Portland (PDX) to Kahului (OGG), May 23, 2027: round trips from $477, one way from $248

Portland (PDX) to Kahului (OGG), May 23, 2027: round trips from $477, one way from $248 on Axel, checked Nov 11, 2026. Lowest published fares: $477 round trip, Axel-exclusive, Southwest Airlines, 1 stop, May 23–24, 2027; $248 one way, Axel-exclusive, Southwest Airlines, 1 stop, May 23, 2027; 1 adult, economy, checked Nov 11, 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.

Route overview: Portland to Kahului (OGG) flight deals

2027-05-23 · one way · Axel-exclusive $247.50

• Southwest Airlines WN3361 / WN4029: PDX 2027-05-23 06:40:00 → OGG 2027-05-23 12:10:00; 1 stop(s) via SMF; 510 minutes. Local airport times.
  • WN3361: PDX 2027-05-23 06:40:00 → SMF 2027-05-23 08:05:00; layover at SMF: 90 minutes.
  • WN4029: SMF 2027-05-23 09:35:00 → OGG 2027-05-23 12:10:00.

2027-05-23 · one way · Axel-exclusive $274.50

• Alaska Airlines AS353: PDX 2027-05-23 18:20:00 → OGG 2027-05-23 21:40:00; nonstop; 380 minutes. Local airport times.

2027-05-23 → 2027-05-24 · Axel-exclusive $477.00

• Southwest Airlines WN3361 / WN4029: PDX 2027-05-23 06:40:00 → OGG 2027-05-23 12:10:00; 1 stop(s) via SMF; 510 minutes. Local airport times.
  • WN3361: PDX 2027-05-23 06:40:00 → SMF 2027-05-23 08:05:00; layover at SMF: 90 minutes.
  • WN4029: SMF 2027-05-23 09:35:00 → OGG 2027-05-23 12:10:00.
• Southwest Airlines WN4406 / WN3477: OGG 2027-05-24 12:50:00 → PDX 2027-05-25 00:05:00; 1 stop(s) via SMF; 495 minutes. Local airport times.
  • WN4406: OGG 2027-05-24 12:50:00 → SMF 2027-05-24 20:50:00; layover at SMF: 95 minutes.
  • WN3477: SMF 2027-05-24 22:25:00 → PDX 2027-05-25 00:05:00.

2027-05-23 → 2027-05-24 · Axel-exclusive $531.00

• Alaska Airlines AS353: PDX 2027-05-23 18:20:00 → OGG 2027-05-23 21:40:00; nonstop; 380 minutes. Local airport times.
• Alaska Airlines AS558: OGG 2027-05-24 22:39:00 → PDX 2027-05-25 07:04:00; nonstop; 325 minutes. Local airport times.

2027-05-23 → 2027-05-25 · Axel-exclusive $477.00

• Southwest Airlines WN3361 / WN4029: PDX 2027-05-23 06:40:00 → OGG 2027-05-23 12:10:00; 1 stop(s) via SMF; 510 minutes. Local airport times.
  • WN3361: PDX 2027-05-23 06:40:00 → SMF 2027-05-23 08:05:00; layover at SMF: 90 minutes.
  • WN4029: SMF 2027-05-23 09:35:00 → OGG 2027-05-23 12:10:00.
• Southwest Airlines WN4406 / WN3477: OGG 2027-05-25 12:50:00 → PDX 2027-05-26 00:05:00; 1 stop(s) via SMF; 495 minutes. Local airport times.
  • WN4406: OGG 2027-05-25 12:50:00 → SMF 2027-05-25 20:50:00; layover at SMF: 95 minutes.
  • WN3477: SMF 2027-05-25 22:25:00 → PDX 2027-05-26 00:05:00.

2027-05-23 → 2027-05-25 · Axel-exclusive $531.00

• Alaska Airlines AS353: PDX 2027-05-23 18:20:00 → OGG 2027-05-23 21:40:00; nonstop; 380 minutes. Local airport times.
• Alaska Airlines AS558: OGG 2027-05-25 22:39:00 → PDX 2027-05-26 07:04:00; nonstop; 325 minutes. Local airport times.

