Dominican Republic

$104+ 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 7/28. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — PUJ
May 6 — May 131
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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 May 1, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$283
(Kiwi.com)

One-way from

$105
(Frontier)

Popular in

March

Cheapest in

January

Average price

$607
Provider with most accurate pricing for Milwaukee-Mitchell-Punta Cana flight deals.
Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Punta Cana flights.
From Wisconsin to Dominican Republic
One-way flight from Wisconsin to Dominican Republic
Highest demand for flights based on searches. 2% potential increase in price ($20 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($15 potential savings vs. average RT price).
Average for round-trip flights in May 2025

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 May 1, 2025.

This Kiwi.com deal was found by Cheapflights users on 5/1. 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 5/174:35 pmORD - PUJ
1 stop18h 12mMultiple Airlines
Wed 5/215:54 pmPUJ - ORD
Nonstop5h 06mMultiple Airlines
Deal found 5/1$283
This Cheapflightsfares deal was found by Cheapflights users on 5/1. 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 7/296:45 amORD - PUJ
Nonstop4h 40mFrontier
Tue 8/55:54 pmPUJ - ORD
Nonstop5h 08mFrontier
Deal found 5/1$284
This American Airlines deal was found by Cheapflights users on 4/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/1412:08 pmORD - PUJ
1 stop21h 27mAmerican Airlines
Wed 5/213:16 pmPUJ - ORD
Nonstop5h 20mAmerican Airlines
Deal found 4/30$292
This Cheapflightsfares deal was found by Cheapflights users on 4/30. 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.
Sat 5/315:05 amORD - PUJ
1 stop8h 12mSpirit Airlines
Sat 6/73:22 pmPUJ - ORD
1 stop9h 43mSpirit Airlines
Deal found 4/30$294
This Delta deal was found by Cheapflights users on 4/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/25:30 amORD - PUJ
1 stop6h 45mDelta
Tue 5/61:44 pmPUJ - ORD
1 stop9h 11mDelta
Deal found 4/30$345
This Cheapflightsfares deal was found by Cheapflights users on 4/30. 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.
Sat 6/75:05 amORD - SDQ
1 stop8h 30mSpirit Airlines
Fri 6/134:37 pmSDQ - ORD
1 stop17h 13mSpirit Airlines
Deal found 4/30$350
This CheapOair deal was found by Cheapflights users on 4/29. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/98:24 pmORD - SDQ
1 stop14h 24mMultiple Airlines
Sat 5/243:50 pmSDQ - ORD
1 stop9h 15mMultiple Airlines
Deal found 4/29$390
This American Airlines deal was found by Cheapflights users on 4/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/106:00 amORD - STI
1 stop13h 48mAmerican Airlines
Sat 8/161:31 pmSTI - ORD
1 stop11h 26mAmerican Airlines
Deal found 4/29$393
This Copa Airlines deal was found by Cheapflights users on 4/29. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/23:07 pmORD - SDQ
1 stop10h 38mCopa Airlines
Thu 6/52:05 pmSDQ - ORD
1 stop11h 29mCopa Airlines
Deal found 4/29$395
This eDestinos deal was found by Cheapflights users on 4/29. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/295:05 amORD - STI
1 stop8h 43mSpirit Airlines
Thu 6/53:53 pmSTI - ORD
1 stop9h 12mSpirit Airlines
Deal found 4/29$396
This CheapOair deal was found by Cheapflights users on 5/1. 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.
Wed 8/65:01 amORD - SDQ
2 stops28h 44mFrontier
Sat 8/166:41 pmSDQ - ORD
2 stops30h 03mFrontier
Deal found 5/1$400
This Kiwi.com deal was found by Cheapflights users on 5/1. 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.
Fri 6/612:22 pmMKE - PUJ
2 stops23h 33mMultiple Airlines
Sun 6/1510:06 amPUJ - MKE
1 stop8h 59mMultiple Airlines
Deal found 5/1$400

