# Chicago (MDW) to Punta Cana (PUJ), Nov 28, 2026: round trips from $512, one way from $300 Chicago (MDW) to Punta Cana (PUJ), Nov 28, 2026: round trips from $512, one way from $300 on Axel, checked Nov 13, 2026. Lowest published fares: $512 round trip, Axel-exclusive, Southwest Airlines, 1 stop, Nov 28, 2026 – Dec 6, 2026; $300 one way, Axel-exclusive, Southwest Airlines, 1 stop, Nov 28, 2026; 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 | | --- | --- | --- | --- | ---: | --- | | [2026-11-28 · one way](https://helloaxel.com/en/flights/choose/mdw-puj/nov-28/one-way) | Southwest Airlines | WN2964 + WN782 | 06:35:00→15:50:00 7h 15m 1 stop via MCO | [Axel-exclusive $300](https://helloaxel.com/en/f/start/from/mdw/to/puj/depart/november-28-2026/trip/one-way/adults/1/cabin/economy?example_flight=MDW-PUJ.2026-11-28.WN.1.WN2964-WN782.MCO) | Nov 13, 2026 | | [2026-11-28 · one way](https://helloaxel.com/en/flights/choose/mdw-puj/nov-28/one-way) | Delta Air Lines | DL1285 + DL1990 | 06:00:00→16:49:00 8h 49m 1 stop via ATL | [Axel-exclusive $354](https://helloaxel.com/en/f/start/from/mdw/to/puj/depart/november-28-2026/trip/one-way/adults/1/cabin/economy?example_flight=MDW-PUJ.2026-11-28.DL.1.DL1285-DL1990.ATL) | Nov 13, 2026 | | [2026-11-28 → 2026-11-29](https://helloaxel.com/en/flights/choose/mdw-puj/nov-28/nov-29) | Southwest Airlines | WN2964 + WN782 / WN822 + WN257 | 06:35:00→15:50:00 7h 15m 1 stop via MCO · 14:45:00→21:50:00 9h 05m 1 stop via BWI | [Axel-exclusive $558](https://helloaxel.com/en/f/start/from/mdw/to/puj/depart/november-28-2026/return/november-29-2026/adults/1/cabin/economy?example_flight=MDW-PUJ.2026-11-28.WN.1.WN2964-WN782.MCO%7EPUJ-MDW.2026-11-29.WN.1.WN822-WN257.BWI) | Nov 13, 2026 | | [2026-11-28 → 2026-11-29](https://helloaxel.com/en/flights/choose/mdw-puj/nov-28/nov-29) | Delta Air Lines | DL1285 + DL1990 / DL1919 + DL1076 | 06:00:00→16:49:00 8h 49m 1 stop via ATL · 15:53:00→22:17:00 8h 24m 1 stop via ATL | [Axel-exclusive $660](https://helloaxel.com/en/f/start/from/mdw/to/puj/depart/november-28-2026/return/november-29-2026/adults/1/cabin/economy?example_flight=MDW-PUJ.2026-11-28.DL.1.DL1285-DL1990.ATL%7EPUJ-MDW.2026-11-29.DL.1.DL1919-DL1076.ATL) | Nov 13, 2026 | | [2026-11-28 → 2026-11-30](https://helloaxel.com/en/flights/choose/mdw-puj/nov-28/nov-30) | Southwest Airlines | WN2964 + WN782 / WN1999 | 06:35:00→15:50:00 7h 15m 1 stop via MCO · 16:10:00→19:15:00 5h 05m nonstop | [Axel-exclusive $529](https://helloaxel.com/en/f/start/from/mdw/to/puj/depart/november-28-2026/return/november-30-2026/adults/1/cabin/economy?example_flight=MDW-PUJ.2026-11-28.WN.1.WN2964-WN782.MCO%7EPUJ-MDW.2026-11-30.WN.0.WN1999.) | Nov 13, 2026 | | [2026-11-28 → 2026-11-30](https://helloaxel.com/en/flights/choose/mdw-puj/nov-28/nov-30) | Delta Air Lines | DL1285 + DL1990 / DL1919 + DL1076 | 06:00:00→16:49:00 8h 49m 1 stop via ATL · 15:53:00→22:17:00 8h 24m 1 stop via ATL | [Axel-exclusive $605](https://helloaxel.com/en/f/start/from/mdw/to/puj/depart/november-28-2026/return/november-30-2026/adults/1/cabin/economy?example_flight=MDW-PUJ.2026-11-28.DL.1.DL1285-DL1990.ATL%7EPUJ-MDW.2026-11-30.DL.1.DL1919-DL1076.ATL) | Nov 13, 2026 | | [2026-11-28 → 2026-12-01](https://helloaxel.com/en/flights/choose/mdw-puj/nov-28/dec-1) | Southwest Airlines | WN2964 + WN782 / WN1999 | 06:35:00→15:50:00 7h 15m 1 stop via MCO · 16:10:00→19:15:00 5h 05m nonstop | [Axel-exclusive $529](https://helloaxel.com/en/f/start/from/mdw/to/puj/depart/november-28-2026/return/december-1-2026/adults/1/cabin/economy?example_flight=MDW-PUJ.2026-11-28.WN.1.WN2964-WN782.MCO%7EPUJ-MDW.2026-12-01.WN.0.WN1999.) | Nov 13, 2026 | | [2026-11-28 → 2026-12-01](https://helloaxel.com/en/flights/choose/mdw-puj/nov-28/dec-1) | Delta Air Lines | DL1285 + DL1990 / DL1919 + DL1076 | 06:00:00→16:49:00 8h 49m 1 stop via ATL · 15:53:00→22:17:00 8h 24m 1 stop via ATL | [Axel-exclusive $605](https://helloaxel.com/en/f/start/from/mdw/to/puj/depart/november-28-2026/return/december-1-2026/adults/1/cabin/economy?example_flight=MDW-PUJ.2026-11-28.DL.1.DL1285-DL1990.ATL%7EPUJ-MDW.2026-12-01.DL.1.DL1919-DL1076.ATL) | Nov 13, 2026 | | [2026-11-28 → 2026-12-02](https://helloaxel.com/en/flights/choose/mdw-puj/nov-28/dec-2) | Southwest Airlines | WN2964 + WN782 / WN1999 | 06:35:00→15:50:00 7h 15m 1 stop via MCO · 16:10:00→19:15:00 5h 05m nonstop | [Axel-exclusive $529](https://helloaxel.com/en/f/start/from/mdw/to/puj/depart/november-28-2026/return/december-2-2026/adults/1/cabin/economy?example_flight=MDW-PUJ.2026-11-28.WN.1.WN2964-WN782.MCO%7EPUJ-MDW.2026-12-02.WN.0.WN1999.) | Nov 13, 2026 | | [2026-11-28 → 2026-12-02](https://helloaxel.com/en/flights/choose/mdw-puj/nov-28/dec-2) | Delta Air Lines | DL1285 + DL1990 / DL1919 + DL1076 | 06:00:00→16:49:00 8h 49m 