Example one-way total $244 · 1 adult · Taxes included
Chicago (MDW) to Punta Cana (PUJ), May 29, 2027: round trips from $444, one way from $244
Chicago (MDW) to Punta Cana (PUJ), May 29, 2027: round trips from $444, one way from $244 on Axel, checked Nov 13, 2026. Lowest published fares: $444 round trip, Axel-exclusive, Southwest Airlines, 1 stop, May 29, 2027 – Jun 6, 2027; $244 one way, Axel-exclusive, Southwest Airlines, 1 stop, May 29, 2027; 1 adult, economy, checked Nov 13, 2026.
30 flight options · 2 airlines
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One-way flights and round trips by duration. Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.
May 2027
Hotels for these nights (May 29–30, 2027 · 1 night · 2 adults, 1 room): 3★ Hotel Checkin El Cortecito $58 a night · 4★ whala!urban punta cana $69 a night · 5★ Melia Caribe Beach Resort - All Inclusive $304 a night
Hotels for these nights (May 29–31, 2027 · 2 nights · 2 adults, 1 room): 3★ Hotel Checkin El Cortecito $58 a night, $116 for 2 nights · 4★ whala!urban punta cana $69 a night, $138 for 2 nights · 5★ Melia Caribe Beach Resort - All Inclusive $252 a night, $503 for 2 nights
Hotels for these nights (May 29 – Jun 1, 2027 · 3 nights · 2 adults, 1 room): 3★ Hotel Checkin El Cortecito $58 a night, $174 for 3 nights · 4★ whala!urban punta cana $69 a night, $207 for 3 nights · 5★ Melia Caribe Beach Resort - All Inclusive $234 a night, $702 for 3 nights
Hotels for these nights (May 29 – Jun 2, 2027 · 4 nights · 2 adults, 1 room): 3★ Hotel Checkin El Cortecito $58 a night, $232 for 4 nights · 4★ whala!urban punta cana $69 a night, $276 for 4 nights · 5★ Melia Caribe Beach Resort - All Inclusive $225 a night, $898 for 4 nights
Hotels for these nights (May 29 – Jun 3, 2027 · 5 nights · 2 adults, 1 room): 3★ Hotel Checkin El Cortecito $58 a night, $290 for 5 nights · 4★ whala!urban punta cana $69 a night, $345 for 5 nights · 5★ Melia Caribe Beach Resort - All Inclusive $219 a night, $1,094 for 5 nights
Hotels for these nights (May 29 – Jun 4, 2027 · 6 nights · 2 adults, 1 room): 3★ Hotel Checkin El Cortecito $58 a night, $348 for 6 nights · 4★ whala!urban punta cana $69 a night, $414 for 6 nights · 5★ Melia Caribe Beach Resort - All Inclusive $219 a night, $1,314 for 6 nights
Hotels for these nights (May 29 – Jun 5, 2027 · 7 nights · 2 adults, 1 room): 3★ Hotel Checkin El Cortecito $59 a night, $414 for 7 nights · 4★ whala!urban punta cana $69 a night, $483 for 7 nights · 5★ Melia Caribe Beach Resort - All Inclusive $230 a night, $1,608 for 7 nights
Hotels for these nights (May 29 – Jun 6, 2027 · 8 nights · 2 adults, 1 room): 3★ Hotel Checkin El Cortecito $60 a night, $476 for 8 nights · 4★ whala!urban punta cana $69 a night, $552 for 8 nights · 5★ Melia Caribe Beach Resort - All Inclusive $238 a night, $1,901 for 8 nights
Hotels for these nights (May 29 – Jun 7, 2027 · 9 nights · 2 adults, 1 room): 3★ Hotel Checkin El Cortecito $59 a night, $534 for 9 nights · 4★ whala!urban punta cana $69 a night, $621 for 9 nights · 5★ Melia Caribe Beach Resort - All Inclusive $233 a night, $2,097 for 9 nights
Hotels for these nights (May 29 – Jun 8, 2027 · 10 nights · 2 adults, 1 room): 3★ Hotel Checkin El Cortecito $59 a night, $592 for 10 nights · 4★ whala!urban punta cana $69 a night, $690 for 10 nights · 5★ Melia Caribe Beach Resort - All Inclusive $229 a night, $2,293 for 10 nights
Hotels for these nights (May 29 – Jun 9, 2027 · 11 nights · 2 adults, 1 room): 3★ Hotel Checkin El Cortecito $59 a night, $650 for 11 nights · 4★ whala!urban punta cana $69 a night, $759 for 11 nights · 5★ Melia Caribe Beach Resort - All Inclusive $226 a night, $2,489 for 11 nights
Hotels for these nights (May 29 – Jun 10, 2027 · 12 nights · 2 adults, 1 room): 3★ Hotel Checkin El Cortecito $59 a night, $708 for 12 nights · 4★ whala!urban punta cana $69 a night, $828 for 12 nights · 5★ Melia Caribe Beach Resort - All Inclusive $224 a night, $2,685 for 12 nights
Hotels for these nights (May 29 – Jun 11, 2027 · 13 nights · 2 adults, 1 room): 3★ Hotel Checkin El Cortecito $59 a night, $766 for 13 nights · 4★ whala!urban punta cana $69 a night, $897 for 13 nights · 5★ Melia Caribe Beach Resort - All Inclusive $222 a night, $2,881 for 13 nights
Hotels for these nights (May 29 – Jun 12, 2027 · 14 nights · 2 adults, 1 room): 3★ Hotel Checkin El Cortecito $59 a night, $824 for 14 nights · 4★ whala!urban punta cana $69 a night, $966 for 14 nights · 5★ Melia Caribe Beach Resort - All Inclusive $227 a night, $3,171 for 14 nights
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Chicago (MDW) to Punta Cana (PUJ), May 29, 2027: round trips from $444, one way from $244 on Axel, checked Nov 13, 2026. Lowest published fares: $444 round trip, Axel-exclusive, Southwest Airlines, 1 stop, May 29, 2027 – Jun 6, 2027; $244 one way, Axel-exclusive, Southwest Airlines, 1 stop, May 29, 2027; 1 adult, economy, checked Nov 13, 2026. Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.
