Cheap flights from the Dominican Republic to Chicago from $188
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 11/7. 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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Not ready to book? to track prices.Arajet flights from Dominican Republic to Chicago O'Hare Intl Airport
Our best Arajet deals on Dominican Republic to Chicago O'Hare Intl Airport flight tickets
United Airlines flights from Dominican Republic to Chicago O'Hare Intl Airport
Our best United Airlines deals on Dominican Republic to Chicago O'Hare Intl Airport flight tickets
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Use the filters below to find and compare flights from the Dominican Republic to Chicago O'Hare Intl Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Punta CanaChicago
PUJ Punta Cana - ORD Chicago O'Hare Intl
PUJORD
Punta Cana
Tue 11/24
2:39 pm-11:38 pm
1 stop10h 59m
Chicago O'Hare Intl
Tue 12/1
7:00 am-3:58 pm
1 stop6h 58m
Punta CanaChicago
PUJ Punta Cana - ORD Chicago O'Hare Intl
PUJORD
Punta Cana
Sat 11/21
7:00 am-10:10 am
Nonstop5h 10m
Chicago O'Hare Intl
Sat 11/28
11:10 am-5:55 pm
Nonstop4h 45m
Punta CanaChicago
PUJ Punta Cana - ORD Chicago O'Hare Intl
PUJORD
Punta Cana
Sat 11/21
7:00 am-10:10 am
Nonstop5h 10m
Chicago O'Hare Intl
Sat 11/28
11:10 am-5:55 pm
Nonstop4h 45m
Punta CanaChicago
PUJ Punta Cana - ORD Chicago O'Hare Intl
PUJORD
Punta Cana
Sun 11/1
3:00 pm-11:57 pm
1 stop10h 57m
Chicago O'Hare Intl
Sun 11/8
7:00 am-3:26 pm
1 stop6h 26m
Punta CanaChicago
PUJ Punta Cana - ORD Chicago O'Hare Intl
PUJORD
Punta Cana
Fri 11/20
2:39 pm-11:38 pm
1 stop10h 59m
Chicago O'Hare Intl
Fri 11/27
7:00 am-4:18 pm
1 stop7h 18m
Punta CanaChicago
PUJ Punta Cana - ORD Chicago O'Hare Intl
PUJORD
Punta Cana
Sat 12/26
7:00 am-10:10 am
Nonstop5h 10m
Chicago O'Hare Intl
Sat 1/2
11:10 am-5:55 pm
Nonstop4h 45m
Santo DomingoChicago
SDQ Santo Domingo Las Americas - ORD Chicago O'Hare Intl
SDQORD
Santo Domingo Las Americas
Fri 11/20
1:40 am-10:10 am
1 stop10h 30m
Chicago O'Hare Intl
Sat 11/28
11:10 am-9:40 pm
1 stop8h 30m
Santo DomingoChicago
SDQ Santo Domingo Las Americas - ORD Chicago O'Hare Intl
SDQORD
Santo Domingo Las Americas
Fri 12/25
1:40 am-10:10 am
1 stop10h 30m
Chicago O'Hare Intl
Sat 1/2
11:10 am-9:40 pm
1 stop8h 30m
Punta CanaChicago
PUJ Punta Cana - ORD Chicago O'Hare Intl
PUJORD
Punta Cana
Fri 12/25
5:34 pm-9:08 pm
Nonstop5h 34m
Chicago O'Hare Intl
Fri 1/1
9:52 am-4:29 pm
Nonstop4h 37m
Punta CanaChicago
PUJ Punta Cana - ORD Chicago O'Hare Intl
PUJORD
Punta Cana
Sat 11/21
4:08 pm-7:47 pm
Nonstop5h 39m
Chicago O'Hare Intl
Sat 11/28
6:00 am-3:48 pm
1 stop7h 48m
See travel insights to Chicago from
How to get the cheapest flight ticket from Dominican Republic to Chicago O'Hare Intl Airport
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 O'Hare Intl Airport?
The month of October is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Dominican Republic averaging around $469.
What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?
