What are the cheapest airlines flying from Chicago to Santo Domingo round-trip?

Currently priced at $271, Spirit Airlines will fly you from Chicago to Santo Domingo and back. In addition to Spirit Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Frontier and Delta - these airlines can fly you to your destination from $403 and $427, respectively. Spirit Airlines is priced at 48% lower than the current average price of a flight leaving 3 months from now.

What are the cheapest airlines to fly from Chicago to Santo Domingo one-way?

The cheapest airlines for a one-way flight from Chicago to Santo Domingo are Spirit Airlines ($124), Frontier ($161), and Delta ($202).

What is the cheapest day to fly from Chicago to Santo Domingo?

Travelers seeking maximum savings on their Chicago to Santo Domingo flight should consider departing on Wednesday afternoons when fares are most often at their lowest. Friday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

In terms of precipitation, rainfall in Santo Domingo ranges from 1.6 - 6.7 inches per month. May is typically the wettest month, when rainfall can reach 6.7 in. February is typically the driest time to visit Santo Domingo when rainfall is around 1.6 in.

If weather is an important factor for your trip to Santo Domingo, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 80.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 75.2 F).

What are the most popular airlines that fly from Chicago to Santo Domingo?

When booking a flight from Chicago to Santo Domingo, you may want to consider flying on American Airlines, JetBlue or Copa Airlines as they are the most popular for this route.

What is the cheapest day to fly round-trip from Chicago to Santo Domingo?

Thursday flights are found to be more expensive to fly from Chicago to Santo Domingo. This shouldn’t discourage you from searching, as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to Santo Domingo.

How far in advance should I book a flight from Chicago to Santo Domingo?

Users have found that booking a flight from Chicago to Santo Domingo at least 48 days early can save you up to 20% on average compared to booking a flight this week. If booking 48 days before your flight isn’t an option for you, users have found flights from Chicago to Santo Domingo for as little as $396 when booking for a departure date within the next two weeks. You can also check prices now. Some users have found airline tickets as low as $454 for flights departing within the next 3 days.

What is the cheapest month to fly from Chicago to Santo Domingo?

August is one of the best times of the year to fly to Santo Domingo from Chicago. Prices for August average $523 per person but you can even find prices for as low as $350. The most expensive prices can be found in the month of December. Opting for a August flight can save you 49% on your journey compared to booking in December

What airport do you fly into for flights to Santo Domingo from Chicago?

Most people fly into Santo Domingo Las Americas (SDQ) if they book a flight to Santo Domingo from Chicago. On average, Las Americas has 0 inbound flights from Chicago per day from 6 airlines. Santo Domingo Las Americas is conveniently located just 17.5 mi from Santo Domingo’s city center.

Can I find deals for flights from Chicago to Santo Domingo that include hotel bookings?

Yes. In addition to deals on Chicago to Santo Domingo flights, Cheapflights offers vacation packages that include both flights and hotel.

How can I find direct flights from Chicago to Santo Domingo?

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Santo Domingo.

Can I find deals for business class flights from Chicago to Santo Domingo?

Yes. Cheapflights offers flight deals from Chicago to Santo Domingo by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

$125+ Flights from Chicago to Santo Domingo

Q: How much does it cost to fly round-trip from Chicago to Santo Domingo?

Airfare is below average for this route at the moment. Chicago to Santo Domingo flights typically cost between $405 and $514 in September. The cheapest round-trip price found within the last 3 days was $271 on Spirit Airlines (Sep 2-Sep 6).

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1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

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Cheapflights Tip: The best prices from Chicago to Santo Domingo Las Americas are usually found in August or June, booked 47 days in advance, depart on a Tuesday or Sunday and return on a Monday

Cheap flight deals from Chicago to Santo Domingo

Round-trip from	$271 (Booking.com)
One-way from	$124 (Spirit)
Popular in	December
Cheapest in	August
Average price	$538

From Chicago (CHI) to Santo Domingo Las Americas

Search Deals

One-way flight from Chicago (CHI) to Santo Domingo Las Americas

Search Deals

Highest demand for flights based on searches. 12% potential increase in price ($77 potential increase over avg. RT price).

