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296 € Cheap Flights from Chicago to Santo Domingo Las Americas

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Flight deals from Chicago to Santo Domingo Las Americas

Looking for a cheap last-minute deal or the best return flight from Chicago to Santo Domingo Las Americas Airport? If you want to travel next month, return fares start from 450 €. Find the lowest prices on one-way and return tickets right here.
Santo Domingo.296 € per passenger.Departing Sat, 12 Sep, returning Sat, 19 Sep.Return flight with Arajet.Outbound indirect flight with Arajet, departs from Chicago O'Hare International on Sat, 12 Sep, arriving in Santo Domingo Las Americas.Inbound indirect flight with Arajet, departs from Santo Domingo Las Americas on Sat, 19 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From 296 €, select.
Santo Domingo.341 € per passenger.Departing Sat, 29 Aug, returning Thu, 3 Sep.Return flight with Arajet.Outbound indirect flight with Arajet, departs from Chicago O'Hare International on Sat, 29 Aug, arriving in Santo Domingo Las Americas.Inbound indirect flight with Arajet, departs from Santo Domingo Las Americas on Thu, 3 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From 341 €, select.
Santo Domingo.362 € per passenger.Departing Fri, 26 Feb, returning Sat, 27 Feb.Return flight with Arajet.Outbound indirect flight with Arajet, departs from Chicago O'Hare International on Fri, 26 Feb, arriving in Santo Domingo Las Americas.Inbound indirect flight with Arajet, departs from Santo Domingo Las Americas on Sat, 27 Feb, arriving in Chicago O'Hare International.Price includes taxes and charges.From 362 €, select.
Santo Domingo.362 € per passenger.Departing Sat, 26 Sep, returning Sat, 3 Oct.Return flight with Arajet.Outbound indirect flight with Arajet, departs from Chicago O'Hare International on Sat, 26 Sep, arriving in Santo Domingo Las Americas.Inbound indirect flight with Arajet, departs from Santo Domingo Las Americas on Sat, 3 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From 362 €, select.
Santo Domingo.379 € per passenger.Departing Mon, 5 Oct, returning Wed, 14 Oct.Return flight with Frontier Airlines and Arajet.Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Mon, 5 Oct, arriving in Santo Domingo Las Americas.Inbound indirect flight with Arajet, departs from Santo Domingo Las Americas on Wed, 14 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From 379 €, select.
Santo Domingo.388 € per passenger.Departing Fri, 11 Dec, returning Sat, 26 Dec.Return flight with Arajet.Outbound indirect flight with Arajet, departs from Chicago O'Hare International on Fri, 11 Dec, arriving in Santo Domingo Las Americas.Inbound indirect flight with Arajet, departs from Santo Domingo Las Americas on Sat, 26 Dec, arriving in Chicago O'Hare International.Price includes taxes and charges.From 388 €, select.
Santo Domingo.398 € per passenger.Departing Mon, 11 Jan, returning Sat, 16 Jan.Return flight with Arajet.Outbound indirect flight with Arajet, departs from Chicago O'Hare International on Mon, 11 Jan, arriving in Santo Domingo Las Americas.Inbound indirect flight with Arajet, departs from Santo Domingo Las Americas on Sat, 16 Jan, arriving in Chicago O'Hare International.Price includes taxes and charges.From 398 €, select.
Santo Domingo.413 € per passenger.Departing Tue, 9 Mar, returning Tue, 16 Mar.Return flight with Copa.Outbound indirect flight with Copa, departs from Chicago O'Hare International on Tue, 9 Mar, arriving in Santo Domingo Las Americas.Inbound indirect flight with Copa, departs from Santo Domingo Las Americas on Tue, 16 Mar, arriving in Chicago O'Hare International.Price includes taxes and charges.From 413 €, select.
Santo Domingo.413 € per passenger.Departing Mon, 3 May, returning Fri, 14 May.Return flight with Copa.Outbound indirect flight with Copa, departs from Chicago O'Hare International on Mon, 3 May, arriving in Santo Domingo Las Americas.Inbound indirect flight with Copa, departs from Santo Domingo Las Americas on Fri, 14 May, arriving in Chicago O'Hare International.Price includes taxes and charges.From 413 €, select.
Santo Domingo.414 € per passenger.Departing Fri, 20 Nov, returning Thu, 26 Nov.Return flight with Copa.Outbound indirect flight with Copa, departs from Chicago O'Hare International on Fri, 20 Nov, arriving in Santo Domingo Las Americas.Inbound indirect flight with Copa, departs from Santo Domingo Las Americas on Thu, 26 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From 414 €, select.
Santo Domingo.414 € per passenger.Departing Mon, 11 Jan, returning Mon, 1 Mar.Return flight with Copa.Outbound indirect flight with Copa, departs from Chicago O'Hare International on Mon, 11 Jan, arriving in Santo Domingo Las Americas.Inbound indirect flight with Copa, departs from Santo Domingo Las Americas on Mon, 1 Mar, arriving in Chicago O'Hare International.Price includes taxes and charges.From 414 €, select.
Santo Domingo.415 € per passenger.Departing Fri, 30 Oct, returning Tue, 3 Nov.Return flight with Copa.Outbound indirect flight with Copa, departs from Chicago O'Hare International on Fri, 30 Oct, arriving in Santo Domingo Las Americas.Inbound indirect flight with Copa, departs from Santo Domingo Las Americas on Tue, 3 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From 415 €, select.
Santo Domingo.425 € per passenger.Departing Thu, 29 Apr, returning Thu, 13 May.Return flight with Copa.Outbound indirect flight with Copa, departs from Chicago O'Hare International on Thu, 29 Apr, arriving in Santo Domingo Las Americas.Inbound indirect flight with Copa, departs from Santo Domingo Las Americas on Thu, 13 May, arriving in Chicago O'Hare International.Price includes taxes and charges.From 425 €, select.
Santo Domingo.426 € per passenger.Departing Sat, 30 Jan, returning Wed, 3 Feb.Return flight with Copa.Outbound indirect flight with Copa, departs from Chicago O'Hare International on Sat, 30 Jan, arriving in Santo Domingo Las Americas.Inbound indirect flight with Copa, departs from Santo Domingo Las Americas on Wed, 3 Feb, arriving in Chicago O'Hare International.Price includes taxes and charges.From 426 €, select.
Santo Domingo.450 € per passenger.Departing Thu, 20 Aug, returning Mon, 24 Aug.Return flight with jetBlue.Outbound indirect flight with jetBlue, departs from Chicago O'Hare International on Thu, 20 Aug, arriving in Santo Domingo Las Americas.Inbound indirect flight with jetBlue, departs from Santo Domingo Las Americas on Mon, 24 Aug, arriving in Chicago O'Hare International.Price includes taxes and charges.From 450 €, select.
Santo Domingo.478 € per passenger.Departing Tue, 24 Nov, returning Tue, 12 Jan.Return flight with Copa.Outbound indirect flight with Copa, departs from Chicago O'Hare International on Tue, 24 Nov, arriving in Santo Domingo Las Americas.Inbound indirect flight with Copa, departs from Santo Domingo Las Americas on Tue, 12 Jan, arriving in Chicago O'Hare International.Price includes taxes and charges.From 478 €, select.

