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Dominican Republic

$112+ Cheap flights from Chicago (CHI) to the Dominican Republic

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 1/1. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PUJ
Dec 25 — Jan 11
Wed 12/25
Wed 1/1
1 adult, Economy
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Cheap flight deals from Chicago to Dominican Republic

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Dominican Republic (DO0). 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 20, 2024.

Round-trip from

$251
(Frontier)

One-way from

$112
(Mytrip)
From Chicago (CHI) to Dominican Republic
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One-way flight from Chicago (CHI) to Dominican Republic
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Find flight deals from Chicago to Dominican Republic

Cheapest flights from Chicago to Dominican Republic
Explore the most affordable flight options available from Chicago to Dominican Republic. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 20, 2024.

This Cheapflightsfares deal was found by Cheapflights users on 12/19. 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.
Tue 12/316:10 amORD - PUJ
Nonstop4h 29mFrontier
Sat 1/116:10 pmPUJ - ORD
Nonstop5h 14mFrontier
Deal found 12/19$360
This American Airlines deal was found by Cheapflights users on 12/19. 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.
Mon 12/305:00 amORD - PUJ
1 stop10h 00mAmerican Airlines
Fri 1/105:40 pmPUJ - ORD
1 stop17h 05mAmerican Airlines
Deal found 12/19$383
This Booking.com deal was found by Cheapflights users on 12/19. 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.
Tue 12/3111:24 amORD - SDQ
1 stop23h 41mMultiple Airlines
Thu 1/306:19 pmSDQ - ORD
1 stop7h 13mMultiple Airlines
Deal found 12/19$436
This Mytrip deal was found by Cheapflights users on 12/19. 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 12/239:16 amMDW - SDQ
1 stop23h 09mFrontier
Thu 12/268:55 pmSDQ - MDW
1 stop13h 26mFrontier
Deal found 12/19$447
This FlightHub deal was found by Cheapflights users on 12/19. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/272:35 pmMDW - PUJ
1 stop20h 14mFrontier
Mon 12/301:59 pmPUJ - MDW
1 stop11h 15mFrontier
Deal found 12/19$449
This CheapOair deal was found by Cheapflights users on 12/19. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/311:47 pmORD - SDQ
2 stops24h 03mFrontier
Thu 1/302:46 pmSDQ - ORD
2 stops30h 22mFrontier
Deal found 12/19$459
This Delta deal was found by Cheapflights users on 12/19. 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.
Mon 12/307:05 amORD - PUJ
1 stop7h 29mDelta
Wed 1/12:40 pmPUJ - ORD
1 stop10h 12mDelta
Deal found 12/19$463
This Mytrip deal was found by Cheapflights users on 12/19. 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.
Tue 12/319:15 pmORD - SDQ
2 stops18h 36mSpirit Airlines
Thu 1/306:19 pmSDQ - ORD
3 stops24h 52mSpirit Airlines
Deal found 12/19$519
This Priceline deal was found by Cheapflights users on 12/19. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/216:20 amORD - PUJ
Nonstop4h 29mMultiple Airlines
Tue 12/2410:50 amPUJ - ORD
1 stop26h 04mMultiple Airlines
Deal found 12/19$542
This United deal was found by Cheapflights users on 12/19. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1910:43 amORD - PUJ
Nonstop4h 28mUnited Airlines
Thu 12/262:50 pmPUJ - ORD
Nonstop5h 10mUnited Airlines
Deal found 12/19$554
This American Airlines deal was found by Cheapflights users on 12/19. 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.
Sun 12/226:37 amORD - STI
1 stop13h 18mAmerican Airlines
Tue 12/315:10 pmSTI - ORD
1 stop17h 55mAmerican Airlines
Deal found 12/19$581
This American Airlines deal was found by Cheapflights users on 12/19. 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.
Sun 12/225:35 pmORD - SDQ
1 stop16h 41mAmerican Airlines
Sun 12/296:00 amSDQ - ORD
1 stop14h 25mAmerican Airlines
Deal found 12/19$600

Find flights from Chicago to Dominican Republic within your budget

Customize your flight search to find flights from Chicago to Dominican Republic 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 20, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Fri 2/7

