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$134+ Cheap flights from the Dominican Republic to Wisconsin

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.
PUJ — MKE
Mar 4 — Mar 111
Wed 3/4
Wed 3/11
1 adult, Economy
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Cheap flight deals from Dominican Republic to Wisconsin

Cheapest flights from Dominican Republic to Wisconsin
Explore the most affordable flight options available from Dominican Republic to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 2, 2026.

This Travelocity deal was found by Cheapflights users on 1/31. 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.
Thu 2/194:40 pm
STI
-
ORD
1 stop9h 07m
Spirit Airlines
Wed 2/255:15 am
ORD
-
STI
1 stop8h 20m
Spirit Airlines
Deal found 1/31$227
This Travelocity deal was found by Cheapflights users on 2/1. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/43:32 pm
SDQ
-
ORD
1 stop10h 15m
Spirit Airlines
Wed 3/115:15 am
ORD
-
SDQ
1 stop7h 05m
Spirit Airlines
Deal found 2/1$236
This Expedia deal was found by Cheapflights users on 2/1. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/33:32 pm
SDQ
-
ORD
1 stop10h 15m
Spirit Airlines
Tue 3/108:16 pm
ORD
-
SDQ
1 stop16h 04m
Spirit Airlines
Deal found 2/1$238
This Expedia deal was found by Cheapflights users on 2/1. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/35:47 pm
PUJ
-
ORD
1 stop8h 00m
Spirit Airlines
Wed 3/45:15 am
ORD
-
PUJ
1 stop9h 21m
Spirit Airlines
Deal found 2/1$243
This Spirit deal was found by Cheapflights users on 2/1. 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 Spirit is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/205:47 pm
PUJ
-
ORD
1 stop8h 00m
Spirit Airlines
Sun 2/225:15 am
ORD
-
PUJ
1 stop9h 21m
Spirit Airlines
Deal found 2/1$245
This Expedia deal was found by Cheapflights users on 1/31. 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 3/175:39 pm
PUJ
-
ORD
Nonstop5h 25m
Multiple Airlines
Tue 3/245:05 am
ORD
-
PUJ
1 stop9h 51m
Multiple Airlines
Deal found 1/31$259
This Booking.com deal was found by Cheapflights users on 2/1. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/213:32 pm
SDQ
-
ORD
1 stop10h 15m
Spirit Airlines
Tue 2/245:15 am
ORD
-
SDQ
1 stop7h 05m
Spirit Airlines
Deal found 2/1$260
This Spirit deal was found by Cheapflights users on 2/1. 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 Spirit is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/195:47 pm
PUJ
-
ORD
1 stop8h 00m
Spirit Airlines
Sun 2/225:15 am
ORD
-
PUJ
1 stop9h 21m
Spirit Airlines
Deal found 2/1$260
This Cheapflightsfares deal was found by Cheapflights users on 2/1. 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.
Mon 3/162:46 am
STI
-
ORD
1 stop15h 29m
Spirit Airlines
Wed 3/256:10 pm
ORD
-
STI
1 stop6h 39m
Spirit Airlines
Deal found 2/1$262
This Cheapflightsfares deal was found by Cheapflights users on 2/1. 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.
Sat 2/214:40 pm
STI
-
ORD
1 stop9h 07m
Spirit Airlines
Tue 2/245:15 am
ORD
-
STI
1 stop8h 20m
Spirit Airlines
Deal found 2/1$266
This Cheapflightsfares deal was found by Cheapflights users on 2/1. 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.
Thu 2/263:32 pm
SDQ
-
ORD
1 stop7h 41m
Spirit Airlines
Mon 3/28:16 pm
ORD
-
SDQ
1 stop16h 04m
Spirit Airlines
Deal found 2/1$266
This Mytrip deal was found by Cheapflights users on 1/31. 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.
Tue 3/172:46 am
STI
-
ORD
1 stop9h 31m
Spirit Airlines
Wed 3/256:10 pm
ORD
-
STI
1 stop6h 39m
Spirit Airlines
Deal found 1/31$272

Find flight deals from Dominican Republic to Wisconsin

Keep the following information in mind while searching for Dominican Republic to Wisconsin flight deals. Data was last updated February 2, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$227
(Travelocity)

One-way from

$134
(Travelocity)
Provider with most accurate pricing for Punta Cana-Milwaukee-Mitchell flight deals.
Search Deals
Provider most trusted by Cheapflights users for Punta Cana-Milwaukee-Mitchell flights.
Search Deals
From Dominican Republic to Wisconsin
Search Deals
One-way flight from Dominican Republic to Wisconsin
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Dominican Republic to Wisconsin 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 February 2, 2026.
Use the filters below to find and compare flights from the Dominican Republic to Wisconsin that are best for you.

