Flights from Portland to Boston (PDX to BOS)

Discover more affordable routes and cheaper dates from Portland to Boston (PDX to BOS) within a date range.

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US$216

6:45pm - 10:37am
Mon Jul 7th 2025

12h 52m
Portland (PDX) → Boston (BOS)

1 Stop

Mon Jul 7th 2025 Sun Country Airlines · SY 296 Depart at 6:45pm from Portland (PDX) Fly for 3h 12m Arrive at 11:57pm in Minneapolis (MSP)

Layover in Minneapolis for 6h 57m

Tue Jul 8th 2025 Sun Country Airlines · SY 251 Depart at 6:54am from Minneapolis (MSP) Fly for 2h 43m Arrive at 10:37am in Boston (BOS)
US$239

11:20am - 10:37am
Mon Jul 7th 2025

20h 17m
Portland (PDX) → Boston (BOS)

1 Stop

Mon Jul 7th 2025 Sun Country Airlines · SY 294 Depart at 11:20am from Portland (PDX) Fly for 3h 14m Arrive at 4:34pm in Minneapolis (MSP)

Layover in Minneapolis for 14h 20m

Tue Jul 8th 2025 Sun Country Airlines · SY 251 Depart at 6:54am from Minneapolis (MSP) Fly for 2h 43m Arrive at 10:37am in Boston (BOS)
US$259

10:45pm - 7:05am
Mon Jul 7th 2025

5h 20m
Portland (PDX) → Boston (BOS)

Direct

Mon Jul 7th 2025 Alaska Airlines · AS 436 Depart at 10:45pm from Portland (PDX) Fly for 5h 20m Arrive at 7:05am in Boston (BOS)
US$259

6:45pm - 10:37am
Sun Jul 6th 2025

12h 52m
Portland (PDX) → Boston (BOS)

1 Stop

Sun Jul 6th 2025 Sun Country Airlines · SY 296 Depart at 6:45pm from Portland (PDX) Fly for 3h 12m Arrive at 11:57pm in Minneapolis (MSP)

Layover in Minneapolis for 6h 57m

Mon Jul 7th 2025 Sun Country Airlines · SY 251 Depart at 6:54am from Minneapolis (MSP) Fly for 2h 43m Arrive at 10:37am in Boston (BOS)
US$285

6:45pm - 10:37am
Sat Jul 5th 2025

12h 52m
Portland (PDX) → Boston (BOS)

1 Stop

Sat Jul 5th 2025 Sun Country Airlines · SY 296 Depart at 6:45pm from Portland (PDX) Fly for 3h 12m Arrive at 11:57pm in Minneapolis (MSP)

Layover in Minneapolis for 6h 57m

Sun Jul 6th 2025 Sun Country Airlines · SY 251 Depart at 6:54am from Minneapolis (MSP) Fly for 2h 43m Arrive at 10:37am in Boston (BOS)
US$285

6:45pm - 11:43am
Sat Jul 5th 2025

13h 58m
Portland (PDX) → Boston (BOS)

1 Stop

Sat Jul 5th 2025 Sun Country Airlines · SY 296 Depart at 6:45pm from Portland (PDX) Fly for 3h 12m Arrive at 11:57pm in Minneapolis (MSP)

Layover in Minneapolis for 8h 3m

Sun Jul 6th 2025 Sun Country Airlines · SY 255 Depart at 8:00am from Minneapolis (MSP) Fly for 2h 43m Arrive at 11:43am in Boston (BOS)
US$296

9:05pm - 7:56am
Mon Jul 7th 2025

7h 51m
Portland (PDX) → Boston (BOS)

1 Stop

Mon Jul 7th 2025 Alaska Airlines · AS 2320 Depart at 9:05pm from Portland (PDX) Fly for 0h 55m Arrive at 10:00pm in Seattle (SEA)

Layover in Seattle for 1h 30m

Mon Jul 7th 2025 Alaska Airlines · AS 536 Depart at 11:30pm from Seattle (SEA) Fly for 5h 26m Arrive at 7:56am in Boston (BOS)
US$296

7:35pm - 7:56am
Mon Jul 7th 2025

9h 21m
Portland (PDX) → Boston (BOS)

1 Stop

Mon Jul 7th 2025 Alaska Airlines · AS 2053 Depart at 7:35pm from Portland (PDX) Fly for 1h 0m Arrive at 8:35pm in Seattle (SEA)

Layover in Seattle for 2h 55m

Mon Jul 7th 2025 Alaska Airlines · AS 536 Depart at 11:30pm from Seattle (SEA) Fly for 5h 26m Arrive at 7:56am in Boston (BOS)
US$314

