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Cheap flights from the Dominican Republic to Chicago from $202

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 8/28. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 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.
Arajet Logo
7:02 am - 11:12 am
PUJ
-
ORD
5h 10mnonstop
Arajet Logo
12:12 pm - 5:57 pm
ORD
-
PUJ
4h 45mnonstop
$280Arajet
Sat, Sep 12 - Sat, Sep 19
Arajet Logo
7:02 am - 11:12 am
PUJ
-
ORD
5h 10mnonstop
Arajet Logo
12:12 pm - 5:57 pm
ORD
-
PUJ
4h 45mnonstop
$290Arajet
Sat, Oct 17 - Sat, Oct 24
Multiple Airlines Logo
3:30 pm - 10:26 pm
SDQ
-
ORD
7h 56m
1 stop
Multiple Airlines Logo
12:29 am - 7:18 pm
ORD
-
SDQ
17h 49m
1 stop
$354Multiple Airlines
Sun, Aug 30 - Fri, Sep 4
Multiple Airlines Logo
12:41 pm - 10:26 pm
SDQ
-
ORD
10h 45m
1 stop
Multiple Airlines Logo
12:29 am - 7:18 pm
ORD
-
SDQ
17h 49m
1 stop
$369Multiple Airlines
Mon, Aug 31 - Fri, Sep 4
JetBlue Logo
5:01 am - 1:39 pm
SDQ
-
ORD
9h 38m
1 stop
JetBlue Logo
6:00 am - 2:49 pm
ORD
-
SDQ
7h 49m
1 stop
$392JetBlue
Fri, Aug 28 - Tue, Sep 15
Delta Logo
2:53 pm - 7:56 am
SDQ
-
ORD
18h 03m
2 stops
Delta Logo
5:30 am - 6:06 pm
ORD
-
SDQ
11h 36m
2 stops
$403Delta
Thu, Aug 20 - Tue, Aug 25
JetBlue Logo
5:01 am - 1:39 pm
SDQ
-
ORD
9h 38m
1 stop
JetBlue Logo
7:00 am - 3:21 pm
ORD
-
SDQ
7h 21m
1 stop
$405JetBlue
Sat, Aug 29 - Tue, Sep 8
Delta Logo
2:53 pm - 11:57 pm
SDQ
-
ORD
10h 04m
1 stop
Delta Logo
3:25 pm - 12:39 pm
ORD
-
SDQ
20h 14m
2 stops
$406Delta
Mon, Aug 31 - Sat, Sep 5
American Airlines Logo
7:44 pm - 7:34 am
SDQ
-
ORD
12h 50m
1 stop
American Airlines Logo
6:00 am - 3:24 pm
ORD
-
SDQ
8h 24m
1 stop
$412American Airlines
Wed, Aug 19 - Wed, Aug 26
American Airlines Logo
3:35 pm - 11:30 pm
STI
-
ORD
8h 55m
1 stop
American Airlines Logo
7:11 pm - 12:22 pm
ORD
-
STI
16h 11m
1 stop
$538American Airlines
Sat, Aug 22 - Sat, Sep 5

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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
Sep 1
SDQ4:44 pmSanto Domingo Las Americas
8h 00m
1 stop
ORD11:44 pmChicago O'Hare Intl
Sep 10
ORD6:00 amChicago O'Hare Intl
7h 49m
1 stop
SDQ2:49 pmSanto Domingo Las Americas
$392
JetBlue
Aug 29
SDQ5:01 amSanto Domingo Las Americas
9h 38m
1 stop
ORD1:39 pmChicago O'Hare Intl
Sep 8
ORD7:00 amChicago O'Hare Intl
7h 21m
1 stop
SDQ3:21 pmSanto Domingo Las Americas
$405
JetBlue
Oct 28
SDQ4:28 pmSanto Domingo Las Americas
8h 16m
1 stop
ORD11:44 pmChicago O'Hare Intl
Oct 31
ORD7:00 amChicago O'Hare Intl
7h 16m
1 stop
SDQ3:16 pmSanto Domingo Las Americas
$410

