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Santiago de los Caballeros

$146+ Cheap flights from Wisconsin to Santiago de los Caballeros (STI)

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 1/1. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — STI
Dec 5 — Dec 121
Fri 12/5
Fri 12/12
1 adult, Economy
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Cheap flight deals from Wisconsin to Santiago de los Caballeros

Keep the following information in mind while searching for Wisconsin to Santiago de los Caballeros flight deals. Data was last updated November 5, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$307
(Mytrip)

One-way from

$146
(Cheapflightsfares)

Popular in

December

Cheapest in

April

Average price

$409
Provider with most accurate pricing for Milwaukee-Mitchell-Santiago de los Caballeros flight deals.
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Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Santiago de los Caballeros flights.
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From Wisconsin to Santiago de los Caballeros
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One-way flight from Wisconsin to Santiago de los Caballeros
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Highest demand for flights based on searches. 11% potential increase in price ($76 potential increase over avg. RT price).
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Cheapest flight prices on average. 10% potential price decrease ($56 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Find flight deals from Wisconsin to Santiago de los Caballeros

Cheapest flights from Wisconsin to Santiago de los Caballeros
Explore the most affordable flight options available from Wisconsin to Santiago de los Caballeros. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 5, 2025.

This Mytrip deal was found by Cheapflights users on 11/4. 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.
Thu 12/41:34 pmORD - STI
2 stops11h 08mSpirit Airlines
Tue 12/93:43 amSTI - ORD
1 stop9h 25mSpirit Airlines
Deal found 11/4$307
This Kiwi.com deal was found by Cheapflights users on 11/4. 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.
Wed 12/34:01 pmORD - STI
2 stops32h 41mMultiple Airlines
Tue 12/93:43 amSTI - ORD
1 stop9h 25mMultiple Airlines
Deal found 11/4$332
This Cheapflightsfares deal was found by Cheapflights users on 11/3. 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 12/53:26 pmORD - STI
1 stop9h 16mSpirit Airlines
Fri 12/123:43 amSTI - ORD
1 stop9h 25mSpirit Airlines
Deal found 11/3$335
This Mytrip deal was found by Cheapflights users on 11/4. 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.
Wed 12/33:53 pmORD - STI
3 stops32h 49mSpirit Airlines
Tue 12/93:43 amSTI - ORD
1 stop9h 25mSpirit Airlines
Deal found 11/4$352
This American Airlines deal was found by Cheapflights users on 11/3. 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.
Tue 11/258:10 amORD - STI
1 stop12h 46mAmerican Airlines
Tue 12/26:20 amSTI - ORD
2 stops11h 36mAmerican Airlines
Deal found 11/3$398
This American Airlines deal was found by Cheapflights users on 11/4. 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 12/34:45 pmORD - STI
1 stop20h 49mAmerican Airlines
Wed 12/104:32 pmSTI - ORD
2 stops16h 47mAmerican Airlines
Deal found 11/4$408
This Mytrip deal was found by Cheapflights users on 11/4. 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.
Fri 11/281:55 pmMSP - STI
2 stops20h 27mMultiple Airlines
Thu 12/43:43 amSTI - MSP
1 stop12h 59mMultiple Airlines
Deal found 11/4$444
This Delta deal was found by Cheapflights users on 11/3. 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.
Thu 11/207:00 amMKE - STI
1 stop10h 36mDelta
Mon 12/86:35 amSTI - MKE
1 stop15h 47mDelta
Deal found 11/3$547
This American Airlines deal was found by Cheapflights users on 11/4. 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.
Mon 12/86:00 amCWA - STI
2 stops12h 33mAmerican Airlines
Fri 12/126:00 amSTI - CWA
2 stops19h 38mAmerican Airlines
Deal found 11/4$692
This American Airlines deal was found by Cheapflights users on 11/2. 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.
Mon 12/296:04 pmMSP - STI
2 stops21h 23mAmerican Airlines
Mon 1/126:00 amSTI - MSP
2 stops18h 08mAmerican Airlines
Deal found 11/2$718
This American Airlines deal was found by Cheapflights users on 11/4. 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.
Fri 11/285:45 amMSP - STI
1 stop7h 47mAmerican Airlines
Fri 12/54:32 pmSTI - MSP
1 stop8h 17mAmerican Airlines
Deal found 11/4$763
This American Airlines deal was found by Cheapflights users on 11/3. 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.
Mon 11/246:12 amMKE - STI
2 stops14h 44mAmerican Airlines
Sun 11/306:00 amSTI - MKE
2 stops20h 02mAmerican Airlines
Deal found 11/3$782

Cheapflights Fare Finder

 
Customize your flight search to find flights from Wisconsin to Santiago de los Caballeros 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 November 5, 2025.
Use the filters below to find and compare flights from Wisconsin to Santiago de los Caballeros that are best for you.