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Cheapest flight prices on average. 4% potential price decrease ($24 potential savings vs. average RT price).

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Average for round-trip flights in July 2025

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Find flight deals from Chicago to Santo Domingo

Cheapest flights from Chicago to Santo Domingo
Explore the most affordable flight options available from Chicago to Santo Domingo. Find the lowest fares from popular airlines and budget airlines, with prices last updated on julio 31, 2025.

mar. 9/25:05 amORD - SDQ

1 stop9h 55mSpirit Airlines

sáb. 9/63:47 pmSDQ - ORD

1 stop8h 01mSpirit Airlines

Deal found 7/29

$271

mar. 8/511:39 amMDW - SDQ

1 stop11h 53mFrontier

mar. 8/121:48 amSDQ - MDW

1 stop9h 52mFrontier

Deal found 7/28

$375

jue. 9/46:00 amMDW - SDQ

1 stop6h 22mDelta

lun. 9/82:47 pmSDQ - MDW

1 stop7h 39mDelta

Deal found 7/29

$427

Best flights from Chicago to Santo Domingo
Discover carefully curated flight deals from Chicago to Santo Domingo that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated julio 31, 2025.

mar. 9/25:05 amORD - SDQ

1 stop9h 55mSpirit Airlines

sáb. 9/63:47 pmSDQ - ORD

1 stop8h 01mSpirit Airlines

Deal found 7/29

$271

mar. 8/55:01 amORD - SDQ

1 stop18h 31mMultiple Airlines

mar. 8/195:05 pmSDQ - ORD

1 stop7h 54mMultiple Airlines

Deal found 7/29

$368

mar. 8/511:39 amMDW - SDQ

1 stop11h 53mFrontier

mar. 8/121:48 amSDQ - MDW

1 stop9h 52mFrontier

Deal found 7/28

$375

jue. 9/46:00 amMDW - SDQ

1 stop6h 22mDelta

lun. 9/82:47 pmSDQ - MDW

1 stop7h 39mDelta

Deal found 7/29

$427

vie. 8/89:40 amMDW - SDQ

2 stops20h 45mMultiple Airlines

jue. 8/145:05 pmSDQ - MDW

3 stops26h 12mMultiple Airlines

Deal found 7/29

$793

Last-minute flights from Chicago to Santo Domingo
Discover last-minute flight deals from Chicago to Santo Domingo. Data last updated julio 31, 2025 and is based on user searches.