Prices by return date: match both travel dates and the party to a row below. Each total is for that exact trip, labelled with the check date shown.
Date links open published trip details for exploration. Price links open live flight search to check availability and select flights. For a price comparison, use the amounts and check dates already shown here.
| Exact travel dates | Airline | Flights | Times, duration, stops | Total price | Price checked |
|---|---|---|---|---|---|
| 2027-05-29 · one way | Southwest Airlines | WN2964 + WN782 | 06:35:00→14:50:00 7h 15m 1 stop via MCO | Axel-exclusive $244 | Nov 13, 2026 |
| 2027-05-29 · one way | Delta Air Lines | DL1285 + DL1990 | 06:00:00→15:49:00 8h 49m 1 stop via ATL | Axel-exclusive $286 | Nov 13, 2026 |
| 2027-05-29 → 2027-05-30 | Southwest Airlines | WN2964 + WN782 / WN822 + WN257 | 06:35:00→14:50:00 7h 15m 1 stop via MCO · 14:45:00→22:50:00 9h 05m 1 stop via BWI | Axel-exclusive $452 | Nov 13, 2026 |
| 2027-05-29 → 2027-05-30 | Delta Air Lines | DL1285 + DL1990 / DL1919 + DL1076 | 06:00:00→15:49:00 8h 49m 1 stop via ATL · 15:53:00→23:17:00 8h 24m 1 stop via ATL | Axel-exclusive $530 | Nov 13, 2026 |
| 2027-05-29 → 2027-05-31 | Southwest Airlines | WN2964 + WN782 / WN1999 | 06:35:00→14:50:00 7h 15m 1 stop via MCO · 16:10:00→20:15:00 5h 05m nonstop | Axel-exclusive $468 | Nov 13, 2026 |
| 2027-05-29 → 2027-05-31 | Delta Air Lines | DL1285 + DL1990 / DL1919 + DL1076 | 06:00:00→15:49:00 8h 49m 1 stop via ATL · 15:53:00→23:17:00 8h 24m 1 stop via ATL | Axel-exclusive $530 | Nov 13, 2026 |
| 2027-05-29 → 2027-06-01 | Southwest Airlines | WN2964 + WN782 / WN1999 | 06:35:00→14:50:00 7h 15m 1 stop via MCO · 16:10:00→20:15:00 5h 05m nonstop | Axel-exclusive $459 | Nov 13, 2026 |
| 2027-05-29 → 2027-06-01 | Delta Air Lines | DL1285 + DL1990 / DL1919 + DL1076 | 06:00:00→15:49:00 8h 49m 1 stop via ATL · 15:53:00→23:17:00 8h 24m 1 stop via ATL | Axel-exclusive $520 | Nov 13, 2026 |
| 2027-05-29 → 2027-06-02 | Southwest Airlines | WN2964 + WN782 / WN1999 | 06:35:00→14:50:00 7h 15m 1 stop via MCO · 16:10:00→20:15:00 5h 05m nonstop | Axel-exclusive $459 | Nov 13, 2026 |
| 2027-05-29 → 2027-06-02 | Delta Air Lines | DL1285 + DL1990 / DL1919 + DL1076 | 06:00:00→15:49:00 8h 49m 1 stop via ATL · 15:53:00→23:17:00 8h 24m 1 stop via ATL | Axel-exclusive $520 | Nov 13, 2026 |
| 2027-05-29 → 2027-06-03 | Southwest Airlines | WN2964 + WN782 / WN1999 | 06:35:00→14:50:00 7h 15m 1 stop via MCO · 16:10:00→20:15:00 5h 05m nonstop | Axel-exclusive $459 | Nov 13, 2026 |
| 2027-05-29 → 2027-06-03 | Delta Air Lines | DL1285 + DL1990 / DL1919 + DL1076 | 06:00:00→15:49:00 8h 49m 1 stop via ATL · 15:53:00→23:17:00 8h 24m 1 stop via ATL | Axel-exclusive $520 | Nov 13, 2026 |
| 2027-05-29 → 2027-06-04 | Southwest Airlines | WN2964 + WN782 / WN1999 | 06:35:00→14:50:00 7h 15m 1 stop via MCO · 16:10:00→20:15:00 5h 05m nonstop | Axel-exclusive $459 | Nov 13, 2026 |
| 2027-05-29 → 2027-06-04 | Delta Air Lines | DL1285 + DL1990 / DL1919 + DL1076 | 06:00:00→15:49:00 8h 49m 1 stop via ATL · 15:53:00→23:17:00 8h 24m 1 stop via ATL | Axel-exclusive $520 | Nov 13, 2026 |
| 2027-05-29 → 2027-06-05 | Southwest Airlines | WN2964 + WN782 / WN1999 | 06:35:00→14:50:00 7h 15m 1 stop via MCO · 16:10:00→20:15:00 5h 05m nonstop | Axel-exclusive $459 | Nov 13, 2026 |
