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Cheap flights from the Dominican Republic to Chicago from $141

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 5/10. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
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.
United Airlines Logo
1:55 pm - 6:08 pm
PUJ
-
ORD
5h 13mnonstop
United Airlines Logo
6:00 am - 4:25 pm
ORD
-
PUJ
9h 25m
1 stop
$277United Airlines
Tue, Mar 17 - Sun, Mar 22
American Airlines Logo
12:06 pm - 4:25 pm
PUJ
-
ORD
5h 19mnonstop
American Airlines Logo
6:50 am - 2:34 pm
ORD
-
PUJ
6h 44m
1 stop
$283American Airlines
Fri, May 1 - Tue, May 5
Spirit Airlines Logo
3:44 pm - 12:14 am
SDQ
-
ORD
9h 30m
1 stop
Spirit Airlines Logo
5:05 am - 2:39 pm
ORD
-
SDQ
8h 34m
1 stop
$286Spirit Airlines
Wed, Apr 15 - Wed, Apr 22
American Airlines Logo
2:54 pm - 7:21 pm
PUJ
-
ORD
5h 27mnonstop
American Airlines Logo
5:00 am - 2:34 pm
ORD
-
PUJ
8h 34m
1 stop
$289American Airlines
Fri, May 1 - Tue, May 5
American Airlines Logo
4:23 pm - 11:54 pm
PUJ
-
ORD
8h 31m
1 stop
American Airlines Logo
8:50 pm - 12:39 pm
ORD
-
PUJ
14h 49m
1 stop
$293American Airlines
Fri, May 1 - Tue, May 5
American Airlines Logo
3:34 pm - 7:31 am
PUJ
-
ORD
16h 57m
1 stop
American Airlines Logo
8:46 pm - 10:45 am
ORD
-
PUJ
12h 59m
1 stop
$299American Airlines
Fri, May 1 - Tue, May 5
Spirit Airlines Logo
2:46 am - 5:15 pm
STI
-
ORD
15h 29m
1 stop
Spirit Airlines Logo
6:10 pm - 1:49 am
ORD
-
STI
6h 39m
1 stop
$301Spirit Airlines
Tue, Apr 7 - Mon, Apr 13
Frontier Logo
5:39 pm - 10:04 pm
PUJ
-
ORD
5h 25mnonstop
Frontier Logo
7:05 am - 12:51 pm
ORD
-
PUJ
4h 46mnonstop
$310Frontier
Tue, Mar 24 - Thu, Apr 9
Multiple Airlines Logo
2:46 am - 11:17 am
STI
-
ORD
9h 31m
1 stop
Multiple Airlines Logo
6:36 pm - 2:35 pm
ORD
-
STI
18h 59m
1 stop
$327Multiple Airlines
Wed, Mar 18 - Tue, Mar 24
Multiple Airlines Logo
3:35 pm - 9:50 am
SDQ
-
ORD
19h 15m
1 stop
Multiple Airlines Logo
6:10 pm - 1:38 am
ORD
-
SDQ
6h 28m
1 stop
$327Multiple Airlines
Tue, Apr 7 - Sun, Apr 12

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
United Airlines
Mar 17
PUJ1:55 pmPunta Cana
5h 13m
ORD6:08 pmChicago O'Hare Intl
Mar 22
ORD6:00 amChicago O'Hare Intl
9h 25m
1 stop
PUJ4:25 pmPunta Cana
$277
United Airlines
Mar 17
PUJ3:25 pmPunta Cana
5h 13m
ORD7:38 pmChicago O'Hare Intl
Mar 22
ORD6:00 amChicago O'Hare Intl
9h 25m
1 stop
PUJ4:25 pmPunta Cana
$278
United Airlines
Mar 16
PUJ3:25 pmPunta Cana
5h 13m
ORD7:38 pmChicago O'Hare Intl
Mar 22
ORD6:00 amChicago O'Hare Intl
9h 25m
1 stop
PUJ4:25 pmPunta Cana
$308