mar. 8/55:01 amORD - SDQ

1 stop18h 31mMultiple Airlines

mar. 8/195:05 pmSDQ - ORD

1 stop7h 54mMultiple Airlines

Deal found 7/29

$368

mar. 8/511:39 amMDW - SDQ

1 stop11h 53mFrontier

mar. 8/121:48 amSDQ - MDW

1 stop9h 52mFrontier

Deal found 7/28

$375

mar. 8/55:15 amORD - SDQ

2 stops9h 05mAmerican Airlines

mar. 8/197:05 amSDQ - ORD

1 stop16h 36mAmerican Airlines

Deal found 7/30

$441

mar. 8/59:25 amMDW - SDQ

2 stops14h 32mDelta

mié. 8/136:00 amSDQ - MDW

2 stops16h 44mDelta

Deal found 7/28

$509

mié. 8/65:34 pmORD - SDQ

1 stop29h 58mFrontier

mar. 8/121:48 amSDQ - ORD

1 stop9h 37mFrontier

Deal found 7/28

$377

mié. 8/65:34 pmORD - SDQ

1 stop29h 58mFrontier

mar. 8/121:48 amSDQ - ORD

1 stop9h 37mFrontier

Deal found 7/29

$377

vie. 8/89:40 amMDW - SDQ

2 stops20h 45mMultiple Airlines

jue. 8/145:05 pmSDQ - MDW

3 stops26h 12mMultiple Airlines

Deal found 7/29

$793

sáb. 8/95:05 amORD - SDQ

1 stop9h 42mSpirit Airlines

lun. 8/185:05 pmSDQ - ORD

1 stop7h 54mSpirit Airlines

Deal found 7/29

$338

jue. 8/285:05 amORD - SDQ

1 stop9h 55mSpirit Airlines

sáb. 8/305:05 pmSDQ - ORD

1 stop7h 54mSpirit Airlines

Deal found 7/29

$293

One-way flights from Chicago to Santo Domingo
Search for one-way flight options from Chicago to Santo Domingo. Find affordable one-way fares based on user searches. Data last updated julio 31, 2025.

mar. 9/25:05 amORD - SDQ

1 stop9h 55mSpirit Airlines

Deal found 7/29

$125

dom. 9/1410:27 amORD - SDQ

1 stop10h 18mMultiple Airlines

Deal found 7/30

$191

sáb. 8/231:08 pmMDW - SDQ

2 stops10h 50mDelta

Deal found 7/30

$202

lun. 9/87:15 amORD - SDQ

2 stops9h 45mDelta

Deal found 7/31

$202

vie. 8/87:05 pmORD - SDQ

1 stop13h 20mAmerican Airlines

Deal found 7/31

$206

dom. 8/319:17 amMDW - SDQ

1 stop25h 39mMultiple Airlines

Deal found 7/29

$210

lun. 8/47:55 amORD - SDQ

1 stop17h 48mCopa Airlines

Deal found 7/29

$259

mar. 9/26:00 amORD - SDQ

1 stop11h 20mBritish Airways

Deal found 7/28

$301

sáb. 8/302:00 amORD - SDQ

1 stop27h 51mAeromexico

Deal found 7/31

$444

Cheapflights Fare Finder

Use the filters below to find and compare flights from Chicago to Santo Domingo that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

mar. 9/2

5:05 am-4:00 pm

1 stop9h 55m

Santo Domingo Las Americas

sáb. 9/6

3:47 pm-10:48 pm

1 stop8h 01m

$271

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

mar. 8/5

5:01 am-12:32 am

1 stop18h 31m

Santo Domingo Las Americas

mar. 8/19

5:05 pm-11:59 pm

1 stop7h 54m

$368

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

mar. 8/5

11:39 am-12:32 am

1 stop11h 53m

Santo Domingo Las Americas

mar. 8/12

1:48 am-10:40 am

1 stop9h 52m

$375

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

jue. 9/4

6:00 am-1:22 pm

1 stop6h 22m

Santo Domingo Las Americas

lun. 9/8

2:47 pm-9:26 pm

1 stop7h 39m

$427

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

vie. 8/8

9:40 am-7:25 am

2 stops20h 45m

Santo Domingo Las Americas

jue. 8/14

5:05 pm-6:17 pm

3 stops26h 12m

$793

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

mar. 9/2

5:05 am-4:00 pm

1 stop9h 55m

$125

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

dom. 9/14

10:27 am-9:45 pm

1 stop10h 18m

$191

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

sáb. 8/23

1:08 pm-12:58 am

2 stops10h 50m

$202

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

lun. 9/8

7:15 am-6:00 pm

2 stops9h 45m

$202

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

vie. 8/8

7:05 pm-9:25 am

1 stop13h 20m

$206

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

Showing 1-10 of 14 results

Best time to book a flight from Chicago to Santo Domingo

Have a flexible travel schedule? Discover the best time to fly to Santo Domingo from Chicago with our price prediction graph.

Estimated round-trip price

Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Santo Domingo

How far ahead should I book a flight from Chicago to Santo Domingo?

