$373+ Cheap flights from Madison (MSN) to the Dominican Republic
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 1/15. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — PUJ
Nov 26 — Dec 31
Round-trip
1 adult, Economy
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Find cheap flights from Madison to Dominican Republic with Cheapflights
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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
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Cheapest flights from Madison to Dominican RepublicExplore the most affordable flight options available from Madison to Dominican Republic. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 27, 2026.
Explore the most affordable flight options available from Madison to Dominican Republic. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 27, 2026.
This American Airlines deal was found by Cheapflights users on 10/22. 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.
Sat 11/147:09 pm -
1 stop17h 43m
Sat 11/212:44 pm -
1 stop11h 23m
Deal found 10/22![American Airlines logo]()
$558
This American Airlines deal was found by Cheapflights users on 10/26. 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 12/65:19 pm -
1 stop18h 27m
Sun 12/135:26 pm -
1 stop22h 28m
Deal found 10/26![American Airlines logo]()
$571
This American Airlines deal was found by Cheapflights users on 10/23. 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.
Mon 12/78:45 pm -
2 stops17h 10m
Mon 12/144:13 pm -
2 stops18h 01m
Deal found 10/23![American Airlines logo]()
$583
This American Airlines deal was found by Cheapflights users on 10/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/167:09 pm -
1 stop17h 43m
Fri 11/2012:36 pm -
1 stop13h 23m
Deal found 10/25![American Airlines logo]()
$650
This United Airlines deal was found by Cheapflights users on 10/23. 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.
Sat 11/146:25 am -
1 stop6h 54m
Thu 11/192:55 pm -
1 stop10h 12m
Deal found 10/23![United Airlines logo]()
$660
This American Airlines deal was found by Cheapflights users on 10/22. 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.
Tue 12/85:00 am -
2 stops12h 53m
Thu 12/246:00 am -
2 stops13h 05m
Deal found 10/22![American Airlines logo]()
$665
This American Airlines deal was found by Cheapflights users on 10/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/45:00 am -
2 stops8h 55m
Tue 12/85:26 pm -
1 stop22h 28m
Deal found 10/25![American Airlines logo]()
$666
This American Airlines deal was found by Cheapflights users on 10/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/212:36 pm -
2 stops19h 29m
Mon 12/711:09 am -
2 stops13h 25m
Deal found 10/27![American Airlines logo]()
$690
This American Airlines deal was found by Cheapflights users on 10/22. 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.
Sun 12/65:00 am -
2 stops14h 42m
Sun 12/136:00 am -
2 stops13h 55m
Deal found 10/22![American Airlines logo]()
$710
This United Airlines deal was found by Cheapflights users on 10/22. 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 12/86:00 am -
1 stop15h 46m
Thu 12/242:53 pm -
1 stop10h 47m
Deal found 10/22![United Airlines logo]()
$790
This United Airlines deal was found by Cheapflights users on 10/26. 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.
Wed 12/26:07 am -
1 stop15h 39m
Mon 12/76:00 am -
1 stop16h 46m
Deal found 10/26![United Airlines logo]()
$845
This United Airlines deal was found by Cheapflights users on 10/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/112:42 pm -
2 stops22h 24m
Fri 12/184:18 pm -
1 stop9h 22m
Deal found 10/27![United Airlines logo]()
$1,003
Best flights from Madison to Dominican RepublicDiscover carefully curated flight deals from Madison to Dominican Republic that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 27, 2026.
Discover carefully curated flight deals from Madison to Dominican Republic that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 27, 2026.
This American Airlines deal was found by Cheapflights users on 10/22. 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.
Tue 12/85:00 am -
2 stops12h 53m
Thu 12/246:00 am -
2 stops13h 05m
Deal found 10/22![American Airlines logo]()
$665
This United Airlines deal was found by Cheapflights users on 10/22. 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.
Sun 1/315:37 am -
1 stop8h 20m
Wed 2/34:25 pm -
1 stop8h 50m
Deal found 10/22![United Airlines logo]()
$688
This American Airlines deal was found by Cheapflights users on 10/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/26:00 am -
2 stops11h 53m
Mon 12/76:00 am -
2 stops16h 15m
Deal found 10/25![American Airlines logo]()
$690
This United Airlines deal was found by Cheapflights users on 10/22. 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.
Sun 1/315:37 am -
1 stop8h 20m
Thu 2/46:35 pm -
1 stop29h 03m
Deal found 10/22![United Airlines logo]()
$700
This United Airlines deal was found by Cheapflights users on 10/24. 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.
Fri 1/86:10 am -
1 stop15h 36m
Tue 1/192:53 pm -
1 stop8h 45m
Deal found 10/24![United Airlines logo]()
$731
This United Airlines deal was found by Cheapflights users on 10/26. 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 2/188:19 am -
2 stops26h 49m
Tue 2/237:30 pm -
2 stops23h 54m
Deal found 10/26![United Airlines logo]()
$785
This American Airlines deal was found by Cheapflights users on 10/22. 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.
