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Santo Domingo

$140+ 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 7/1. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SDQ
jun. 17 — jun. 241
mar. 6/17
mar. 6/24
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 October, booked 63 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 junio 12, 2025.

Round-trip from

$396
(FlightHub)

One-way from

$140
(Kiwi.com)

Popular in

December

Cheapest in

August

Average price

$501
From Chicago (CHI) to Santo Domingo Las Americas
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One-way flight from Chicago (CHI) to Santo Domingo Las Americas
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Highest demand for flights based on searches. 9% potential increase in price ($55 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($23 potential savings vs. average RT price).
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Average for round-trip flights in June 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 junio 12, 2025.

This CheapOair deal was found by Cheapflights users on 6/9. 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.
mar. 6/175:01 amORD - SDQ
1 stop18h 18mMultiple Airlines
jue. 6/267:15 amSDQ - ORD
1 stop12h 29mMultiple Airlines
Deal found 6/9$395
This FlightHub deal was found by Cheapflights users on 6/12. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 9/257:15 amORD - SDQ
2 stops17h 26mSpirit Airlines
dom. 9/287:30 amSDQ - ORD
1 stop13h 28mSpirit Airlines
Deal found 6/12$396
This Frontier deal was found by Cheapflights users on 6/12. 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.
mar. 6/2411:39 amMDW - SDQ
1 stop11h 40mFrontier
jue. 7/1011:50 amSDQ - MDW
1 stop9h 32mFrontier
Deal found 6/12$405
This Booking.com deal was found by Cheapflights users on 6/10. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 6/265:01 amORD - SDQ
1 stop18h 18mFrontier
mar. 7/11:49 amSDQ - ORD
1 stop15h 45mFrontier
Deal found 6/10$406
This Copa Airlines deal was found by Cheapflights users on 6/11. 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.
sáb. 7/263:07 pmORD - SDQ
1 stop10h 38mCopa Airlines
sáb. 8/22:07 pmSDQ - ORD
1 stop11h 15mCopa Airlines
Deal found 6/11$415
This Trip.com deal was found by Cheapflights users on 6/12. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 9/256:00 amMDW - SDQ
1 stop6h 47mDelta
dom. 9/283:12 pmSDQ - MDW
1 stop7h 32mDelta
Deal found 6/12$422
This JetBlue deal was found by Cheapflights users on 6/10. 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.
sáb. 9/68:34 amORD - SDQ
1 stop12h 25mJetBlue
sáb. 9/135:35 amSDQ - ORD
1 stop13h 49mJetBlue
Deal found 6/10$427
This Delta deal was found by Cheapflights users on 6/10. 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.
jue. 10/167:00 amORD - SDQ
2 stops9h 52mDelta
mar. 10/287:00 amSDQ - ORD
2 stops15h 46mDelta
Deal found 6/10$431
This American Airlines deal was found by Cheapflights users on 6/12. 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.
mar. 7/298:25 amORD - SDQ
1 stop11h 30mAmerican Airlines
mar. 8/52:35 pmSDQ - ORD
2 stops10h 22mAmerican Airlines
Deal found 6/12$463
This Kiwi.com deal was found by Cheapflights users on 6/11. 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.
jue. 8/2811:03 amMDW - SDQ
2 stops14h 07mMultiple Airlines
lun. 9/17:30 amSDQ - MDW
1 stop8h 59mMultiple Airlines
Deal found 6/11$522

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 junio 12, 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

mar. 6/17

5:01 am-12:19 am

1 stop18h 18m

Santo Domingo Las Americas

jue. 6/26

7:15 am-6:44 pm

1 stop12h 29m

$395

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

mié. 7/9

5:05 am-9:50 am

1 stop27h 45m

Santo Domingo Las Americas

mar. 7/15

10:55 am-3:31 pm

2 stops29h 36m

$396

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

mar. 6/24

11:39 am-12:19 am

1 stop11h 40m

Santo Domingo Las Americas

jue. 7/10

11:50 am-8:22 pm

1 stop9h 32m

$405

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

jue. 6/26

5:01 am-12:19 am

1 stop18h 18m

Santo Domingo Las Americas

mar. 7/1

1:49 am-4:34 pm

1 stop15h 45m

$406

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

sáb. 7/26

3:07 pm-2:45 am

1 stop10h 38m

Santo Domingo Las Americas

sáb. 8/2

2:07 pm-12:22 am

1 stop11h 15m

$415

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

sáb. 9/6

8:34 am-9:59 pm

1 stop12h 25m

Santo Domingo Las Americas

sáb. 9/13

5:35 am-6:24 pm

1 stop13h 49m

$427

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

mar. 7/29

8:25 am-8:55 pm

1 stop11h 30m

Santo Domingo Las Americas

mar. 8/5

2:35 pm-11:57 pm

2 stops10h 22m

$463

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

sáb. 9/6

6:00 am-1:38 pm

1 stop6h 38m

Santo Domingo Las Americas

sáb. 9/13

6:10 am-6:36 pm

2 stops13h 26m

$464

ChicagoSanto Domingo

MDW - SDQ

MDWSDQ

Chicago Midway

jue. 8/28

11:03 am-2:10 am

2 stops14h 07m

Santo Domingo Las Americas

lun. 9/1

7:30 am-3:29 pm

1 stop8h 59m

$522

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

mié. 7/9

9:50 am-12:57 am

2 stops14h 07m

Santo Domingo Las Americas

vie. 7/18

6:00 am-5:40 pm

1 stop12h 40m

$527

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

Showing 1-10 of 24 results
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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 June 9, 2025.

The best time to book flights from Chicago to Santo Domingo is 63 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 junio 12, 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.

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 junio 12, 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
7,946 reviews

Food

7.3

Entertainment

7.9

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.5

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
7,946 reviews
Delta
8.0
Very good
7,946 reviews

Food

7.3

Entertainment

7.9

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.5

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
1,451 reviews
Delta
8.0
Very good
7,946 reviews

Food

7.3

Entertainment

7.9

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.5

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!
Aeromexico
7.5
Good
1,706 reviews
Delta
8.0
Very good
7,946 reviews

Food

7.3

Entertainment

7.9

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.5

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
8,790 reviews
Delta
8.0
Very good
7,946 reviews

Food

7.3

Entertainment

7.9

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.5

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!
JetBlue
7.3
Good
2,925 reviews
Delta
8.0
Very good
7,946 reviews

Food

7.3

Entertainment

7.9

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.5

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.

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

    Currently priced at $396, 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 Copa Airlines - these airlines can fly you to your destination from $405 and $415, respectively. Spirit Airlines is priced at 25% 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 ($146), Frontier ($178), and Copa Airlines ($199).

  • 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 junio 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
Copa AirlinesCheapest$193Average$478FlexibilityNo cancel feeOn-time70%
Spirit AirlinesCheapest$277Average$388FlexibilityNo cancel feeOn-time65%
DeltaCheapest$334Average$484FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$365Average$611FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$405Average$556FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$406Average$554FlexibilityNo cancel feeOn-time62%

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