Flights from Milwaukee to the Caribbean for Presidents' Day weekend 2027

Flights for the months ahead

Lowest published fares for the months ahead: $450 round trip, Axel-exclusive, Southwest Airlines, 1 stop, Sep 3–6, 2027; $285 one way, Axel-exclusive, Southwest Airlines, 1 stop, Dec 1, 2026; 144 priced flights on 72 exact dates, 1 adult, economy, checked Oct 29, 2026. Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

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Milwaukee (MKE) to Punta Cana (PUJ): November 2026

Milwaukee (MKE) to Punta Cana (PUJ): December 2026

Milwaukee (MKE) to Punta Cana (PUJ): January 2027

Milwaukee (MKE) to Punta Cana (PUJ): February 2027

Milwaukee (MKE) to Punta Cana (PUJ): March 2027

Milwaukee (MKE) to Punta Cana (PUJ): April 2027

Milwaukee (MKE) to Punta Cana (PUJ): May 2027

Milwaukee (MKE) to Punta Cana (PUJ): June 2027

Milwaukee (MKE) to Punta Cana (PUJ): July 2027

Milwaukee (MKE) to Punta Cana (PUJ): August 2027

Milwaukee (MKE) to Punta Cana (PUJ): September 2027

Hotels in Punta Cana for these trips

Hotels: under a trip, hotels in Punta Cana for exactly those nights link to the hotel pages for 2 adults in 1 room. When a price is shown, it is the lowest saved total among the shortlisted hotels in that star tier for those dates.

