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Dominican Republic

$86+ 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 12/2. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — PUJ
Nov 30 — Dec 71
Sun 11/30
Sun 12/7
1 adult, Economy
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Cheap 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 October 31, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$289
(Cheapflightsfares)

One-way from

$86
(Priceline)

Popular in

March

Cheapest in

August

Average price

$594

Good round-trip deal

$767 or less
Provider with most accurate pricing for Milwaukee-Mitchell-Punta Cana flight deals.
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Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Punta Cana flights.
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From Wisconsin to Dominican Republic
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One-way flight from Wisconsin to Dominican Republic
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Highest demand for flights based on searches. 8% potential increase in price ($57 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($16 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Price to beat on a round-trip flight from Wisconsin to Dominican Republic.
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Find 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 October 31, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 10/30. 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.
Tue 12/25:00 amORD - SDQ
1 stop8h 30mSpirit Airlines
Tue 12/94:21 pmSDQ - ORD
1 stop9h 48mSpirit Airlines
Deal found 10/30$289
This Frontier deal was found by Cheapflights users on 10/30. 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.
Tue 12/27:00 amORD - PUJ
Nonstop4h 37mFrontier
Mon 12/86:50 pmPUJ - ORD
Nonstop5h 10mFrontier
Deal found 10/30$301
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 12/610:27 amORD - PUJ
Nonstop4h 45mMultiple Airlines
Thu 12/116:08 pmPUJ - ORD
1 stop8h 01mMultiple Airlines
Deal found 10/29$302
This United Airlines deal was found by Cheapflights users on 10/30. 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.
Fri 12/58:45 amORD - PUJ
1 stop6h 40mUnited Airlines
Tue 12/95:20 pmPUJ - ORD
1 stop8h 23mUnited Airlines
Deal found 10/30$303
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 11/2910:27 amORD - PUJ
Nonstop4h 45mMultiple Airlines
Sat 12/66:08 pmPUJ - ORD
1 stop8h 01mMultiple Airlines
Deal found 10/28$304
This Cheapflightsfares deal was found by Cheapflights users on 10/30. 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.
Sun 11/165:10 amORD - PUJ
1 stop8h 10mSpirit Airlines
Thu 11/203:11 pmPUJ - ORD
1 stop9h 55mSpirit Airlines
Deal found 10/30$305
This Trip.com deal was found by Cheapflights users on 10/30. 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.
Sun 11/165:10 amORD - PUJ
1 stop8h 10mSpirit Airlines
Sat 11/225:45 pmPUJ - ORD
1 stop7h 44mSpirit Airlines
Deal found 10/30$306
This Expedia deal was found by Cheapflights users on 10/30. 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.
Mon 11/175:10 amORD - PUJ
1 stop8h 10mSpirit Airlines
Fri 11/215:45 pmPUJ - ORD
1 stop17h 32mSpirit Airlines
Deal found 10/30$307
This CheapOair deal was found by Cheapflights users on 10/30. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/77:10 amORD - PUJ
1 stop7h 40mSpirit Airlines
Thu 12/113:08 pmPUJ - ORD
2 stops11h 01mSpirit Airlines
Deal found 10/30$308
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 11/306:45 amORD - PUJ
Nonstop4h 34mMultiple Airlines
Thu 12/43:08 pmPUJ - ORD
1 stop8h 40mMultiple Airlines
Deal found 10/30$310
This United Airlines deal was found by Cheapflights users on 10/29. 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.
Mon 12/158:45 amORD - PUJ
1 stop6h 40mUnited Airlines
Fri 12/194:25 pmPUJ - ORD
Nonstop5h 13mUnited Airlines
Deal found 10/29$311
This Priceline deal was found by Cheapflights users on 10/30. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/197:00 amORD - PUJ
Nonstop4h 35mMultiple Airlines
Mon 11/245:45 pmPUJ - ORD
1 stop17h 32mMultiple Airlines
Deal found 10/30$312

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 October 31, 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

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Tue 12/2

5:00 am-3:30 pm

1 stop8h 30m

Santo Domingo Las Americas

Tue 12/9

4:21 pm-12:09 am

1 stop9h 48m

$289

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Fri 12/12

6:00 am-5:25 pm

1 stop9h 25m

Punta Cana

Tue 12/16

12:56 pm-8:38 pm

1 stop9h 42m

$303

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Wed 12/3

8:45 am-5:25 pm

1 stop6h 40m

Punta Cana

Mon 12/8

5:20 pm-11:43 pm

1 stop8h 23m

$303

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Mon 11/17

10:52 am-12:45 pm

2 stops23h 53m

Punta Cana

Fri 11/21

5:45 pm-11:13 pm

1 stop7h 28m

$309

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Fri 11/28

8:50 am-5:25 pm

1 stop6h 35m

Punta Cana

Fri 12/5

2:55 pm-6:08 pm

Nonstop5h 13m

$311

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Wed 12/10

6:00 am-5:25 pm

1 stop9h 25m

Punta Cana

Wed 12/17

5:20 pm-11:43 pm

1 stop8h 23m

$321

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Sat 12/6

1:16 pm-1:32 pm

2 stops22h 16m

Punta Cana

Sat 12/13

5:19 pm-10:43 pm

1 stop7h 24m

$330

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Fri 12/12

9:30 am-4:02 pm

Nonstop4h 32m

Punta Cana

Sat 12/20

2:55 pm-6:08 pm

Nonstop5h 13m

$331

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Tue 2/17

8:50 am-5:25 pm

1 stop6h 35m

Punta Cana

Thu 2/26

2:55 pm-6:08 pm

Nonstop5h 13m

$332

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Sun 2/8

9:30 am-4:02 pm

Nonstop4h 32m

Punta Cana

Fri 2/13

12:56 pm-6:41 pm

1 stop7h 45m

$337

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

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 October 31, 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 40m. Airlines will cover a distance of 2032 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 Sun Country Air ($116), Arajet ($117), and United Airlines ($127).

  • 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.
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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 October 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$358Average$695FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$382Average$723FlexibilityNo cancel feeOn-time71%
DeltaCheapest$399Average$601FlexibilityNo cancel feeOn-timeN/A
Sun Country AirCheapest$542Average$762FlexibilityNo cancel feeOn-time83%
SouthwestCheapest$682Average$873FlexibilityNo cancel feeOn-time63%

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