Oakland (OAK) to Portland (PWM), Dec 14, 2026: round trips from $419, one way from $225

Oakland (OAK) to Portland (PWM), Dec 14, 2026: round trips from $419, one way from $225 on Axel, checked Nov 11, 2026. Lowest published fares: $419 round trip, Axel-exclusive, Southwest Airlines, 2 stops, Dec 14, 2026 – Jan 4, 2027; $225 one way, Axel-exclusive, Southwest Airlines, 2 stops, Dec 14, 2026; 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.

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 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 Portland, Maine for these nights (Dec 14–15, 2026 · 1 night · 2 adults, 1 room): 3★ Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel, $69 a night · 4★ DoubleTree by Hilton Hotel Portland, $69 a night
• Hotels in Portland, Maine for these nights (Dec 14–16, 2026 · 2 nights · 2 adults, 1 room): 3★ Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel, $69 a night, $138 for 2 nights · 4★ DoubleTree by Hilton Hotel Portland, $70 a night, $139 for 2 nights
• Hotels in Portland, Maine for these nights (Dec 14–17, 2026 · 3 nights · 2 adults, 1 room): 3★ Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel, $69 a night, $207 for 3 nights · 4★ DoubleTree by Hilton Hotel Portland, $69 a night, $208 for 3 nights
• Hotels in Portland, Maine for these nights (Dec 14–18, 2026 · 4 nights · 2 adults, 1 room): 3★ Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel, $69 a night, $276 for 4 nights · 4★ DoubleTree by Hilton Hotel Portland, $69 a night, $274 for 4 nights
• Hotels in Portland, Maine for these nights (Dec 14–19, 2026 · 5 nights · 2 adults, 1 room): 3★ Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel, $71 a night, $353 for 5 nights · 4★ DoubleTree by Hilton Hotel Portland, $73 a night, $365 for 5 nights
• Hotels in Portland, Maine for these nights (Dec 14–20, 2026 · 6 nights · 2 adults, 1 room): 3★ Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel, $72 a night, $430 for 6 nights · 4★ DoubleTree by Hilton Hotel Portland, $76 a night, $456 for 6 nights
• Hotels in Portland, Maine for these nights (Dec 14–21, 2026 · 7 nights · 2 adults, 1 room): 3★ Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel, $71 a night, $499 for 7 nights · 4★ DoubleTree by Hilton Hotel Portland, $75 a night, $525 for 7 nights
• Hotels in Portland, Maine for these nights (Dec 14–22, 2026 · 8 nights · 2 adults, 1 room): 3★ Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel, $71 a night, $568 for 8 nights · 4★ DoubleTree by Hilton Hotel Portland, $74 a night, $594 for 8 nights
• Hotels in Portland, Maine for these nights (Dec 14–23, 2026 · 9 nights · 2 adults, 1 room): 3★ Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel, $71 a night, $637 for 9 nights · 4★ DoubleTree by Hilton Hotel Portland, $74 a night, $663 for 9 nights
• Hotels in Portland, Maine for these nights (Dec 14–24, 2026 · 10 nights · 2 adults, 1 room): 3★ Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel, $71 a night, $706 for 10 nights · 4★ DoubleTree by Hilton Hotel Portland, $73 a night, $732 for 10 nights
• Hotels in Portland, Maine for these nights (Dec 14–25, 2026 · 11 nights · 2 adults, 1 room): 3★ Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel, $70 a night, $775 for 11 nights · 4★ DoubleTree by Hilton Hotel Portland, $73 a night, $801 for 11 nights
• Hotels in Portland, Maine for these nights (Dec 14–26, 2026 · 12 nights · 2 adults, 1 room): 3★ Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel, $71 a night, $852 for 12 nights · 4★ DoubleTree by Hilton Hotel Portland, $74 a night, $892 for 12 nights
• Hotels in Portland, Maine for these nights (Dec 14–27, 2026 · 13 nights · 2 adults, 1 room): 3★ Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel, $71 a night, $929 for 13 nights · 4★ DoubleTree by Hilton Hotel Portland, $75 a night, $981 for 13 nights
• Hotels in Portland, Maine for these nights (Dec 14–28, 2026 · 14 nights · 2 adults, 1 room): 3★ Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel, $71 a night, $998 for 14 nights · 4★ DoubleTree by Hilton Hotel Portland, $75 a night, $1,050 for 14 nights
• Hotels in Portland, Maine for these nights (Dec 14 – Jan 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 (Dec 14 – Jan 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