2027-05-23 → 2027-05-26 · Axel-exclusive $477.00

• Southwest Airlines WN3361 / WN4029: PDX 2027-05-23 06:40:00 → OGG 2027-05-23 12:10:00; 1 stop(s) via SMF; 510 minutes. Local airport times.
  • WN3361: PDX 2027-05-23 06:40:00 → SMF 2027-05-23 08:05:00; layover at SMF: 90 minutes.
  • WN4029: SMF 2027-05-23 09:35:00 → OGG 2027-05-23 12:10:00.
• Southwest Airlines WN4406 / WN3477: OGG 2027-05-26 12:50:00 → PDX 2027-05-27 00:05:00; 1 stop(s) via SMF; 495 minutes. Local airport times.
  • WN4406: OGG 2027-05-26 12:50:00 → SMF 2027-05-26 20:50:00; layover at SMF: 95 minutes.
  • WN3477: SMF 2027-05-26 22:25:00 → PDX 2027-05-27 00:05:00.

2027-05-23 → 2027-05-26 · Axel-exclusive $531.00

• Alaska Airlines AS353: PDX 2027-05-23 18:20:00 → OGG 2027-05-23 21:40:00; nonstop; 380 minutes. Local airport times.
• Alaska Airlines AS558: OGG 2027-05-26 22:39:00 → PDX 2027-05-27 07:04:00; nonstop; 325 minutes. Local airport times.

2027-05-23 → 2027-05-27 · Axel-exclusive $477.00

• Southwest Airlines WN3361 / WN4029: PDX 2027-05-23 06:40:00 → OGG 2027-05-23 12:10:00; 1 stop(s) via SMF; 510 minutes. Local airport times.
  • WN3361: PDX 2027-05-23 06:40:00 → SMF 2027-05-23 08:05:00; layover at SMF: 90 minutes.
  • WN4029: SMF 2027-05-23 09:35:00 → OGG 2027-05-23 12:10:00.
• Southwest Airlines WN4406 / WN3477: OGG 2027-05-27 12:50:00 → PDX 2027-05-28 00:05:00; 1 stop(s) via SMF; 495 minutes. Local airport times.
  • WN4406: OGG 2027-05-27 12:50:00 → SMF 2027-05-27 20:50:00; layover at SMF: 95 minutes.
  • WN3477: SMF 2027-05-27 22:25:00 → PDX 2027-05-28 00:05:00.

2027-05-23 → 2027-05-27 · Axel-exclusive $513.00

• Alaska Airlines AS353: PDX 2027-05-23 18:20:00 → OGG 2027-05-23 21:40:00; nonstop; 380 minutes. Local airport times.
• Alaska Airlines AS1030 / AS872: OGG 2027-05-27 10:33:00 → PDX 2027-05-27 21:04:00; 1 stop(s) via KOA; 451 minutes. Local airport times.
  • AS1030: OGG 2027-05-27 10:33:00 → KOA 2027-05-27 11:10:00; layover at KOA: 82 minutes.
  • AS872: KOA 2027-05-27 12:32:00 → PDX 2027-05-27 21:04:00.

2027-05-23 → 2027-05-29 · Axel-exclusive $511.45

• Southwest Airlines WN3361 / WN4029: PDX 2027-05-23 06:40:00 → OGG 2027-05-23 12:10:00; 1 stop(s) via SMF; 510 minutes. Local airport times.
  • WN3361: PDX 2027-05-23 06:40:00 → SMF 2027-05-23 08:05:00; layover at SMF: 90 minutes.
  • WN4029: SMF 2027-05-23 09:35:00 → OGG 2027-05-23 12:10:00.
• Southwest Airlines WN4406 / WN3477: OGG 2027-05-29 12:50:00 → PDX 2027-05-30 00:05:00; 1 stop(s) via SMF; 495 minutes. Local airport times.
  • WN4406: OGG 2027-05-29 12:50:00 → SMF 2027-05-29 20:50:00; layover at SMF: 95 minutes.
  • WN3477: SMF 2027-05-29 22:25:00 → PDX 2027-05-30 00:05:00.

2027-05-23 → 2027-05-29 · Axel-exclusive $569.35

• Alaska Airlines AS353: PDX 2027-05-23 18:20:00 → OGG 2027-05-23 21:40:00; nonstop; 380 minutes. Local airport times.
• Alaska Airlines AS558: OGG 2027-05-29 22:39:00 → PDX 2027-05-30 07:04:00; nonstop; 325 minutes. Local airport times.