| 2027-05-29 → 2027-06-05 | Delta Air Lines | DL1285 + DL1990 / DL1919 + DL1076 | 06:00:00→15:49:00 8h 49m 1 stop via ATL · 15:53:00→23:17:00 8h 24m 1 stop via ATL | Axel-exclusive $520 | Nov 13, 2026 |
| 2027-05-29 → 2027-06-06 | Southwest Airlines | WN2964 + WN782 / WN822 + WN257 | 06:35:00→14:50:00 7h 15m 1 stop via MCO · 14:45:00→22:50:00 9h 05m 1 stop via BWI | Axel-exclusive $444 | Nov 13, 2026 |
| 2027-05-29 → 2027-06-06 | Delta Air Lines | DL1285 + DL1990 / DL1919 + DL1076 | 06:00:00→15:49:00 8h 49m 1 stop via ATL · 15:53:00→23:17:00 8h 24m 1 stop via ATL | Axel-exclusive $520 | Nov 13, 2026 |
| 2027-05-29 → 2027-06-07 | Southwest Airlines | WN2964 + WN782 / WN1999 | 06:35:00→14:50:00 7h 15m 1 stop via MCO · 16:10:00→20:15:00 5h 05m nonstop | Axel-exclusive $459 | Nov 13, 2026 |
| 2027-05-29 → 2027-06-07 | Delta Air Lines | DL1285 + DL1990 / DL1919 + DL1076 | 06:00:00→15:49:00 8h 49m 1 stop via ATL · 15:53:00→23:17:00 8h 24m 1 stop via ATL | Axel-exclusive $520 | Nov 13, 2026 |
| 2027-05-29 → 2027-06-08 | Southwest Airlines | WN2964 + WN782 / WN1999 | 06:35:00→14:50:00 7h 15m 1 stop via MCO · 16:10:00→20:15:00 5h 05m nonstop | Axel-exclusive $459 | Nov 13, 2026 |
| 2027-05-29 → 2027-06-08 | Delta Air Lines | DL1285 + DL1990 / DL1919 + DL1076 | 06:00:00→15:49:00 8h 49m 1 stop via ATL · 15:53:00→23:17:00 8h 24m 1 stop via ATL | Axel-exclusive $520 | Nov 13, 2026 |
| 2027-05-29 → 2027-06-09 | Southwest Airlines | WN2964 + WN782 / WN1999 | 06:35:00→14:50:00 7h 15m 1 stop via MCO · 16:10:00→20:15:00 5h 05m nonstop | Axel-exclusive $459 | Nov 13, 2026 |
| 2027-05-29 → 2027-06-09 | Delta Air Lines | DL1285 + DL1990 / DL1919 + DL1076 | 06:00:00→15:49:00 8h 49m 1 stop via ATL · 15:53:00→23:17:00 8h 24m 1 stop via ATL | Axel-exclusive $520 | Nov 13, 2026 |
| 2027-05-29 → 2027-06-10 | Southwest Airlines | WN2964 + WN782 / WN1999 | 06:35:00→14:50:00 7h 15m 1 stop via MCO · 16:10:00→20:15:00 5h 05m nonstop | Axel-exclusive $459 | Nov 13, 2026 |
| 2027-05-29 → 2027-06-10 | Delta Air Lines | DL1285 + DL1990 / DL1919 + DL1076 | 06:00:00→15:49:00 8h 49m 1 stop via ATL · 15:53:00→23:17:00 8h 24m 1 stop via ATL | Axel-exclusive $520 | Nov 13, 2026 |
| 2027-05-29 → 2027-06-11 | Southwest Airlines | WN2964 + WN782 / WN1999 | 06:35:00→14:50:00 7h 15m 1 stop via MCO · 16:10:00→20:15:00 5h 05m nonstop | Axel-exclusive $459 | Nov 13, 2026 |
| 2027-05-29 → 2027-06-11 | Delta Air Lines | DL1285 + DL1990 / DL1919 + DL1076 | 06:00:00→15:49:00 8h 49m 1 stop via ATL · 15:53:00→23:17:00 8h 24m 1 stop via ATL | Axel-exclusive $520 | Nov 13, 2026 |
| 2027-05-29 → 2027-06-12 | Southwest Airlines | WN2964 + WN782 / WN1999 | 06:35:00→14:50:00 7h 15m 1 stop via MCO · 16:10:00→20:15:00 5h 05m nonstop | Axel-exclusive $459 | Nov 13, 2026 |
| 2027-05-29 → 2027-06-12 | Delta Air Lines | DL1285 + DL1990 / DL1919 + DL1076 | 06:00:00→15:49:00 8h 49m 1 stop via ATL · 15:53:00→23:17:00 8h 24m 1 stop via ATL | Axel-exclusive $520 | Nov 13, 2026 |
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 nightly rate and the stay's total, from the lowest saved total among the shortlisted hotels in that star tier for those dates.