2026-12-14 · one way · Axel-exclusive $225.00

• Southwest Airlines WN410 / WN2489 / WN1132: OAK 2026-12-14 09:25:00 → PWM 2026-12-15 00:10:00; 2 stop(s) via LAX, BWI; 705 minutes. Local airport times.
  • WN410: OAK 2026-12-14 09:25:00 → LAX 2026-12-14 10:50:00; layover at LAX: 170 minutes.
  • WN2489: LAX 2026-12-14 13:40:00 → BWI 2026-12-14 21:30:00; layover at BWI: 65 minutes.
  • WN1132: BWI 2026-12-14 22:35:00 → PWM 2026-12-15 00:10:00.

2026-12-14 · one way · Axel-exclusive $255.00

• Alaska Airlines AS2133 / AA2768 / AA3095: OAK 2026-12-14 18:46:00 → PWM 2026-12-15 10:18:00; 2 stop(s) via PDX, CLT; 752 minutes. Local airport times.
  • AS2133: OAK 2026-12-14 18:46:00 → PDX 2026-12-14 20:30:00; layover at PDX: 90 minutes.
  • AA2768: PDX 2026-12-14 22:00:00 → CLT 2026-12-15 05:50:00; layover at CLT: 138 minutes.
  • AA3095: CLT 2026-12-15 08:08:00 → PWM 2026-12-15 10:18:00.

2026-12-14 → 2026-12-15 · Axel-exclusive $430.00

• Southwest Airlines WN410 / WN2489 / WN1132: OAK 2026-12-14 09:25:00 → PWM 2026-12-15 00:10:00; 2 stop(s) via LAX, BWI; 705 minutes. Local airport times.
  • WN410: OAK 2026-12-14 09:25:00 → LAX 2026-12-14 10:50:00; layover at LAX: 170 minutes.
  • WN2489: LAX 2026-12-14 13:40:00 → BWI 2026-12-14 21:30:00; layover at BWI: 65 minutes.
  • WN1132: BWI 2026-12-14 22:35:00 → PWM 2026-12-15 00:10:00.
• Southwest Airlines WN2807 / WN4499 / WN1262: PWM 2026-12-15 10:25:00 → OAK 2026-12-15 18:55:00; 2 stop(s) via BWI, AUS; 690 minutes. Local airport times.
  • WN2807: PWM 2026-12-15 10:25:00 → BWI 2026-12-15 12:10:00; layover at BWI: 60 minutes.
  • WN4499: BWI 2026-12-15 13:10:00 → AUS 2026-12-15 15:45:00; layover at AUS: 85 minutes.
  • WN1262: AUS 2026-12-15 17:10:00 → OAK 2026-12-15 18:55:00.

2026-12-14 → 2026-12-15 · Axel-exclusive $470.00

• Alaska Airlines AS2133 / AA2768 / AA3095: OAK 2026-12-14 18:46:00 → PWM 2026-12-15 10:18:00; 2 stop(s) via PDX, CLT; 752 minutes. Local airport times.
  • AS2133: OAK 2026-12-14 18:46:00 → PDX 2026-12-14 20:30:00; layover at PDX: 90 minutes.
  • AA2768: PDX 2026-12-14 22:00:00 → CLT 2026-12-15 05:50:00; layover at CLT: 138 minutes.
  • AA3095: CLT 2026-12-15 08:08:00 → PWM 2026-12-15 10:18:00.
• American Airlines AA4741 / AA3111 / AS2029: PWM 2026-12-15 12:15:00 → OAK 2026-12-15 23:04:00; 2 stop(s) via ORD, SAN; 829 minutes. Local airport times.
  • AA4741: PWM 2026-12-15 12:15:00 → ORD 2026-12-15 14:30:00; layover at ORD: 135 minutes.
  • AA3111: ORD 2026-12-15 16:45:00 → SAN 2026-12-15 19:18:00; layover at SAN: 128 minutes.
  • AS2029: SAN 2026-12-15 21:26:00 → OAK 2026-12-15 23:04:00.