• Hotels in Punta Cana for these nights (Nov 19–22, 2026 · 3 nights · 2 adults, 1 room): 3★ Hotel Checkin El Cortecito, $207 total · 4★ whala!urban punta cana, $213 total · 5★ Melia Caribe Beach Resort - All Inclusive, $839 total
• Hotels in Punta Cana for these nights (Nov 20–23, 2026 · 3 nights · 2 adults, 1 room): 3★ Hotel Checkin El Cortecito, $219 total · 4★ whala!urban punta cana, $213 total · 5★ Melia Caribe Beach Resort - All Inclusive, $791 total
• Hotels in Punta Cana for these nights (Nov 21–28, 2026 · 7 nights · 2 adults, 1 room): 3★ Hotel Checkin El Cortecito, $467 total · 4★ whala!urban punta cana, $497 total · 5★ Melia Caribe Beach Resort - All Inclusive, $1,834 total
• Hotels in Punta Cana for these nights (Nov 24–29, 2026 · 5 nights · 2 adults, 1 room): 3★ Hotel Checkin El Cortecito, $328 total · 4★ whala!urban punta cana, $355 total · 5★ Melia Caribe Beach Resort - All Inclusive, $1,347 total
• Hotels in Punta Cana for these nights (Nov 26–29, 2026 · 3 nights · 2 adults, 1 room): 3★ Hotel Checkin El Cortecito, $204 total · 4★ whala!urban punta cana, $213 total · 5★ Melia Caribe Beach Resort - All Inclusive, $837 total
• Hotels in Punta Cana for these nights (Nov 27–30, 2026 · 3 nights · 2 adults, 1 room): 3★ Hotel Checkin El Cortecito, $205 total · 4★ whala!urban punta cana, $213 total · 5★ Melia Caribe Beach Resort - All Inclusive, $870 total
• Hotels in Punta Cana for these nights (Nov 28 – Dec 5, 2026 · 7 nights · 2 adults, 1 room): 3★ Hotel Checkin El Cortecito, $498 total · 4★ whala!urban punta cana, $497 total · 5★ Grand Palladium Palace Resort Spa & Casino - All Inclusive, $1,884 total
• Hotels in Punta Cana for these nights (Dec 3–6, 2026 · 3 nights · 2 adults, 1 room): 3★ Hotel Checkin El Cortecito, $227 total · 4★ whala!urban punta cana, $221 total · 5★ Melia Caribe Beach Resort - All Inclusive, $917 total
• Hotels in Punta Cana for these nights (Dec 4–7, 2026 · 3 nights · 2 adults, 1 room): 3★ Hotel Checkin El Cortecito, $227 total · 4★ whala!urban punta cana, $221 total · 5★ Melia Caribe Beach Resort - All Inclusive, $911 total
• Hotels in Punta Cana for these nights (Dec 5–12, 2026 · 7 nights · 2 adults, 1 room): 3★ Punta Cana Villas Country and Ecolodge, $2,521 total · 4★ whala!urban punta cana, $505 total · 5★ El Beso Adults Only At Ocean El Faro - All Inclusive, $1,890 total
• Hotels in Punta Cana for these nights (Dec 10–13, 2026 · 3 nights · 2 adults, 1 room): 3★ Punta Cana Villas Country and Ecolodge, $1,054 total · 4★ whala!urban punta cana, $219 total · 5★ El Beso Adults Only At Ocean El Faro - All Inclusive, $810 total
• Hotels in Punta Cana for these nights (Dec 11–14, 2026 · 3 nights · 2 adults, 1 room): 3★ Punta Cana Villas Country and Ecolodge, $1,073 total · 4★ whala!urban punta cana, $225 total · 5★ Melia Caribe Beach Resort - All Inclusive, $804 total
• Hotels in Punta Cana for these nights (Dec 12–19, 2026 · 7 nights · 2 adults, 1 room): 3★ Punta Cana Villas Country and Ecolodge, $2,292 total · 4★ whala!urban punta cana, $539 total · 5★ Melia Caribe Beach Resort - All Inclusive, $1,831 total
• Hotels in Punta Cana for these nights (Dec 17–20, 2026 · 3 nights · 2 adults, 1 room): 3★ Punta Cana Villas Country and Ecolodge, $1,031 total · 4★ whala!urban punta cana, $229 total · 5★ El Beso Adults Only At Ocean El Faro - All Inclusive, $810 total
• Hotels in Punta Cana for these nights (Dec 18–21, 2026 · 3 nights · 2 adults, 1 room): 3★ Punta Cana Villas Country and Ecolodge, $1,015 total · 4★ whala!urban punta cana, $227 total · 5★ El Beso Adults Only At Ocean El Faro - All Inclusive, $810 total
• Hotels in Punta Cana for these nights (Dec 19–26, 2026 · 7 nights · 2 adults, 1 room): 3★ Punta Cana Villas Country and Ecolodge, $3,427 total · 4★ whala!urban punta cana, $535 total · 5★ El Beso Adults Only At Ocean El Faro - All Inclusive, $2,550 total
• Hotels in Punta Cana for these nights (Dec 22–27, 2026 · 5 nights · 2 adults, 1 room): 3★ Punta Cana Villas Country and Ecolodge, $3,078 total · 4★ whala!urban punta cana, $385 total · 5★ El Beso Adults Only At Ocean El Faro - All Inclusive, $2,260 total
• Hotels in Punta Cana for these nights (Dec 24–27, 2026 · 3 nights · 2 adults, 1 room): 3★ Punta Cana Villas Country and Ecolodge, $2,111 total · 4★ whala!urban punta cana, $231 total · 5★ El Beso Adults Only At Ocean El Faro - All Inclusive, $1,720 total
• Hotels in Punta Cana for these nights (Dec 25–28, 2026 · 3 nights · 2 adults, 1 room): 3★ Punta Cana Villas Country and Ecolodge · 4★ whala!urban punta cana, $256 total · 5★ El Beso Adults Only At Ocean El Faro - All Inclusive, $1,560 total
• Hotels in Punta Cana for these nights (Dec 26 – Jan 2, 2027 · 7 nights · 2 adults, 1 room): 3★ Punta Cana Villas Country and Ecolodge · 4★ whala!urban punta cana, $689 total · 5★ El Beso Adults Only At Ocean El Faro - All Inclusive, $4,625 total
• Hotels in Punta Cana for these nights (Dec 30 – Jan 2, 2027 · 3 nights · 2 adults, 1 room): 3★ Punta Cana Villas Country and Ecolodge · 4★ whala!urban punta cana, $306 total · 5★ El Beso Adults Only At Ocean El Faro - All Inclusive, $1,900 total
• Hotels in Punta Cana for these nights (Dec 31 – Jan 3, 2027 · 3 nights · 2 adults, 1 room): 3★ Punta Cana Villas Country and Ecolodge, $2,145 total · 4★ whala!urban punta cana, $303 total · 5★ El Beso Adults Only At Ocean El Faro - All Inclusive, $1,750 total
• Hotels in Punta Cana for these nights (Jan 1–4, 2027 · 3 nights · 2 adults, 1 room): 3★ Punta Cana Villas Country and Ecolodge, $1,590 total · 4★ whala!urban punta cana, $295 total · 5★ El Beso Adults Only At Ocean El Faro - All Inclusive, $1,397 total
• Hotels in Punta Cana for these nights (Jan 2–9, 2027 · 7 nights · 2 adults, 1 room): 3★ Punta Cana Villas Country and Ecolodge, $3,074 total · 4★ whala!urban punta cana, $665 total · 5★ Melia Caribe Beach Resort - All Inclusive, $2,736 total
• Hotels in Punta Cana for these nights (Jan 7–10, 2027 · 3 nights · 2 adults, 1 room): 3★ Punta Cana Villas Country and Ecolodge, $1,175 total · 4★ The MT Hotel, $285 total · 5★ Melia Caribe Beach Resort - All Inclusive, $1,208 total
• Hotels in Punta Cana for these nights (Jan 8–11, 2027 · 3 nights · 2 adults, 1 room): 3★ Punta Cana Villas Country and Ecolodge, $1,174 total · 4★ whala!urban punta cana, $288 total · 5★ Melia Caribe Beach Resort - All Inclusive, $1,213 total
• Hotels in Punta Cana for these nights (Jan 9–16, 2027 · 7 nights · 2 adults, 1 room): 3★ Punta Cana Villas Country and Ecolodge, $2,801 total · 4★ The MT Hotel, $645 total · 5★ Melia Caribe Beach Resort - All Inclusive, $2,430 total
• Hotels in Punta Cana for these nights (Jan 14–17, 2027 · 3 nights · 2 adults, 1 room): 3★ Punta Cana Villas Country and Ecolodge, $1,234 total · 4★ The MT Hotel, $274 total · 5★ Melia Caribe Beach Resort - All Inclusive, $1,068 total
• Hotels in Punta Cana for these nights (Jan 15–18, 2027 · 3 nights · 2 adults, 1 room): 3★ Punta Cana Villas Country and Ecolodge, $1,235 total · 4★ The MT Hotel, $280 total · 5★ Melia Caribe Beach Resort - All Inclusive, $986 total
• Hotels in Punta Cana for these nights (Jan 16–23, 2027 · 7 nights · 2 adults, 1 room): 3★ Punta Cana Villas Country and Ecolodge, $2,901 total · 4★ The MT Hotel, $589 total · 5★ Melia Caribe Beach Resort - All Inclusive, $2,311 total
