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$162+ Cheap flights from Santo Domingo (SDQ) to Chicago (CHI)

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 1/13. Fares are subject to change and may not be available on all flights or dates of travel.
SDQ — CHI
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap flight deals from Santo Domingo to Chicago

Cheapest flights from Santo Domingo to Chicago
Explore the most affordable flight options available from Santo Domingo to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 12/17. 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 12/254:21 pmSDQ - ORD
1 stop10h 09mSpirit Airlines
Sat 1/105:15 amORD - SDQ
1 stop7h 12mSpirit Airlines
Deal found 12/17$305
This Expedia deal was found by Cheapflights users on 12/15. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3112:25 pmSDQ - ORD
1 stop9h 41mFrontier
Mon 1/59:47 amORD - SDQ
1 stop24h 53mFrontier
Deal found 12/15$349
This Cheapflightsfares deal was found by Cheapflights users on 12/15. 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.
Fri 12/264:21 pmSDQ - ORD
1 stop10h 09mSpirit Airlines
Wed 12/317:30 amORD - SDQ
1 stop5h 53mSpirit Airlines
Deal found 12/15$359
This Expedia deal was found by Cheapflights users on 12/16. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2912:35 pmSDQ - ORD
1 stop22h 27mFrontier
Fri 1/210:12 amORD - SDQ
1 stop21h 49mFrontier
Deal found 12/16$372
This Kiwi.com deal was found by Cheapflights users on 12/15. 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 12/316:04 pmSDQ - ORD
2 stops26h 29mMultiple Airlines
Mon 1/55:45 amORD - SDQ
1 stop11h 42mMultiple Airlines
Deal found 12/15$373
This Cheapflightsfares deal was found by Cheapflights users on 12/16. 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 12/204:23 pmSDQ - ORD
1 stop10h 07mSpirit Airlines
Sat 1/35:00 amORD - SDQ
1 stop8h 18mSpirit Airlines
Deal found 12/16$405
This Flightnetwork deal was found by Cheapflights users on 12/15. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/204:23 pmSDQ - ORD
1 stop10h 07mMultiple Airlines
Wed 12/312:15 pmORD - SDQ
1 stop18h 55mMultiple Airlines
Deal found 12/15$413
This Spirit deal was found by Cheapflights users on 12/15. 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 Spirit is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/303:59 amSDQ - ORD
1 stop9h 15mSpirit Airlines
Wed 12/313:26 pmORD - SDQ
1 stop9h 28mSpirit Airlines
Deal found 12/15$420
This Frontier deal was found by Cheapflights users on 12/15. 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.
Sat 12/2011:16 amSDQ - MDW
1 stop11h 48mFrontier
Sat 1/32:24 pmMDW - SDQ
2 stops17h 02mFrontier
Deal found 12/15$486
This Frontier deal was found by Cheapflights users on 12/15. 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.
Sat 12/2011:16 amSDQ - MDW
1 stop11h 48mFrontier
Wed 12/313:10 pmMDW - SDQ
2 stops18h 00mFrontier
Deal found 12/15$521
This Delta deal was found by Cheapflights users on 12/16. 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 12/203:57 pmSDQ - MDW
1 stop8h 25mDelta
Sat 1/36:00 amMDW - SDQ
1 stop6h 32mDelta
Deal found 12/16$711
This Delta deal was found by Cheapflights users on 12/15. 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 12/253:57 pmSDQ - MDW
1 stop8h 25mDelta
Sat 1/109:32 amMDW - SDQ
2 stops12h 58mDelta
Deal found 12/15$1,201

Find flight deals from Santo Domingo to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Santo Domingo (SDQ) to Chicago (CHI). 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 December 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$291
(FlightHub)

One-way from

$162
(Arajet)

Popular in

May

Cheapest in

December

Average price

$412
Provider with most accurate pricing for Santo Domingo Las Americas-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Santo Domingo Las Americas-Chicago (CHI) flights.
Search Deals
From Santo Domingo Las Americas to Chicago (CHI)
Search Deals
One-way flight from Santo Domingo Las Americas to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($71 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Santo Domingo to Chicago 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 December 18, 2025.
Use the filters below to find and compare flights from Santo Domingo to Chicago that are best for you.

