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Cheap flights from the Dominican Republic to Chicago from $127

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 12/6. 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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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 - 8:57 amPUJ-ORD
5h 10mnonstop
Arajet Logo
10:27 am - 5:12 pmORD-PUJ
4h 45mnonstop
$240Arajet
Find Deal
Sat, Jan 31 - Sat, Feb 7
Arajet Logo
5:47 am - 8:57 amPUJ-ORD
5h 10mnonstop
Arajet Logo
10:27 am - 5:12 pmORD-PUJ
4h 45mnonstop
$243Arajet
Find Deal
Sat, Jan 17 - Sat, Jan 24
Arajet Logo
5:47 am - 8:57 amPUJ-ORD
5h 10mnonstop
Arajet Logo
10:27 am - 5:12 pmORD-PUJ
4h 45mnonstop
$245Arajet
Find Deal
Sat, Nov 22 - Sat, Nov 29
Frontier Logo
6:49 pm - 9:59 pmPUJ-ORD
5h 10mnonstop
Frontier Logo
7:10 am - 1:47 pmORD-PUJ
4h 37mnonstop
$247Frontier
Find Deal
Tue, Dec 23 - Tue, Dec 30
United Airlines Logo
5:20 pm - 9:36 amPUJ-ORD
18h 16m1 stop
United Airlines Logo
9:30 am - 4:02 pmORD-PUJ
4h 32mnonstop
$274United Airlines
Find Deal
Tue, Dec 2 - Tue, Dec 9
United Airlines Logo
5:20 pm - 11:43 pmPUJ-ORD
8h 23m1 stop
United Airlines Logo
9:30 am - 4:02 pmORD-PUJ
4h 32mnonstop
$288United Airlines
Find Deal
Tue, Dec 2 - Tue, Dec 9
Delta Logo
6:00 am - 5:37 pmSTI-ORD
12h 37m1 stop
Delta Logo
7:10 am - 12:14 amORD-STI
16h 04m2 stops
$415Delta
Find Deal
Wed, Apr 8 - Mon, Apr 13
Delta Logo
3:57 pm - 10:30 pmSDQ-ORD
8h 33m1 stop
Delta Logo
5:33 am - 2:21 pmORD-SDQ
6h 48m1 stop
$424Delta
Find Deal
Thu, Nov 27 - Fri, Jan 16
American Airlines Logo
4:35 pm - 10:59 pmSTI-ORD
8h 24m1 stop
American Airlines Logo
8:09 am - 10:56 pmORD-STI
12h 47m1 stop
$438American Airlines
Find Deal
Thu, Nov 20 - Sun, Nov 30
American Airlines Logo
6:00 am - 12:43 amSTI-ORD
20h 43m1 stop
American Airlines Logo
7:00 am - 9:04 pmORD-STI
12h 04m1 stop
$441American Airlines
Find Deal
Tue, Dec 30 - Thu, Jan 1

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
Jan 31
PUJ5:47 amPunta Cana
5h 10m
ORD8:57 amChicago O'Hare Intl
Feb 7
ORD10:27 amChicago O'Hare Intl
4h 45m
PUJ5:12 pmPunta Cana
$240
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
$243
Find similar
Arajet
Nov 22
PUJ5:47 amPunta Cana
5h 10m
ORD8:57 amChicago O'Hare Intl
Nov 29
ORD10:27 amChicago O'Hare Intl
4h 45m
PUJ5:12 pmPunta Cana
$245
Find similar

Delta flights from Dominican Republic to Chicago O'Hare Intl Airport

Our best Delta deals on Dominican Republic to Chicago O'Hare Intl Airport flight tickets
Delta
Apr 8
STI6:00 amSantiago de los Caballeros
12h 37m
1 stop
ORD5:37 pmChicago O'Hare Intl
Apr 13
ORD7:10 amChicago O'Hare Intl
16h 04m
2 stops
STI12:14 amSantiago de los Caballeros
$415
Find similar
Delta
Nov 27
SDQ3:57 pmSanto Domingo Las Americas
8h 33m
1 stop
ORD10:30 pmChicago O'Hare Intl
Jan 16
ORD5:33 amChicago O'Hare Intl
6h 48m
1 stop
SDQ2:21 pmSanto Domingo Las Americas
$424
Find similar
Delta
Nov 8
SDQ8:49 pmSanto Domingo Las Americas
16h 45m
2 stops
ORD11:34 amChicago O'Hare Intl
Nov 13
ORD8:55 amChicago O'Hare Intl
14h 41m
2 stops
SDQ1:36 amSanto Domingo Las Americas
$464
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 November 4, 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 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

$240

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

$243

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Sat 11/22

5:47 am-8:57 am

Nonstop5h 10m

Chicago O'Hare Intl

Sat 11/29

10:27 am-5:12 pm

Nonstop4h 45m

$245

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Tue 12/23

6:49 pm-9:59 pm

Nonstop5h 10m

Chicago O'Hare Intl

Tue 12/30

7:10 am-1:47 pm

Nonstop4h 37m

$247

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Tue 12/2

5:20 pm-9:36 am

1 stop18h 16m

Chicago O'Hare Intl

Tue 12/9

9:30 am-4:02 pm

Nonstop4h 32m

$274

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Tue 12/2

5:20 pm-11:43 pm

1 stop8h 23m

Chicago O'Hare Intl

Tue 12/9

9:30 am-4:02 pm

Nonstop4h 32m

$288

Santiago de los CaballerosChicago

STI - ORD

STIORD

Santiago de los Caballeros

Wed 4/8

6:00 am-5:37 pm

1 stop12h 37m

Chicago O'Hare Intl

Mon 4/13

7:10 am-12:14 am

2 stops16h 04m

$415

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

Thu 11/27

3:57 pm-10:30 pm

1 stop8h 33m

Chicago O'Hare Intl

Fri 1/16

5:33 am-2:21 pm

1 stop6h 48m

$424

Santiago de los CaballerosChicago

STI - ORD

STIORD

Santiago de los Caballeros

Thu 11/20

4:35 pm-10:59 pm

1 stop8h 24m

Chicago O'Hare Intl

Sun 11/30

8:09 am-10:56 pm

1 stop12h 47m

$438

Santiago de los CaballerosChicago

STI - ORD

STIORD

Santiago de los Caballeros

Tue 12/30

6:00 am-12:43 am

1 stop20h 43m

Chicago O'Hare Intl

Thu 1/1

7:00 am-9:04 pm

1 stop12h 04m

$441

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 July is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Dominican Republic averaging around $361.

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 $331. 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 $478.

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 $306 when looking at flights departing in the evening. Try not to purchase tickets in the afternoon because they tend to be around $401. 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 $434 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 $283 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 15% 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

$230

Fastest flight time

5h 10m

Direct flights

Mon, Tue, Wed, Thu, Sat and Sun
The best one-way flight to Chicago O'Hare Intl Airport from Dominican Republic in the past 72 hours is $230. The best round-trip flight deal from Dominican Republic to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $212.
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, 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
5.8
3,117 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $189Free CancellationRating
6.3
8,113 reviews
Search Spirit Airlines flights
United AirlinesPriceFrom $269Free CancellationRating
7.4
9,002 reviews
Search United Airlines flights
American AirlinesPriceFrom $354Free CancellationRating
7.2
11,040 reviews
Search American Airlines flights
DeltaPriceFrom $449Free CancellationRating
7.9
8,003 reviews
Search Delta flights

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Elgin
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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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