What airlines fly to Chicago?

American Airlines, Arajet and JetBlue are the top three most popular airlines that fly to Chicago from Dominican Republic according to our data. American Airlines is the first choice among our users, with 53% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 3 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

How many flights depart from Dominican Republic to Chicago on average per week?

As of October 2026, 7 flights take off from Dominican Republic and land in Chicago each week. The most common flight departure day for this route is Mon, with 14% of weekly flights taking off on this day.

How long does it take to fly to Chicago?

Average flight duration from Dominican Republic to Chicago depends on which airport you fly into and out of. Flying from Punta Cana to Chicago O'Hare Intl Airport is 5h 10m on average, while flying from Santo Domingo to Chicago O'Hare Intl Airport is 9h 34m on average. Chicago O'Hare Intl Airport is the most popular airport in Chicago.

What is the cheapest airline that flies from Dominican Republic to Chicago?

JetBlue, United Airlines, and Delta are the most popular carriers operating from Dominican Republic to Chicago

How many flights depart from Dominican Republic to Chicago on average per day?

As of October 2026, 1 flights take off from Dominican Republic and land in Chicago each day. The most common flight departure time for this route is 3:00PM, with 90% of daily flights taking off in the afternoon.

When did momondo last update prices for flights from Dominican Republic to Chicago?

Prices for flights from Dominican Republic to Chicago are updated daily.

How many operators does momondo search for flights from Dominican Republic to Chicago?

There are 3 operators available for flights from Dominican Republic to Chicago as of October 2026.

How old do you have to be to fly from Dominican Republic to Chicago?

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.

What documentation or ID do you need to fly to Chicago?

The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$196 Cheap Flights from the Dominican Republic to Chicago in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from the Dominican Republic to Chicago

Round-trip

One-way

Last minute

Direct

Recent round-trip flight deals from the Dominican Republic to Chicago

Enter your travel dates to find the best prices.

