$209 Find Cheap Flights from the Dominican Republic to Illinois - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from the Dominican Republic to Illinois departing on 9/4. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
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Cheap Flights from the Dominican Republic to Illinois

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from the Dominican Republic to Illinois that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from the Dominican Republic to Illinois

Sat, Nov 21 - Sun, Dec 6
Arajet Logo
5:47 am - 8:57 am
PUJ
-
ORD
5h 10mnonstop
Arajet Logo
3:20 am - 10:05 am
ORD
-
PUJ
4h 45mnonstop
$365Arajet
Thu, Sep 17 - Mon, Sep 21
Multiple Airlines Logo
1:45 pm - 11:40 pm
SDQ
-
ORD
10h 55m
1 stop
Multiple Airlines Logo
5:30 am - 4:55 pm
ORD
-
SDQ
10h 25m
1 stop
$379Multiple Airlines
Thu, Dec 24 - Sat, Jan 2
Delta Logo
5:45 pm - 11:50 pm
PUJ
-
ORD
8h 05m
1 stop
Delta Logo
7:10 am - 5:05 pm
ORD
-
PUJ
7h 55m
1 stop
$392Delta
Sat, Nov 21 - Sun, Dec 6
Arajet Logo
5:47 am - 8:57 am
PUJ
-
ORD
5h 10mnonstop
Arajet Logo
3:20 am - 10:05 am
ORD
-
PUJ
4h 45mnonstop
$395Arajet
Sat, Nov 21 - Mon, Dec 7
United Airlines Logo
5:10 pm - 12:34 am
PUJ
-
ORD
33h 24m
2 stops
United Airlines Logo
9:30 pm - 5:25 pm
ORD
-
PUJ
17h 55m
1 stop
$400United Airlines
Thu, Aug 27 - Mon, Aug 31
American Airlines Logo
4:14 pm - 11:44 pm
PUJ
-
ORD
8h 30m
1 stop
American Airlines Logo
8:21 am - 2:05 pm
ORD
-
PUJ
4h 44mnonstop
$406American Airlines
Sat, Aug 29 - Tue, Sep 1
United Airlines Logo
2:20 pm - 11:26 pm
PUJ
-
ORD
10h 06m
1 stop
United Airlines Logo
7:05 am - 3:30 pm
ORD
-
PUJ
7h 25m
1 stop
$411United Airlines
Sat, Nov 21 - Sat, Nov 28
Air Canada Logo
1:05 pm - 9:23 am
PUJ
-
ORD
22h 18m
1 stop
Air Canada Logo
7:05 am - 6:45 pm
ORD
-
PUJ
9h 40m
1 stop
$414Air Canada
Sat, Sep 5 - Mon, Sep 14
American Airlines Logo
4:24 pm - 12:35 am
SDQ
-
ORD
9h 11m
1 stop
American Airlines Logo
10:05 am - 6:34 pm
ORD
-
SDQ
7h 29m
1 stop
$459American Airlines
Wed, Nov 4 - Mon, Nov 9
Delta Logo
8:16 pm - 10:04 am
STI
-
ORD
15h 48m
1 stop
Delta Logo
6:00 am - 12:55 am
ORD
-
STI
16h 55m
1 stop
$481Delta
Booking Insights

KAYAK's insights & trends for flights to Illinois

Get data-powered insights and trends for flights to Illinois to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest flight to Illinois?

These are the best round-trip prices found by users searching on KAYAK in the last 5 days.

The cheapest ticket to Illinois from the Dominican Republic found in the last 5 days was to Chicago Midway Airport, at $219 round-trip. The most popular route is Punta Cana (PUJ) to Chicago Midway Airport (MDW) and the cheapest round-trip airline ticket found on this route in the last 5 days was $219.

What is the cheapest month to fly from the Dominican Republic to Illinois?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from the Dominican Republic to Illinois, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from the Dominican Republic to Illinois is December, when tickets cost $216 (return) on average. On the other hand, the most expensive months are June and January, when the average cost of round-trip tickets is $370 and $361 respectively.

What is the cheapest time of day to fly to Illinois?

The average price for all round-trip flights from the Dominican Republic to Illinois depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Illinois is generally at night, when round-trip flights cost $297 on average. Morning departures are around 8% cheaper than evening flights, on average. The most expensive time of day to fly to Illinois is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $433.

Which is the cheapest airport to fly into in Illinois?

Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Illinois is Chicago O'Hare Intl Airport (ORD), with an average flight price of $355.

Good to know

Low season

January

Cheapest flight

$209
Best time to beat the crowds with an average 23% drop in price.
Most popular time to fly with an average 10% increase in price.
Flight from Santo Domingo to Chicago O'Hare Airport

FAQs for booking flights from the Dominican Republic to Illinois

  • How does KAYAK find such low prices on flights from the Dominican Republic to Illinois?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from the Dominican Republic to Illinois.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from the Dominican Republic to Illinois?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from the Dominican Republic to Illinois is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from the Dominican Republic to Illinois?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from the Dominican Republic to Illinois with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from the Dominican Republic to Illinois?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from the Dominican Republic to Illinois up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest day to fly to Illinois?

    Based on KAYAK data, the cheapest day to fly to Illinois is Wednesday where round-trip tickets can be as cheap as $359. On the other hand, the most expensive day to fly is Monday, where round-trip prices are $476 on average.