Sat 1/95:45 pm -
2 stops20h 37m
Sat 1/163:23 pm -
2 stops21h 23m
Deal found 10/22![American Airlines logo]()
$871
This United Airlines deal was found by Cheapflights users on 10/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/262:40 pm -
2 stops20h 28m
Tue 3/212:56 pm -
2 stops24h 47m
Deal found 10/25![United Airlines logo]()
$795
This American Airlines deal was found by Cheapflights users on 10/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/195:47 pm -
2 stops20h 10m
Sat 2/275:01 pm -
2 stops18h 14m
Deal found 10/25![American Airlines logo]()
$903
This United Airlines deal was found by Cheapflights users on 10/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/196:35 am -
2 stops28h 33m
Sat 2/272:15 pm -
1 stop9h 23m
Deal found 10/25![United Airlines logo]()
$855
This United Airlines deal was found by Cheapflights users on 10/22. 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.
Sun 12/612:35 pm -
2 stops22h 33m
Sun 12/135:10 pm -
2 stops18h 51m
Deal found 10/22![United Airlines logo]()
$863
This American Airlines deal was found by Cheapflights users on 10/26. 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 12/2311:04 am -
2 stops25h 44m
Sat 1/25:59 pm -
1 stop7h 53m
Deal found 10/26![American Airlines logo]()
$1,892
Last-minute flights from Madison to Dominican RepublicDiscover last-minute flight deals from Madison to Dominican Republic. Data last updated October 27, 2026 and is based on user searches.
Discover last-minute flight deals from Madison to Dominican Republic. Data last updated October 27, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 10/22. 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.
Sat 11/147:09 pm -
1 stop17h 43m
Sat 11/212:44 pm -
1 stop11h 23m
Deal found 10/22![American Airlines logo]()
$558
This United Airlines deal was found by Cheapflights users on 10/23. 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.
Sat 11/146:25 am -
1 stop6h 54m
Thu 11/192:55 pm -
1 stop10h 12m
Deal found 10/23![United Airlines logo]()
$660
This United Airlines deal was found by Cheapflights users on 10/26. 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 11/146:25 am -
2 stops9h 03m
Sat 11/217:30 pm -
2 stops16h 30m
Deal found 10/26![United Airlines logo]()
$679
This American Airlines deal was found by Cheapflights users on 10/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/167:09 pm -
1 stop17h 43m
Fri 11/2012:36 pm -
1 stop13h 23m
Deal found 10/25![American Airlines logo]()
$650
This United Airlines deal was found by Cheapflights users on 10/22. 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 11/196:25 am -
2 stops9h 03m
Tue 11/2412:56 pm -
2 stops10h 09m
Deal found 10/22![United Airlines logo]()
$767
One-way flights from Madison to Dominican RepublicSearch for one-way flight options from Madison to Dominican Republic. Find affordable one-way fares based on user searches. Data last updated October 27, 2026.
Search for one-way flight options from Madison to Dominican Republic. Find affordable one-way fares based on user searches. Data last updated October 27, 2026.
This American Airlines deal was found by Cheapflights users on 10/24. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/155:33 am -
2 stops13h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![American Airlines logo]()
$373
This American Airlines deal was found by Cheapflights users on 10/22. 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.
Tue 1/52:19 pm -
2 stops21h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![American Airlines logo]()
$570
This United Airlines deal was found by Cheapflights users on 10/22. 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 1/56:05 am -
1 stop15h 46m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![United Airlines logo]()
$638
Find flight deals from Madison to Dominican Republic
Keep the following information in mind while searching for Madison to Dominican Republic flight deals. Data was last updated October 27, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $558 (American Airlines) |
One-way from | $373 (American Airlines) |
Popular in | September |
Cheapest in | February |
Average price | $648 |
Cheapflights Fare Finder
Customize your flight search to find flights from Madison to Dominican Republic 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 October 27, 2026.
