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Cheap flights from the Dominican Republic to Chicago from $186

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 9/5. 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 amPUJ  Punta Cana-ORD Chicago O'Hare Intl
5h 10mnonstop
Arajet Logo
6:45 am - 12:30 pmORD  Chicago O'Hare Intl-PUJ Punta Cana
4h 45mnonstop
$300Arajet
Sat, Sep 19 - Fri, Sep 25
Arajet Logo
7:02 am - 11:12 amPUJ  Punta Cana-ORD Chicago O'Hare Intl
5h 10mnonstop
Arajet Logo
6:45 am - 12:30 pmORD  Chicago O'Hare Intl-PUJ Punta Cana
4h 45mnonstop
$303Arajet
Sat, Sep 19 - Fri, Sep 25
Arajet Logo
7:30 pm - 11:40 pmPUJ  Punta Cana-ORD Chicago O'Hare Intl
5h 10mnonstop
Arajet Logo
6:45 am - 12:30 pmORD  Chicago O'Hare Intl-PUJ Punta Cana
4h 45mnonstop
$319Arajet
Thu, Sep 17 - Fri, Oct 16
Multiple Airlines Logo
1:40 am - 11:12 amSDQ  Santo Domingo Las Americas-ORD Chicago O'Hare Intl
10h 32m1 stop Punta Cana
Multiple Airlines Logo
5:30 am - 4:55 pmORD  Chicago O'Hare Intl-SDQ Santo Domingo Las Americas
10h 25m1 stop Punta Cana
$358Multiple Airlines
Fri, Sep 18 - Mon, Sep 21
Multiple Airlines Logo
1:40 am - 11:12 amSDQ  Santo Domingo Las Americas-ORD Chicago O'Hare Intl
10h 32m1 stop Punta Cana
Multiple Airlines Logo
5:30 am - 4:55 pmORD  Chicago O'Hare Intl-SDQ Santo Domingo Las Americas
10h 25m1 stop Punta Cana
$370Multiple Airlines
Fri, Sep 18 - Mon, Sep 28
Multiple Airlines Logo
3:30 pm - 11:40 pmSDQ  Santo Domingo Las Americas-ORD Chicago O'Hare Intl
9h 10m1 stop Punta Cana
Multiple Airlines Logo
5:30 am - 4:55 pmORD  Chicago O'Hare Intl-SDQ Santo Domingo Las Americas
10h 25m1 stop Punta Cana
$379Multiple Airlines
Thu, Sep 24 - Mon, Sep 28
American Airlines Logo
4:14 pm - 9:05 amPUJ  Punta Cana-ORD Chicago O'Hare Intl
17h 51m1 stop Philadelphia
American Airlines Logo
9:01 pm - 10:44 amORD  Chicago O'Hare Intl-PUJ Punta Cana
12h 43m1 stop Charlotte Douglas
$422American Airlines
Sat, Sep 5 - Sat, Sep 12
American Airlines Logo
4:04 pm - 7:48 amPUJ  Punta Cana-ORD Chicago O'Hare Intl
16h 44m1 stop Miami
American Airlines Logo
6:00 am - 3:02 pmORD  Chicago O'Hare Intl-PUJ Punta Cana
8h 02m1 stop Miami
$422American Airlines
Thu, Sep 24 - Sun, Sep 27
JetBlue Logo
2:53 pm - 11:59 pmSDQ  Santo Domingo Las Americas-ORD Chicago O'Hare Intl
10h 06m1 stop Atlanta Hartsfield-Jackson
JetBlue Logo
5:27 am - 1:32 pmORD  Chicago O'Hare Intl-SDQ Santo Domingo Las Americas
7h 05m1 stop Atlanta Hartsfield-Jackson
$483JetBlue
Sat, Oct 3 - Tue, Oct 13
JetBlue Logo
2:57 pm - 11:52 pmSDQ  Santo Domingo Las Americas-ORD Chicago O'Hare Intl
9h 55m1 stop Atlanta Hartsfield-Jackson
JetBlue Logo
5:27 am - 1:32 pmORD  Chicago O'Hare Intl-SDQ Santo Domingo Las Americas
7h 05m1 stop Atlanta Hartsfield-Jackson
$483JetBlue
Sat, Oct 10 - Thu, Oct 15

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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
Aug 27
PUJ11:39 amPunta Cana
12h 48m
1 stop
ORD11:27 pmChicago O'Hare Intl
Aug 29
ORD12:44 amChicago O'Hare Intl
17h 35m
1 stop
PUJ7:19 pmPunta Cana
$426
Frontier
Aug 22
PUJ11:39 amPunta Cana
12h 48m
1 stop
ORD11:27 pmChicago O'Hare Intl
Aug 28
ORD12:44 amChicago O'Hare Intl
8h 40m
1 stop
PUJ10:24 amPunta Cana
$429
Frontier
Aug 22
PUJ11:39 amPunta Cana
12h 48m
1 stop
ORD11:27 pmChicago O'Hare Intl
Aug 28
ORD12:44 amChicago O'Hare Intl
8h 40m
1 stop
PUJ10:24 amPunta Cana
$430

