HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Chicago

$160+ 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 1/21. Fares are subject to change and may not be available on all flights or dates of travel.
SDQ — CHI
nov. 29 — dic. 61
sáb. 11/29
sáb. 12/6
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Santo Domingo to Chicago with Cheapflights

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”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Find 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 octubre 30, 2025.

This Mytrip deal was found by Cheapflights users on 10/30. 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.
mié. 12/243:59 amSDQ - ORD
1 stop16h 40mSpirit Airlines
sáb. 1/245:05 amORD - SDQ
1 stop10h 45mSpirit Airlines
Deal found 10/30$271
This Cheapflightsfares deal was found by Cheapflights users on 10/29. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/44:21 pmSDQ - ORD
1 stop9h 48mSpirit Airlines
dom. 12/75:00 amORD - SDQ
1 stop8h 23mSpirit Airlines
Deal found 10/29$290
This Cheapflightsfares deal was found by Cheapflights users on 10/30. 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.
jue. 11/204:35 pmSDQ - ORD
1 stop8h 38mSpirit Airlines
dom. 11/235:00 amORD - SDQ
1 stop8h 30mSpirit Airlines
Deal found 10/30$313
This Kiwi.com deal was found by Cheapflights users on 10/28. 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. 12/43:35 pmSDQ - MDW
1 stop8h 18mMultiple Airlines
jue. 12/112:16 pmMDW - SDQ
2 stops33h 34mMultiple Airlines
Deal found 10/28$326
This Cheapflightsfares deal was found by Cheapflights users on 10/30. 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.
lun. 11/174:25 pmSDQ - ORD
1 stop10h 02mSpirit Airlines
mié. 12/35:00 amORD - SDQ
1 stop8h 30mSpirit Airlines
Deal found 10/30$352
This Kiwi.com deal was found by Cheapflights users on 10/30. 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.
vie. 11/144:25 pmSDQ - ORD
1 stop10h 02mMultiple Airlines
mar. 12/306:00 amORD - SDQ
2 stops31h 23mMultiple Airlines
Deal found 10/30$354
This Kiwi.com deal was found by Cheapflights users on 10/30. 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.
vie. 11/144:25 pmSDQ - ORD
1 stop10h 02mSpirit Airlines
mar. 12/303:26 pmORD - SDQ
1 stop21h 57mSpirit Airlines
Deal found 10/30$356
This Kiwi.com deal was found by Cheapflights users on 10/30. 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.
mié. 11/1212:41 pmSDQ - ORD
2 stops20h 45mMultiple Airlines
mar. 12/303:26 pmORD - SDQ
1 stop21h 57mMultiple Airlines
Deal found 10/30$360
This Cheapflightsfares deal was found by Cheapflights users on 10/29. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/193:59 amSDQ - ORD
1 stop9h 15mSpirit Airlines
sáb. 1/312:09 pmORD - SDQ
1 stop13h 23mSpirit Airlines
Deal found 10/29$361
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 12/2011:16 amSDQ - MDW
1 stop11h 48mFrontier
sáb. 1/32:16 pmMDW - SDQ
1 stop19h 14mFrontier
Deal found 10/29$362
This Kiwi.com deal was found by Cheapflights users on 10/28. 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. 12/44:21 pmSDQ - ORD
1 stop9h 48mMultiple Airlines
mié. 12/104:42 pmORD - SDQ
1 stop10h 43mMultiple Airlines
Deal found 10/28$367
This Cheapflightsfares deal was found by Cheapflights users on 10/30. 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.
lun. 12/154:21 pmSDQ - ORD
1 stop9h 48mSpirit Airlines
lun. 1/512:09 pmORD - SDQ
1 stop13h 23mSpirit Airlines
Deal found 10/30$371

Cheap 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 octubre 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$271
(Mytrip)

One-way from

$160
(Kiwi.com)