10:45pm - 7:05am
Sat Jul 5th 2025

5h 20m
Portland (PDX) → Boston (BOS)

Direct

Sat Jul 5th 2025 Alaska Airlines · AS 436 Depart at 10:45pm from Portland (PDX) Fly for 5h 20m Arrive at 7:05am in Boston (BOS)
US$314

6:59pm - 5:58am
Sat Jul 5th 2025

7h 59m
Portland (PDX) → Boston (BOS)

1 Stop

Sat Jul 5th 2025 United Airlines · UA 2334 Depart at 6:59pm from Portland (PDX) Fly for 2h 29m Arrive at 10:28pm in Denver (DEN)

Layover in Denver for 1h 31m

Sat Jul 5th 2025 United Airlines · UA 2610 Depart at 11:59pm from Denver (DEN) Fly for 3h 59m Arrive at 5:58am in Boston (BOS)
US$326

6:00am - 11:17pm
Sat Jul 5th 2025

14h 17m
Portland (PDX) → Boston (BOS)

1 Stop

Sat Jul 5th 2025 United Airlines · UA 1544 Depart at 6:00am from Portland (PDX) Fly for 5h 5m Arrive at 2:05pm in New York (EWR)

Layover in New York for 7h 54m

Sat Jul 5th 2025 United Airlines · UA 1298 Depart at 9:59pm from New York (EWR) Fly for 1h 18m Arrive at 11:17pm in Boston (BOS)
US$337

2:55pm - 7:26am
Mon Jul 7th 2025

13h 31m
Portland (PDX) → Boston (BOS)

1 Stop

Mon Jul 7th 2025 Alaska Airlines · AS 836 Depart at 2:55pm from Portland (PDX) Fly for 1h 48m Arrive at 4:43pm in San Francisco (SFO)

Layover in San Francisco for 6h 2m

Mon Jul 7th 2025 Alaska Airlines · AS 307 Depart at 10:45pm from San Francisco (SFO) Fly for 5h 41m Arrive at 7:26am in Boston (BOS)
US$339

11:23am - 11:43pm
Sun Jul 6th 2025

9h 20m
Portland (PDX) → Boston (BOS)

1 Stop

Sun Jul 6th 2025 Sun Country Airlines · SY 294 Depart at 11:23am from Portland (PDX) Fly for 3h 14m Arrive at 4:37pm in Minneapolis (MSP)

Layover in Minneapolis for 3h 23m

Sun Jul 6th 2025 Sun Country Airlines · SY 253 Depart at 8:00pm from Minneapolis (MSP) Fly for 2h 43m Arrive at 11:43pm in Boston (BOS)
US$343

5:55pm - 7:56am
Mon Jul 7th 2025

11h 1m
Portland (PDX) → Boston (BOS)

1 Stop

Mon Jul 7th 2025 Alaska Airlines · AS 2551 Depart at 5:55pm from Portland (PDX) Fly for 0h 55m Arrive at 6:50pm in Seattle (SEA)

Layover in Seattle for 4h 40m

Mon Jul 7th 2025 Alaska Airlines · AS 536 Depart at 11:30pm from Seattle (SEA) Fly for 5h 26m Arrive at 7:56am in Boston (BOS)
US$343

4:30pm - 7:56am
Mon Jul 7th 2025

12h 26m
Portland (PDX) → Boston (BOS)

1 Stop

Mon Jul 7th 2025 Alaska Airlines · AS 2405 Depart at 4:30pm from Portland (PDX) Fly for 1h 0m Arrive at 5:30pm in Seattle (SEA)

Layover in Seattle for 6h 0m

Mon Jul 7th 2025 Alaska Airlines · AS 536 Depart at 11:30pm from Seattle (SEA) Fly for 5h 26m Arrive at 7:56am in Boston (BOS)
US$343

3:00pm - 7:56am
Mon Jul 7th 2025

13h 56m
Portland (PDX) → Boston (BOS)

1 Stop

Mon Jul 7th 2025 Alaska Airlines · AS 3370 Depart at 3:00pm from Portland (PDX) Fly for 1h 0m Arrive at 4:00pm in Seattle (SEA)

Layover in Seattle for 7h 30m

Mon Jul 7th 2025 Alaska Airlines · AS 536 Depart at 11:30pm from Seattle (SEA) Fly for 5h 26m Arrive at 7:56am in Boston (BOS)
US$343

1:50pm - 7:56am
Mon Jul 7th 2025

15h 6m
Portland (PDX) → Boston (BOS)