7:30 pm - 10:40 pmPUJ Punta Cana-ORD Chicago O'Hare Intl

5h 10mnonstop

4:20 am - 11:05 amORD Chicago O'Hare Intl-PUJ Punta Cana

4h 45mnonstop

$347Arajet

Thu, Jan 28 - Sun, Feb 7

7:02 am - 11:12 amPUJ Punta Cana-ORD Chicago O'Hare Intl

5h 10mnonstop

12:12 pm - 5:57 pmORD Chicago O'Hare Intl-PUJ Punta Cana

4h 45mnonstop

$353Arajet

Sat, Apr 17 - Sat, Apr 24

7:00 am - 10:10 amPUJ Punta Cana-ORD Chicago O'Hare Intl

5h 10mnonstop

11:10 am - 5:55 pmORD Chicago O'Hare Intl-PUJ Punta Cana

4h 45mnonstop

$359Arajet

Sat, Nov 7 - Sat, Nov 14

7:30 pm - 10:21 pmPUJ Punta Cana-ORD Chicago O'Hare Intl

28h 51m1 stop San Juan Luis Munoz Marin Intl

4:20 am - 11:05 amORD Chicago O'Hare Intl-PUJ Punta Cana

4h 45mnonstop

$376Multiple Airlines

Mon, Nov 23 - Sun, Nov 29

7:30 pm - 10:40 pmPUJ Punta Cana-ORD Chicago O'Hare Intl

5h 10mnonstop

11:53 pm - 9:06 amORD Chicago O'Hare Intl-PUJ Punta Cana

7h 13m1 stop San Juan Luis Munoz Marin Intl

$378Multiple Airlines

Thu, Nov 19 - Thu, Nov 26

2:50 pm - 11:36 pmPUJ Punta Cana-ORD Chicago O'Hare Intl

10h 46m1 stop Fort Lauderdale

7:00 am - 3:26 pmORD Chicago O'Hare Intl-PUJ Punta Cana

6h 26m1 stop Fort Lauderdale

$392JetBlue

Tue, Nov 10 - Tue, Nov 17

6:48 pm - 1:33 amSDQ Santo Domingo Las Americas-ORD Chicago O'Hare Intl

8h 45m1 stop San Juan Luis Munoz Marin Intl

12:26 am - 5:33 pmORD Chicago O'Hare Intl-SDQ Santo Domingo Las Americas

15h 07m1 stop San Juan Luis Munoz Marin Intl

$411Frontier

Sat, Dec 19 - Sun, Jan 3

5:34 pm - 9:08 pmPUJ Punta Cana-ORD Chicago O'Hare Intl

5h 34mnonstop

9:35 am - 4:20 pmORD Chicago O'Hare Intl-PUJ Punta Cana

4h 45mnonstop

$420American Airlines

Fri, Dec 18 - Fri, Jan 8

3:48 pm - 7:21 pmPUJ Punta Cana-ORD Chicago O'Hare Intl

5h 33mnonstop

8:10 am - 2:48 pmORD Chicago O'Hare Intl-PUJ Punta Cana

4h 38mnonstop

$420American Airlines

Fri, Dec 25 - Fri, Jan 1

6:15 am - 1:49 pmSDQ Santo Domingo Las Americas-ORD Chicago O'Hare Intl

9h 34m1 stop Boston Logan Intl

2:55 pm - 4:50 amORD Chicago O'Hare Intl-SDQ Santo Domingo Las Americas

11h 55m1 stop Boston Logan Intl

$462JetBlue

Fri, Jan 29 - Sun, Feb 7

Recent last minute flight deals from the Dominican Republic to Chicago

Enter your travel dates to find the best prices.

1:50 pm - 11:30 pmPUJ Punta Cana-ORD Chicago O'Hare Intl

10h 40m1 stop Fort Lauderdale

8:24 pm - 12:11 pmORD Chicago O'Hare Intl-PUJ Punta Cana

14h 47m1 stop Boston Logan Intl

$446JetBlue

Sat, Oct 24 - Mon, Oct 26

6:45 pm - 7:52 pmPUJ Punta Cana-ORD Chicago O'Hare Intl

26h 07m1 stop Montreal Pierre Elliott Trudeau Intl

4:20 am - 11:05 amORD Chicago O'Hare Intl-PUJ Punta Cana

4h 45mnonstop

$449Multiple Airlines

Mon, Oct 26 - Sun, Nov 1

2:15 pm - 7:58 pmPUJ Punta Cana-ORD Chicago O'Hare Intl

30h 43m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl

4:20 am - 11:05 amORD Chicago O'Hare Intl-PUJ Punta Cana

4h 45mnonstop

$463Multiple Airlines

Mon, Oct 26 - Sun, Nov 1

3:03 pm - 7:27 pmPUJ Punta Cana-ORD Chicago O'Hare Intl

5h 24mnonstop

7:50 pm - 1:46 pmORD Chicago O'Hare Intl-PUJ Punta Cana

15h 56m1 stop Miami

$472American Airlines

Thu, Oct 29 - Thu, Nov 5

1:55 pm - 6:10 pmPUJ Punta Cana-ORD Chicago O'Hare Intl

5h 15mnonstop

9:35 pm - 4:04 pmORD Chicago O'Hare Intl-PUJ Punta Cana

17h 29m1 stop Houston George Bush Intcntl

$472United Airlines

Thu, Oct 29 - Sat, Oct 31

1:55 pm - 6:10 pmPUJ Punta Cana-ORD Chicago O'Hare Intl

5h 15mnonstop

5:55 am - 5:28 pmORD Chicago O'Hare Intl-PUJ Punta Cana

9h 33m1 stop Washington, D.C. Dulles Intl

$472United Airlines

Thu, Oct 29 - Sun, Nov 8

11:39 am - 11:00 pmPUJ Punta Cana-ORD Chicago O'Hare Intl

12h 21m1 stop Charlotte Douglas

7:50 pm - 1:46 pmORD Chicago O'Hare Intl-PUJ Punta Cana

15h 56m1 stop Miami

$482American Airlines

Thu, Oct 29 - Thu, Nov 5

7:02 am - 11:12 amPUJ Punta Cana-ORD Chicago O'Hare Intl

5h 10mnonstop

5:20 am - 11:05 amORD Chicago O'Hare Intl-PUJ Punta Cana

4h 45mnonstop

$483Arajet

Sat, Oct 24 - Mon, Oct 26

3:03 pm - 7:27 pmPUJ Punta Cana-ORD Chicago O'Hare Intl

5h 24mnonstop

7:50 pm - 1:46 pmORD Chicago O'Hare Intl-PUJ Punta Cana

15h 56m1 stop Miami

$495American Airlines

Thu, Oct 29 - Thu, Nov 5

1:32 pm - 11:57 pmSDQ Santo Domingo Las Americas-ORD Chicago O'Hare Intl

11h 25m1 stop Fort Lauderdale

7:00 am - 3:18 pmORD Chicago O'Hare Intl-SDQ Santo Domingo Las Americas

7h 18m1 stop Fort Lauderdale

$546JetBlue

Wed, Oct 28 - Sat, Oct 31

Recent direct flight deals from the Dominican Republic to Chicago

Enter your travel dates to find the best prices.

