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$103+ Cheap flights from the Dominican Republic to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/14. Fares are subject to change and may not be available on all flights or dates of travel.
PUJ — CHI
Nov 25 — Dec 21
Mon 11/25
Mon 12/2
1 adult, Economy
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Cheap flight deals from Dominican Republic to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Dominican Republic (DO0) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated November 20, 2024.

Find flight deals from Dominican Republic to Chicago

Cheapest flights from Dominican Republic to Chicago
Explore the most affordable flight options available from Dominican Republic to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 20, 2024.

This Cheapflightsfares deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/215:00 pmPUJ - ORD
Nonstop5h 31mFrontier
Tue 1/146:10 amORD - PUJ
Nonstop4h 29mFrontier
Deal found 11/19$252
This Kiwi.com deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/212:33 pmPUJ - ORD
1 stop7h 40mMultiple Airlines
Tue 1/146:10 amORD - PUJ
Nonstop4h 29mMultiple Airlines
Deal found 11/19$292
This FlightHub deal was found by Cheapflights users on 11/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/254:50 pmPUJ - ORD
1 stop25h 16mSpirit Airlines
Wed 1/15:00 amORD - PUJ
1 stop8h 55mSpirit Airlines
Deal found 11/20$353
This United Airlines deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/251:00 pmPUJ - ORD
1 stop12h 25mUnited Airlines
Wed 1/16:00 amORD - PUJ
1 stop8h 15mUnited Airlines
Deal found 11/19$354
This Mytrip deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/2212:02 pmSDQ - MDW
1 stop9h 40mFrontier
Tue 12/316:49 pmMDW - SDQ
1 stop16h 16mFrontier
Deal found 11/19$356
This Kiwi.com deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/196:00 amSDQ - ORD
1 stop16h 13mMultiple Airlines
Thu 1/163:56 pmORD - SDQ
2 stops18h 59mMultiple Airlines
Deal found 11/19$358
This Cheapflightsfares deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/76:29 pmSDQ - ORD
1 stop17h 08mSpirit Airlines
Sat 2/85:10 amORD - SDQ
1 stop10h 03mSpirit Airlines
Deal found 11/19$360
This Booking.com deal was found by Cheapflights users on 11/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/126:37 pmPUJ - MDW
2 stops24h 35mFrontier
Sun 12/1512:36 pmMDW - PUJ
1 stop20h 55mFrontier
Deal found 11/20$375
This Delta deal was found by Cheapflights users on 11/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/213:50 pmPUJ - ORD
1 stop7h 30mDelta
Tue 1/145:45 amORD - PUJ
1 stop7h 40mDelta
Deal found 11/20$375
This American Airlines deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/201:15 pmPUJ - ORD
1 stop8h 19mAmerican Airlines
Wed 1/85:00 amORD - PUJ
1 stop9h 35mAmerican Airlines
Deal found 11/19$392
This Kiwi.com deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/2211:45 amSDQ - MDW
1 stop14h 33mMultiple Airlines
Sun 1/1910:58 amMDW - SDQ
1 stop23h 57mMultiple Airlines
Deal found 11/19$439
This Copa Airlines deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/216:38 pmSDQ - ORD
1 stop19h 38mCopa Airlines
Sun 1/191:57 pmORD - SDQ
1 stop9h 40mCopa Airlines
Deal found 11/19$447

Find flights from Dominican Republic to Chicago within your budget

Customize your flight search to find flights from Dominican Republic to Chicago 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, Cheapflights users made 2,629,791 searches. Data last updated November 20, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Fri 1/31

6:10 pm-9:27 pm

Nonstop5h 17m

Chicago O'Hare Intl

Wed 2/5

6:10 am-1:00 pm

Nonstop4h 50m

$200

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Sat 12/21

2:33 pm-8:13 pm

1 stop7h 40m

Chicago O'Hare Intl

Tue 1/14

6:10 am-12:39 pm

Nonstop4h 29m

$292

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Sat 12/21

4:50 pm-11:04 am

1 stop20h 14m

Chicago O'Hare Intl

Thu 1/9

6:55 am-3:49 pm

1 stop6h 54m

$353

Santo DomingoChicago

SDQ - MDW

SDQMDW

Santo Domingo Las Americas

Sun 12/22

12:02 pm-7:42 pm

1 stop9h 40m

Chicago Midway

Tue 12/31

6:49 pm-1:05 pm

1 stop16h 16m

$356

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

Thu 12/19

6:00 am-8:13 pm

1 stop16h 13m

Chicago O'Hare Intl

Thu 1/16

3:56 pm-12:55 pm

2 stops18h 59m

$358

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

Sat 12/7

6:29 pm-9:37 am

1 stop17h 08m

Chicago O'Hare Intl

Sat 2/8

5:10 am-5:13 pm

1 stop10h 03m

$360

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Sat 12/21

4:30 pm-7:40 pm

Nonstop5h 10m

Chicago O'Hare Intl

Mon 12/30

9:29 pm-4:15 pm

1 stop16h 46m

$372

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Sat 12/21

3:50 pm-9:20 pm

1 stop7h 30m

Chicago O'Hare Intl

Tue 1/14

5:45 am-3:25 pm

1 stop7h 40m

$375

Punta CanaChicago

PUJ - MDW

PUJMDW

Punta Cana

Thu 12/12

6:37 pm-5:12 pm

2 stops24h 35m

Chicago Midway

Sun 12/15

12:36 pm-11:31 am

1 stop20h 55m

$375

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Fri 12/20

1:15 pm-7:34 pm

1 stop8h 19m

Chicago O'Hare Intl

Wed 1/8

5:00 am-4:35 pm

1 stop9h 35m

$392

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/20

Showing 1-10 of 54 results
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Best time to book a flight from Dominican Republic to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Dominican Republic with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Dominican Republic to Chicago

Get recent, data-driven insights about flights from Dominican Republic to Chicago including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Dominican Republic to Chicago?

