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Chesapeake

$214+ Cheap flights from Portland (PDX) to Chesapeake, VA

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 7/8. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — RIC
Jan 26 — Feb 21
Sun 1/26
Sun 2/2
1 adult, Economy
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The best prices from Portland to Chesapeake are usually found in January or October, booked 12 days in advance, depart on a Thursday or Tuesday and return on a Thursday

Cheap flight deals from Portland to Chesapeake

Discover tips and strategies to find the most affordable flight options for your journey from Portland (PDX) to Chesapeake (C6E). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 21, 2025.

Round-trip from

$357
(Delta)

One-way from

$214
(American Airlines)

Popular in

December

Cheapest in

January

Average price

$406
From Portland to Chesapeake
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One-way flight from Portland to Chesapeake
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Highest demand for flights based on searches. 3% potential increase in price ($17 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in January 2025
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Find flight deals from Portland to Chesapeake

Cheapest flights from Portland to Chesapeake
Explore the most affordable flight options available from Portland to Chesapeake. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2025.

This Delta deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/287:05 amPDX - ORF
1 stop12h 47mDelta
Wed 3/57:08 amORF - PDX
1 stop19h 21mDelta
Deal found 1/20$357
This Mytrip deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/62:33 pmPDX - ORF
2 stops18h 34mMultiple Airlines
Mon 3/109:14 pmORF - PDX
2 stops24h 23mMultiple Airlines
Deal found 1/20$385
This United Airlines deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/611:38 pmPDX - ORF
1 stop7h 04mUnited Airlines
Mon 3/104:53 pmORF - PDX
1 stop8h 46mUnited Airlines
Deal found 1/21$389
This Southwest deal was found by Cheapflights users on 1/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/199:00 amPDX - ORF
2 stops9h 50mSouthwest
Mon 2/243:45 pmORF - PDX
1 stop10h 55mSouthwest
Deal found 1/19$432
This American Airlines deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/1511:39 pmPDX - ORF
1 stop14h 24mAmerican Airlines
Tue 6/177:27 pmORF - PDX
1 stop8h 00mAmerican Airlines
Deal found 1/20$520
This Mytrip deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/315:30 pmPDX - ORF
2 stops19h 06mSpirit Airlines
Sun 2/210:57 amORF - PDX
2 stops25h 24mSpirit Airlines
Deal found 1/20$541
This Alaska Airlines deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/135:30 pmPDX - ORF
2 stops13h 01mAlaska Airlines
Tue 6/175:54 amORF - PDX
2 stops13h 34mAlaska Airlines
Deal found 1/20$694

Find flights from Portland to Chesapeake within your budget

Customize your flight search to find flights from Portland to Chesapeake that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Fri 2/28

7:05 am-10:52 pm

1 stop12h 47m

Norfolk

Wed 3/5

7:08 am-11:29 pm

1 stop19h 21m

$357

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Thu 3/6

2:33 pm-12:07 pm

2 stops18h 34m

Norfolk

Mon 3/10

9:14 pm-6:37 pm

2 stops24h 23m

$385

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Thu 3/6

11:38 pm-9:42 am

1 stop7h 04m

Norfolk

Mon 3/10

4:53 pm-10:39 pm

1 stop8h 46m

$389

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Wed 2/19

9:00 am-9:50 pm

2 stops9h 50m

Norfolk

Mon 2/24

3:45 pm-11:40 pm

1 stop10h 55m

$432

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Thu 5/15

11:39 pm-5:03 pm

1 stop14h 24m

Norfolk

Tue 6/17

7:27 pm-12:27 am

1 stop8h 00m

$520

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Fri 1/31

5:30 pm-3:36 pm

2 stops19h 06m

Norfolk

Sun 2/2

10:57 am-9:21 am

2 stops25h 24m

$541

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Thu 5/15

1:45 pm-9:43 am

2 stops16h 58m

Norfolk

Tue 6/17

5:54 am-4:28 pm

2 stops13h 34m

$663

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Tue 7/8

1:48 am-2:08 pm

1 stop9h 20m

$214

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Sat 3/8

10:27 pm-8:42 am

1 stop7h 15m

$264

PortlandNorfolk

PDX - ORF

PDXORF

Portland

Tue 7/8

12:40 am-2:34 pm

2 stops10h 54m

$415

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

Best time to book a flight from Portland to Chesapeake

Have a flexible travel schedule? Discover the best time to fly to Chesapeake from Portland with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Portland to Chesapeake

Get recent, data-driven insights about flights from Portland to Chesapeake including ideal travel times, pricing trends, and more.

