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Dominican Republic

$93+ 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 11/15. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — PUJ
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
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 September 11, 2025.

Round-trip from

$252
(Priceline)

One-way from

$93
(Expedia)

Popular in

March

Cheapest in

August

Average price

$519

Good round-trip deal

$841 or less
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 ($58 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($18 potential savings vs. average RT price).
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Average for round-trip flights in September 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 September 11, 2025.

This Priceline deal was found by Cheapflights users on 9/10. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/45:05 amORD - SDQ
1 stop8h 37mSpirit Airlines
Sat 10/113:59 pmSDQ - ORD
1 stop8h 46mSpirit Airlines
Deal found 9/10$252
This Cheapflightsfares deal was found by Cheapflights users on 9/9. 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 10/55:05 amORD - SDQ
1 stop8h 43mSpirit Airlines
Sat 10/113:59 pmSDQ - ORD
1 stop8h 46mSpirit Airlines
Deal found 9/9$276
This Priceline deal was found by Cheapflights users on 9/9. 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.
Thu 10/25:05 amORD - SDQ
1 stop9h 55mSpirit Airlines
Sat 10/113:59 pmSDQ - ORD
1 stop8h 46mSpirit Airlines
Deal found 9/9$279
This CheapOair deal was found by Cheapflights users on 9/9. 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 9/245:05 amORD - SDQ
1 stop9h 55mSpirit Airlines
Fri 10/245:12 pmSDQ - ORD
1 stop7h 33mSpirit Airlines
Deal found 9/9$280
This Cheapflightsfares deal was found by Cheapflights users on 9/8. 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.
Wed 11/58:41 amORD - SDQ
1 stop7h 09mSpirit Airlines
Sat 11/86:55 pmSDQ - ORD
1 stop16h 28mSpirit Airlines
Deal found 9/8$282
This Cheapflightsfares deal was found by Cheapflights users on 9/9. 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 10/185:05 amORD - SDQ
1 stop8h 49mSpirit Airlines
Sat 10/253:59 pmSDQ - ORD
1 stop8h 46mSpirit Airlines
Deal found 9/9$283
This Cheapflightsfares deal was found by Cheapflights users on 9/9. 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 11/118:41 amORD - SDQ
1 stop7h 09mSpirit Airlines
Tue 11/186:55 pmSDQ - ORD
1 stop16h 28mSpirit Airlines
Deal found 9/9$285
This Cheapflightsfares deal was found by Cheapflights users on 9/9. 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.
Wed 11/55:05 amORD - SDQ
1 stop10h 45mSpirit Airlines
Wed 11/126:55 pmSDQ - ORD
1 stop16h 28mSpirit Airlines
Deal found 9/9$295
This Mytrip deal was found by Cheapflights users on 9/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/105:59 pmORD - PUJ
2 stops16h 55mMultiple Airlines
Tue 11/257:30 pmPUJ - ORD
Nonstop5h 10mMultiple Airlines
Deal found 9/10$312
This Cheapflightsfares deal was found by Cheapflights users on 9/10. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/272:14 pmORD - PUJ
2 stops20h 28mSpirit Airlines
Sun 11/24:57 pmPUJ - ORD
1 stop10h 06mSpirit Airlines
Deal found 9/10$313
This Cheapflightsfares deal was found by Cheapflights users on 9/10. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/35:17 pmORD - PUJ
1 stop17h 24mSpirit Airlines
Fri 10/103:57 pmPUJ - ORD
1 stop8h 48mSpirit Airlines
Deal found 9/10$314
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/305:05 amORD - PUJ
1 stop8h 09mMultiple Airlines
Sun 10/511:56 amPUJ - ORD
1 stop26h 45mMultiple Airlines
Deal found 9/10$315

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 September 11, 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

Sat 10/18

5:05 am-2:54 pm

1 stop8h 49m

Santo Domingo Las Americas

Sat 10/25

3:59 pm-11:45 pm

1 stop8h 46m

$283

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Wed 11/5

8:41 am-5:50 pm

1 stop7h 09m

Santo Domingo Las Americas

Sat 11/8

6:55 pm-9:23 am

1 stop16h 28m

$290

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Sat 10/4

6:44 pm-2:48 pm

1 stop19h 04m

Santo Domingo Las Americas

Fri 10/10

5:12 pm-6:38 pm

1 stop26h 26m

$300

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Sat 10/4

6:30 am-7:03 pm

2 stops11h 33m

Santo Domingo Las Americas

Sat 10/11

3:59 pm-11:45 pm

1 stop8h 46m

$302

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Thu 10/16

4:59 pm-10:38 am

1 stop16h 39m

Santiago de los Caballeros

Mon 10/20

11:43 am-6:38 pm

1 stop7h 55m

$319

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Wed 9/24

5:05 am-4:00 pm

1 stop9h 55m

Santo Domingo Las Americas

Sat 9/27

3:47 pm-10:48 pm

1 stop8h 01m

$325

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Mon 11/17

5:59 pm-12:16 pm

1 stop16h 17m

Punta Cana

Wed 11/26

6:49 pm-10:01 pm

Nonstop5h 12m

$327

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Sun 11/2

7:43 pm-11:38 am

1 stop13h 55m

Santiago de los Caballeros

Wed 11/5

6:18 pm-9:23 am

1 stop17h 05m

$331

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Sun 10/26

7:52 am-1:22 pm

Nonstop4h 30m

Punta Cana

Fri 10/31

1:55 pm-6:08 pm

Nonstop5h 13m

$340

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Mon 10/27

9:30 am-3:02 pm

Nonstop4h 32m

Punta Cana

Thu 10/30

1:55 pm-6:08 pm

Nonstop5h 13m

$340

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/9

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 $591). 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 September 11, 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.

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 4h 30m. Airlines will cover a distance of 1982 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 Arajet ($98), Frontier ($126), and Spirit Airlines ($131).

  • 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 $591). 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
LaGuardia to Luis Munoz Marin Intl flights
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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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$383Average$605FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$402Average$654FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$442Average$736FlexibilityNo cancel feeOn-time71%
Sun Country AirCheapest$544Average$765FlexibilityNo cancel feeOn-time83%
SouthwestCheapest$654Average$840FlexibilityNo cancel feeOn-time63%

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