Cheap flights from Chicago to the Dominican Republic from $108
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to the Dominican Republic departing on 11/15. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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How to get the cheapest flight ticket from Chicago to Dominican Republic
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest month to fly to Dominican Republic?
In general, July is the cheapest month to fly from Chicago to Dominican Republic. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $482. If you are unable to visit Dominican Republic during the month of July, then departing from Chicago during the month January is also very affordable. Most momondo users find prices during this month for around $492.
What is the cheapest day to depart on your flight to Dominican Republic?
The cheapest day to depart on your flight to Dominican Republic is on a Tuesday when prices can be found for as low as $500. This is often the case because there is less demand to fly during this day of the week. Flights from Chicago to Dominican Republic on a Thursday will generally be more expensive and average around $573. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.
What is the cheapest time of day to depart on your flight to Dominican Republic?
Flying to Dominican Republic from Chicago in the evening is the least expensive time of day to depart. momondo users have found prices as low as $306 when looking at flights departing in the evening. Flights in the morning are often more expensive with an average ticket price of $545.
What is the cheapest Chicago to Dominican Republic flight route?
Fly from Chicago O'Hare Intl to Punta Cana for the best Chicago - Dominican Republic flight prices
How far in advance should I book a flight to Dominican Republic?
You are more likely to see cheaper flights to Dominican Republic from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Dominican Republic for around $545 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Dominican Republic from Chicago for as low as $453 on momondo.
What cabin class options are available on Chicago to Dominican Republic flights?
There are 3 cabin classes available to choose from on Chicago to Dominican Republic flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
What is the cheapest airline that flies from Chicago to Dominican Republic?
Arajet, Frontier, and American Airlines are the most popular carriers operating from Chicago to Dominican Republic
What airlines fly to Dominican Republic?
American Airlines, Frontier and United Airlines are the top three most popular airlines that fly to Dominican Republic from Chicago according to our data. American Airlines is the first choice among our users, with 39% of people opting to fly with this airline when traveling to Dominican Republic. Keep in mind that there are 11 different airlines that fly to Dominican Republic on a routine basis, so you have a few additional options to choose from.
How many flights depart from Chicago to Dominican Republic on average per day?
As of July 2025, 2 flights take off from Chicago and land in Dominican Republic each day. The most common flight departure time for this route is 9:00AM, with 100% of daily flights taking off at noon.
How many flights depart from Chicago to Dominican Republic on average per week?
As of July 2025, 17 flights take off from Chicago and land in Dominican Republic each week. The most common flight departure day for this route is Thu, with 24% of weekly flights taking off on this day.
Cheap Chicago to Dominican Republic flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Chicago to Dominican Republic
Best Price Found | $108 |
|---|---|
Fastest flight time | 4h 30m |
Direct flights | Every day |
Airports in Dominican Republic | 3 airports |
When did momondo last update prices for flights from Chicago to Dominican Republic?
Prices for flights from Chicago to Dominican Republic are updated daily.
How many operators does momondo search for flights from Chicago to Dominican Republic?
There are 11 operators available for flights from Chicago to Dominican Republic as of July 2025.
How old do you have to be to fly from Chicago to Dominican Republic?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Dominican Republic.
What documentation or ID do you need to fly to Dominican Republic?
The travel and health documents you'll need for your trip to Dominican Republic may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Dominican Republic. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Chicago to Dominican Republic?
momondo data reveals that the most frequently booked plane model on the route from Chicago to Dominican Republic is Boeing 737-900, representing 30.59% of all bookings. The subsequent popular models are Airbus A321-100/200 at 17.02%, Airbus A321neo at 16.63%, and Boeing 737-800 at 13.73%.
Best airlines flying from Chicago to Dominican Republic
Compare and see reviews for airlines that fly from Chicago to Dominican Republic with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $193 | Free Cancellation | Rating 7.5 1,467 reviews | |||
| PriceFrom $223 | Free Cancellation | Rating 5.9 3,284 reviews | |||
| PriceFrom $226 | Free Cancellation | Rating 7.4 8,861 reviews | |||
| PriceFrom $235 | Free Cancellation | Rating 7.5 28 reviews | |||
| PriceFrom $249 | Free Cancellation | Rating 6.3 8,094 reviews | |||
| PriceFrom $274 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $334 | Free Cancellation | Rating 8.0 7,983 reviews | |||
| PriceFrom $335 | Free Cancellation | Rating 7.1 9,678 reviews | |||
| PriceFrom $343 | Free Cancellation | Rating 7.3 2,916 reviews | |||
| PriceFrom $495 | Free Cancellation | Rating 8.0 4,270 reviews |
Why use momondo?
Why should I use momondo to find a flight deal from Chicago to Dominican Republic?
Finding the right flight to Dominican Republic from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Dominican Republic quick and easy, saving you time and money.
Can I find flights from Chicago to Dominican Republic with flexible booking policies on momondo?
Yes. momondo enables you to select and highlight flights to Dominican Republic from Chicago with this policy.
How can momondo help me find flights from Chicago to Dominican Republic?
momondo provides multiple filters to help you find the best flight to Dominican Republic from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.
I’m not ready to book a flight from Chicago to Dominican Republic right now. Can momondo alert me if prices change?
Yes momondo offers price alerts on flights to Dominican Republic from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.