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Dominican Republic

$83+ Cheap flights from Chicago (CHI) to the Dominican Republic

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.
CHI — PUJ
nov. 17 — nov. 241
dom. 11/17
dom. 11/24
1 adult, Economy
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Find flight deals from Chicago to Dominican Republic

Cheapest flights from Chicago to Dominican Republic
Explore the most affordable flight options available from Chicago to Dominican Republic. Find the lowest fares from popular airlines and budget airlines, with prices last updated on noviembre 12, 2024.

This Booking.com deal was found by Cheapflights users on 11/11. 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.
vie. 12/136:48 pmMDW - PUJ
1 stop14h 43mFrontier
lun. 12/162:30 pmPUJ - MDW
2 stops26h 43mFrontier
Deal found 11/11$292
This Cheapflightsfares deal was found by Cheapflights users on 11/12. 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.
vie. 12/66:00 amORD - PUJ
Nonstop4h 29mFrontier
jue. 12/126:45 pmPUJ - ORD
Nonstop5h 14mFrontier
Deal found 11/12$300
This Kiwi.com deal was found by Cheapflights users on 11/12. 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.
mar. 12/106:00 amORD - PUJ
Nonstop4h 29mMultiple Airlines
jue. 12/124:43 pmPUJ - ORD
1 stop19h 49mMultiple Airlines
Deal found 11/12$302
This FareScan deal was found by Cheapflights users on 11/11. 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 FareScan is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/35:00 amORD - PUJ
1 stop8h 55mSpirit Airlines
dom. 12/154:43 pmPUJ - ORD
1 stop25h 23mSpirit Airlines
Deal found 11/11$342
This Delta deal was found by Cheapflights users on 11/11. 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.
lun. 12/95:40 amORD - PUJ
1 stop8h 44mDelta
jue. 12/123:50 pmPUJ - ORD
1 stop10h 08mDelta
Deal found 11/11$343
This American Airlines deal was found by Cheapflights users on 11/12. 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.
dom. 12/88:05 amORD - PUJ
1 stop6h 40mAmerican Airlines
dom. 12/156:00 pmPUJ - ORD
1 stop16h 50mAmerican Airlines
Deal found 11/12$353
This United Airlines deal was found by Cheapflights users on 11/10. 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.
vie. 12/610:43 amORD - PUJ
Nonstop4h 28mUnited Airlines
sáb. 12/214:30 pmPUJ - ORD
Nonstop5h 10mUnited Airlines
Deal found 11/10$384
This FareScan deal was found by Cheapflights users on 11/11. 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 FareScan is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/511:25 amORD - SDQ
2 stops28h 09mSpirit Airlines
mar. 12/106:29 pmSDQ - ORD
3 stops25h 11mSpirit Airlines
Deal found 11/11$402
This eDestinos deal was found by Cheapflights users on 11/10. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 12/15:00 amORD - STI
1 stop9h 59mSpirit Airlines
sáb. 12/2110:54 amSTI - ORD
1 stop10h 57mSpirit Airlines
Deal found 11/10$402
This Kiwi.com deal was found by Cheapflights users on 11/11. 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.
mar. 11/195:00 amORD - SDQ
1 stop8h 39mMultiple Airlines
lun. 11/256:42 pmSDQ - ORD
1 stop16h 22mMultiple Airlines
Deal found 11/11$408
This eDestinos deal was found by Cheapflights users on 11/11. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/136:48 pmMDW - PUJ
3 stops19h 00mMultiple Airlines
lun. 12/162:30 pmPUJ - MDW
2 stops26h 43mMultiple Airlines
Deal found 11/11$411
This Kiwi.com deal was found by Cheapflights users on 11/12. 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.
jue. 12/125:11 pmORD - STI
1 stop14h 53mMultiple Airlines
lun. 12/166:44 pmSTI - ORD
1 stop25h 03mMultiple Airlines
Deal found 11/12$422

Find flights from Chicago to Dominican Republic within your budget

Customize your flight search to find flights from Chicago to Dominican Republic 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 2,728,912 searches. Data last updated noviembre 12, 2024.

