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Cheap flights from the Dominican Republic to Chicago from $152

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 1/28. 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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0 bags

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Find the cheapest flights from the Dominican Republic to Chicago

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

Enter your travel dates to find the best prices.
Arajet Logo
5:47 am - 9:57 am
PUJ
-
ORD
5h 10mnonstop
Arajet Logo
11:27 am - 5:12 pm
ORD
-
PUJ
4h 45mnonstop
$211Arajet
Sat, May 16 - Sat, May 23
Arajet Logo
5:47 am - 9:57 am
PUJ
-
ORD
5h 10mnonstop
Arajet Logo
11:27 am - 5:12 pm
ORD
-
PUJ
4h 45mnonstop
$213Arajet
Sat, May 2 - Sat, May 9
Arajet Logo
5:47 am - 8:57 am
PUJ
-
ORD
5h 10mnonstop
Arajet Logo
10:27 am - 5:12 pm
ORD
-
PUJ
4h 45mnonstop
$224Arajet
Sat, Jan 17 - Sat, Jan 24
Arajet Logo
5:47 am - 8:57 am
PUJ
-
ORD
5h 10mnonstop
Arajet Logo
10:27 am - 5:12 pm
ORD
-
PUJ
4h 45mnonstop
$229Arajet
Sat, Jan 31 - Sat, Feb 7
Spirit Airlines Logo
5:47 pm - 11:47 pm
PUJ
-
ORD
8h 00m1 stop
Spirit Airlines Logo
5:15 am - 4:36 pm
ORD
-
PUJ
9h 21m1 stop
$232Spirit Airlines
Wed, Feb 4 - Wed, Feb 11
Spirit Airlines Logo
5:47 pm - 11:47 pm
PUJ
-
ORD
8h 00m1 stop
Spirit Airlines Logo
5:15 am - 4:36 pm
ORD
-
PUJ
9h 21m1 stop
$237Spirit Airlines
Wed, Feb 11 - Wed, Feb 18
Multiple Airlines Logo
7:30 pm - 10:40 pm
PUJ
-
ORD
5h 10mnonstop
Multiple Airlines Logo
7:20 am - 4:36 pm
ORD
-
PUJ
7h 16m1 stop
$241Multiple Airlines
Tue, Jan 27 - Tue, Feb 3
Multiple Airlines Logo
3:32 pm - 9:03 pm
SDQ
-
ORD
7h 31m1 stop
Multiple Airlines Logo
10:27 am - 9:40 pm
ORD
-
SDQ
9h 13m1 stop
$312Multiple Airlines
Tue, Feb 3 - Sat, Feb 7
Delta Logo
6:33 am - 5:10 pm
STI
-
ORD
11h 37m1 stop
Delta Logo
10:40 am - 7:15 pm
ORD
-
STI
7h 35m1 stop
$415Delta
Tue, Mar 17 - Wed, Mar 25
American Airlines Logo
7:00 am - 7:32 pm
STI
-
ORD
13h 32m2 stops
American Airlines Logo
7:12 am - 8:29 pm
ORD
-
STI
12h 17m2 stops
$447American Airlines
Tue, Mar 17 - Wed, Mar 25

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
Arajet
May 16
PUJ5:47 amPunta Cana
5h 10m
ORD9:57 amChicago O'Hare Intl
May 23
ORD11:27 amChicago O'Hare Intl
4h 45m
PUJ5:12 pmPunta Cana
$211
Find similar
Arajet
May 2
PUJ5:47 amPunta Cana
5h 10m
ORD9:57 amChicago O'Hare Intl
May 9
ORD11:27 amChicago O'Hare Intl
4h 45m
PUJ5:12 pmPunta Cana
$213
Find similar
Arajet
Jan 17
PUJ5:47 amPunta Cana
5h 10m
ORD8:57 amChicago O'Hare Intl
Jan 24
ORD10:27 amChicago O'Hare Intl
4h 45m
PUJ5:12 pmPunta Cana
$224
Find similar

Spirit Airlines flights from Dominican Republic to Chicago O'Hare Intl Airport

Our best Spirit Airlines deals on Dominican Republic to Chicago O'Hare Intl Airport flight tickets
Spirit Airlines
Feb 4
PUJ5:47 pmPunta Cana
8h 00m
1 stop
ORD11:47 pmChicago O'Hare Intl
Feb 11
ORD5:15 amChicago O'Hare Intl
9h 21m
1 stop
PUJ4:36 pmPunta Cana
$232
Find similar
Spirit Airlines
Feb 11
PUJ5:47 pmPunta Cana
8h 00m
1 stop
ORD11:47 pmChicago O'Hare Intl
Feb 18
ORD5:15 amChicago O'Hare Intl
9h 21m
1 stop
PUJ4:36 pmPunta Cana
$237
Find similar
Spirit Airlines
Feb 10
PUJ5:47 pmPunta Cana
8h 00m
1 stop
ORD11:47 pmChicago O'Hare Intl
Feb 17
ORD7:00 amChicago O'Hare Intl
7h 36m
1 stop
PUJ4:36 pmPunta Cana
$242
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Dominican Republic to Chicago O'Hare Intl Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated December 26, 2025.
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