2026-12-14 → 2026-12-16 · Axel-exclusive $430.00

• Southwest Airlines WN410 / WN2489 / WN1132: OAK 2026-12-14 09:25:00 → PWM 2026-12-15 00:10:00; 2 stop(s) via LAX, BWI; 705 minutes. Local airport times.
  • WN410: OAK 2026-12-14 09:25:00 → LAX 2026-12-14 10:50:00; layover at LAX: 170 minutes.
  • WN2489: LAX 2026-12-14 13:40:00 → BWI 2026-12-14 21:30:00; layover at BWI: 65 minutes.
  • WN1132: BWI 2026-12-14 22:35:00 → PWM 2026-12-15 00:10:00.
• Southwest Airlines WN2807 / WN4499 / WN1262: PWM 2026-12-16 10:25:00 → OAK 2026-12-16 18:55:00; 2 stop(s) via BWI, AUS; 690 minutes. Local airport times.
  • WN2807: PWM 2026-12-16 10:25:00 → BWI 2026-12-16 12:10:00; layover at BWI: 60 minutes.
  • WN4499: BWI 2026-12-16 13:10:00 → AUS 2026-12-16 15:45:00; layover at AUS: 85 minutes.
  • WN1262: AUS 2026-12-16 17:10:00 → OAK 2026-12-16 18:55:00.

2026-12-14 → 2026-12-16 · Axel-exclusive $470.00

• Alaska Airlines AS2133 / AA2768 / AA3095: OAK 2026-12-14 18:46:00 → PWM 2026-12-15 10:18:00; 2 stop(s) via PDX, CLT; 752 minutes. Local airport times.
  • AS2133: OAK 2026-12-14 18:46:00 → PDX 2026-12-14 20:30:00; layover at PDX: 90 minutes.
  • AA2768: PDX 2026-12-14 22:00:00 → CLT 2026-12-15 05:50:00; layover at CLT: 138 minutes.
  • AA3095: CLT 2026-12-15 08:08:00 → PWM 2026-12-15 10:18:00.
• American Airlines AA4741 / AA3111 / AS2029: PWM 2026-12-16 12:15:00 → OAK 2026-12-16 23:04:00; 2 stop(s) via ORD, SAN; 829 minutes. Local airport times.
  • AA4741: PWM 2026-12-16 12:15:00 → ORD 2026-12-16 14:30:00; layover at ORD: 135 minutes.
  • AA3111: ORD 2026-12-16 16:45:00 → SAN 2026-12-16 19:18:00; layover at SAN: 128 minutes.
  • AS2029: SAN 2026-12-16 21:26:00 → OAK 2026-12-16 23:04:00.

2026-12-14 → 2026-12-18 · Axel-exclusive $430.00

• Southwest Airlines WN410 / WN2489 / WN1132: OAK 2026-12-14 09:25:00 → PWM 2026-12-15 00:10:00; 2 stop(s) via LAX, BWI; 705 minutes. Local airport times.
  • WN410: OAK 2026-12-14 09:25:00 → LAX 2026-12-14 10:50:00; layover at LAX: 170 minutes.
  • WN2489: LAX 2026-12-14 13:40:00 → BWI 2026-12-14 21:30:00; layover at BWI: 65 minutes.
  • WN1132: BWI 2026-12-14 22:35:00 → PWM 2026-12-15 00:10:00.
• Southwest Airlines WN2807 / WN4499 / WN1262: PWM 2026-12-18 10:25:00 → OAK 2026-12-18 18:55:00; 2 stop(s) via BWI, AUS; 690 minutes. Local airport times.
  • WN2807: PWM 2026-12-18 10:25:00 → BWI 2026-12-18 12:10:00; layover at BWI: 60 minutes.
  • WN4499: BWI 2026-12-18 13:10:00 → AUS 2026-12-18 15:45:00; layover at AUS: 85 minutes.
  • WN1262: AUS 2026-12-18 17:10:00 → OAK 2026-12-18 18:55:00.

2026-12-14 → 2026-12-18 · Axel-exclusive $470.00

• Alaska Airlines AS2133 / AA2768 / AA3095: OAK 2026-12-14 18:46:00 → PWM 2026-12-15 10:18:00; 2 stop(s) via PDX, CLT; 752 minutes. Local airport times.
  • AS2133: OAK 2026-12-14 18:46:00 → PDX 2026-12-14 20:30:00; layover at PDX: 90 minutes.
  • AA2768: PDX 2026-12-14 22:00:00 → CLT 2026-12-15 05:50:00; layover at CLT: 138 minutes.
  • AA3095: CLT 2026-12-15 08:08:00 → PWM 2026-12-15 10:18:00.
• American Airlines AA4741 / AA3111 / AS2029: PWM 2026-12-18 12:15:00 → OAK 2026-12-18 23:04:00; 2 stop(s) via ORD, SAN; 829 minutes. Local airport times.
  • AA4741: PWM 2026-12-18 12:15:00 → ORD 2026-12-18 14:30:00; layover at ORD: 135 minutes.
  • AA3111: ORD 2026-12-18 16:45:00 → SAN 2026-12-18 19:18:00; layover at SAN: 128 minutes.
  • AS2029: SAN 2026-12-18 21:26:00 → OAK 2026-12-18 23:04:00.