Fly from

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Fly to

Any airport

Route

Depart

Return

Price

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

sáb. 1/11

6:10 am-12:39 pm

Nonstop4h 29m

Punta Cana

sáb. 1/18

4:54 pm-11:02 pm

1 stop8h 08m

$285

ChicagoPunta Cana

MDW - PUJ

MDWPUJ

Chicago Midway

vie. 12/13

6:48 pm-11:31 am

1 stop14h 43m

Punta Cana

lun. 12/16

2:30 pm-3:13 pm

2 stops26h 43m

$292

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

dom. 2/16

5:56 pm-4:41 pm

1 stop20h 45m

Punta Cana

vie. 2/21

5:51 pm-12:59 am

1 stop9h 08m

$292

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

mar. 12/3

5:00 am-3:55 pm

1 stop8h 55m

Punta Cana

vie. 12/6

4:43 pm-4:06 pm

1 stop25h 23m

$324

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

sáb. 2/1

5:52 pm-12:20 pm

1 stop16h 28m

Punta Cana

mié. 2/5

3:35 pm-6:50 pm

Nonstop5h 15m

$333

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

sáb. 2/1

8:50 am-5:58 pm

1 stop7h 08m

Punta Cana

vie. 2/7

2:50 pm-6:00 pm

Nonstop5h 10m

$343

ChicagoPunta Cana

MDW - PUJ

MDWPUJ

Chicago Midway

lun. 1/13

6:00 am-2:22 pm

1 stop6h 22m

Punta Cana

mié. 1/15

4:50 pm-10:20 pm

1 stop7h 30m

$363

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

dom. 1/12

6:15 am-5:15 pm

1 stop9h 00m

Punta Cana

mié. 1/22

4:50 pm-11:59 pm

1 stop9h 09m

$363

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

vie. 2/7

7:00 am-6:44 pm

1 stop9h 44m

Santiago de los Caballeros

mar. 2/11

6:35 am-4:13 pm

2 stops11h 38m

$396

ChicagoPunta Cana

MDW - PUJ

MDWPUJ

Chicago Midway

sáb. 11/16

2:52 pm-3:46 pm

2 stops22h 54m

Punta Cana

sáb. 11/23

2:50 pm-11:09 pm

1 stop10h 19m

$397

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/10

Showing 1-10 of 60 results
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Best time to book a flight from Chicago to Dominican Republic

Have a flexible travel schedule? Discover the best time to fly to Dominican Republic from Chicago 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 Chicago to Dominican Republic

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

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

Currently, September is the cheapest month in which you can book a flight from Chicago to Dominican Republic (average of $436). Flying from Chicago to Dominican Republic in June is currently the most expensive (average of $585). 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 CHI to DO?

Find hourly flight availability from Chicago to Dominican Republic. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated noviembre 12, 2024.

When flying from Chicago to Dominican Republic, 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 Chicago to Dominican Republic

Explore weekly flight availability from Chicago to Dominican Republic. 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 noviembre 12, 2024.

The most flights from CHI to DO0 are scheduled on a Monday (2 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (1 on average).

Rainfall in Dominican Republic by month

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

In terms of precipitation, rainfall in Dominican Republic ranges from 2.1 - 6.0 inches per month. October is typically the wettest month, when rainfall can reach 6.0 in. February is typically the driest time to visit Dominican Republic when rainfall is around 2.1 in.

Temperature in Dominican Republic by month

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

If weather is an important factor for your trip to Dominican Republic, 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 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

Reviews of airlines servicing Dominican Republic

Get insights into the airlines that provide service to Dominican Republic. 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 Dominican Republic. Reviews last updated noviembre 12, 2024.
Peruse reviews from past customers who have flown with Frontier, Spirit Airlines and American Airlines from Chicago to Dominican Republic to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
5,056 reviews

