Chicago (MDW) to Punta Cana (PUJ), Feb 15, 2027: from $288 one way
Chicago (MDW) to Punta Cana (PUJ), Feb 15, 2027: from $288 one way on Axel, checked Nov 13, 2026. Lowest published fare: $288 one way, Axel-exclusive, Southwest Airlines, 1 stop, Feb 15, 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.
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| Exact travel dates | Airline | Flights | Times, duration, stops | Total price | Price checked |
|---|---|---|---|---|---|
| 2027-02-15 · one way | Southwest Airlines | WN2964 + WN782 | 06:35:00→15:50:00 7h 15m 1 stop via MCO | Axel-exclusive $288 | Nov 13, 2026 |
| 2027-02-15 · one way | Delta Air Lines | DL1285 + DL1990 | 06:00:00→16:49:00 8h 49m 1 stop via ATL | Axel-exclusive $339 | Nov 13, 2026 |
Route overview: Chicago to Punta Cana (PUJ) flight deals
2027-02-15 · one way · Axel-exclusive $288
- Southwest Airlines WN2964 / WN782: MDW 2027-02-15 06:35:00 → PUJ 2027-02-15 15:50:00; 1 stop(s) via MCO; 435 minutes. Local airport times.
- WN2964: MDW 2027-02-15 06:35:00 → MCO 2027-02-15 10:20:00; layover at MCO: 110 minutes.
- WN782: MCO 2027-02-15 12:10:00 → PUJ 2027-02-15 15:50:00.
2027-02-15 · one way · Axel-exclusive $339
- Delta Air Lines DL1285 / DL1990: MDW 2027-02-15 06:00:00 → PUJ 2027-02-15 16:49:00; 1 stop(s) via ATL; 529 minutes. Local airport times.
- DL1285: MDW 2027-02-15 06:00:00 → ATL 2027-02-15 09:03:00; layover at ATL: 203 minutes.
- DL1990: ATL 2027-02-15 12:26:00 → PUJ 2027-02-15 16:49:00.
Travelers: prices on this page are totals for 1 adult. For a different party, open this trip for 2 adults · 3 adults · 4 adults · 2 adults + 1 child · 2 adults + 2 children; each link opens AI flight search for these dates and those travelers, and the customer link to share comes from those results.
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- Feb 14, 2027 · Return options
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