Use the filters below to find and compare flights from Madison to the Dominican Republic that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
MadisonSantiago de los Caballeros
MSN Madison Truax Field - STI Santiago de los Caballeros
MSNSTI
Madison Truax Field
Fri 1/15
3:41 pm-3:40 pm
1 stop21h 59m
Santiago de los Caballeros
Wed 12/31
12:00 am-10:30 pm
Nonstop0h 00m
$412
MadisonSantiago de los Caballeros
MSN Madison Truax Field - STI Santiago de los Caballeros
MSNSTI
Madison Truax Field
Tue 1/5
2:19 pm-1:22 pm
2 stops21h 03m
Santiago de los Caballeros
Wed 12/31
12:00 am-10:30 pm
Nonstop0h 00m
$570
Quickest round-trip
MadisonSantiago de los Caballeros
MSN Madison Truax Field - STI Santiago de los Caballeros
MSNSTI
Madison Truax Field
Tue 1/5
6:05 am-11:51 pm
1 stop15h 46m
Santiago de los Caballeros
Wed 12/31
12:00 am-10:30 pm
Nonstop0h 00m
$638
MadisonSanto Domingo
MSN Madison Truax Field - SDQ Santo Domingo Las Americas
MSNSDQ
Madison Truax Field
Tue 12/8
5:00 am-7:53 pm
2 stops12h 53m
Santo Domingo Las Americas
Thu 12/24
6:00 am-5:05 pm
2 stops13h 05m
$665
MadisonPunta Cana
MSN Madison Truax Field - PUJ Punta Cana
MSNPUJ
Madison Truax Field
Sun 1/31
5:37 am-3:57 pm
1 stop8h 20m
Punta Cana
Wed 2/3
4:25 pm-11:15 pm
1 stop8h 50m
$688
MadisonSanto Domingo
MSN Madison Truax Field - SDQ Santo Domingo Las Americas
MSNSDQ
Madison Truax Field
Wed 12/2
6:00 am-7:53 pm
2 stops11h 53m
Santo Domingo Las Americas
Mon 12/7
6:00 am-8:15 pm
2 stops16h 15m
$690
MadisonPunta Cana
MSN Madison Truax Field - PUJ Punta Cana
MSNPUJ
Madison Truax Field
Sun 1/31
5:37 am-3:57 pm
1 stop8h 20m
Punta Cana
Thu 2/4
6:35 pm-9:38 pm
1 stop29h 03m
$700
MadisonSanto Domingo
MSN Madison Truax Field - SDQ Santo Domingo Las Americas
MSNSDQ
Madison Truax Field
Fri 1/8
6:10 am-11:46 pm
1 stop15h 36m
Santo Domingo Las Americas
Tue 1/19
2:53 pm-9:38 pm
1 stop8h 45m
$731
MadisonPunta Cana
MSN Madison Truax Field - PUJ Punta Cana
MSNPUJ
Madison Truax Field
Thu 2/18
8:19 am-1:08 pm
2 stops26h 49m
Punta Cana
Tue 2/23
7:30 pm-5:24 pm
2 stops23h 54m
$785
MadisonPunta Cana
MSN Madison Truax Field - PUJ Punta Cana
MSNPUJ
Madison Truax Field
Fri 2/26
2:40 pm-1:08 pm
2 stops20h 28m
Punta Cana
Tue 3/2
12:56 pm-11:43 am
2 stops24h 47m
$795
Showing 1-10 of 15 resultsSorted by cheapest first
Best time to book a flight from Madison to Dominican Republic
Have a flexible travel schedule? Discover the best time to fly to Dominican Republic from Madison with our price prediction graph.
MSN-STI
MSN-PUJ
MSN-SDQ
MSN-POP
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 Madison to the Dominican Republic
MSN-DO0
MSN-STI
MSN-PUJ
MSN-SDQ
MSN-POP
What is the cheapest month to book a flight from Madison to Dominican Republic?
Currently, February is the cheapest month in which you can book a flight from Madison to Dominican Republic (average of $480). Flying from Madison to Dominican Republic in September is currently the most expensive (average of $1,181). 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.
Reviews of airlines servicing Dominican Republic
Get insights into the airlines that provide service to Dominican Republic. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Dominican Republic. Reviews last updated October 27, 2026.
Read through reviews of airlines operating flights from Madison to the Dominican Republic, such as Delta,United Airlines, andAmerican Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Overall
7.8
Entertainment
7.8
Comfort
7.8
Crew
8.5
Food
7.2
Reviews
1 / 20
6.0
GoodEllen,Oct 2026
GRR - ATL
Boarding
8.1
Overall
7.8
Entertainment
7.8
Comfort
7.8
Crew
8.5
Food
7.2
Reviews
1 / 20
6.0
GoodEllen,Oct 2026
GRR - ATL
Boarding
8.1
Overall
7.8
Entertainment
7.8
Comfort
7.8
Crew
8.5
Food
7.2
Reviews
1 / 20
6.0
GoodEllen,Oct 2026
GRR - ATL
Boarding
8.1
Overall
7.8
Entertainment
7.8
Comfort
7.8
Crew
8.5
Food
7.2
Reviews
1 / 20
6.0
GoodEllen,Oct 2026
GRR - ATL
Related info for your journey
Find useful and relevant information for your journey from Madison to Dominican Republic. 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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Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Alternative routes for Madison to Dominican Republic
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Dominican Republic by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Madison to Dominican Republic by cabin class
Find flights from Madison to Dominican Republic, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Madison and Dominican Republic flights
Browse other Madison and Dominican Republic flight options. Last updated on October 27, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Fly to Dominican Republic regions
Consider these flights traveling to Dominican Republic regions.
Top 3 airlines flying from Madison to Dominican Republic
Discover the top 3 airlines that operate flights from Madison to Dominican Republic. 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 7,457,451 searches. Data last updated October 27, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$455 | Average$594 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$462 | Average$722 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$464 | Average$764 | FlexibilityNo cancel fee | On-timeN/A |