Comfort

8.1

Boarding

8.3

Entertainment

7.7

Food

7.2

Overall

8.1

Crew

8.7

Reviews

1 / 10

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

Southwest
8.1
Very good
5,056 reviews
Southwest
8.1
Very good
5,056 reviews

Comfort

8.1

Boarding

8.3

Entertainment

7.7

Food

7.2

Overall

8.1

Crew

8.7

Reviews

1 / 10

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

Delta
8.0
Very good
8,799 reviews
Southwest
8.1
Very good
5,056 reviews

Comfort

8.1

Boarding

8.3

Entertainment

7.7

Food

7.2

Overall

8.1

Crew

8.7

Reviews

1 / 10

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

Copa Airlines
7.8
Good
1,817 reviews
Southwest
8.1
Very good
5,056 reviews

Comfort

8.1

Boarding

8.3

Entertainment

7.7

Food

7.2

Overall

8.1

Crew

8.7

Reviews

1 / 10

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

SWISS
7.6
Good
1,642 reviews
Southwest
8.1
Very good
5,056 reviews

Comfort

8.1

Boarding

8.3

Entertainment

7.7

Food

7.2

Overall

8.1

Crew

8.7

Reviews

1 / 10

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

Aeromexico
7.5
Good
2,014 reviews
Southwest
8.1
Very good
5,056 reviews

Comfort

8.1

Boarding

8.3

Entertainment

7.7

Food

7.2

Overall

8.1

Crew

8.7

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 Chicago to Dominican Republic. 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 Chicago to Dominican Republic one-way?

    The cheapest airlines for a one-way flight from Chicago to Dominican Republic are Frontier ($83), Spirit Airlines ($133), and United Airlines ($156).

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

    While some choose either Chicago Midway - Punta Cana or Chicago O'Hare Intl - Santo Domingo Las Americas, Chicago O'Hare Intl - Punta Cana is the most popular route from Chicago to Dominican Republic.

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

    The cheapest flight price from Chicago to Dominican Republic is $146. On average you can expect to pay $843. The most popular route, (Chicago O'Hare Intl - Punta Cana), can usually be booked for $282.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Chicago to Dominican Republic 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 Chicago to Dominican Republic?

    Currently, September is the cheapest month in which you can book a flight from Chicago to Dominican Republic (average of $436). Flying from Chicago to Dominican Republic in June is currently the most expensive (average of $585). 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 Chicago to Dominican Republic

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Luis Munoz Marin Intl flights
O'Hare Intl to Punta Cana flights
O'Hare Intl to Montego Bay flights
Midway to Luis Munoz Marin Intl flights
O'Hare Intl to Saint Thomas Island flights
O'Hare Intl to Nassau flights
O'Hare Intl to Oranjestad flights
Midway to Punta Cana flights
O'Hare Intl to George Town flights
O'Hare Intl to Providenciales flights
Midway to Montego Bay flights
O'Hare Intl to Simpson Bay flights
St. Louis to Luis Munoz Marin Intl flights
O'Hare Intl to Castries flights
Midway to Saint Thomas Island flights
O'Hare Intl to Willemstad flights
O'Hare Intl to Santo Domingo flights
Midway to Oranjestad flights
St. Louis to Punta Cana flights
Midway to Nassau flights
O'Hare Intl to Christiansted flights
O'Hare Intl to Bridgetown flights
Midway to Providenciales flights
St. Louis to Saint Thomas Island flights
O'Hare Intl to Puerto Plata flights
St. Louis to Montego Bay flights
Midway to George Town flights
O'Hare Intl to St. John's flights
O'Hare Intl to Kralendijk flights
St. Louis to Oranjestad flights
Midway to Santo Domingo flights
O'Hare Intl to Basseterre flights
Midway to Castries flights
O'Hare Intl to Kingston flights
Midway to Simpson Bay flights
St. Louis to Christiansted flights
St. Louis to Simpson Bay flights
St. Louis to Providenciales flights
O'Hare Intl to Port of Spain flights
St. Louis to George Town flights
St. Louis to Nassau flights
O'Hare Intl to Santiago de los Caballeros flights
O'Hare Intl to Gregory Town flights
St. Louis to Willemstad flights
Moline to Montego Bay flights
O'Hare Intl to Freeport flights
O'Hare Intl to Georgetown flights
St. Louis to Castries flights
Moline to Luis Munoz Marin Intl flights

Top 9 airlines flying from Chicago to Dominican Republic

Discover the top 9 airlines that operate flights from Chicago to Dominican Republic. 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 2,728,912 searches. Data last updated noviembre 12, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$190Average$480FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$233Average$364FlexibilityNo cancel feeOn-time65%
DeltaCheapest$275Average$577FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$334Average$626FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$338Average$616FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$343Average$597FlexibilityNo cancel feeOn-time62%
Copa AirlinesCheapest$379Average$518FlexibilityNo cancel feeOn-time70%
Air CanadaCheapest$550Average$823FlexibilityNo cancel feeOn-time67%
SouthwestCheapest$676Average$1,010FlexibilityNo cancel feeOn-time63%
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