    The straight-line distance from Chicago Midway to Santiago Arturo Merino Benitez is 5306.6 mi. 11h 56m is a normal flight duration for this route.

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

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

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

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago Midway Airport to Santiago Arturo Merino Benitez Airport.

  • What documentation or ID do you need to fly to Santiago Arturo Merino Benitez Airport?

    The necessary travel and health documents for your Santiago Arturo Merino Benitez Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Traveling to a place near Santiago?

Book flights to Santiago if you plan to visit one of these locations
Viña del Mar
Santa Cruz
Valparaíso
Valle Nevado
San Fernando
Pichilemu

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Santiago from Chicago.

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

Yes. momondo enables you to select and highlight flights to Santiago from Chicago with this policy.

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

Once you have performed a search for Chicago to Santiago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

Of course. momondo tracks the price of Chicago to Santiago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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