1 stop via ATL · 15:53:00→22:17:00 8h 24m 1 stop via ATL | [Axel-exclusive $605](https://helloaxel.com/en/f/start/from/mdw/to/puj/depart/november-28-2026/return/december-2-2026/adults/1/cabin/economy?example_flight=MDW-PUJ.2026-11-28.DL.1.DL1285-DL1990.ATL%7EPUJ-MDW.2026-12-02.DL.1.DL1919-DL1076.ATL) | Nov 13, 2026 | | [2026-11-28 → 2026-12-03](https://helloaxel.com/en/flights/choose/mdw-puj/nov-28/dec-3) | Southwest Airlines | WN2964 + WN782 / WN1999 | 06:35:00→15:50:00 7h 15m 1 stop via MCO · 16:10:00→19:15:00 5h 05m nonstop | [Axel-exclusive $529](https://helloaxel.com/en/f/start/from/mdw/to/puj/depart/november-28-2026/return/december-3-2026/adults/1/cabin/economy?example_flight=MDW-PUJ.2026-11-28.WN.1.WN2964-WN782.MCO%7EPUJ-MDW.2026-12-03.WN.0.WN1999.) | Nov 13, 2026 | | [2026-11-28 → 2026-12-03](https://helloaxel.com/en/flights/choose/mdw-puj/nov-28/dec-3) | Delta Air Lines | DL1285 + DL1990 / DL1919 + DL1076 | 06:00:00→16:49:00 8h 49m 1 stop via ATL · 15:53:00→22:17:00 8h 24m 1 stop via ATL | [Axel-exclusive $605](https://helloaxel.com/en/f/start/from/mdw/to/puj/depart/november-28-2026/return/december-3-2026/adults/1/cabin/economy?example_flight=MDW-PUJ.2026-11-28.DL.1.DL1285-DL1990.ATL%7EPUJ-MDW.2026-12-03.DL.1.DL1919-DL1076.ATL) | Nov 13, 2026 | | [2026-11-28 → 2026-12-04](https://helloaxel.com/en/flights/choose/mdw-puj/nov-28/dec-4) | Southwest Airlines | WN2964 + WN782 / WN1999 | 06:35:00→15:50:00 7h 15m 1 stop via MCO · 16:10:00→19:15:00 5h 05m nonstop | [Axel-exclusive $529](https://helloaxel.com/en/f/start/from/mdw/to/puj/depart/november-28-2026/return/december-4-2026/adults/1/cabin/economy?example_flight=MDW-PUJ.2026-11-28.WN.1.WN2964-WN782.MCO%7EPUJ-MDW.2026-12-04.WN.0.WN1999.) | Nov 13, 2026 | | [2026-11-28 → 2026-12-04](https://helloaxel.com/en/flights/choose/mdw-puj/nov-28/dec-4) | Delta Air Lines | DL1285 + DL1990 / DL1919 + DL1076 | 06:00:00→16:49:00 8h 49m 1 stop via ATL · 15:53:00→22:17:00 8h 24m 1 stop via ATL | [Axel-exclusive $605](https://helloaxel.com/en/f/start/from/mdw/to/puj/depart/november-28-2026/return/december-4-2026/adults/1/cabin/economy?example_flight=MDW-PUJ.2026-11-28.DL.1.DL1285-DL1990.ATL%7EPUJ-MDW.2026-12-04.DL.1.DL1919-DL1076.ATL) | Nov 13, 2026 | | [2026-11-28 → 2026-12-05](https://helloaxel.com/en/flights/choose/mdw-puj/nov-28/dec-5) | Southwest Airlines | WN2964 + WN782 / WN1999 | 06:35:00→15:50:00 7h 15m 1 stop via MCO · 16:10:00→19:15:00 5h 05m nonstop | [Axel-exclusive $529](https://helloaxel.com/en/f/start/from/mdw/to/puj/depart/november-28-2026/return/december-5-2026/adults/1/cabin/economy?example_flight=MDW-PUJ.2026-11-28.WN.1.WN2964-WN782.MCO%7EPUJ-MDW.2026-12-05.WN.0.WN1999.) | Nov 13, 2026 | | [2026-11-28 → 2026-12-05](https://helloaxel.com/en/flights/choose/mdw-puj/nov-28/dec-5) | Delta Air Lines | DL1285 + DL1990 / DL1919 + DL1076 | 06:00:00→16:49:00 8h 49m 1 stop via ATL · 15:53:00→22:17:00 8h 24m 1 stop via ATL | [Axel-exclusive $605](https://helloaxel.com/en/f/start/from/mdw/to/puj/depart/november-28-2026/return/december-5-2026/adults/1/cabin/economy?example_flight=MDW-PUJ.2026-11-28.DL.1.DL1285-DL1990.ATL%7EPUJ-MDW.2026-12-05.DL.1.DL1919-DL1076.ATL) | Nov 13, 2026 | | [2026-11-28 → 2026-12-06](https://helloaxel.com/en/flights/choose/mdw-puj/nov-28/dec-6) | Southwest Airlines | WN2964 + WN782 / WN822 + WN257 | 06:35:00→15:50:00 7h 15m 1 stop via MCO · 14:45:00→21:50:00 9h 05m 1 stop via BWI | [Axel-exclusive $512](https://helloaxel.com/en/f/start/from/mdw/to/puj/depart/november-28-2026/return/december-6-2026/adults/1/cabin/economy?example_flight=MDW-PUJ.2026-11-28.WN.1.WN2964-WN782.MCO%7EPUJ-MDW.2026-12-06.WN.1.WN822-WN257.BWI) | Nov 13, 2026 | | [2026-11-28 → 2026-12-06](https://helloaxel.com/en/flights/choose/mdw-puj/nov-28/dec-6) | Delta Air Lines | DL1285 + DL1990 / DL1919 + DL1076 | 06:00:00→16:49:00 8h 49m 1 stop via ATL · 15:53:00→22:17:00 8h 24m 1 stop via ATL | [Axel-exclusive $605](https://helloaxel.com/en/f/start/from/mdw/to/puj/depart/november-28-2026/return/december-6-2026/adults/1/cabin/economy?example_flight=MDW-PUJ.2026-11-28.DL.1.DL1285-DL1990.ATL%7EPUJ-MDW.2026-12-06.DL.1.DL1919-DL1076.ATL) | Nov 13, 2026 | | [2026-11-28 → 2026-12-07](https://helloaxel.com/en/flights/choose/mdw-puj/nov-28/dec-7) | Southwest Airlines | WN2964 + WN782 / WN1999 | 06:35:00→15:50:00 7h 15m 1 stop via MCO · 16:10:00→19:15:00 5h 05m nonstop | [Axel-exclusive $529](https://helloaxel.com/en/f/start/from/mdw/to/puj/depart/november-28-2026/return/december-7-2026/adults/1/cabin/economy?example_flight=MDW-PUJ.2026-11-28.WN.1.WN2964-WN782.MCO%7EPUJ-MDW.2026-12-07.WN.0.WN1999.) | Nov 13, 2026 | | [2026-11-28 → 2026-12-07](https://helloaxel.com/en/flights/choose/mdw-puj/nov-28/dec-7) | Delta Air Lines | DL1285 + DL1990 / DL1919 + DL1076 | 