2026-12-14 → 2026-12-19 · Axel-exclusive $505.25

• Southwest Airlines WN410 / WN2489 / WN1132: OAK 2026-12-14 09:25:00 → PWM 2026-12-15 00:10:00; 2 stop(s) via LAX, BWI; 705 minutes. Local airport times.
  • WN410: OAK 2026-12-14 09:25:00 → LAX 2026-12-14 10:50:00; layover at LAX: 170 minutes.
  • WN2489: LAX 2026-12-14 13:40:00 → BWI 2026-12-14 21:30:00; layover at BWI: 65 minutes.
  • WN1132: BWI 2026-12-14 22:35:00 → PWM 2026-12-15 00:10:00.
• Southwest Airlines WN2807 / WN4499 / WN1262: PWM 2026-12-19 10:25:00 → OAK 2026-12-19 18:55:00; 2 stop(s) via BWI, AUS; 690 minutes. Local airport times.
  • WN2807: PWM 2026-12-19 10:25:00 → BWI 2026-12-19 12:10:00; layover at BWI: 60 minutes.
  • WN4499: BWI 2026-12-19 13:10:00 → AUS 2026-12-19 15:45:00; layover at AUS: 85 minutes.
  • WN1262: AUS 2026-12-19 17:10:00 → OAK 2026-12-19 18:55:00.

2026-12-14 → 2026-12-19 · Axel-exclusive $550.50

• Alaska Airlines AS2133 / AA2768 / AA3095: OAK 2026-12-14 18:46:00 → PWM 2026-12-15 10:18:00; 2 stop(s) via PDX, CLT; 752 minutes. Local airport times.
  • AS2133: OAK 2026-12-14 18:46:00 → PDX 2026-12-14 20:30:00; layover at PDX: 90 minutes.
  • AA2768: PDX 2026-12-14 22:00:00 → CLT 2026-12-15 05:50:00; layover at CLT: 138 minutes.
  • AA3095: CLT 2026-12-15 08:08:00 → PWM 2026-12-15 10:18:00.
• American Airlines AA4741 / AA3111 / AS2029: PWM 2026-12-19 12:15:00 → OAK 2026-12-19 23:04:00; 2 stop(s) via ORD, SAN; 829 minutes. Local airport times.
  • AA4741: PWM 2026-12-19 12:15:00 → ORD 2026-12-19 14:30:00; layover at ORD: 135 minutes.
  • AA3111: ORD 2026-12-19 16:45:00 → SAN 2026-12-19 19:18:00; layover at SAN: 128 minutes.
  • AS2029: SAN 2026-12-19 21:26:00 → OAK 2026-12-19 23:04:00.

2026-12-14 → 2026-12-21 · Axel-exclusive $505.25

• Southwest Airlines WN410 / WN2489 / WN1132: OAK 2026-12-14 09:25:00 → PWM 2026-12-15 00:10:00; 2 stop(s) via LAX, BWI; 705 minutes. Local airport times.
  • WN410: OAK 2026-12-14 09:25:00 → LAX 2026-12-14 10:50:00; layover at LAX: 170 minutes.
  • WN2489: LAX 2026-12-14 13:40:00 → BWI 2026-12-14 21:30:00; layover at BWI: 65 minutes.
  • WN1132: BWI 2026-12-14 22:35:00 → PWM 2026-12-15 00:10:00.
• Southwest Airlines WN2807 / WN4499 / WN1262: PWM 2026-12-21 10:25:00 → OAK 2026-12-21 18:55:00; 2 stop(s) via BWI, AUS; 690 minutes. Local airport times.
  • WN2807: PWM 2026-12-21 10:25:00 → BWI 2026-12-21 12:10:00; layover at BWI: 60 minutes.
  • WN4499: BWI 2026-12-21 13:10:00 → AUS 2026-12-21 15:45:00; layover at AUS: 85 minutes.
  • WN1262: AUS 2026-12-21 17:10:00 → OAK 2026-12-21 18:55:00.