7:30 pm - 10:40 pmPUJ Punta Cana-ORD Chicago O'Hare Intl

5h 10mnonstop

4:20 am - 11:05 amORD Chicago O'Hare Intl-PUJ Punta Cana

4h 45mnonstop

$347Arajet

Thu, Jan 28 - Sun, Feb 7

7:02 am - 11:12 amPUJ Punta Cana-ORD Chicago O'Hare Intl

5h 10mnonstop

12:12 pm - 5:57 pmORD Chicago O'Hare Intl-PUJ Punta Cana

4h 45mnonstop

$353Arajet

Sat, Apr 17 - Sat, Apr 24

7:00 am - 10:10 amPUJ Punta Cana-ORD Chicago O'Hare Intl

5h 10mnonstop

11:10 am - 5:55 pmORD Chicago O'Hare Intl-PUJ Punta Cana

4h 45mnonstop

$359Arajet

Sat, Nov 7 - Sat, Nov 14

7:00 am - 10:10 amPUJ Punta Cana-ORD Chicago O'Hare Intl

5h 10mnonstop

11:10 am - 5:55 pmORD Chicago O'Hare Intl-PUJ Punta Cana

4h 45mnonstop

$372Arajet

Sat, Nov 7 - Sat, Nov 14

5:34 pm - 9:08 pmPUJ Punta Cana-ORD Chicago O'Hare Intl

5h 34mnonstop

9:35 am - 4:20 pmORD Chicago O'Hare Intl-PUJ Punta Cana

4h 45mnonstop

$420American Airlines

Fri, Dec 18 - Fri, Jan 8

3:48 pm - 7:21 pmPUJ Punta Cana-ORD Chicago O'Hare Intl

5h 33mnonstop

8:10 am - 2:48 pmORD Chicago O'Hare Intl-PUJ Punta Cana

4h 38mnonstop

$420American Airlines

Fri, Dec 25 - Fri, Jan 1

2:55 pm - 6:10 pmPUJ Punta Cana-ORD Chicago O'Hare Intl

5h 15mnonstop

7:38 am - 2:15 pmORD Chicago O'Hare Intl-PUJ Punta Cana

4h 37mnonstop

$420United Airlines

Fri, Dec 25 - Fri, Jan 1

3:48 pm - 7:21 pmPUJ Punta Cana-ORD Chicago O'Hare Intl

5h 33mnonstop

9:52 am - 4:29 pmORD Chicago O'Hare Intl-PUJ Punta Cana

4h 37mnonstop

$420American Airlines

Fri, Dec 25 - Fri, Jan 1

2:55 pm - 6:10 pmPUJ Punta Cana-ORD Chicago O'Hare Intl

5h 15mnonstop

7:38 am - 2:15 pmORD Chicago O'Hare Intl-PUJ Punta Cana

4h 37mnonstop

$444United Airlines

Thu, Nov 5 - Sun, Nov 8

2:55 pm - 6:10 pmPUJ Punta Cana-ORD Chicago O'Hare Intl

5h 15mnonstop

9:17 am - 3:57 pmORD Chicago O'Hare Intl-PUJ Punta Cana

4h 40mnonstop

$465United Airlines

Fri, Nov 6 - Mon, Nov 9

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United Airlines flights from Dominican Republic to Chicago

Our best United Airlines deals on Dominican Republic to Chicago flight tickets

United Airlines

Nov 11

PUJ2:55 pmPunta Cana

5h 15m

ORD6:10 pmChicago O'Hare Intl

Nov 23

ORD5:55 amChicago O'Hare Intl

9h 33m

1 stop

PUJ5:28 pmPunta Cana

$417

United Airlines

Jan 23

PUJ12:56 pmPunta Cana

24h 36m

1 stop

ORD11:32 amChicago O'Hare Intl

Jan 30

ORD6:15 pmChicago O'Hare Intl

21h 13m

1 stop

PUJ5:28 pmPunta Cana

$418

United Airlines

Dec 25

PUJ2:55 pmPunta Cana

5h 15m

ORD6:10 pmChicago O'Hare Intl

Jan 1

ORD6:10 pmChicago O'Hare Intl

16h 58m

1 stop

PUJ1:08 pmPunta Cana

$420

American Airlines flights from Dominican Republic to Chicago

Our best American Airlines deals on Dominican Republic to Chicago flight tickets

American Airlines

Feb 3

PUJ3:00 pmPunta Cana

10h 59m

1 stop

ORD11:59 pmChicago O'Hare Intl

Feb 10

ORD5:00 amChicago O'Hare Intl

8h 26m

1 stop

PUJ3:26 pmPunta Cana

$441

American Airlines

Oct 31

PUJ3:41 pmPunta Cana

19h 07m

1 stop

ORD9:48 amChicago O'Hare Intl

Nov 14

ORD6:49 pmChicago O'Hare Intl

14h 47m

1 stop

PUJ11:36 amPunta Cana

$458

American Airlines

Oct 31

PUJ11:50 amPunta Cana

21h 52m

1 stop

ORD8:42 amChicago O'Hare Intl

Nov 15

ORD6:59 amChicago O'Hare Intl

6h 52m

1 stop

PUJ3:51 pmPunta Cana

$475

momondo Fare Finder

Use the filters below to find and compare flights from the Dominican Republic to Chicago 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

