Oakland (OAK) to Portland (PWM), May 14, 2027: round trips from $560, one way from $295

Oakland (OAK) to Portland (PWM), May 14, 2027: round trips from $560, one way from $295 on Axel, checked Oct 29, 2026. Lowest published fares: $560 round trip, Axel-exclusive, Southwest Airlines, 2 stops, May 14–15, 2027; $295 one way, Axel-exclusive, Southwest Airlines, 2 stops, May 14, 2027; 1 adult, economy, checked Oct 29, 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, issued at the time 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 issuance times already shown here.

Hotels in Portland, Maine for these trips

Hotels: under a trip, hotels in Portland, Maine for exactly those nights link to the hotel pages for 2 adults in 1 room. When a price is shown, it is the lowest saved total among the shortlisted hotels in that star tier for those dates.

• Hotels in Portland, Maine for these nights (May 14–15, 2027 · 1 night · 2 adults, 1 room): 3★ Tru by Hilton Portland Airport Area · 4★ The Westin Portland Harborview
• Hotels in Portland, Maine for these nights (May 14–16, 2027 · 2 nights · 2 adults, 1 room): 3★ Tru by Hilton Portland Airport Area · 4★ The Westin Portland Harborview
• Hotels in Portland, Maine for these nights (May 14–17, 2027 · 3 nights · 2 adults, 1 room): 3★ Tru by Hilton Portland Airport Area · 4★ The Westin Portland Harborview
• Hotels in Portland, Maine for these nights (May 14–18, 2027 · 4 nights · 2 adults, 1 room): 3★ Tru by Hilton Portland Airport Area · 4★ The Westin Portland Harborview
• Hotels in Portland, Maine for these nights (May 14–19, 2027 · 5 nights · 2 adults, 1 room): 3★ Tru by Hilton Portland Airport Area · 4★ The Westin Portland Harborview
• Hotels in Portland, Maine for these nights (May 14–20, 2027 · 6 nights · 2 adults, 1 room): 3★ Tru by Hilton Portland Airport Area · 4★ The Westin Portland Harborview
• Hotels in Portland, Maine for these nights (May 14–21, 2027 · 7 nights · 2 adults, 1 room): 3★ Tru by Hilton Portland Airport Area · 4★ The Westin Portland Harborview
• Hotels in Portland, Maine for these nights (May 14–22, 2027 · 8 nights · 2 adults, 1 room): 3★ Tru by Hilton Portland Airport Area · 4★ The Westin Portland Harborview
• Hotels in Portland, Maine for these nights (May 14–23, 2027 · 9 nights · 2 adults, 1 room): 3★ Tru by Hilton Portland Airport Area · 4★ The Westin Portland Harborview
• Hotels in Portland, Maine for these nights (May 14–24, 2027 · 10 nights · 2 adults, 1 room): 3★ Tru by Hilton Portland Airport Area · 4★ The Westin Portland Harborview
• Hotels in Portland, Maine for these nights (May 14–25, 2027 · 11 nights · 2 adults, 1 room): 3★ Tru by Hilton Portland Airport Area · 4★ The Westin Portland Harborview
• Hotels in Portland, Maine for these nights (May 14–26, 2027 · 12 nights · 2 adults, 1 room): 3★ Tru by Hilton Portland Airport Area · 4★ The Westin Portland Harborview
• Hotels in Portland, Maine for these nights (May 14–27, 2027 · 13 nights · 2 adults, 1 room): 3★ Tru by Hilton Portland Airport Area · 4★ The Westin Portland Harborview
• Hotels in Portland, Maine for these nights (May 14–28, 2027 · 14 nights · 2 adults, 1 room): 3★ Tru by Hilton Portland Airport Area · 4★ The Westin Portland Harborview
• Hotels in Portland, Maine for these nights (May 14 – Jun 4, 2027 · 21 nights · 2 adults, 1 room): 3★ Tru by Hilton Portland Airport Area · 4★ The Westin Portland Harborview
• Hotels in Portland, Maine for these nights (May 14 – Jun 11, 2027 · 28 nights · 2 adults, 1 room): 3★ Tru by Hilton Portland Airport Area · 4★ The Westin Portland Harborview

All hotels in Portland, Maine

Route overview: San Francisco Bay Area to Portland (PWM) flight deals

2027-05-14 · one way · Axel-exclusive $295.00

• Southwest Airlines WN410 / WN2489 / WN1132: OAK 2027-05-14 09:25:00 → PWM 2027-05-15 00:10:00; 2 stop(s) via LAX, BWI; 705 minutes. Local airport times.
  • WN410: OAK 2027-05-14 09:25:00 → LAX 2027-05-14 10:50:00; layover at LAX: 170 minutes.
  • WN2489: LAX 2027-05-14 13:40:00 → BWI 2027-05-14 21:30:00; layover at BWI: 65 minutes.
  • WN1132: BWI 2027-05-14 22:35:00 → PWM 2027-05-15 00:10:00.