Currently, September is the cheapest month in which you can book a flight from Dominican Republic to Chicago (average of $232). Flying from Dominican Republic to Chicago in June is currently the most expensive (average of $308). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from DO to CHI?

Find hourly flight availability from Dominican Republic to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 20, 2024.

When flying from Dominican Republic to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Weekly flight availability from Dominican Republic to Chicago

Explore weekly flight availability from Dominican Republic to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated November 20, 2024.

The most flights from DO0 to CHI are scheduled on a Monday (3 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (3 on average).

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated November 20, 2024.
See what other customers who have flown with United Airlines, Delta and American Airlines from Dominican Republic to Chicago have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
5,014 reviews

Entertainment

7.7

Food

7.2

Overall

8.1

Comfort

8.1

Crew

8.7

Boarding

8.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Southwest
8.1
Very good
5,014 reviews
Southwest
8.1
Very good
5,014 reviews

Entertainment

7.7

Food

7.2

Overall

8.1

Comfort

8.1

Crew

8.7

Boarding

8.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Delta
8.0
Very good
8,756 reviews
Southwest
8.1
Very good
5,014 reviews

Entertainment

7.7

Food

7.2

Overall

8.1

Comfort

8.1

Crew

8.7

Boarding

8.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Copa Airlines
7.8
Good
1,785 reviews
Southwest
8.1
Very good
5,014 reviews

Entertainment

7.7

Food

7.2

Overall

8.1

Comfort

8.1

Crew

8.7

Boarding

8.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

LATAM Airlines
7.5
Good
1,934 reviews
Southwest
8.1
Very good
5,014 reviews

Entertainment

7.7

Food

7.2

Overall

8.1

Comfort

8.1

Crew

8.7

Boarding

8.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

JetBlue
7.5
Good
3,394 reviews
Southwest
8.1
Very good
5,014 reviews

Entertainment

7.7

Food

7.2

Overall

8.1

Comfort

8.1

Crew

8.7

Boarding

8.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Related info for your journey

Find useful and relevant information for your journey from Dominican Republic to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Dominican Republic to Chicago one-way?

    The cheapest airlines for a one-way flight from Dominican Republic to Chicago are Frontier ($103), Spirit Airlines ($169), and United Airlines ($187).

  • What are the most popular routes from Dominican Republic to Chicago?

    Most travelers choose Punta Cana - Chicago O'Hare Intl, Santo Domingo Las Americas - Chicago O'Hare Intl or Santo Domingo Las Americas - Chicago Midway when deciding on the best route from Dominican Republic to Chicago.

  • What are the cheapest flights from Dominican Republic to Chicago?

    While on average a flight from Dominican Republic to Chicago is generally $314, our data shows the cheapest flight currently is $121. When looking at the most popular route, (Punta Cana - Chicago O'Hare Intl), you can expect to pay $282 for that flight.

  • Can I find deals for flights from Dominican Republic to Chicago that include hotel bookings?

    Yes. In addition to deals on Dominican Republic to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Dominican Republic to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Dominican Republic to Chicago.

  • Can I find deals for business class flights from Dominican Republic to Chicago?

    Yes. Cheapflights offers flight deals from Dominican Republic to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Dominican Republic to Chicago?

    Currently, September is the cheapest month in which you can book a flight from Dominican Republic to Chicago (average of $232). Flying from Dominican Republic to Chicago in June is currently the most expensive (average of $308). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Dominican Republic to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
Luis Munoz Marin Intl to O'Hare Intl flights
Luis Munoz Marin Intl to Midway flights
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Santo Domingo to Midway flights
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Saint Thomas Island to O'Hare Intl flights
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Santiago de los Caballeros to O'Hare Intl flights
Saint Thomas Island to St. Louis flights
Montego Bay to Midway flights
Bridgetown to O'Hare Intl flights
Aguadilla to Midway flights
Simpson Bay to Midway flights
Willemstad to O'Hare Intl flights
St. John's to O'Hare Intl flights
Christiansted to O'Hare Intl flights
Oranjestad to St. Louis flights
St. George's to St. Louis flights
Nassau to St. Louis flights
Port of Spain to St. Louis flights
Port Au Prince to O'Hare Intl flights
Culebra to O'Hare Intl flights
Roseau to O'Hare Intl flights
Port Au Prince to Midway flights
Vieques to O'Hare Intl flights
Road Town to O'Hare Intl flights

Top 7 airlines flying from Dominican Republic to Chicago

Discover the top 7 airlines that operate flights from Dominican Republic to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,629,791 searches. Data last updated November 20, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$179Average$340FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$195Average$449FlexibilityNo cancel feeOn-time69%
Spirit AirlinesCheapest$218Average$374FlexibilityNo cancel feeOn-time65%
DeltaCheapest$313Average$507FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$347Average$597FlexibilityNo cancel feeOn-time71%
Copa AirlinesCheapest$400Average$521FlexibilityNo cancel feeOn-time70%
JetBlueCheapest$467Average$619FlexibilityNo cancel feeOn-time62%
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