• Hotels in Punta Cana for these nights (Jan 21–24, 2027 · 3 nights · 2 adults, 1 room): 3★ Punta Cana Villas Country and Ecolodge, $1,255 total · 4★ The MT Hotel, $252 total · 5★ Melia Caribe Beach Resort - All Inclusive, $1,164 total
• Hotels in Punta Cana for these nights (Jan 22–25, 2027 · 3 nights · 2 adults, 1 room): 3★ Punta Cana Villas Country and Ecolodge, $1,254 total · 4★ The MT Hotel, $258 total · 5★ Melia Caribe Beach Resort - All Inclusive, $1,192 total
• Hotels in Punta Cana for these nights (Jan 23–30, 2027 · 7 nights · 2 adults, 1 room): 3★ Punta Cana Villas Country and Ecolodge, $2,843 total · 4★ The MT Hotel, $577 total · 5★ Melia Caribe Beach Resort - All Inclusive, $2,430 total
• Hotels in Punta Cana for these nights (Jan 28–31, 2027 · 3 nights · 2 adults, 1 room): 3★ Punta Cana Villas Country and Ecolodge, $1,215 total · 4★ The MT Hotel, $252 total · 5★ Melia Caribe Beach Resort - All Inclusive, $981 total
• Hotels in Punta Cana for these nights (Jan 29 – Feb 1, 2027 · 3 nights · 2 adults, 1 room): 3★ Punta Cana Villas Country and Ecolodge, $1,197 total · 4★ The MT Hotel, $258 total · 5★ Melia Caribe Beach Resort - All Inclusive, $1,018 total
• Hotels in Punta Cana for these nights (Jan 30 – Feb 6, 2027 · 7 nights · 2 adults, 1 room): 3★ Punta Cana Villas Country and Ecolodge, $3,063 total · 4★ The MT Hotel, $599 total · 5★ Melia Caribe Beach Resort - All Inclusive, $2,181 total
• Hotels in Punta Cana for these nights (Feb 4–7, 2027 · 3 nights · 2 adults, 1 room): 3★ Punta Cana Villas Country and Ecolodge, $1,484 total · 4★ The MT Hotel, $264 total · 5★ Melia Caribe Beach Resort - All Inclusive, $850 total
• Hotels in Punta Cana for these nights (Feb 5–8, 2027 · 3 nights · 2 adults, 1 room): 3★ Punta Cana Villas Country and Ecolodge, $1,488 total · 4★ The MT Hotel, $258 total · 5★ Melia Caribe Beach Resort - All Inclusive, $924 total
• Hotels in Punta Cana for these nights (Feb 6–13, 2027 · 7 nights · 2 adults, 1 room): 3★ Punta Cana Villas Country and Ecolodge, $3,256 total · 4★ The MT Hotel, $581 total · 5★ Melia Caribe Beach Resort - All Inclusive, $2,281 total
• Hotels in Punta Cana for these nights (Feb 12–15, 2027 · 3 nights · 2 adults, 1 room): 3★ Punta Cana Villas Country and Ecolodge, $1,397 total · 4★ The MT Hotel, $262 total · 5★ Melia Caribe Beach Resort - All Inclusive, $1,077 total
• Hotels in Punta Cana for these nights (Feb 19–22, 2027 · 3 nights · 2 adults, 1 room): 3★ Punta Cana Villas Country and Ecolodge, $1,363 total · 4★ The MT Hotel, $274 total · 5★ Melia Caribe Beach Resort - All Inclusive, $1,059 total
• Hotels in Punta Cana for these nights (Feb 20–27, 2027 · 7 nights · 2 adults, 1 room): 3★ Punta Cana Villas Country and Ecolodge, $3,168 total · 4★ The MT Hotel, $594 total · 5★ Melia Caribe Beach Resort - All Inclusive, $2,336 total
• Hotels in Punta Cana for these nights (Mar 19–22, 2027 · 3 nights · 2 adults, 1 room): 3★ Punta Cana Villas Country and Ecolodge · 4★ The MT Hotel, $258 total · 5★ Melia Caribe Beach Resort - All Inclusive, $1,056 total
• Hotels in Punta Cana for these nights (Mar 20–27, 2027 · 7 nights · 2 adults, 1 room): 3★ Punta Cana Villas Country and Ecolodge · 4★ The MT Hotel, $582 total · 5★ TRS Turquesa Hotel - Adults Only - All Inclusive, $3,160 total
• Hotels in Punta Cana for these nights (Mar 25–29, 2027 · 4 nights · 2 adults, 1 room): 3★ Punta Cana Villas Country and Ecolodge · 4★ The MT Hotel, $338 total · 5★ TRS Turquesa Hotel - Adults Only - All Inclusive, $1,780 total
• Hotels in Punta Cana for these nights (Apr 16–19, 2027 · 3 nights · 2 adults, 1 room): 3★ Punta Cana Villas Country and Ecolodge, $1,207 total · 4★ whala!urban punta cana, $237 total · 5★ Melia Caribe Beach Resort - All Inclusive, $854 total
• Hotels in Punta Cana for these nights (Apr 17–24, 2027 · 7 nights · 2 adults, 1 room): 3★ Punta Cana Villas Country and Ecolodge, $2,858 total · 4★ whala!urban punta cana, $553 total · 5★ Melia Caribe Beach Resort - All Inclusive, $1,767 total
• Hotels in Punta Cana for these nights (May 14–17, 2027 · 3 nights · 2 adults, 1 room): 3★ Punta Cana Villas Country and Ecolodge · 4★ whala!urban punta cana · 5★ Grand Palladium Palace Resort Spa & Casino - All Inclusive
• Hotels in Punta Cana for these nights (May 15–22, 2027 · 7 nights · 2 adults, 1 room): 3★ Punta Cana Villas Country and Ecolodge · 4★ whala!urban punta cana · 5★ Grand Palladium Palace Resort Spa & Casino - All Inclusive
• Hotels in Punta Cana for these nights (May 28–31, 2027 · 3 nights · 2 adults, 1 room): 3★ Punta Cana Villas Country and Ecolodge · 4★ whala!urban punta cana · 5★ Grand Palladium Palace Resort Spa & Casino - All Inclusive
• Hotels in Punta Cana for these nights (Jun 11–14, 2027 · 3 nights · 2 adults, 1 room): 3★ Punta Cana Villas Country and Ecolodge · 4★ whala!urban punta cana · 5★ Grand Palladium Palace Resort Spa & Casino - All Inclusive
• Hotels in Punta Cana for these nights (Jun 12–19, 2027 · 7 nights · 2 adults, 1 room): 3★ Punta Cana Villas Country and Ecolodge · 4★ whala!urban punta cana · 5★ Grand Palladium Palace Resort Spa & Casino - All Inclusive
• Hotels in Punta Cana for these nights (Jul 2–6, 2027 · 4 nights · 2 adults, 1 room): 3★ Punta Cana Villas Country and Ecolodge · 4★ whala!urban punta cana · 5★ Grand Palladium Palace Resort Spa & Casino - All Inclusive
• Hotels in Punta Cana for these nights (Jul 9–12, 2027 · 3 nights · 2 adults, 1 room): 3★ Punta Cana Villas Country and Ecolodge · 4★ whala!urban punta cana · 5★ Grand Palladium Palace Resort Spa & Casino - All Inclusive
• Hotels in Punta Cana for these nights (Jul 10–17, 2027 · 7 nights · 2 adults, 1 room): 3★ Punta Cana Villas Country and Ecolodge · 4★ whala!urban punta cana · 5★ Grand Palladium Palace Resort Spa & Casino - All Inclusive
• Hotels in Punta Cana for these nights (Aug 6–9, 2027 · 3 nights · 2 adults, 1 room): 3★ Punta Cana Villas Country and Ecolodge · 4★ whala!urban punta cana · 5★ Grand Palladium Palace Resort Spa & Casino - All Inclusive
• Hotels in Punta Cana for these nights (Aug 7–14, 2027 · 7 nights · 2 adults, 1 room): 3★ Punta Cana Villas Country and Ecolodge · 4★ whala!urban punta cana · 5★ Grand Palladium Palace Resort Spa & Casino - All Inclusive
• Hotels in Punta Cana for these nights (Sep 3–6, 2027 · 3 nights · 2 adults, 1 room): 3★ Punta Cana Villas Country and Ecolodge · 4★ whala!urban punta cana · 5★ Grand Palladium Palace Resort Spa & Casino - All Inclusive
• Hotels in Punta Cana for these nights (Sep 4–11, 2027 · 7 nights · 2 adults, 1 room): 3★ Punta Cana Villas Country and Ecolodge · 4★ whala!urban punta cana · 5★ Grand Palladium Palace Resort Spa & Casino - All Inclusive
• Hotels in Punta Cana for these nights (Sep 24–27, 2027 · 3 nights · 2 adults, 1 room): 3★ Punta Cana Villas Country and Ecolodge · 4★ whala!urban punta cana · 5★ Grand Palladium Palace Resort Spa & Casino - All Inclusive
• Hotels in Punta Cana for these nights (Sep 25 – Oct 2, 2027 · 7 nights · 2 adults, 1 room): 3★ Punta Cana Villas Country and Ecolodge · 4★ whala!urban punta cana · 5★ Grand Palladium Palace Resort Spa & Casino - All Inclusive