2027-05-14 · one way · Axel-exclusive $330.00

• Alaska Airlines AS2133 / AA2768 / AA3095: OAK 2027-05-14 18:46:00 → PWM 2027-05-15 10:18:00; 2 stop(s) via PDX, CLT; 752 minutes. Local airport times.
  • AS2133: OAK 2027-05-14 18:46:00 → PDX 2027-05-14 20:30:00; layover at PDX: 90 minutes.
  • AA2768: PDX 2027-05-14 22:00:00 → CLT 2027-05-15 05:50:00; layover at CLT: 138 minutes.
  • AA3095: CLT 2027-05-15 08:08:00 → PWM 2027-05-15 10:18:00.

2027-05-14 → 2027-05-15 · Axel-exclusive $560.00

• Southwest Airlines WN410 / WN2489 / WN1132: OAK 2027-05-14 09:25:00 → PWM 2027-05-15 00:10:00; 2 stop(s) via LAX, BWI; 705 minutes. Local airport times.
  • WN410: OAK 2027-05-14 09:25:00 → LAX 2027-05-14 10:50:00; layover at LAX: 170 minutes.
  • WN2489: LAX 2027-05-14 13:40:00 → BWI 2027-05-14 21:30:00; layover at BWI: 65 minutes.
  • WN1132: BWI 2027-05-14 22:35:00 → PWM 2027-05-15 00:10:00.
• Southwest Airlines WN2807 / WN4499 / WN1262: PWM 2027-05-15 10:25:00 → OAK 2027-05-15 18:55:00; 2 stop(s) via BWI, AUS; 690 minutes. Local airport times.
  • WN2807: PWM 2027-05-15 10:25:00 → BWI 2027-05-15 12:10:00; layover at BWI: 60 minutes.
  • WN4499: BWI 2027-05-15 13:10:00 → AUS 2027-05-15 15:45:00; layover at AUS: 85 minutes.
  • WN1262: AUS 2027-05-15 17:10:00 → OAK 2027-05-15 18:55:00.

2027-05-14 → 2027-05-15 · Axel-exclusive $610.00

• Alaska Airlines AS2133 / AA2768 / AA3095: OAK 2027-05-14 18:46:00 → PWM 2027-05-15 10:18:00; 2 stop(s) via PDX, CLT; 752 minutes. Local airport times.
  • AS2133: OAK 2027-05-14 18:46:00 → PDX 2027-05-14 20:30:00; layover at PDX: 90 minutes.
  • AA2768: PDX 2027-05-14 22:00:00 → CLT 2027-05-15 05:50:00; layover at CLT: 138 minutes.
  • AA3095: CLT 2027-05-15 08:08:00 → PWM 2027-05-15 10:18:00.
• American Airlines AA4741 / AA3111 / AS2029: PWM 2027-05-15 12:15:00 → OAK 2027-05-15 23:04:00; 2 stop(s) via ORD, SAN; 829 minutes. Local airport times.
  • AA4741: PWM 2027-05-15 12:15:00 → ORD 2027-05-15 14:30:00; layover at ORD: 135 minutes.
  • AA3111: ORD 2027-05-15 16:45:00 → SAN 2027-05-15 19:18:00; layover at SAN: 128 minutes.
  • AS2029: SAN 2027-05-15 21:26:00 → OAK 2027-05-15 23:04:00.

