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$218+ 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 8/5. Fares are subject to change and may not be available on all flights or dates of travel.
SDQ — CHI
Apr 27 — May 41
Sun 4/27
Sun 5/4
1 adult, Economy
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1. Tell us where you want to go

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Cheapflights Tip: The best prices from Santo Domingo Las Americas to Chicago are usually found in July or September, booked 18 days in advance, depart on a Monday or Sunday and return on a Tuesday

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 April 22, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$394
(Cheapflightsfares)

One-way from

$218
(Kiwi.com)

Popular in

August

Cheapest in

July

Average price

$507
Provider with most accurate pricing for Santo Domingo Las Americas-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Santo Domingo Las Americas-Chicago (CHI) flights.
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From Santo Domingo Las Americas to Chicago (CHI)
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One-way flight from Santo Domingo Las Americas to Chicago (CHI)
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High demand for flights, 1% potential price rise
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Cheapest flight prices on average. 3% potential price decrease ($16 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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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 April 22, 2025.

This eDestinos deal was found by Cheapflights users on 4/21. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/304:30 pmSDQ - ORD
1 stop8h 50mSpirit Airlines
Mon 5/55:36 amORD - SDQ
1 stop9h 13mSpirit Airlines
Deal found 4/21$390
This Kiwi.com deal was found by Cheapflights users on 4/20. 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.
Fri 5/304:50 pmSDQ - ORD
1 stop17h 00mMultiple Airlines
Sun 6/13:07 pmORD - SDQ
1 stop10h 38mMultiple Airlines
Deal found 4/20$398
This Delta deal was found by Cheapflights users on 4/22. 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 10/163:15 pmSDQ - ORD
1 stop9h 38mDelta
Wed 10/227:30 amORD - SDQ
1 stop9h 22mDelta
Deal found 4/22$426
This Delta deal was found by Cheapflights users on 4/21. 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 6/32:41 pmSDQ - MDW
1 stop7h 46mDelta
Tue 6/1712:44 pmMDW - SDQ
2 stops10h 53mDelta
Deal found 4/21$426
This Copa Airlines deal was found by Cheapflights users on 4/22. 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.
Thu 4/246:17 pmSDQ - ORD
1 stop20h 25mCopa Airlines
Mon 4/287:51 amORD - SDQ
1 stop17h 49mCopa Airlines
Deal found 4/22$433
This American Airlines deal was found by Cheapflights users on 4/22. 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.
Thu 5/85:00 amSDQ - ORD
1 stop10h 52mAmerican Airlines
Mon 5/127:16 pmORD - SDQ
1 stop14h 59mAmerican Airlines
Deal found 4/22$445
This Booking.com deal was found by Cheapflights users on 4/22. 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.
Sun 7/61:48 amSDQ - MDW
1 stop22h 29mFrontier
Thu 7/314:06 pmMDW - SDQ
1 stop16h 03mFrontier
Deal found 4/22$461
This JetBlue deal was found by Cheapflights users on 4/22. 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 6/1010:30 amSDQ - ORD
1 stop12h 24mJetBlue
Tue 6/176:15 amORD - SDQ
1 stop12h 24mJetBlue
Deal found 4/22$462
This Booking.com deal was found by Cheapflights users on 4/21. 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.
Fri 8/17:30 pmSDQ - ORD
2 stops29h 52mFrontier
Mon 8/116:16 pmORD - SDQ
1 stop29h 12mFrontier
Deal found 4/21$473
This United Airlines deal was found by Cheapflights users on 4/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/93:20 pmSDQ - ORD
1 stop9h 05mUnited Airlines
Tue 10/146:00 amORD - SDQ
1 stop7h 10mUnited Airlines
Deal found 4/22$495
This Mytrip deal was found by Cheapflights users on 4/22. 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.
Mon 4/286:40 pmSDQ - MDW
3 stops25h 26mMultiple Airlines
Sun 5/48:39 pmMDW - SDQ
2 stops32h 20mMultiple Airlines
Deal found 4/22$1,255

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 April 22, 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