2026-12-14 → 2026-12-21 · Axel-exclusive $550.50

• Alaska Airlines AS2133 / AA2768 / AA3095: OAK 2026-12-14 18:46:00 → PWM 2026-12-15 10:18:00; 2 stop(s) via PDX, CLT; 752 minutes. Local airport times.
  • AS2133: OAK 2026-12-14 18:46:00 → PDX 2026-12-14 20:30:00; layover at PDX: 90 minutes.
  • AA2768: PDX 2026-12-14 22:00:00 → CLT 2026-12-15 05:50:00; layover at CLT: 138 minutes.
  • AA3095: CLT 2026-12-15 08:08:00 → PWM 2026-12-15 10:18:00.
• American Airlines AA4741 / AA3111 / AS2029: PWM 2026-12-21 12:15:00 → OAK 2026-12-21 23:04:00; 2 stop(s) via ORD, SAN; 829 minutes. Local airport times.
  • AA4741: PWM 2026-12-21 12:15:00 → ORD 2026-12-21 14:30:00; layover at ORD: 135 minutes.
  • AA3111: ORD 2026-12-21 16:45:00 → SAN 2026-12-21 19:18:00; layover at SAN: 128 minutes.
  • AS2029: SAN 2026-12-21 21:26:00 → OAK 2026-12-21 23:04:00.

2026-12-14 → 2026-12-22 · Axel-exclusive $505.25

• Southwest Airlines WN410 / WN2489 / WN1132: OAK 2026-12-14 09:25:00 → PWM 2026-12-15 00:10:00; 2 stop(s) via LAX, BWI; 705 minutes. Local airport times.
  • WN410: OAK 2026-12-14 09:25:00 → LAX 2026-12-14 10:50:00; layover at LAX: 170 minutes.
  • WN2489: LAX 2026-12-14 13:40:00 → BWI 2026-12-14 21:30:00; layover at BWI: 65 minutes.
  • WN1132: BWI 2026-12-14 22:35:00 → PWM 2026-12-15 00:10:00.
• Southwest Airlines WN2807 / WN4499 / WN1262: PWM 2026-12-22 10:25:00 → OAK 2026-12-22 18:55:00; 2 stop(s) via BWI, AUS; 690 minutes. Local airport times.
  • WN2807: PWM 2026-12-22 10:25:00 → BWI 2026-12-22 12:10:00; layover at BWI: 60 minutes.
  • WN4499: BWI 2026-12-22 13:10:00 → AUS 2026-12-22 15:45:00; layover at AUS: 85 minutes.
  • WN1262: AUS 2026-12-22 17:10:00 → OAK 2026-12-22 18:55:00.

2026-12-14 → 2026-12-22 · Axel-exclusive $550.50

• Alaska Airlines AS2133 / AA2768 / AA3095: OAK 2026-12-14 18:46:00 → PWM 2026-12-15 10:18:00; 2 stop(s) via PDX, CLT; 752 minutes. Local airport times.
  • AS2133: OAK 2026-12-14 18:46:00 → PDX 2026-12-14 20:30:00; layover at PDX: 90 minutes.
  • AA2768: PDX 2026-12-14 22:00:00 → CLT 2026-12-15 05:50:00; layover at CLT: 138 minutes.
  • AA3095: CLT 2026-12-15 08:08:00 → PWM 2026-12-15 10:18:00.
• American Airlines AA4741 / AA3111 / AS2029: PWM 2026-12-22 12:15:00 → OAK 2026-12-22 23:04:00; 2 stop(s) via ORD, SAN; 829 minutes. Local airport times.
  • AA4741: PWM 2026-12-22 12:15:00 → ORD 2026-12-22 14:30:00; layover at ORD: 135 minutes.
  • AA3111: ORD 2026-12-22 16:45:00 → SAN 2026-12-22 19:18:00; layover at SAN: 128 minutes.
  • AS2029: SAN 2026-12-22 21:26:00 → OAK 2026-12-22 23:04:00.