Thu 1/28

7:30 pm-10:40 pm

Nonstop5h 10m

Chicago O'Hare Intl

Sun 2/7

4:20 am-11:05 am

Nonstop4h 45m

$347

Punta CanaChicago

PUJ Punta Cana - ORD Chicago O'Hare Intl

PUJORD

Punta Cana

Sat 4/17

7:02 am-11:12 am

Nonstop5h 10m

Chicago O'Hare Intl

Sat 4/24

12:12 pm-5:57 pm

Nonstop4h 45m

$353

Punta CanaChicago

PUJ Punta Cana - ORD Chicago O'Hare Intl

PUJORD

Punta Cana

Sat 11/7

7:00 am-10:10 am

Nonstop5h 10m

Chicago O'Hare Intl

Sat 11/14

11:10 am-5:55 pm

Nonstop4h 45m

$359

Punta CanaChicago

PUJ Punta Cana - ORD Chicago O'Hare Intl

PUJORD

Punta Cana

Mon 11/23

7:30 pm-10:21 pm

1 stop28h 51m

Chicago O'Hare Intl

Sun 11/29

4:20 am-11:05 am

Nonstop4h 45m

$376

Punta CanaChicago

PUJ Punta Cana - ORD Chicago O'Hare Intl

PUJORD

Punta Cana

Thu 11/19

7:30 pm-10:40 pm

Nonstop5h 10m

Chicago O'Hare Intl

Thu 11/26

11:53 pm-9:06 am

1 stop7h 13m

$378

Punta CanaChicago

PUJ Punta Cana - ORD Chicago O'Hare Intl

PUJORD

Punta Cana

Tue 11/10

2:50 pm-11:36 pm

1 stop10h 46m

Chicago O'Hare Intl

Tue 11/17

7:00 am-3:26 pm

1 stop6h 26m

$392

Santo DomingoChicago

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

SDQORD

Santo Domingo Las Americas

Sat 12/19

6:48 pm-1:33 am

1 stop8h 45m

Chicago O'Hare Intl

Sun 1/3

12:26 am-5:33 pm

1 stop15h 07m

$411

Punta CanaChicago

PUJ Punta Cana - ORD Chicago O'Hare Intl

PUJORD

Punta Cana

Fri 12/18

5:34 pm-9:08 pm

Nonstop5h 34m

Chicago O'Hare Intl

Fri 1/8

9:35 am-4:20 pm

Nonstop4h 45m

$420

Punta CanaChicago

PUJ Punta Cana - ORD Chicago O'Hare Intl

PUJORD

Punta Cana

Fri 12/25

3:48 pm-7:21 pm

Nonstop5h 33m

Chicago O'Hare Intl

Fri 1/1

8:10 am-2:48 pm

Nonstop4h 38m

$420

Santo DomingoChicago

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

SDQORD

Santo Domingo Las Americas

Fri 1/29

6:15 am-1:49 pm

1 stop9h 34m

Chicago O'Hare Intl

Sun 2/7

2:55 pm-4:50 am

1 stop11h 55m

$462

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Dominican Republic to Chicago

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

Prices

Airlines

Other information

What is the cheapest month to fly to Chicago?

The month of February is, on average, the cheapest month to fly to Chicago from Dominican Republic, with most prices found around $375. If you’re not able to fly to Chicago in February, then September is your next best option. Flight prices from Dominican Republic to Chicago during September average around $450.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Sunday when prices can be found for as low as $386. This is often the case because there is less demand to fly during this day of the week. When flying out on a Friday, the most expensive travel day of the week, you can expect to see flight prices from Dominican Republic to Chicago for around $589.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Dominican Republic to Chicago during this time can be as low as $236. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $535.

What is the cheapest Dominican Republic to Chicago flight route?

Fly from Punta Cana to Chicago O'Hare Intl for the best Dominican Republic - Chicago flight prices

What cabin class options are available on Dominican Republic to Chicago flights?

