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$172+ 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 3/31. Fares are subject to change and may not be available on all flights or dates of travel.
SDQ — CHI
févr. 25 — mars 41
mar. 2/25
mar. 3/4
1 adult, Economy
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The best prices from Santo Domingo Las Americas to Chicago are usually found in April 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 février 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$352
(Frontier)

One-way from

$172
(Kiwi.com)

Popular in

August

Cheapest in

April

Average price

$467
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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Highest demand for flights based on searches. 3% potential increase in price ($15 potential increase over avg. RT price).
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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 February 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 février 20, 2025.

This Frontier deal was found by Cheapflights users on 2/20. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 5/88:00 amSDQ - MDW
2 stops16h 39mFrontier
lun. 5/126:15 amMDW - SDQ
2 stops16h 40mFrontier
Deal found 2/20$352
This Kiwi.com deal was found by Cheapflights users on 2/20. 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.
dim. 4/61:44 pmSDQ - ORD
1 stop20h 22mMultiple Airlines
dim. 4/137:49 pmORD - SDQ
1 stop19h 00mMultiple Airlines
Deal found 2/20$358
This Frontier deal was found by Cheapflights users on 2/20. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 5/88:00 amSDQ - ORD
2 stops16h 11mFrontier
lun. 5/126:40 amORD - SDQ
2 stops16h 15mFrontier
Deal found 2/20$377
This Cheapflightsfares deal was found by Cheapflights users on 2/20. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ven. 4/114:44 pmSDQ - ORD
1 stop17h 40mSpirit Airlines
lun. 4/145:10 amORD - SDQ
1 stop9h 39mSpirit Airlines
Deal found 2/20$430
This Delta deal was found by Cheapflights users on 2/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 3/137:16 amSDQ - ORD
2 stops14h 28mDelta
lun. 3/177:35 amORD - SDQ
1 stop9h 41mDelta
Deal found 2/20$450
This Delta deal was found by Cheapflights users on 2/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ven. 5/22:43 pmSDQ - MDW
1 stop8h 43mDelta
mar. 5/66:04 amMDW - SDQ
2 stops11h 15mDelta
Deal found 2/20$450
This JetBlue deal was found by Cheapflights users on 2/20. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 3/52:30 amSDQ - ORD
1 stop10h 29mJetBlue
mer. 3/1211:44 amORD - SDQ
1 stop14h 08mJetBlue
Deal found 2/20$454
This American Airlines deal was found by Cheapflights users on 2/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 4/25:00 amSDQ - ORD
1 stop17h 30mAmerican Airlines
dim. 4/67:17 pmORD - SDQ
1 stop14h 58mAmerican Airlines
Deal found 2/20$468
This United Airlines deal was found by Cheapflights users on 2/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 3/64:20 pmSDQ - ORD
1 stop8h 49mUnited Airlines
mer. 3/123:45 pmORD - SDQ
1 stop9h 04mUnited Airlines
Deal found 2/20$610
This Copa Airlines deal was found by Cheapflights users on 2/20. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 5/128:53 amSDQ - ORD
1 stop16h 41mCopa Airlines
dim. 5/187:54 amORD - SDQ
1 stop13h 14mCopa Airlines
Deal found 2/20$743
This eDestinos deal was found by Cheapflights users on 2/20. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ven. 5/911:01 amSDQ - ORD
1 stop28h 21mAeromexico
sam. 5/171:55 amORD - SDQ
1 stop27h 50mAeromexico
Deal found 2/20$818

Find flights from Santo Domingo to Chicago within your budget

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 février 20, 2025.