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

Our best American Airlines deals on Dominican Republic to Chicago O'Hare Intl Airport flight tickets
American Airlines
May 1
PUJ2:54 pmPunta Cana
5h 27m
ORD7:21 pmChicago O'Hare Intl
May 5
ORD5:00 amChicago O'Hare Intl
6h 42m
1 stop
PUJ12:42 pmPunta Cana
$283
American Airlines
May 1
PUJ2:54 pmPunta Cana
5h 27m
ORD7:21 pmChicago O'Hare Intl
May 5
ORD5:00 amChicago O'Hare Intl
8h 34m
1 stop
PUJ2:34 pmPunta Cana
$289
American Airlines
May 1
PUJ3:34 pmPunta Cana
16h 57m
1 stop
ORD7:31 amChicago O'Hare Intl
May 5
ORD5:00 amChicago O'Hare Intl
6h 42m
1 stop
PUJ12:42 pmPunta Cana
$293

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 February 21, 2026.
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

Tue 3/17

1:55 pm-6:08 pm

Nonstop5h 13m

Chicago O'Hare Intl

Sun 3/22

6:00 am-4:25 pm

1 stop9h 25m

$277

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Fri 5/1

12:06 pm-4:25 pm

Nonstop5h 19m

Chicago O'Hare Intl

Tue 5/5

6:50 am-2:34 pm

1 stop6h 44m

$283

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

Wed 4/15

3:44 pm-12:14 am

1 stop9h 30m

Chicago O'Hare Intl

Wed 4/22

5:05 am-2:39 pm

1 stop8h 34m

$286

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Fri 5/1

2:54 pm-7:21 pm

Nonstop5h 27m

Chicago O'Hare Intl

Tue 5/5

5:00 am-2:34 pm

1 stop8h 34m

$289

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Fri 5/1

4:23 pm-11:54 pm

1 stop8h 31m

Chicago O'Hare Intl

Tue 5/5

8:50 pm-12:39 pm

1 stop14h 49m

$293

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Fri 5/1

3:34 pm-7:31 am

1 stop16h 57m

Chicago O'Hare Intl

Tue 5/5

8:46 pm-10:45 am

1 stop12h 59m

$299

Santiago de los CaballerosChicago

STI - ORD

STIORD

Santiago de los Caballeros

Tue 4/7

2:46 am-5:15 pm

1 stop15h 29m

Chicago O'Hare Intl

Mon 4/13

6:10 pm-1:49 am

1 stop6h 39m

$301

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Tue 3/24

5:39 pm-10:04 pm

Nonstop5h 25m

Chicago O'Hare Intl

Thu 4/9

7:05 am-12:51 pm

Nonstop4h 46m

$310

Santiago de los CaballerosChicago

STI - ORD

STIORD

Santiago de los Caballeros

Wed 3/18

2:46 am-11:17 am

1 stop9h 31m

Chicago O'Hare Intl

Tue 3/24

6:36 pm-2:35 pm

1 stop18h 59m

$327

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

Tue 4/7

3:35 pm-9:50 am

1 stop19h 15m

Chicago O'Hare Intl

Sun 4/12

6:10 pm-1:38 am

1 stop6h 28m

$327

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 December is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Dominican Republic averaging around $286.

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 $345. 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 evening is the least expensive time of day to depart. momondo users have found prices as low as $258 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $437. 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 $424 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.

Can stopping save me money on Dominican Republic to Chicago O'Hare Intl Airport flights?

You could potentially save up to 20% on your flight if you consider stops on a Dominican Republic to Chicago O'Hare Intl Airport flight.

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

$189

Fastest flight time

5h 09m

Direct flights

Mon, Wed, Thu, Fri, Sat and Sun
The best one-way flight to Chicago O'Hare Intl Airport from Dominican Republic in the past 72 hours is $189. The best round-trip flight deal from Dominican Republic to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $286.
The fastest flight from Dominican Republic to Chicago O'Hare Intl Airport takes 5h 09m
Direct flights go from Dominican Republic to Chicago O'Hare Intl Airport on Monday, Wednesday, Thursday, Friday, Saturday and Sunday. There are no airlines offering direct flights.
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
FrontierPriceFrom $181Free CancellationRating
5.7
3,046 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $189Free CancellationRating
6.3
8,482 reviews
Search Spirit Airlines flights
DeltaPriceFrom $191Free CancellationRating
7.9
8,228 reviews
Search Delta flights
American AirlinesPriceFrom $354Free CancellationRating
7.2
11,334 reviews
Search American Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
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Schaumburg
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Gurnee
Rosemont
Naperville
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Kenosha
Oak Brook
Orland Park
Joliet
Racine
Hammond
Janesville
Aurora
Elgin
Tinley Park
South Holland

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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