- Hotels in Punta Cana for these nights (May 29–30, 2027 · 1 night · 2 adults, 1 room): 3★ Hotel Checkin El Cortecito, $58 a night · 4★ whala!urban punta cana, $69 a night · 5★ Melia Caribe Beach Resort - All Inclusive, $304 a night
- Hotels in Punta Cana for these nights (May 29–31, 2027 · 2 nights · 2 adults, 1 room): 3★ Hotel Checkin El Cortecito, $58 a night, $116 for 2 nights · 4★ whala!urban punta cana, $69 a night, $138 for 2 nights · 5★ Melia Caribe Beach Resort - All Inclusive, $252 a night, $503 for 2 nights
- Hotels in Punta Cana for these nights (May 29 – Jun 1, 2027 · 3 nights · 2 adults, 1 room): 3★ Hotel Checkin El Cortecito, $58 a night, $174 for 3 nights · 4★ whala!urban punta cana, $69 a night, $207 for 3 nights · 5★ Melia Caribe Beach Resort - All Inclusive, $234 a night, $702 for 3 nights
- Hotels in Punta Cana for these nights (May 29 – Jun 2, 2027 · 4 nights · 2 adults, 1 room): 3★ Hotel Checkin El Cortecito, $58 a night, $232 for 4 nights · 4★ whala!urban punta cana, $69 a night, $276 for 4 nights · 5★ Melia Caribe Beach Resort - All Inclusive, $225 a night, $898 for 4 nights
- Hotels in Punta Cana for these nights (May 29 – Jun 3, 2027 · 5 nights · 2 adults, 1 room): 3★ Hotel Checkin El Cortecito, $58 a night, $290 for 5 nights · 4★ whala!urban punta cana, $69 a night, $345 for 5 nights · 5★ Melia Caribe Beach Resort - All Inclusive, $219 a night, $1,094 for 5 nights
- Hotels in Punta Cana for these nights (May 29 – Jun 4, 2027 · 6 nights · 2 adults, 1 room): 3★ Hotel Checkin El Cortecito, $58 a night, $348 for 6 nights · 4★ whala!urban punta cana, $69 a night, $414 for 6 nights · 5★ Melia Caribe Beach Resort - All Inclusive, $219 a night, $1,314 for 6 nights
- Hotels in Punta Cana for these nights (May 29 – Jun 5, 2027 · 7 nights · 2 adults, 1 room): 3★ Hotel Checkin El Cortecito, $59 a night, $414 for 7 nights · 4★ whala!urban punta cana, $69 a night, $483 for 7 nights · 5★ Melia Caribe Beach Resort - All Inclusive, $230 a night, $1,608 for 7 nights
- Hotels in Punta Cana for these nights (May 29 – Jun 6, 2027 · 8 nights · 2 adults, 1 room): 3★ Hotel Checkin El Cortecito, $60 a night, $476 for 8 nights · 4★ whala!urban punta cana, $69 a night, $552 for 8 nights · 5★ Melia Caribe Beach Resort - All Inclusive, $238 a night, $1,901 for 8 nights
- Hotels in Punta Cana for these nights (May 29 – Jun 7, 2027 · 9 nights · 2 adults, 1 room): 3★ Hotel Checkin El Cortecito, $59 a night, $534 for 9 nights · 4★ whala!urban punta cana, $69 a night, $621 for 9 nights · 5★ Melia Caribe Beach Resort - All Inclusive, $233 a night, $2,097 for 9 nights
- Hotels in Punta Cana for these nights (May 29 – Jun 8, 2027 · 10 nights · 2 adults, 1 room): 3★ Hotel Checkin El Cortecito, $59 a night, $592 for 10 nights · 4★ whala!urban punta cana, $69 a night, $690 for 10 nights · 5★ Melia Caribe Beach Resort - All Inclusive, $229 a night, $2,293 for 10 nights
- Hotels in Punta Cana for these nights (May 29 – Jun 9, 2027 · 11 nights · 2 adults, 1 room): 3★ Hotel Checkin El Cortecito, $59 a night, $650 for 11 nights · 4★ whala!urban punta cana, $69 a night, $759 for 11 nights · 5★ Melia Caribe Beach Resort - All Inclusive, $226 a night, $2,489 for 11 nights
- Hotels in Punta Cana for these nights (May 29 – Jun 10, 2027 · 12 nights · 2 adults, 1 room): 3★ Hotel Checkin El Cortecito, $59 a night, $708 for 12 nights · 4★ whala!urban punta cana, $69 a night, $828 for 12 nights · 5★ Melia Caribe Beach Resort - All Inclusive, $224 a night, $2,685 for 12 nights
- Hotels in Punta Cana for these nights (May 29 – Jun 11, 2027 · 13 nights · 2 adults, 1 room): 3★ Hotel Checkin El Cortecito, $59 a night, $766 for 13 nights · 4★ whala!urban punta cana, $69 a night, $897 for 13 nights · 5★ Melia Caribe Beach Resort - All Inclusive, $222 a night, $2,881 for 13 nights
- Hotels in Punta Cana for these nights (May 29 – Jun 12, 2027 · 14 nights · 2 adults, 1 room): 3★ Hotel Checkin El Cortecito, $59 a night, $824 for 14 nights · 4★ whala!urban punta cana, $69 a night, $966 for 14 nights · 5★ Melia Caribe Beach Resort - All Inclusive, $227 a night, $3,171 for 14 nights
Route overview: Chicago to Punta Cana (PUJ) flight deals
2027-05-29 · one way · Axel-exclusive $244
- Southwest Airlines WN2964 / WN782: MDW 2027-05-29 06:35:00 → PUJ 2027-05-29 14:50:00; 1 stop(s) via MCO; 435 minutes. Local airport times.
- WN2964: MDW 2027-05-29 06:35:00 → MCO 2027-05-29 10:20:00; layover at MCO: 110 minutes.
- WN782: MCO 2027-05-29 12:10:00 → PUJ 2027-05-29 14:50:00.