2026-12-14 → 2026-12-24 · Axel-exclusive $505.25

• Southwest Airlines WN410 / WN2489 / WN1132: OAK 2026-12-14 09:25:00 → PWM 2026-12-15 00:10:00; 2 stop(s) via LAX, BWI; 705 minutes. Local airport times.
  • WN410: OAK 2026-12-14 09:25:00 → LAX 2026-12-14 10:50:00; layover at LAX: 170 minutes.
  • WN2489: LAX 2026-12-14 13:40:00 → BWI 2026-12-14 21:30:00; layover at BWI: 65 minutes.
  • WN1132: BWI 2026-12-14 22:35:00 → PWM 2026-12-15 00:10:00.
• Southwest Airlines WN2807 / WN4499 / WN1262: PWM 2026-12-24 10:25:00 → OAK 2026-12-24 18:55:00; 2 stop(s) via BWI, AUS; 690 minutes. Local airport times.
  • WN2807: PWM 2026-12-24 10:25:00 → BWI 2026-12-24 12:10:00; layover at BWI: 60 minutes.
  • WN4499: BWI 2026-12-24 13:10:00 → AUS 2026-12-24 15:45:00; layover at AUS: 85 minutes.
  • WN1262: AUS 2026-12-24 17:10:00 → OAK 2026-12-24 18:55:00.

2026-12-14 → 2026-12-24 · Axel-exclusive $550.50

• Alaska Airlines AS2133 / AA2768 / AA3095: OAK 2026-12-14 18:46:00 → PWM 2026-12-15 10:18:00; 2 stop(s) via PDX, CLT; 752 minutes. Local airport times.
  • AS2133: OAK 2026-12-14 18:46:00 → PDX 2026-12-14 20:30:00; layover at PDX: 90 minutes.
  • AA2768: PDX 2026-12-14 22:00:00 → CLT 2026-12-15 05:50:00; layover at CLT: 138 minutes.
  • AA3095: CLT 2026-12-15 08:08:00 → PWM 2026-12-15 10:18:00.
• American Airlines AA4741 / AA3111 / AS2029: PWM 2026-12-24 12:15:00 → OAK 2026-12-24 23:04:00; 2 stop(s) via ORD, SAN; 829 minutes. Local airport times.
  • AA4741: PWM 2026-12-24 12:15:00 → ORD 2026-12-24 14:30:00; layover at ORD: 135 minutes.
  • AA3111: ORD 2026-12-24 16:45:00 → SAN 2026-12-24 19:18:00; layover at SAN: 128 minutes.
  • AS2029: SAN 2026-12-24 21:26:00 → OAK 2026-12-24 23:04:00.

2026-12-14 → 2026-12-25 · Axel-exclusive $505.25

• Southwest Airlines WN410 / WN2489 / WN1132: OAK 2026-12-14 09:25:00 → PWM 2026-12-15 00:10:00; 2 stop(s) via LAX, BWI; 705 minutes. Local airport times.
  • WN410: OAK 2026-12-14 09:25:00 → LAX 2026-12-14 10:50:00; layover at LAX: 170 minutes.
  • WN2489: LAX 2026-12-14 13:40:00 → BWI 2026-12-14 21:30:00; layover at BWI: 65 minutes.
  • WN1132: BWI 2026-12-14 22:35:00 → PWM 2026-12-15 00:10:00.
• Southwest Airlines WN2807 / WN4499 / WN1262: PWM 2026-12-25 10:25:00 → OAK 2026-12-25 18:55:00; 2 stop(s) via BWI, AUS; 690 minutes. Local airport times.
  • WN2807: PWM 2026-12-25 10:25:00 → BWI 2026-12-25 12:10:00; layover at BWI: 60 minutes.
  • WN4499: BWI 2026-12-25 13:10:00 → AUS 2026-12-25 15:45:00; layover at AUS: 85 minutes.
  • WN1262: AUS 2026-12-25 17:10:00 → OAK 2026-12-25 18:55:00.

2026-12-14 → 2026-12-25 · Axel-exclusive $550.50

• Alaska Airlines AS2133 / AA2768 / AA3095: OAK 2026-12-14 18:46:00 → PWM 2026-12-15 10:18:00; 2 stop(s) via PDX, CLT; 752 minutes. Local airport times.
  • AS2133: OAK 2026-12-14 18:46:00 → PDX 2026-12-14 20:30:00; layover at PDX: 90 minutes.
  • AA2768: PDX 2026-12-14 22:00:00 → CLT 2026-12-15 05:50:00; layover at CLT: 138 minutes.
  • AA3095: CLT 2026-12-15 08:08:00 → PWM 2026-12-15 10:18:00.
• American Airlines AA4741 / AA3111 / AS2029: PWM 2026-12-25 12:15:00 → OAK 2026-12-25 23:04:00; 2 stop(s) via ORD, SAN; 829 minutes. Local airport times.
  • AA4741: PWM 2026-12-25 12:15:00 → ORD 2026-12-25 14:30:00; layover at ORD: 135 minutes.
  • AA3111: ORD 2026-12-25 16:45:00 → SAN 2026-12-25 19:18:00; layover at SAN: 128 minutes.
  • AS2029: SAN 2026-12-25 21:26:00 → OAK 2026-12-25 23:04:00.

