Cheap flights from Chicago O'Hare Intl Airport to the Dominican Republic from $131

In general, January is the cheapest month to fly from Chicago O'Hare Intl Airport to Dominican Republic. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $84. If you are unable to visit Dominican Republic during the month of January, then departing from Chicago O'Hare Intl Airport during the month June is also very affordable. Most momondo users find prices during this month for around $106.

The cheapest day to depart on your flight to Dominican Republic is on a Monday when prices can be found for as low as $493. This is often the case because there is less demand to fly during this day of the week. Flights from Chicago O'Hare Intl Airport to Dominican Republic on a Thursday will generally be more expensive and average around $575. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

Flying to Dominican Republic from Chicago O'Hare Intl Airport in the evening is the least expensive time of day to depart. momondo users have found prices as low as $404 when looking at flights departing in the evening. Flights in the morning are often more expensive with an average ticket price of $539.

Fly from Chicago O'Hare Intl to Punta Cana for the best Chicago O'Hare Intl - Dominican Republic flight prices

You are more likely to see cheaper flights to Dominican Republic from Chicago O'Hare Intl Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Dominican Republic for around $497 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 O'Hare Intl Airport for as low as $443 on momondo.

There are 4 cabin classes available to choose from on Chicago O'Hare Intl Airport to Dominican Republic flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Arajet, JetBlue, and Delta are the most popular carriers operating from Chicago O'Hare Intl to Dominican Republic

American Airlines, Frontier and Arajet are the top three most popular airlines that fly to Dominican Republic from Chicago O'Hare Intl Airport according to our data. American Airlines is the first choice among our users, with 36% 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.

Historically, on average around 18% of flights between Chicago and Dominican Republic have experienced a delay on any given week. The average delay length over the past 12 months has been 143 minutes.

Generally, flights departing at night tend to experience fewer delays. Flights in the early afternoon have, in the past, seen delays more frequently in comparison.

Wednesday is statistically the day of the week which experiences the fewest number of delays on this flight route. Saturday has historically seen more delays on average compared to the rest of the week.

According to our data, American Airlines have had the least number of delays on this route over the last 12 months; with about 17% of their flights experiencing any sort of delay.

The number of flights available between Chicago O'Hare Intl Airport and Dominican Republic is 2 per day as of May 2026. The most frequent departure time is 9:00AM, with 94% of daily flights leaving at noon.

As of May 2026, 15 flights take off from Chicago O'Hare Intl Airport and land in Dominican Republic each week. The most common flight departure day for this route is Sat, with 20% of weekly flights taking off on this day.