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Santo Domingo

$145+ 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 6/24. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SDQ
Apr 5 — Apr 121
Sat 4/5
Sat 4/12
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Santo Domingo Las Americas are usually found in April or May, booked 51 days in advance, depart on a Tuesday or Sunday and return on a Monday

Cheap flight deals from Chicago to Santo Domingo

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Santo Domingo (SDQ). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated March 31, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$335
(Mytrip)

One-way from

$145
(Kiwi.com)

Popular in

July

Cheapest in

April

Average price

$535
Provider with most accurate pricing for Chicago (CHI)-Santo Domingo Las Americas flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Santo Domingo Las Americas flights.
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From Chicago (CHI) to Santo Domingo Las Americas
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One-way flight from Chicago (CHI) to Santo Domingo Las Americas
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($60 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in March 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 March 31, 2025.

This Mytrip deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/139:55 amORD - SDQ
1 stop10h 50mMultiple Airlines
Tue 5/203:35 pmSDQ - ORD
1 stop27h 06mMultiple Airlines
Deal found 3/30$335
This Cheapflightsfares deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/35:36 amORD - SDQ
1 stop8h 10mSpirit Airlines
Wed 5/74:05 pmSDQ - ORD
1 stop7h 59mSpirit Airlines
Deal found 3/30$353
This Copa Airlines deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/137:54 amORD - SDQ
1 stop17h 51mCopa Airlines
Tue 5/205:21 amSDQ - ORD
1 stop20h 13mCopa Airlines
Deal found 3/30$395
This American Airlines deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/138:22 amORD - SDQ
2 stops11h 25mAmerican Airlines
Tue 5/206:24 amSDQ - ORD
1 stop9h 28mAmerican Airlines
Deal found 3/30$402
This Delta deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/291:30 pmORD - SDQ
1 stop10h 04mDelta
Thu 6/52:41 pmSDQ - ORD
1 stop7h 39mDelta
Deal found 3/29$407
This Delta deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/139:20 amMDW - SDQ
2 stops13h 59mDelta
Tue 5/207:00 amSDQ - MDW
2 stops12h 45mDelta
Deal found 3/30$411
This JetBlue deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/136:15 amORD - SDQ
1 stop9h 10mJetBlue
Mon 5/193:09 amSDQ - ORD
1 stop12h 55mJetBlue
Deal found 3/30$427
This CheapOair deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/68:52 pmMDW - SDQ
1 stop13h 16mFrontier
Wed 6/116:14 pmSDQ - MDW
2 stops30h 08mFrontier
Deal found 3/30$462
This Frontier deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/111:32 amORD - SDQ
2 stops20h 30mFrontier
Mon 6/910:17 amSDQ - ORD
1 stop10h 26mFrontier
Deal found 3/30$481
This Avianca deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/232:35 pmORD - SDQ
1 stop19h 15mAvianca
Sun 4/276:10 pmSDQ - ORD
1 stop20h 05mAvianca
Deal found 3/30$497
This Kiwi.com deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/1212:58 pmMDW - SDQ
1 stop23h 24mMultiple Airlines
Sat 4/193:41 pmSDQ - MDW
2 stops18h 43mMultiple Airlines
Deal found 3/30$530

Cheapflights Fare Finder

Customize your flight search to find flights from Chicago to Santo Domingo 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, Cheapflights users made 2,558,603 searches. Data last updated March 31, 2025.
Use the filters below to find and compare flights from Chicago to Santo Domingo that are best for you.