2026-12-14 → 2026-12-27 · Axel-exclusive $505.25

• Southwest Airlines WN410 / WN2489 / WN1132: OAK 2026-12-14 09:25:00 → PWM 2026-12-15 00:10:00; 2 stop(s) via LAX, BWI; 705 minutes. Local airport times.
  • WN410: OAK 2026-12-14 09:25:00 → LAX 2026-12-14 10:50:00; layover at LAX: 170 minutes.
  • WN2489: LAX 2026-12-14 13:40:00 → BWI 2026-12-14 21:30:00; layover at BWI: 65 minutes.
  • WN1132: BWI 2026-12-14 22:35:00 → PWM 2026-12-15 00:10:00.
• Southwest Airlines WN2807 / WN4499 / WN1262: PWM 2026-12-27 10:25:00 → OAK 2026-12-27 18:55:00; 2 stop(s) via BWI, AUS; 690 minutes. Local airport times.
  • WN2807: PWM 2026-12-27 10:25:00 → BWI 2026-12-27 12:10:00; layover at BWI: 60 minutes.
  • WN4499: BWI 2026-12-27 13:10:00 → AUS 2026-12-27 15:45:00; layover at AUS: 85 minutes.
  • WN1262: AUS 2026-12-27 17:10:00 → OAK 2026-12-27 18:55:00.

2026-12-14 → 2026-12-27 · Axel-exclusive $550.50

• Alaska Airlines AS2133 / AA2768 / AA3095: OAK 2026-12-14 18:46:00 → PWM 2026-12-15 10:18:00; 2 stop(s) via PDX, CLT; 752 minutes. Local airport times.
  • AS2133: OAK 2026-12-14 18:46:00 → PDX 2026-12-14 20:30:00; layover at PDX: 90 minutes.
  • AA2768: PDX 2026-12-14 22:00:00 → CLT 2026-12-15 05:50:00; layover at CLT: 138 minutes.
  • AA3095: CLT 2026-12-15 08:08:00 → PWM 2026-12-15 10:18:00.
• American Airlines AA4741 / AA3111 / AS2029: PWM 2026-12-27 12:15:00 → OAK 2026-12-27 23:04:00; 2 stop(s) via ORD, SAN; 829 minutes. Local airport times.
  • AA4741: PWM 2026-12-27 12:15:00 → ORD 2026-12-27 14:30:00; layover at ORD: 135 minutes.
  • AA3111: ORD 2026-12-27 16:45:00 → SAN 2026-12-27 19:18:00; layover at SAN: 128 minutes.
  • AS2029: SAN 2026-12-27 21:26:00 → OAK 2026-12-27 23:04:00.

2026-12-14 → 2026-12-28 · Axel-exclusive $505.25

• Southwest Airlines WN410 / WN2489 / WN1132: OAK 2026-12-14 09:25:00 → PWM 2026-12-15 00:10:00; 2 stop(s) via LAX, BWI; 705 minutes. Local airport times.
  • WN410: OAK 2026-12-14 09:25:00 → LAX 2026-12-14 10:50:00; layover at LAX: 170 minutes.
  • WN2489: LAX 2026-12-14 13:40:00 → BWI 2026-12-14 21:30:00; layover at BWI: 65 minutes.
  • WN1132: BWI 2026-12-14 22:35:00 → PWM 2026-12-15 00:10:00.
• Southwest Airlines WN2807 / WN4499 / WN1262: PWM 2026-12-28 10:25:00 → OAK 2026-12-28 18:55:00; 2 stop(s) via BWI, AUS; 690 minutes. Local airport times.
  • WN2807: PWM 2026-12-28 10:25:00 → BWI 2026-12-28 12:10:00; layover at BWI: 60 minutes.
  • WN4499: BWI 2026-12-28 13:10:00 → AUS 2026-12-28 15:45:00; layover at AUS: 85 minutes.
  • WN1262: AUS 2026-12-28 17:10:00 → OAK 2026-12-28 18:55:00.

