Cheap flights from the Dominican Republic to Chicago from $126
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from the Dominican Republic to Chicago 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 Dominican Republic to Chicago
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 Chicago?
The month of May is, on average, the cheapest month to fly to Chicago from Dominican Republic, with most prices found around $302. If you’re not able to fly to Chicago in May, then October is your next best option. Flight prices from Dominican Republic to Chicago during October average around $329.
What is the cheapest day to depart on your flight to Chicago?
The cheapest day to depart on your flight to Chicago is on a Saturday when prices can be found for as low as $321. This is often the case because there is less demand to fly during this day of the week. When flying out on a Tuesday, the most expensive travel day of the week, you can expect to see flight prices from Dominican Republic to Chicago for around $471.
What is the cheapest time of day to depart on your flight to Chicago?
Our most recent data shows that the best time of day to fly to Chicago is in the morning. Flights from Dominican Republic to Chicago during this time can be as low as $306. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $412.
What is the cheapest Dominican Republic to Chicago flight route?
Fly from Punta Cana to Chicago O'Hare Intl for the best Dominican Republic - Chicago flight prices
How far in advance should I book a flight to Chicago?
You are more likely to see cheaper flights to Chicago from Dominican Republic when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $432 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Dominican Republic for as low as $325 on momondo.
What cabin class options are available on Dominican Republic to Chicago flights?
There are 2 cabin classes available to choose from on Dominican Republic to Chicago 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 Dominican Republic to Chicago?
Arajet, Southwest, and United Airlines are the most popular carriers operating from Dominican Republic to Chicago
What airlines fly to Chicago?
American Airlines, United Airlines and Frontier are the top three most popular airlines that fly to Chicago from Dominican Republic according to our data. American Airlines is the first choice among our users, with 53% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 4 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.
How many flights depart from Dominican Republic to Chicago on average per day?
As of June 2025, 3 flights take off from Dominican Republic and land in Chicago each day. The most common flight departure time for this route is 3:00PM, with 100% of daily flights taking off in the afternoon.
How many flights depart from Dominican Republic to Chicago on average per week?
As of June 2025, 23 flights take off from Dominican Republic and land in Chicago each week. The most common flight departure day for this route is Mon, with 17% of weekly flights taking off on this day.
Cheap Dominican Republic to Chicago flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Dominican Republic to Chicago
When did momondo last update prices for flights from Dominican Republic to Chicago?
Prices for flights from Dominican Republic to Chicago are updated daily.
How many operators does momondo search for flights from Dominican Republic to Chicago?
There are 4 operators available for flights from Dominican Republic to Chicago as of June 2025.
How old do you have to be to fly from Dominican Republic to Chicago?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Dominican Republic to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Dominican Republic to Chicago?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Dominican Republic to Chicago is Boeing 737-900 (38.35% of total bookings). The next most popular plane models are Airbus A321neo (29.41%), Airbus A320neo (9.18%), and Boeing 737-800 (6.12%).
Best airlines flying from Dominican Republic to Chicago
Compare and see reviews for airlines that fly from Dominican Republic to Chicago with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $224 | Free Cancellation | Rating 5.9 3,301 reviews | |||
| PriceFrom $312 | Free Cancellation | Rating 7.4 8,810 reviews | |||
| PriceFrom $324 | Free Cancellation | Rating 8.0 7,964 reviews | |||
| PriceFrom $385 | Free Cancellation | Rating 7.2 10,000 reviews |
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from Dominican Republic to Chicago?
Finding the right flight to Chicago from Dominican Republic 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 Chicago quick and easy, saving you time and money.
Can I find flights from Dominican Republic to Chicago with flexible booking policies on momondo?
momondo does allow users to show only those flights to Chicago from Dominican Republic which offer a flexible booking policy as well as other useful filters and features.
How can momondo help me find flights from Dominican Republic to Chicago?
momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Dominican Republic to Chicago.
I’m not ready to book a flight from Dominican Republic to Chicago right now. Can momondo alert me if prices change?
Yes momondo offers price alerts on flights to Chicago from Dominican Republic. 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.