How far ahead should I book a flight from Portland to Chesapeake?

Use this chart to determine the optimal time to book a round-trip flight from Portland to Chesapeake. Price data was last updated on January 17, 2025.

To ensure you get the cheapest price possible for a flight from Portland to Chesapeake, you should look to book at least 12 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Portland to Chesapeake?

Currently, January is the cheapest month in which you can book a flight from Portland to Chesapeake (average of $281). Flying from Portland to Chesapeake in June is currently the most expensive (average of $372). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from PDX to C6E?

Find hourly flight availability from Portland to Chesapeake. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 21, 2025.

When flying from Portland to Chesapeake, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

What is the cheapest day to fly from Portland to Chesapeake?

Use this chart to determine the cheapest time to fly round-trip from Portland to Chesapeake. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Portland to Chesapeake flight should consider departing on Monday evenings when fares are most often at their lowest. Sunday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Rainfall in Chesapeake by month

Plan your trip to Chesapeake by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chesapeake ranges from 2.9 - 5.8 inches per month. July is typically the wettest month, when rainfall can reach 5.8 in. November is typically the driest time to visit Chesapeake when rainfall is around 2.9 in.

Temperature in Chesapeake by month

Plan your trip to Chesapeake by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chesapeake, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 78.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 42.8 F).

Reviews of airlines servicing Chesapeake

Get insights into the airlines that provide service to Chesapeake. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chesapeake. Reviews last updated January 21, 2025.
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Food

7.2

Boarding

8.2

Overall

8.1

Entertainment

7.7

Crew

8.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,662 reviews
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Food

7.2

Boarding

8.2

Overall

8.1

Entertainment

7.7

Crew

8.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Alaska Airlines
8.0
Very good
9,706 reviews
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Food

7.2

Boarding

8.2

Overall

8.1

Entertainment

7.7

Crew

8.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,521 reviews
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Food

7.2

Boarding

8.2

Overall

8.1

Entertainment

7.7

Crew

8.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

United Airlines
7.4
Good
8,984 reviews
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Food

7.2

Boarding

8.2

Overall

8.1

Entertainment

7.7

Crew

8.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Food

7.2

Boarding

8.2

Overall

8.1

Entertainment

7.7

Crew

8.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Related info for your journey

Find useful and relevant information for your journey from Portland to Chesapeake. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Portland to Chesapeake?

    Most people fly from Portland (PDX) if they book a flight from Portland to Chesapeake. On average, Portland has 0 outbound flights to Chesapeake per day from 7 airlines. Portland is conveniently located just 6.0 mi from Portland’s city center.

  • What are the cheapest airlines to fly from Portland to Chesapeake one-way?

    To fly one-way, consider booking your trip with American Airlines, which is currently one of the cheapest options available, starting at $214. United Airlines flights start at $264 while deals on Delta start at $415 one-way.

  • Can I find deals for flights from Portland to Chesapeake that include hotel bookings?

    Yes. In addition to deals on Portland to Chesapeake flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Portland to Chesapeake?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Portland to Chesapeake.

  • Can I find deals for business class flights from Portland to Chesapeake?

    Yes. Cheapflights offers flight deals from Portland to Chesapeake by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Portland to Chesapeake?

    Currently, January is the cheapest month in which you can book a flight from Portland to Chesapeake (average of $281). Flying from Portland to Chesapeake in June is currently the most expensive (average of $372). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Top 7 airlines flying from Portland to Chesapeake

Discover the top 7 airlines that operate flights from Portland to Chesapeake. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$163Average$279FlexibilityNo cancel feeOn-time65%
FrontierCheapest$219Average$357FlexibilityNo cancel feeOn-time62%
DeltaCheapest$323Average$506FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$346Average$627FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$356Average$572FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$416Average$561FlexibilityNo cancel feeOn-time63%
Alaska AirlinesCheapest$454Average$645FlexibilityNo cancel feeOn-time75%
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