Fly from

Chicago

Fly to

Santo Domingo

Route

Depart

Return

Price

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Tue 5/13

9:55 am-9:45 pm

1 stop10h 50m

Santo Domingo Las Americas

Tue 5/20

3:35 pm-5:41 pm

1 stop27h 06m

$335

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Sat 5/3

5:36 am-2:46 pm

1 stop8h 10m

Santo Domingo Las Americas

Wed 5/7

4:05 pm-11:04 pm

1 stop7h 59m

$353

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Tue 5/13

7:54 am-2:45 am

1 stop17h 51m

Santo Domingo Las Americas

Tue 5/20

5:21 am-12:34 am

1 stop20h 13m

$395

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Tue 5/13

8:22 am-8:47 pm

2 stops11h 25m

Santo Domingo Las Americas

Tue 5/20

6:24 am-2:52 pm

1 stop9h 28m

$402

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Thu 5/29

1:30 pm-12:34 am

1 stop10h 04m

Santo Domingo Las Americas

Thu 6/5

2:41 pm-9:20 pm

1 stop7h 39m

$407

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Tue 5/13

9:20 am-12:19 am

2 stops13h 59m

Santo Domingo Las Americas

Tue 5/20

7:00 am-6:45 pm

2 stops12h 45m

$411

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Tue 5/13

6:15 am-4:25 pm

1 stop9h 10m

Santo Domingo Las Americas

Mon 5/19

3:09 am-3:04 pm

1 stop12h 55m

$427

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Fri 6/6

8:52 pm-11:08 am

1 stop13h 16m

Santo Domingo Las Americas

Wed 6/11

6:14 pm-11:22 pm

2 stops30h 08m

$462

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Sun 6/1

11:32 am-9:02 am

2 stops20h 30m

Santo Domingo Las Americas

Mon 6/9

10:17 am-7:43 pm

1 stop10h 26m

$481

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Wed 4/23

2:35 pm-10:50 am

1 stop19h 15m

Santo Domingo Las Americas

Sun 4/27

6:10 pm-1:15 pm

1 stop20h 05m

$497

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/30

Showing 1-10 of 22 results
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Compare providers for flights from Chicago to Santo Domingo

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Santo Domingo in March.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*1 star
CheapflightsfaresPrice Accuracy3 starsTrust Score*2 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Santo Domingo flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Santo Domingo flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Santo Domingo flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Santo Domingo flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Santo Domingo flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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?

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 March 28, 2025.

The best time to book flights from Chicago to Santo Domingo is 51 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?

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 March 31, 2025.

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.

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

Use this chart to determine the cheapest time to fly round-trip from Chicago to Santo Domingo. Price data was last updated on December 16, 2024.

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.

Rainfall in Santo Domingo by month

Plan your trip to Santo Domingo by taking into account the average rainfall totals by month.

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.

Temperature in Santo Domingo by month

Plan your trip to Santo Domingo by taking into account the average temperature totals by month.

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).

Reviews of airlines servicing Santo Domingo

Get insights into the airlines that provide service to Santo Domingo. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Santo Domingo. Reviews last updated March 31, 2025.
Read through reviews of airlines operating flights from Chicago to Santo Domingo, such as Delta, Copa Airlines and Aeromexico. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,899 reviews

Overall

8.0

Crew

8.5

Entertainment

7.9

Food

7.3

Boarding

8.2

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Delta
8.0
Very good
7,899 reviews
Delta
8.0
Very good
7,899 reviews

Overall

8.0

Crew

8.5

Entertainment

7.9

Food

7.3

Boarding

8.2

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Copa Airlines
7.6
Good
1,400 reviews
Delta
8.0
Very good
7,899 reviews

Overall

8.0

Crew

8.5

Entertainment

7.9

Food

7.3

Boarding

8.2

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Aeromexico
7.5
Good
1,700 reviews
Delta
8.0
Very good
7,899 reviews

Overall

8.0

Crew

8.5

Entertainment

7.9

Food

7.3

Boarding

8.2

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
JetBlue
7.3
Good
2,924 reviews
Delta
8.0
Very good
7,899 reviews

Overall

8.0

Crew

8.5

Entertainment

7.9

Food

7.3

Boarding

8.2

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,899 reviews

Overall

8.0

Crew

8.5

Entertainment

7.9

Food

7.3

Boarding

8.2

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

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?

    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 $353, 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 Copa Airlines and American Airlines - these airlines can fly you to your destination from $395 and $402, respectively. Spirit Airlines is priced at 30% 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 ($147), Copa Airlines ($189), and Delta ($192).

  • 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.

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Top 6 airlines flying from Chicago to Santo Domingo

Discover the top 6 airlines that operate flights from Chicago to Santo Domingo. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
Copa AirlinesCheapest$226Average$478FlexibilityNo cancel feeOn-time70%
Spirit AirlinesCheapest$250Average$364FlexibilityNo cancel feeOn-time65%
DeltaCheapest$334Average$530FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$352Average$615FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$400Average$581FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$406Average$628FlexibilityNo cancel feeOn-time62%
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