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Cheap Flights from Chicago (ORD) to Santiago (STI)

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      Travellers and cabin class, 1 Adult, Economy

      Compare Chicago O'Hare International to Santiago flight deals

      Find the cheapest month or even day of the year to fly to Santiago

      Book the best Santiago fare with no extra fees

      Flight deals from Chicago O'Hare International to Santiago

      Looking for a cheap last-minute deal or the best return flight from Chicago O'Hare International Airport to Santiago Airport? If you want to travel next month, return fares start from $530. Find the lowest prices on one-way and return tickets right here.
      Santiago.$530 per passenger.Departing Fri, 16 Oct, returning Sat, 24 Oct.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Fri, 16 Oct, arriving in Santiago.Inbound indirect flight with Frontier Airlines, departs from Santiago on Sat, 24 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From $530, select.
      Santiago.$619 per passenger.Departing Wed, 21 Oct, returning Wed, 4 Nov.Return flight with United.Outbound indirect flight with United, departs from Chicago O'Hare International on Wed, 21 Oct, arriving in Santiago.Inbound indirect flight with United, departs from Santiago on Wed, 4 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From $619, select.
      Santiago.$619 per passenger.Departing Mon, 23 Nov, returning Fri, 27 Nov.Return flight with United.Outbound indirect flight with United, departs from Chicago O'Hare International on Mon, 23 Nov, arriving in Santiago.Inbound indirect flight with United, departs from Santiago on Fri, 27 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From $619, select.
      Santiago.$649 per passenger.Departing Fri, 29 Jan, returning Tue, 2 Feb.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago O'Hare International on Fri, 29 Jan, arriving in Santiago.Inbound indirect flight with Delta, departs from Santiago on Tue, 2 Feb, arriving in Chicago O'Hare International.Price includes taxes and charges.From $649, select.
      Santiago.$669 per passenger.Departing Sun, 28 Feb, returning Fri, 5 Mar.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago O'Hare International on Sun, 28 Feb, arriving in Santiago.Inbound indirect flight with Delta, departs from Santiago on Fri, 5 Mar, arriving in Chicago O'Hare International.Price includes taxes and charges.From $669, select.
      Santiago.$829 per passenger.Departing Wed, 30 Sep, returning Fri, 2 Oct.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago O'Hare International on Wed, 30 Sep, arriving in Santiago.Inbound indirect flight with Delta, departs from Santiago on Fri, 2 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From $829, select.
      Santiago.$903 per passenger.Departing Fri, 15 Jan, returning Tue, 19 Jan.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago O'Hare International on Fri, 15 Jan, arriving in Santiago.Inbound indirect flight with Delta, departs from Santiago on Tue, 19 Jan, arriving in Chicago O'Hare International.Price includes taxes and charges.From $903, select.
      Santiago.$954 per passenger.Departing Tue, 8 Dec, returning Thu, 14 Jan.Return flight with United.Outbound indirect flight with United, departs from Chicago O'Hare International on Tue, 8 Dec, arriving in Santiago.Inbound indirect flight with United, departs from Santiago on Thu, 14 Jan, arriving in Chicago O'Hare International.Price includes taxes and charges.From $954, select.
      Santiago.$971 per passenger.Departing Thu, 10 Dec, returning Mon, 14 Dec.Return flight with United.Outbound indirect flight with United, departs from Chicago O'Hare International on Thu, 10 Dec, arriving in Santiago.Inbound indirect flight with United, departs from Santiago on Mon, 14 Dec, arriving in Chicago O'Hare International.Price includes taxes and charges.From $971, select.
      Santiago.$977 per passenger.Departing Sun, 20 Sep, returning Wed, 30 Sep.Return flight with United.Outbound indirect flight with United, departs from Chicago O'Hare International on Sun, 20 Sep, arriving in Santiago.Inbound indirect flight with United, departs from Santiago on Wed, 30 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From $977, select.
      Santiago.$1,183 per passenger.Departing Thu, 18 Mar, returning Tue, 30 Mar.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago O'Hare International on Thu, 18 Mar, arriving in Santiago.Inbound indirect flight with Delta, departs from Santiago on Tue, 30 Mar, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,183, select.
      Santiago.$1,186 per passenger.Departing Mon, 31 May, returning Fri, 4 Jun.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago O'Hare International on Mon, 31 May, arriving in Santiago.Inbound indirect flight with Delta, departs from Santiago on Fri, 4 Jun, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,186, select.

      Find the cheapest month to fly from Chicago O'Hare International to Santiago

      We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago O'Hare International to Santiago flights are currently cheapest in October.
      Sep
      from $977
      Oct
      from $530
      Nov
      from $619
      Dec
      from $971
      Jan
      from $903
      Feb
      Find prices
      Mar
      from $1,183
      Apr
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      May
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      Jun
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      Jul
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      Aug
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      Chicago O'Hare International to Santiago: Alternative routes

      Compare routes from Chicago O'Hare International to Santiago below. You may find an airport to fly into that's cheaper, faster, or easier than Santiago.

