How many flights depart from Chicago to Dominican Republic on average per day?

As of November 2025, 3 flights take off from Chicago and land in Dominican Republic each day. The most common flight departure time for this route is 8:00AM, with 100% of daily flights taking off at noon.

How often are flights $[0, preposition:'from ']$[0, article:'from ']$[0, place:'from'] $[1, preposition:'to ']$[1, article:'to ']$[1, place:'to'] delayed?

Historically, on average around 15% of flights between $[0, place:'genitive'] and $[1, place:'genitive'] have experienced a delay on any given week. The average delay length over the past 12 months has been 135 minutes.

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 36% of people opting to fly with this airline when traveling to Dominican Republic. Keep in mind that there are 12 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 week?

As of November 2025, 21 flights take off from Chicago and land in Dominican Republic each week. The most common flight departure day for this route is Wed, with 19% of weekly flights taking off on this day.

Which airline has the best punctuality record on $[0,article:'genitive ']$[0,place:'genitive'] $[1, preposition:'to ']$[1, article:'to ']$[1, place:'to'] flights?

According to our data, TUI fly have had the least number of delays on this route over the last 12 months; with about 11% of their flights experiencing any sort of delay.

What is the cheapest airline that flies from Chicago to Dominican Republic?

JetBlue, United Airlines, and Spirit Airlines are the most popular carriers operating from Chicago to Dominican Republic

What is the most punctual flight time for $[0,article:'genitive ']$[0,place:'genitive'] $[1, preposition:'to ']$[1, article:'to ']$[1, place:'to'] flights?

Generally, flights departing in the morning tend to experience fewer delays. Flights in the morning have, in the past, seen delays more frequently in comparison.

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 12 operators available for flights from Chicago to Dominican Republic as of November 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.

$106 Cheap Flights from Chicago to the Dominican Republic in 2025/26

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Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