All hotels in Punta Cana

Route overview: Milwaukee to Punta Cana (PUJ) flight deals

2026-11-19 → 2026-11-22 · Axel-exclusive $599.50

• Southwest Airlines WN3939 / WN811: MKE 2026-11-19 06:35:00 → PUJ 2026-11-19 16:00:00; 1 stop(s) via BWI; 445 minutes. Local airport times.
  • WN3939: MKE 2026-11-19 06:35:00 → BWI 2026-11-19 09:30:00; layover at BWI: 100 minutes.
  • WN811: BWI 2026-11-19 11:10:00 → PUJ 2026-11-19 16:00:00.
• Southwest Airlines WN812 / WN1088: PUJ 2026-11-22 16:10:00 → MKE 2026-11-23 00:20:00; 1 stop(s) via BWI; 610 minutes. Local airport times.
  • WN812: PUJ 2026-11-22 16:10:00 → BWI 2026-11-22 19:20:00; layover at BWI: 235 minutes.
  • WN1088: BWI 2026-11-22 23:15:00 → MKE 2026-11-23 00:20:00.

2026-11-19 → 2026-11-22 · Axel-exclusive $639.50

• Delta Air Lines DL4074 / DL1979: MKE 2026-11-19 06:24:00 → PUJ 2026-11-19 17:30:00; 1 stop(s) via MSP; 546 minutes. Local airport times.
  • DL4074: MKE 2026-11-19 06:24:00 → MSP 2026-11-19 07:56:00; layover at MSP: 139 minutes.
  • DL1979: MSP 2026-11-19 10:15:00 → PUJ 2026-11-19 17:30:00.
• Southwest Airlines WN812 / WN1088: PUJ 2026-11-22 16:10:00 → MKE 2026-11-23 00:20:00; 1 stop(s) via BWI; 610 minutes. Local airport times.
  • WN812: PUJ 2026-11-22 16:10:00 → BWI 2026-11-22 19:20:00; layover at BWI: 235 minutes.
  • WN1088: BWI 2026-11-22 23:15:00 → MKE 2026-11-23 00:20:00.

2026-11-24 · one way · Axel-exclusive $336.30

• Southwest Airlines WN3939 / WN811: MKE 2026-11-24 06:35:00 → PUJ 2026-11-24 16:00:00; 1 stop(s) via BWI; 445 minutes. Local airport times.
  • WN3939: MKE 2026-11-24 06:35:00 → BWI 2026-11-24 09:30:00; layover at BWI: 100 minutes.
  • WN811: BWI 2026-11-24 11:10:00 → PUJ 2026-11-24 16:00:00.

2026-11-24 · one way · Axel-exclusive $359.90

• American Airlines AA1479 / AA1625: MKE 2026-11-24 07:17:00 → PUJ 2026-11-24 16:21:00; 1 stop(s) via CLT; 424 minutes. Local airport times.
  • AA1479: MKE 2026-11-24 07:17:00 → CLT 2026-11-24 10:30:00; layover at CLT: 81 minutes.
  • AA1625: CLT 2026-11-24 11:51:00 → PUJ 2026-11-24 16:21:00.

2026-11-28 → 2026-12-05 · Axel-exclusive $599.50

• Southwest Airlines WN3939 / WN811: MKE 2026-11-28 06:35:00 → PUJ 2026-11-28 16:00:00; 1 stop(s) via BWI; 445 minutes. Local airport times.
  • WN3939: MKE 2026-11-28 06:35:00 → BWI 2026-11-28 09:30:00; layover at BWI: 100 minutes.
  • WN811: BWI 2026-11-28 11:10:00 → PUJ 2026-11-28 16:00:00.
• Southwest Airlines WN783 / WN2814: PUJ 2026-12-05 13:50:00 → MKE 2026-12-05 21:05:00; 1 stop(s) via MCO; 555 minutes. Local airport times.
  • WN783: PUJ 2026-12-05 13:50:00 → MCO 2026-12-05 15:40:00; layover at MCO: 205 minutes.
  • WN2814: MCO 2026-12-05 19:05:00 → MKE 2026-12-05 21:05:00.