2027-05-14 → 2027-05-16 · Axel-exclusive $560.00

• Southwest Airlines WN410 / WN2489 / WN1132: OAK 2027-05-14 09:25:00 → PWM 2027-05-15 00:10:00; 2 stop(s) via LAX, BWI; 705 minutes. Local airport times.
  • WN410: OAK 2027-05-14 09:25:00 → LAX 2027-05-14 10:50:00; layover at LAX: 170 minutes.
  • WN2489: LAX 2027-05-14 13:40:00 → BWI 2027-05-14 21:30:00; layover at BWI: 65 minutes.
  • WN1132: BWI 2027-05-14 22:35:00 → PWM 2027-05-15 00:10:00.
• Southwest Airlines WN2807 / WN4499 / WN1262: PWM 2027-05-16 10:25:00 → OAK 2027-05-16 18:55:00; 2 stop(s) via BWI, AUS; 690 minutes. Local airport times.
  • WN2807: PWM 2027-05-16 10:25:00 → BWI 2027-05-16 12:10:00; layover at BWI: 60 minutes.
  • WN4499: BWI 2027-05-16 13:10:00 → AUS 2027-05-16 15:45:00; layover at AUS: 85 minutes.
  • WN1262: AUS 2027-05-16 17:10:00 → OAK 2027-05-16 18:55:00.

2027-05-14 → 2027-05-16 · Axel-exclusive $610.00

• Alaska Airlines AS2133 / AA2768 / AA3095: OAK 2027-05-14 18:46:00 → PWM 2027-05-15 10:18:00; 2 stop(s) via PDX, CLT; 752 minutes. Local airport times.
  • AS2133: OAK 2027-05-14 18:46:00 → PDX 2027-05-14 20:30:00; layover at PDX: 90 minutes.
  • AA2768: PDX 2027-05-14 22:00:00 → CLT 2027-05-15 05:50:00; layover at CLT: 138 minutes.
  • AA3095: CLT 2027-05-15 08:08:00 → PWM 2027-05-15 10:18:00.
• American Airlines AA4741 / AA3111 / AS2029: PWM 2027-05-16 12:15:00 → OAK 2027-05-16 23:04:00; 2 stop(s) via ORD, SAN; 829 minutes. Local airport times.
  • AA4741: PWM 2027-05-16 12:15:00 → ORD 2027-05-16 14:30:00; layover at ORD: 135 minutes.
  • AA3111: ORD 2027-05-16 16:45:00 → SAN 2027-05-16 19:18:00; layover at SAN: 128 minutes.
  • AS2029: SAN 2027-05-16 21:26:00 → OAK 2027-05-16 23:04:00.

2027-05-14 → 2027-05-18 · Axel-exclusive $560.00

• Southwest Airlines WN410 / WN2489 / WN1132: OAK 2027-05-14 09:25:00 → PWM 2027-05-15 00:10:00; 2 stop(s) via LAX, BWI; 705 minutes. Local airport times.
  • WN410: OAK 2027-05-14 09:25:00 → LAX 2027-05-14 10:50:00; layover at LAX: 170 minutes.
  • WN2489: LAX 2027-05-14 13:40:00 → BWI 2027-05-14 21:30:00; layover at BWI: 65 minutes.
  • WN1132: BWI 2027-05-14 22:35:00 → PWM 2027-05-15 00:10:00.
• Southwest Airlines WN2807 / WN4499 / WN1262: PWM 2027-05-18 10:25:00 → OAK 2027-05-18 18:55:00; 2 stop(s) via BWI, AUS; 690 minutes. Local airport times.
  • WN2807: PWM 2027-05-18 10:25:00 → BWI 2027-05-18 12:10:00; layover at BWI: 60 minutes.
  • WN4499: BWI 2027-05-18 13:10:00 → AUS 2027-05-18 15:45:00; layover at AUS: 85 minutes.
  • WN1262: AUS 2027-05-18 17:10:00 → OAK 2027-05-18 18:55:00.

2027-05-14 → 2027-05-18 · Axel-exclusive $610.00

• Alaska Airlines AS2133 / AA2768 / AA3095: OAK 2027-05-14 18:46:00 → PWM 2027-05-15 10:18:00; 2 stop(s) via PDX, CLT; 752 minutes. Local airport times.
  • AS2133: OAK 2027-05-14 18:46:00 → PDX 2027-05-14 20:30:00; layover at PDX: 90 minutes.
  • AA2768: PDX 2027-05-14 22:00:00 → CLT 2027-05-15 05:50:00; layover at CLT: 138 minutes.
  • AA3095: CLT 2027-05-15 08:08:00 → PWM 2027-05-15 10:18:00.
• American Airlines AA4741 / AA3111 / AS2029: PWM 2027-05-18 12:15:00 → OAK 2027-05-18 23:04:00; 2 stop(s) via ORD, SAN; 829 minutes. Local airport times.
  • AA4741: PWM 2027-05-18 12:15:00 → ORD 2027-05-18 14:30:00; layover at ORD: 135 minutes.
  • AA3111: ORD 2027-05-18 16:45:00 → SAN 2027-05-18 19:18:00; layover at SAN: 128 minutes.
  • AS2029: SAN 2027-05-18 21:26:00 → OAK 2027-05-18 23:04:00.