Fly from

Santo Domingo

Fly to

Chicago

Route

Depart

Return

Price

Santo DomingoChicago

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

jeu. 5/8

8:00 am-11:39 pm

2 stops16h 39m

Chicago Midway

lun. 5/12

6:15 am-11:55 pm

2 stops16h 40m

$352

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

dim. 4/6

1:44 pm-9:06 am

1 stop20h 22m

Chicago O'Hare Intl

dim. 4/13

7:49 pm-3:49 pm

1 stop19h 00m

$358

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

jeu. 5/8

8:00 am-11:11 pm

2 stops16h 11m

Chicago O'Hare Intl

lun. 5/12

6:40 am-11:55 pm

2 stops16h 15m

$377

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

ven. 4/11

4:44 pm-9:24 am

1 stop17h 40m

Chicago O'Hare Intl

lun. 4/14

5:10 am-3:49 pm

1 stop9h 39m

$430

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

jeu. 3/13

7:16 am-8:44 pm

2 stops14h 28m

Chicago O'Hare Intl

lun. 3/17

7:35 am-6:16 pm

1 stop9h 41m

$450

Santo DomingoChicago

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

ven. 5/2

2:43 pm-10:26 pm

1 stop8h 43m

Chicago Midway

mar. 5/6

6:04 am-6:19 pm

2 stops11h 15m

$450

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

mer. 3/5

2:30 am-10:59 am

1 stop10h 29m

Chicago O'Hare Intl

mer. 3/12

11:44 am-2:52 am

1 stop14h 08m

$454

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

mer. 4/2

5:00 am-9:30 pm

1 stop17h 30m

Chicago O'Hare Intl

dim. 4/6

7:17 pm-11:15 am

1 stop14h 58m

$468

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

jeu. 3/6

4:20 pm-11:09 pm

1 stop8h 49m

Chicago O'Hare Intl

mer. 3/12

3:45 pm-1:49 am

1 stop9h 04m

$610

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

lun. 5/12

8:53 am-12:34 am

1 stop16h 41m

Chicago O'Hare Intl

dim. 5/18

7:54 am-10:08 pm

1 stop13h 14m

$743

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

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 February.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
ExpediaPrice Accuracy1 starTrust Score*3 stars
CheapflightsfaresPrice Accuracy3 starsTrust Score*2 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 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 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.

Travel insights for flights from Santo Domingo to Chicago

Get recent, data-driven insights about flights from Santo Domingo to Chicago including ideal travel times, pricing trends, and more.

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 February 14, 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 février 20, 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 février 20, 2025.
Delta
8.0
Very good
8,220 reviews

Entertainment

7.9

Food

7.3

Crew

8.5

Overall

8.0

Comfort

8.0

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
8,220 reviews
Delta
8.0
Very good
8,220 reviews

Entertainment

7.9

Food

7.3

Crew

8.5

Overall

8.0

Comfort

8.0

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
7.6
Good
1,510 reviews
Delta
8.0
Very good
8,220 reviews

Entertainment

7.9

Food

7.3

Crew

8.5

Overall

8.0

Comfort

8.0

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
1,771 reviews
Delta
8.0
Very good
8,220 reviews

Entertainment

7.9

Food

7.3

Crew

8.5

Overall

8.0

Comfort

8.0

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
7.4
Good
3,070 reviews
Delta
8.0
Very good
8,220 reviews

Entertainment

7.9

Food

7.3

Crew

8.5

Overall

8.0

Comfort

8.0

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
8,766 reviews
Delta
8.0
Very good
8,220 reviews

Entertainment

7.9

Food

7.3

Crew

8.5

Overall

8.0

Comfort

8.0

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. 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.

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

    Our cheapest airline available from Santo Domingo to Chicago is Frontier. Our recent data shows that you can find tickets from as low as $352 on this airline. Additional options worth looking into are Spirit Airlines and Delta, starting at $362 and $450 round-trip. Frontier is currently priced 25% below the average price you’ll pay for this route.

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

    $185 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 Frontier and Copa Airlines, with prices starting from $188 and $237, 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
New Buffalo
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.
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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 février 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$313Average$507FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$386Average$627FlexibilityNo cancel feeOn-time71%
Copa AirlinesCheapest$400Average$568FlexibilityNo cancel feeOn-time70%
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