12:39 pm - 9:42 amORD-SDQ

19h 03m2 stops

12:25 pm - 8:06 pmSDQ-ORD

9h 41m1 stop

$237Frontier

Find Deal

Wed, Dec 24 - Wed, Dec 31

8:45 am - 8:17 pmORD-STI

9h 32m1 stop

11:16 am - 11:10 pmSTI-ORD

13h 54m1 stop

$240JetBlue

Find Deal

Tue, Feb 10 - Wed, Feb 18

10:27 am - 5:12 pmORD-PUJ

4h 45mnonstop

5:47 am - 8:57 amPUJ-ORD

5h 10mnonstop

$253Arajet

Find Deal

Sat, Feb 21 - Sat, Feb 28

6:45 am - 1:19 pmORD-PUJ

4h 34mnonstop

6:50 pm - 10:00 pmPUJ-ORD

5h 10mnonstop

$254Frontier

Find Deal

Sun, Nov 30 - Fri, Dec 5

1:45 pm - 2:54 amORD-STI

12h 09m1 stop

5:01 am - 12:50 pmSTI-ORD

8h 49m1 stop

$254JetBlue

Find Deal

Fri, Apr 17 - Sun, Apr 26

8:15 am - 2:35 pmMDW-PUJ

4h 20mnonstop

3:00 pm - 5:55 pmPUJ-MDW

4h 55mnonstop

$313Southwest

Find Deal

Sat, Jan 31 - Sat, Feb 7

6:45 am - 4:00 pmORD-POP

7h 15m1 stop

4:55 pm - 11:49 pmPOP-ORD

8h 54m1 stop

$388Delta

Find Deal

Sun, Jan 4 - Sat, Feb 14

7:35 pm - 3:53 pmORD-POP

18h 18m2 stops

5:08 pm - 11:56 pmPOP-ORD

8h 48m1 stop

$392Delta

Find Deal

Sun, Jan 25 - Thu, Jan 29

5:00 am - 4:17 pmORD-POP

9h 17m2 stops

4:42 pm - 12:11 pmPOP-ORD

21h 29m1 stop

$402American Airlines

Find Deal

Thu, Jan 1 - Mon, Jan 12

6:05 am - 2:32 pmORD-POP

6h 27m1 stop

2:17 pm - 11:07 pmPOP-ORD

10h 50m1 stop

$413American Airlines

Find Deal

Sun, Jan 11 - Sat, Feb 21

Arajet flights from Chicago to Dominican Republic

Our best Arajet deals on Chicago to Dominican Republic flight tickets

Arajet

Feb 21

ORD10:27 amChicago O'Hare Intl

4h 45m

PUJ5:12 pmPunta Cana

Feb 28

PUJ5:47 amPunta Cana

5h 10m

ORD8:57 amChicago O'Hare Intl

$253

Find similar

Arajet

Feb 18

ORD5:45 amChicago O'Hare Intl

4h 45m

PUJ12:30 pmPunta Cana

Feb 28

PUJ5:47 amPunta Cana

5h 10m

ORD8:57 amChicago O'Hare Intl

$265

Find similar

Arajet

Dec 3

ORD5:45 amChicago O'Hare Intl

4h 45m

PUJ12:30 pmPunta Cana

Dec 7

PUJ6:00 pmPunta Cana

5h 10m

ORD9:10 pmChicago O'Hare Intl

$279

Find similar

Spirit Airlines flights from Chicago to Dominican Republic

Our best Spirit Airlines deals on Chicago to Dominican Republic flight tickets

Spirit Airlines

Dec 6

ORD7:10 amChicago O'Hare Intl

7h 40m

1 stop

PUJ4:50 pmPunta Cana

Dec 13

PUJ6:08 pmPunta Cana

8h 01m

1 stop

ORD12:09 amChicago O'Hare Intl

$259

Find similar

Spirit Airlines

Dec 8

ORD7:10 amChicago O'Hare Intl

7h 40m

1 stop

PUJ4:50 pmPunta Cana

Dec 15

PUJ6:08 pmPunta Cana

8h 01m

1 stop

ORD12:09 amChicago O'Hare Intl

$273

Find similar

Spirit Airlines

Jan 31

ORD5:15 amChicago O'Hare Intl

9h 21m

1 stop

PUJ4:36 pmPunta Cana

Feb 7

PUJ5:47 pmPunta Cana

7h 59m

1 stop

ORD11:46 pmChicago O'Hare Intl

$274

Find similar

momondo Fare Finder

Use the filters below to find and compare flights from Chicago to the Dominican Republic that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Wed 12/24

12:39 pm-9:42 am

2 stops19h 03m

Santo Domingo Las Americas

Wed 12/31

12:25 pm-8:06 pm

1 stop9h 41m

$237

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Tue 2/10

8:45 am-8:17 pm

1 stop9h 32m

Santiago de los Caballeros

Wed 2/18

11:16 am-11:10 pm

1 stop13h 54m

$240

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Sat 2/21

10:27 am-5:12 pm

Nonstop4h 45m

Punta Cana

Sat 2/28

5:47 am-8:57 am

Nonstop5h 10m

$253

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Sun 11/30

6:45 am-1:19 pm

Nonstop4h 34m

Punta Cana

Fri 12/5

6:50 pm-10:00 pm

Nonstop5h 10m

$254

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Fri 4/17

1:45 pm-2:54 am

1 stop12h 09m

Santiago de los Caballeros

Sun 4/26

5:01 am-12:50 pm

1 stop8h 49m

$254

ChicagoPunta Cana

MDW - PUJ

MDWPUJ

Chicago Midway

Sat 1/31

8:15 am-2:35 pm

Nonstop4h 20m

Punta Cana

Sat 2/7

3:00 pm-5:55 pm

Nonstop4h 55m

$313

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Sun 1/4

6:45 am-4:00 pm

1 stop7h 15m

Puerto Plata La Union

Sat 2/14

4:55 pm-11:49 pm

1 stop8h 54m

$388

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Sun 1/25

7:35 pm-3:53 pm

2 stops18h 18m

Puerto Plata La Union

Thu 1/29

5:08 pm-11:56 pm

1 stop8h 48m

$392

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Thu 1/1

5:00 am-4:17 pm

2 stops9h 17m

Puerto Plata La Union

Mon 1/12

4:42 pm-12:11 pm

1 stop21h 29m

$402

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Sun 1/11

6:05 am-2:32 pm

1 stop6h 27m

Puerto Plata La Union

Sat 2/21

2:17 pm-11:07 pm

1 stop10h 50m

$413

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

Delays

Other information

What is the cheapest month to fly to Dominican Republic?

In general, August 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 $459. If you are unable to visit Dominican Republic during the month of August, then departing from Chicago during the month July is also very affordable. Most momondo users find prices during this month for around $469.

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 Monday when prices can be found for as low as $491. 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 $552. 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 at noon is the least expensive time of day to depart. momondo users have found prices as low as $321 when looking at flights departing at noon. Flights in the morning are often more expensive with an average ticket price of $528.

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 $504 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 $456 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.

Can stopping save me money on Chicago to Dominican Republic flights?

No. A direct flight is the cheapest option for a flight between Chicago to Dominican Republic.

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	$167
Fastest flight time	4h 15m
Direct flights	Every day
Airports in Dominican Republic	1 airport

The best one-way flight to Dominican Republic from Chicago in the past 72 hours is $167. The best round-trip flight deal from Chicago to Dominican Republic found on momondo in the last 72 hours is $355.

The fastest flight from Chicago to Dominican Republic takes 4h 15m

Direct flights go from Chicago to Dominican Republic every day.

There is 1 airport near Dominican Republic: Punta Cana (PUJ)

Search flight deals

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 12 operators available for flights from Chicago to Dominican Republic as of November 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 MAX 8, representing 25.56% of all bookings. The subsequent popular models are Boeing 737-800 at 18.12%, Boeing 737-900 at 17.48%, and Boeing 737 at 12.00%.