Find the cheapest month to fly from Chicago to Santo Domingo Las Americas

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to Santo Domingo Las Americas flights are currently cheapest in September.
Jul
Find prices
Aug
from 450 €
Sep
from 296 €
Oct
from 379 €
Nov
from 414 €
Dec
from 388 €
Jan
from 398 €
Feb
from 362 €
Mar
from 413 €
Apr
Find prices
May
from 413 €
Jun
Find prices

Chicago to Santo Domingo Las Americas: Alternative routes

Compare routes from Chicago to Santo Domingo below. You may find an airport to fly into that's cheaper, faster, or easier than Santo Domingo Las Americas.

La Isabela International

15km from central Santo Domingo
Closest
from 766 €
Search flights

Santo Domingo Las Americas

23km from central Santo Domingo
Cheapest
from 296 €
Search flights

Samana

89km from central Santo Domingo
from 2.856 €
Search flights

Chicago to Santo Domingo: Flight information

The things to know before you go.
Cheapest flight found296 €
Cheapest month to flySeptember

Finding cheap flights from Chicago to Santo Domingo Las Americas: Frequently asked questions

The best price we found for a return flight from Chicago to Santo Domingo Las Americas is 296 €. 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 to Santo Domingo Las Americas. But we found flights with one stop from 296 €.
As of July 2026, there are no flights flying from Chicago to Santo Domingo Las Americas.
The cheapest month to fly from Chicago to Santo Domingo Las Americas is usually September.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Santo Domingo Las Americas Airport on Saturday, 12 September 2026.
No airlines currently offer direct flights between Chicago and Santo Domingo Las Americas 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 Santo Domingo Las Americas 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 Santo Domingo is around 40 days in advance, so don’t leave your flight to the last minute.

The cheapest airline that flies to Santo Domingo Las Americas is Arajet .

Flying from Chicago to Santo Domingo Las Americas International Airport (SDQ): What you need to know

  • Santo Domingo Las Americas International Airport is located in Santo Domingo. The city follows the UTC-4 timezone and is two hours ahead of Chicago.

  • Arriving two hours before an international flight and one hour ahead of a domestic departure are travel rules to live by. Be at the airport on time to board your flight from Chicago to SDQ.

  • July is a busy time to fly out. If you're heading away then or around a major holiday like Thanksgiving, Memorial Day or Christmas, be there even earlier. Aim for at least two hours ahead for domestic flights and up to four hours for international journeys.

Airports in Chicago

Chicago O'Hare International Airport (ORD)

  • A stopover is the perfect opportunity to take a travel break and maybe even visit a new city. When searching for cheap flights from Chicago to SDQ departing from Chicago O'Hare International Airport (ORD), uncheck the 'Direct flights only' box to discover where you can stop along the way. Top options include:

    • Atlanta Hartsfield-Jackson International Airport (ATL)

    • Philadelphia International Airport (PHL)

    • Fort Lauderdale-Hollywood International Airport (FLL)

  • Travelling from central Chicago to ORD takes about 45 minutes by public transport. If you drive, ride-share or get a taxi, you'll cover the 27 kilometres in 30 minutes or so, depending on traffic conditions.

