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Puerto Rico

$105+ Cheap flights from Chesapeake, VA to Puerto Rico

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 12/10. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — SJU
Nov 10 — Nov 171
Sun 11/10
Sun 11/17
1 adult, Economy
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Find flight deals from Chesapeake to Puerto Rico

Cheapest flights from Chesapeake to Puerto Rico
Explore the most affordable flight options available from Chesapeake to Puerto Rico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 5, 2024.

This CheapOair deal was found by Cheapflights users on 11/4. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/611:04 amORF - BQN
1 stop14h 44mFrontier
Mon 12/163:52 amBQN - ORF
1 stop9h 50mFrontier
Deal found 11/4$242
This FlightHub deal was found by Cheapflights users on 11/3. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/139:19 pmORF - SJU
1 stop14h 14mMultiple Airlines
Sat 12/213:54 amSJU - ORF
1 stop17h 07mMultiple Airlines
Deal found 11/3$253
This Delta deal was found by Cheapflights users on 11/4. 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.
Wed 12/1112:20 pmORF - SJU
1 stop10h 03mDelta
Sat 12/216:30 amSJU - ORF
1 stop11h 36mDelta
Deal found 11/4$254
This Frontier deal was found by Cheapflights users on 11/4. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/167:24 pmORF - SJU
1 stop6h 25mFrontier
Mon 12/236:00 amSJU - ORF
1 stop6h 02mFrontier
Deal found 11/4$268
This FlightHub deal was found by Cheapflights users on 11/5. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/69:19 pmORF - SJU
1 stop14h 14mSpirit Airlines
Tue 12/1010:44 pmSJU - ORF
2 stops22h 29mSpirit Airlines
Deal found 11/5$270
This United Airlines deal was found by Cheapflights users on 11/4. 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.
Sat 11/166:00 amORF - SJU
1 stop7h 40mUnited Airlines
Mon 11/182:05 amSJU - ORF
1 stop7h 47mUnited Airlines
Deal found 11/4$284
This American Airlines deal was found by Cheapflights users on 11/4. 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.
Sat 11/161:34 pmORF - SJU
1 stop6h 31mAmerican Airlines
Thu 1/912:50 pmSJU - ORF
1 stop12h 02mAmerican Airlines
Deal found 11/4$334
This United Airlines deal was found by Cheapflights users on 11/3. 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.
Wed 12/42:45 pmORF - BQN
1 stop8h 12mUnited Airlines
Mon 12/91:09 amBQN - ORF
2 stops14h 18mUnited Airlines
Deal found 11/3$374
This Mytrip deal was found by Cheapflights users on 11/3. 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.
Tue 11/195:30 amORF - CPX
2 stops25h 29mMultiple Airlines
Sat 11/235:11 pmCPX - ORF
3 stops30h 44mMultiple Airlines
Deal found 11/3$591

Find flights from Chesapeake to Puerto Rico within your budget

Customize your flight search to find flights from Chesapeake to Puerto Rico 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 2,455,398 searches. Data last updated November 5, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Tue 12/10

5:45 am-8:22 pm

1 stop13h 37m

$105

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Sun 11/24

6:30 am-5:15 pm

1 stop9h 45m

$117

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Sat 12/7

4:31 pm-12:59 am

1 stop7h 28m

$137

NorfolkAguadilla

ORF - BQN

ORFBQN

Norfolk

Sat 11/16

6:40 am-11:57 pm

2 stops16h 17m

$142

NorfolkAguadilla

ORF - BQN

ORFBQN

Norfolk

Sun 11/17

8:06 pm-8:10 pm

1 stop23h 04m

$145

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Tue 12/24

6:59 pm-2:10 am

2 stops30h 11m

$172

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Wed 12/4

12:35 pm-12:30 am

2 stops10h 55m

$282

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Mon 11/11

8:06 pm-10:10 am

1 stop13h 04m

$154

NorfolkAguadilla

ORF - BQN

ORFBQN

Norfolk

Fri 12/6

11:04 am-2:48 am

1 stop14h 44m

$179

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Wed 12/18

6:30 am-12:36 am

2 stops17h 06m

$445

Flights are sorted by cheapest first

Deals found on 11/4

Showing 1-10 of 19 results
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Best time to book a flight from Chesapeake to Puerto Rico

Have a flexible travel schedule? Discover the best time to fly to Puerto Rico from Chesapeake 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 Chesapeake to Puerto Rico

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

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

Currently, September is the cheapest month in which you can book a flight from Chesapeake to Puerto Rico (average of $254). Flying from Chesapeake to Puerto Rico in March is currently the most expensive (average of $335). 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 C6E to PR?

Find hourly flight availability from Chesapeake to Puerto Rico. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 5, 2024.

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

Rainfall in Puerto Rico by month

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

In terms of precipitation, rainfall in Puerto Rico ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Puerto Rico when rainfall is around 2.2 in.