Fly from

Santo Domingo

Fly to

Chicago

Route

Depart

Return

Price

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

Thu 1/22

3:32 pm-9:03 pm

1 stop7h 31m

Chicago O'Hare Intl

Thu 2/5

5:15 am-2:27 pm

1 stop7h 12m

$291

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

Fri 1/30

3:32 pm-11:46 pm

1 stop10h 14m

Chicago O'Hare Intl

Fri 2/6

8:43 pm-2:27 pm

1 stop15h 44m

$319

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

Wed 1/21

3:32 pm-11:46 pm

1 stop10h 14m

Chicago O'Hare Intl

Mon 1/26

5:15 am-2:27 pm

1 stop7h 12m

$323

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

Fri 1/30

3:32 pm-7:44 pm

1 stop30h 12m

Chicago O'Hare Intl

Sat 2/14

12:06 pm-2:20 pm

1 stop24h 14m

$336

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

Wed 2/18

3:32 pm-11:47 pm

1 stop10h 15m

Chicago O'Hare Intl

Sat 2/28

5:15 am-2:20 pm

1 stop7h 05m

$337

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

Thu 2/26

12:31 pm-10:51 am

2 stops48h 20m

Chicago O'Hare Intl

Mon 3/2

5:05 am-11:56 am

2 stops28h 51m

$339

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

Sat 1/17

2:37 pm-10:44 pm

2 stops34h 07m

Chicago O'Hare Intl

Tue 2/17

6:02 pm-11:26 am

2 stops39h 24m

$342

Santo DomingoChicago

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

Thu 2/19

12:31 pm-2:26 pm

1 stop27h 55m

Chicago Midway

Sat 2/21

8:00 am-9:39 am

1 stop23h 39m

$346

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

Fri 1/30

9:34 pm-4:40 pm

2 stops21h 06m

Chicago O'Hare Intl

Fri 2/6

8:43 pm-2:27 pm

1 stop15h 44m

$349

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

Wed 12/31

12:25 pm-8:06 pm

1 stop9h 41m

Chicago O'Hare Intl

Mon 1/5

9:47 am-12:40 pm

1 stop24h 53m

$349

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/14

Showing 1-10 of 35 results
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Compare providers for flights from Santo Domingo to Chicago

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 Santo Domingo to Chicago in December.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
ExpediaPrice Accuracy2 starsTrust Score*3 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 Santo Domingo-Chicago flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Santo Domingo-Chicago flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Santo Domingo-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Santo Domingo-Chicago flights, Cheapflights users trust eDreams the most. eDreams 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 Santo Domingo-Chicago 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 Santo Domingo to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Santo Domingo 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 Santo Domingo to Chicago

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

Currently, August is the cheapest month in which you can book a flight from Santo Domingo to Chicago (average of $139). Flying from Santo Domingo to Chicago in June is currently the most expensive (average of $482). 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 SDQ to CHI?

Find hourly flight availability from Santo Domingo to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 18, 2025.

A simple way to save on the total cost of your ticket is to fly from Santo Domingo to Chicago at noon. If you’re flexible enough to do this you can expect to save up to 25% on your trip compared to booking a flight in the evening.

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated December 18, 2025.
Peruse reviews from past customers who have flown with Delta and American Airlines from Santo Domingo to Chicago to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,005 reviews

Food

7.3

Entertainment

7.9

Comfort

7.9

Crew

8.5

Overall

7.9

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,005 reviews
Delta
7.9
Good
8,005 reviews

Food

7.3

Entertainment

7.9

Comfort

7.9

Crew

8.5

Overall

7.9

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,054 reviews
Delta
7.9
Good
8,005 reviews

Food

7.3

Entertainment

7.9

Comfort

7.9

Crew

8.5

Overall

7.9

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

Find useful and relevant information for your journey from Santo Domingo to Chicago. 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 from for flights from Santo Domingo to Chicago?

    Santo Domingo Las Americas (SDQ), located 17.5 mi from the city center, is the airport you fly out of when you book flights from Santo Domingo to Chicago. 3 airlines have flights from Las Americas to Chicago on a regular basis. Booking flights from Santo Domingo Las Americas to Chicago should not be difficult; the airport handles an average of 0 outbound flights to Chicago per day.

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

    Departing from Santo Domingo to Chicago will take you 7h 31m. Santo Domingo and Chicago are separated by a distance of 1947 mi. This flight may include one or multiple stops.

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

    Our cheapest airline available from Santo Domingo to Chicago is Spirit Airlines. Our recent data shows that you can find tickets from as low as $189 on this airline. Additional options worth looking into are Delta and American Airlines, starting at $191 and $468 round-trip. Spirit Airlines is currently priced 61% below the average price you’ll pay for this route.

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

    $151 is the cheapest one-way deal found within the past few days, from Spirit Airlines. You may also be able to find cheap deals on United Airlines and Copa Airlines, with prices starting from $220 and $225, respectively.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Santo Domingo to Chicago 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 Santo Domingo to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Santo Domingo to Chicago (average of $139). Flying from Santo Domingo to Chicago in June is currently the most expensive (average of $482). 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 Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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Alternative routes for Santo Domingo to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Santo Domingo to Chicago

Discover the top 3 airlines that operate flights from Santo Domingo to Chicago. 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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$189Average$371FlexibilityNo cancel feeOn-time65%
DeltaCheapest$449Average$714FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$468Average$530FlexibilityNo cancel feeOn-time71%

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