Tue 6/17

7:15 am-8:23 pm

1 stop14h 08m

Chicago O'Hare Intl

Wed 7/30

8:00 am-1:41 am

1 stop16h 41m

$394

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

Fri 5/30

4:50 pm-8:50 am

1 stop17h 00m

Chicago O'Hare Intl

Sun 6/1

3:07 pm-2:45 am

1 stop10h 38m

$398

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

Thu 10/16

3:15 pm-11:53 pm

1 stop9h 38m

Chicago O'Hare Intl

Wed 10/22

7:00 am-5:52 pm

2 stops9h 52m

$426

Santo DomingoChicago

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

Tue 6/3

2:41 pm-9:27 pm

1 stop7h 46m

Chicago Midway

Tue 6/17

12:44 pm-12:37 am

2 stops10h 53m

$426

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

Thu 5/8

5:00 am-2:52 pm

1 stop10h 52m

Chicago O'Hare Intl

Mon 5/12

7:16 pm-11:15 am

1 stop14h 59m

$445

Santo DomingoChicago

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

Sun 7/6

1:48 am-11:17 pm

1 stop22h 29m

Chicago Midway

Thu 7/31

4:06 pm-9:09 am

1 stop16h 03m

$461

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

Tue 6/10

10:30 am-9:54 pm

1 stop12h 24m

Chicago O'Hare Intl

Tue 6/17

6:15 am-7:39 pm

1 stop12h 24m

$462

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

Tue 6/17

5:21 am-1:47 pm

1 stop9h 26m

Chicago O'Hare Intl

Tue 7/29

1:07 am-4:17 pm

1 stop14h 10m

$465

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

Fri 8/1

7:30 pm-12:22 am

2 stops29h 52m

Chicago O'Hare Intl

Mon 8/11

6:16 pm-12:28 am

1 stop29h 12m

$473

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

Thu 10/9

3:20 pm-11:25 pm

1 stop9h 05m

Chicago O'Hare Intl

Tue 10/14

6:00 am-2:10 pm

1 stop7h 10m

$495

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/22

Showing 1-10 of 22 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 April.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*2 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
ExpediaPrice Accuracy1 starTrust 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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Santo Domingo-Chicago flight deals on Cheapflights vs. FlightHub >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

How far ahead should I book a flight from Santo Domingo to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from Santo Domingo to Chicago. Price data was last updated on April 18, 2025.

The best time to book flights from Santo Domingo to Chicago is 18 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 Santo Domingo to Chicago?

Currently, August is the cheapest month in which you can book a flight from Santo Domingo to Chicago (average of $245). Flying from Santo Domingo to Chicago in March is currently the most expensive (average of $321). 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 April 22, 2025.

A simple way to save on the total cost of your ticket is to fly from Santo Domingo to Chicago in the morning. If you’re flexible enough to do this you can expect to save up to 18% on your trip compared to booking a flight at noon.

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

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

Travelers seeking maximum savings on their Santo Domingo to Chicago flight should consider departing on Monday mornings when fares are most often at their lowest. Friday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Rainfall in Chicago by month

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

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

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

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 April 22, 2025.
To help decide which airline to fly from Santo Domingo to Chicago, see what other customers have to say about Delta, Copa Airlines and Aeromexico. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,920 reviews

Comfort

7.9

Entertainment

7.9

Overall

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Delta
8.0
Very good
7,920 reviews
Delta
8.0
Very good
7,920 reviews

Comfort

7.9

Entertainment

7.9

Overall

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Copa Airlines
7.5
Good
1,408 reviews
Delta
8.0
Very good
7,920 reviews

Comfort

7.9

Entertainment

7.9

Overall

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Aeromexico
7.5
Good
1,700 reviews
Delta
8.0
Very good
7,920 reviews

Comfort

7.9

Entertainment

7.9

Overall

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
United Airlines
7.4
Good
8,683 reviews
Delta
8.0
Very good
7,920 reviews

Comfort

7.9

Entertainment

7.9

Overall

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
JetBlue
7.3
Good
2,923 reviews
Delta
8.0
Very good
7,920 reviews

Comfort

7.9

Entertainment

7.9

Overall

8.0

Crew

8.5

Food

7.3

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

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. 2 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.

  • 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 $394 on this airline. Additional options worth looking into are Delta and American Airlines, starting at $426 and $445 round-trip. Spirit Airlines is currently priced 19% below the average price you’ll pay for this route.

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

    $220 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 Copa Airlines and Delta, with prices starting from $226 and $230, 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 $245). Flying from Santo Domingo to Chicago in March is currently the most expensive (average of $321). 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
Merrillville
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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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.
Santo Domingo to O'Hare Intl flights
Punta Cana to O'Hare Intl flights
Santo Domingo to Midway flights
Punta Cana to Midway flights
Santiago de los Caballeros to O'Hare Intl flights

Top 2 airlines flying from Santo Domingo to Chicago

Discover the top 2 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 April 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$324Average$507FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$440Average$628FlexibilityNo cancel feeOn-time71%

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