Chicago (MDW) to Puerto Vallarta (PVR), Jan 1, 2027: round trips from $558, one way from $350

Chicago (MDW) to Puerto Vallarta (PVR), Jan 1, 2027: round trips from $558, one way from $350 on Axel, checked Nov 14, 2026. Lowest published fares: $558 round trip, Axel-exclusive, Southwest Airlines, 1 stop, Jan 1–4, 2027; $350 one way, Axel-exclusive, Southwest Airlines, 1 stop, Jan 1, 2027; 1 adult, economy, checked Nov 14, 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
2027-01-01 · one way Southwest Airlines WN3020 + WN772 06:00:00→15:00:00 9h 00m 1 stop via SAN Axel-exclusive $350 Nov 14, 2026
2027-01-01 · one way Delta Air Lines DL1285 + DL1843 06:00:00→15:05:00 9h 05m 1 stop via ATL Axel-exclusive $385 Nov 14, 2026
2027-01-01 → 2027-01-02 Southwest Airlines WN3020 + WN772 / WN109 + WN2383 06:00:00→15:00:00 9h 00m 1 stop via SAN · 15:55:00→23:10:00 7h 15m 1 stop via HOU Axel-exclusive $651 Nov 14, 2026
2027-01-01 → 2027-01-02 Delta Air Lines DL1285 + DL1843 / DL1816 + DL1076 06:00:00→15:05:00 9h 05m 1 stop via ATL · 14:12:00→22:17:00 8h 05m 1 stop via ATL Axel-exclusive $714 Nov 14, 2026
2027-01-01 → 2027-01-03 Southwest Airlines WN3020 + WN772 / WN109 + WN2383 06:00:00→15:00:00 9h 00m 1 stop via SAN · 15:55:00→23:10:00 7h 15m 1 stop via HOU Axel-exclusive $651 Nov 14, 2026
2027-01-01 → 2027-01-03 Delta Air Lines DL1285 + DL1843 / DL1816 + DL1076 06:00:00→15:05:00 9h 05m 1 stop via ATL · 14:12:00→22:17:00 8h 05m 1 stop via ATL Axel-exclusive $714 Nov 14, 2026
2027-01-01 → 2027-01-04 Southwest Airlines WN3020 + WN772 / WN109 + WN2383 06:00:00→15:00:00 9h 00m 1 stop via SAN · 15:55:00→23:10:00 7h 15m 1 stop via HOU Axel-exclusive $558 Nov 14, 2026
2027-01-01 → 2027-01-04 Delta Air Lines DL1285 + DL1843 / DL1816 + DL1076 06:00:00→15:05:00 9h 05m 1 stop via ATL · 14:12:00→22:17:00 8h 05m 1 stop via ATL Axel-exclusive $612 Nov 14, 2026
2027-01-01 → 2027-01-05 Southwest Airlines WN3020 + WN772 / WN109 + WN2383 06:00:00→15:00:00 9h 00m 1 stop via SAN · 15:55:00→23:10:00 7h 15m 1 stop via HOU Axel-exclusive $558 Nov 14, 2026
2027-01-01 → 2027-01-05 Delta Air Lines DL1285 + DL1843 / DL1816 + DL1076 06:00:00→15:05:00 9h 05m 1 stop via ATL · 14:12:00→22:17:00 8h 05m 1 stop via ATL Axel-exclusive $612 Nov 14, 2026
2027-01-01 → 2027-01-06 Southwest Airlines WN3020 + WN772 / WN109 + WN2383 06:00:00→15:00:00 9h 00m 1 stop via SAN · 15:55:00→23:10:00 7h 15m 1 stop via HOU Axel-exclusive $558 Nov 14, 2026
2027-01-01 → 2027-01-06 Delta Air Lines DL1285 + DL1843 / DL1816 + DL1076 06:00:00→15:05:00 9h 05m 1 stop via ATL · 14:12:00→22:17:00 8h 05m 1 stop via ATL Axel-exclusive $612 Nov 14, 2026
2027-01-01 → 2027-01-07 Southwest Airlines WN3020 + WN772 / WN109 + WN2383 06:00:00→15:00:00 9h 00m 1 stop via SAN · 15:55:00→23:10:00 7h 15m 1 stop via HOU Axel-exclusive $558 Nov 14, 2026
2027-01-01 → 2027-01-07 Delta Air Lines DL1285 + DL1843 / DL1816 + DL1076 06:00:00→15:05:00 9h 05m 1 stop via ATL · 14:12:00→22:17:00 8h 05m 1 stop via ATL Axel-exclusive $612 Nov 14, 2026
2027-01-01 → 2027-01-08 Southwest Airlines WN3020 + WN772 / WN109 + WN2383 06:00:00→15:00:00 9h 00m 1 stop via SAN · 15:55:00→23:10:00 7h 15m 1 stop via HOU Axel-exclusive $558 Nov 14, 2026
2027-01-01 → 2027-01-08 Delta Air Lines DL1285 + DL1843 / DL1816 + DL1076 06:00:00→15:05:00 9h 05m 1 stop via ATL · 14:12:00→22:17:00 8h 05m 1 stop via ATL Axel-exclusive $612 Nov 14, 2026
2027-01-01 → 2027-01-09 Southwest Airlines WN3020 + WN772 / WN109 + WN2383 06:00:00→15:00:00 9h 00m 1 stop via SAN · 15:55:00→23:10:00 7h 15m 1 stop via HOU Axel-exclusive $558 Nov 14, 2026
2027-01-01 → 2027-01-09 Delta Air Lines DL1285 + DL1843 / DL1816 + DL1076 06:00:00→15:05:00 9h 05m 1 stop via ATL · 14:12:00→22:17:00 8h 05m 1 stop via ATL Axel-exclusive $612 Nov 14, 2026
2027-01-01 → 2027-01-10 Southwest Airlines WN3020 + WN772 / WN109 + WN2383 06:00:00→15:00:00 9h 00m 1 stop via SAN · 15:55:00→23:10:00 7h 15m 1 stop via HOU Axel-exclusive $558 Nov 14, 2026
2027-01-01 → 2027-01-10 Delta Air Lines DL1285 + DL1843 / DL1816 + DL1076 06:00:00→15:05:00 9h 05m 1 stop via ATL · 14:12:00→22:17:00 8h 05m 1 stop via ATL Axel-exclusive $612 Nov 14, 2026
2027-01-01 → 2027-01-11 Southwest Airlines WN3020 + WN772 / WN109 + WN2383 06:00:00→15:00:00 9h 00m 1 stop via SAN · 15:55:00→23:10:00 7h 15m 1 stop via HOU Axel-exclusive $558 Nov 14, 2026
2027-01-01 → 2027-01-11 Delta Air Lines DL1285 + DL1843 / DL1816 + DL1076 06:00:00→15:05:00 9h 05m 1 stop via ATL · 14:12:00→22:17:00 8h 05m 1 stop via ATL Axel-exclusive $612 Nov 14, 2026
2027-01-01 → 2027-01-12 Southwest Airlines WN3020 + WN772 / WN109 + WN2383 06:00:00→15:00:00 9h 00m 1 stop via SAN · 15:55:00→23:10:00 7h 15m 1 stop via HOU Axel-exclusive $558 Nov 14, 2026
2027-01-01 → 2027-01-12 Delta Air Lines DL1285 + DL1843 / DL1816 + DL1076 06:00:00→15:05:00 9h 05m 1 stop via ATL · 14:12:00→22:17:00 8h 05m 1 stop via ATL Axel-exclusive $612 Nov 14, 2026
2027-01-01 → 2027-01-13 Southwest Airlines WN3020 + WN772 / WN109 + WN2383 06:00:00→15:00:00 9h 00m 1 stop via SAN · 15:55:00→23:10:00 7h 15m 1 stop via HOU Axel-exclusive $558 Nov 14, 2026
2027-01-01 → 2027-01-13 Delta Air Lines DL1285 + DL1843 / DL1816 + DL1076 06:00:00→15:05:00 9h 05m 1 stop via ATL · 14:12:00→22:17:00 8h 05m 1 stop via ATL Axel-exclusive $612 Nov 14, 2026
2027-01-01 → 2027-01-14 Southwest Airlines WN3020 + WN772 / WN109 + WN2383 06:00:00→15:00:00 9h 00m 1 stop via SAN · 15:55:00→23:10:00 7h 15m 1 stop via HOU Axel-exclusive $558 Nov 14, 2026
2027-01-01 → 2027-01-14 Delta Air Lines DL1285 + DL1843 / DL1816 + DL1076 06:00:00→15:05:00 9h 05m 1 stop via ATL · 14:12:00→22:17:00 8h 05m 1 stop via ATL Axel-exclusive $612 Nov 14, 2026
2027-01-01 → 2027-01-15 Southwest Airlines WN3020 + WN772 / WN109 + WN2383 06:00:00→15:00:00 9h 00m 1 stop via SAN · 15:55:00→23:10:00 7h 15m 1 stop via HOU Axel-exclusive $558 Nov 14, 2026
2027-01-01 → 2027-01-15 Delta Air Lines DL1285 + DL1843 / DL1816 + DL1076 06:00:00→15:05:00 9h 05m 1 stop via ATL · 14:12:00→22:17:00 8h 05m 1 stop via ATL Axel-exclusive $612 Nov 14, 2026