2027-05-23 → 2027-05-30 · Axel-exclusive $511.45

• Southwest Airlines WN3361 / WN4029: PDX 2027-05-23 06:40:00 → OGG 2027-05-23 12:10:00; 1 stop(s) via SMF; 510 minutes. Local airport times.
  • WN3361: PDX 2027-05-23 06:40:00 → SMF 2027-05-23 08:05:00; layover at SMF: 90 minutes.
  • WN4029: SMF 2027-05-23 09:35:00 → OGG 2027-05-23 12:10:00.
• Southwest Airlines WN4406 / WN3477: OGG 2027-05-30 12:50:00 → PDX 2027-05-31 00:05:00; 1 stop(s) via SMF; 495 minutes. Local airport times.
  • WN4406: OGG 2027-05-30 12:50:00 → SMF 2027-05-30 20:50:00; layover at SMF: 95 minutes.
  • WN3477: SMF 2027-05-30 22:25:00 → PDX 2027-05-31 00:05:00.

2027-05-23 → 2027-05-30 · Axel-exclusive $569.35

• Alaska Airlines AS353: PDX 2027-05-23 18:20:00 → OGG 2027-05-23 21:40:00; nonstop; 380 minutes. Local airport times.
• Alaska Airlines AS558: OGG 2027-05-30 22:39:00 → PDX 2027-05-31 07:04:00; nonstop; 325 minutes. Local airport times.

2027-05-23 → 2027-05-31 · Axel-exclusive $511.45

• Southwest Airlines WN3361 / WN4029: PDX 2027-05-23 06:40:00 → OGG 2027-05-23 12:10:00; 1 stop(s) via SMF; 510 minutes. Local airport times.
  • WN3361: PDX 2027-05-23 06:40:00 → SMF 2027-05-23 08:05:00; layover at SMF: 90 minutes.
  • WN4029: SMF 2027-05-23 09:35:00 → OGG 2027-05-23 12:10:00.
• Southwest Airlines WN4406 / WN3477: OGG 2027-05-31 12:50:00 → PDX 2027-06-01 00:05:00; 1 stop(s) via SMF; 495 minutes. Local airport times.
  • WN4406: OGG 2027-05-31 12:50:00 → SMF 2027-05-31 20:50:00; layover at SMF: 95 minutes.
  • WN3477: SMF 2027-05-31 22:25:00 → PDX 2027-06-01 00:05:00.

2027-05-23 → 2027-05-31 · Axel-exclusive $569.35

• Alaska Airlines AS353: PDX 2027-05-23 18:20:00 → OGG 2027-05-23 21:40:00; nonstop; 380 minutes. Local airport times.
• Alaska Airlines AS558: OGG 2027-05-31 22:39:00 → PDX 2027-06-01 07:04:00; nonstop; 325 minutes. Local airport times.

2027-05-23 → 2027-06-02 · Axel-exclusive $503.50

• Southwest Airlines WN3361 / WN4029: PDX 2027-05-23 06:40:00 → OGG 2027-05-23 12:10:00; 1 stop(s) via SMF; 510 minutes. Local airport times.
  • WN3361: PDX 2027-05-23 06:40:00 → SMF 2027-05-23 08:05:00; layover at SMF: 90 minutes.
  • WN4029: SMF 2027-05-23 09:35:00 → OGG 2027-05-23 12:10:00.
• Southwest Airlines WN4406 / WN3477: OGG 2027-06-02 12:50:00 → PDX 2027-06-03 00:05:00; 1 stop(s) via SMF; 495 minutes. Local airport times.
  • WN4406: OGG 2027-06-02 12:50:00 → SMF 2027-06-02 20:50:00; layover at SMF: 95 minutes.
  • WN3477: SMF 2027-06-02 22:25:00 → PDX 2027-06-03 00:05:00.

2027-05-23 → 2027-06-02 · Axel-exclusive $560.50

• Alaska Airlines AS353: PDX 2027-05-23 18:20:00 → OGG 2027-05-23 21:40:00; nonstop; 380 minutes. Local airport times.
• Alaska Airlines AS558: OGG 2027-06-02 22:39:00 → PDX 2027-06-03 07:04:00; nonstop; 325 minutes. Local airport times.