06:00:00→16:49:00 8h 49m 1 stop via ATL · 15:53:00→22:17:00 8h 24m 1 stop via ATL | [Axel-exclusive $605](https://helloaxel.com/en/f/start/from/mdw/to/puj/depart/november-28-2026/return/december-7-2026/adults/1/cabin/economy?example_flight=MDW-PUJ.2026-11-28.DL.1.DL1285-DL1990.ATL%7EPUJ-MDW.2026-12-07.DL.1.DL1919-DL1076.ATL) | Nov 13, 2026 | | [2026-11-28 → 2026-12-08](https://helloaxel.com/en/flights/choose/mdw-puj/nov-28/dec-8) | Southwest Airlines | WN2964 + WN782 / WN1999 | 06:35:00→15:50:00 7h 15m 1 stop via MCO · 16:10:00→19:15:00 5h 05m nonstop | [Axel-exclusive $529](https://helloaxel.com/en/f/start/from/mdw/to/puj/depart/november-28-2026/return/december-8-2026/adults/1/cabin/economy?example_flight=MDW-PUJ.2026-11-28.WN.1.WN2964-WN782.MCO%7EPUJ-MDW.2026-12-08.WN.0.WN1999.) | Nov 13, 2026 | | [2026-11-28 → 2026-12-08](https://helloaxel.com/en/flights/choose/mdw-puj/nov-28/dec-8) | Delta Air Lines | DL1285 + DL1990 / DL1919 + DL1076 | 06:00:00→16:49:00 8h 49m 1 stop via ATL · 15:53:00→22:17:00 8h 24m 1 stop via ATL | [Axel-exclusive $605](https://helloaxel.com/en/f/start/from/mdw/to/puj/depart/november-28-2026/return/december-8-2026/adults/1/cabin/economy?example_flight=MDW-PUJ.2026-11-28.DL.1.DL1285-DL1990.ATL%7EPUJ-MDW.2026-12-08.DL.1.DL1919-DL1076.ATL) | Nov 13, 2026 | | [2026-11-28 → 2026-12-09](https://helloaxel.com/en/flights/choose/mdw-puj/nov-28/dec-9) | Southwest Airlines | WN2964 + WN782 / WN1999 | 06:35:00→15:50:00 7h 15m 1 stop via MCO · 16:10:00→19:15:00 5h 05m nonstop | [Axel-exclusive $529](https://helloaxel.com/en/f/start/from/mdw/to/puj/depart/november-28-2026/return/december-9-2026/adults/1/cabin/economy?example_flight=MDW-PUJ.2026-11-28.WN.1.WN2964-WN782.MCO%7EPUJ-MDW.2026-12-09.WN.0.WN1999.) | Nov 13, 2026 | | [2026-11-28 → 2026-12-09](https://helloaxel.com/en/flights/choose/mdw-puj/nov-28/dec-9) | Delta Air Lines | DL1285 + DL1990 / DL1919 + DL1076 | 06:00:00→16:49:00 8h 49m 1 stop via ATL · 15:53:00→22:17:00 8h 24m 1 stop via ATL | [Axel-exclusive $605](https://helloaxel.com/en/f/start/from/mdw/to/puj/depart/november-28-2026/return/december-9-2026/adults/1/cabin/economy?example_flight=MDW-PUJ.2026-11-28.DL.1.DL1285-DL1990.ATL%7EPUJ-MDW.2026-12-09.DL.1.DL1919-DL1076.ATL) | Nov 13, 2026 | | [2026-11-28 → 2026-12-10](https://helloaxel.com/en/flights/choose/mdw-puj/nov-28/dec-10) | Southwest Airlines | WN2964 + WN782 / WN1999 | 06:35:00→15:50:00 7h 15m 1 stop via MCO · 16:10:00→19:15:00 5h 05m nonstop | [Axel-exclusive $529](https://helloaxel.com/en/f/start/from/mdw/to/puj/depart/november-28-2026/return/december-10-2026/adults/1/cabin/economy?example_flight=MDW-PUJ.2026-11-28.WN.1.WN2964-WN782.MCO%7EPUJ-MDW.2026-12-10.WN.0.WN1999.) | Nov 13, 2026 | | [2026-11-28 → 2026-12-10](https://helloaxel.com/en/flights/choose/mdw-puj/nov-28/dec-10) | Delta Air Lines | DL1285 + DL1990 / DL1919 + DL1076 | 06:00:00→16:49:00 8h 49m 1 stop via ATL · 15:53:00→22:17:00 8h 24m 1 stop via ATL | [Axel-exclusive $605](https://helloaxel.com/en/f/start/from/mdw/to/puj/depart/november-28-2026/return/december-10-2026/adults/1/cabin/economy?example_flight=MDW-PUJ.2026-11-28.DL.1.DL1285-DL1990.ATL%7EPUJ-MDW.2026-12-10.DL.1.DL1919-DL1076.ATL) | Nov 13, 2026 | | [2026-11-28 → 2026-12-11](https://helloaxel.com/en/flights/choose/mdw-puj/nov-28/dec-11) | Southwest Airlines | WN2964 + WN782 / WN1999 | 06:35:00→15:50:00 7h 15m 1 stop via MCO · 16:10:00→19:15:00 5h 05m nonstop | [Axel-exclusive $529](https://helloaxel.com/en/f/start/from/mdw/to/puj/depart/november-28-2026/return/december-11-2026/adults/1/cabin/economy?example_flight=MDW-PUJ.2026-11-28.WN.1.WN2964-WN782.MCO%7EPUJ-MDW.2026-12-11.WN.0.WN1999.) | Nov 13, 2026 | | [2026-11-28 → 2026-12-11](https://helloaxel.com/en/flights/choose/mdw-puj/nov-28/dec-11) | Delta Air Lines | DL1285 + DL1990 / DL1919 + DL1076 | 06:00:00→16:49:00 8h 49m 1 stop via ATL · 15:53:00→22:17:00 8h 24m 1 stop via ATL | [Axel-exclusive $605](https://helloaxel.com/en/f/start/from/mdw/to/puj/depart/november-28-2026/return/december-11-2026/adults/1/cabin/economy?example_flight=MDW-PUJ.2026-11-28.DL.1.DL1285-DL1990.ATL%7EPUJ-MDW.2026-12-11.DL.1.DL1919-DL1076.ATL) | Nov 13, 2026 | | [2026-11-28 → 2026-12-12](https://helloaxel.com/en/flights/choose/mdw-puj/nov-28/dec-12) | Southwest Airlines | WN2964 + WN782 / WN1999 | 06:35:00→15:50:00 7h 15m 1 stop via MCO · 16:10:00→19:15:00 5h 05m nonstop | [Axel-exclusive $529](https://helloaxel.com/en/f/start/from/mdw/to/puj/depart/november-28-2026/return/december-12-2026/adults/1/cabin/economy?example_flight=MDW-PUJ.2026-11-28.WN.1.WN2964-WN782.MCO%7EPUJ-MDW.2026-12-12.WN.0.WN1999.) | Nov 13, 2026 | | [2026-11-28 → 2026-12-12](https://helloaxel.com/en/flights/choose/mdw-puj/nov-28/dec-12) | Delta Air Lines | DL1285 + DL1990 / DL1919 + DL1076 | 06:00:00→16:49:00 8h 49m 1 stop via ATL · 15:53:00→22:17:00 8h 24m 1 stop via ATL | [Axel-exclusive $605](https://helloaxel.com/en/f/start/from/mdw/to/puj/depart/november-28-2026/return/december-12-2026/adults/1/cabin/economy?example_flight=MDW-PUJ.2026-11-28.DL.1.DL1285-DL1990.ATL%7EPUJ-MDW.2026-12-12.DL.1.DL1919-DL1076.ATL) | 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 (Nov 28–29, 2026 · 1 night · 2 adults, 1 room): 3★ [Hotel Checkin El Cortecito, $71 a night](https://helloaxel.com/en/hotels/punta-cana/hotel-checkin-el-cortecito-1317690/2026-11-28/2026-11-29/2-adults) · 4★ [whala!urban punta cana, $71 a night](https://helloaxel.com/en/hotels/punta-cana/whala-urban-punta-cana-1090737/2026-11-28/2026-11-29/2-adults) · 5★ [Excellence Punta Cana - Adults Only All Inclusive, $259 a night](https://helloaxel.com/en/hotels/punta-cana/excellence-punta-cana-adults-only-all-inclusive-1317850/2026-11-28/2026-11-29/2-adults) - Hotels in Punta Cana for these nights (Nov 28–30, 2026 · 2 nights · 2 adults, 1 room): 3★ [Hotel Checkin El Cortecito, $70 a night, $139 for 2 nights](https://helloaxel.com/en/hotels/punta-cana/hotel-checkin-el-cortecito-1317690/2026-11-28/2026-11-30/2-adults) · 4★ [whala!urban punta cana, $71 a night, $142 for 2 nights](https://helloaxel.com/en/hotels/punta-cana/whala-urban-punta-cana-1090737/2026-11-28/2026-11-30/2-adults) · 5★ [Excellence Punta Cana - Adults Only All Inclusive, $259 a night, $518 for 2 nights](https://helloaxel.com/en/hotels/punta-cana/excellence-punta-cana-adults-only-all-inclusive-1317850/2026-11-28/2026-11-30/2-adults) - Hotels in Punta Cana for these nights (Nov 28 – Dec 1, 2026 · 3 nights · 2 adults, 1 room): 3★ [Hotel Checkin El Cortecito, $69 a night, $207 for 3 nights](https://helloaxel.com/en/hotels/punta-cana/hotel-checkin-el-cortecito-1317690/2026-11-28/2026-12-01/2-adults) · 4★ [whala!urban punta cana, $71 a night, $214 for 3 nights](https://helloaxel.com/en/hotels/punta-cana/whala-urban-punta-cana-1090737/2026-11-28/2026-12-01/2-adults) · 5★ [Melia Caribe Beach Resort - All Inclusive, $284 a night, $851 for 3 nights](https://helloaxel.com/en/hotels/punta-cana/melia-caribe-beach-resort-all-inclusive-1108599/2026-11-28/2026-12-01/2-adults) - Hotels in Punta Cana for these nights (Nov 28 – Dec 2, 2026 · 4 nights · 2 adults, 1 room): 3★ [Hotel Checkin El Cortecito, $73 a night, $291 for 4 nights](https://helloaxel.com/en/hotels/punta-cana/hotel-checkin-el-cortecito-1317690/2026-11-28/2026-12-02/2-adults) · 4★ [whala!urban punta cana, $71 a night, $285 for 4 nights](https://helloaxel.com/en/hotels/punta-cana/whala-urban-punta-cana-1090737/2026-11-28/2026-12-02/2-adults) · 5★ [Melia Caribe Beach Resort - All Inclusive, $278 a night, $1,112 for 4 nights](https://helloaxel.com/en/hotels/punta-cana/melia-caribe-beach-resort-all-inclusive-1108599/2026-11-28/2026-12-02/2-adults) - Hotels in Punta Cana for these nights (Nov 28 – Dec 3, 2026 · 5 nights · 2 adults, 1 room): 3★ [Hotel Checkin El Cortecito, $73 a night, $365 for 5 nights](https://helloaxel.com/en/hotels/punta-cana/hotel-checkin-el-cortecito-1317690/2026-11-28/2026-12-03/2-adults) · 4★ [whala!urban punta cana, $71 a night, $356 for 5 nights](https://helloaxel.com/en/hotels/punta-cana/whala-urban-punta-cana-1090737/2026-11-28/2026-12-03/2-adults) · 5★ [Melia Caribe Beach Resort - All Inclusive, $275 a night, $1,377 for 5 nights](https://helloaxel.com/en/hotels/punta-cana/melia-caribe-beach-resort-all-inclusive-1108599/2026-11-28/2026-12-03/2-adults) - Hotels in Punta Cana for these nights (Nov 28 – Dec 4, 2026 · 6 nights · 2 adults, 1 room): 3★ [Hotel Checkin El Cortecito, $73 a night, $439 for 6 nights](https://helloaxel.com/en/hotels/punta-cana/hotel-checkin-el-cortecito-1317690/2026-11-28/2026-12-04/2-adults) · 4★ [whala!urban punta cana, $71 a night, $427 for 6 nights](https://helloaxel.com/en/hotels/punta-cana/whala-urban-punta-cana-1090737/2026-11-28/2026-12-04/2-adults) · 5★ [Melia Caribe Beach Resort - All Inclusive, $274 a night, $1,642 for 6 nights](https://helloaxel.com/en/hotels/punta-cana/melia-caribe-beach-resort-all-inclusive-1108599/2026-11-28/2026-12-04/2-adults) - Hotels in Punta Cana for these nights (Nov 28 – Dec 5, 2026 · 7 nights · 2 adults, 1 room): 3★ [Hotel Checkin El Cortecito, $73 a night, $513 for 7 nights](https://helloaxel.com/en/hotels/punta-cana/hotel-checkin-el-cortecito-1317690/2026-11-28/2026-12-05/2-adults) · 4★ [whala!urban punta cana, $71 a night, $498 for 7 nights](https://helloaxel.com/en/hotels/punta-cana/whala-urban-punta-cana-1090737/2026-11-28/2026-12-05/2-adults) · 5★ [Melia Caribe Beach Resort - All Inclusive, $281 a night, $1,968 for 7 nights](https://helloaxel.com/en/hotels/punta-cana/melia-caribe-beach-resort-all-inclusive-1108599/2026-11-28/2026-12-05/2-adults) - Hotels