2026-12-14 → 2026-12-28 · Axel-exclusive $550.50

• Alaska Airlines AS2133 / AA2768 / AA3095: OAK 2026-12-14 18:46:00 → PWM 2026-12-15 10:18:00; 2 stop(s) via PDX, CLT; 752 minutes. Local airport times.
  • AS2133: OAK 2026-12-14 18:46:00 → PDX 2026-12-14 20:30:00; layover at PDX: 90 minutes.
  • AA2768: PDX 2026-12-14 22:00:00 → CLT 2026-12-15 05:50:00; layover at CLT: 138 minutes.
  • AA3095: CLT 2026-12-15 08:08:00 → PWM 2026-12-15 10:18:00.
• American Airlines AA4741 / AA3111 / AS2029: PWM 2026-12-28 12:15:00 → OAK 2026-12-28 23:04:00; 2 stop(s) via ORD, SAN; 829 minutes. Local airport times.
  • AA4741: PWM 2026-12-28 12:15:00 → ORD 2026-12-28 14:30:00; layover at ORD: 135 minutes.
  • AA3111: ORD 2026-12-28 16:45:00 → SAN 2026-12-28 19:18:00; layover at SAN: 128 minutes.
  • AS2029: SAN 2026-12-28 21:26:00 → OAK 2026-12-28 23:04:00.

2026-12-14 → 2027-01-11 · Axel-exclusive $419.25

• Southwest Airlines WN410 / WN2489 / WN1132: OAK 2026-12-14 09:25:00 → PWM 2026-12-15 00:10:00; 2 stop(s) via LAX, BWI; 705 minutes. Local airport times.
  • WN410: OAK 2026-12-14 09:25:00 → LAX 2026-12-14 10:50:00; layover at LAX: 170 minutes.
  • WN2489: LAX 2026-12-14 13:40:00 → BWI 2026-12-14 21:30:00; layover at BWI: 65 minutes.
  • WN1132: BWI 2026-12-14 22:35:00 → PWM 2026-12-15 00:10:00.
• Southwest Airlines WN2807 / WN4499 / WN1262: PWM 2027-01-11 10:25:00 → OAK 2027-01-11 18:55:00; 2 stop(s) via BWI, AUS; 690 minutes. Local airport times.
  • WN2807: PWM 2027-01-11 10:25:00 → BWI 2027-01-11 12:10:00; layover at BWI: 60 minutes.
  • WN4499: BWI 2027-01-11 13:10:00 → AUS 2027-01-11 15:45:00; layover at AUS: 85 minutes.
  • WN1262: AUS 2027-01-11 17:10:00 → OAK 2027-01-11 18:55:00.

2026-12-14 → 2027-01-11 · Axel-exclusive $458.50

• Alaska Airlines AS2133 / AA2768 / AA3095: OAK 2026-12-14 18:46:00 → PWM 2026-12-15 10:18:00; 2 stop(s) via PDX, CLT; 752 minutes. Local airport times.
  • AS2133: OAK 2026-12-14 18:46:00 → PDX 2026-12-14 20:30:00; layover at PDX: 90 minutes.
  • AA2768: PDX 2026-12-14 22:00:00 → CLT 2026-12-15 05:50:00; layover at CLT: 138 minutes.
  • AA3095: CLT 2026-12-15 08:08:00 → PWM 2026-12-15 10:18:00.
• American Airlines AA4741 / AA3111 / AS2029: PWM 2027-01-11 12:15:00 → OAK 2027-01-11 23:04:00; 2 stop(s) via ORD, SAN; 829 minutes. Local airport times.
  • AA4741: PWM 2027-01-11 12:15:00 → ORD 2027-01-11 14:30:00; layover at ORD: 135 minutes.
  • AA3111: ORD 2027-01-11 16:45:00 → SAN 2027-01-11 19:18:00; layover at SAN: 128 minutes.
  • AS2029: SAN 2027-01-11 21:26:00 → OAK 2027-01-11 23:04:00.

Explore this route

• All dates for this route
• Dec 13, 2026 · Return options
• Dec 15, 2026 · Return options
• Hotels in Portland, Maine with Axel

For AI assistants

• This page: Oakland (OAK) to Portland (PWM) · Dec 14, 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 Portland, Maine 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 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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