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$193+ Cheap flights from the Dominican Republic 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 1/30. Fares are subject to change and may not be available on all flights or dates of travel.
PUJ — CHI
Jan 4 — Jan 111
Sat 1/4
Sat 1/11
1 adult, Economy
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Cheap flight deals from Dominican Republic to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Dominican Republic (DO0) 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 30, 2024.

Round-trip from

$290
(Gotogate)

One-way from

$193
(Delta)
From Dominican Republic to Chicago (CHI)
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One-way flight from Dominican Republic to Chicago (CHI)
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Find flight deals from Dominican Republic to Chicago

Cheapest flights from Dominican Republic to Chicago
Explore the most affordable flight options available from Dominican Republic to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 30, 2024.

This Delta deal was found by Cheapflights users on 12/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/313:45 amSDQ - ORD
2 stops15h 24mDelta
Mon 1/610:30 amORD - SDQ
2 stops12h 26mDelta
Deal found 12/30$775
This JetBlue deal was found by Cheapflights users on 12/30. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/312:35 amSDQ - ORD
1 stop8h 51mJetBlue
Mon 1/610:11 amORD - SDQ
1 stop12h 58mJetBlue
Deal found 12/30$880
This Delta deal was found by Cheapflights users on 12/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/313:45 amSDQ - MDW
2 stops15h 26mDelta
Mon 1/69:34 amMDW - SDQ
2 stops13h 22mDelta
Deal found 12/30$956

Find flights from Dominican Republic to Chicago within your budget

Customize your flight search to find flights from Dominican Republic 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 30, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Thu 1/23

4:50 pm-11:32 pm

1 stop8h 42m

Chicago O'Hare Intl

Fri 1/31

8:12 pm-11:10 am

1 stop12h 58m

$290

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Thu 1/30

4:50 pm-11:32 pm

1 stop8h 42m

Chicago O'Hare Intl

Mon 2/3

5:11 am-3:45 pm

1 stop8h 34m

$308

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Thu 1/23

6:37 pm-9:52 am

2 stops17h 15m

Chicago O'Hare Intl

Fri 1/31

8:12 pm-11:10 am

1 stop12h 58m

$313

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

Sun 2/23

4:00 pm-9:27 am

1 stop19h 27m

Chicago O'Hare Intl

Mon 3/3

7:08 pm-2:40 pm

1 stop17h 32m

$321

Santo DomingoChicago

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

Sun 2/23

4:00 pm-7:29 pm

1 stop29h 29m

Chicago Midway

Mon 3/3

12:43 pm-2:40 pm

1 stop23h 57m

$344

Punta CanaChicago

PUJ - MDW

PUJMDW

Punta Cana

Thu 1/30

3:48 pm-10:20 pm

1 stop8h 32m

Chicago Midway

Mon 2/3

6:00 am-2:23 pm

1 stop6h 23m

$351

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Thu 1/30

2:50 pm-6:00 pm

Nonstop5h 10m

Chicago O'Hare Intl

Mon 2/3

6:00 am-4:15 pm

1 stop8h 15m

$351

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

Mon 1/27

12:51 pm-11:32 pm

1 stop12h 41m

Chicago O'Hare Intl

Mon 2/3

5:11 am-5:14 pm

1 stop10h 03m

$354

Punta CanaChicago

PUJ - MDW

PUJMDW

Punta Cana

Thu 1/23

6:37 pm-5:53 pm

2 stops25h 16m

Chicago Midway

Fri 1/31

6:40 am-1:02 pm

2 stops28h 22m

$358

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

Thu 1/30

2:46 pm-12:51 am

1 stop12h 05m

Chicago O'Hare Intl

Mon 2/3

5:11 am-5:14 pm

1 stop10h 03m

$365

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/30

Showing 1-10 of 53 results
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Best time to book a flight from Dominican Republic to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Dominican Republic 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 Dominican Republic to Chicago

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

What is the cheapest month to book a flight from Dominican Republic to Chicago?

Currently, August is the cheapest month in which you can book a flight from Dominican Republic to Chicago (average of $245). Flying from Dominican Republic to Chicago in March is currently the most expensive (average of $317). 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 DO to CHI?

Find hourly flight availability from Dominican Republic 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 30, 2024.

When flying from Dominican Republic to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Weekly flight availability from Dominican Republic to Chicago

Explore weekly flight availability from Dominican Republic to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated December 30, 2024.

The most flights from DO0 to CHI are scheduled on a Saturday (5 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (3 on average).