in Punta Cana for these nights (Nov 28 – Dec 6, 2026 · 8 nights · 2 adults, 1 room): 3★ [Hotel Checkin El Cortecito, $74 a night, $592 for 8 nights](https://helloaxel.com/en/hotels/punta-cana/hotel-checkin-el-cortecito-1317690/2026-11-28/2026-12-06/2-adults) · 4★ [whala!urban punta cana, $72 a night, $577 for 8 nights](https://helloaxel.com/en/hotels/punta-cana/whala-urban-punta-cana-1090737/2026-11-28/2026-12-06/2-adults) · 5★ [Melia Caribe Beach Resort - All Inclusive, $287 a night, $2,294 for 8 nights](https://helloaxel.com/en/hotels/punta-cana/melia-caribe-beach-resort-all-inclusive-1108599/2026-11-28/2026-12-06/2-adults) - Hotels in Punta Cana for these nights (Nov 28 – Dec 7, 2026 · 9 nights · 2 adults, 1 room): 3★ [Hotel Checkin El Cortecito, $74 a night, $666 for 9 nights](https://helloaxel.com/en/hotels/punta-cana/hotel-checkin-el-cortecito-1317690/2026-11-28/2026-12-07/2-adults) · 4★ [whala!urban punta cana, $72 a night, $648 for 9 nights](https://helloaxel.com/en/hotels/punta-cana/whala-urban-punta-cana-1090737/2026-11-28/2026-12-07/2-adults) · 5★ [Melia Caribe Beach Resort - All Inclusive, $284 a night, $2,553 for 9 nights](https://helloaxel.com/en/hotels/punta-cana/melia-caribe-beach-resort-all-inclusive-1108599/2026-11-28/2026-12-07/2-adults) - Hotels in Punta Cana for these nights (Nov 28 – Dec 8, 2026 · 10 nights · 2 adults, 1 room): 3★ [Hotel Checkin El Cortecito, $74 a night, $740 for 10 nights](https://helloaxel.com/en/hotels/punta-cana/hotel-checkin-el-cortecito-1317690/2026-11-28/2026-12-08/2-adults) · 4★ [whala!urban punta cana, $72 a night, $719 for 10 nights](https://helloaxel.com/en/hotels/punta-cana/whala-urban-punta-cana-1090737/2026-11-28/2026-12-08/2-adults) · 5★ [Melia Caribe Beach Resort - All Inclusive, $281 a night, $2,812 for 10 nights](https://helloaxel.com/en/hotels/punta-cana/melia-caribe-beach-resort-all-inclusive-1108599/2026-11-28/2026-12-08/2-adults) - Hotels in Punta Cana for these nights (Nov 28 – Dec 9, 2026 · 11 nights · 2 adults, 1 room): 3★ [Hotel Checkin El Cortecito, $74 a night, $814 for 11 nights](https://helloaxel.com/en/hotels/punta-cana/hotel-checkin-el-cortecito-1317690/2026-11-28/2026-12-09/2-adults) · 4★ [whala!urban punta cana, $72 a night, $790 for 11 nights](https://helloaxel.com/en/hotels/punta-cana/whala-urban-punta-cana-1090737/2026-11-28/2026-12-09/2-adults) · 5★ [Melia Caribe Beach Resort - All Inclusive, $279 a night, $3,064 for 11 nights](https://helloaxel.com/en/hotels/punta-cana/melia-caribe-beach-resort-all-inclusive-1108599/2026-11-28/2026-12-09/2-adults) - Hotels in Punta Cana for these nights (Nov 28 – Dec 10, 2026 · 12 nights · 2 adults, 1 room): 3★ [Hotel Checkin El Cortecito, $74 a night, $888 for 12 nights](https://helloaxel.com/en/hotels/punta-cana/hotel-checkin-el-cortecito-1317690/2026-11-28/2026-12-10/2-adults) · 4★ [whala!urban punta cana, $72 a night, $861 for 12 nights](https://helloaxel.com/en/hotels/punta-cana/whala-urban-punta-cana-1090737/2026-11-28/2026-12-10/2-adults) · 5★ [Melia Caribe Beach Resort - All Inclusive, $276 a night, $3,316 for 12 nights](https://helloaxel.com/en/hotels/punta-cana/melia-caribe-beach-resort-all-inclusive-1108599/2026-11-28/2026-12-10/2-adults) - Hotels in Punta Cana for these nights (Nov 28 – Dec 11, 2026 · 13 nights · 2 adults, 1 room): 3★ [Punta Cana Villas Country and Ecolodge, $330 a night, $4,296 for 13 nights](https://helloaxel.com/en/hotels/punta-cana/punta-cana-villas-country-and-ecolodge-1436370/2026-11-28/2026-12-11/2-adults) · 4★ [whala!urban punta cana, $72 a night, $932 for 13 nights](https://helloaxel.com/en/hotels/punta-cana/whala-urban-punta-cana-1090737/2026-11-28/2026-12-11/2-adults) · 5★ [Melia Caribe Beach Resort - All Inclusive, $274 a night, $3,568 for 13 nights](https://helloaxel.com/en/hotels/punta-cana/melia-caribe-beach-resort-all-inclusive-1108599/2026-11-28/2026-12-11/2-adults) - Hotels in Punta Cana for these nights (Nov 28 – Dec 12, 2026 · 14 nights · 2 adults, 1 room): 3★ [Punta Cana Villas Country and Ecolodge, $332 a night, $4,642 for 14 nights](https://helloaxel.com/en/hotels/punta-cana/punta-cana-villas-country-and-ecolodge-1436370/2026-11-28/2026-12-12/2-adults) · 4★ [whala!urban punta cana, $72 a night, $1,003 for 14 nights](https://helloaxel.com/en/hotels/punta-cana/whala-urban-punta-cana-1090737/2026-11-28/2026-12-12/2-adults) · 5★ [Melia Caribe Beach Resort - All Inclusive, $274 a night, $3,832 for 14 nights](https://helloaxel.com/en/hotels/punta-cana/melia-caribe-beach-resort-all-inclusive-1108599/2026-11-28/2026-12-12/2-adults) [All hotels in Punta Cana](https://helloaxel.com/en/hotels/destinations/punta-cana) [Route overview: Chicago to Punta Cana (PUJ) flight