Flights to the Dominican Republic from Chicago

The average price to go to the Dominican Republic from Chicago is $ 598 (round trip). It varies from $ 462 (Santo Domingo) to $ 730 (Puerto Plata) depending on the destination. The information below allows you to know the average price of Chicago-Dominican Republic flights on average throughout the year and month by month, as well as the best time to buy your plane tickets for different cities: Punta Cana, Santo Domingo and Puerto Plata.

City Average price Cheapest months to travel
Punta Cana$ 601january, february, april, may, july, august, september (the cheapest), october
Santo Domingo$ 462january, february (the cheapest), april, may, september, october
Puerto Plata$ 730january, february, march, september (the cheapest), october, november

Round-trip airfare price Chicago-Dominican Republic month by month

Month Average price Our opinion
January$ 392 to $ 637good price
February$ 364 to $ 672good price
March$ 489 to $ 915very high price
April$ 429 to $ 732fair price
May$ 390 to $ 786fair price
June$ 555 to $ 729high price
July$ 578 to $ 873very high price
August$ 508 to $ 755fair price
September$ 400 to $ 607good price
October$ 418 to $ 649good price
November$ 483 to $ 691fair price
December$ 499 to $ 975very high price

How are these data calculated?

We have studied a sample of 60000 airfare prices from previous years for flights to the Dominican Republic from Chicago and can thus establish precise and credible price variation trends based on different parameters. Of course, prices can vary from year to year, but the seasonal aspect of this data (recurrence of school holidays, events... from year to year) makes these statistics quite reliable.


The GOOD price of a flight to the Dominican Republic from Chicago

Average price per month for a round trip flight to Punta Cana in the Dominican Republic

The average price for a round trip flight from Chicago to Punta Cana is $ 601. You can pay less by using the statistics below and choosing a departure month where the price is usually low (see chart below). For more details, visit the page on the price of Chicago-Punta Cana flights.

To get the best price...

take a flight with layover

leave on a tuesday

come back on a wednesday

Created with Highcharts 8.2.2 $536 $536 $572 $572 $915 $915 $574 $574 $504 $504 $633 $633 $578 $578 $508 $508 $419 $419 $600 $600 $691 $691 $679 $679Average price of round-trip plane ticket in USD according to the departure monthjan.feb.mar.apr.mayjun.jul.aug.sep.oct.nov.dec.3004005006007008009001000

Data analysis:

Travel to Punta Cana in the Dominican Republic in september to get the best price ($ 419, saving $ 183 compared to the average price for the year which is $ 601). Avoid the month of march which is statistically the most expensive ($ 915, which is $ 315 more than the average price).

Monthly prices in detail for Chicago-Punta Cana and other statistics

Average price per month for a round trip flight to Santo Domingo in the Dominican Republic

The average price for a round trip flight from Chicago to Santo Domingo is $ 462. You can pay less by using the statistics below and choosing a departure month where the price is usually low (see chart below). For more details, visit the page on the price of Chicago-Santo Domingo flights.

To get the best price...

take a flight with layover

leave on a tuesday

come back on a wednesday

Created with Highcharts 8.2.2 $392 $392 $364 $364 $489 $489 $429 $429 $390 $390 $555 $555 $610 $610 $509 $509 $400 $400 $418 $418 $483 $483 $499 $499Average price of round-trip plane ticket in USD according to the departure monthjan.feb.mar.apr.mayjun.jul.aug.sep.oct.nov.dec.200300400500600700

Data analysis:

Travel to Santo Domingo in the Dominican Republic in february to get the best price ($ 364, saving $ 99 compared to the average price for the year which is $ 462). Avoid the month of july which is statistically the most expensive ($ 610, which is $ 148 more than the average price).

Monthly prices in detail for Chicago-Santo Domingo and other statistics

Average price per month for a round trip flight to Puerto Plata in the Dominican Republic

The average price for a round trip flight from Chicago to Puerto Plata is $ 730. You can pay less by using the statistics below and choosing a departure month where the price is usually low (see chart below). For more details, visit the page on the price of Chicago-Puerto Plata flights.

To get the best price...

take a flight with layover

leave on a tuesday

come back on a thursday

Created with Highcharts 8.2.2 $637 $637 $672 $672 $660 $660 $732 $732 $786 $786 $729 $729 $873 $873 $755 $755 $607 $607 $649 $649 $672 $672 $975 $975Average price of round-trip plane ticket in USD according to the departure monthjan.feb.mar.apr.mayjun.jul.aug.sep.oct.nov.dec.5006007008009001000

Data analysis:

Travel to Puerto Plata in the Dominican Republic in september to get the best price ($ 607, saving $ 123 compared to the average price for the year which is $ 730). Avoid the month of december which is statistically the most expensive ($ 975, which is $ 245 more than the average price).

