$558+ 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 9/19. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — STI
Sep 7 — Sep 141
Round-trip
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
Best
Last-minute
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 August 8, 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 August 8, 2026.
This United Airlines deal was found by Cheapflights users on 8/5. 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 9/196:05 am -
1 stop8h 07m
Sat 9/264:23 pm -
1 stop8h 14m
Deal found 8/5![United Airlines logo]()
$558
This United Airlines deal was found by Cheapflights users on 8/5. 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 10/66:00 am -
1 stop8h 12m
Wed 11/186:00 am -
2 stops14h 58m
Deal found 8/5![United Airlines logo]()
$563
This United Airlines deal was found by Cheapflights users on 8/7. 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 10/276:00 am -
1 stop15h 51m
Fri 10/305:00 am -
1 stop14h 06m
Deal found 8/7![United Airlines logo]()
$612
This Delta deal was found by Cheapflights users on 8/6. 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 9/208:11 am -
1 stop8h 48m
Sun 9/277:30 pm -
2 stops19h 20m
Deal found 8/6![Delta logo]()
$630
This American Airlines deal was found by Cheapflights users on 8/6. 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 9/205:22 pm -
2 stops19h 53m
Sun 9/273:15 pm -
2 stops20h 52m
Deal found 8/6![American Airlines logo]()
$650
This American Airlines deal was found by Cheapflights users on 8/6. 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 8/297:00 am -
2 stops13h 07m
Fri 9/47:00 am -
2 stops16h 10m
Deal found 8/6![American Airlines logo]()
$670
This American Airlines deal was found by Cheapflights users on 8/7. 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 8/285:00 am -
2 stops15h 07m
Mon 8/317:00 am -
2 stops17h 14m
Deal found 8/7![American Airlines logo]()
$715
This American Airlines deal was found by Cheapflights users on 8/5. 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 9/15:00 am -
2 stops8h 35m
Fri 9/47:00 am -
2 stops12h 30m
Deal found 8/5![American Airlines logo]()
$745
This American Airlines deal was found by Cheapflights users on 8/4. 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.
Sat 8/226:20 am -
2 stops13h 47m
Thu 8/277:00 am -
2 stops17h 14m
Deal found 8/4![American Airlines logo]()
$760
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 August 8, 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 August 8, 2026.
This United Airlines deal was found by Cheapflights users on 8/5. 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 9/196:05 am -
1 stop8h 07m
Sat 9/264:23 pm -
1 stop8h 14m
Deal found 8/5![United Airlines logo]()
$558
This Delta deal was found by Cheapflights users on 8/6. 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 9/208:11 am -
1 stop8h 48m
Sun 9/277:30 pm -
2 stops19h 20m
Deal found 8/6![Delta logo]()
$630
This American Airlines deal was found by Cheapflights users on 8/6. 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 9/205:22 pm -
2 stops19h 53m
Sun 9/273:15 pm -
2 stops20h 52m
Deal found 8/6![American Airlines logo]()
$650
This United Airlines deal was found by Cheapflights users on 8/5. 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 10/66:00 am -
1 stop8h 12m
Wed 11/1812:55 pm -
1 stop11h 52m
Deal found 8/5![United Airlines logo]()
$558
This American Airlines deal was found by Cheapflights users on 8/6. 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 8/296:00 pm -
1 stop17h 22m
Fri 9/47:00 am -
2 stops16h 59m
Deal found 8/6![American Airlines logo]()
$670
This United Airlines deal was found by Cheapflights users on 8/7. 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 10/276:00 am -
1 stop15h 51m
Fri 10/305:00 am -
1 stop14h 06m
Deal found 8/7![United Airlines logo]()
$612
This American Airlines deal was found by Cheapflights users on 8/7. 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 8/286:00 pm -
1 stop17h 14m
Mon 8/317:00 am -
2 stops17h 14m
Deal found 8/7![American Airlines logo]()
$735
Last-minute flights from Milwaukee to Santiago de los CaballerosDiscover last-minute flight deals from Milwaukee to Santiago de los Caballeros. Data last updated August 8, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to Santiago de los Caballeros. Data last updated August 8, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 8/4. 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.