Price

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Sat 5/16

5:47 am-9:57 am

Nonstop5h 10m

Chicago O'Hare Intl

Sat 5/23

11:27 am-5:12 pm

Nonstop4h 45m

$211

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Sat 5/2

5:47 am-9:57 am

Nonstop5h 10m

Chicago O'Hare Intl

Sat 5/9

11:27 am-5:12 pm

Nonstop4h 45m

$213

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Sat 1/17

5:47 am-8:57 am

Nonstop5h 10m

Chicago O'Hare Intl

Sat 1/24

10:27 am-5:12 pm

Nonstop4h 45m

$224

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Sat 1/31

5:47 am-8:57 am

Nonstop5h 10m

Chicago O'Hare Intl

Sat 2/7

10:27 am-5:12 pm

Nonstop4h 45m

$229

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Wed 2/4

5:47 pm-11:47 pm

1 stop8h 00m

Chicago O'Hare Intl

Wed 2/11

5:15 am-4:36 pm

1 stop9h 21m

$232

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Wed 2/11

5:47 pm-11:47 pm

1 stop8h 00m

Chicago O'Hare Intl

Wed 2/18

5:15 am-4:36 pm

1 stop9h 21m

$237

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Tue 1/27

7:30 pm-10:40 pm

Nonstop5h 10m

Chicago O'Hare Intl

Tue 2/3

7:20 am-4:36 pm

1 stop7h 16m

$241

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

Tue 2/3

3:32 pm-9:03 pm

1 stop7h 31m

Chicago O'Hare Intl

Sat 2/7

10:27 am-9:40 pm

1 stop9h 13m

$312

Santiago de los CaballerosChicago

STI - ORD

STIORD

Santiago de los Caballeros

Tue 3/17

6:33 am-5:10 pm

1 stop11h 37m

Chicago O'Hare Intl

Wed 3/25

10:40 am-7:15 pm

1 stop7h 35m

$415

Santiago de los CaballerosChicago

STI - ORD

STIORD

Santiago de los Caballeros

Tue 3/17

7:00 am-7:32 pm

2 stops13h 32m

Chicago O'Hare Intl

Wed 3/25

7:12 am-8:29 pm

2 stops12h 17m

$447

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 November is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Dominican Republic averaging around $307.

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 Friday when prices can be found for as low as $359. This is often the case because there is less demand to fly during this day of the week. On the other hand, Monday 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 $513.

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 morning is the least expensive time of day to depart. momondo users have found prices as low as $286 when looking at flights departing in the morning. Try not to purchase tickets at noon because they tend to be around $421. 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

How far in advance should I book a flight to Chicago O'Hare Intl Airport?

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from Dominican Republic when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $418 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from Dominican Republic for as low as $276 on momondo.

What cabin class options are available on Dominican Republic to Chicago O'Hare Intl flights?

There are 3 cabin classes available to choose from on Dominican Republic to Chicago O'Hare Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

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

Best Price Found

$235

Fastest flight time

5h 10m

Direct flights

Mon, Tue, Wed, Thu, Fri and Sun
The best one-way flight to Chicago O'Hare Intl Airport from Dominican Republic in the past 72 hours is $235. The best round-trip flight deal from Dominican Republic to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $195.
The fastest flight from Dominican Republic to Chicago O'Hare Intl Airport takes 5h 10m
Direct flights go from Dominican Republic to Chicago O'Hare Intl Airport on Monday, Tuesday, Wednesday, Thursday, Friday and Sunday. The only airline offering direct flights is Arajet.
Search flight deals

  • 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?

  • 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?

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
Spirit AirlinesPriceFrom $189Free CancellationRating
6.3
8,211 reviews
Search Spirit Airlines flights
FrontierPriceFrom $216Free CancellationRating
5.8
3,071 reviews
Search Frontier flights
United AirlinesPriceFrom $315Free CancellationRating
7.4
9,116 reviews
Search United Airlines flights
American AirlinesPriceFrom $354Free CancellationRating
7.2
11,068 reviews
Search American Airlines flights
DeltaPriceFrom $449Free CancellationRating
7.9
8,018 reviews
Search Delta flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
Schaumburg
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Gurnee
Naperville
Rosemont
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New Buffalo
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Orland Park
Racine
Hammond
Janesville
Tinley Park
Aurora
Elgin
Benton Harbor

Why 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.

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