2026-11-28 → 2026-12-05 · Axel-exclusive $643.10

• American Airlines AA4365 / AA539: MKE 2026-11-28 06:29:00 → PUJ 2026-11-28 18:13:00; 1 stop(s) via MIA; 584 minutes. Local airport times.
  • AA4365: MKE 2026-11-28 06:29:00 → MIA 2026-11-28 11:10:00; layover at MIA: 216 minutes.
  • AA539: MIA 2026-11-28 14:46:00 → PUJ 2026-11-28 18:13:00.
• American Airlines AA667 / AA4045: PUJ 2026-12-05 15:48:00 → MKE 2026-12-05 23:59:00; 1 stop(s) via MIA; 611 minutes. Local airport times.
  • AA667: PUJ 2026-12-05 15:48:00 → MIA 2026-12-05 17:33:00; layover at MIA: 228 minutes.
  • AA4045: MIA 2026-12-05 21:21:00 → MKE 2026-12-05 23:59:00.

2026-12-12 → 2026-12-19 · Axel-exclusive $646.25

• Southwest Airlines WN3939 / WN811: MKE 2026-12-12 06:35:00 → PUJ 2026-12-12 16:00:00; 1 stop(s) via BWI; 445 minutes. Local airport times.
  • WN3939: MKE 2026-12-12 06:35:00 → BWI 2026-12-12 09:30:00; layover at BWI: 100 minutes.
  • WN811: BWI 2026-12-12 11:10:00 → PUJ 2026-12-12 16:00:00.
• Southwest Airlines WN783 / WN2814: PUJ 2026-12-19 13:50:00 → MKE 2026-12-19 21:05:00; 1 stop(s) via MCO; 555 minutes. Local airport times.
  • WN783: PUJ 2026-12-19 13:50:00 → MCO 2026-12-19 15:40:00; layover at MCO: 205 minutes.
  • WN2814: MCO 2026-12-19 19:05:00 → MKE 2026-12-19 21:05:00.

2026-12-12 → 2026-12-19 · Axel-exclusive $693.25

• American Airlines AA4365 / AA539: MKE 2026-12-12 06:29:00 → PUJ 2026-12-12 18:13:00; 1 stop(s) via MIA; 584 minutes. Local airport times.
  • AA4365: MKE 2026-12-12 06:29:00 → MIA 2026-12-12 11:10:00; layover at MIA: 216 minutes.
  • AA539: MIA 2026-12-12 14:46:00 → PUJ 2026-12-12 18:13:00.
• American Airlines AA667 / AA4045: PUJ 2026-12-19 15:48:00 → MKE 2026-12-19 23:59:00; 1 stop(s) via MIA; 611 minutes. Local airport times.
  • AA667: PUJ 2026-12-19 15:48:00 → MIA 2026-12-19 17:33:00; layover at MIA: 228 minutes.
  • AA4045: MIA 2026-12-19 21:21:00 → MKE 2026-12-19 23:59:00.

2026-12-25 → 2026-12-28 · Axel-exclusive $742.50

• Southwest Airlines WN3939 / WN811: MKE 2026-12-25 06:35:00 → PUJ 2026-12-25 16:00:00; 1 stop(s) via BWI; 445 minutes. Local airport times.
  • WN3939: MKE 2026-12-25 06:35:00 → BWI 2026-12-25 09:30:00; layover at BWI: 100 minutes.
  • WN811: BWI 2026-12-25 11:10:00 → PUJ 2026-12-25 16:00:00.
• Southwest Airlines WN783 / WN2814: PUJ 2026-12-28 13:50:00 → MKE 2026-12-28 21:05:00; 1 stop(s) via MCO; 555 minutes. Local airport times.
  • WN783: PUJ 2026-12-28 13:50:00 → MCO 2026-12-28 15:40:00; layover at MCO: 205 minutes.
  • WN2814: MCO 2026-12-28 19:05:00 → MKE 2026-12-28 21:05:00.

2026-12-25 → 2026-12-28 · Axel-exclusive $796.50

• American Airlines AA4365 / AA539: MKE 2026-12-25 06:29:00 → PUJ 2026-12-25 18:13:00; 1 stop(s) via MIA; 584 minutes. Local airport times.
  • AA4365: MKE 2026-12-25 06:29:00 → MIA 2026-12-25 11:10:00; layover at MIA: 216 minutes.
  • AA539: MIA 2026-12-25 14:46:00 → PUJ 2026-12-25 18:13:00.
• American Airlines AA667 / AA4045: PUJ 2026-12-28 15:48:00 → MKE 2026-12-28 23:59:00; 1 stop(s) via MIA; 611 minutes. Local airport times.
  • AA667: PUJ 2026-12-28 15:48:00 → MIA 2026-12-28 17:33:00; layover at MIA: 228 minutes.
  • AA4045: MIA 2026-12-28 21:21:00 → MKE 2026-12-28 23:59:00.

2027-01-07 → 2027-01-10 · Axel-exclusive $550.00

• Southwest Airlines WN3939 / WN811: MKE 2027-01-07 06:35:00 → PUJ 2027-01-07 16:00:00; 1 stop(s) via BWI; 445 minutes. Local airport times.
  • WN3939: MKE 2027-01-07 06:35:00 → BWI 2027-01-07 09:30:00; layover at BWI: 100 minutes.
  • WN811: BWI 2027-01-07 11:10:00 → PUJ 2027-01-07 16:00:00.
• Southwest Airlines WN812 / WN1088: PUJ 2027-01-10 16:10:00 → MKE 2027-01-11 00:20:00; 1 stop(s) via BWI; 610 minutes. Local airport times.
  • WN812: PUJ 2027-01-10 16:10:00 → BWI 2027-01-10 19:20:00; layover at BWI: 235 minutes.
  • WN1088: BWI 2027-01-10 23:15:00 → MKE 2027-01-11 00:20:00.

2027-01-07 → 2027-01-10 · Axel-exclusive $590.00

• Delta Air Lines DL1221 / DL1990: MKE 2027-01-07 05:30:00 → PUJ 2027-01-07 16:49:00; 1 stop(s) via ATL; 559 minutes. Local airport times.
  • DL1221: MKE 2027-01-07 05:30:00 → ATL 2027-01-07 08:39:00; layover at ATL: 227 minutes.
  • DL1990: ATL 2027-01-07 12:26:00 → PUJ 2027-01-07 16:49:00.
• Southwest Airlines WN812 / WN1088: PUJ 2027-01-10 16:10:00 → MKE 2027-01-11 00:20:00; 1 stop(s) via BWI; 610 minutes. Local airport times.
  • WN812: PUJ 2027-01-10 16:10:00 → BWI 2027-01-10 19:20:00; layover at BWI: 235 minutes.
  • WN1088: BWI 2027-01-10 23:15:00 → MKE 2027-01-11 00:20:00.

