$254+ 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 10/31. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — STI
Oct 25 — Nov 11
Round-trip
1 adult, Economy
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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
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Best
Last-minute
One-way
Cheapest flights from Milwaukee to Santiago de los CaballerosExplore 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 September 25, 2026.
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 September 25, 2026.
This United Airlines deal was found by Cheapflights users on 9/22. 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.
Thu 11/59:17 am -
2 stops12h 34m
Thu 11/1212:55 pm -
1 stop11h 55m
Deal found 9/22![United Airlines logo]()
$555
This Delta deal was found by Cheapflights users on 9/22. 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 11/55:30 am -
2 stops11h 03m
Thu 11/127:00 am -
2 stops18h 54m
Deal found 9/22![Delta logo]()
$565
This United Airlines deal was found by Cheapflights users on 9/23. 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.
Mon 10/123:52 pm -
2 stops22h 20m
Mon 10/196:00 am -
2 stops26h 07m
Deal found 9/23![United Airlines logo]()
$742
This American Airlines deal was found by Cheapflights users on 9/22. 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.
Thu 10/86:02 pm -
2 stops19h 10m
Thu 10/153:12 pm -
2 stops17h 55m
Deal found 9/22![American Airlines logo]()
$760
This United Airlines deal was found by Cheapflights users on 9/24. 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.
Tue 10/206:00 am -
1 stop8h 12m
Wed 10/214:23 pm -
2 stops27h 47m
Deal found 9/24![United Airlines logo]()
$808
Best flights from Milwaukee to Santiago de los CaballerosDiscover carefully curated flight deals from Milwaukee to Santiago de los Caballeros that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 25, 2026.
Discover carefully curated flight deals from Milwaukee to Santiago de los Caballeros that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 25, 2026.
This United Airlines deal was found by Cheapflights users on 9/21. 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.
Thu 11/59:17 am -
2 stops12h 34m
Thu 11/1212:55 pm -
1 stop11h 55m
Deal found 9/21![United Airlines logo]()
$555
This Delta deal was found by Cheapflights users on 9/22. 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 11/55:30 am -
2 stops11h 03m
Thu 11/127:00 am -
2 stops18h 54m
Deal found 9/22![Delta logo]()
$565
This American Airlines deal was found by Cheapflights users on 9/23. 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.
Thu 1/141:20 pm -
2 stops22h 02m
Thu 1/217:20 am -
2 stops16h 35m
Deal found 9/23![American Airlines logo]()
$625
This United Airlines deal was found by Cheapflights users on 9/23. 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.
Mon 10/123:52 pm -
2 stops22h 20m
Mon 10/196:00 am -
2 stops26h 07m
Deal found 9/23![United Airlines logo]()
$742
This American Airlines deal was found by Cheapflights users on 9/21. 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.
Thu 10/86:02 pm -
2 stops19h 10m
Thu 10/153:12 pm -
2 stops17h 55m
Deal found 9/21![American Airlines logo]()
$760
This American Airlines deal was found by Cheapflights users on 9/23. 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.
Thu 1/145:00 am -
1 stop14h 29m
Wed 1/202:12 pm -
1 stop11h 28m
Deal found 9/23![American Airlines logo]()
$784
This United Airlines deal was found by Cheapflights users on 9/24. 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.
Tue 10/206:00 am -
1 stop8h 12m
Wed 10/214:23 pm -
2 stops27h 47m
Deal found 9/24![United Airlines logo]()
$808
This American Airlines deal was found by Cheapflights users on 9/23. 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.
Thu 1/146:40 am -
2 stops12h 49m
Fri 1/227:20 am -
2 stops15h 11m
Deal found 9/23![American Airlines logo]()
$789
Last-minute flights from Milwaukee to Santiago de los CaballerosDiscover last-minute flight deals from Milwaukee to Santiago de los Caballeros. Data last updated September 25, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to Santiago de los Caballeros. Data last updated September 25, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 9/22. 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.
Thu 10/86:02 pm -
2 stops19h 10m
Thu 10/153:12 pm -
2 stops17h 55m
Deal found 9/22![American Airlines logo]()
$760
This United Airlines deal was found by Cheapflights users on 9/23. 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.
Mon 10/123:52 pm -
2 stops22h 20m
Mon 10/196:00 am -
2 stops26h 07m
Deal found 9/23![United Airlines logo]()
$742
This United Airlines deal was found by Cheapflights users on 9/24. 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.
Tue 10/206:00 am -
1 stop8h 12m
Wed 10/214:23 pm -
2 stops27h 47m
Deal found 9/24![United Airlines logo]()
$808
One-way flights from Milwaukee to Santiago de los CaballerosSearch for one-way flight options from Milwaukee to Santiago de los Caballeros. Find affordable one-way fares based on user searches. Data last updated September 25, 2026.
Search for one-way flight options from Milwaukee to Santiago de los Caballeros. Find affordable one-way fares based on user searches. Data last updated September 25, 2026.
This United Airlines deal was found by Cheapflights users on 9/22. 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 10/316:10 am -
1 stop15h 41m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![United Airlines logo]()
$254
This United Airlines deal was found by Cheapflights users on 9/22. 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.
