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Dominican Republic

$114+ Cheap flights from Wisconsin 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 12/29. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — PUJ
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap flight deals from Wisconsin to Dominican Republic

Cheapest flights from Wisconsin to Dominican Republic
Explore the most affordable flight options available from Wisconsin to Dominican Republic. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Tue 12/237:10 amORD - PUJ
Nonstop4h 37mFrontier
Tue 12/306:49 pmPUJ - ORD
Nonstop5h 10mFrontier
Deal found 12/16$290
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Tue 12/237:10 amORD - PUJ
Nonstop4h 37mFrontier
Thu 12/256:49 pmPUJ - ORD
Nonstop5h 10mFrontier
Deal found 12/16$297
This Expedia deal was found by Cheapflights users on 12/16. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/315:45 amORD - PUJ
Nonstop4h 45mMultiple Airlines
Wed 1/76:08 pmPUJ - ORD
1 stop19h 14mMultiple Airlines
Deal found 12/16$302
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Mon 12/227:10 amORD - PUJ
Nonstop4h 37mFrontier
Wed 12/311:28 pmPUJ - ORD
1 stop8h 38mFrontier
Deal found 12/16$309
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Tue 12/237:10 amORD - PUJ
Nonstop4h 37mFrontier
Wed 12/316:49 pmPUJ - ORD
Nonstop5h 10mFrontier
Deal found 12/16$310
This Expedia deal was found by Cheapflights users on 12/16. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/237:10 amORD - PUJ
Nonstop4h 37mMultiple Airlines
Sun 12/286:00 pmPUJ - ORD
Nonstop5h 10mMultiple Airlines
Deal found 12/16$311
This Trip.com deal was found by Cheapflights users on 12/16. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/2312:50 pmORD - PUJ
1 stop26h 30mMultiple Airlines
Tue 12/306:49 pmPUJ - ORD
Nonstop5h 10mMultiple Airlines
Deal found 12/16$318
This FlightHub deal was found by Cheapflights users on 12/15. 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.
Mon 12/295:45 amORD - PUJ
Nonstop4h 45mMultiple Airlines
Mon 12/296:49 pmPUJ - ORD
Nonstop5h 10mMultiple Airlines
Deal found 12/15$321
This Booking.com deal was found by Cheapflights users on 12/16. 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.
Tue 12/167:10 amORD - PUJ
Nonstop4h 37mMultiple Airlines
Tue 12/237:30 pmPUJ - ORD
Nonstop5h 10mMultiple Airlines
Deal found 12/16$325
This Kiwi.com deal was found by Cheapflights users on 12/17. 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.
Tue 12/237:10 amORD - PUJ
Nonstop4h 37mMultiple Airlines
Sat 12/277:17 amPUJ - ORD
Nonstop5h 10mMultiple Airlines
Deal found 12/17$330
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Tue 12/237:10 amORD - PUJ
Nonstop4h 37mFrontier
Mon 12/296:49 pmPUJ - ORD
Nonstop5h 10mFrontier
Deal found 12/16$332
This Frontier deal was found by Cheapflights users on 12/16. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/216:00 amORD - SDQ
1 stop7h 18mFrontier
Wed 12/2412:25 pmSDQ - ORD
1 stop9h 41mFrontier
Deal found 12/16$428

Find flight deals from Wisconsin to Dominican Republic

Keep the following information in mind while searching for Wisconsin to Dominican Republic flight deals. Data was last updated December 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$249
(Expedia)

One-way from

$114
(Expedia)

Popular in

March

Cheapest in

August

Average price

$785

Good round-trip deal

$716 or less
Provider with most accurate pricing for Milwaukee-Mitchell-Punta Cana flight deals.
Search Deals
Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Punta Cana flights.
Search Deals
From Wisconsin to Dominican Republic
Search Deals
One-way flight from Wisconsin to Dominican Republic
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($59 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($17 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a round-trip flight from Wisconsin to Dominican Republic.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Wisconsin 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 2,558,603 searches. Data last updated December 18, 2025.
Use the filters below to find and compare flights from Wisconsin to the Dominican Republic that are best for you.

