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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 11/1. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SDQ
Nov 4 — Nov 111
Tue 11/4
Tue 11/11
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Santo Domingo Las Americas are usually found in August or September, booked 8 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 October 5, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$258
(CheapOair)

One-way from

$145
(Cheapflightsfares)

Popular in

December

Cheapest in

August

Average price

$467
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
Search Deals
One-way flight from Chicago (CHI) to Santo Domingo Las Americas
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($40 potential increase over avg. RT price).
Search Deals
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 October 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 October 5, 2025.

This CheapOair deal was found by Cheapflights users on 10/3. 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 12/58:41 amORD - SDQ
1 stop7h 09mSpirit Airlines
Mon 12/86:55 pmSDQ - ORD
1 stop16h 28mSpirit Airlines
Deal found 10/3$258
This CheapOair deal was found by Cheapflights users on 10/4. 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.
Wed 12/35:00 amORD - SDQ
1 stop8h 30mSpirit Airlines
Mon 12/86:55 pmSDQ - ORD
1 stop16h 28mSpirit Airlines
Deal found 10/4$272
This Mytrip deal was found by Cheapflights users on 10/3. 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.
Sat 10/185:05 amORD - SDQ
1 stop8h 49mSpirit Airlines
Sat 10/253:59 pmSDQ - ORD
1 stop8h 46mSpirit Airlines
Deal found 10/3$285
This Cheapflightsfares deal was found by Cheapflights users on 10/4. 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.
Thu 10/235:05 amORD - SDQ
1 stop8h 43mSpirit Airlines
Mon 11/34:25 pmSDQ - ORD
1 stop10h 02mSpirit Airlines
Deal found 10/4$297
This Cheapflightsfares deal was found by Cheapflights users on 10/3. 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.
Wed 12/35:00 amORD - SDQ
1 stop8h 30mSpirit Airlines
Wed 12/106:55 pmSDQ - ORD
1 stop16h 28mSpirit Airlines
Deal found 10/3$299
This CheapOair deal was found by Cheapflights users on 10/4. 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.
Mon 11/35:10 amORD - SDQ
1 stop8h 20mSpirit Airlines
Fri 11/144:25 pmSDQ - ORD
1 stop10h 02mSpirit Airlines
Deal found 10/4$301
This Kiwi.com deal was found by Cheapflights users on 10/4. 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.
Wed 11/55:10 amORD - SDQ
1 stop8h 20mSpirit Airlines
Mon 11/104:25 pmSDQ - ORD
1 stop19h 22mSpirit Airlines
Deal found 10/4$310
This Kiwi.com deal was found by Cheapflights users on 10/4. 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 11/812:17 pmORD - SDQ
1 stop7h 28mMultiple Airlines
Mon 11/104:25 pmSDQ - ORD
1 stop19h 22mMultiple Airlines
Deal found 10/4$315
This Kiwi.com deal was found by Cheapflights users on 10/4. 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.
Wed 11/55:10 amORD - SDQ
1 stop8h 20mSpirit Airlines
Wed 11/124:25 pmSDQ - ORD
1 stop10h 02mSpirit Airlines
Deal found 10/4$316
This Kiwi.com deal was found by Cheapflights users on 10/3. 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.
Thu 12/46:30 amMDW - SDQ
1 stop13h 15mMultiple Airlines
Wed 12/1010:19 amSDQ - MDW
1 stop29h 46mMultiple Airlines
Deal found 10/3$372
This Delta deal was found by Cheapflights users on 10/5. 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 10/286:00 amMDW - SDQ
1 stop6h 41mDelta
Tue 11/47:05 amSDQ - MDW
2 stops13h 20mDelta
Deal found 10/5$387
This Delta deal was found by Cheapflights users on 10/5. 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.
Sat 10/181:11 pmMDW - SDQ
2 stops10h 16mDelta
Sat 10/256:05 amSDQ - MDW
2 stops13h 20mDelta
Deal found 10/5$414

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 October 5, 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