2027-05-29 · one way · Axel-exclusive $286
- Delta Air Lines DL1285 / DL1990: MDW 2027-05-29 06:00:00 → PUJ 2027-05-29 15:49:00; 1 stop(s) via ATL; 529 minutes. Local airport times.
- DL1285: MDW 2027-05-29 06:00:00 → ATL 2027-05-29 09:03:00; layover at ATL: 203 minutes.
- DL1990: ATL 2027-05-29 12:26:00 → PUJ 2027-05-29 15:49:00.
2027-05-29 → 2027-05-30 · Axel-exclusive $452
- Southwest Airlines WN2964 / WN782: MDW 2027-05-29 06:35:00 → PUJ 2027-05-29 14:50:00; 1 stop(s) via MCO; 435 minutes. Local airport times.
- WN2964: MDW 2027-05-29 06:35:00 → MCO 2027-05-29 10:20:00; layover at MCO: 110 minutes.
- WN782: MCO 2027-05-29 12:10:00 → PUJ 2027-05-29 14:50:00.
- Southwest Airlines WN822 / WN257: PUJ 2027-05-30 14:45:00 → MDW 2027-05-30 22:50:00; 1 stop(s) via BWI; 545 minutes. Local airport times.
- WN822: PUJ 2027-05-30 14:45:00 → BWI 2027-05-30 18:40:00; layover at BWI: 185 minutes.
- WN257: BWI 2027-05-30 21:45:00 → MDW 2027-05-30 22:50:00.
2027-05-29 → 2027-05-30 · Axel-exclusive $530
- Delta Air Lines DL1285 / DL1990: MDW 2027-05-29 06:00:00 → PUJ 2027-05-29 15:49:00; 1 stop(s) via ATL; 529 minutes. Local airport times.
- DL1285: MDW 2027-05-29 06:00:00 → ATL 2027-05-29 09:03:00; layover at ATL: 203 minutes.
- DL1990: ATL 2027-05-29 12:26:00 → PUJ 2027-05-29 15:49:00.
- Delta Air Lines DL1919 / DL1076: PUJ 2027-05-30 15:53:00 → MDW 2027-05-30 23:17:00; 1 stop(s) via ATL; 504 minutes. Local airport times.
- DL1919: PUJ 2027-05-30 15:53:00 → ATL 2027-05-30 19:51:00; layover at ATL: 149 minutes.
- DL1076: ATL 2027-05-30 22:20:00 → MDW 2027-05-30 23:17:00.
2027-05-29 → 2027-05-31 · Axel-exclusive $468
- Southwest Airlines WN2964 / WN782: MDW 2027-05-29 06:35:00 → PUJ 2027-05-29 14:50:00; 1 stop(s) via MCO; 435 minutes. Local airport times.
- WN2964: MDW 2027-05-29 06:35:00 → MCO 2027-05-29 10:20:00; layover at MCO: 110 minutes.
- WN782: MCO 2027-05-29 12:10:00 → PUJ 2027-05-29 14:50:00.
- Southwest Airlines WN1999: PUJ 2027-05-31 16:10:00 → MDW 2027-05-31 20:15:00; nonstop; 305 minutes. Local airport times.
2027-05-29 → 2027-05-31 · Axel-exclusive $530
- Delta Air Lines DL1285 / DL1990: MDW 2027-05-29 06:00:00 → PUJ 2027-05-29 15:49:00; 1 stop(s) via ATL; 529 minutes. Local airport times.
- DL1285: MDW 2027-05-29 06:00:00 → ATL 2027-05-29 09:03:00; layover at ATL: 203 minutes.
- DL1990: ATL 2027-05-29 12:26:00 → PUJ 2027-05-29 15:49:00.
- Delta Air Lines DL1919 / DL1076: PUJ 2027-05-31 15:53:00 → MDW 2027-05-31 23:17:00; 1 stop(s) via ATL; 504 minutes. Local airport times.
- DL1919: PUJ 2027-05-31 15:53:00 → ATL 2027-05-31 19:51:00; layover at ATL: 149 minutes.
- DL1076: ATL 2027-05-31 22:20:00 → MDW 2027-05-31 23:17:00.
2027-05-29 → 2027-06-01 · Axel-exclusive $459
- Southwest Airlines WN2964 / WN782: MDW 2027-05-29 06:35:00 → PUJ 2027-05-29 14:50:00; 1 stop(s) via MCO; 435 minutes. Local airport times.
- WN2964: MDW 2027-05-29 06:35:00 → MCO 2027-05-29 10:20:00; layover at MCO: 110 minutes.
- WN782: MCO 2027-05-29 12:10:00 → PUJ 2027-05-29 14:50:00.
- Southwest Airlines WN1999: PUJ 2027-06-01 16:10:00 → MDW 2027-06-01 20:15:00; nonstop; 305 minutes. Local airport times.
2027-05-29 → 2027-06-01 · Axel-exclusive $520
- Delta Air Lines DL1285 / DL1990: MDW 2027-05-29 06:00:00 → PUJ 2027-05-29 15:49:00; 1 stop(s) via ATL; 529 minutes. Local airport times.
- DL1285: MDW 2027-05-29 06:00:00 → ATL 2027-05-29 09:03:00; layover at ATL: 203 minutes.
- DL1990: ATL 2027-05-29 12:26:00 → PUJ 2027-05-29 15:49:00.
- Delta Air Lines DL1919 / DL1076: PUJ 2027-06-01 15:53:00 → MDW 2027-06-01 23:17:00; 1 stop(s) via ATL; 504 minutes. Local airport times.
