$126+ 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 4/23. Fares are subject to change and may not be available on all flights or dates of travel.
Find cheap flights from Chicago to Dominican Republic with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Chicago to Dominican Republic
Keep the following information in mind while searching for Chicago to Dominican Republic flight deals. Data was last updated April 1, 2025.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $315 (American Airlines) |
One-way from | $126 (American Airlines) |
Popular in | March |
Cheapest in | April |
Average price | $475 |
Good round-trip deal | $472 or less |
Good one-way deal | $193 or less |
Find flight deals from Chicago to Dominican Republic
Cheapest flights from Chicago to Dominican RepublicExplore 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 April 1, 2025.
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 April 1, 2025.
This American Airlines deal was found by Cheapflights users on 4/1. 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.
This Cheapflightsfares deal was found by Cheapflights users on 4/1. 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.
This Kiwi.com deal was found by Cheapflights users on 3/31. 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.
This Delta deal was found by Cheapflights users on 3/30. 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.
This Delta deal was found by Cheapflights users on 3/31. 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.
This Kiwi.com deal was found by Cheapflights users on 3/31. 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.
This United Airlines deal was found by Cheapflights users on 4/1. 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.
This Cheapflightsfares deal was found by Cheapflights users on 3/31. 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.
This Cheapflightsfares deal was found by Cheapflights users on 4/1. 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.
This Kiwi.com deal was found by Cheapflights users on 3/31. 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.
This Delta deal was found by Cheapflights users on 4/1. 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.
This Copa Airlines deal was found by Cheapflights users on 3/31. 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.
Cheapflights Fare Finder
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 April 1, 2025.
Use the filters below to find and compare flights from Chicago to the Dominican Republic that are best for you.
Fly from
Fly to
Route
Depart
Return
Price
ChicagoPunta Cana
ORD - PUJ
ORDPUJ
Chicago O'Hare Intl
Mon 5/5
1:35 pm-10:35 am
1 stop20h 00m
Punta Cana
Fri 5/16
3:16 pm-7:36 pm
Nonstop5h 20m
ChicagoPunta Cana
ORD - PUJ
ORDPUJ
Chicago O'Hare Intl
Mon 5/5
5:07 pm-11:44 am
1 stop17h 37m
Punta Cana
Thu 5/15
12:42 pm-8:03 pm
1 stop8h 21m
ChicagoPunta Cana
ORD - PUJ
ORDPUJ
Chicago O'Hare Intl
Sun 4/27
4:30 pm-11:44 am
1 stop18h 14m
Punta Cana
Wed 4/30
3:18 pm-12:20 am
1 stop10h 02m
ChicagoPunta Cana
ORD - PUJ
ORDPUJ
Chicago O'Hare Intl
Sun 4/20
5:30 am-2:40 pm
1 stop8h 10m
Punta Cana
Tue 4/22
3:55 pm-11:59 pm
1 stop9h 04m
ChicagoPunta Cana
MDW - PUJ
MDWPUJ
Chicago Midway
Sun 4/20
6:04 am-1:15 pm
1 stop6h 11m
Punta Cana
Thu 4/24
12:55 pm-10:22 pm
1 stop10h 27m
ChicagoPunta Cana
MDW - PUJ
MDWPUJ
Chicago Midway
Sat 4/12
12:58 pm-11:44 am
1 stop21h 46m
Punta Cana
Fri 4/18
12:39 pm-7:55 pm
1 stop8h 16m
ChicagoPunta Cana
ORD - PUJ
ORDPUJ
Chicago O'Hare Intl
Sun 5/11
9:23 am-3:05 pm
Nonstop4h 42m
Punta Cana
Thu 5/15
1:50 pm-5:55 pm
Nonstop5h 05m
ChicagoSanto Domingo
ORD - SDQ
ORDSDQ
Chicago O'Hare Intl
Sat 5/3
5:36 am-2:46 pm
1 stop8h 10m
Santo Domingo Las Americas
Wed 5/7
4:05 pm-11:04 pm
1 stop7h 59m
ChicagoPunta Cana
ORD - PUJ
ORDPUJ
Chicago O'Hare Intl
Sun 4/27
6:20 am-11:56 am
Nonstop4h 36m
Punta Cana
Mon 5/5
5:08 pm-9:11 pm
Nonstop5h 03m
ChicagoSanto Domingo
ORD - SDQ
ORDSDQ
Chicago O'Hare Intl
Fri 5/9
8:24 pm-11:48 am
1 stop14h 24m
Santo Domingo Las Americas
Mon 5/19
4:50 pm-8:50 am
1 stop17h 00m
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.
Cheapflights Insights
Everything you need to know about your flight from Chicago to the Dominican Republic
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 June is currently the most expensive (average of $598). 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 April 1, 2025.
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.
What is the cheapest day to fly from Chicago to Dominican Republic?
Use this chart to determine the cheapest time to fly round-trip from Chicago to Dominican Republic. Price data was last updated on December 16, 2024.
Travelers seeking maximum savings on their Chicago to Dominican Republic flight should consider departing on Tuesday mornings when fares are most often at their lowest. Saturday mornings flights should be avoided if possible as fares are typically the most expensive at this time.
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 April 1, 2025.
The most flights from CHI to DO0 are scheduled on a Tuesday (4 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (1 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 April 1, 2025.
Peruse reviews from past customers who have flown with Delta, Southwest and Air Transat 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.
Crew
Entertainment
Boarding
Food
Overall
Comfort
Reviews
Aaron,Oct 2024
LAX - LHR
Crew
Entertainment
Boarding
Food
Overall
Comfort
Reviews
Aaron,Oct 2024
LAX - LHR
Crew
Entertainment
Boarding
Food
Overall
Comfort
Reviews
Aaron,Oct 2024
LAX - LHR
Crew
Entertainment
Boarding
Food
Overall
Comfort
Reviews
Aaron,Oct 2024
LAX - LHR
Crew
Entertainment
Boarding
Food
Overall
Comfort
Reviews
Aaron,Oct 2024
LAX - LHR
Crew
Entertainment
Boarding
Food
Overall
Comfort
Reviews
Aaron,Oct 2024
LAX - LHR
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.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes for Chicago to Dominican Republic
See prices for flight routes from nearby airports that may be better suited for you.
Top 10 airlines flying from Chicago to Dominican Republic
Discover the top 10 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 April 1, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$210 | Average$490 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$226 | Average$621 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$226 | Average$537 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$228 | Average$326 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$334 | Average$625 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$335 | Average$861 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$343 | Average$586 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$381 | Average$654 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$671 | Average$874 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$1,422 | Average$1,422 | FlexibilityNo cancel fee | On-time71% |