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Santiago de los Caballeros

$141+ 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 10/1. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — STI
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
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 September 15, 2025.

Round-trip from

$308
(Expedia)

One-way from

$141
(Cheapflightsfares)

Popular in

December

Cheapest in

April

Average price

$590
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. 14% potential increase in price ($102 potential increase over avg. RT price).
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Cheapest flight prices on average. 12% potential price decrease ($66 potential savings vs. average RT price).
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Average for round-trip flights in September 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 September 15, 2025.

This Expedia deal was found by Cheapflights users on 9/14. 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.
Thu 10/97:43 pmORD - STI
1 stop13h 55mSpirit Airlines
Mon 10/2711:43 amSTI - ORD
1 stop7h 55mSpirit Airlines
Deal found 9/14$308
This Cheapflightsfares deal was found by Cheapflights users on 9/13. 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 10/26:44 pmORD - STI
1 stop15h 19mSpirit Airlines
Fri 10/1011:43 amSTI - ORD
1 stop7h 55mSpirit Airlines
Deal found 9/13$316
This Cheapflightsfares deal was found by Cheapflights users on 9/13. 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 10/317:43 pmORD - STI
1 stop13h 55mSpirit Airlines
Mon 11/312:43 pmSTI - ORD
1 stop7h 55mSpirit Airlines
Deal found 9/13$317
This Cheapflightsfares deal was found by Cheapflights users on 9/13. 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 11/27:43 pmORD - STI
1 stop13h 55mSpirit Airlines
Wed 11/56:18 pmSTI - ORD
1 stop7h 24mSpirit Airlines
Deal found 9/13$331
This Priceline deal was found by Cheapflights users on 9/15. 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 10/307:43 pmORD - STI
1 stop13h 55mSpirit Airlines
Thu 11/66:18 pmSTI - ORD
1 stop17h 05mSpirit Airlines
Deal found 9/15$336
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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 11/165:05 amORD - STI
1 stop10h 01mSpirit Airlines
Thu 11/206:18 pmSTI - ORD
1 stop7h 24mSpirit Airlines
Deal found 9/14$347
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 11/105:05 amORD - STI
1 stop10h 01mMultiple Airlines
Thu 11/136:18 pmSTI - ORD
2 stops24h 38mMultiple Airlines
Deal found 9/14$377
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 10/317:30 amORD - STI
2 stops26h 08mMultiple Airlines
Mon 11/312:43 pmSTI - ORD
1 stop14h 20mMultiple Airlines
Deal found 9/13$380
This Kiwi.com deal was found by Cheapflights users on 9/14. 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.
Thu 10/911:55 amORD - STI
1 stop21h 43mMultiple Airlines
Mon 10/2711:43 amSTI - ORD
2 stops13h 01mMultiple Airlines
Deal found 9/14$384
This Delta deal was found by Cheapflights users on 9/15. 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 stop15h 59mDelta
Mon 12/88:57 pmSTI - MKE
2 stops17h 35mDelta
Deal found 9/15$410
This Mytrip deal was found by Cheapflights users on 9/14. 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 9/227:06 amMSP - STI
2 stops26h 57mMultiple Airlines
Mon 10/611:43 amSTI - MSP
2 stops12h 44mMultiple Airlines
Deal found 9/14$519
This Mytrip deal was found by Cheapflights users on 9/14. 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.
Sun 10/127:12 amMSP - STI
2 stops26h 26mMultiple Airlines
Sun 10/1911:43 amSTI - MSP
3 stops34h 42mMultiple Airlines
Deal found 9/14$576

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 September 15, 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 10/2

