Cheap Flights from Chicago Midway to Chile from $1,521

Looking for a cheap last-minute deal or the best return flight from Chicago Midway Airport to Chile? If you want to travel next month, return fares start from $1,521. Find the lowest prices on one-way and return flight tickets right here.

Santiago.$1,521 per passenger.Departing Fri, 4 Dec, returning Wed, 23 Dec.Return flight with LATAM Airlines.Outbound indirect flight with LATAM Airlines, departs from Chicago Midway on Fri, 4 Dec, arriving in Santiago Arturo Merino Benitez.Inbound indirect flight with LATAM Airlines, departs from Santiago Arturo Merino Benitez on Wed, 23 Dec, arriving in Chicago Midway.Price includes taxes and charges.From $1,521, select.

Puerto Montt.$3,759 per passenger.Departing Mon, 21 Dec, returning Mon, 28 Dec.Return flight with LATAM Airlines.Outbound indirect flight with LATAM Airlines, departs from Chicago Midway on Mon, 21 Dec, arriving in Puerto Montt.Inbound indirect flight with LATAM Airlines, departs from Puerto Montt on Mon, 28 Dec, arriving in Chicago Midway.Price includes taxes and charges.From $3,759, select.

Calama.$3,777 per passenger.Departing Mon, 21 Dec, returning Mon, 28 Dec.Return flight with LATAM Airlines.Outbound indirect flight with LATAM Airlines, departs from Chicago Midway on Mon, 21 Dec, arriving in Calama.Inbound indirect flight with LATAM Airlines, departs from Calama on Mon, 28 Dec, arriving in Chicago Midway.Price includes taxes and charges.From $3,777, select.

Balmaceda.$5,527 per passenger.Departing Fri, 26 Mar, returning Mon, 5 Apr.Return flight with LATAM Airlines.Outbound indirect flight with LATAM Airlines, departs from Chicago Midway on Fri, 26 Mar, arriving in Balmaceda.Inbound indirect flight with LATAM Airlines, departs from Balmaceda on Mon, 5 Apr, arriving in Chicago Midway.Price includes taxes and charges.From $5,527, select.

Antofagasta.$5,645 per passenger.Departing Mon, 28 Dec, returning Mon, 4 Jan.Return flight with LATAM Airlines.Outbound indirect flight with LATAM Airlines, departs from Chicago Midway on Mon, 28 Dec, arriving in Antofagasta.Inbound indirect flight with LATAM Airlines, departs from Antofagasta on Mon, 4 Jan, arriving in Chicago Midway.Price includes taxes and charges.From $5,645, select.

Puerto Natales.$6,865 per passenger.Departing Thu, 25 Mar, returning Sun, 11 Apr.Return flight with LATAM Airlines.Outbound indirect flight with LATAM Airlines, departs from Chicago Midway on Thu, 25 Mar, arriving in Puerto Natales.Inbound indirect flight with LATAM Airlines, departs from Puerto Natales on Sun, 11 Apr, arriving in Chicago Midway.Price includes taxes and charges.From $6,865, select.

Punta Arenas.$9,177 per passenger.Departing Thu, 24 Dec, returning Thu, 31 Dec.Return flight with LATAM Airlines.Outbound indirect flight with LATAM Airlines, departs from Chicago Midway on Thu, 24 Dec, arriving in Punta Arenas.Inbound indirect flight with LATAM Airlines, departs from Punta Arenas on Thu, 31 Dec, arriving in Chicago Midway.Price includes taxes and charges.From $9,177, select.

Easter Island.$16,280 per passenger.Departing Fri, 27 Nov, returning Sun, 13 Dec.Return flight with LATAM Airlines.Outbound indirect flight with LATAM Airlines, departs from Chicago Midway on Fri, 27 Nov, arriving in Easter Island.Inbound indirect flight with LATAM Airlines, departs from Easter Island on Sun, 13 Dec, arriving in Chicago Midway.Price includes taxes and charges.From $16,280, select.

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Alternative Chicago Midway to Chile routes

Compare flight prices from airports across Chile. If you're flexible, you might find a cheaper flight or a faster route from a different airport.

Flights from Chicago Midway Airport to Chile FAQs

What is the cheapest flight to Chile from Chicago Midway?

The cheapest flight from Chicago Midway to Chile costs $1,521.

Explore the different prices of flights from Chicago Midway to Chile and find the best option for you.

When is it the cheapest time to fly from Chicago Midway to Chile?

The cheapest month to fly from Chicago Midway to Chile is December. See if any of these flights in December suit you.

What is the cheapest Chicago Midway to Chile flight route?