Monthly prices in detail for Chicago-Puerto Plata and other statistics


Top prices Chicago-Dominican Republic

Round tripDatesPrice
Chicago → Punta Cana01-04 to 08-04-2025$ 327 
Chicago → Punta Cana09-04 to 16-04-2025$ 320 
Chicago → Punta Cana13-04 to 17-04-2025$ 310 
Chicago → Punta Cana14-04 to 18-04-2025$ 307 
Chicago → Punta Cana16-04 to 22-04-2025$ 319 
Chicago → Punta Cana20-04 to 29-04-2025$ 232 
Chicago → Punta Cana26-04 to 30-04-2025$ 338 
Chicago → Punta Cana05-05 to 09-05-2025$ 238 
Chicago → Punta Cana07-05 to 12-05-2025$ 338 
Chicago → Punta Cana08-07 to 17-07-2025$ 301 


When to buy plane tickets to go to the Dominican Republic (from Chicago)?

The best time to buy your plane ticket from Chicago to Punta Cana

The price of tickets to Punta Cana fluctuates depending on how far in advance you book. The graph below shows the average price of tickets based on the number of months before departure. Another important factor is the day of booking. According to our calculations, to get a cheaper flight from Chicago to Punta Cana, you should buy your ticket on a thursday. For more details, please visit the when to buy plane tickets to Punta Cana page.

Created with Highcharts 8.2.2 $560 $560 $517 $517 $516 $516 $551 $551 $612 $612 $673 $673 $704 $704 $744 $744 $741 $741 $750 $750 $770 $770 $1085 $1085Average price in USD of the airplane ticket according to the number of months between the booking and the flight0 to 1 month1 to 2 months2 to 3 months3 to 4 months4 to 5 months5 to 6 months6 to 7 months7 to 8 months8 to 9 months9 to 10 months10 to 11 months11 to 12 months40060080010001200

Data analysis:

Buy your plane ticket to go to Punta Cana in the Dominican Republic 2 to 3 months before departure to get the best price (the average price in this range is $ 516 , which is $ 85 savings compared to the overall average price). However, do not buy your ticket 11 to 12 months in advance or you will pay a high price ($ 485 more than the average price).

When to buy your Chicago-Punta Cana flight ticket and other statistics

The best time to buy your plane ticket from Chicago to Santo Domingo

The price of tickets to Santo Domingo fluctuates depending on how far in advance you book. The graph below shows the average price of tickets based on the number of months before departure. Another important factor is the day of booking. According to our calculations, to get a cheaper flight from Chicago to Santo Domingo, you should buy your ticket on a tuesday. For more details, please visit the when to buy plane tickets to Santo Domingo page.

Created with Highcharts 8.2.2 $453 $453 $419 $419 $481 $481 $513 $513 $592 $592 $577 $577 $597 $597 $568 $568 $542 $542 $592 $592 $650 $650Average price in USD of the airplane ticket according to the number of months between the booking and the flight0 to 1 month1 to 2 months2 to 3 months3 to 4 months4 to 5 months5 to 6 months6 to 7 months7 to 8 months8 to 9 months9 to 10 months10 to 11 months300400500600700

Data analysis:

Buy your plane ticket to go to Santo Domingo in the Dominican Republic 1 to 2 months before departure to get the best price (the average price in this range is $ 419 , which is $ 44 savings compared to the overall average price). However, do not buy your ticket 10 to 11 months in advance or you will pay a high price ($ 188 more than the average price).

When to buy your Chicago-Santo Domingo flight ticket and other statistics

The best time to buy your plane ticket from Chicago to Puerto Plata

The price of tickets to Puerto Plata fluctuates depending on how far in advance you book. The graph below shows the average price of tickets based on the number of months before departure. Another important factor is the day of booking. According to our calculations, to get a cheaper flight from Chicago to Puerto Plata, you should buy your ticket on a saturday. For more details, please visit the when to buy plane tickets to Puerto Plata page.

Created with Highcharts 8.2.2 $767 $767 $688 $688 $736 $736 $746 $746 $733 $733 $752 $752 $762 $762 $812 $812 $722 $722 $663 $663 $778 $778Average price in USD of the airplane ticket according to the number of months between the booking and the flight0 to 1 month1 to 2 months2 to 3 months3 to 4 months4 to 5 months5 to 6 months6 to 7 months7 to 8 months8 to 9 months9 to 10 months10 to 11 months550600650700750800850

Data analysis:

Buy your plane ticket to go to Puerto Plata in the Dominican Republic 9 to 10 months before departure to get the best price (the average price in this range is $ 663 , which is $ 68 savings compared to the overall average price). However, do not buy your ticket 7 to 8 months in advance or you will pay a high price ($ 83 more than the average price).

When to buy your Chicago-Puerto Plata flight ticket and other statistics



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