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Cheap flights from the Dominican Republic to Chicago from $189

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 10/18. 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

Discover deals from 900+ travel sites with momondo.

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.
Multiple Airlines Logo
3:35 pm - 7:55 am
PUJ
-
ORD
17h 20m
1 stop
Multiple Airlines Logo
4:30 am - 10:15 am
ORD
-
PUJ
4h 45mnonstop
$325Multiple Airlines
Thu, May 7 - Mon, May 11
Frontier Logo
4:37 pm - 11:26 pm
PUJ
-
ORD
7h 49m
1 stop
Frontier Logo
7:52 pm - 10:57 am
ORD
-
PUJ
14h 05m
1 stop
$327Frontier
Sat, May 23 - Sat, May 30
Multiple Airlines Logo
3:35 pm - 7:55 am
PUJ
-
ORD
17h 20m
1 stop
Multiple Airlines Logo
5:05 am - 1:30 pm
ORD
-
PUJ
7h 25m
1 stop
$331Multiple Airlines
Thu, May 7 - Mon, May 11
Arajet Logo
7:02 am - 11:12 am
PUJ
-
ORD
5h 10mnonstop
Arajet Logo
5:30 am - 11:15 am
ORD
-
PUJ
4h 45mnonstop
$387Arajet
Sat, Sep 26 - Mon, Oct 5
Spirit Airlines Logo
4:01 pm - 8:22 am
SDQ
-
ORD
17h 21m
1 stop
Spirit Airlines Logo
5:05 am - 3:06 pm
ORD
-
SDQ
9h 01m
1 stop
$390Spirit Airlines
Thu, May 7 - Sun, May 17
Arajet Logo
7:30 pm - 11:40 pm
PUJ
-
ORD
5h 10mnonstop
Arajet Logo
12:12 pm - 5:57 pm
ORD
-
PUJ
4h 45mnonstop
$396Arajet
Thu, Sep 24 - Sat, Oct 3
Spirit Airlines Logo
4:15 pm - 8:22 am
STI
-
ORD
17h 07m
1 stop
Spirit Airlines Logo
5:10 am - 3:15 pm
ORD
-
STI
9h 05m
1 stop
$500Spirit Airlines
Fri, Jun 12 - Fri, Jun 19
Delta Logo
6:00 am - 9:36 pm
STI
-
ORD
16h 36m
1 stop
Delta Logo
7:00 am - 7:29 pm
ORD
-
STI
11h 29m
2 stops
$511Delta
Tue, May 12 - Tue, May 19
Delta Logo
6:00 am - 4:30 pm
STI
-
ORD
11h 30m
2 stops
Delta Logo
1:00 pm - 1:55 am
ORD
-
STI
11h 55m
1 stop
$529Delta
Sat, Jul 4 - Mon, Jul 27
American Airlines Logo
1:32 pm - 12:25 am
STI
-
ORD
11h 53m
1 stop
American Airlines Logo
9:19 pm - 12:21 pm
ORD
-
STI
14h 02m
1 stop
$543American Airlines
Wed, May 20 - Mon, May 25

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

Our best Frontier deals on Dominican Republic to Chicago O'Hare Intl Airport flight tickets
Frontier
May 23
PUJ4:37 pmPunta Cana
7h 49m
1 stop
ORD11:26 pmChicago O'Hare Intl
May 30
ORD7:52 pmChicago O'Hare Intl
14h 05m
1 stop
PUJ10:57 amPunta Cana
$327
Frontier
May 16
PUJ3:35 pmPunta Cana
17h 20m
1 stop
ORD7:55 amChicago O'Hare Intl
May 30
ORD7:52 pmChicago O'Hare Intl
14h 05m
1 stop
PUJ10:57 amPunta Cana
$379
Frontier
May 10
PUJ3:35 pmPunta Cana
17h 20m
1 stop
ORD7:55 amChicago O'Hare Intl
May 30
ORD7:52 pmChicago O'Hare Intl
14h 05m
1 stop
PUJ10:57 amPunta Cana
$380