8:12 pm-11:10 am

1 stop12h 58m

Punta Cana

Thu 2/13

6:54 pm-10:11 pm

Nonstop5h 17m

$251

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Tue 1/14

6:10 am-12:39 pm

Nonstop4h 29m

Punta Cana

Fri 1/17

2:32 pm-12:51 am

1 stop12h 19m

$258

ChicagoPunta Cana

MDW - PUJ

MDWPUJ

Chicago Midway

Thu 2/27

4:13 pm-2:00 pm

1 stop19h 47m

Punta Cana

Mon 3/3

3:10 pm-7:32 am

1 stop18h 22m

$258

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Sat 1/25

5:11 am-3:45 pm

1 stop8h 34m

Punta Cana

Sat 2/1

4:50 pm-11:32 pm

1 stop8h 42m

$271

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Sat 1/11

8:25 pm-11:55 am

1 stop13h 30m

Punta Cana

Wed 1/15

3:35 pm-6:50 pm

Nonstop5h 15m

$353

ChicagoPunta Cana

MDW - PUJ

MDWPUJ

Chicago Midway

Tue 1/14

6:00 am-2:23 pm

1 stop6h 23m

Punta Cana

Thu 1/23

4:50 pm-10:20 pm

1 stop7h 30m

$363

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Sun 2/2

6:15 am-5:15 pm

1 stop9h 00m

Punta Cana

Wed 2/5

2:00 pm-8:46 pm

1 stop8h 46m

$363

ChicagoSantiago de los Caballeros

MDW - STI

MDWSTI

Chicago Midway

Fri 2/21

7:15 pm-6:23 pm

2 stops45h 08m

Santiago de los Caballeros

Mon 3/3

7:43 pm-7:07 am

2 stops37h 24m

$368

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Fri 1/24

3:56 pm-10:03 am

1 stop16h 07m

Santiago de los Caballeros

Tue 2/4

1:04 pm-8:13 pm

1 stop9h 09m

$389

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Fri 1/31

5:05 pm-3:13 am

1 stop8h 08m

Santiago de los Caballeros

Sun 2/9

5:05 am-3:43 pm

1 stop12h 38m

$401

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/19

Showing 1-10 of 60 results
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Best time to book a flight from Chicago to Dominican Republic

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

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

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

Currently, January is the cheapest month in which you can book a flight from Chicago to Dominican Republic (average of $443). Flying from Chicago to Dominican Republic in March is currently the most expensive (average of $640). 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 CHI to DO?

Find hourly flight availability from Chicago to Dominican Republic. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 20, 2024.

When flying from Chicago to Dominican Republic, 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 Chicago to Dominican Republic

Explore weekly flight availability from Chicago to Dominican Republic. 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 20, 2024.

The most flights from CHI to DO0 are scheduled on a Monday (3 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (2 on average).

Rainfall in Dominican Republic by month

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

In terms of precipitation, rainfall in Dominican Republic ranges from 2.1 - 6.0 inches per month. October is typically the wettest month, when rainfall can reach 6.0 in. February is typically the driest time to visit Dominican Republic when rainfall is around 2.1 in.

Temperature in Dominican Republic by month

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

If weather is an important factor for your trip to Dominican Republic, 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 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

Reviews of airlines servicing Dominican Republic

Get insights into the airlines that provide service to Dominican Republic. 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 Dominican Republic. Reviews last updated December 20, 2024.
Peruse reviews from past customers who have flown with Frontier, Spirit Airlines and American Airlines from Chicago to Dominican Republic to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,821 reviews

Food

7.2

Boarding

8.2

Comfort

8.1

Overall

8.1

Crew

8.7

Entertainment

7.7

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
4,821 reviews
Southwest
8.1
Very good
4,821 reviews

Food

7.2

Boarding

8.2

Comfort

8.1

Overall

8.1

Crew

8.7

Entertainment

7.7

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
8,601 reviews
Southwest
8.1
Very good
4,821 reviews

Food

7.2

Boarding

8.2

Comfort

8.1

Overall

8.1

Crew

8.7

Entertainment

7.7

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.