Fly from

Wisconsin

Fly to

Dominican Republic

Route

Depart

Return

Price

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Wed 2/11

5:15 am-3:33 pm

1 stop8h 18m

Santiago de los Caballeros

Wed 2/25

4:40 pm-11:47 pm

1 stop9h 07m

$261

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Wed 2/4

7:20 am-3:33 pm

1 stop6h 13m

Santiago de los Caballeros

Sat 2/7

4:40 pm-11:46 pm

1 stop9h 06m

$262

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Tue 1/13

9:23 am-4:29 pm

1 stop29h 06m

Santo Domingo Las Americas

Tue 1/20

12:52 pm-8:18 am

1 stop21h 26m

$269

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Sun 1/25

8:43 pm-2:27 pm

1 stop15h 44m

Santo Domingo Las Americas

Tue 2/3

3:32 pm-9:03 pm

1 stop7h 31m

$279

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Wed 1/28

5:15 am-2:27 pm

1 stop7h 12m

Santo Domingo Las Americas

Wed 2/4

3:32 pm-11:47 pm

1 stop10h 15m

$286

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Tue 2/17

9:18 am-4:29 pm

1 stop29h 11m

Santo Domingo Las Americas

Mon 2/23

3:32 pm-9:13 pm

1 stop7h 41m

$287

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Tue 1/6

3:26 pm-2:54 am

1 stop9h 28m

Santo Domingo Las Americas

Sat 1/17

3:32 pm-11:46 pm

1 stop10h 14m

$290

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Fri 1/9

5:15 am-2:27 pm

1 stop7h 12m

Santo Domingo Las Americas

Thu 1/22

3:32 pm-11:46 pm

1 stop10h 14m

$309

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Sat 1/31

6:57 pm-7:18 pm

2 stops22h 21m

Santo Domingo Las Americas

Sat 2/7

3:32 pm-9:03 pm

1 stop7h 31m

$325

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Thu 1/29

5:15 am-3:33 pm

1 stop8h 18m

Santiago de los Caballeros

Mon 2/2

11:47 am-10:46 pm

2 stops12h 59m

$330

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

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

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

Cheapflights Insights

Everything you need to know about your flight from Wisconsin to the Dominican Republic

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

Currently, April is the cheapest month in which you can book a flight from Wisconsin to Dominican Republic (average of $215). Flying from Wisconsin to Dominican Republic in June is currently the most expensive (average of $525). 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 WI to DO?

Find hourly flight availability from Wisconsin 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 December 18, 2025.

It’s typically best to fly out from Wisconsin to Dominican Republic at noon. Doing so could potentially save you 38% on the flight price compared to flying in the evening, which is usually more expensive.

Related info for your journey

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

  • How long is the flight from Wisconsin to Dominican Republic?

    Departing from Wisconsin to Dominican Republic will take you 6h 48m. Airlines will cover a distance of 1839 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    The cheapest airlines for a one-way flight from Wisconsin to Dominican Republic are Delta ($164), American Airlines ($188), and Sun Country Air ($260).

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

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

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

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

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

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

    Currently, April is the cheapest month in which you can book a flight from Wisconsin to Dominican Republic (average of $215). Flying from Wisconsin to Dominican Republic in June is currently the most expensive (average of $525). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Wisconsin to Dominican Republic

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Luis Munoz Marin Intl flights
Newark to Luis Munoz Marin Intl flights
John F Kennedy Intl to Santiago de los Caballeros flights
John F Kennedy Intl to Santo Domingo flights
LaGuardia to Luis Munoz Marin Intl flights
O'Hare Intl to Luis Munoz Marin Intl flights
John F Kennedy Intl to Punta Cana flights
Dulles Intl to Luis Munoz Marin Intl flights
Newark to Santo Domingo flights
Newark to Punta Cana flights
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Newark to Oranjestad flights
John F Kennedy Intl to Oranjestad flights
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Hartford to Luis Munoz Marin Intl flights
John F Kennedy Intl to Port of Spain flights
LaGuardia to Punta Cana flights
John F Kennedy Intl to Montego Bay flights
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LaGuardia to Santo Domingo flights
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O'Hare Intl to Punta Cana flights
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LaGuardia to Oranjestad flights
Newark to Saint Thomas Island flights
John F Kennedy Intl to Providenciales flights
John F Kennedy Intl to Saint Thomas Island flights
Miami to Santo Domingo flights
Fort Lauderdale to Santo Domingo flights

Top 5 airlines flying from Wisconsin to Dominican Republic

Discover the top 5 airlines that operate flights from Wisconsin 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 2,558,603 searches. Data last updated December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$317Average$614FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$358Average$696FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$382Average$728FlexibilityNo cancel feeOn-time71%
Sun Country AirCheapest$497Average$762FlexibilityNo cancel feeOn-time83%
SouthwestCheapest$654Average$873FlexibilityNo cancel feeOn-time63%

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