6:44 pm-11:03 am

1 stop15h 19m

Santiago de los Caballeros

Fri 10/10

11:43 am-6:38 pm

1 stop7h 55m

$316

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-11:42 pm

1 stop7h 24m

$331

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Sun 11/16

5:05 am-5:06 pm

1 stop10h 01m

Santiago de los Caballeros

Thu 11/20

6:18 pm-11:42 pm

1 stop7h 24m

$347

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Thu 10/30

1:26 pm-10:38 am

2 stops20h 12m

Santiago de los Caballeros

Thu 11/6

6:18 pm-9:23 am

1 stop17h 05m

$370

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Fri 10/31

4:44 pm-10:38 am

2 stops16h 54m

Santiago de los Caballeros

Mon 11/3

12:43 pm-1:03 am

1 stop14h 20m

$374

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Mon 11/10

5:05 am-5:06 pm

1 stop10h 01m

Santiago de los Caballeros

Thu 11/13

6:18 pm-4:56 pm

2 stops24h 38m

$377

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Fri 10/31

7:30 am-10:38 am

2 stops26h 08m

Santiago de los Caballeros

Mon 11/3

12:43 pm-1:03 am

1 stop14h 20m

$380

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Thu 10/9

11:55 am-10:38 am

1 stop21h 43m

Santiago de los Caballeros

Mon 10/27

11:43 am-11:44 pm

2 stops13h 01m

$384

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Tue 10/28

6:02 am-1:53 pm

1 stop6h 51m

Santiago de los Caballeros

Tue 11/4

12:52 pm-8:07 pm

1 stop9h 15m

$392

MilwaukeeSantiago de los Caballeros

MKE - STI

MKESTI

Milwaukee-Mitchell

Thu 11/20

7:00 am-12:59 am

1 stop15h 59m

Santiago de los Caballeros

Mon 12/8

8:57 pm-2:27 pm

2 stops19h 30m

$410

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/13

Showing 1-10 of 32 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, May is the cheapest month in which you can book a flight from Wisconsin to Santiago de los Caballeros (average of $347). Flying from Wisconsin to Santiago de los Caballeros in July is currently the most expensive (average of $600). 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 $612, Spirit Airlines can have you in Santiago de los Caballeros from Wisconsin in 12h 48m. There are 2184 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 cheapest airlines to fly from Wisconsin to Santiago de los Caballeros one-way?

    The cheapest airline one-way is Spirit Airlines, with whom users have recently found tickets for as low as $155. However, be on the lookout for offers from Delta and American Airlines, as they are both options that can get you from Wisconsin to Santiago de los Caballeros for a low price.

  • 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, May is the cheapest month in which you can book a flight from Wisconsin to Santiago de los Caballeros (average of $347). Flying from Wisconsin to Santiago de los Caballeros in July is currently the most expensive (average of $600). 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 Santiago de los Caballeros

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Santo Domingo flights
John F Kennedy Intl to Santiago de los Caballeros flights
Newark to Santiago de los Caballeros flights
John F Kennedy Intl to Punta Cana flights
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Newark to Santo Domingo flights
LaGuardia to Punta Cana flights
Boston to Punta Cana flights
LaGuardia to Santo Domingo flights
Dulles Intl to Punta Cana flights
LaGuardia to Santiago de los Caballeros flights
O'Hare Intl to Punta Cana flights
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Boston to Santo Domingo flights
John F Kennedy Intl to Puerto Plata flights
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Boston to Santiago de los Caballeros flights
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Fort Lauderdale to Punta Cana flights
Miami to Santo Domingo flights
Reagan-National to Punta Cana flights
Minneapolis to Punta Cana flights
Orlando to Punta Cana flights
Fort Lauderdale to Santo Domingo flights
Dallas/Fort Worth to Punta Cana flights
Atlanta to Santo Domingo flights
Miami to Punta Cana flights
Detroit to Punta Cana flights
Orlando to Santiago de los Caballeros flights
Midway to Punta Cana flights
Newark to Puerto Plata flights
Charlotte to Punta Cana flights
Salt Lake City to Punta Cana flights
Dulles Intl to Santo Domingo flights
Los Angeles to Punta Cana flights
Hobby to Punta Cana flights
Philadelphia to Santo Domingo flights
San Francisco to Punta Cana flights
Denver to Punta Cana flights
George Bush Intcntl to Punta Cana flights
Baltimore to Santo Domingo flights
Dallas/Fort Worth to Santo Domingo flights
Cleveland to Punta Cana flights
LaGuardia to Puerto Plata flights
Reagan-National to Santo Domingo flights
Miami to Santiago de los Caballeros flights
Seattle to Punta Cana flights
Raleigh to Punta Cana flights
Cincinnati 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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$383Average$409FlexibilityNo cancel feeOn-timeN/A

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