2027-01-21 → 2027-01-24 · Axel-exclusive $550.00

• Southwest Airlines WN3939 / WN811: MKE 2027-01-21 06:35:00 → PUJ 2027-01-21 16:00:00; 1 stop(s) via BWI; 445 minutes. Local airport times.
  • WN3939: MKE 2027-01-21 06:35:00 → BWI 2027-01-21 09:30:00; layover at BWI: 100 minutes.
  • WN811: BWI 2027-01-21 11:10:00 → PUJ 2027-01-21 16:00:00.
• Southwest Airlines WN812 / WN1088: PUJ 2027-01-24 16:10:00 → MKE 2027-01-25 00:20:00; 1 stop(s) via BWI; 610 minutes. Local airport times.
  • WN812: PUJ 2027-01-24 16:10:00 → BWI 2027-01-24 19:20:00; layover at BWI: 235 minutes.
  • WN1088: BWI 2027-01-24 23:15:00 → MKE 2027-01-25 00:20:00.

2027-01-21 → 2027-01-24 · Axel-exclusive $590.00

• Delta Air Lines DL1221 / DL1990: MKE 2027-01-21 05:30:00 → PUJ 2027-01-21 16:49:00; 1 stop(s) via ATL; 559 minutes. Local airport times.
  • DL1221: MKE 2027-01-21 05:30:00 → ATL 2027-01-21 08:39:00; layover at ATL: 227 minutes.
  • DL1990: ATL 2027-01-21 12:26:00 → PUJ 2027-01-21 16:49:00.
• Southwest Airlines WN812 / WN1088: PUJ 2027-01-24 16:10:00 → MKE 2027-01-25 00:20:00; 1 stop(s) via BWI; 610 minutes. Local airport times.
  • WN812: PUJ 2027-01-24 16:10:00 → BWI 2027-01-24 19:20:00; layover at BWI: 235 minutes.
  • WN1088: BWI 2027-01-24 23:15:00 → MKE 2027-01-25 00:20:00.

2027-02-04 → 2027-02-07 · Axel-exclusive $566.50

• Southwest Airlines WN3939 / WN811: MKE 2027-02-04 06:35:00 → PUJ 2027-02-04 16:00:00; 1 stop(s) via BWI; 445 minutes. Local airport times.
  • WN3939: MKE 2027-02-04 06:35:00 → BWI 2027-02-04 09:30:00; layover at BWI: 100 minutes.
  • WN811: BWI 2027-02-04 11:10:00 → PUJ 2027-02-04 16:00:00.
• Southwest Airlines WN812 / WN1088: PUJ 2027-02-07 16:10:00 → MKE 2027-02-08 00:20:00; 1 stop(s) via BWI; 610 minutes. Local airport times.
  • WN812: PUJ 2027-02-07 16:10:00 → BWI 2027-02-07 19:20:00; layover at BWI: 235 minutes.
  • WN1088: BWI 2027-02-07 23:15:00 → MKE 2027-02-08 00:20:00.

2027-02-04 → 2027-02-07 · Axel-exclusive $607.70

• Delta Air Lines DL1221 / DL1990: MKE 2027-02-04 05:30:00 → PUJ 2027-02-04 16:49:00; 1 stop(s) via ATL; 559 minutes. Local airport times.
  • DL1221: MKE 2027-02-04 05:30:00 → ATL 2027-02-04 08:39:00; layover at ATL: 227 minutes.
  • DL1990: ATL 2027-02-04 12:26:00 → PUJ 2027-02-04 16:49:00.
• Southwest Airlines WN812 / WN1088: PUJ 2027-02-07 16:10:00 → MKE 2027-02-08 00:20:00; 1 stop(s) via BWI; 610 minutes. Local airport times.
  • WN812: PUJ 2027-02-07 16:10:00 → BWI 2027-02-07 19:20:00; layover at BWI: 235 minutes.
  • WN1088: BWI 2027-02-07 23:15:00 → MKE 2027-02-08 00:20:00.

2027-03-19 → 2027-03-22 · Axel-exclusive $643.50

• Southwest Airlines WN3939 / WN811: MKE 2027-03-19 06:35:00 → PUJ 2027-03-19 15:00:00; 1 stop(s) via BWI; 445 minutes. Local airport times.
  • WN3939: MKE 2027-03-19 06:35:00 → BWI 2027-03-19 09:30:00; layover at BWI: 100 minutes.
  • WN811: BWI 2027-03-19 11:10:00 → PUJ 2027-03-19 15:00:00.
• Southwest Airlines WN783 / WN2814: PUJ 2027-03-22 13:50:00 → MKE 2027-03-22 22:05:00; 1 stop(s) via MCO; 555 minutes. Local airport times.
  • WN783: PUJ 2027-03-22 13:50:00 → MCO 2027-03-22 16:40:00; layover at MCO: 205 minutes.
  • WN2814: MCO 2027-03-22 20:05:00 → MKE 2027-03-22 22:05:00.

2027-03-19 → 2027-03-22 · Axel-exclusive $685.10

• Delta Air Lines DL4074 / DL1979: MKE 2027-03-19 06:24:00 → PUJ 2027-03-19 16:30:00; 1 stop(s) via MSP; 546 minutes. Local airport times.
  • DL4074: MKE 2027-03-19 06:24:00 → MSP 2027-03-19 07:56:00; layover at MSP: 139 minutes.
  • DL1979: MSP 2027-03-19 10:15:00 → PUJ 2027-03-19 16:30:00.
• Southwest Airlines WN783 / WN2814: PUJ 2027-03-22 13:50:00 → MKE 2027-03-22 22:05:00; 1 stop(s) via MCO; 555 minutes. Local airport times.
  • WN783: PUJ 2027-03-22 13:50:00 → MCO 2027-03-22 16:40:00; layover at MCO: 205 minutes.
  • WN2814: MCO 2027-03-22 20:05:00 → MKE 2027-03-22 22:05:00.