1 Stop

Mon Jul 7th 2025 Alaska Airlines · AS 596 Depart at 1:50pm from Portland (PDX) Fly for 0h 55m Arrive at 2:45pm in Seattle (SEA)

Layover in Seattle for 8h 45m

Mon Jul 7th 2025 Alaska Airlines · AS 536 Depart at 11:30pm from Seattle (SEA) Fly for 5h 26m Arrive at 7:56am in Boston (BOS)
US$343

9:05pm - 4:46pm
Mon Jul 7th 2025

16h 41m
Portland (PDX) → Boston (BOS)

1 Stop

Mon Jul 7th 2025 Alaska Airlines · AS 2320 Depart at 9:05pm from Portland (PDX) Fly for 0h 55m Arrive at 10:00pm in Seattle (SEA)

Layover in Seattle for 10h 20m

Tue Jul 8th 2025 Alaska Airlines · AS 306 Depart at 8:20am from Seattle (SEA) Fly for 5h 26m Arrive at 4:46pm in Boston (BOS)
US$343

11:45am - 7:56am
Mon Jul 7th 2025

17h 11m
Portland (PDX) → Boston (BOS)

1 Stop

Mon Jul 7th 2025 Alaska Airlines · AS 1008 Depart at 11:45am from Portland (PDX) Fly for 0h 55m Arrive at 12:40pm in Seattle (SEA)

Layover in Seattle for 10h 50m

Mon Jul 7th 2025 Alaska Airlines · AS 536 Depart at 11:30pm from Seattle (SEA) Fly for 5h 26m Arrive at 7:56am in Boston (BOS)
US$354

6:00am - 11:17pm
Mon Jul 7th 2025

14h 17m
Portland (PDX) → Boston (BOS)

1 Stop

Mon Jul 7th 2025 United Airlines · UA 1544 Depart at 6:00am from Portland (PDX) Fly for 5h 5m Arrive at 2:05pm in New York (EWR)

Layover in New York for 7h 54m

Mon Jul 7th 2025 United Airlines · UA 1298 Depart at 9:59pm from New York (EWR) Fly for 1h 18m Arrive at 11:17pm in Boston (BOS)
US$369

6:00am - 4:46pm
Mon Jul 7th 2025

7h 46m
Portland (PDX) → Boston (BOS)

1 Stop

Mon Jul 7th 2025 Alaska Airlines · AS 1032 Depart at 6:00am from Portland (PDX) Fly for 0h 53m Arrive at 6:53am in Seattle (SEA)

Layover in Seattle for 1h 27m

Mon Jul 7th 2025 Alaska Airlines · AS 306 Depart at 8:20am from Seattle (SEA) Fly for 5h 26m Arrive at 4:46pm in Boston (BOS)
US$370

6:00am - 8:55pm
Mon Jul 7th 2025

11h 55m
Portland (PDX) → Boston (BOS)

1 Stop

Mon Jul 7th 2025 United Airlines · UA 1544 Depart at 6:00am from Portland (PDX) Fly for 5h 5m Arrive at 2:05pm in New York (EWR)

Layover in New York for 5h 25m

Mon Jul 7th 2025 United Airlines · UA 1393 Depart at 7:30pm from New York (EWR) Fly for 1h 25m Arrive at 8:55pm in Boston (BOS)
US$371

1:50pm - 11:59pm
Mon Jul 7th 2025

7h 9m
Portland (PDX) → Boston (BOS)

1 Stop

Mon Jul 7th 2025 Alaska Airlines · AS 596 Depart at 1:50pm from Portland (PDX) Fly for 0h 55m Arrive at 2:45pm in Seattle (SEA)

Layover in Seattle for 0h 50m

Mon Jul 7th 2025 Alaska Airlines · AS 460 Depart at 3:35pm from Seattle (SEA) Fly for 5h 24m Arrive at 11:59pm in Boston (BOS)
US$371

12:45pm - 11:59pm
Mon Jul 7th 2025

8h 14m
Portland (PDX) → Boston (BOS)

1 Stop

Mon Jul 7th 2025 Alaska Airlines · AS 2086 Depart at 12:45pm from Portland (PDX) Fly for 0h 55m Arrive at 1:40pm in Seattle (SEA)

Layover in Seattle for 1h 55m

Mon Jul 7th 2025 Alaska Airlines · AS 460 Depart at 3:35pm from Seattle (SEA) Fly for 5h 24m Arrive at 11:59pm in Boston (BOS)
US$371