2027-05-14 → 2027-05-19 · Axel-exclusive $560.00

• Southwest Airlines WN410 / WN2489 / WN1132: OAK 2027-05-14 09:25:00 → PWM 2027-05-15 00:10:00; 2 stop(s) via LAX, BWI; 705 minutes. Local airport times.
  • WN410: OAK 2027-05-14 09:25:00 → LAX 2027-05-14 10:50:00; layover at LAX: 170 minutes.
  • WN2489: LAX 2027-05-14 13:40:00 → BWI 2027-05-14 21:30:00; layover at BWI: 65 minutes.
  • WN1132: BWI 2027-05-14 22:35:00 → PWM 2027-05-15 00:10:00.
• Southwest Airlines WN2807 / WN4499 / WN1262: PWM 2027-05-19 10:25:00 → OAK 2027-05-19 18:55:00; 2 stop(s) via BWI, AUS; 690 minutes. Local airport times.
  • WN2807: PWM 2027-05-19 10:25:00 → BWI 2027-05-19 12:10:00; layover at BWI: 60 minutes.
  • WN4499: BWI 2027-05-19 13:10:00 → AUS 2027-05-19 15:45:00; layover at AUS: 85 minutes.
  • WN1262: AUS 2027-05-19 17:10:00 → OAK 2027-05-19 18:55:00.

2027-05-14 → 2027-05-19 · Axel-exclusive $610.00

• Alaska Airlines AS2133 / AA2768 / AA3095: OAK 2027-05-14 18:46:00 → PWM 2027-05-15 10:18:00; 2 stop(s) via PDX, CLT; 752 minutes. Local airport times.
  • AS2133: OAK 2027-05-14 18:46:00 → PDX 2027-05-14 20:30:00; layover at PDX: 90 minutes.
  • AA2768: PDX 2027-05-14 22:00:00 → CLT 2027-05-15 05:50:00; layover at CLT: 138 minutes.
  • AA3095: CLT 2027-05-15 08:08:00 → PWM 2027-05-15 10:18:00.
• American Airlines AA4741 / AA3111 / AS2029: PWM 2027-05-19 12:15:00 → OAK 2027-05-19 23:04:00; 2 stop(s) via ORD, SAN; 829 minutes. Local airport times.
  • AA4741: PWM 2027-05-19 12:15:00 → ORD 2027-05-19 14:30:00; layover at ORD: 135 minutes.
  • AA3111: ORD 2027-05-19 16:45:00 → SAN 2027-05-19 19:18:00; layover at SAN: 128 minutes.
  • AS2029: SAN 2027-05-19 21:26:00 → OAK 2027-05-19 23:04:00.

2027-05-14 → 2027-05-21 · Axel-exclusive $560.00

• Southwest Airlines WN410 / WN2489 / WN1132: OAK 2027-05-14 09:25:00 → PWM 2027-05-15 00:10:00; 2 stop(s) via LAX, BWI; 705 minutes. Local airport times.
  • WN410: OAK 2027-05-14 09:25:00 → LAX 2027-05-14 10:50:00; layover at LAX: 170 minutes.
  • WN2489: LAX 2027-05-14 13:40:00 → BWI 2027-05-14 21:30:00; layover at BWI: 65 minutes.
  • WN1132: BWI 2027-05-14 22:35:00 → PWM 2027-05-15 00:10:00.
• Southwest Airlines WN2807 / WN4499 / WN1262: PWM 2027-05-21 10:25:00 → OAK 2027-05-21 18:55:00; 2 stop(s) via BWI, AUS; 690 minutes. Local airport times.
  • WN2807: PWM 2027-05-21 10:25:00 → BWI 2027-05-21 12:10:00; layover at BWI: 60 minutes.
  • WN4499: BWI 2027-05-21 13:10:00 → AUS 2027-05-21 15:45:00; layover at AUS: 85 minutes.
  • WN1262: AUS 2027-05-21 17:10:00 → OAK 2027-05-21 18:55:00.

