HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Santiago de los Caballeros

$237+ Cheap flights from Milwaukee (MKE) 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 4/29. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — STI
Apr 15 — Apr 221
Wed 4/15
Wed 4/22
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Milwaukee to Santiago de los Caballeros with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Milwaukee to Santiago de los Caballeros

Cheapest flights from Milwaukee to Santiago de los Caballeros
Explore the most affordable flight options available from Milwaukee to Santiago de los Caballeros. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 16, 2026.

This Delta deal was found by Cheapflights users on 3/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/157:00 am
MKE
-
STI
1 stop10h 35m
Delta
Fri 12/46:40 am
STI
-
MKE
1 stop15h 28m
Delta
Deal found 3/13$517
This Delta deal was found by Cheapflights users on 3/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/161:00 pm
MKE
-
STI
2 stops9h 55m
Delta
Fri 12/46:40 am
STI
-
MKE
2 stops12h 05m
Delta
Deal found 3/13$521
This Delta deal was found by Cheapflights users on 3/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/107:00 am
MKE
-
STI
1 stop11h 25m
Delta
Mon 6/226:15 am
STI
-
MKE
1 stop14h 54m
Delta
Deal found 3/13$558
This Delta deal was found by Cheapflights users on 3/12. 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.
Sun 6/77:00 am
MKE
-
STI
1 stop16h 30m
Delta
Sun 6/218:50 pm
STI
-
MKE
2 stops19h 15m
Delta
Deal found 3/12$562
This United Airlines deal was found by Cheapflights users on 3/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/176:10 am
MKE
-
STI
1 stop8h 02m
United Airlines
Sat 10/242:07 pm
STI
-
MKE
1 stop10h 20m
United Airlines
Deal found 3/12$598
This Delta deal was found by Cheapflights users on 3/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/107:00 am
MKE
-
STI
1 stop11h 25m
Delta
Sun 6/218:50 pm
STI
-
MKE
2 stops17h 54m
Delta
Deal found 3/13$612
This Delta deal was found by Cheapflights users on 3/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/211:00 pm
MKE
-
STI
2 stops9h 55m
Delta
Fri 12/49:00 pm
STI
-
MKE
2 stops19h 13m
Delta
Deal found 3/13$621
This American Airlines deal was found by Cheapflights users on 3/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/106:08 am
MKE
-
STI
2 stops14h 05m
American Airlines
Mon 6/223:38 pm
STI
-
MKE
2 stops17h 04m
American Airlines
Deal found 3/13$623
This United Airlines deal was found by Cheapflights users on 3/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/256:50 am
MKE
-
STI
2 stops15h 02m
United Airlines
Sat 5/26:00 am
STI
-
MKE
2 stops17h 03m
United Airlines
Deal found 3/10$649
This Delta deal was found by Cheapflights users on 3/12. 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.
Mon 6/295:55 am
MKE
-
STI
2 stops17h 35m
Delta
Fri 7/108:50 pm
STI
-
MKE
2 stops20h 26m
Delta
Deal found 3/12$652

Find flight deals from Milwaukee to Santiago de los Caballeros

Discover tips and strategies to find the most affordable flight options for your journey from Milwaukee (MKE) to Santiago de los Caballeros (STI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated March 16, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$517
(Delta)

One-way from

$237
(Delta)
Provider with most accurate pricing for Milwaukee-Mitchell-Santiago de los Caballeros flight deals.
Search Deals
Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Santiago de los Caballeros flights.
Search Deals
From Milwaukee-Mitchell to Santiago de los Caballeros
Search Deals
One-way flight from Milwaukee-Mitchell to Santiago de los Caballeros
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Milwaukee 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 March 16, 2026.
Use the filters below to find and compare flights from Milwaukee to Santiago de los Caballeros that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MilwaukeeSantiago de los Caballeros