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 May 1, 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

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Sat 5/17

4:35 pm-11:47 am

1 stop18h 12m

Punta Cana

Wed 5/21

5:54 pm-10:00 pm

Nonstop5h 06m

$283

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Tue 7/29

6:45 am-12:25 pm

Nonstop4h 40m

Punta Cana

Tue 8/5

5:54 pm-10:02 pm

Nonstop5h 08m

$284

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Sat 5/31

5:05 am-2:17 pm

1 stop8h 12m

Punta Cana

Sat 6/7

12:42 pm-11:29 pm

1 stop11h 47m

$288

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Wed 5/14

12:08 pm-10:35 am

1 stop21h 27m

Punta Cana

Wed 5/21

3:16 pm-7:36 pm

Nonstop5h 20m

$292

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Sat 6/7

5:05 am-2:35 pm

1 stop8h 30m

Santo Domingo Las Americas

Fri 6/13

4:37 pm-8:50 am

1 stop17h 13m

$350

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Sun 8/10

6:00 am-8:48 pm

1 stop13h 48m

Santiago de los Caballeros

Sat 8/16

1:31 pm-11:57 pm

1 stop11h 26m

$393

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Mon 6/2

3:07 pm-2:45 am

1 stop10h 38m

Santo Domingo Las Americas

Thu 6/5

2:05 pm-12:34 am

1 stop11h 29m

$395

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Thu 5/29

5:05 am-2:48 pm

1 stop8h 43m

Santiago de los Caballeros

Thu 6/5

3:53 pm-12:05 am

1 stop9h 12m

$396

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Sat 5/31

5:05 am-2:35 pm

1 stop8h 30m

Santo Domingo Las Americas

Wed 6/11

10:19 am-8:07 pm

2 stops10h 48m

$399

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Wed 8/6

5:01 am-10:45 am

2 stops28h 44m

Santo Domingo Las Americas

Sat 8/16

6:41 pm-11:44 pm

2 stops30h 03m

$400

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/1

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, January is the cheapest month in which you can book a flight from Wisconsin to Dominican Republic (average of $443). Flying from Wisconsin to Dominican Republic in June is currently the most expensive (average of $598). 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 May 1, 2025.

When flying from Wisconsin 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.

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 May 1, 2025.
Read through reviews of airlines operating flights from Wisconsin to Dominican Republic, such as Delta, Southwest and Copa Airlines. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.0
Very good

Overall

8.0

Crew

8.5

Comfort

7.9

Food

7.3

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
8.0
Very good
8.0
Very good

Overall

8.0

Crew

8.5

Comfort

7.9

Food

7.3

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
8.0
Very good

Overall

8.0

Crew

8.5

Comfort

7.9

Food

7.3

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
8.0
Very good

Overall

8.0

Crew

8.5

Comfort

7.9

Food

7.3

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
8.0
Very good

Overall

8.0

Crew

8.5

Comfort

7.9

Food

7.3

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
8.0
Very good

Overall

8.0

Crew

8.5

Comfort

7.9

Food

7.3

Entertainment

7.9

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

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.
  • 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 Frontier ($105), United Airlines ($116), and American Airlines ($126).

  • 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, January is the cheapest month in which you can book a flight from Wisconsin to Dominican Republic (average of $443). Flying from Wisconsin to Dominican Republic in June is currently the most expensive (average of $598). 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

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Alternative routes for Wisconsin to Dominican Republic

See prices for flight routes from nearby airports that may be better suited for you.

Top 6 airlines flying from Wisconsin to Dominican Republic

Discover the top 6 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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$326Average$561FlexibilityNo cancel feeOn-time65%
DeltaCheapest$349Average$629FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$395Average$715FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$430Average$767FlexibilityNo cancel feeOn-time71%
Sun Country AirCheapest$495Average$751FlexibilityNo cancel feeOn-time83%
SouthwestCheapest$628Average$816FlexibilityNo cancel feeOn-time63%

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