deals](/en/flights/from-chicago-to-punta-cana-puj) ### 2026-11-28 · one way · Axel-exclusive $300 - Southwest Airlines WN2964 / WN782: MDW 2026-11-28 06:35:00 → PUJ 2026-11-28 15:50:00; 1 stop(s) via MCO; 435 minutes. Local airport times. - WN2964: MDW 2026-11-28 06:35:00 → MCO 2026-11-28 10:20:00; layover at MCO: 110 minutes. - WN782: MCO 2026-11-28 12:10:00 → PUJ 2026-11-28 15:50:00. ### 2026-11-28 · one way · Axel-exclusive $354 - Delta Air Lines DL1285 / DL1990: MDW 2026-11-28 06:00:00 → PUJ 2026-11-28 16:49:00; 1 stop(s) via ATL; 529 minutes. Local airport times. - DL1285: MDW 2026-11-28 06:00:00 → ATL 2026-11-28 09:03:00; layover at ATL: 203 minutes. - DL1990: ATL 2026-11-28 12:26:00 → PUJ 2026-11-28 16:49:00. ### 2026-11-28 → 2026-11-29 · Axel-exclusive $558 - Southwest Airlines WN2964 / WN782: MDW 2026-11-28 06:35:00 → PUJ 2026-11-28 15:50:00; 1 stop(s) via MCO; 435 minutes. Local airport times. - WN2964: MDW 2026-11-28 06:35:00 → MCO 2026-11-28 10:20:00; layover at MCO: 110 minutes. - WN782: MCO 2026-11-28 12:10:00 → PUJ 2026-11-28 15:50:00. - Southwest Airlines WN822 / WN257: PUJ 2026-11-29 14:45:00 → MDW 2026-11-29 21:50:00; 1 stop(s) via BWI; 545 minutes. Local airport times. - WN822: PUJ 2026-11-29 14:45:00 → BWI 2026-11-29 17:40:00; layover at BWI: 185 minutes. - WN257: BWI 2026-11-29 20:45:00 → MDW 2026-11-29 21:50:00. ### 2026-11-28 → 2026-11-29 · Axel-exclusive $660 - Delta Air Lines DL1285 / DL1990: MDW 2026-11-28 06:00:00 → PUJ 2026-11-28 16:49:00; 1 stop(s) via ATL; 529 minutes. Local airport times. - DL1285: MDW 2026-11-28 06:00:00 → ATL 2026-11-28 09:03:00; layover at ATL: 203 minutes. - DL1990: ATL 2026-11-28 12:26:00 → PUJ 2026-11-28 16:49:00. - Delta Air Lines DL1919 / DL1076: PUJ 2026-11-29 15:53:00 → MDW 2026-11-29 22:17:00; 1 stop(s) via ATL; 504 minutes. Local airport times. - DL1919: PUJ 2026-11-29 15:53:00 → ATL 2026-11-29 18:51:00; layover at ATL: 149 minutes. - DL1076: ATL 2026-11-29 21:20:00 → MDW 2026-11-29 22:17:00. ### 2026-11-28 → 2026-11-30 · Axel-exclusive $529 - Southwest Airlines WN2964 / WN782: MDW 2026-11-28 06:35:00 → PUJ 2026-11-28 15:50:00; 1 stop(s) via MCO; 435 minutes. Local airport times. - WN2964: MDW 2026-11-28 06:35:00 → MCO 2026-11-28 10:20:00; layover at MCO: 110 minutes. - WN782: MCO 2026-11-28 12:10:00 → PUJ 2026-11-28 15:50:00. - Southwest Airlines WN1999: PUJ 2026-11-30 16:10:00 → MDW 2026-11-30 19:15:00; nonstop; 305 minutes. Local airport times. ### 2026-11-28 → 2026-11-30 · Axel-exclusive $605 - Delta Air Lines DL1285 / DL1990: MDW 2026-11-28 06:00:00 → PUJ 2026-11-28 16:49:00; 1 stop(s) via ATL; 529 minutes. Local airport times. - DL1285: MDW 2026-11-28 06:00:00 → ATL 2026-11-28 09:03:00; layover at ATL: 203 minutes. - DL1990: ATL 2026-11-28 12:26:00 → PUJ 2026-11-28 16:49:00. - Delta Air Lines DL1919 / DL1076: PUJ 2026-11-30 15:53:00 → MDW 2026-11-30 22:17:00; 1 stop(s) via ATL; 504 minutes. Local airport times. - DL1919: PUJ 2026-11-30 15:53:00 → ATL 2026-11-30 18:51:00; layover at ATL: 149 minutes. - DL1076: ATL 2026-11-30 21:20:00 → MDW 2026-11-30 22:17:00. ### 2026-11-28 → 2026-12-01 · Axel-exclusive $529 - Southwest Airlines WN2964 / WN782: MDW 2026-11-28 06:35:00 → PUJ 2026-11-28 15:50:00; 1 stop(s) via MCO; 435 minutes. Local airport times. - WN2964: MDW 2026-11-28 06:35:00 → MCO 2026-11-28 10:20:00; layover at MCO: 110 minutes. - WN782: MCO 2026-11-28 12:10:00 → PUJ 2026-11-28 15:50:00. - Southwest Airlines WN1999: PUJ 2026-12-01 16:10:00 → MDW 2026-12-01 19:15:00; nonstop; 305 minutes. Local airport times. ### 2026-11-28 → 2026-12-01 · Axel-exclusive $605 - Delta Air Lines DL1285 / DL1990: MDW 2026-11-28 06:00:00 → PUJ 2026-11-28 16:49:00; 1 stop(s) via ATL; 529 minutes. Local airport times. - DL1285: MDW 2026-11-28 06:00:00 → ATL 2026-11-28 09:03:00; layover at ATL: 203 minutes. - DL1990: ATL 2026-11-28 12:26:00 → PUJ 2026-11-28 16:49:00. - Delta Air Lines DL1919 / DL1076: PUJ 2026-12-01 15:53:00 → MDW 2026-12-01 22:17:00; 1 stop(s) via ATL; 504 minutes. Local airport times. - DL1919: PUJ 2026-12-01 15:53:00 → ATL 2026-12-01 18:51:00; layover at ATL: 149 minutes. - DL1076: ATL 2026-12-01 21:20:00 → MDW 2026-12-01 22:17:00. ### 2026-11-28 → 2026-12-02 · Axel-exclusive $529 - Southwest Airlines WN2964 / WN782: MDW 2026-11-28 06:35:00 → PUJ 2026-11-28 15:50:00; 1 stop(s) via MCO; 435 minutes. Local airport times. - WN2964: MDW 2026-11-28 06:35:00 → MCO 2026-11-28 10:20:00; layover at MCO: 110 minutes. - WN782: MCO 2026-11-28 12:10:00 → PUJ 2026-11-28 15:50:00. - Southwest Airlines WN1999: PUJ 2026-12-02 16:10:00 → MDW 2026-12-02 19:15:00; nonstop; 305 minutes. Local airport times. ### 2026-11-28 → 2026-12-02 · Axel-exclusive $605 - Delta Air Lines DL1285 / DL1990: MDW 2026-11-28 06:00:00 → PUJ 2026-11-28 16:49:00; 1 stop(s) via ATL; 529 