MKE - STI

MKESTI

Milwaukee-Mitchell

Wed 6/10

7:00 am-12:30 am

1 stop16h 30m

Santiago de los Caballeros

Sat 6/20

6:15 am-8:09 pm

1 stop14h 54m

$517
Quickest round-trip

MilwaukeeSantiago de los Caballeros

MKE - STI

MKESTI

Milwaukee-Mitchell

Wed 6/10

7:00 am-7:25 pm

1 stop11h 25m

Santiago de los Caballeros

Fri 6/19

6:15 am-9:05 pm

2 stops15h 50m

$521

MilwaukeeSantiago de los Caballeros

MKE - STI

MKESTI

Milwaukee-Mitchell

Sun 6/7

7:00 am-12:30 am

1 stop16h 30m

Santiago de los Caballeros

Thu 6/18

6:15 am-9:08 pm

2 stops15h 53m

$521

MilwaukeeSantiago de los Caballeros

MKE - STI

MKESTI

Milwaukee-Mitchell

Tue 6/9

7:00 am-12:30 am

1 stop16h 30m

Santiago de los Caballeros

Thu 6/18

8:50 pm-1:44 pm

2 stops17h 54m

$521

MilwaukeeSantiago de los Caballeros

MKE - STI

MKESTI

Milwaukee-Mitchell

Wed 6/10

7:00 am-12:30 am

1 stop16h 30m

Santiago de los Caballeros

Mon 6/22

6:15 am-11:27 pm

2 stops18h 12m

$521

MilwaukeeSantiago de los Caballeros

MKE - STI

MKESTI

Milwaukee-Mitchell

Sun 6/7

7:00 am-12:30 am

1 stop16h 30m

Santiago de los Caballeros

Sat 6/20

6:15 am-8:09 pm

1 stop14h 54m

$558

MilwaukeeSantiago de los Caballeros

MKE - STI

MKESTI

Milwaukee-Mitchell

Wed 6/10

7:00 am-7:25 pm

1 stop11h 25m

Santiago de los Caballeros

Sun 6/21

8:50 pm-1:44 pm

2 stops17h 54m

$612

MilwaukeeSantiago de los Caballeros

MKE - STI

MKESTI

Milwaukee-Mitchell

Wed 6/10

6:08 am-9:13 pm

2 stops14h 05m

Santiago de los Caballeros

Mon 6/22

3:38 pm-7:42 am

2 stops17h 04m

$623

MilwaukeeSantiago de los Caballeros

MKE - STI

MKESTI

Milwaukee-Mitchell

Sat 4/25

6:50 am-10:52 pm

2 stops15h 02m

Santiago de los Caballeros

Sat 5/2

6:00 am-10:03 pm

2 stops17h 03m

$649
Cheapest one-way

MilwaukeeSantiago de los Caballeros

MKE - STI

MKESTI

Milwaukee-Mitchell

Wed 4/29

5:48 pm-12:10 pm

2 stops17h 22m

$237

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/11

Showing 1-10 of 13 resultsSorted by cheapest first
1
2

Compare providers for flights from Milwaukee to Santiago de los Caballeros

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Milwaukee to Santiago de los Caballeros in March.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
OvagoPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Milwaukee-Santiago de los Caballeros flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Milwaukee-Santiago de los Caballeros flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Milwaukee-Santiago de los Caballeros flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Milwaukee-Santiago de los Caballeros flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Milwaukee-Santiago de los Caballeros flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Milwaukee to Santiago de los Caballeros

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

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

Currently, November is the cheapest month in which you can book a flight from Milwaukee to Santiago de los Caballeros (average of $206). Flying from Milwaukee to Santiago de los Caballeros in July is currently the most expensive (average of $426). 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 Milwaukee 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.

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

    For as low as $517, Delta can have you in Santiago de los Caballeros from Milwaukee in 16h 30m. The distance from Milwaukee to Santiago de los Caballeros is about 1911 mi.

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

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

  • How can I find direct flights from Milwaukee 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 Milwaukee to Santiago de los Caballeros.

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

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

    Currently, November is the cheapest month in which you can book a flight from Milwaukee to Santiago de los Caballeros (average of $206). Flying from Milwaukee to Santiago de los Caballeros in July is currently the most expensive (average of $426). 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 Milwaukee to Santiago de los Caballeros

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Punta Cana flights
Minneapolis to Punta Cana flights
Milwaukee to Punta Cana flights
Madison to Punta Cana flights
Minneapolis to Santo Domingo flights
Minneapolis to Puerto Plata flights

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.