Dominican Republic

$108+ 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 4/12. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — PUJ
May 2 — May 91
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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 April 2, 2026.

This Cheapflightsfares deal was found by Cheapflights users on 3/31. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/84:36 pm
ORD
-
SDQ
1 stop8h 02m
Spirit Airlines
Wed 4/152:35 pm
SDQ
-
ORD
1 stop10h 49m
Spirit Airlines
Deal found 3/31$261
This Priceline deal was found by Cheapflights users on 3/31. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/145:05 am
ORD
-
STI
1 stop8h 18m
Spirit Airlines
Sat 4/183:07 pm
STI
-
ORD
1 stop10h 17m
Spirit Airlines
Deal found 3/31$265
This CheapOair deal was found by Cheapflights users on 3/30. 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.
Wed 4/155:05 am
ORD
-
SDQ
1 stop7h 24m
Spirit Airlines
Wed 4/222:35 pm
SDQ
-
ORD
1 stop10h 49m
Spirit Airlines
Deal found 3/30$285
This Priceline deal was found by Cheapflights users on 3/28. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/115:05 am
ORD
-
STI
1 stop8h 18m
Spirit Airlines
Mon 4/132:46 am
STI
-
ORD
1 stop9h 31m
Spirit Airlines
Deal found 3/28$285
This Mytrip deal was found by Cheapflights users on 3/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/1310:55 am
ORD
-
PUJ
2 stops22h 41m
Multiple Airlines
Thu 4/163:54 pm
PUJ
-
ORD
1 stop9h 30m
Multiple Airlines
Deal found 3/29$296
This CheapOair deal was found by Cheapflights users on 3/28. 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 4/84:36 pm
ORD
-
SDQ
1 stop8h 02m
Multiple Airlines
Mon 4/134:08 pm
SDQ
-
ORD
1 stop25h 52m
Multiple Airlines
Deal found 3/28$296
This FlightHub deal was found by Cheapflights users on 3/29. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/28:00 am
ORD
-
PUJ
2 stops35h 08m
Frontier
Wed 5/63:35 pm
PUJ
-
ORD
1 stop17h 20m
Frontier
Deal found 3/29$297
This Cheapflightsfares deal was found by Cheapflights users on 3/28. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/195:05 am
ORD
-
STI
1 stop7h 57m
Spirit Airlines
Sat 4/253:07 pm
STI
-
ORD
1 stop10h 17m
Spirit Airlines
Deal found 3/28$297
This FlightHub deal was found by Cheapflights users on 3/30. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/134:30 am
ORD
-
PUJ
Nonstop4h 45m
Arajet
Thu 4/167:30 pm
PUJ
-
ORD
Nonstop5h 10m
Arajet
Deal found 3/30$298
This Kiwi.com deal was found by Cheapflights users on 3/28. 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 4/115:05 am
ORD
-
PUJ
1 stop9h 51m
Multiple Airlines
Tue 4/147:00 am
PUJ
-
ORD
2 stops12h 31m
Multiple Airlines
Deal found 3/28$299
This Kiwi.com deal was found by Cheapflights users on 3/28. 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.
Fri 4/176:04 pm
ORD
-
PUJ
1 stop14h 53m
Frontier
Sat 4/253:04 pm
PUJ
-
ORD
1 stop8h 35m
Frontier
Deal found 3/28$300
This Priceline deal was found by Cheapflights users on 3/31. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/44:28 pm
ORD
-
PUJ
1 stop20h 56m
Frontier
Fri 5/84:37 pm
PUJ
-
ORD
2 stops27h 07m
Frontier
Deal found 3/31$301

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 April 2, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$265
(Priceline)

One-way from

$108
(eDestinos)

Popular in

March

Cheapest in

September

Average price

$598
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. 15% potential increase in price ($109 potential increase over avg. RT price).
Cheapest flight prices on average. 5% potential price decrease ($32 potential savings vs. average RT price).
Average for round-trip flights in April 2026

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 April 2, 2026.
Use the filters below to find and compare flights from Wisconsin to the Dominican Republic that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Tue 4/7

6:10 pm-1:38 am

1 stop6h 28m

Santo Domingo Las Americas

Sat 4/25

2:35 pm-12:24 am

1 stop10h 49m

$349

ChicagoPunta Cana

ORD - PUJ

ORDPUJ

Chicago O'Hare Intl

Sat 5/9

5:30 pm-10:35 am

2 stops16h 05m

Punta Cana

Sat 5/16

10:33 am-11:13 pm

1 stop13h 40m

$383

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Fri 4/17

11:28 am-1:29 pm

2 stops25h 01m

Santo Domingo Las Americas

Sat 4/25

2:35 pm-12:24 am

1 stop10h 49m

$435

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Fri 5/1

1:06 pm-10:52 pm

1 stop8h 46m

Santiago de los Caballeros

Thu 5/7

4:23 pm-11:37 pm

1 stop8h 14m

$465

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Fri 5/1

6:04 am-7:33 pm

1 stop12h 29m

Santiago de los Caballeros

Thu 5/7

8:59 pm-9:44 am

1 stop13h 45m

$466

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Wed 5/27

8:02 am-2:25 am

1 stop17h 23m

Santo Domingo Las Americas

Mon 6/1

12:10 pm-4:00 am

1 stop16h 50m

$469

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Tue 4/28

8:06 am-10:47 pm

1 stop13h 41m

Santo Domingo Las Americas

Tue 5/5

2:14 pm-1:15 am

1 stop12h 01m

$469

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Thu 4/30

8:06 am-10:47 pm

1 stop13h 41m

Santo Domingo Las Americas

Tue 5/5

2:14 pm-1:15 am

1 stop12h 01m

$469

ChicagoSanto Domingo

ORD - SDQ

ORDSDQ

Chicago O'Hare Intl

Mon 6/8

3:21 pm-11:42 am

1 stop19h 21m

Santo Domingo Las Americas

Wed 7/8

12:43 pm-4:00 am

1 stop16h 17m

$470

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Fri 5/1

8:15 am-12:22 am

2 stops15h 07m

Santiago de los Caballeros

Fri 5/8

6:00 am-6:05 pm

2 stops13h 05m

$471

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/1

Showing 1-10 of 60 resultsSorted by cheapest first
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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, September is the cheapest month in which you can book a flight from Wisconsin to Dominican Republic (average of $323). Flying from Wisconsin to Dominican Republic in June is currently the most expensive (average of $473). 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 April 2, 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 1947 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 ($209).

  • 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, September is the cheapest month in which you can book a flight from Wisconsin to Dominican Republic (average of $323). Flying from Wisconsin to Dominican Republic in June is currently the most expensive (average of $473). 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.

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 April 2, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$361Average$665FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$378Average$599FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$400Average$708FlexibilityNo cancel feeOn-time71%
Sun Country AirCheapest$547Average$841FlexibilityNo cancel feeOn-time83%
SouthwestCheapest$626Average$850FlexibilityNo cancel feeOn-time63%

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