  • Want a hassle-free start to your travels? Stay near Chicago O'Hare International Airport. Whether you've booked an early flight from Chicago to Santo Domingo Las Americas International Airport or just don't like being rushed, these hotels offer the perfect solution:

  • When it comes to Chicago O'Hare International Airport's on-time performance, data shows 70% of flights stick to their scheduled arrival time.

  • You'll find ORD at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • Experience more along the way with a stopover on your flight from Chicago to Santo Domingo Las Americas International Airport. Check out these connections between Chicago Midway International Airport and SDQ:

    • Atlanta Hartsfield-Jackson International Airport (ATL)

    • Orlando International Airport (MCO)

    • Fort Lauderdale-Hollywood International Airport (FLL)

  • With public transport, you can travel from central Chicago to MDW in about 30 minutes. The terminal is roughly 16 kilometres away, and making the trip by car will take approximately 25 minutes.

  • Get your holiday started early with an additional night away from home. Before catching your Chicago to SDQ flight, unwind in one of these hotels near Chicago Midway International Airport:

  • 76% of flights out of Chicago Midway International Airport arrive according to schedule.

  • The street address for MDW is 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • RFD is roughly 145 kilometres from central Chicago. Driving from the city centre to the terminal takes about 1 hour 40 minutes. If you're planning to take public transport, you can expect a journey of around 2 hours.

  • Skip the morning rush on departure day — stay close to Chicago Rockford International Airport and know you'll get to your gate with time to spare. Settle in at one of these hotels the day before if you have an early Chicago to Santo Domingo Las Americas International Airport flight:

  • The on-time performance rate of RFD is 71%. To put it simply, that's how often flights departing this airport arrive at their final stop as planned.

  • Chicago Rockford International Airport is located at 2 Airport Cir.

About Santo Domingo Las Americas International Airport (SDQ)

Getting from Santo Domingo Las Americas International Airport (SDQ) to central Santo Domingo

  • Santo Domingo Las Americas International Airport is around 29 kilometres from the centre of Santo Domingo. It takes around 35 minutes or so to get to the city by car.

  • It'll take around 1 hour 15 minutes when travelling by public transport.

How to find the cheapest flights from Chicago to Santo Domingo Las Americas International Airport (SDQ)

  • 134 € is the lowest price for a one-way ticket from Chicago to Santo Domingo Las Americas International Airport. A return flight starts at 296 €. These fares can change depending on availability.

  • Booking ahead of time is often the key to finding a cheap flight from Chicago to SDQ. Fares tend to rise as seats fill up, so the closer your departure date, the more you'll likely spend on your ticket.

  • The 'Whole month' search tool shows you the cheapest Chicago to Santo Domingo Las Americas International Airport tickets across the entire month. It's an easy way to find a bargain if your plans are flexible.

  • There's no need to check every day to find out if prices have dropped when you create a Price Alert. We'll let you know when a lower fare pops up on plane tickets from Chicago to SDQ.

  • Chase down a great fare on a flight from Chicago to Santo Domingo Las Americas International Airport with the help of the filters. Choose your preferred departure and arrival times, number of stops and airlines. You can also sort your results by 'Best,' 'Fastest' or 'Cheapest.'

The best time to fly from Chicago to Santo Domingo Las Americas International Airport (SDQ)

  • It's time to decide when to book your flight from Chicago to Santo Domingo Las Americas International Airport (SDQ). August is the most popular month to visit Santo Domingo. If a slower pace sounds more appealing, think about going in December.

  • When booking your Chicago to SDQ plane ticket, consider what kind of weather works for you. September is the warmest month in Santo Domingo, with temperatures ranging from 23ºC (73ºF) to 33ºC (91ºF).

  • If you like cooler conditions, look for a cheap ticket from Chicago to Santo Domingo Las Americas International Airport in February when temperatures are between 19ºC (66ºF) and 29ºC (84ºF).

More about Santo Domingo

  • Start your Santo Domingo trip off on the right foot by choosing the ideal place to stay. Once you've booked your flight from Chicago to Santo Domingo Las Americas International Airport, browse our selection of hotels including:

  • Catedral Primada de las Americas and Alcazar de Colon are a couple of major attractions to add to your Santo Domingo to-do list. Keep the momentum going by heading to The Cathedral of the Americas.

Explore more of the Dominican Republic

  • La Romana is just one of the many places in the Dominican Republic waiting to be discovered once you've taken in the sights of Santo Domingo. Around 72 kilometres away to the east, top sights here include Altos de Chavon, Minitas Beach and Dye Fore Golf Course of Casa de Campo.

  • If you want to check out another major destination in the Dominican Republic, consider Puerto Plata, about 177 kilometres northwest of Santo Domingo. Long Beach, Golden Beach (Playa Dorada) and Puerto Plata Cable Car are key reasons to visit.

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