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

Our best Copa Airlines deals on Dominican Republic to Chicago O'Hare Intl Airport flight tickets
Copa Airlines
Nov 5
SDQ12:10 pmSanto Domingo Las Americas
14h 01m
1 stop
ORD12:11 amChicago O'Hare Intl
Nov 9
ORD2:13 pmChicago O'Hare Intl
9h 55m
1 stop
SDQ2:08 amSanto Domingo Las Americas
$526
Copa Airlines
Sep 13
SDQ6:06 amSanto Domingo Las Americas
19h 56m
1 stop
ORD1:02 amChicago O'Hare Intl
Sep 18
ORD8:01 amChicago O'Hare Intl
13h 55m
1 stop
SDQ10:56 pmSanto Domingo Las Americas
$544
Copa Airlines
Sep 12
STI4:12 pmSantiago de los Caballeros
9h 50m
1 stop
ORD1:02 amChicago O'Hare Intl
Oct 11
ORD3:20 pmChicago O'Hare Intl
22h 38m
1 stop
STI2:58 pmSantiago de los Caballeros
$545

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 August 14, 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 Punta Cana - ORD Chicago O'Hare Intl

PUJORD

Punta Cana

Sat 9/19

7:02 am-11:12 am

Nonstop5h 10m

Chicago O'Hare Intl

Fri 9/25

6:45 am-12:30 pm

Nonstop4h 45m

$300

Punta CanaChicago

PUJ Punta Cana - ORD Chicago O'Hare Intl

PUJORD

Punta Cana

Sat 9/19

7:02 am-11:12 am

Nonstop5h 10m

Chicago O'Hare Intl

Fri 9/25

6:45 am-12:30 pm

Nonstop4h 45m

$303

Punta CanaChicago

PUJ Punta Cana - ORD Chicago O'Hare Intl

PUJORD

Punta Cana

Thu 9/17

7:30 pm-11:40 pm

Nonstop5h 10m

Chicago O'Hare Intl

Fri 10/16

6:45 am-12:30 pm

Nonstop4h 45m

$319

Santo DomingoChicago

SDQ Santo Domingo Las Americas - ORD Chicago O'Hare Intl

SDQORD

Santo Domingo Las Americas

Fri 9/18

1:40 am-11:12 am

1 stop10h 32m

Chicago O'Hare Intl

Mon 9/21

5:30 am-4:55 pm

1 stop10h 25m

$358

Santo DomingoChicago

SDQ Santo Domingo Las Americas - ORD Chicago O'Hare Intl

SDQORD

Santo Domingo Las Americas

Fri 9/18

1:40 am-11:12 am

1 stop10h 32m

Chicago O'Hare Intl

Mon 9/28

5:30 am-4:55 pm

1 stop10h 25m

$370

Santo DomingoChicago

SDQ Santo Domingo Las Americas - ORD Chicago O'Hare Intl

SDQORD

Santo Domingo Las Americas

Thu 9/24

3:30 pm-11:40 pm

1 stop9h 10m

Chicago O'Hare Intl

Mon 9/28

5:30 am-4:55 pm

1 stop10h 25m

$379

Punta CanaChicago

PUJ Punta Cana - ORD Chicago O'Hare Intl

PUJORD

Punta Cana

Sat 9/5

4:14 pm-9:05 am

1 stop17h 51m

Chicago O'Hare Intl

Sat 9/12

9:01 pm-10:44 am

1 stop12h 43m

$422

Punta CanaChicago

PUJ Punta Cana - ORD Chicago O'Hare Intl

PUJORD

Punta Cana

Thu 9/24

4:04 pm-7:48 am

1 stop16h 44m

Chicago O'Hare Intl

Sun 9/27

6:00 am-3:02 pm

1 stop8h 02m

$422

Santo DomingoChicago

SDQ Santo Domingo Las Americas - ORD Chicago O'Hare Intl

SDQORD

Santo Domingo Las Americas

Sat 10/3

2:53 pm-11:59 pm

1 stop10h 06m

Chicago O'Hare Intl

Tue 10/13

5:27 am-1:32 pm

1 stop7h 05m

$483

Santo DomingoChicago

SDQ Santo Domingo Las Americas - ORD Chicago O'Hare Intl

SDQORD

Santo Domingo Las Americas

Sat 10/10

2:57 pm-11:52 pm

1 stop9h 55m

Chicago O'Hare Intl

Thu 10/15

5:27 am-1:32 pm

1 stop7h 05m

$483

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 September is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Dominican Republic averaging around $405.

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 $297 when looking at flights departing in the evening. Try not to purchase tickets in the morning because they tend to be around $445. 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

$253

Fastest flight time

5h 04m

Direct flights

Mon, Fri and Sun
The best one-way flight to Chicago O'Hare Intl Airport from Dominican Republic in the past 72 hours is $253. The best round-trip flight deal from Dominican Republic to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $484.
The fastest flight from Dominican Republic to Chicago O'Hare Intl Airport takes 5h 04m
Direct flights go from Dominican Republic to Chicago O'Hare Intl Airport on Monday, Friday and Sunday. There are no airlines offering direct flights.
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 $237Free CancellationRating
6.1
54 reviews
Search Arajet flights
American AirlinesPriceFrom $283Free CancellationRating
7.1
11,924 reviews
Search American Airlines flights
JetBluePriceFrom $375Free CancellationRating
7.1
3,036 reviews
Search JetBlue flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
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South Holland
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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