2027-05-23 → 2027-06-03 · Axel-exclusive $503.50

• Southwest Airlines WN3361 / WN4029: PDX 2027-05-23 06:40:00 → OGG 2027-05-23 12:10:00; 1 stop(s) via SMF; 510 minutes. Local airport times.
  • WN3361: PDX 2027-05-23 06:40:00 → SMF 2027-05-23 08:05:00; layover at SMF: 90 minutes.
  • WN4029: SMF 2027-05-23 09:35:00 → OGG 2027-05-23 12:10:00.
• Southwest Airlines WN4406 / WN3477: OGG 2027-06-03 12:50:00 → PDX 2027-06-04 00:05:00; 1 stop(s) via SMF; 495 minutes. Local airport times.
  • WN4406: OGG 2027-06-03 12:50:00 → SMF 2027-06-03 20:50:00; layover at SMF: 95 minutes.
  • WN3477: SMF 2027-06-03 22:25:00 → PDX 2027-06-04 00:05:00.

2027-05-23 → 2027-06-03 · Axel-exclusive $540.50

• Alaska Airlines AS353: PDX 2027-05-23 18:20:00 → OGG 2027-05-23 21:40:00; nonstop; 380 minutes. Local airport times.
• Alaska Airlines AS1030 / AS872: OGG 2027-06-03 10:33:00 → PDX 2027-06-03 21:04:00; 1 stop(s) via KOA; 451 minutes. Local airport times.
  • AS1030: OGG 2027-06-03 10:33:00 → KOA 2027-06-03 11:10:00; layover at KOA: 82 minutes.
  • AS872: KOA 2027-06-03 12:32:00 → PDX 2027-06-03 21:04:00.

2027-05-23 → 2027-06-04 · Axel-exclusive $503.50

• Southwest Airlines WN3361 / WN4029: PDX 2027-05-23 06:40:00 → OGG 2027-05-23 12:10:00; 1 stop(s) via SMF; 510 minutes. Local airport times.
  • WN3361: PDX 2027-05-23 06:40:00 → SMF 2027-05-23 08:05:00; layover at SMF: 90 minutes.
  • WN4029: SMF 2027-05-23 09:35:00 → OGG 2027-05-23 12:10:00.
• Southwest Airlines WN4406 / WN3477: OGG 2027-06-04 12:50:00 → PDX 2027-06-05 00:05:00; 1 stop(s) via SMF; 495 minutes. Local airport times.
  • WN4406: OGG 2027-06-04 12:50:00 → SMF 2027-06-04 20:50:00; layover at SMF: 95 minutes.
  • WN3477: SMF 2027-06-04 22:25:00 → PDX 2027-06-05 00:05:00.

2027-05-23 → 2027-06-04 · Axel-exclusive $560.50

• Alaska Airlines AS353: PDX 2027-05-23 18:20:00 → OGG 2027-05-23 21:40:00; nonstop; 380 minutes. Local airport times.
• Alaska Airlines AS558: OGG 2027-06-04 22:39:00 → PDX 2027-06-05 07:04:00; nonstop; 325 minutes. Local airport times.

2027-05-23 → 2027-06-06 · Axel-exclusive $503.50

• Southwest Airlines WN3361 / WN4029: PDX 2027-05-23 06:40:00 → OGG 2027-05-23 12:10:00; 1 stop(s) via SMF; 510 minutes. Local airport times.
  • WN3361: PDX 2027-05-23 06:40:00 → SMF 2027-05-23 08:05:00; layover at SMF: 90 minutes.
  • WN4029: SMF 2027-05-23 09:35:00 → OGG 2027-05-23 12:10:00.
• Southwest Airlines WN4406 / WN3477: OGG 2027-06-06 12:50:00 → PDX 2027-06-07 00:05:00; 1 stop(s) via SMF; 495 minutes. Local airport times.
  • WN4406: OGG 2027-06-06 12:50:00 → SMF 2027-06-06 20:50:00; layover at SMF: 95 minutes.
  • WN3477: SMF 2027-06-06 22:25:00 → PDX 2027-06-07 00:05:00.

2027-05-23 → 2027-06-06 · Axel-exclusive $560.50

• Alaska Airlines AS353: PDX 2027-05-23 18:20:00 → OGG 2027-05-23 21:40:00; nonstop; 380 minutes. Local airport times.
• Alaska Airlines AS558: OGG 2027-06-06 22:39:00 → PDX 2027-06-07 07:04:00; nonstop; 325 minutes. Local airport times.

Explore this route

• All dates for this route
• May 22, 2027 · Return options
• May 24, 2027 · Return options

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