We've taken a look at the year ahead using our flights calendar. The cheapest flight route from Chicago Midway to Chile is Chicago Midway to Santiago Arturo Merino Benitez. You can buy a ticket to fly this route from $1,521.

Take a look at Chicago Midway to Santiago Arturo Merino Benitez flights.

What is the cheapest airline that flies to Chile from Chicago Midway?

Looking at the year ahead, the cheapest airline flying to Chile from Chicago Midway is LATAM Airlines.

Explore flight ticket options today.

Cheapest flights to Chile from Chicago Midway

Chicago Midway to Santiago from $1,521
Chicago Midway to Puerto Montt from $3,759
Chicago Midway to Calama from $3,777
Chicago Midway to Balmaceda from $5,527
Chicago Midway to Antofagasta from $5,645
Chicago Midway to Puerto Natales from $6,865
Chicago Midway to Punta Arenas from $9,177
Chicago Midway to Easter Island from $16,280

How to find cheap flights from Chicago Midway Airport (MDW) to Chile

$1,521 is currently the cheapest price for a return flight from Chicago Midway Airport (MDW) to Chile.
You'll be travelling from MDW into Santiago Arturo Merino Benitez in Santiago with that fare.
For one-way travel, the lowest available price right now is $1,130.
Want to let the lowest fares decide where you head to next? Select 'Chile' in the 'To' field to find the best deals by city.
Chile has three international airports you can fly into.
Expand your search by choosing 'Add nearby airports.' This will compare prices across the airports closest to both your origin and destination, which could help you find a better deal.
Book early. You'll have more routes, airlines and times to choose from. Leave it too long and you could be left with fewer choices and higher costs.
Know as soon as fares change. Download the Skyscanner app, set up a Price Alert, and we'll let you know when prices rise or drop.

Best time to fly from Chicago Midway Airport (MDW) to Chile

December is usually the cheapest month to catch a flight from Chicago Midway Airport (MDW) to Chile, with prices starting from $1,521.
In general, flying midweek can be a smart option for saving. Tuesdays and Wednesdays often mean better value.
The busiest months to fly to Chile are September, October and December. October is the most popular month, which often brings higher fares.
If you want a less hectic trip, May, June and August are the least popular months to fly. August is the quietest month, which can make cheaper tickets easier to find.

Popular places to visit in Chile

After your Chicago to Chile flights are booked, your travel plans can start to fall into place.

Santiago

Located in Santiago Metropolitan Region, this city is one of the leading destinations for flights departing Chicago Midway Airport for Chile. Get your sightseeing underway at unmissable attractions like Gran Torre Santiago, Museum of Memory & Human Rights and Fundación Pablo Neruda.
Santiago Arturo Merino Benitez Intl Airport (SCL) handles most international flights into Santiago.
Browse the range of hotels in Santiago and round out your trip with a stay that suits your plans.

Antofagasta

Poruna Volcano, Torre Reloj and Mirador cerro el nido are among the first things worth making time for in this Antofagasta Region city.
The majority of flights arrive through Andres Sabella Galvez International Airport (ANF), the city's main airport.
With your airfare locked in, you can move on to finding the right stay among the hotels in Antofagasta.

Calama

Major sights to experience while you're in this corner of Antofagasta Region include Mina de Chuquicamata, Catedral de San Juan Bautista and Parque para la Preservacion de la Memoria Historica.
Calama El Loa Airport (CJC) is the city's main airport, with routes connecting it to major destinations throughout the region and beyond.
Whether you want something no frills or full of flair, hotels in Calama offer options for every type of trip.

Visiting Chile for the first time? Here's what you need to know

Entry rules can often change, so check in advance whether you'll need a visa or any other type of documentation before you travel. Your airline, travel agent or the local consulate or embassy will have the most up-to-date information.
The population of Chile is roughly 20 million. Santiago is the capital.
Standard time zones in this destination vary, from UTC-6 to UTC-3.
January is among the warmest months in Chile, with average top temperatures of up to 23ºC.
July is often the coolest month, with temperatures of about 0ºC. Remember that actual conditions can vary depending on where you travel.
February is typically the driest month, while June has the most rain.
Independence Day, the Viña del Mar International Song Festival and La Tirana Festival are among the biggest events here. Consider booking your trip around moments like these for a travel experience beyond the ordinary.

Complete your trip with hotels and a car rental

A cheap flight from Chicago Midway Airport (MDW) to Chile gets you there. What comes next is planning the stay. Discover the best prices and exclusive rates for hotels in Chile. For the freedom to explore at your own pace, also check out the range of car rental options in Chile.

Chile hotels and car hire

Did you know we can help you plan the rest of your trip from Chicago Midway to Chile? Get exclusive deals and great rates for hotels and car hire in Chile too.