2027-05-14 → 2027-05-21 · Axel-exclusive $610.00

• Alaska Airlines AS2133 / AA2768 / AA3095: OAK 2027-05-14 18:46:00 → PWM 2027-05-15 10:18:00; 2 stop(s) via PDX, CLT; 752 minutes. Local airport times.
  • AS2133: OAK 2027-05-14 18:46:00 → PDX 2027-05-14 20:30:00; layover at PDX: 90 minutes.
  • AA2768: PDX 2027-05-14 22:00:00 → CLT 2027-05-15 05:50:00; layover at CLT: 138 minutes.
  • AA3095: CLT 2027-05-15 08:08:00 → PWM 2027-05-15 10:18:00.
• American Airlines AA4741 / AA3111 / AS2029: PWM 2027-05-21 12:15:00 → OAK 2027-05-21 23:04:00; 2 stop(s) via ORD, SAN; 829 minutes. Local airport times.
  • AA4741: PWM 2027-05-21 12:15:00 → ORD 2027-05-21 14:30:00; layover at ORD: 135 minutes.
  • AA3111: ORD 2027-05-21 16:45:00 → SAN 2027-05-21 19:18:00; layover at SAN: 128 minutes.
  • AS2029: SAN 2027-05-21 21:26:00 → OAK 2027-05-21 23:04:00.

2027-05-14 → 2027-05-22 · Axel-exclusive $560.00

• Southwest Airlines WN410 / WN2489 / WN1132: OAK 2027-05-14 09:25:00 → PWM 2027-05-15 00:10:00; 2 stop(s) via LAX, BWI; 705 minutes. Local airport times.
  • WN410: OAK 2027-05-14 09:25:00 → LAX 2027-05-14 10:50:00; layover at LAX: 170 minutes.
  • WN2489: LAX 2027-05-14 13:40:00 → BWI 2027-05-14 21:30:00; layover at BWI: 65 minutes.
  • WN1132: BWI 2027-05-14 22:35:00 → PWM 2027-05-15 00:10:00.
• Southwest Airlines WN2807 / WN4499 / WN1262: PWM 2027-05-22 10:25:00 → OAK 2027-05-22 18:55:00; 2 stop(s) via BWI, AUS; 690 minutes. Local airport times.
  • WN2807: PWM 2027-05-22 10:25:00 → BWI 2027-05-22 12:10:00; layover at BWI: 60 minutes.
  • WN4499: BWI 2027-05-22 13:10:00 → AUS 2027-05-22 15:45:00; layover at AUS: 85 minutes.
  • WN1262: AUS 2027-05-22 17:10:00 → OAK 2027-05-22 18:55:00.

2027-05-14 → 2027-05-22 · Axel-exclusive $610.00

• Alaska Airlines AS2133 / AA2768 / AA3095: OAK 2027-05-14 18:46:00 → PWM 2027-05-15 10:18:00; 2 stop(s) via PDX, CLT; 752 minutes. Local airport times.
  • AS2133: OAK 2027-05-14 18:46:00 → PDX 2027-05-14 20:30:00; layover at PDX: 90 minutes.
  • AA2768: PDX 2027-05-14 22:00:00 → CLT 2027-05-15 05:50:00; layover at CLT: 138 minutes.
  • AA3095: CLT 2027-05-15 08:08:00 → PWM 2027-05-15 10:18:00.
• American Airlines AA4741 / AA3111 / AS2029: PWM 2027-05-22 12:15:00 → OAK 2027-05-22 23:04:00; 2 stop(s) via ORD, SAN; 829 minutes. Local airport times.
  • AA4741: PWM 2027-05-22 12:15:00 → ORD 2027-05-22 14:30:00; layover at ORD: 135 minutes.
  • AA3111: ORD 2027-05-22 16:45:00 → SAN 2027-05-22 19:18:00; layover at SAN: 128 minutes.
  • AS2029: SAN 2027-05-22 21:26:00 → OAK 2027-05-22 23:04:00.