2027-05-15 → 2027-05-22 · Axel-exclusive $480.00

• Southwest Airlines WN3939 / WN811: MKE 2027-05-15 06:35:00 → PUJ 2027-05-15 15:00:00; 1 stop(s) via BWI; 445 minutes. Local airport times.
  • WN3939: MKE 2027-05-15 06:35:00 → BWI 2027-05-15 09:30:00; layover at BWI: 100 minutes.
  • WN811: BWI 2027-05-15 11:10:00 → PUJ 2027-05-15 15:00:00.
• Southwest Airlines WN783 / WN2814: PUJ 2027-05-22 13:50:00 → MKE 2027-05-22 22:05:00; 1 stop(s) via MCO; 555 minutes. Local airport times.
  • WN783: PUJ 2027-05-22 13:50:00 → MCO 2027-05-22 16:40:00; layover at MCO: 205 minutes.
  • WN2814: MCO 2027-05-22 20:05:00 → MKE 2027-05-22 22:05:00.

2027-05-15 → 2027-05-22 · Axel-exclusive $518.40

• American Airlines AA4365 / AA539: MKE 2027-05-15 06:29:00 → PUJ 2027-05-15 17:13:00; 1 stop(s) via MIA; 584 minutes. Local airport times.
  • AA4365: MKE 2027-05-15 06:29:00 → MIA 2027-05-15 11:10:00; layover at MIA: 216 minutes.
  • AA539: MIA 2027-05-15 14:46:00 → PUJ 2027-05-15 17:13:00.
• American Airlines AA667 / AA4045: PUJ 2027-05-22 15:48:00 → MKE 2027-05-23 00:59:00; 1 stop(s) via MIA; 611 minutes. Local airport times.
  • AA667: PUJ 2027-05-22 15:48:00 → MIA 2027-05-22 18:33:00; layover at MIA: 228 minutes.
  • AA4045: MIA 2027-05-22 22:21:00 → MKE 2027-05-23 00:59:00.

2027-07-10 → 2027-07-17 · Axel-exclusive $510.00

• Southwest Airlines WN3939 / WN811: MKE 2027-07-10 06:35:00 → PUJ 2027-07-10 15:00:00; 1 stop(s) via BWI; 445 minutes. Local airport times.
  • WN3939: MKE 2027-07-10 06:35:00 → BWI 2027-07-10 09:30:00; layover at BWI: 100 minutes.
  • WN811: BWI 2027-07-10 11:10:00 → PUJ 2027-07-10 15:00:00.
• Southwest Airlines WN783 / WN2814: PUJ 2027-07-17 13:50:00 → MKE 2027-07-17 22:05:00; 1 stop(s) via MCO; 555 minutes. Local airport times.
  • WN783: PUJ 2027-07-17 13:50:00 → MCO 2027-07-17 16:40:00; layover at MCO: 205 minutes.
  • WN2814: MCO 2027-07-17 20:05:00 → MKE 2027-07-17 22:05:00.

2027-07-10 → 2027-07-17 · Axel-exclusive $550.80

• American Airlines AA4365 / AA539: MKE 2027-07-10 06:29:00 → PUJ 2027-07-10 17:13:00; 1 stop(s) via MIA; 584 minutes. Local airport times.
  • AA4365: MKE 2027-07-10 06:29:00 → MIA 2027-07-10 11:10:00; layover at MIA: 216 minutes.
  • AA539: MIA 2027-07-10 14:46:00 → PUJ 2027-07-10 17:13:00.
• American Airlines AA667 / AA4045: PUJ 2027-07-17 15:48:00 → MKE 2027-07-18 00:59:00; 1 stop(s) via MIA; 611 minutes. Local airport times.
  • AA667: PUJ 2027-07-17 15:48:00 → MIA 2027-07-17 18:33:00; layover at MIA: 228 minutes.
  • AA4045: MIA 2027-07-17 22:21:00 → MKE 2027-07-18 00:59:00.

2027-09-25 → 2027-10-02 · Axel-exclusive $457.50

• Southwest Airlines WN3939 / WN811: MKE 2027-09-25 06:35:00 → PUJ 2027-09-25 15:00:00; 1 stop(s) via BWI; 445 minutes. Local airport times.
  • WN3939: MKE 2027-09-25 06:35:00 → BWI 2027-09-25 09:30:00; layover at BWI: 100 minutes.
  • WN811: BWI 2027-09-25 11:10:00 → PUJ 2027-09-25 15:00:00.
• Southwest Airlines WN783 / WN2814: PUJ 2027-10-02 13:50:00 → MKE 2027-10-02 22:05:00; 1 stop(s) via MCO; 555 minutes. Local airport times.
  • WN783: PUJ 2027-10-02 13:50:00 → MCO 2027-10-02 16:40:00; layover at MCO: 205 minutes.
  • WN2814: MCO 2027-10-02 20:05:00 → MKE 2027-10-02 22:05:00.

2027-09-25 → 2027-10-02 · Axel-exclusive $493.50

• Delta Air Lines DL1221 / DL1990: MKE 2027-09-25 05:30:00 → PUJ 2027-09-25 15:49:00; 1 stop(s) via ATL; 559 minutes. Local airport times.
  • DL1221: MKE 2027-09-25 05:30:00 → ATL 2027-09-25 08:39:00; layover at ATL: 227 minutes.
  • DL1990: ATL 2027-09-25 12:26:00 → PUJ 2027-09-25 15:49:00.
• Southwest Airlines WN783 / WN2814: PUJ 2027-10-02 13:50:00 → MKE 2027-10-02 22:05:00; 1 stop(s) via MCO; 555 minutes. Local airport times.
  • WN783: PUJ 2027-10-02 13:50:00 → MCO 2027-10-02 16:40:00; layover at MCO: 205 minutes.
  • WN2814: MCO 2027-10-02 20:05:00 → MKE 2027-10-02 22:05:00.