5:05am - 4:46pm
Mon Jul 7th 2025

8h 41m
Portland (PDX) → Boston (BOS)

1 Stop

Mon Jul 7th 2025 Alaska Airlines · AS 2303 Depart at 5:05am from Portland (PDX) Fly for 0h 55m Arrive at 6:00am in Seattle (SEA)

Layover in Seattle for 2h 20m

Mon Jul 7th 2025 Alaska Airlines · AS 306 Depart at 8:20am from Seattle (SEA) Fly for 5h 26m Arrive at 4:46pm in Boston (BOS)
US$371

11:45am - 11:59pm
Mon Jul 7th 2025

9h 14m
Portland (PDX) → Boston (BOS)

1 Stop

Mon Jul 7th 2025 Alaska Airlines · AS 1008 Depart at 11:45am from Portland (PDX) Fly for 0h 55m Arrive at 12:40pm in Seattle (SEA)

Layover in Seattle for 2h 55m

Mon Jul 7th 2025 Alaska Airlines · AS 460 Depart at 3:35pm from Seattle (SEA) Fly for 5h 24m Arrive at 11:59pm in Boston (BOS)
US$373

7:50pm - 7:26am
Mon Jul 7th 2025

8h 36m
Portland (PDX) → Boston (BOS)

1 Stop

Mon Jul 7th 2025 Alaska Airlines · AS 1295 Depart at 7:50pm from Portland (PDX) Fly for 1h 47m Arrive at 9:37pm in San Francisco (SFO)

Layover in San Francisco for 1h 8m

Mon Jul 7th 2025 Alaska Airlines · AS 307 Depart at 10:45pm from San Francisco (SFO) Fly for 5h 41m Arrive at 7:26am in Boston (BOS)
US$374

1:50pm - 11:59pm
Sat Jul 5th 2025

7h 9m
Portland (PDX) → Boston (BOS)

1 Stop

Sat Jul 5th 2025 Alaska Airlines · AS 596 Depart at 1:50pm from Portland (PDX) Fly for 0h 55m Arrive at 2:45pm in Seattle (SEA)

Layover in Seattle for 0h 50m

Sat Jul 5th 2025 Alaska Airlines · AS 460 Depart at 3:35pm from Seattle (SEA) Fly for 5h 24m Arrive at 11:59pm in Boston (BOS)
US$376

9:05pm - 7:56am
Sat Jul 5th 2025

7h 51m
Portland (PDX) → Boston (BOS)

1 Stop

Sat Jul 5th 2025 Alaska Airlines · AS 2320 Depart at 9:05pm from Portland (PDX) Fly for 0h 55m Arrive at 10:00pm in Seattle (SEA)

Layover in Seattle for 1h 30m

Sat Jul 5th 2025 Alaska Airlines · AS 536 Depart at 11:30pm from Seattle (SEA) Fly for 5h 26m Arrive at 7:56am in Boston (BOS)
US$376

12:45pm - 11:59pm
Sat Jul 5th 2025

8h 14m
Portland (PDX) → Boston (BOS)

1 Stop

Sat Jul 5th 2025 Alaska Airlines · AS 2086 Depart at 12:45pm from Portland (PDX) Fly for 0h 55m Arrive at 1:40pm in Seattle (SEA)

Layover in Seattle for 1h 55m

Sat Jul 5th 2025 Alaska Airlines · AS 460 Depart at 3:35pm from Seattle (SEA) Fly for 5h 24m Arrive at 11:59pm in Boston (BOS)
US$376

11:45am - 11:59pm
Sat Jul 5th 2025

9h 14m
Portland (PDX) → Boston (BOS)

1 Stop

Sat Jul 5th 2025 Alaska Airlines · AS 1008 Depart at 11:45am from Portland (PDX) Fly for 0h 55m Arrive at 12:40pm in Seattle (SEA)

Layover in Seattle for 2h 55m

Sat Jul 5th 2025 Alaska Airlines · AS 460 Depart at 3:35pm from Seattle (SEA) Fly for 5h 24m Arrive at 11:59pm in Boston (BOS)
US$376

7:35pm - 7:56am
Sat Jul 5th 2025

9h 21m
Portland (PDX) → Boston (BOS)

1 Stop

Sat Jul 5th 2025 Alaska Airlines · AS 2053 Depart at 7:35pm from Portland (PDX) Fly for 1h 0m Arrive at 8:35pm in Seattle (SEA)

Layover in Seattle for 2h 55m

Sat Jul 5th 2025 Alaska Airlines · AS 536 Depart at 11:30pm from Seattle (SEA) Fly for 5h 26m Arrive at 7:56am in Boston (BOS)
US$396