Reviews of the top airlines flying from the Dominican Republic to Illinois

 
See real verified KAYAK customer reviews for airlines flying to Illinois. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from the Dominican Republic to Illinois. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from the Dominican Republic to Illinois? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.1
American AirlinesOverall score based on 11826 reviews
7.2Comfort
6.4Food
7.5Boarding
6.8Entertainment
7.9Crew
Airline reviews

- flight was delayed several hours due to weather (understandable) - flight delayed further and we were told by attendants "we are not sure where the pilots are but they are on their way" as we have to find different pilots for the flight - announcements over the PA were somewhat unprofessional by the attendants, seems they need more training and were not reading off the script. They showed their young age and immaturity in their communications with the passengers. They were not clear and lacked professional communication language. - going from a hub to hub we were also parked at the tarmac at ohare for an additional hour and kept being told "few more minutes". Please just let the passengers know the real wait time instead of hiding the truth. We understand there is traffic and weather delays, but we just want transparency. There are several logistics of our lives that revolve around what the attendants and pilots are sharing with us but they are not being transparant.

4.0 OkaySyeda, Jul 2026
MIA - ORD
Read more American Airlines reviews

- flight was delayed several hours due to weather (understandable) - flight delayed further and we were told by attendants "we are not sure where the pilots are but they are on their way" as we have to find different pilots for the flight - announcements over the PA were somewhat unprofessional by the attendants, seems they need more training and were not reading off the script. They showed their young age and immaturity in their communications with the passengers. They were not clear and lacked professional communication language. - going from a hub to hub we were also parked at the tarmac at ohare for an additional hour and kept being told "few more minutes". Please just let the passengers know the real wait time instead of hiding the truth. We understand there is traffic and weather delays, but we just want transparency. There are several logistics of our lives that revolve around what the attendants and pilots are sharing with us but they are not being transparant.

Boarding and Delays The boarding process for my American Airlines flight from Copenhagen to Philadelphia was a bit tricky. We experienced a gate change that required a long walk to a new area of the airport. Additionally, boarding was not via a jet bridge; we had to take a shuttle bus to the plane and then carry our luggage up the stairs ourselves. Furthermore, the bag drop didn't open until about 12:20 PM, which was only three hours before our scheduled departure. This meant I couldn't drop my bag off early and had to wait outside of security in order to drop off my bag and use the kiosk. The bag drop self-service kiosks also didn't open until about 12:00 PM when an American Airlines employee unlocked them so that we could print out our boarding passes and bag tags, which further created a backlog. The flight was delayed by over an hour because we had to wait for one of the tires on the plane to be changed. Flight Attendant Professionalism On a positive note, the flight attendant was very professional when handling a passenger who was sitting in the wrong seat. Even though the passenger was persistent and reluctant to move, the flight attendant calmly ensured the assigned passenger could take their seat. Kudos to the flight attendant for keeping his calm and composure, not allowing the issue to escalate, and handling it well under pressure while a line of passengers waited in the aisle to board. In-Flight Service The in-flight service was also fast, prompt, and efficient, although service had to be suspended for the last two hours of the flight due to weather and turbulence, which was outside of the crew's control. Limited Flight Options Please note that American Airlines only operates one flight per day in and out of Copenhagen. This means there are limited options available if your flight is delayed or canceled, which is something to take into consideration when booking.

This may have been the hottest cabin temperatures I have experienced on any flight prior to take off lasting for approximately 30 minutes. I am not typically one to complain but I was genuinely worried about the health of several passengers on the flight due to the extreme temperatures including a small toddler.

I will never but. through kayak again. and American Airlines. I will never fly again on. They're both thieves.

Nothing, I wont be flying American Airlines again and will not be recommending anyone to fly American Airlines. It was the worst experience flying I've ever had.

My luggage was not sent with us. Not sure if this is Envoy Air responsibility but that was a very BAD experience

The planes can use an actual cleaning. The armrest and seats do not appear to be cleaned on this one and most other planes.

Flight was delayed…once landed at ORD, no gates were available so made us wait for 56 minutes after we landed to let us out of the aircraft!

Very efficient boarding and quick flight. Attendants don’t come by often so would often have a lot of trash at seat.

They should have MSNBC available on board. A 4- hour flight should provide more than a cookie.

Do not book with this airline. Flights delayed over 3 hours and no explanation. They keep changing your itinerary every hour.

Awful. Not water, or chargers or space under the seats, the plane was very old and poor maintenance, seats really dirty, sticky, seats pockets with wires pinching your knees. Connection with no announcements, plane departed 1.30 hour earlier for an extra stop to refueling in Trinidad & Tobago. Even that we had a 3 hrs delay, seated in the plane in the runway.

Really bad. Uncommunicated stop in Trinidad & Tobago for refueling. Extra stop added 3 hours of discomfort without allowing off the seat. Not even water, or chargers or boarding groups.

Staff were unfriendly and rude. Was stuck on runway for 2 hours after arrival in Boston.

Horrible service. No communication from the crew as to why a 6 hour delay then cancellation

We waited in an overcrowded bus for over a half hour. It was uncomfortable. It would have been better to have waited in the terminal in a line

The food for sale on board has opportunity for improvement.

I paid extra for a comfortable seat in the second flight, but the plane didn't have those seats, the first one did

The Arajet person who greeted us initially was unhelpful & rude about the mandatory migration form which has to be completed digitally but the systems don’t work properly. The boarding gate was changed twice and initial boarding was delayed. Once on board we we had to wait an hour and a half before take off. It was hot and there was very little room for tall-ish people to fit their knees in. The crew were pleasant but working in a poor situation. The plane was delayed because we were waiting for people from a delayed interconnecting flight. Arajet must have known that before we were asked to board. Better information, decisions & communication were needed.

My seat was broken and the crew had to find me somewhere else to sit. The crew was extremely courteous about this

Everything you need to know for your flight to Illinois

Cabin class types available on flights to Illinois

Cabin classes available on flights to Illinois. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.