More dates for this route

• Nov 19, 2026 · Return options
• Nov 27, 2026 · Return options
• Dec 8, 2026 · Return options
• Dec 19, 2026 · Return options
• Dec 29, 2026 · Return options
• Jan 8, 2027 · Return options
• Jan 19, 2027 · Return options
• Jan 30, 2027 · Return options
• Feb 19, 2027 · Return options
• May 14, 2027 · Return options
• Jul 9, 2027 · Return options
• Sep 25, 2027 · Return options
• Hotels in Punta Cana with Axel

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• Hawaii: for Christmas · for Thanksgiving · for spring break · for Presidents' Day weekend · in summer · for 4 days · for 5 days · for a week · for 10 days
• Mexico: for Christmas · for Thanksgiving · for spring break · for Presidents' Day weekend · for MLK weekend · in winter · in February · for 4 days · for 5 days · for a week
• The Caribbean: for Christmas · for spring break · in winter · in February · for 4 days · for 5 days · for a week
• Costa Rica: for Christmas · for spring break · in winter · for a week · for 10 days
• Central America: for Christmas · for spring break · in winter · for a week · for 10 days
• Europe: in summer · in May · in September · in December · for spring break · for Christmas · for a week · for 10 days · for two weeks
• Italy: in summer · in May · in June · in September · for Christmas · for a week · for 10 days · for two weeks
• Spain: in summer · in May · in September · for spring break · for a week · for 10 days
• Greece: in summer · in May · in June · in September · for a week · for 10 days · for two weeks
• Portugal: in summer · in May · in September · in winter · for 4 days · for a week · for 10 days
• Croatia: in summer · in June · in September · for a week · for 10 days
• Iceland: in summer · in winter · in September · for 4 days · for a week
• Scandinavia: in summer · in winter · in September · for 4 days · for a week · for 10 days
• Eastern Europe: in summer · in May · in September · in December · for a week · for 10 days
• England: in spring · in summer · in fall · for Christmas · for 4 days · for a week · for 10 days
• Scotland: in summer · in fall · for 4 days · for a week
• Ireland: in spring · in summer · in fall · for Christmas · for 4 days · for a week · for 10 days
• Japan: in April · in November · in winter · in summer · for a week · for 10 days · for two weeks
• Asia: in spring · in fall · in winter · for a week · for 10 days · for two weeks
• Southeast Asia: in winter · in November · in January · in February · for 10 days · for two weeks · for three weeks · for a month
• Thailand: in winter · in November · in January · in February · for 10 days · for two weeks · for three weeks
• Vietnam: in winter · in November · in February · in spring · for 10 days · for two weeks
• Bali: in summer · in winter · for 10 days · for two weeks · for a month
• India: in winter · in December · for two weeks · for a month
• Australia: in December · in January · in February · in September · for two weeks · for three weeks · for a month
• New Zealand: in December · in January · in February · for two weeks · for three weeks
• South America: in January · in February · in winter · for 10 days · for two weeks
• Colombia: in winter · in spring · for a week · for 10 days
• Peru: in summer · in May · in September · for 10 days · for two weeks
• The Middle East: in winter · for a week · for 10 days
• Turkey: in spring · in summer · in fall · for a week · for 10 days
• Africa: in winter · in fall · for 10 days · for two weeks
• South Africa: in winter · in fall · for 10 days · for two weeks
• Morocco: in spring · in fall · in winter · for a week · for 10 days
• Egypt: in winter · in fall · in spring · for a week · for 10 days
• Canada: in summer · in winter · in fall · for 3 days · for 4 days · for a week
• Florida: for spring break · for Christmas · for Thanksgiving · in winter · for 4 days · for 5 days · for a week
• California: for spring break · in summer · in winter · for 3 days · for 4 days · for a week
• The Pacific Northwest: in summer · in fall · for 3 days · for 4 days · for a week
• Alaska: in summer · in June · in July · in August · for 5 days · for a week · for 10 days
• The Southwest: in spring · in fall · in winter · for spring break · for 3 days · for 4 days · for a week
• Arizona: in spring · in fall · in winter · for spring break · for 3 days · for 4 days · for a week
• Utah: in winter · for Presidents' Day weekend · for MLK weekend · in spring · in summer · for 4 days · for a week
• The Rockies: in summer · in winter · for Presidents' Day weekend · for MLK weekend · for spring break · for 4 days · for a week
• Colorado: in summer · in winter · for Presidents' Day weekend · for MLK weekend · for spring break · for 4 days · for a week
• Montana and Wyoming: in summer · in winter · for a week · for 10 days
• Texas: in spring · in fall · for 3 days · for 4 days
• The Northeast: in fall · in summer · for Thanksgiving · for Christmas · for spring break · for 3 days · for 4 days · for a week
• New England: in fall · in summer · for 3 days · for 4 days · for a week
• The Southeast: in spring · in fall · for 3 days · for 4 days
• Anywhere: for Thanksgiving · for Christmas · for MLK weekend · for Presidents' Day weekend · for spring break · for Easter weekend · for Memorial Day weekend · for July 4th weekend · for Labor Day weekend · in November · in December · in January · in February · in March · in April · in May · in June · in July · in August · in September · for 4 days · for a week · for two weeks

The Caribbean for Presidents' Day weekend from other cities

About these places

Facts checked October 27, 2026. Sources: OPM: federal holidays 2026 and 2027

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Hotels in Punta Cana with Axel

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Where to stay: Where to stay in Punta Cana: the 7 best neighborhoods, ranked · Punta Cana hotels where a family of four can share one room

Hotel details in Punta Cana: Zel Punta Cana, All Suites - All inclusive 5★ from $270 a night in the next 30 days · TRS Turquesa Hotel - Adults Only - All Inclusive 5★ · JOIA Bávaro by Iberostar - Adults Only - All Inclusive 5★ · Hyatt Zilara Cap Cana ‐ Adults Only ‐ All Inclusive 5★ from $643 a night in the next 30 days · The Westin® Puntacana Resort 4★ · All 100 hotels in Punta Cana

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• This page: Flights from Milwaukee to the Caribbean for Presidents' Day weekend. Round-trip fares from Milwaukee to the Caribbean for Presidents' Day weekend: Punta Cana, Montego Bay, Nassau, Aruba, San Juan and Grand Cayman Island and more, priced for Presidents' Day weekend 2027 (Feb 12 to 16). The cheapest saved fare for each destination, and a link to search your own dates.
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