Popular in

January

Cheapest in

September

Average price

$480
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. 1% potential increase in price ($9 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 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 octubre 30, 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

mié. 11/12

12:41 pm-7:26 am

2 stops20h 45m

Chicago O'Hare Intl

mar. 12/30

3:26 pm-3:23 pm

1 stop21h 57m

$360

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

sáb. 12/20

4:23 pm-12:30 am

1 stop10h 07m

Chicago O'Hare Intl

sáb. 1/3

12:09 pm-3:32 am

1 stop13h 23m

$361

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

mié. 12/24

3:59 am-3:02 pm

1 stop13h 03m

Chicago O'Hare Intl

sáb. 1/24

8:50 pm-11:20 pm

2 stops24h 30m

$373

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

mié. 12/24

3:59 am-6:39 pm

1 stop16h 40m

Chicago O'Hare Intl

lun. 12/29

12:09 pm-3:32 am

1 stop13h 23m

$379

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

jue. 2/19

8:01 am-9:23 pm

1 stop15h 22m

Chicago O'Hare Intl

dom. 2/22

10:18 am-1:39 am

1 stop13h 21m

$384

Santo DomingoChicago

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

sáb. 12/20

8:20 am-9:04 pm

1 stop14h 44m

Chicago Midway

sáb. 1/3

2:16 pm-3:32 am

1 stop11h 16m

$385

Santo DomingoChicago

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

mié. 11/26

10:19 am-4:57 pm

1 stop8h 38m

Chicago Midway

dom. 12/7

6:37 pm-3:23 pm

2 stops18h 46m

$388

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

vie. 12/19

3:59 am-11:14 am

1 stop9h 15m

Chicago O'Hare Intl

dom. 1/4

12:09 pm-3:32 am

1 stop13h 23m

$407

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

jue. 12/25

4:21 pm-12:30 am

1 stop10h 09m

Chicago O'Hare Intl

sáb. 1/3

12:09 pm-3:32 am

1 stop13h 23m

$414

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

vie. 12/19

3:59 am-11:14 am

1 stop9h 15m

Chicago O'Hare Intl

dom. 1/4

6:05 pm-2:25 am

2 stops30h 20m

$425

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

Showing 1-10 of 36 results
1
2
3
4

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 October.
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 $142). 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 octubre 30, 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.

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

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 octubre 30, 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
7,998 reviews

Comfort

7.9

Entertainment

7.9

Food

7.3

Overall

7.9

Crew

8.5

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Mary,Oct 2025

AMS - PDX

It's specail being able to fly non-stop from Amsterdam all the way home to Portland, Oregon!
Delta
7.9
Good
7,998 reviews
Delta
7.9
Good
7,998 reviews

Comfort

7.9

Entertainment

7.9

Food

7.3

Overall

7.9

Crew

8.5

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Mary,Oct 2025

AMS - PDX

It's specail being able to fly non-stop from Amsterdam all the way home to Portland, Oregon!
American Airlines
7.2
Good
11,035 reviews
Delta
7.9
Good
7,998 reviews

Comfort

7.9

Entertainment

7.9

Food

7.3

Overall

7.9

Crew

8.5

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Mary,Oct 2025

AMS - PDX

It's specail being able to fly non-stop from Amsterdam all the way home to Portland, Oregon!

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 10h 07m. 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 $449 and $468 round-trip. Spirit Airlines is currently priced 61% below the average price you’ll pay for this route.

  • 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 $142). 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
Merrillville
Lansing
Hammond
Porter
Benton Harbor

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Santo Domingo to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
Punta Cana to O'Hare Intl flights
Punta Cana to Midway flights
Santo Domingo to O'Hare Intl flights
Santo Domingo to Midway flights
Santiago de los Caballeros to O'Hare Intl flights

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 octubre 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$189Average$341FlexibilityNo cancel feeOn-time65%
DeltaCheapest$449Average$651FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$468Average$570FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.