      Santiago

      2km from central Santiago
      ClosestCheapest
      from $530
      Search flights

      Puerto Plata

      36km from central Santiago
      from $874
      Search flights

      Chicago to Santiago: Flight information

      The things to know before you go.
      Cheapest flight found$530
      Cheapest month to flyOctober

      Finding cheap flights from Chicago O'Hare International to Santiago: Frequently asked questions

      The best price we found for a return flight from Chicago O'Hare International to Santiago is $530. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
      Currently, there are no airlines that fly direct from Chicago O'Hare International to Santiago. But we found flights with one or more stops from $530.
      As of September 2026, there are no flights flying from Chicago O'Hare International to Santiago.
      The cheapest month to fly from Chicago O'Hare International to Santiago is usually October.
      After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Chicago O'Hare International Airport to Santiago Airport on Friday, 16 October 2026.
      No airlines currently offer direct flights between Chicago O'Hare International Airport and Santiago Airport. Most routes have one or more stops.
      We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Santiago but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

      We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Santiago is around 40 days in advance, so don’t leave your flight to the last minute.

      Currently, Frontier Airlines offers the cheapest flight tickets to Santiago.

      Flying from Chicago O'Hare International Airport (ORD) to Santiago Airport (STI): what you need to know

      • Santiago's timezone is UTC-4, making Santiago two hours ahead of Chicago.

      • Give yourself enough time to make your ORD to STI flight. As a rule of thumb, arrive at least two hours before international departures and an hour ahead for domestic flights.

      • During popular months such as July, you'll want to get to the airport even earlier. Plan to arrive two hours before a domestic departure and four hours ahead for international flights when you fly during peak periods in general.

      • Think about adding a stopover when booking your ticket from Chicago O'Hare International Airport to Santiago Airport. Just uncheck 'Direct flights only' to break up your journey, or perhaps explore a new destination along the way. Here are some options between ORD and STI:

        • Miami International Airport

        • Fort Lauderdale International Airport

        • San Juan Luis Munoz Marin Airport

      Handy information about Chicago O'Hare International Airport (ORD)

      • ORD is located at 10000 West O'Hare.

      • Of the flights that depart from Chicago O'Hare International Airport, 70% arrive as scheduled at their destination.

      • Chicago O'Hare International Airport is around 27 kilometres from central Chicago. If you're driving, ride-sharing or catching a taxi from the centre, it'll take 30 minutes or so to get there, depending on the traffic.

      • Taking public transport? Expect a journey time of around 45 minutes.

      • Have an early flight from Chicago O'Hare International Airport to Santiago Airport? Avoid the stress of rushing to the terminal (and get some extra shut-eye) by choosing one of these hotels near ORD:

      Arriving at Santiago Airport (STI)

      • The last thing you want is a long journey to your hotel if you're arriving on a late Chicago O'Hare International Airport to Santiago Airport flight. Stay at one of these accommodation options near STI instead:

      • Say yes to new adventures by picking up a Santiago Airport rental car. Grab a set of wheels from America, Zezgo Rent a Car or Alamo to explore Santiago and beyond.

      • Lock in the best rate by reserving your ride from Santiago Airport about one week before your travel date.

      When to fly to Santiago Airport (STI)

      • It's time to pick your travel dates for your flight from Chicago O'Hare International Airport to Santiago Airport. August is the busiest month to head to Santiago. If you like a more relaxed vibe, go in October.

      • Book your flight from Chicago O'Hare International Airport to Santiago Airport for August if you'd like to explore Santiago during its warmest month. You can expect temperatures of between 21ºC (70ºF) and 33ºC (91ºF).

      • Look for cheap tickets from ORD to STI in January if you want to travel in cooler conditions. Temperatures are at their lowest around then, ranging between 16ºC (61ºF) and 29ºC (84ºF) on average.

      Explore more of the Dominican Republic

      • Santo Domingo is just one of the many cities in the Dominican Republic waiting to be discovered once you've seen the sights of Santiago. Around 137 kilometres away to the south-east, its best attractions include Catedral Primada de las Americas, Alcazar de Colon and The Cathedral of the Americas.

      • If you're interested in discovering another side of the Dominican Republic, consider Santo Domingo Este, roughly 145 kilometres south-east of Santiago. Lago los tres ojos, National Aquarium and La Cueva del Eden are among its highlights.

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      Plan the rest of your trip from Chicago to Santiago

      Prices shown on this page are estimated lowest prices only. Found in the last 12 days.