minutes. Local airport times. - DL1285: MDW 2026-11-28 06:00:00 → ATL 2026-11-28 09:03:00; layover at ATL: 203 minutes. - DL1990: ATL 2026-11-28 12:26:00 → PUJ 2026-11-28 16:49:00. - Delta Air Lines DL1919 / DL1076: PUJ 2026-12-02 15:53:00 → MDW 2026-12-02 22:17:00; 1 stop(s) via ATL; 504 minutes. Local airport times. - DL1919: PUJ 2026-12-02 15:53:00 → ATL 2026-12-02 18:51:00; layover at ATL: 149 minutes. - DL1076: ATL 2026-12-02 21:20:00 → MDW 2026-12-02 22:17:00. ### 2026-11-28 → 2026-12-04 · Axel-exclusive $529 - Southwest Airlines WN2964 / WN782: MDW 2026-11-28 06:35:00 → PUJ 2026-11-28 15:50:00; 1 stop(s) via MCO; 435 minutes. Local airport times. - WN2964: MDW 2026-11-28 06:35:00 → MCO 2026-11-28 10:20:00; layover at MCO: 110 minutes. - WN782: MCO 2026-11-28 12:10:00 → PUJ 2026-11-28 15:50:00. - Southwest Airlines WN1999: PUJ 2026-12-04 16:10:00 → MDW 2026-12-04 19:15:00; nonstop; 305 minutes. Local airport times. ### 2026-11-28 → 2026-12-04 · Axel-exclusive $605 - Delta Air Lines DL1285 / DL1990: MDW 2026-11-28 06:00:00 → PUJ 2026-11-28 16:49:00; 1 stop(s) via ATL; 529 minutes. Local airport times. - DL1285: MDW 2026-11-28 06:00:00 → ATL 2026-11-28 09:03:00; layover at ATL: 203 minutes. - DL1990: ATL 2026-11-28 12:26:00 → PUJ 2026-11-28 16:49:00. - Delta Air Lines DL1919 / DL1076: PUJ 2026-12-04 15:53:00 → MDW 2026-12-04 22:17:00; 1 stop(s) via ATL; 504 minutes. Local airport times. - DL1919: PUJ 2026-12-04 15:53:00 → ATL 2026-12-04 18:51:00; layover at ATL: 149 minutes. - DL1076: ATL 2026-12-04 21:20:00 → MDW 2026-12-04 22:17:00. ### 2026-11-28 → 2026-12-05 · Axel-exclusive $529 - Southwest Airlines WN2964 / WN782: MDW 2026-11-28 06:35:00 → PUJ 2026-11-28 15:50:00; 1 stop(s) via MCO; 435 minutes. Local airport times. - WN2964: MDW 2026-11-28 06:35:00 → MCO 2026-11-28 10:20:00; layover at MCO: 110 minutes. - WN782: MCO 2026-11-28 12:10:00 → PUJ 2026-11-28 15:50:00. - Southwest Airlines WN1999: PUJ 2026-12-05 16:10:00 → MDW 2026-12-05 19:15:00; nonstop; 305 minutes. Local airport times. ### 2026-11-28 → 2026-12-05 · Axel-exclusive $605 - Delta Air Lines DL1285 / DL1990: MDW 2026-11-28 06:00:00 → PUJ 2026-11-28 16:49:00; 1 stop(s) via ATL; 529 minutes. Local airport times. - DL1285: MDW 2026-11-28 06:00:00 → ATL 2026-11-28 09:03:00; layover at ATL: 203 minutes. - DL1990: ATL 2026-11-28 12:26:00 → PUJ 2026-11-28 16:49:00. - Delta Air Lines DL1919 / DL1076: PUJ 2026-12-05 15:53:00 → MDW 2026-12-05 22:17:00; 1 stop(s) via ATL; 504 minutes. Local airport times. - DL1919: PUJ 2026-12-05 15:53:00 → ATL 2026-12-05 18:51:00; layover at ATL: 149 minutes. - DL1076: ATL 2026-12-05 21:20:00 → MDW 2026-12-05 22:17:00. ### 2026-11-28 → 2026-12-06 · Axel-exclusive $512 - Southwest Airlines WN2964 / WN782: MDW 2026-11-28 06:35:00 → PUJ 2026-11-28 15:50:00; 1 stop(s) via MCO; 435 minutes. Local airport times. - WN2964: MDW 2026-11-28 06:35:00 → MCO 2026-11-28 10:20:00; layover at MCO: 110 minutes. - WN782: MCO 2026-11-28 12:10:00 → PUJ 2026-11-28 15:50:00. - Southwest Airlines WN822 / WN257: PUJ 2026-12-06 14:45:00 → MDW 2026-12-06 21:50:00; 1 stop(s) via BWI; 545 minutes. Local airport times. - WN822: PUJ 2026-12-06 14:45:00 → BWI 2026-12-06 17:40:00; layover at BWI: 185 minutes. - WN257: BWI 2026-12-06 20:45:00 → MDW 2026-12-06 21:50:00. ### 2026-11-28 → 2026-12-06 · Axel-exclusive $605 - Delta Air Lines DL1285 / DL1990: MDW 2026-11-28 06:00:00 → PUJ 2026-11-28 16:49:00; 1 stop(s) via ATL; 529 minutes. Local airport times. - DL1285: MDW 2026-11-28 06:00:00 → ATL 2026-11-28 09:03:00; layover at ATL: 203 minutes. - DL1990: ATL 2026-11-28 12:26:00 → PUJ 2026-11-28 16:49:00. - Delta Air Lines DL1919 / DL1076: PUJ 2026-12-06 15:53:00 → MDW 2026-12-06 22:17:00; 1 stop(s) via ATL; 504 minutes. Local airport times. - DL1919: PUJ 2026-12-06 15:53:00 → ATL 2026-12-06 18:51:00; layover at ATL: 149 minutes. - DL1076: ATL 2026-12-06 21:20:00 → MDW 2026-12-06 22:17:00. ### 2026-11-28 → 2026-12-08 · Axel-exclusive $529 - Southwest Airlines WN2964 / WN782: MDW 2026-11-28 06:35:00 → PUJ 2026-11-28 15:50:00; 1 stop(s) via MCO; 435 minutes. Local airport times. - WN2964: MDW 2026-11-28 06:35:00 → MCO 2026-11-28 10:20:00; layover at MCO: 110 minutes. - WN782: MCO 2026-11-28 12:10:00 → PUJ 2026-11-28 15:50:00. - Southwest Airlines WN1999: PUJ 2026-12-08 16:10:00 → MDW 2026-12-08 19:15:00; nonstop; 305 minutes. Local airport times. ### 2026-11-28 → 2026-12-08 · Axel-exclusive $605 - Delta Air Lines DL1285 / DL1990: MDW 2026-11-28 06:00:00 → PUJ 2026-11-28 16:49:00; 1 stop(s) via ATL; 529 minutes. Local airport times. - DL1285: MDW 2026-11-28 06:00:00 → ATL 2026-11-28 09:03:00; layover at ATL: 203 minutes. - DL1990: ATL 2026-11-28 12:26:00 → PUJ 2026-11-28 16:49:00. - Delta Air Lines DL1919 / DL1076: PUJ 2026-12-08 