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
Aug 19
SDQ7:44 pmSanto Domingo Las Americas
12h 50m
1 stop
ORD7:34 amChicago O'Hare Intl
Aug 26
ORD6:00 amChicago O'Hare Intl
8h 24m
1 stop
SDQ3:24 pmSanto Domingo Las Americas
$412
American Airlines
Oct 22
SDQ5:20 pmSanto Domingo Las Americas
16h 33m
1 stop
ORD8:53 amChicago O'Hare Intl
Oct 26
ORD7:05 pmChicago O'Hare Intl
14h 45m
1 stop
SDQ10:50 amSanto Domingo Las Americas
$421
American Airlines
Nov 5
SDQ1:12 pmSanto Domingo Las Americas
11h 40m
2 stops
ORD10:52 pmChicago O'Hare Intl
Nov 9
ORD5:00 amChicago O'Hare Intl
10h 23m
2 stops
SDQ5:23 pmSanto Domingo Las Americas
$426

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 June 19, 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
Quickest round-trip

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Sat 9/12

7:02 am-11:12 am

Nonstop5h 10m

Chicago O'Hare Intl

Sat 9/19

12:12 pm-5:57 pm

Nonstop4h 45m

$280

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Sat 10/17

7:02 am-11:12 am

Nonstop5h 10m

Chicago O'Hare Intl

Sat 10/24

12:12 pm-5:57 pm

Nonstop4h 45m

$290

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

Sun 8/30

3:30 pm-10:26 pm

1 stop7h 56m

Chicago O'Hare Intl

Fri 9/4

12:29 am-7:18 pm

1 stop17h 49m

$354

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

Mon 8/31

12:41 pm-10:26 pm

1 stop10h 45m

Chicago O'Hare Intl

Fri 9/4

12:29 am-7:18 pm

1 stop17h 49m

$369

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

Fri 8/28

5:01 am-1:39 pm

1 stop9h 38m

Chicago O'Hare Intl

Tue 9/15

6:00 am-2:49 pm

1 stop7h 49m

$392

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

Thu 8/20

2:53 pm-7:56 am

2 stops18h 03m

Chicago O'Hare Intl

Tue 8/25

5:30 am-6:06 pm

2 stops11h 36m

$403

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

Sat 8/29

5:01 am-1:39 pm

1 stop9h 38m

Chicago O'Hare Intl

Tue 9/8

7:00 am-3:21 pm

1 stop7h 21m

$405

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

Mon 8/31

2:53 pm-11:57 pm

1 stop10h 04m

Chicago O'Hare Intl

Sat 9/5

3:25 pm-12:39 pm

2 stops20h 14m

$406

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

Wed 8/19

7:44 pm-7:34 am

1 stop12h 50m

Chicago O'Hare Intl

Wed 8/26

6:00 am-3:24 pm

1 stop8h 24m

$412

Santiago de los CaballerosChicago

STI - ORD

STIORD

Santiago de los Caballeros

Sat 8/22

3:35 pm-11:30 pm

1 stop8h 55m

Chicago O'Hare Intl

Sat 9/5

7:11 pm-12:22 pm

1 stop16h 11m

$538

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 January is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Dominican Republic averaging around $160.

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 $476.

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 in the afternoon because they tend to be around $425. 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

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?

No. A direct flight is the cheapest option for a flight between Dominican Republic to Chicago O'Hare Intl Airport.

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

$227

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 $227. The best round-trip flight deal from Dominican Republic to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $213.
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
ArajetPriceFrom $195Free CancellationRating
6.5
49 reviews
Search Arajet flights
American AirlinesPriceFrom $283Free CancellationRating
7.1
11,699 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
South Haven
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Merrillville
Gurnee
Rosemont
Naperville
Orland Park
Oak Brook
New Buffalo
Joliet
Kenosha
Aurora
Hammond
Racine
Janesville
Evanston
Elgin
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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