Fly from

Wisconsin

Fly to

Santiago de los Caballeros

Route

Depart

Return

Price

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Thu 12/4

1:34 pm-2:42 am

2 stops11h 08m

Santiago de los Caballeros

Tue 12/9

3:43 am-11:08 am

1 stop9h 25m

$307

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Fri 12/5

3:26 pm-2:42 am

1 stop9h 16m

Santiago de los Caballeros

Fri 12/12

3:43 am-11:08 am

1 stop9h 25m

$335

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Wed 12/3

3:53 pm-2:42 am

3 stops32h 49m

Santiago de los Caballeros

Tue 12/9

3:43 am-11:08 am

1 stop9h 25m

$352

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Mon 1/19

5:00 am-3:32 pm

1 stop8h 32m

Santiago de los Caballeros

Wed 1/28

6:00 am-3:17 pm

2 stops11h 17m

$389

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Tue 11/25

8:10 am-10:56 pm

1 stop12h 46m

Santiago de los Caballeros

Tue 12/2

6:20 am-3:56 pm

2 stops11h 36m

$398

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Mon 1/19

6:50 am-12:50 am

2 stops16h 00m

Santiago de los Caballeros

Wed 1/28

6:39 am-9:04 pm

2 stops16h 25m

$402

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Wed 12/3

4:45 pm-3:34 pm

1 stop20h 49m

Santiago de los Caballeros

Wed 12/10

4:32 pm-12:37 am

1 stop10h 05m

$403

MilwaukeeSantiago de los Caballeros

MKE - STI

MKESTI

Milwaukee-Mitchell

Mon 4/6

7:00 am-6:16 pm

1 stop10h 16m

Santiago de los Caballeros

Thu 4/9

6:00 am-8:12 pm

1 stop15h 12m

$406

MinneapolisSantiago de los Caballeros

MSP - STI

MSPSTI

Minneapolis St Paul

Fri 11/28

1:55 pm-12:22 pm

2 stops20h 27m

Santiago de los Caballeros

Thu 12/4

3:43 am-2:42 pm

1 stop12h 59m

$444

MilwaukeeSantiago de los Caballeros

MKE - STI

MKESTI

Milwaukee-Mitchell

Thu 11/20

7:00 am-7:36 pm

1 stop10h 36m

Santiago de los Caballeros

Mon 12/8

6:35 am-8:22 pm

1 stop15h 47m

$547

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/4

Showing 1-10 of 31 results
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Best time to book a flight from Wisconsin to Santiago de los Caballeros

Have a flexible travel schedule? Discover the best time to fly to Santiago de los Caballeros 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 Santiago de los Caballeros

What is the cheapest month to book a flight from Wisconsin to Santiago de los Caballeros?

Currently, April is the cheapest month in which you can book a flight from Wisconsin to Santiago de los Caballeros (average of $227). Flying from Wisconsin to Santiago de los Caballeros in July is currently the most expensive (average of $558). 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.

Related info for your journey

Find useful and relevant information for your journey from Wisconsin to Santiago de los Caballeros. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Santiago de los Caballeros from Wisconsin?

    If you book a flight to Santiago de los Caballeros from Wisconsin, you will be flying to Santiago, which is the city’s only airport. Santiago de los Caballeros (STI) is located 6.8 mi from the center of Santiago de los Caballeros.

  • How long is the flight from Wisconsin to Santiago de los Caballeros?

    For as low as $389, Spirit Airlines can have you in Santiago de los Caballeros from Wisconsin in 8h 32m. There are 1858 mi between Wisconsin and Santiago de los Caballeros. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the most popular routes from Wisconsin to Santiago de los Caballeros?

    When deciding which route to take from Wisconsin to Santiago de los Caballeros consider Chicago O'Hare Intl - Santiago de los Caballeros, Minneapolis St Paul - Santiago de los Caballeros or Milwaukee-Mitchell - Santiago de los Caballeros as they are the most popular.

  • Can I find deals for flights from Wisconsin to Santiago de los Caballeros that include hotel bookings?

    Yes. In addition to deals on Wisconsin to Santiago de los Caballeros flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Wisconsin to Santiago de los Caballeros?

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

  • Can I find deals for business class flights from Wisconsin to Santiago de los Caballeros?

    Yes. Cheapflights offers flight deals from Wisconsin to Santiago de los Caballeros 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 Santiago de los Caballeros?

    Currently, April is the cheapest month in which you can book a flight from Wisconsin to Santiago de los Caballeros (average of $227). Flying from Wisconsin to Santiago de los Caballeros in July is currently the most expensive (average of $558). 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 Santiago de los Caballeros

See prices for flight routes from nearby airports that may be better suited for you.
Newark to Santo Domingo flights
John F Kennedy Intl to Santo Domingo flights
John F Kennedy Intl to Santiago de los Caballeros flights
John F Kennedy Intl to Punta Cana flights
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Newark to Santiago de los Caballeros flights
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Detroit to Punta Cana flights
Reagan-National to Punta Cana flights
Atlanta to Santo Domingo flights
Orlando to Santiago de los Caballeros flights
Dallas/Fort Worth to Punta Cana flights
Charlotte to Punta Cana flights
Minneapolis to Punta Cana flights
Hobby to Punta Cana flights
Philadelphia to Santo Domingo flights
Orlando to Santo Domingo flights
Los Angeles to Punta Cana flights
Dulles Intl to Santo Domingo flights
Denver to Punta Cana flights
George Bush Intcntl to Punta Cana flights
Newark to Puerto Plata flights
Baltimore to Santo Domingo flights
Indianapolis to Punta Cana flights
Cleveland to Punta Cana flights
LaGuardia to Puerto Plata flights
Pittsburgh to Punta Cana flights
San Francisco to Punta Cana flights
Reagan-National to Santo Domingo flights
Tampa to Punta Cana flights
Columbus to Punta Cana flights
Fort Lauderdale to Santiago de los Caballeros flights
Grand Rapids to Punta Cana flights

Top airline flying from Wisconsin to Santiago de los Caballeros

Discover the top airline that operate flights from Wisconsin to Santiago de los Caballeros. 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 November 5, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$404Average$409FlexibilityNo cancel feeOn-timeN/A

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