9:30am - 11:59pm
Mon Jul 7th 2025

11h 29m
Portland (PDX) → Boston (BOS)

1 Stop

Mon Jul 7th 2025 Alaska Airlines · AS 2372 Depart at 9:30am from Portland (PDX) Fly for 1h 0m Arrive at 10:30am in Seattle (SEA)

Layover in Seattle for 5h 5m

Mon Jul 7th 2025 Alaska Airlines · AS 460 Depart at 3:35pm from Seattle (SEA) Fly for 5h 24m Arrive at 11:59pm in Boston (BOS)
US$401

5:55pm - 7:56am
Sat Jul 5th 2025

11h 1m
Portland (PDX) → Boston (BOS)

1 Stop

Sat Jul 5th 2025 Alaska Airlines · AS 2551 Depart at 5:55pm from Portland (PDX) Fly for 0h 55m Arrive at 6:50pm in Seattle (SEA)

Layover in Seattle for 4h 40m

Sat Jul 5th 2025 Alaska Airlines · AS 536 Depart at 11:30pm from Seattle (SEA) Fly for 5h 26m Arrive at 7:56am in Boston (BOS)
US$420

2:15pm - 1:09am
Sat Jul 5th 2025

7h 54m
Portland (PDX) → Boston (BOS)

1 Stop

Sat Jul 5th 2025 United Airlines · UA 2360 Depart at 2:15pm from Portland (PDX) Fly for 3h 53m Arrive at 8:08pm in Chicago (ORD)

Layover in Chicago for 1h 29m

Sat Jul 5th 2025 United Airlines · UA 1495 Depart at 9:37pm from Chicago (ORD) Fly for 2h 32m Arrive at 1:09am in Boston (BOS)
US$420

6:00am - 5:25pm
Sat Jul 5th 2025

8h 25m
Portland (PDX) → Boston (BOS)

1 Stop

Sat Jul 5th 2025 United Airlines · UA 1544 Depart at 6:00am from Portland (PDX) Fly for 5h 5m Arrive at 2:05pm in New York (EWR)

Layover in New York for 1h 55m

Sat Jul 5th 2025 United Airlines · UA 334 Depart at 4:00pm from New York (EWR) Fly for 1h 25m Arrive at 5:25pm in Boston (BOS)
US$420

1:00pm - 1:09am
Sat Jul 5th 2025

9h 9m
Portland (PDX) → Boston (BOS)

1 Stop

Sat Jul 5th 2025 United Airlines · UA 2347 Depart at 1:00pm from Portland (PDX) Fly for 3h 44m Arrive at 6:44pm in Chicago (ORD)

Layover in Chicago for 2h 53m

Sat Jul 5th 2025 United Airlines · UA 1495 Depart at 9:37pm from Chicago (ORD) Fly for 2h 32m Arrive at 1:09am in Boston (BOS)
US$443

9:20am - 5:40pm
Sat Jul 5th 2025

5h 20m
Portland (PDX) → Boston (BOS)

Direct

Sat Jul 5th 2025 Alaska Airlines · AS 358 Depart at 9:20am from Portland (PDX) Fly for 5h 20m Arrive at 5:40pm in Boston (BOS)
US$450

9:20am - 5:40pm
Mon Jul 7th 2025

5h 20m
Portland (PDX) → Boston (BOS)

Direct

Mon Jul 7th 2025 Alaska Airlines · AS 358 Depart at 9:20am from Portland (PDX) Fly for 5h 20m Arrive at 5:40pm in Boston (BOS)
US$526

9:20am - 5:40pm
Sun Jul 6th 2025

5h 20m
Portland (PDX) → Boston (BOS)

Direct

Sun Jul 6th 2025 Alaska Airlines · AS 358 Depart at 9:20am from Portland (PDX) Fly for 5h 20m Arrive at 5:40pm in Boston (BOS)

Sarah Belizaire

@sarahbb1

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John Ford

@eyupitsjohn

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Roaming Sonaa

@roamingsonaa

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Andy Travels

@andy_travels

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Travel With Bender

@travelwitbender

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Wesley Mergard

@travel.with.wes

One useful tool I've found for evaluating different departure and return dates is called FlightList.io. You can quickly scan different travel date ranges, carriers and one way flight options to easily determine the cheapest flight combinations for your trip.

Flights from Portland to Boston (PDX to BOS)

Sarah Belizaire

John Ford

Roaming Sonaa

Andy Travels

Travel With Bender

Wesley Mergard

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