Tue 12/17:00 am -
2 stops14h 51m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![United Airlines logo]()
$268
This United Airlines deal was found by Cheapflights users on 9/22. 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 1/166:45 pm -
1 stop18h 08m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![United Airlines logo]()
$288
This United Airlines deal was found by Cheapflights users on 9/22. 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.
Thu 10/16:00 am -
1 stop15h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![United Airlines logo]()
$314
This United Airlines deal was found by Cheapflights users on 9/22. 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.
Fri 1/156:39 pm -
2 stops27h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![United Airlines logo]()
$324
This United Airlines deal was found by Cheapflights users on 9/21. 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.
Mon 10/56:40 pm -
1 stop19h 32m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![United Airlines logo]()
$331
This American Airlines deal was found by Cheapflights users on 9/22. 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 1/155:00 am -
1 stop14h 29m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![American Airlines logo]()
$353
This Delta deal was found by Cheapflights users on 9/25. 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 11/118:10 am -
1 stop9h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/25![Delta logo]()
$434
This American Airlines deal was found by Cheapflights users on 9/23. 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 12/115:08 pm -
2 stops18h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![American Airlines logo]()
$448
This Kiwi.com deal was found by Cheapflights users on 9/22. 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 10/110:10 am -
3 stops51h 48m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Multiple Airlines logo]()
$627
This Kiwi.com deal was found by Cheapflights users on 9/22. 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.
Tue 12/16:42 pm -
3 stops40h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Multiple Airlines logo]()
$725
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 September 25, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $555 (United Airlines) |
One-way from | $254 (United Airlines) |
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 7,457,451 searches. Data last updated September 25, 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
Cheapest round-trip
MilwaukeeSantiago de los Caballeros
MKE Milwaukee-Mitchell - STI Santiago de los Caballeros
MKESTI
Milwaukee-Mitchell
Sat 10/31
6:10 am-10:51 pm
1 stop15h 41m
Santiago de los Caballeros
Wed 12/31
12:00 am-10:30 pm
Nonstop0h 00m
$254
MilwaukeeSantiago de los Caballeros
MKE Milwaukee-Mitchell - STI Santiago de los Caballeros
MKESTI
Milwaukee-Mitchell
Tue 12/1
7:00 am-11:51 pm
2 stops14h 51m
Santiago de los Caballeros
Wed 12/31
12:00 am-10:30 pm
Nonstop0h 00m
$268
MilwaukeeSantiago de los Caballeros
MKE Milwaukee-Mitchell - STI Santiago de los Caballeros
MKESTI
Milwaukee-Mitchell
Sat 1/16
6:45 pm-2:53 pm
1 stop18h 08m
Santiago de los Caballeros
Wed 12/31
12:00 am-10:30 pm
Nonstop0h 00m
$288
MilwaukeeSantiago de los Caballeros
MKE Milwaukee-Mitchell - STI Santiago de los Caballeros
MKESTI
Milwaukee-Mitchell
Thu 10/1
6:15 am-10:52 pm
2 stops15h 37m
Santiago de los Caballeros
Wed 12/31
12:00 am-10:30 pm
Nonstop0h 00m
$314
MilwaukeeSantiago de los Caballeros
MKE Milwaukee-Mitchell - STI Santiago de los Caballeros
MKESTI
Milwaukee-Mitchell
Mon 10/5
6:40 pm-3:12 pm
1 stop19h 32m
Santiago de los Caballeros
Wed 12/31
12:00 am-10:30 pm
Nonstop0h 00m
$331
Quickest round-trip
MilwaukeeSantiago de los Caballeros
MKE Milwaukee-Mitchell - STI Santiago de los Caballeros
MKESTI
Milwaukee-Mitchell
Wed 11/11
8:10 am-7:59 pm
1 stop9h 49m
Santiago de los Caballeros
Wed 12/31
12:00 am-10:30 pm
Nonstop0h 00m
$434
MilwaukeeSantiago de los Caballeros
MKE Milwaukee-Mitchell - STI Santiago de los Caballeros
MKESTI
Milwaukee-Mitchell
Fri 12/11
5:08 pm-1:25 pm
2 stops18h 17m
Santiago de los Caballeros
Wed 12/31
12:00 am-10:30 pm
Nonstop0h 00m
$448
MilwaukeeSantiago de los Caballeros
MKE Milwaukee-Mitchell - STI Santiago de los Caballeros
MKESTI
Milwaukee-Mitchell
Thu 11/5
9:17 am-11:51 pm
2 stops12h 34m
Santiago de los Caballeros
Thu 11/12
12:55 pm-10:50 pm
1 stop11h 55m
$555
MilwaukeeSantiago de los Caballeros
MKE Milwaukee-Mitchell - STI Santiago de los Caballeros
MKESTI
Milwaukee-Mitchell
Thu 11/5
5:30 am-6:33 pm
2 stops11h 03m
Santiago de los Caballeros
Thu 11/12
7:00 am-11:54 pm
2 stops18h 54m
$565
MilwaukeeSantiago de los Caballeros
MKE Milwaukee-Mitchell - STI Santiago de los Caballeros
MKESTI
Milwaukee-Mitchell
Thu 1/14
1:20 pm-1:22 pm
2 stops22h 02m
Santiago de los Caballeros
Thu 1/21
7:20 am-9:55 pm
2 stops16h 35m
$625
Showing 1-10 of 16 resultsSorted by cheapest first
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 September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- 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.
MKE-STI
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.
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.
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