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

Our best JetBlue deals on Dominican Republic to Chicago O'Hare Intl Airport flight tickets
JetBlue
May 13
SDQ5:01 amSanto Domingo Las Americas
16h 52m
1 stop
ORD8:53 pmChicago O'Hare Intl
May 19
ORD9:49 amChicago O'Hare Intl
15h 05m
1 stop
SDQ1:54 amSanto Domingo Las Americas
$520
JetBlue
May 8
SDQ5:01 amSanto Domingo Las Americas
16h 52m
1 stop
ORD8:53 pmChicago O'Hare Intl
May 11
ORD7:20 amChicago O'Hare Intl
17h 34m
1 stop
SDQ1:54 amSanto Domingo Las Americas
$577
JetBlue
May 7
SDQ4:20 pmSanto Domingo Las Americas
17h 39m
1 stop
ORD8:59 amChicago O'Hare Intl
May 17
ORD6:00 amChicago O'Hare Intl
18h 54m
1 stop
SDQ1:54 amSanto Domingo Las Americas
$598

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 April 24, 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

Cheapest round-trip

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Thu 5/7

3:35 pm-7:55 am

1 stop17h 20m

Chicago O'Hare Intl

Mon 5/11

4:30 am-10:15 am

Nonstop4h 45m

$325

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Sat 5/23

4:37 pm-11:26 pm

1 stop7h 49m

Chicago O'Hare Intl

Sat 5/30

7:52 pm-10:57 am

1 stop14h 05m

$327

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Thu 5/7

3:35 pm-7:55 am

1 stop17h 20m

Chicago O'Hare Intl

Mon 5/11

5:05 am-1:30 pm

1 stop7h 25m

$331
Quickest round-trip

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Sat 9/26

7:02 am-11:12 am

Nonstop5h 10m

Chicago O'Hare Intl

Mon 10/5

5:30 am-11:15 am

Nonstop4h 45m

$387

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

Thu 5/7

4:01 pm-8:22 am

1 stop17h 21m

Chicago O'Hare Intl

Sun 5/17

5:05 am-3:06 pm

1 stop9h 01m

$390

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Thu 9/24

7:30 pm-11:40 pm

Nonstop5h 10m

Chicago O'Hare Intl

Sat 10/3

12:12 pm-5:57 pm

Nonstop4h 45m

$396

Santiago de los CaballerosChicago

STI - ORD

STIORD

Santiago de los Caballeros

Fri 6/12

4:15 pm-8:22 am

1 stop17h 07m

Chicago O'Hare Intl

Fri 6/19

5:10 am-3:15 pm

1 stop9h 05m

$500

Santiago de los CaballerosChicago

STI - ORD

STIORD

Santiago de los Caballeros

Tue 5/12

6:00 am-9:36 pm

1 stop16h 36m

Chicago O'Hare Intl

Tue 5/19

7:00 am-7:29 pm

2 stops11h 29m

$511

Santiago de los CaballerosChicago

STI - ORD

STIORD

Santiago de los Caballeros

Sat 7/4

6:00 am-4:30 pm

2 stops11h 30m

Chicago O'Hare Intl

Mon 7/27

1:00 pm-1:55 am

1 stop11h 55m

$529

Santiago de los CaballerosChicago

STI - ORD

STIORD

Santiago de los Caballeros

Wed 5/20

1:32 pm-12:25 am

1 stop11h 53m

Chicago O'Hare Intl

Mon 5/25

9:19 pm-12:21 pm

1 stop14h 02m

$543

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 $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 $506.

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 from the Dominican Republic 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 $446 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 $319 on momondo.

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

There are 3 cabin classes available to choose from on Dominican Republic to Chicago O'Hare Intl Airport 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 17% 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

$262

Fastest flight time

5h 09m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Dominican Republic in the past 72 hours is $262. The best round-trip flight deal from Dominican Republic to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $476.
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 every day.
Search flight deals

Frequently asked questions about flying from the Dominican Republic to Chicago O'Hare Intl Airport

  • 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
8,637 reviews
Search Spirit Airlines flights
DeltaPriceFrom $191Free CancellationRating
7.9
8,455 reviews
Search Delta flights
ArajetPriceFrom $195Free CancellationRating
6.5
47 reviews
Search Arajet flights
American AirlinesPriceFrom $283Free CancellationRating
7.1
11,669 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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Aurora
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Elgin
Evanston

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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