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 December 30, 2024.
See what other customers who have flown with Spirit Airlines, United Airlines and JetBlue from Dominican Republic to Chicago have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,715 reviews

Comfort

8.1

Entertainment

7.7

Crew

8.7

Food

7.2

Overall

8.1

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,715 reviews
Southwest
8.1
Very good
4,715 reviews

Comfort

8.1

Entertainment

7.7

Crew

8.7

Food

7.2

Overall

8.1

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,540 reviews
Southwest
8.1
Very good
4,715 reviews

Comfort

8.1

Entertainment

7.7

Crew

8.7

Food

7.2

Overall

8.1

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

LATAM Airlines
7.5
Good
1,860 reviews
Southwest
8.1
Very good
4,715 reviews

Comfort

8.1

Entertainment

7.7

Crew

8.7

Food

7.2

Overall

8.1

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Aeromexico
7.5
Good
1,890 reviews
Southwest
8.1
Very good
4,715 reviews

Comfort

8.1

Entertainment

7.7

Crew

8.7

Food

7.2

Overall

8.1

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

JetBlue
7.4
Good
3,231 reviews
Southwest
8.1
Very good
4,715 reviews

Comfort

8.1

Entertainment

7.7

Crew

8.7

Food

7.2

Overall

8.1

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Related info for your journey

Find useful and relevant information for your journey from Dominican Republic to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Dominican Republic to Chicago one-way?

    The cheapest airlines for a one-way flight from Dominican Republic to Chicago are Delta ($193), Frontier ($194), and United Airlines ($195).

  • What are the most popular routes from Dominican Republic to Chicago?

    Most travelers choose Punta Cana - Chicago O'Hare Intl, Santo Domingo Las Americas - Chicago O'Hare Intl or Santo Domingo Las Americas - Chicago Midway when deciding on the best route from Dominican Republic to Chicago.

  • What are the most reliable airlines from Dominican Republic to Chicago?

    Consider American Airlines (86%), Frontier (84%) or United Airlines (61%) when booking your flight. These represent the most reliable airlines when flying from Dominican Republic to Chicago.

  • What are the cheapest flights from Dominican Republic to Chicago?

    While on average a flight from Dominican Republic to Chicago is generally $436, our data shows the cheapest flight currently is $134. When looking at the most popular route, (Punta Cana - Chicago O'Hare Intl), you can expect to pay $250 for that flight.

  • Can I find deals for flights from Dominican Republic to Chicago that include hotel bookings?

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

  • How can I find direct flights from Dominican Republic to Chicago?

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

  • Can I find deals for business class flights from Dominican Republic to Chicago?

    Yes. Cheapflights offers flight deals from Dominican Republic 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 Dominican Republic to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Dominican Republic to Chicago (average of $245). Flying from Dominican Republic to Chicago in March is currently the most expensive (average of $317). 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

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Alternative routes for Dominican Republic to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
Luis Munoz Marin Intl to O'Hare Intl flights
Luis Munoz Marin Intl to Midway flights
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Oranjestad to O'Hare Intl flights
Santo Domingo to Midway flights
Montego Bay to O'Hare Intl flights
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Punta Cana to Midway flights
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Saint Thomas Island to O'Hare Intl flights
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Willemstad to O'Hare Intl flights
Christiansted to O'Hare Intl flights
Bridgetown to O'Hare Intl flights
Oranjestad to St. Louis flights
Aguadilla to Midway flights
Port of Spain to St. Louis flights
St. John's to O'Hare Intl flights
Montego Bay to Midway flights
Simpson Bay to Midway flights
Vieques to O'Hare Intl flights
St. George's to St. Louis flights
Nassau to St. Louis flights
Saint Thomas Island to St. Louis flights
Port Au Prince to O'Hare Intl flights
George Town to O'Hare Intl flights
Road Town to O'Hare Intl flights
Roseau to O'Hare Intl flights
Culebra to O'Hare Intl flights
Aguadilla to O'Hare Intl flights
Port Au Prince to Midway flights

Top 7 airlines flying from Dominican Republic to Chicago

Discover the top 7 airlines that operate flights from Dominican Republic 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 30, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$179Average$339FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$196Average$458FlexibilityNo cancel feeOn-time69%
Spirit AirlinesCheapest$218Average$413FlexibilityNo cancel feeOn-time65%
DeltaCheapest$313Average$507FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$347Average$579FlexibilityNo cancel feeOn-time71%
Copa AirlinesCheapest$400Average$521FlexibilityNo cancel feeOn-time70%
JetBlueCheapest$467Average$619FlexibilityNo cancel feeOn-time62%
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