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Santiago de los Caballeros

$449+ Cheap flights from Milwaukee (MKE) to Santiago de los Caballeros (STI)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/18. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — STI
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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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 January 29, 2026.

This Delta deal was found by Cheapflights users on 1/27. 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 4/187:10 am
MKE
-
STI
1 stop11h 23m
Delta
Sat 4/256:00 am
STI
-
MKE
1 stop15h 25m
Delta
Deal found 1/27$449
This Delta deal was found by Cheapflights users on 1/27. 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 9/107:00 am
MKE
-
STI
1 stop11h 11m
Delta
Fri 9/188:40 pm
STI
-
MKE
2 stops18h 03m
Delta
Deal found 1/27$453
This American Airlines deal was found by Cheapflights users on 1/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/73:11 pm
MKE
-
STI
2 stops19h 19m
American Airlines
Mon 3/167:00 am
STI
-
MKE
1 stop17h 59m
American Airlines
Deal found 1/28$553
This Delta deal was found by Cheapflights users on 1/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/77:00 am
MKE
-
STI
1 stop16h 34m
Delta
Mon 3/166:33 am
STI
-
MKE
1 stop14h 33m
Delta
Deal found 1/28$558
This American Airlines deal was found by Cheapflights users on 1/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/135:00 am
MKE
-
STI
2 stops14h 29m
American Airlines
Fri 3/207:00 am
STI
-
MKE
1 stop17h 59m
American Airlines
Deal found 1/28$579
This American Airlines deal was found by Cheapflights users on 1/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/2612:00 pm
MKE
-
STI
2 stops23h 23m
American Airlines
Sun 5/31:32 pm
STI
-
MKE
2 stops22h 19m
American Airlines
Deal found 1/28$608
This Delta deal was found by Cheapflights users on 1/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/137:00 am
MKE
-
STI
1 stop15h 54m
Delta
Fri 3/206:33 am
STI
-
MKE
1 stop14h 33m
Delta
Deal found 1/28$754
This Expedia deal was found by Cheapflights users on 1/27. 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 9/104:38 pm
MKE
-
STI
1 stop17h 16m
JetBlue
Fri 9/1812:06 pm
STI
-
MKE
1 stop28h 37m
JetBlue
Deal found 1/27$807

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 January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$449
(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.
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From Milwaukee-Mitchell to Santiago de los Caballeros
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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 January 29, 2026.
Use the filters below to find and compare flights from Milwaukee to Santiago de los Caballeros that are best for you.

Fly from

Milwaukee

Fly to

Santiago de los Caballeros

Route

Depart

Return

Price

MilwaukeeSantiago de los Caballeros

MKE - STI

MKESTI

Milwaukee-Mitchell

Sat 4/18

7:10 am-7:33 pm

1 stop11h 23m

Santiago de los Caballeros

Sat 4/25

6:00 am-8:25 pm

1 stop15h 25m

$449

MilwaukeeSantiago de los Caballeros

MKE - STI

MKESTI

Milwaukee-Mitchell

Sat 3/7

3:11 pm-12:30 pm

2 stops19h 19m

Santiago de los Caballeros

Mon 3/16

7:00 am-11:59 pm

1 stop17h 59m

$553

MilwaukeeSantiago de los Caballeros

MKE - STI

MKESTI

Milwaukee-Mitchell

Sat 3/7

7:00 am-1:34 am

1 stop16h 34m

Santiago de los Caballeros

Mon 3/16

6:33 am-8:06 pm

1 stop14h 33m

$558

MilwaukeeSantiago de los Caballeros

MKE - STI

MKESTI

Milwaukee-Mitchell

Fri 3/13

5:00 am-8:29 pm

2 stops14h 29m

Santiago de los Caballeros

Fri 3/20

7:00 am-11:59 pm

1 stop17h 59m

$579

MilwaukeeSantiago de los Caballeros

MKE - STI

MKESTI

Milwaukee-Mitchell

Sun 4/26

12:00 pm-12:23 pm

2 stops23h 23m

Santiago de los Caballeros

Sun 5/3

1:32 pm-10:51 am

2 stops22h 19m

$608

MilwaukeeSantiago de los Caballeros

MKE - STI

MKESTI

Milwaukee-Mitchell

Fri 3/13

7:00 am-11:54 pm

1 stop15h 54m

Santiago de los Caballeros

Fri 3/20

6:33 am-8:06 pm

1 stop14h 33m

$754

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

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 January.
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 $425). 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 $449, Delta can have you in Santiago de los Caballeros from Milwaukee in 11h 23m. The distance from Milwaukee to Santiago de los Caballeros is about 1911 mi. This flight may include one or multiple stops.

  • 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 $425). 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.

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