Temperature in Puerto Rico by month

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

If weather is an important factor for your trip to Puerto Rico, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

Reviews of airlines servicing Puerto Rico

Get insights into the airlines that provide service to Puerto Rico. 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 Puerto Rico. Reviews last updated November 5, 2024.
Peruse reviews from past customers who have flown with Frontier, Delta and American Airlines from Chesapeake to Puerto Rico to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
5,082 reviews

Boarding

8.3

Food

7.2

Comfort

8.1

Entertainment

7.7

Overall

8.1

Crew

8.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Southwest
8.1
Very good
5,082 reviews
Southwest
8.1
Very good
5,082 reviews

Boarding

8.3

Food

7.2

Comfort

8.1

Entertainment

7.7

Overall

8.1

Crew

8.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Delta
8.0
Very good
8,829 reviews
Southwest
8.1
Very good
5,082 reviews

Boarding

8.3

Food

7.2

Comfort

8.1

Entertainment

7.7

Overall

8.1

Crew

8.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

United Airlines
7.4
Good
9,226 reviews
Southwest
8.1
Very good
5,082 reviews

Boarding

8.3

Food

7.2

Comfort

8.1

Entertainment

7.7

Overall

8.1

Crew

8.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
5,082 reviews

Boarding

8.3

Food

7.2

Comfort

8.1

Entertainment

7.7

Overall

8.1

Crew

8.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Spirit Airlines
6.3
Okay
8,178 reviews
Southwest
8.1
Very good
5,082 reviews

Boarding

8.3

Food

7.2

Comfort

8.1

Entertainment

7.7

Overall

8.1

Crew

8.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Related info for your journey

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

  • Can I find flights from Chesapeake to Puerto Rico for under $200 on Cheapflights?

    Yes, there are multiple flights from Chesapeake to Puerto Rico for under $200. The cheapest flight booked recently is on Frontier for just $138, but on average you can expect to pay $279.

  • Are there last-minute flights available from Chesapeake to Puerto Rico for under $300?

    There are currently 6+ open flights from Chesapeake to Puerto Rico within the next 7 days for less than $300.

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

    The cheapest airline one-way is Spirit Airlines, with whom users have recently found tickets for as low as $105. However, be on the lookout for offers from American Airlines and Delta, as they are both options that can get you from Chesapeake to Puerto Rico for a low price.

  • What are the most popular routes from Chesapeake to Puerto Rico?

    The most popular flight routes from Chesapeake to Puerto Rico are Norfolk - San Juan Luis Munoz Marin Intl, Norfolk - Aguadilla Borinquen and Norfolk - Vieques.

  • What does RIC to SJU mean?

    This is defined as Richmond Byrd Intl Airport (RIC) and San Juan Luis Munoz Marin Intl Airport (SJU). Codes like San Juan Luis Munoz Marin Intl Airport are often used to just call airports uniquely. Aguadilla Borinquen Airport (BQN), Ponce Mercedita Airport (PSE), San Juan Isla Grande Airport (SIG), Culebra Airport (CPX), Vieques Airport (VQS) are other airports near this flight route and their unique identifiers/IATA codes.

  • Can I find deals for flights from Chesapeake to Puerto Rico that include extra baggage allowance?

    The amount of baggage you can bring on your Chesapeake to Puerto Rico flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Chesapeake to Puerto Rico with specific airlines?

    Yes, Cheapflights allows you to browse and filter Chesapeake to Puerto Rico flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

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

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

  • How can I find direct flights from Chesapeake to Puerto Rico?

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

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

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

  • Can I find deals for flights from Chesapeake to Puerto Rico that allow pets onboard?

    Many airlines flying from Chesapeake to Puerto Rico offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Chesapeake to Puerto Rico?

    Yes, you can often find last-minute deals on Chesapeake to Puerto Rico flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Chesapeake to Puerto Rico flight deals updated?

    The Chesapeake to Puerto Rico flight deals you see on this page were last updated on 11/5.

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

    Currently, September is the cheapest month in which you can book a flight from Chesapeake to Puerto Rico (average of $254). Flying from Chesapeake to Puerto Rico in March is currently the most expensive (average of $335). 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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Alternative routes for Chesapeake to Puerto Rico

See prices for flight routes from nearby airports that may be better suited for you.
Dulles Intl to Luis Munoz Marin Intl flights
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Raleigh to Nassau flights

Top 7 airlines flying from Chesapeake to Puerto Rico

Discover the top 7 airlines that operate flights from Chesapeake to Puerto Rico. 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 2,455,398 searches. Data last updated November 5, 2024.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$152Average$262FlexibilityNo cancel feeOn-time65%
FrontierCheapest$158Average$278FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$177Average$517FlexibilityNo cancel feeOn-time69%
DeltaCheapest$225Average$408FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$227Average$420FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$247Average$535FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$272Average$424FlexibilityNo cancel feeOn-time63%
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