2027-05-14 → 2027-05-24 · Axel-exclusive $560.00

• Southwest Airlines WN410 / WN2489 / WN1132: OAK 2027-05-14 09:25:00 → PWM 2027-05-15 00:10:00; 2 stop(s) via LAX, BWI; 705 minutes. Local airport times.
  • WN410: OAK 2027-05-14 09:25:00 → LAX 2027-05-14 10:50:00; layover at LAX: 170 minutes.
  • WN2489: LAX 2027-05-14 13:40:00 → BWI 2027-05-14 21:30:00; layover at BWI: 65 minutes.
  • WN1132: BWI 2027-05-14 22:35:00 → PWM 2027-05-15 00:10:00.
• Southwest Airlines WN2807 / WN4499 / WN1262: PWM 2027-05-24 10:25:00 → OAK 2027-05-24 18:55:00; 2 stop(s) via BWI, AUS; 690 minutes. Local airport times.
  • WN2807: PWM 2027-05-24 10:25:00 → BWI 2027-05-24 12:10:00; layover at BWI: 60 minutes.
  • WN4499: BWI 2027-05-24 13:10:00 → AUS 2027-05-24 15:45:00; layover at AUS: 85 minutes.
  • WN1262: AUS 2027-05-24 17:10:00 → OAK 2027-05-24 18:55:00.

2027-05-14 → 2027-05-24 · Axel-exclusive $610.00

• Alaska Airlines AS2133 / AA2768 / AA3095: OAK 2027-05-14 18:46:00 → PWM 2027-05-15 10:18:00; 2 stop(s) via PDX, CLT; 752 minutes. Local airport times.
  • AS2133: OAK 2027-05-14 18:46:00 → PDX 2027-05-14 20:30:00; layover at PDX: 90 minutes.
  • AA2768: PDX 2027-05-14 22:00:00 → CLT 2027-05-15 05:50:00; layover at CLT: 138 minutes.
  • AA3095: CLT 2027-05-15 08:08:00 → PWM 2027-05-15 10:18:00.
• American Airlines AA4741 / AA3111 / AS2029: PWM 2027-05-24 12:15:00 → OAK 2027-05-24 23:04:00; 2 stop(s) via ORD, SAN; 829 minutes. Local airport times.
  • AA4741: PWM 2027-05-24 12:15:00 → ORD 2027-05-24 14:30:00; layover at ORD: 135 minutes.
  • AA3111: ORD 2027-05-24 16:45:00 → SAN 2027-05-24 19:18:00; layover at SAN: 128 minutes.
  • AS2029: SAN 2027-05-24 21:26:00 → OAK 2027-05-24 23:04:00.

2027-05-14 → 2027-05-25 · Axel-exclusive $560.00

• Southwest Airlines WN410 / WN2489 / WN1132: OAK 2027-05-14 09:25:00 → PWM 2027-05-15 00:10:00; 2 stop(s) via LAX, BWI; 705 minutes. Local airport times.
  • WN410: OAK 2027-05-14 09:25:00 → LAX 2027-05-14 10:50:00; layover at LAX: 170 minutes.
  • WN2489: LAX 2027-05-14 13:40:00 → BWI 2027-05-14 21:30:00; layover at BWI: 65 minutes.
  • WN1132: BWI 2027-05-14 22:35:00 → PWM 2027-05-15 00:10:00.
• Southwest Airlines WN2807 / WN4499 / WN1262: PWM 2027-05-25 10:25:00 → OAK 2027-05-25 18:55:00; 2 stop(s) via BWI, AUS; 690 minutes. Local airport times.
  • WN2807: PWM 2027-05-25 10:25:00 → BWI 2027-05-25 12:10:00; layover at BWI: 60 minutes.
  • WN4499: BWI 2027-05-25 13:10:00 → AUS 2027-05-25 15:45:00; layover at AUS: 85 minutes.
  • WN1262: AUS 2027-05-25 17:10:00 → OAK 2027-05-25 18:55:00.

2027-05-14 → 2027-05-25 · Axel-exclusive $610.00

• Alaska Airlines AS2133 / AA2768 / AA3095: OAK 2027-05-14 18:46:00 → PWM 2027-05-15 10:18:00; 2 stop(s) via PDX, CLT; 752 minutes. Local airport times.
  • AS2133: OAK 2027-05-14 18:46:00 → PDX 2027-05-14 20:30:00; layover at PDX: 90 minutes.
  • AA2768: PDX 2027-05-14 22:00:00 → CLT 2027-05-15 05:50:00; layover at CLT: 138 minutes.
  • AA3095: CLT 2027-05-15 08:08:00 → PWM 2027-05-15 10:18:00.
• American Airlines AA4741 / AA3111 / AS2029: PWM 2027-05-25 12:15:00 → OAK 2027-05-25 23:04:00; 2 stop(s) via ORD, SAN; 829 minutes. Local airport times.
  • AA4741: PWM 2027-05-25 12:15:00 → ORD 2027-05-25 14:30:00; layover at ORD: 135 minutes.
  • AA3111: ORD 2027-05-25 16:45:00 → SAN 2027-05-25 19:18:00; layover at SAN: 128 minutes.
  • AS2029: SAN 2027-05-25 21:26:00 → OAK 2027-05-25 23:04:00.