Copa Airlines
7.7
Good
1,719 reviews
Southwest
8.1
Very good
4,821 reviews

Food

7.2

Boarding

8.2

Comfort

8.1

Overall

8.1

Crew

8.7

Entertainment

7.7

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
1,923 reviews
Southwest
8.1
Very good
4,821 reviews

Food

7.2

Boarding

8.2

Comfort

8.1

Overall

8.1

Crew

8.7

Entertainment

7.7

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.

United Airlines
7.4
Good
9,041 reviews
Southwest
8.1
Very good
4,821 reviews

Food

7.2

Boarding

8.2

Comfort

8.1

Overall

8.1

Crew

8.7

Entertainment

7.7

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 Chicago to Dominican Republic. 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 Chicago to Dominican Republic one-way?

    The cheapest airlines for a one-way flight from Chicago to Dominican Republic are Frontier ($112), Spirit Airlines ($127), and Copa Airlines ($163).

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

    While some choose either Chicago Midway - Punta Cana or Chicago O'Hare Intl - Santo Domingo Las Americas, Chicago O'Hare Intl - Punta Cana is the most popular route from Chicago to Dominican Republic.

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

    Before booking your flight to Dominican Republic from Chicago, check out the most reliable airlines to get you to your destination on time: American Airlines (98%), Frontier (81%), United Airlines( 65%).

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

    The cheapest flight price from Chicago to Dominican Republic is $84. On average you can expect to pay $889. The most popular route, (Chicago O'Hare Intl - Punta Cana), can usually be booked for $245.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Chicago to Dominican Republic (average of $443). Flying from Chicago to Dominican Republic in March is currently the most expensive (average of $640). 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 Chicago to Dominican Republic

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Luis Munoz Marin Intl flights
O'Hare Intl to Punta Cana flights
Midway to Luis Munoz Marin Intl flights
O'Hare Intl to Montego Bay flights
O'Hare Intl to Saint Thomas Island flights
O'Hare Intl to Oranjestad flights
O'Hare Intl to Nassau flights
Midway to Punta Cana flights
O'Hare Intl to George Town flights
O'Hare Intl to Providenciales flights
O'Hare Intl to Simpson Bay flights
Midway to Montego Bay flights
St. Louis to Luis Munoz Marin Intl flights
O'Hare Intl to Santo Domingo flights
O'Hare Intl to Castries flights
Midway to Saint Thomas Island flights
O'Hare Intl to Willemstad flights
St. Louis to Punta Cana flights
Midway to Oranjestad flights
O'Hare Intl to Christiansted flights
Midway to Providenciales flights
Midway to Nassau flights
O'Hare Intl to Bridgetown flights
St. Louis to Saint Thomas Island flights
Midway to Santo Domingo flights
Midway to George Town flights
St. Louis to George Town flights
Midway to Simpson Bay flights
St. Louis to Nassau flights
O'Hare Intl to St. John's flights
St. Louis to Montego Bay flights
O'Hare Intl to Puerto Plata flights
O'Hare Intl to Port of Spain flights
O'Hare Intl to Basseterre flights
O'Hare Intl to Santiago de los Caballeros flights
St. Louis to Simpson Bay flights
St. Louis to Christiansted flights
O'Hare Intl to Kralendijk flights
St. Louis to Castries flights
O'Hare Intl to Georgetown flights
O'Hare Intl to Kingston flights
O'Hare Intl to Gregory Town flights
St. Louis to Oranjestad flights
St. Louis to Providenciales flights
O'Hare Intl to St. George's flights
O'Hare Intl to Road Town flights
Moline to Montego Bay flights
Midway to Kingston flights
O'Hare Intl to Freeport flights

Top 9 airlines flying from Chicago to Dominican Republic

Discover the top 9 airlines that operate flights from Chicago to Dominican Republic. 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 20, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$194Average$493FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$233Average$363FlexibilityNo cancel feeOn-time65%
DeltaCheapest$331Average$615FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$333Average$604FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$343Average$533FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$353Average$630FlexibilityNo cancel feeOn-time71%
Copa AirlinesCheapest$379Average$496FlexibilityNo cancel feeOn-time70%
Air CanadaCheapest$550Average$861FlexibilityNo cancel feeOn-time67%
SouthwestCheapest$671Average$879FlexibilityNo cancel feeOn-time63%
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