Fri 12/5

8:41 am-5:50 pm

1 stop7h 09m

Santo Domingo Las Americas

Mon 12/8

6:55 pm-9:23 am

1 stop16h 28m

$286

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Sat 10/18

5:05 am-2:54 pm

1 stop8h 49m

Santo Domingo Las Americas

Sat 10/25

3:59 pm-11:45 pm

1 stop8h 46m

$294

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Wed 12/3

5:00 am-3:30 pm

1 stop8h 30m

Santo Domingo Las Americas

Sun 12/7

8:01 am-9:23 pm

1 stop15h 22m

$337

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Mon 10/27

5:05 am-4:07 pm

1 stop10h 02m

Santo Domingo Las Americas

Wed 11/5

4:25 pm-11:12 am

1 stop20h 47m

$348

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Fri 11/14

3:26 pm-3:30 pm

1 stop22h 04m

Santo Domingo Las Americas

Sun 11/16

3:35 pm-9:47 am

1 stop20h 12m

$370

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Mon 10/27

7:05 am-3:45 pm

1 stop7h 40m

Santo Domingo Las Americas

Wed 11/5

1:19 pm-7:33 pm

1 stop8h 14m

$375

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Sat 10/18

6:00 pm-7:18 pm

3 stops24h 18m

Santo Domingo Las Americas

Sat 10/25

3:59 pm-11:45 pm

1 stop8h 46m

$376

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Tue 10/28

2:22 pm-10:46 pm

1 stop7h 24m

Santo Domingo Las Americas

Sat 11/1

5:00 am-1:14 pm

1 stop9h 14m

$382

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Mon 11/10

5:10 am-3:30 pm

1 stop8h 20m

Santo Domingo Las Americas

Thu 11/13

3:35 pm-9:47 am

1 stop20h 12m

$382

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

Tue 10/28

6:00 am-1:41 pm

1 stop6h 41m

Santo Domingo Las Americas

Tue 11/4

7:05 am-6:25 pm

2 stops13h 20m

$387

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/4

Showing 1-10 of 30 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 October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy2 starsTrust Score*1 star

*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 October 3, 2025.

The best time to book flights from Chicago to Santo Domingo is 8 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 October 5, 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’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.

Fort Lauderdale (FLL) – chosen by Cheapflights users on 67% of 1-stop itineraries from Chicago to Santo Domingo on Cheapflights.

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.

Fort Lauderdale (FLL) is the most affordable 1-stop option, with an average round-trip price of $300.

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.

Flights via Fort Lauderdale (FLL) have the shortest average one-way travel time for 1-stop routes: 7h 33m.

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.

Flights via Panama City (PTY) offer the fastest connection on this route, with an average layover time of 5h 24m.

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 October 5, 2025.
Read reviews from past customers who have flown Delta, Copa Airlines, and United 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
7,970 reviews

Crew

8.5

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Overall

8.0

Food

7.3

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
7,970 reviews
Delta
8.0
Very good
7,970 reviews

Crew

8.5

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Overall

8.0

Food

7.3

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
7.6
Good
1,542 reviews
Delta
8.0
Very good
7,970 reviews

Crew

8.5

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Overall

8.0

Food

7.3

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!
United Airlines
7.4
Good
8,955 reviews
Delta
8.0
Very good
7,970 reviews

Crew

8.5

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Overall

8.0

Food

7.3

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
11,041 reviews
Delta
8.0
Very good
7,970 reviews

Crew

8.5

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Overall

8.0

Food

7.3

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
8,078 reviews
Delta
8.0
Very good
7,970 reviews

Crew

8.5

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Overall

8.0

Food

7.3

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

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.

  • How long is the flight from Chicago to Santo Domingo?

    There are many flights that can get you from Chicago to Santo Domingo in 6h 41m. Fly via Spirit Airlines or Delta to get the fastest option. The distance between Chicago and Santo Domingo is about 1932 mi. This flight may include one or multiple stops.

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

    Currently priced at $188, Copa Airlines will fly you from Chicago to Santo Domingo and back. In addition to Copa Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Spirit Airlines and JetBlue - these airlines can fly you to your destination from $277 and $367, respectively. Copa Airlines is priced at 62% lower than the current average price of a flight leaving 3 months from now.

  • 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

Traveling to a place near Santo Domingo?

Book flights to Santo Domingo if you plan to visit one of these locations
Juan Dolio

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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 October 5, 2025.
AirlineCheapestAverageFlexibilityOn-time
Copa AirlinesCheapest$188Average$431FlexibilityNo cancel feeOn-time70%
Spirit AirlinesCheapest$277Average$353FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$367Average$523FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$406Average$526FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$406Average$667FlexibilityNo cancel feeOn-time69%
DeltaCheapest$406Average$569FlexibilityNo cancel feeOn-timeN/A

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