Hotels in Puerto Vallarta for these trips

Hotels: under a trip, hotels in Puerto Vallarta 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.

All hotels in Puerto Vallarta

Route overview: Chicago to Puerto Vallarta (PVR) flight deals

2027-01-01 · one way · Axel-exclusive $350

2027-01-01 · one way · Axel-exclusive $385

2027-01-01 → 2027-01-02 · Axel-exclusive $651

2027-01-01 → 2027-01-02 · Axel-exclusive $714

2027-01-01 → 2027-01-03 · Axel-exclusive $651

2027-01-01 → 2027-01-03 · Axel-exclusive $714

2027-01-01 → 2027-01-04 · Axel-exclusive $558

2027-01-01 → 2027-01-04 · Axel-exclusive $612

2027-01-01 → 2027-01-05 · Axel-exclusive $558

2027-01-01 → 2027-01-05 · Axel-exclusive $612

2027-01-01 → 2027-01-07 · Axel-exclusive $558

2027-01-01 → 2027-01-07 · Axel-exclusive $612

2027-01-01 → 2027-01-08 · Axel-exclusive $558

2027-01-01 → 2027-01-08 · Axel-exclusive $612

2027-01-01 → 2027-01-09 · Axel-exclusive $558

2027-01-01 → 2027-01-09 · Axel-exclusive $612

2027-01-01 → 2027-01-11 · Axel-exclusive $558

2027-01-01 → 2027-01-11 · Axel-exclusive $612

2027-01-01 → 2027-01-12 · Axel-exclusive $558

2027-01-01 → 2027-01-12 · Axel-exclusive $612

2027-01-01 → 2027-01-13 · Axel-exclusive $558

2027-01-01 → 2027-01-13 · Axel-exclusive $612

2027-01-01 → 2027-01-15 · Axel-exclusive $558

2027-01-01 → 2027-01-15 · Axel-exclusive $612

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