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
Copa Airlines	PriceFrom $188	Free Cancellation	Rating 7.6 1,566 reviews	Search Copa Airlines flights
Frontier	PriceFrom $223	Free Cancellation	Rating 5.8 3,104 reviews	Search Frontier flights
United Airlines	PriceFrom $226	Free Cancellation	Rating 7.4 9,027 reviews	Search United Airlines flights
Arajet	PriceFrom $233	Free Cancellation	Rating 7.1 36 reviews	Search Arajet flights
American Airlines	PriceFrom $274	Free Cancellation	Rating 7.2 11,045 reviews	Search American Airlines flights
Spirit Airlines	PriceFrom $277	Free Cancellation	Rating 6.3 8,156 reviews	Search Spirit Airlines flights
Air Canada	PriceFrom $335	Free Cancellation	Rating 7.1 10,462 reviews	Search Air Canada flights
Delta	PriceFrom $356	Free Cancellation	Rating 7.9 8,002 reviews	Search Delta flights
JetBlue	PriceFrom $367	Free Cancellation	Rating 7.2 2,902 reviews	Search JetBlue flights

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.

An easier way to manage your Dominican Republic trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Start using Trips

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Find better results for your trip to the Dominican Republic

Popular cities in the Dominican Republic

Flights to Punta Canafrom $197

Flights to Santo Domingofrom $200

Flights to Santiago de los Caballerosfrom $215

Flights to Puerto Platafrom $270

Flights to La Romanafrom $263

Flights to Naguafrom $456

Cheap flights from Chicago to the Dominican Republic from $106

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 2/10. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from Chicago to the Dominican Republic

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

Cheap direct flights

Arajet flights from Chicago to Dominican Republic

Our best Arajet deals on Chicago to Dominican Republic flight tickets

Spirit Airlines flights from Chicago to Dominican Republic

Our best Spirit Airlines deals on Chicago to Dominican Republic flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Chicago to the Dominican Republic that are best for you.

See travel insights to the Dominican Republic from

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?

What is the cheapest day to depart on your flight to Dominican Republic?

What is the cheapest time of day to depart on your flight to Dominican Republic?

Flying to Dominican Republic from Chicago at noon is the least expensive time of day to depart. momondo users have found prices as low as $321 when looking at flights departing at noon. Flights in the morning are often more expensive with an average ticket price of $528.

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?

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.

Can stopping save me money on Chicago to Dominican Republic flights?

No. A direct flight is the cheapest option for a flight between Chicago to Dominican Republic.

What is the cheapest airline that flies from Chicago to Dominican Republic?

JetBlue, United Airlines, and Spirit Airlines are the most popular carriers operating from Chicago to Dominican Republic

What airlines fly to Dominican Republic?

How often are flights $[0, preposition:'from ']$[0, article:'from ']$[0, place:'from'] $[1, preposition:'to ']$[1, article:'to ']$[1, place:'to'] delayed?

Historically, on average around 15% of flights between $[0, place:'genitive'] and $[1, place:'genitive'] have experienced a delay on any given week. The average delay length over the past 12 months has been 135 minutes.

What is the most punctual flight time for $[0,article:'genitive ']$[0,place:'genitive'] $[1, preposition:'to ']$[1, article:'to ']$[1, place:'to'] flights?

Generally, flights departing in the morning tend to experience fewer delays. Flights in the morning have, in the past, seen delays more frequently in comparison.

Which airline has the best punctuality record on $[0,article:'genitive ']$[0,place:'genitive'] $[1, preposition:'to ']$[1, article:'to ']$[1, place:'to'] flights?

According to our data, TUI fly have had the least number of delays on this route over the last 12 months; with about 11% of their flights experiencing any sort of delay.

How many flights depart from Chicago to Dominican Republic on average per day?

As of November 2025, 3 flights take off from Chicago and land in Dominican Republic each day. The most common flight departure time for this route is 8:00AM, with 100% of daily flights taking off at noon.

How many flights depart from Chicago to Dominican Republic on average per week?

As of November 2025, 21 flights take off from Chicago and land in Dominican Republic each week. The most common flight departure day for this route is Wed, with 19% 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

Fastest flight time

Direct flights

Airports in Dominican Republic

When did momondo last update prices for flights from Chicago to Dominican Republic?

How many operators does momondo search for flights from Chicago to Dominican Republic?

How old do you have to be to fly from Chicago to Dominican Republic?

What documentation or ID do you need to fly to Dominican Republic?

What is the most popular plane model from Chicago to Dominican Republic?

Best airlines flying from Chicago to Dominican Republic

Compare and see reviews for airlines that fly from Chicago to Dominican Republic with momondo

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Dominican Republic?

Can I find flights from Chicago to Dominican Republic with flexible booking policies on momondo?

How can momondo help me find flights from Chicago to Dominican Republic?

I’m not ready to book a flight from Chicago to Dominican Republic right now. Can momondo alert me if prices change?

An easier way to manage your Dominican Republic trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the Dominican Republic

Popular cities in the Dominican Republic

Popular flights according to clicks in the last 7 days on momondo