The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Sunday when prices can be found for as low as $386. This is often the case because there is less demand to fly during this day of the week. On the other hand, Friday is the most expensive day to depart from Dominican Republic because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $589.
What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?
Flying to Chicago O'Hare Intl Airport from Dominican Republic in the evening is the least expensive time of day to depart. momondo users have found prices as low as $236 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $502. Of course, these prices can vary depending on the time of year and what airport you fly to.
What is the cheapest Dominican Republic to Chicago O'Hare Intl flight route?
Fly from Punta Cana to Chicago O'Hare Intl for the best Dominican Republic - Chicago O'Hare Intl flight prices
What cabin class options are available on Dominican Republic to Chicago O'Hare Intl Airport flights?
There are 3 cabin classes available to choose from on Dominican Republic to Chicago O'Hare Intl Airport flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
Can stopping save me money on Dominican Republic to Chicago O'Hare Intl Airport flights?
You could potentially save up to 7% on your flight if you consider stops on a Dominican Republic to Chicago O'Hare Intl Airport flight.
What is the cheapest airline that flies from Dominican Republic to Chicago O'Hare Intl?
United Airlines, Delta, and American Airlines are the most popular carriers operating from Dominican Republic to Chicago O'Hare Intl
What airlines fly to Chicago O'Hare Intl Airport?
American Airlines, Arajet and JetBlue are the top three most popular airlines that fly to Chicago O'Hare Intl Airport from Dominican Republic according to our data. American Airlines is the first choice among our users, with 54% of people opting to fly with this airline when traveling to Chicago O'Hare Intl Airport. Keep in mind that there are 3 different airlines that fly to Chicago O'Hare Intl Airport on a routine basis, so you have a few additional options to choose from.
How many flights depart from Dominican Republic to Chicago O'Hare Intl Airport on average per day?
As of October 2026, there are 1 flights per day flying from Dominican Republic to Chicago O'Hare Intl Airport. The most common time of day flights depart is 1:00PM, with 66% of flights taking off in the afternoon.
How many flights depart from Dominican Republic to Chicago O'Hare Intl Airport on average per week?
The number of flights available between Dominican Republic and Chicago O'Hare Intl Airport is 8 per week as of October 2026. The most frequent departure day is Thu, with 25% of weekly flights leaving on this day.
Cheap Dominican Republic to Chicago O'Hare Intl Airport flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Dominican Republic to Chicago O'Hare Intl Airport
Frequently asked questions about flying from the Dominican Republic to Chicago O'Hare Intl Airport
When did momondo last update prices for flights from Dominican Republic to Chicago O'Hare Intl Airport?
Prices for flights from Dominican Republic to Chicago O'Hare Intl Airport were last updated today.
How many operators does momondo search for flights from Dominican Republic to Chicago O'Hare Intl Airport?
The number of operators available for flights from Dominican Republic to Chicago O'Hare Intl Airport is 3 as of October 2026.
How old do you have to be to fly from Dominican Republic to Chicago O'Hare Intl Airport?
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 O'Hare Intl Airport.
What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?
The necessary travel and health documents for your Chicago O'Hare Intl Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Dominican Republic to Chicago O'Hare Intl Airport?
momondo data reveals that the most frequently booked plane model on the route from Dominican Republic to Chicago O'Hare Intl Airport is Boeing 737 MAX 8, representing 36.51% of all bookings. The subsequent popular models are Boeing 737 at 17.43%, Boeing 737 MAX 9 at 14.94%, and Airbus A321-100/200 at 9.13%.
Best airlines flying from Dominican Republic to Chicago O'Hare Intl Airport
Compare and see reviews for airlines that fly from Dominican Republic to Chicago O'Hare Intl Airport with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $266 | Free Cancellation | Rating 6.2 55 reviews | |||
| PriceFrom $283 | Free Cancellation | Rating 7.0 12,145 reviews | |||
| PriceFrom $375 | Free Cancellation | Rating 7.1 3,049 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?
To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Dominican Republic.
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?
Once all potential Dominican Republic to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.
I’m not ready to book a flight from Dominican Republic to Chicago right now. Can momondo alert me if prices change?
Of course. momondo tracks the price of Dominican Republic to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.