- DL1919: PUJ 2027-06-01 15:53:00 → ATL 2027-06-01 19:51:00; layover at ATL: 149 minutes.
- DL1076: ATL 2027-06-01 22:20:00 → MDW 2027-06-01 23:17:00.
2027-05-29 → 2027-06-02 · Axel-exclusive $459
- Southwest Airlines WN2964 / WN782: MDW 2027-05-29 06:35:00 → PUJ 2027-05-29 14:50:00; 1 stop(s) via MCO; 435 minutes. Local airport times.
- WN2964: MDW 2027-05-29 06:35:00 → MCO 2027-05-29 10:20:00; layover at MCO: 110 minutes.
- WN782: MCO 2027-05-29 12:10:00 → PUJ 2027-05-29 14:50:00.
- Southwest Airlines WN1999: PUJ 2027-06-02 16:10:00 → MDW 2027-06-02 20:15:00; nonstop; 305 minutes. Local airport times.
2027-05-29 → 2027-06-02 · Axel-exclusive $520
- Delta Air Lines DL1285 / DL1990: MDW 2027-05-29 06:00:00 → PUJ 2027-05-29 15:49:00; 1 stop(s) via ATL; 529 minutes. Local airport times.
- DL1285: MDW 2027-05-29 06:00:00 → ATL 2027-05-29 09:03:00; layover at ATL: 203 minutes.
- DL1990: ATL 2027-05-29 12:26:00 → PUJ 2027-05-29 15:49:00.
- Delta Air Lines DL1919 / DL1076: PUJ 2027-06-02 15:53:00 → MDW 2027-06-02 23:17:00; 1 stop(s) via ATL; 504 minutes. Local airport times.
- DL1919: PUJ 2027-06-02 15:53:00 → ATL 2027-06-02 19:51:00; layover at ATL: 149 minutes.
- DL1076: ATL 2027-06-02 22:20:00 → MDW 2027-06-02 23:17:00.
2027-05-29 → 2027-06-04 · Axel-exclusive $459
- Southwest Airlines WN2964 / WN782: MDW 2027-05-29 06:35:00 → PUJ 2027-05-29 14:50:00; 1 stop(s) via MCO; 435 minutes. Local airport times.
- WN2964: MDW 2027-05-29 06:35:00 → MCO 2027-05-29 10:20:00; layover at MCO: 110 minutes.
- WN782: MCO 2027-05-29 12:10:00 → PUJ 2027-05-29 14:50:00.
- Southwest Airlines WN1999: PUJ 2027-06-04 16:10:00 → MDW 2027-06-04 20:15:00; nonstop; 305 minutes. Local airport times.
2027-05-29 → 2027-06-04 · Axel-exclusive $520
- Delta Air Lines DL1285 / DL1990: MDW 2027-05-29 06:00:00 → PUJ 2027-05-29 15:49:00; 1 stop(s) via ATL; 529 minutes. Local airport times.
- DL1285: MDW 2027-05-29 06:00:00 → ATL 2027-05-29 09:03:00; layover at ATL: 203 minutes.
- DL1990: ATL 2027-05-29 12:26:00 → PUJ 2027-05-29 15:49:00.
- Delta Air Lines DL1919 / DL1076: PUJ 2027-06-04 15:53:00 → MDW 2027-06-04 23:17:00; 1 stop(s) via ATL; 504 minutes. Local airport times.
- DL1919: PUJ 2027-06-04 15:53:00 → ATL 2027-06-04 19:51:00; layover at ATL: 149 minutes.
- DL1076: ATL 2027-06-04 22:20:00 → MDW 2027-06-04 23:17:00.
2027-05-29 → 2027-06-05 · Axel-exclusive $459
- Southwest Airlines WN2964 / WN782: MDW 2027-05-29 06:35:00 → PUJ 2027-05-29 14:50:00; 1 stop(s) via MCO; 435 minutes. Local airport times.
- WN2964: MDW 2027-05-29 06:35:00 → MCO 2027-05-29 10:20:00; layover at MCO: 110 minutes.
- WN782: MCO 2027-05-29 12:10:00 → PUJ 2027-05-29 14:50:00.
- Southwest Airlines WN1999: PUJ 2027-06-05 16:10:00 → MDW 2027-06-05 20:15:00; nonstop; 305 minutes. Local airport times.
2027-05-29 → 2027-06-05 · Axel-exclusive $520
- Delta Air Lines DL1285 / DL1990: MDW 2027-05-29 06:00:00 → PUJ 2027-05-29 15:49:00; 1 stop(s) via ATL; 529 minutes. Local airport times.
- DL1285: MDW 2027-05-29 06:00:00 → ATL 2027-05-29 09:03:00; layover at ATL: 203 minutes.
- DL1990: ATL 2027-05-29 12:26:00 → PUJ 2027-05-29 15:49:00.
- Delta Air Lines DL1919 / DL1076: PUJ 2027-06-05 15:53:00 → MDW 2027-06-05 23:17:00; 1 stop(s) via ATL; 504 minutes. Local airport times.
- DL1919: PUJ 2027-06-05 15:53:00 → ATL 2027-06-05 19:51:00; layover at ATL: 149 minutes.
- DL1076: ATL 2027-06-05 22:20:00 → MDW 2027-06-05 23:17:00.
2027-05-29 → 2027-06-06 · Axel-exclusive $444
- Southwest Airlines WN2964 / WN782: MDW 2027-05-29 06:35:00 → PUJ 2027-05-29 14:50:00; 1 stop(s) via MCO; 435 minutes. Local airport times.