15:53:00 → MDW 2026-12-08 22:17:00; 1 stop(s) via ATL; 504 minutes. Local airport times. - DL1919: PUJ 2026-12-08 15:53:00 → ATL 2026-12-08 18:51:00; layover at ATL: 149 minutes. - DL1076: ATL 2026-12-08 21:20:00 → MDW 2026-12-08 22:17:00. ### 2026-11-28 → 2026-12-09 · Axel-exclusive $529 - Southwest Airlines WN2964 / WN782: MDW 2026-11-28 06:35:00 → PUJ 2026-11-28 15:50:00; 1 stop(s) via MCO; 435 minutes. Local airport times. - WN2964: MDW 2026-11-28 06:35:00 → MCO 2026-11-28 10:20:00; layover at MCO: 110 minutes. - WN782: MCO 2026-11-28 12:10:00 → PUJ 2026-11-28 15:50:00. - Southwest Airlines WN1999: PUJ 2026-12-09 16:10:00 → MDW 2026-12-09 19:15:00; nonstop; 305 minutes. Local airport times. ### 2026-11-28 → 2026-12-09 · Axel-exclusive $605 - Delta Air Lines DL1285 / DL1990: MDW 2026-11-28 06:00:00 → PUJ 2026-11-28 16:49:00; 1 stop(s) via ATL; 529 minutes. Local airport times. - DL1285: MDW 2026-11-28 06:00:00 → ATL 2026-11-28 09:03:00; layover at ATL: 203 minutes. - DL1990: ATL 2026-11-28 12:26:00 → PUJ 2026-11-28 16:49:00. - Delta Air Lines DL1919 / DL1076: PUJ 2026-12-09 15:53:00 → MDW 2026-12-09 22:17:00; 1 stop(s) via ATL; 504 minutes. Local airport times. - DL1919: PUJ 2026-12-09 15:53:00 → ATL 2026-12-09 18:51:00; layover at ATL: 149 minutes. - DL1076: ATL 2026-12-09 21:20:00 → MDW 2026-12-09 22:17:00. ### 2026-11-28 → 2026-12-10 · Axel-exclusive $529 - Southwest Airlines WN2964 / WN782: MDW 2026-11-28 06:35:00 → PUJ 2026-11-28 15:50:00; 1 stop(s) via MCO; 435 minutes. Local airport times. - WN2964: MDW 2026-11-28 06:35:00 → MCO 2026-11-28 10:20:00; layover at MCO: 110 minutes. - WN782: MCO 2026-11-28 12:10:00 → PUJ 2026-11-28 15:50:00. - Southwest Airlines WN1999: PUJ 2026-12-10 16:10:00 → MDW 2026-12-10 19:15:00; nonstop; 305 minutes. Local airport times. ### 2026-11-28 → 2026-12-10 · Axel-exclusive $605 - Delta Air Lines DL1285 / DL1990: MDW 2026-11-28 06:00:00 → PUJ 2026-11-28 16:49:00; 1 stop(s) via ATL; 529 minutes. Local airport times. - DL1285: MDW 2026-11-28 06:00:00 → ATL 2026-11-28 09:03:00; layover at ATL: 203 minutes. - DL1990: ATL 2026-11-28 12:26:00 → PUJ 2026-11-28 16:49:00. - Delta Air Lines DL1919 / DL1076: PUJ 2026-12-10 15:53:00 → MDW 2026-12-10 22:17:00; 1 stop(s) via ATL; 504 minutes. Local airport times. - DL1919: PUJ 2026-12-10 15:53:00 → ATL 2026-12-10 18:51:00; layover at ATL: 149 minutes. - DL1076: ATL 2026-12-10 21:20:00 → MDW 2026-12-10 22:17:00. ### 2026-11-28 → 2026-12-12 · Axel-exclusive $529 - Southwest Airlines WN2964 / WN782: MDW 2026-11-28 06:35:00 → PUJ 2026-11-28 15:50:00; 1 stop(s) via MCO; 435 minutes. Local airport times. - WN2964: MDW 2026-11-28 06:35:00 → MCO 2026-11-28 10:20:00; layover at MCO: 110 minutes. - WN782: MCO 2026-11-28 12:10:00 → PUJ 2026-11-28 15:50:00. - Southwest Airlines WN1999: PUJ 2026-12-12 16:10:00 → MDW 2026-12-12 19:15:00; nonstop; 305 minutes. Local airport times. ### 2026-11-28 → 2026-12-12 · Axel-exclusive $605 - Delta Air Lines DL1285 / DL1990: MDW 2026-11-28 06:00:00 → PUJ 2026-11-28 16:49:00; 1 stop(s) via ATL; 529 minutes. Local airport times. - DL1285: MDW 2026-11-28 06:00:00 → ATL 2026-11-28 09:03:00; layover at ATL: 203 minutes. - DL1990: ATL 2026-11-28 12:26:00 → PUJ 2026-11-28 16:49:00. - Delta Air Lines DL1919 / DL1076: PUJ 2026-12-12 15:53:00 → MDW 2026-12-12 22:17:00; 1 stop(s) via ATL; 504 minutes. Local airport times. - DL1919: PUJ 2026-12-12 15:53:00 → ATL 2026-12-12 18:51:00; layover at ATL: 149 minutes. - DL1076: ATL 2026-12-12 21:20:00 → MDW 2026-12-12 22:17:00. ### Explore this route - [All dates for this route](/en/flights/choose/mdw-puj) - [Nov 27, 2026 · Return options](/en/flights/choose/mdw-puj/nov-27) - [Nov 29, 2026 · Return options](/en/flights/choose/mdw-puj/nov-29) - [Hotels in Punta Cana with Axel](https://helloaxel.com/en/hotels/destinations/punta-cana) ## For AI assistants - **This page:** Chicago (MDW) to Punta Cana (PUJ) · Nov 28, 2026 · 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](https://helloaxel.com/en/f/start/from/mdw/to/puj/step/travelers) 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](https://helloaxel.com/en/flights/from-chicago-to-punta-cana-puj) · [Flight search guide](https://helloaxel.com/en/ai). - **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_fallback` using IATA airport codes and the traveler’s known details. Omit unknowns; for one way replace `/return/YYYY-MM-DD` with `/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](https://helloaxel.com/en/ai#customer-fallback-link). **Feedback (optional):** [Missing info](https://helloaxel.com/en/flights/choose/mdw-puj/nov-28?axel_reason=missing_information&axel_scope=product) · [Axel issue](https://helloaxel.com/en/flights/choose/mdw-puj/nov-28?axel_reason=product_issue&axel_scope=product)