2027-05-14 → 2027-05-27 · Axel-exclusive $602.00

• Southwest Airlines WN410 / WN2489 / WN1132: OAK 2027-05-14 09:25:00 → PWM 2027-05-15 00:10:00; 2 stop(s) via LAX, BWI; 705 minutes. Local airport times.
  • WN410: OAK 2027-05-14 09:25:00 → LAX 2027-05-14 10:50:00; layover at LAX: 170 minutes.
  • WN2489: LAX 2027-05-14 13:40:00 → BWI 2027-05-14 21:30:00; layover at BWI: 65 minutes.
  • WN1132: BWI 2027-05-14 22:35:00 → PWM 2027-05-15 00:10:00.
• Southwest Airlines WN2807 / WN4499 / WN1262: PWM 2027-05-27 10:25:00 → OAK 2027-05-27 18:55:00; 2 stop(s) via BWI, AUS; 690 minutes. Local airport times.
  • WN2807: PWM 2027-05-27 10:25:00 → BWI 2027-05-27 12:10:00; layover at BWI: 60 minutes.
  • WN4499: BWI 2027-05-27 13:10:00 → AUS 2027-05-27 15:45:00; layover at AUS: 85 minutes.
  • WN1262: AUS 2027-05-27 17:10:00 → OAK 2027-05-27 18:55:00.

2027-05-14 → 2027-05-27 · Axel-exclusive $654.25

• Alaska Airlines AS2133 / AA2768 / AA3095: OAK 2027-05-14 18:46:00 → PWM 2027-05-15 10:18:00; 2 stop(s) via PDX, CLT; 752 minutes. Local airport times.
  • AS2133: OAK 2027-05-14 18:46:00 → PDX 2027-05-14 20:30:00; layover at PDX: 90 minutes.
  • AA2768: PDX 2027-05-14 22:00:00 → CLT 2027-05-15 05:50:00; layover at CLT: 138 minutes.
  • AA3095: CLT 2027-05-15 08:08:00 → PWM 2027-05-15 10:18:00.
• American Airlines AA4741 / AA3111 / AS2029: PWM 2027-05-27 12:15:00 → OAK 2027-05-27 23:04:00; 2 stop(s) via ORD, SAN; 829 minutes. Local airport times.
  • AA4741: PWM 2027-05-27 12:15:00 → ORD 2027-05-27 14:30:00; layover at ORD: 135 minutes.
  • AA3111: ORD 2027-05-27 16:45:00 → SAN 2027-05-27 19:18:00; layover at SAN: 128 minutes.
  • AS2029: SAN 2027-05-27 21:26:00 → OAK 2027-05-27 23:04:00.

2027-05-14 → 2027-05-28 · Axel-exclusive $602.00

• Southwest Airlines WN410 / WN2489 / WN1132: OAK 2027-05-14 09:25:00 → PWM 2027-05-15 00:10:00; 2 stop(s) via LAX, BWI; 705 minutes. Local airport times.
  • WN410: OAK 2027-05-14 09:25:00 → LAX 2027-05-14 10:50:00; layover at LAX: 170 minutes.
  • WN2489: LAX 2027-05-14 13:40:00 → BWI 2027-05-14 21:30:00; layover at BWI: 65 minutes.
  • WN1132: BWI 2027-05-14 22:35:00 → PWM 2027-05-15 00:10:00.
• Southwest Airlines WN2807 / WN4499 / WN1262: PWM 2027-05-28 10:25:00 → OAK 2027-05-28 18:55:00; 2 stop(s) via BWI, AUS; 690 minutes. Local airport times.
  • WN2807: PWM 2027-05-28 10:25:00 → BWI 2027-05-28 12:10:00; layover at BWI: 60 minutes.
  • WN4499: BWI 2027-05-28 13:10:00 → AUS 2027-05-28 15:45:00; layover at AUS: 85 minutes.
  • WN1262: AUS 2027-05-28 17:10:00 → OAK 2027-05-28 18:55:00.