- WN2964: MDW 2027-05-29 06:35:00 → MCO 2027-05-29 10:20:00; layover at MCO: 110 minutes.
- WN782: MCO 2027-05-29 12:10:00 → PUJ 2027-05-29 14:50:00.
- Southwest Airlines WN822 / WN257: PUJ 2027-06-06 14:45:00 → MDW 2027-06-06 22:50:00; 1 stop(s) via BWI; 545 minutes. Local airport times.
- WN822: PUJ 2027-06-06 14:45:00 → BWI 2027-06-06 18:40:00; layover at BWI: 185 minutes.
- WN257: BWI 2027-06-06 21:45:00 → MDW 2027-06-06 22:50:00.
2027-05-29 → 2027-06-06 · Axel-exclusive $520
- Delta Air Lines DL1285 / DL1990: MDW 2027-05-29 06:00:00 → PUJ 2027-05-29 15:49:00; 1 stop(s) via ATL; 529 minutes. Local airport times.
- DL1285: MDW 2027-05-29 06:00:00 → ATL 2027-05-29 09:03:00; layover at ATL: 203 minutes.
- DL1990: ATL 2027-05-29 12:26:00 → PUJ 2027-05-29 15:49:00.
- Delta Air Lines DL1919 / DL1076: PUJ 2027-06-06 15:53:00 → MDW 2027-06-06 23:17:00; 1 stop(s) via ATL; 504 minutes. Local airport times.
- DL1919: PUJ 2027-06-06 15:53:00 → ATL 2027-06-06 19:51:00; layover at ATL: 149 minutes.
- DL1076: ATL 2027-06-06 22:20:00 → MDW 2027-06-06 23:17:00.
2027-05-29 → 2027-06-08 · Axel-exclusive $459
- Southwest Airlines WN2964 / WN782: MDW 2027-05-29 06:35:00 → PUJ 2027-05-29 14:50:00; 1 stop(s) via MCO; 435 minutes. Local airport times.
- WN2964: MDW 2027-05-29 06:35:00 → MCO 2027-05-29 10:20:00; layover at MCO: 110 minutes.
- WN782: MCO 2027-05-29 12:10:00 → PUJ 2027-05-29 14:50:00.
- Southwest Airlines WN1999: PUJ 2027-06-08 16:10:00 → MDW 2027-06-08 20:15:00; nonstop; 305 minutes. Local airport times.
2027-05-29 → 2027-06-08 · Axel-exclusive $520
- Delta Air Lines DL1285 / DL1990: MDW 2027-05-29 06:00:00 → PUJ 2027-05-29 15:49:00; 1 stop(s) via ATL; 529 minutes. Local airport times.
- DL1285: MDW 2027-05-29 06:00:00 → ATL 2027-05-29 09:03:00; layover at ATL: 203 minutes.
- DL1990: ATL 2027-05-29 12:26:00 → PUJ 2027-05-29 15:49:00.
- Delta Air Lines DL1919 / DL1076: PUJ 2027-06-08 15:53:00 → MDW 2027-06-08 23:17:00; 1 stop(s) via ATL; 504 minutes. Local airport times.
- DL1919: PUJ 2027-06-08 15:53:00 → ATL 2027-06-08 19:51:00; layover at ATL: 149 minutes.
- DL1076: ATL 2027-06-08 22:20:00 → MDW 2027-06-08 23:17:00.
2027-05-29 → 2027-06-09 · Axel-exclusive $459
- Southwest Airlines WN2964 / WN782: MDW 2027-05-29 06:35:00 → PUJ 2027-05-29 14:50:00; 1 stop(s) via MCO; 435 minutes. Local airport times.
- WN2964: MDW 2027-05-29 06:35:00 → MCO 2027-05-29 10:20:00; layover at MCO: 110 minutes.
- WN782: MCO 2027-05-29 12:10:00 → PUJ 2027-05-29 14:50:00.
- Southwest Airlines WN1999: PUJ 2027-06-09 16:10:00 → MDW 2027-06-09 20:15:00; nonstop; 305 minutes. Local airport times.
2027-05-29 → 2027-06-09 · Axel-exclusive $520
- Delta Air Lines DL1285 / DL1990: MDW 2027-05-29 06:00:00 → PUJ 2027-05-29 15:49:00; 1 stop(s) via ATL; 529 minutes. Local airport times.
- DL1285: MDW 2027-05-29 06:00:00 → ATL 2027-05-29 09:03:00; layover at ATL: 203 minutes.
- DL1990: ATL 2027-05-29 12:26:00 → PUJ 2027-05-29 15:49:00.
- Delta Air Lines DL1919 / DL1076: PUJ 2027-06-09 15:53:00 → MDW 2027-06-09 23:17:00; 1 stop(s) via ATL; 504 minutes. Local airport times.
- DL1919: PUJ 2027-06-09 15:53:00 → ATL 2027-06-09 19:51:00; layover at ATL: 149 minutes.
- DL1076: ATL 2027-06-09 22:20:00 → MDW 2027-06-09 23:17:00.
2027-05-29 → 2027-06-10 · Axel-exclusive $459
- Southwest Airlines WN2964 / WN782: MDW 2027-05-29 06:35:00 → PUJ 2027-05-29 14:50:00; 1 stop(s) via MCO; 435 minutes. Local airport times.
- WN2964: MDW 2027-05-29 06:35:00 → MCO 2027-05-29 10:20:00; layover at MCO: 110 minutes.
