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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 3/11. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — PUJ
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
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 January 29, 2026.

This Orbitz deal was found by Cheapflights users on 1/28. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/35:15 am
ORD
-
SDQ
1 stop7h 05m
Spirit Airlines
Sat 3/73:32 pm
SDQ
-
ORD
1 stop7h 41m
Spirit Airlines
Deal found 1/28$242
This FlightHub deal was found by Cheapflights users on 1/26. 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.
Sat 2/288:16 pm
ORD
-
SDQ
1 stop16h 04m
Spirit Airlines
Sat 3/73:32 pm
SDQ
-
ORD
1 stop7h 41m
Spirit Airlines
Deal found 1/26$258
This FlightHub deal was found by Cheapflights users on 1/28. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/45:15 am
ORD
-
STI
1 stop8h 18m
Spirit Airlines
Sat 2/74:40 pm
STI
-
ORD
1 stop9h 07m
Spirit Airlines
Deal found 1/28$263
This CheapOair deal was found by Cheapflights users on 1/28. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/185:15 am
ORD
-
SDQ
1 stop7h 05m
Spirit Airlines
Wed 2/253:32 pm
SDQ
-
ORD
1 stop7h 41m
Spirit Airlines
Deal found 1/28$265
This Orbitz deal was found by Cheapflights users on 1/28. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/45:15 am
ORD
-
SDQ
1 stop7h 05m
Spirit Airlines
Mon 3/92:32 pm
SDQ
-
ORD
1 stop10h 15m
Spirit Airlines
Deal found 1/28$266
This Expedia deal was found by Cheapflights users on 1/27. 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.
Sat 2/288:16 pm
ORD
-
SDQ
1 stop16h 04m
Spirit Airlines
Wed 3/43:32 pm
SDQ
-
ORD
1 stop7h 41m
Spirit Airlines
Deal found 1/27$268
This Expedia deal was found by Cheapflights users on 1/28. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/255:15 am
ORD
-
SDQ
1 stop7h 05m
Spirit Airlines
Wed 3/43:32 pm
SDQ
-
ORD
1 stop10h 15m
Spirit Airlines
Deal found 1/28$269
This Expedia deal was found by Cheapflights users on 1/28. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/45:45 am
ORD
-
PUJ
Nonstop4h 45m
Multiple Airlines
Wed 2/115:47 pm
PUJ
-
ORD
1 stop8h 00m
Multiple Airlines
Deal found 1/28$280
This Travelocity deal was found by Cheapflights users on 1/28. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/77:00 am
ORD
-
PUJ
1 stop7h 36m
Multiple Airlines
Sun 3/156:00 pm
PUJ
-
ORD
Nonstop5h 10m
Multiple Airlines
Deal found 1/28$281
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 3/97:00 am
ORD
-
PUJ
1 stop7h 36m
Multiple Airlines
Sun 3/155:39 pm
PUJ
-
ORD
Nonstop5h 25m
Multiple Airlines
Deal found 1/27$282
This Cheapflightsfares deal was found by Cheapflights users on 1/26. 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 2/35:15 am
ORD
-
PUJ
1 stop9h 21m
Spirit Airlines
Tue 2/105:47 pm
PUJ
-
ORD
1 stop8h 00m
Spirit Airlines
Deal found 1/26$283
This Expedia deal was found by Cheapflights users on 1/28. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/115:15 am
ORD
-
PUJ
1 stop9h 21m
Spirit Airlines
Sat 2/145:47 pm
PUJ
-
ORD
1 stop8h 00m
Spirit Airlines
Deal found 1/28$284

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 January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$242
(Orbitz)

One-way from

$114
(Super.com)

Popular in

March

Cheapest in

August

Average price

$574

Good round-trip deal

$676 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. 6% potential increase in price ($45 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($15 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
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 January 29, 2026.
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 3/3

5:15 am-2:20 pm

1 stop7h 05m

Santo Domingo Las Americas

Sat 3/7

3:32 pm-9:13 pm

1 stop7h 41m

$242

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Sat 2/28

8:16 pm-2:20 pm

1 stop16h 04m

Santo Domingo Las Americas

Sat 3/7

3:32 pm-9:13 pm

1 stop7h 41m

$258

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Wed 2/18

5:15 am-2:20 pm

1 stop7h 05m

Santo Domingo Las Americas

Wed 2/25

3:32 pm-9:13 pm

1 stop7h 41m

$265

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Wed 3/4

5:15 am-2:20 pm

1 stop7h 05m

Santo Domingo Las Americas

Mon 3/9

2:32 pm-11:47 pm

1 stop10h 15m

$266

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Wed 2/11

7:20 am-3:33 pm

1 stop6h 13m

Santiago de los Caballeros

Wed 2/25

4:40 pm-11:47 pm

1 stop9h 07m

$289

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Fri 2/27

5:15 am-2:20 pm

1 stop7h 05m

Santo Domingo Las Americas

Thu 3/5

12:31 pm-9:06 am

1 stop22h 35m

$300

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Sat 3/14

6:01 pm-5:31 am

1 stop10h 30m

Santo Domingo Las Americas

Wed 3/18

2:59 am-11:21 am

1 stop9h 22m

$304

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Sat 4/18

7:05 am-2:35 pm

1 stop6h 30m

Santiago de los Caballeros

Sat 4/25

3:40 pm-11:41 pm

1 stop9h 01m

$310

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Wed 3/25

7:17 am-1:38 am

1 stop17h 21m

Santo Domingo Las Americas

Tue 3/31

2:59 am-11:21 am

1 stop9h 22m

$314

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Wed 4/22

1:27 pm-2:32 pm

1 stop24h 05m

Santo Domingo Las Americas

Mon 4/27

3:37 pm-9:17 pm

1 stop30h 40m

$315

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

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 $489). 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 January 29, 2026.

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 6h 28m. 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 $489). 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
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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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$215Average$629FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$378Average$704FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$408Average$726FlexibilityNo cancel feeOn-time71%
Sun Country AirCheapest$497Average$764FlexibilityNo cancel feeOn-time83%
SouthwestCheapest$654Average$893FlexibilityNo cancel feeOn-time63%

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