The best time to book flights from Chicago to Santo Domingo is 47 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest month to book a flight from Chicago to Santo Domingo?

Currently, January is the cheapest month in which you can book a flight from Chicago to Santo Domingo (average of $362). Flying from Chicago to Santo Domingo in December is currently the most expensive (average of $583). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to SDQ?

It’s optimal to fly from Chicago to Santo Domingo in the evening. By choosing this option you can save up to 26% on the cost of your flight, compared to a flight in the morning.

How much does it cost to fly round-trip from Chicago to Santo Domingo?

What’s the top layover airport for flights from Chicago to Santo Domingo?

Fort Lauderdale (FLL) – chosen by Cheapflights users on 44% of 1-stop itineraries from Chicago to Santo Domingo on Cheapflights.

What’s the cheapest layover airport for flights from Chicago to Santo Domingo?

Orlando (MCO) is the most affordable 1-stop option, with an average round-trip price of $338.

What’s the fastest layover option from Chicago to Santo Domingo?

Flights via Newark (EWR) have the shortest average one-way travel time for 1-stop routes: 7h 00m.

Which airport typically offers the quickest layover for flights from Chicago to Santo Domingo?

Flights via Newark (EWR) offer the fastest connection on this route, with an average layover time of 1h 12m.

Reviews of airlines servicing Santo Domingo

Read reviews from past customers who have flown Delta, Copa Airlines, and American Airlines from Chicago to Santo Domingo. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

Delta

8.0

Very good

7,981 reviews

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Delta

8.0

Very good

7,981 reviews

Delta

8.0

Very good

7,981 reviews

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Copa Airlines

7.5

Good

1,493 reviews

Delta

8.0

Very good

7,981 reviews

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

American Airlines

7.2

Good

10,000 reviews

Delta

8.0

Very good

7,981 reviews

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Spirit Airlines

6.3

Okay

8,049 reviews

Delta

8.0

Very good

7,981 reviews

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Frontier

5.9

Fair

3,239 reviews

Delta

8.0

Very good

7,981 reviews

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

What airport do you fly into for flights to Santo Domingo from Chicago?
Most people fly into Santo Domingo Las Americas (SDQ) if they book a flight to Santo Domingo from Chicago. On average, Las Americas has 0 inbound flights from Chicago per day from 6 airlines. Santo Domingo Las Americas is conveniently located just 17.5 mi from Santo Domingo’s city center.
What are the cheapest airlines flying from Chicago to Santo Domingo round-trip?
Currently priced at $271, Spirit Airlines will fly you from Chicago to Santo Domingo and back. In addition to Spirit Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Frontier and Delta - these airlines can fly you to your destination from $403 and $427, respectively. Spirit Airlines is priced at 48% lower than the current average price of a flight leaving 3 months from now.
What are the cheapest airlines to fly from Chicago to Santo Domingo one-way?
The cheapest airlines for a one-way flight from Chicago to Santo Domingo are Spirit Airlines ($124), Frontier ($161), and Delta ($202).
Can I find deals for flights from Chicago to Santo Domingo that include hotel bookings?
Yes. In addition to deals on Chicago to Santo Domingo flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Chicago to Santo Domingo?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Santo Domingo.
Can I find deals for business class flights from Chicago to Santo Domingo?
Yes. Cheapflights offers flight deals from Chicago to Santo Domingo by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.
What is the cheapest month to book a flight from Chicago to Santo Domingo?
Currently, January is the cheapest month in which you can book a flight from Chicago to Santo Domingo (average of $362). Flying from Chicago to Santo Domingo in December is currently the most expensive (average of $583). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Juan Dolio