Fly from

Dominican Republic

Fly to

Wisconsin

Route

Depart

Return

Price

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

Sat 2/21

3:32 pm-11:47 pm

1 stop10h 15m

Chicago O'Hare Intl

Tue 2/24

5:15 am-2:20 pm

1 stop7h 05m

$260

Santiago de los CaballerosChicago

STI - ORD

STIORD

Santiago de los Caballeros

Mon 3/16

2:46 am-5:15 pm

1 stop15h 29m

Chicago O'Hare Intl

Wed 3/25

6:10 pm-1:49 am

1 stop6h 39m

$262

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

Thu 2/26

3:32 pm-9:13 pm

1 stop7h 41m

Chicago O'Hare Intl

Mon 3/2

8:16 pm-2:20 pm

1 stop16h 04m

$266

Santiago de los CaballerosChicago

STI - ORD

STIORD

Santiago de los Caballeros

Tue 3/17

2:46 am-11:17 am

1 stop9h 31m

Chicago O'Hare Intl

Wed 3/25

6:10 pm-1:49 am

1 stop6h 39m

$272

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

Wed 3/4

3:32 pm-9:13 pm

1 stop7h 41m

Chicago O'Hare Intl

Wed 3/18

6:10 pm-1:38 am

1 stop6h 28m

$275

Santo DomingoChicago

SDQ - ORD

SDQORD

Santo Domingo Las Americas

Tue 3/10

2:32 pm-9:13 pm

1 stop7h 41m

Chicago O'Hare Intl

Wed 3/18

6:10 pm-1:38 am

1 stop6h 28m

$275

Punta CanaChicago

PUJ - ORD

PUJORD

Punta Cana

Wed 2/18

5:47 pm-11:47 pm

1 stop8h 00m

Chicago O'Hare Intl

Sun 2/22

5:15 am-4:36 pm

1 stop9h 21m

$279

Santiago de los CaballerosChicago

STI - ORD

STIORD

Santiago de los Caballeros

Fri 2/20

4:40 pm-11:03 pm

1 stop8h 23m

Chicago O'Hare Intl

Fri 2/27

3:40 pm-3:35 pm

1 stop21h 55m

$284

Santiago de los CaballerosChicago

STI - ORD

STIORD

Santiago de los Caballeros

Fri 2/20

4:40 pm-11:03 pm

1 stop8h 23m

Chicago O'Hare Intl

Tue 2/24

5:15 am-3:35 pm

1 stop8h 20m

$285

Santiago de los CaballerosChicago

STI - ORD

STIORD

Santiago de los Caballeros

Fri 2/20

4:40 pm-11:03 pm

1 stop8h 23m

Chicago O'Hare Intl

Sat 2/28

12:06 pm-3:35 pm

1 stop25h 29m

$287

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/31

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

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

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

Currently, May is the cheapest month in which you can book a flight from Dominican Republic to Wisconsin (average of $433). Flying from Dominican Republic to Wisconsin in June is currently the most expensive (average of $917). 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 DO to WI?

Find hourly flight availability from Dominican Republic to Wisconsin. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 2, 2026.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Dominican Republic to Wisconsin as you normally would.

Related info for your journey

Find useful and relevant information for your journey from Dominican Republic to Wisconsin. 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 Dominican Republic to Wisconsin?

    Departing from Dominican Republic to Wisconsin will take you 5h 59m. The distance from Dominican Republic to Wisconsin is about 2311 mi. This flight may include one or multiple stops.

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

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

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

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

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

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

    Currently, May is the cheapest month in which you can book a flight from Dominican Republic to Wisconsin (average of $433). Flying from Dominican Republic to Wisconsin in June is currently the most expensive (average of $917). 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 Dominican Republic to Wisconsin

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