- WN782: MCO 2027-05-29 12:10:00 → PUJ 2027-05-29 14:50:00.
- Southwest Airlines WN1999: PUJ 2027-06-10 16:10:00 → MDW 2027-06-10 20:15:00; nonstop; 305 minutes. Local airport times.
2027-05-29 → 2027-06-10 · Axel-exclusive $520
- Delta Air Lines DL1285 / DL1990: MDW 2027-05-29 06:00:00 → PUJ 2027-05-29 15:49:00; 1 stop(s) via ATL; 529 minutes. Local airport times.
- DL1285: MDW 2027-05-29 06:00:00 → ATL 2027-05-29 09:03:00; layover at ATL: 203 minutes.
- DL1990: ATL 2027-05-29 12:26:00 → PUJ 2027-05-29 15:49:00.
- Delta Air Lines DL1919 / DL1076: PUJ 2027-06-10 15:53:00 → MDW 2027-06-10 23:17:00; 1 stop(s) via ATL; 504 minutes. Local airport times.
- DL1919: PUJ 2027-06-10 15:53:00 → ATL 2027-06-10 19:51:00; layover at ATL: 149 minutes.
- DL1076: ATL 2027-06-10 22:20:00 → MDW 2027-06-10 23:17:00.
2027-05-29 → 2027-06-12 · Axel-exclusive $459
- Southwest Airlines WN2964 / WN782: MDW 2027-05-29 06:35:00 → PUJ 2027-05-29 14:50:00; 1 stop(s) via MCO; 435 minutes. Local airport times.
- WN2964: MDW 2027-05-29 06:35:00 → MCO 2027-05-29 10:20:00; layover at MCO: 110 minutes.
- WN782: MCO 2027-05-29 12:10:00 → PUJ 2027-05-29 14:50:00.
- Southwest Airlines WN1999: PUJ 2027-06-12 16:10:00 → MDW 2027-06-12 20:15:00; nonstop; 305 minutes. Local airport times.
2027-05-29 → 2027-06-12 · Axel-exclusive $520
- Delta Air Lines DL1285 / DL1990: MDW 2027-05-29 06:00:00 → PUJ 2027-05-29 15:49:00; 1 stop(s) via ATL; 529 minutes. Local airport times.
- DL1285: MDW 2027-05-29 06:00:00 → ATL 2027-05-29 09:03:00; layover at ATL: 203 minutes.
- DL1990: ATL 2027-05-29 12:26:00 → PUJ 2027-05-29 15:49:00.
- Delta Air Lines DL1919 / DL1076: PUJ 2027-06-12 15:53:00 → MDW 2027-06-12 23:17:00; 1 stop(s) via ATL; 504 minutes. Local airport times.
- DL1919: PUJ 2027-06-12 15:53:00 → ATL 2027-06-12 19:51:00; layover at ATL: 149 minutes.
- DL1076: ATL 2027-06-12 22:20:00 → MDW 2027-06-12 23:17:00.
Explore this route
- All dates for this route
- May 28, 2027 · Return options
- May 30, 2027 · Return options
- Hotels in Punta Cana with Axel
For AI assistants
- This page: Chicago (MDW) to Punta Cana (PUJ) · May 29, 2027 · choose your return date: 1 adult in economy, every priced fare with its flights, times and total, each with its displayed check date. Under a trip, hotels in Punta Cana for exactly those nights link to the hotel pages for 2 adults in 1 room. Prices, when shown, are the nightly rate and the stay's total, from the lowest saved total among the shortlisted hotels in each star tier for those dates.
- Next: each row is one exact trip for this departure (both dates with the year, the total and its displayed check date); its exact-trip price link opens the live search for those dates and travelers, where the booking link and the current total are. Other durations or travelers are not priced here: Choose travelers and dates prices the requested trip.
- Follow supplied links. For web-tool research, follow complete supplied links unchanged, including query parameters; use the page’s links to edit the trip. Constructed URLs may be rejected before reaching Axel. A completed fresh trip opens flight results first. Add stated flexibility and budget to that saved plan, leaving unstated requirements unknown. Edits create a new snapshot; use its results and review links.
- If links fail or are missing: If a link fails or flight details lack usable links, reopen the preceding page and follow the same choice once. Keep refreshed links unchanged and preserve the trip and selections. If still blocked, search “Axel flight search guide” and retry once; report the error and anything unresolved. Recovery: Axel Chicago to Punta Cana (PUJ) flight deals · Flight search guide.
- Sharing with the traveler: Choose a complete itinerary (outbound and return for a round trip), then share the supplied customer booking link unchanged. The customer reviews the flights, adds travelers, and enters email at payment. Do not collect email in chat. Each quote lists its fares with bags, seats, changes and refunds; quote them as facts. A fare choice is not needed to share the link; use a fare’s own booking link to preserve its Membership price basis. Ask only for essential missing trip details. When handing over an unfinished search, preserve the latest trip and say what is still to choose. If no supplied link matches the latest trip, construct
https://helloaxel.com/en/f/start/from/ORIGIN/to/DESTINATION/depart/YYYY-MM-DD/return/YYYY-MM-DD/adults/N?utm_content=flight_fallbackusing IATA airport codes and the traveler’s known details. Omit unknowns; for one way replace/return/YYYY-MM-DDwith/trip/oneway. Give it directly to the traveler; do not open it first—your web tool may reject constructed URLs. Complete links open Flight Guide and start searching. Preferences and advanced options.