There are 3 cabin classes available to choose from on Dominican Republic to Chicago 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 flights?

You could potentially save up to 12% on your flight if you consider stops on a Dominican Republic to Chicago flight.

Cheap Dominican Republic to Chicago flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Dominican Republic to Chicago

Best Price Found	$196
Fastest flight time	5h 10m
Direct flights	Mon, Tue, Fri, Sat and Sun
Airports in Chicago	3 airports

The best one-way flight to Chicago from Dominican Republic in the past 72 hours is $196. The best round-trip flight deal from Dominican Republic to Chicago found on momondo in the last 72 hours is $347.

The fastest flight from Dominican Republic to Chicago takes 5h 10m

Direct flights go from Dominican Republic to Chicago on Monday, Tuesday, Friday, Saturday and Sunday. There are no airlines offering direct flights.

There are 3 airports in Chicago. From Dominican Republic there are direct flights to Chicago O'Hare Intl (ORD), Chicago Midway (MDW).

Search flight deals

Frequently asked questions about flying from the Dominican Republic to Chicago

When did momondo last update prices for flights from Dominican Republic to Chicago?
Prices for flights from Dominican Republic to Chicago are updated daily.
How many operators does momondo search for flights from Dominican Republic to Chicago?
There are 3 operators available for flights from Dominican Republic to Chicago as of October 2026.
How old do you have to be to fly from Dominican Republic to Chicago?
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.
What documentation or ID do you need to fly to Chicago?
The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Dominican Republic to Chicago?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Dominican Republic to Chicago is Boeing 737 MAX 8 (37.54% of total bookings). The next most popular plane models are Boeing 737 (20.35%), Boeing 737 MAX 9 (14.74%), and Boeing 737-900 (8.42%).

Best airlines flying from Dominican Republic to Chicago

Compare and see reviews for airlines that fly from Dominican Republic to Chicago with momondo

Airline	Rating	Free Cancellation	Price
Arajet	PriceFrom $195	Free Cancellation	Rating 6.4 59 reviews	Search Arajet flights
American Airlines	PriceFrom $283	Free Cancellation	Rating 7.0 12,195 reviews	Search American Airlines flights
JetBlue	PriceFrom $375	Free Cancellation	Rating 7.1 3,064 reviews	Search JetBlue flights

Merrillville

New Buffalo

Hammond

Portage

Saint Joseph

Benton Harbor

Lansing

Valparaiso

Schererville

Munster

Chesterton

Monticello

Crown Point

Porter

Griffith

Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Dominican Republic to Chicago?

Finding the right flight to Chicago from Dominican Republic is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

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?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Dominican Republic to Chicago.

I’m not ready to book a flight from Dominican Republic to Chicago right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Chicago from Dominican Republic. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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Fly into one of these airports located in Chicago

Chicago Midway Airport

Chicago O'Hare Intl Airport

Chicago Greater Rockford Airport

Cheap flights from the Dominican Republic to Chicago from $196

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 1/24. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Find the cheapest flights from the Dominican Republic to Chicago

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United Airlines flights from Dominican Republic to Chicago

Our best United Airlines deals on Dominican Republic to Chicago flight tickets

American Airlines flights from Dominican Republic to Chicago

Our best American Airlines deals on Dominican Republic to Chicago flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from the Dominican Republic to Chicago that are best for you.

See travel insights to Chicago from

How to get the cheapest flight ticket from Dominican Republic to Chicago

What is the cheapest month to fly to Chicago?

What is the cheapest day to depart on your flight to Chicago?

What is the cheapest time of day to depart on your flight to Chicago?

What is the cheapest Dominican Republic to Chicago flight route?

What cabin class options are available on Dominican Republic to Chicago flights?

Can stopping save me money on Dominican Republic to Chicago flights?

What is the cheapest airline that flies from Dominican Republic to Chicago?

What airlines fly to Chicago?

How many flights depart from Dominican Republic to Chicago on average per day?

How many flights depart from Dominican Republic to Chicago on average per week?

How long does it take to fly to Chicago?

Cheap Dominican Republic to Chicago flight deals and tips

Best Price Found

Fastest flight time

Direct flights

Airports in Chicago

Frequently asked questions about flying from the Dominican Republic to Chicago

Best airlines flying from Dominican Republic to Chicago

Compare and see reviews for airlines that fly from Dominican Republic to Chicago with momondo

Traveling to a place near Chicago?

Why use momondo?

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago

Fly your favorite airline to Chicago

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Chicago

List of cabin classes available on flights landing in Chicago. Availability may vary depending on flight origin and airline.

Popular cities in the United States

Popular flights according to clicks in the last 7 days on momondo

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