Browse thousands of different options on Cheapflights for your next trip

Top 6 airlines flying from Chicago to Santo Domingo

Airline	Cheapest	Average	Flexibility	On-time
Copa Airlines	Cheapest$193	Average$476	FlexibilityNo cancel fee	On-time70%
Spirit Airlines	Cheapest$277	Average$407	FlexibilityNo cancel fee	On-time65%
Delta	Cheapest$334	Average$536	FlexibilityNo cancel fee	On-timeN/A
United Airlines	Cheapest$365	Average$607	FlexibilityNo cancel fee	On-time69%
American Airlines	Cheapest$404	Average$546	FlexibilityNo cancel fee	On-time71%
JetBlue	Cheapest$406	Average$523	FlexibilityNo cancel fee	On-time62%

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$125+ Cheap flights from Chicago (CHI) to Santo Domingo (SDQ)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/2. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Chicago to Santo Domingo with Cheapflights

1. Tell us where you want to go

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3. Compare prices and book

Cheapflights Tip: The best prices from Chicago to Santo Domingo Las Americas are usually found in August or June, booked 47 days in advance, depart on a Tuesday or Sunday and return on a Monday

Cheap flight deals from Chicago to Santo Domingo

Round-trip from

One-way from

Popular in

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Average price

Find flight deals from Chicago to Santo Domingo

Cheapest flights from Chicago to Santo DomingoExplore the most affordable flight options available from Chicago to Santo Domingo. Find the lowest fares from popular airlines and budget airlines, with prices last updated on julio 31, 2025.

Explore the most affordable flight options available from Chicago to Santo Domingo. Find the lowest fares from popular airlines and budget airlines, with prices last updated on julio 31, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Chicago to Santo Domingo that are best for you.

Best time to book a flight from Chicago to Santo Domingo

Have a flexible travel schedule? Discover the best time to fly to Santo Domingo from Chicago with our price prediction graph.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Santo Domingo

How far ahead should I book a flight from Chicago to Santo Domingo?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Santo Domingo. Price data was last updated on July 25, 2025.

What is the cheapest month to book a flight from Chicago to Santo Domingo?

What is the cheapest time of day to fly from CHI to SDQ?

Find hourly flight availability from Chicago to Santo Domingo. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated julio 31, 2025.

How much does it cost to fly round-trip from Chicago to Santo Domingo?

What’s the top layover airport for flights from Chicago to Santo Domingo?

Share of 1-stop round-trip flights from Chicago to Santo Domingo chosen by Cheapflights users in the past 12 months, using the same layover each way.

What’s the cheapest layover airport for flights from Chicago to Santo Domingo?

Average round-trip fare for 1-stop flights from Chicago to Santo Domingo, chosen by Cheapflights users in the past 12 months, with the same layover each way.

What’s the fastest layover option from Chicago to Santo Domingo?

Shortest average travel time for 1-stop one-way flights from Chicago to Santo Domingo, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Which airport typically offers the quickest layover for flights from Chicago to Santo Domingo?

Average layover duration for 1-stop one-way flights from Chicago to Santo Domingo, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Reviews of airlines servicing Santo Domingo

Read reviews from past customers who have flown Delta, Copa Airlines, and American Airlines from Chicago to Santo Domingo. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Santo Domingo. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

What airport do you fly into for flights to Santo Domingo from Chicago?

What are the cheapest airlines flying from Chicago to Santo Domingo round-trip?

What are the cheapest airlines to fly from Chicago to Santo Domingo one-way?

Can I find deals for flights from Chicago to Santo Domingo that include hotel bookings?

How can I find direct flights from Chicago to Santo Domingo?

Can I find deals for business class flights from Chicago to Santo Domingo?

What is the cheapest month to book a flight from Chicago to Santo Domingo?

Traveling to a place near Santo Domingo?

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Alternative routes for Chicago to Santo Domingo

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Top 6 airlines flying from Chicago to Santo Domingo

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Cheapest flights from Chicago to Santo Domingo
Explore the most affordable flight options available from Chicago to Santo Domingo. Find the lowest fares from popular airlines and budget airlines, with prices last updated on julio 31, 2025.