Sat 8/226:20 am -
2 stops13h 47m
Thu 8/277:00 am -
2 stops17h 14m
Deal found 8/4![American Airlines logo]()
$760
This American Airlines deal was found by Cheapflights users on 8/7. 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 8/285:00 am -
2 stops15h 07m
Mon 8/317:00 am -
2 stops17h 14m
Deal found 8/7![American Airlines logo]()
$715
This American Airlines deal was found by Cheapflights users on 8/6. 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 8/297:00 am -
2 stops13h 07m
Fri 9/47:00 am -
2 stops16h 10m
Deal found 8/6![American Airlines logo]()
$670
This United Airlines deal was found by Cheapflights users on 8/6. 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 8/296:00 am -
1 stop8h 12m
Fri 9/42:07 pm -
1 stop10h 30m
Deal found 8/6![United Airlines logo]()
$783
This American Airlines deal was found by Cheapflights users on 8/5. 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 9/15:00 am -
2 stops8h 35m
Fri 9/47:00 am -
2 stops12h 30m
Deal found 8/5![American Airlines logo]()
$745
This United Airlines deal was found by Cheapflights users on 8/5. 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 9/196:05 am -
1 stop8h 07m
Sat 9/264:23 pm -
1 stop8h 14m
Deal found 8/5![United Airlines logo]()
$558
This Delta deal was found by Cheapflights users on 8/6. 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 9/208:11 am -
1 stop8h 48m
Sun 9/277:30 pm -
2 stops19h 20m
Deal found 8/6![Delta logo]()
$630
This American Airlines deal was found by Cheapflights users on 8/6. 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 9/205:22 pm -
2 stops19h 53m
Sun 9/273:15 pm -
2 stops20h 52m
Deal found 8/6![American Airlines logo]()
$650
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 August 8, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $558 (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 2,558,603 searches. Data last updated August 8, 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
Quickest round-trip
MilwaukeeSantiago de los Caballeros
MKE Milwaukee-Mitchell - STI Santiago de los Caballeros
MKESTI
Milwaukee-Mitchell
Sat 9/19
6:05 am-3:12 pm
1 stop8h 07m
Santiago de los Caballeros
Sat 9/26
4:23 pm-11:37 pm
1 stop8h 14m
$558
MilwaukeeSantiago de los Caballeros
MKE Milwaukee-Mitchell - STI Santiago de los Caballeros
MKESTI
Milwaukee-Mitchell
Tue 10/6
6:00 am-3:12 pm
1 stop8h 12m
Santiago de los Caballeros
Wed 11/18
12:55 pm-10:47 pm
1 stop11h 52m
$558
MilwaukeeSantiago de los Caballeros
MKE Milwaukee-Mitchell - STI Santiago de los Caballeros
MKESTI
Milwaukee-Mitchell
Tue 10/27
6:00 am-10:51 pm
1 stop15h 51m
Santiago de los Caballeros
Fri 10/30
5:00 am-6:06 pm
1 stop14h 06m
$612
MilwaukeeSantiago de los Caballeros
MKE Milwaukee-Mitchell - STI Santiago de los Caballeros
MKESTI
Milwaukee-Mitchell
Sun 9/20
8:11 am-5:59 pm
1 stop8h 48m
Santiago de los Caballeros
Sun 9/27
7:30 pm-1:50 pm
2 stops19h 20m
$630
MilwaukeeSantiago de los Caballeros
MKE Milwaukee-Mitchell - STI Santiago de los Caballeros
MKESTI
Milwaukee-Mitchell
Sun 9/20
5:22 pm-2:15 pm
2 stops19h 53m
Santiago de los Caballeros
Sun 9/27
3:15 pm-11:07 am
2 stops20h 52m
$650
MilwaukeeSantiago de los Caballeros
MKE Milwaukee-Mitchell - STI Santiago de los Caballeros
MKESTI
Milwaukee-Mitchell
Sat 8/29
6:00 pm-12:22 pm
1 stop17h 22m
Santiago de los Caballeros
Fri 9/4
7:00 am-10:59 pm
2 stops16h 59m
$670
MilwaukeeSantiago de los Caballeros
MKE Milwaukee-Mitchell - STI Santiago de los Caballeros
MKESTI
Milwaukee-Mitchell
Fri 8/28
6:00 pm-12:14 pm
1 stop17h 14m
Santiago de los Caballeros
Mon 8/31
7:00 am-11:14 pm
2 stops17h 14m
$735
Sorted 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 August.
| 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.
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
Complete your trip
Flights by cabin class
Other flight options
Other flights from Milwaukee
Popular flights
Santiago de los Caballeros flight routes