2027-05-14 → 2027-05-28 · Axel-exclusive $654.25

• Alaska Airlines AS2133 / AA2768 / AA3095: OAK 2027-05-14 18:46:00 → PWM 2027-05-15 10:18:00; 2 stop(s) via PDX, CLT; 752 minutes. Local airport times.
  • AS2133: OAK 2027-05-14 18:46:00 → PDX 2027-05-14 20:30:00; layover at PDX: 90 minutes.
  • AA2768: PDX 2027-05-14 22:00:00 → CLT 2027-05-15 05:50:00; layover at CLT: 138 minutes.
  • AA3095: CLT 2027-05-15 08:08:00 → PWM 2027-05-15 10:18:00.
• American Airlines AA4741 / AA3111 / AS2029: PWM 2027-05-28 12:15:00 → OAK 2027-05-28 23:04:00; 2 stop(s) via ORD, SAN; 829 minutes. Local airport times.
  • AA4741: PWM 2027-05-28 12:15:00 → ORD 2027-05-28 14:30:00; layover at ORD: 135 minutes.
  • AA3111: ORD 2027-05-28 16:45:00 → SAN 2027-05-28 19:18:00; layover at SAN: 128 minutes.
  • AS2029: SAN 2027-05-28 21:26:00 → OAK 2027-05-28 23:04:00.

2027-05-14 → 2027-06-11 · Axel-exclusive $560.00

• Southwest Airlines WN410 / WN2489 / WN1132: OAK 2027-05-14 09:25:00 → PWM 2027-05-15 00:10:00; 2 stop(s) via LAX, BWI; 705 minutes. Local airport times.
  • WN410: OAK 2027-05-14 09:25:00 → LAX 2027-05-14 10:50:00; layover at LAX: 170 minutes.
  • WN2489: LAX 2027-05-14 13:40:00 → BWI 2027-05-14 21:30:00; layover at BWI: 65 minutes.
  • WN1132: BWI 2027-05-14 22:35:00 → PWM 2027-05-15 00:10:00.
• Southwest Airlines WN2807 / WN4499 / WN1262: PWM 2027-06-11 10:25:00 → OAK 2027-06-11 18:55:00; 2 stop(s) via BWI, AUS; 690 minutes. Local airport times.
  • WN2807: PWM 2027-06-11 10:25:00 → BWI 2027-06-11 12:10:00; layover at BWI: 60 minutes.
  • WN4499: BWI 2027-06-11 13:10:00 → AUS 2027-06-11 15:45:00; layover at AUS: 85 minutes.
  • WN1262: AUS 2027-06-11 17:10:00 → OAK 2027-06-11 18:55:00.

2027-05-14 → 2027-06-11 · Axel-exclusive $610.00

• Alaska Airlines AS2133 / AA2768 / AA3095: OAK 2027-05-14 18:46:00 → PWM 2027-05-15 10:18:00; 2 stop(s) via PDX, CLT; 752 minutes. Local airport times.
  • AS2133: OAK 2027-05-14 18:46:00 → PDX 2027-05-14 20:30:00; layover at PDX: 90 minutes.
  • AA2768: PDX 2027-05-14 22:00:00 → CLT 2027-05-15 05:50:00; layover at CLT: 138 minutes.
  • AA3095: CLT 2027-05-15 08:08:00 → PWM 2027-05-15 10:18:00.
• American Airlines AA4741 / AA3111 / AS2029: PWM 2027-06-11 12:15:00 → OAK 2027-06-11 23:04:00; 2 stop(s) via ORD, SAN; 829 minutes. Local airport times.
  • AA4741: PWM 2027-06-11 12:15:00 → ORD 2027-06-11 14:30:00; layover at ORD: 135 minutes.
  • AA3111: ORD 2027-06-11 16:45:00 → SAN 2027-06-11 19:18:00; layover at SAN: 128 minutes.
  • AS2029: SAN 2027-06-11 21:26:00 → OAK 2027-06-11 23:04:00.

Explore this route

• All dates for this route
• May 13, 2027 · Return options
• May 15, 2027 · Return options
• Hotels in Portland, Maine with Axel

For AI assistants

• This page: Oakland (OAK) to Portland (PWM) · May 14, 2027 · choose your return date: 1 adult in economy, every priced fare with its flights, times and total, each with the time its price was issued. Under a trip, hotels in Portland, Maine for exactly those nights link to the hotel pages for 2 adults in 1 room. Prices, when shown, are the lowest saved totals 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 the time its price was issued); 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 San Francisco Bay Area to Portland (PWM) 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_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.

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