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Puerto Rico

$117+ 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 1/23. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — SJU
Nov 26 — Dec 31
Tue 11/26
Tue 12/3
1 adult, Economy
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Cheap flight deals from Chesapeake to Puerto Rico

Discover tips and strategies to find the most affordable flight options for your journey from Chesapeake (C6E) to Puerto Rico (PR0). 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 November 21, 2024.

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 21, 2024.

This FlightHub deal was found by Cheapflights users on 11/21. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/115:45 amORF - SJU
1 stop13h 37mSpirit Airlines
Wed 12/112:45 amSJU - ORF
1 stop18h 39mSpirit Airlines
Deal found 11/21$279
This Delta deal was found by Cheapflights users on 11/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/2412:29 pmORF - SJU
1 stop9h 50mDelta
Mon 12/306:30 amSJU - ORF
1 stop11h 28mDelta
Deal found 11/21$284
This Frontier deal was found by Cheapflights users on 11/21. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/169:54 amORF - SJU
1 stop13h 05mFrontier
Sun 12/223:54 amSJU - ORF
1 stop8h 08mFrontier
Deal found 11/21$298
This CheapOair deal was found by Cheapflights users on 11/21. 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 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 11/21$298
This Mytrip deal was found by Cheapflights users on 11/21. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/115:45 amORF - SJU
1 stop13h 37mMultiple Airlines
Thu 12/128:31 pmSJU - ORF
2 stops27h 23mMultiple Airlines
Deal found 11/21$305
This United Airlines deal was found by Cheapflights users on 11/21. 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.
Wed 12/112:45 pmORF - SJU
1 stop8h 51mUnited Airlines
Tue 2/112:05 amSJU - ORF
1 stop9h 48mUnited Airlines
Deal found 11/21$379
This United deal was found by Cheapflights users on 11/21. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/62:45 pmORF - BQN
1 stop8h 12mUnited Airlines
Mon 12/161:09 amBQN - ORF
2 stops9h 34mUnited Airlines
Deal found 11/21$384
This American Airlines deal was found by Cheapflights users on 11/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/47:23 pmORF - SJU
1 stop15h 37mAmerican Airlines
Sat 12/76:30 amSJU - ORF
2 stops9h 26mAmerican Airlines
Deal found 11/21$456
This Southwest deal was found by Cheapflights users on 11/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/111:00 pmORF - SJU
1 stop10h 30mSouthwest
Sat 12/142:15 pmSJU - ORF
1 stop8h 20mSouthwest
Deal found 11/21$482

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 2,612,795 searches. Data last updated November 21, 2024.

Fly from

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Fly to

Any airport

Route

Depart

Return

Price

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Thu 2/20

7:49 pm-8:40 pm

1 stop23h 51m

San Juan Luis Munoz Marin Intl

Sun 2/23

2:45 am-6:50 pm

1 stop17h 05m

$268

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Fri 12/6

6:48 am-5:15 pm

1 stop9h 27m

San Juan Luis Munoz Marin Intl

Wed 12/11

1:49 pm-9:57 pm

1 stop9h 08m

$269

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Wed 1/15

5:25 am-2:10 pm

1 stop7h 45m

San Juan Luis Munoz Marin Intl

Wed 1/22

8:43 pm-9:36 pm

2 stops25h 53m

$287

NorfolkAguadilla

ORF - BQN

ORFBQN

Norfolk

Fri 12/6

11:04 am-2:48 am

1 stop14h 44m

Aguadilla Borinquen

Mon 12/16

3:52 am-12:42 pm

1 stop9h 50m

$298

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Thu 2/13

6:34 pm-9:35 am

1 stop14h 01m

San Juan Luis Munoz Marin Intl

Mon 2/17

10:37 pm-5:34 pm

1 stop19h 57m

$311

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Tue 12/3

2:48 pm-12:36 am

1 stop8h 48m

San Juan Luis Munoz Marin Intl

Fri 12/13

2:05 am-2:27 pm

2 stops13h 22m

$314

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Tue 2/25

10:12 am-11:55 pm

1 stop12h 43m

San Juan Luis Munoz Marin Intl

Tue 3/4

2:25 pm-10:51 pm

2 stops9h 26m

$319

NorfolkAguadilla

ORF - BQN

ORFBQN

Norfolk

Fri 12/6

2:45 pm-11:57 pm

1 stop8h 12m

Aguadilla Borinquen

Sun 12/15

1:09 am-2:27 pm

2 stops14h 18m

$384

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Thu 2/27

3:05 pm-1:00 am

1 stop8h 55m

San Juan Luis Munoz Marin Intl

Mon 3/3

5:35 am-3:35 pm

2 stops11h 00m

$453

NorfolkSan Juan

ORF - SJU

ORFSJU

Norfolk

Thu 1/23

5:25 am-2:10 pm

1 stop7h 45m

$117

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/20

Showing 1-10 of 18 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 21, 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 21, 2024.
Peruse reviews from past customers who have flown with Spirit Airlines, Delta and United 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
5,005 reviews

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Crew

8.7

Overall

8.1

Food

7.2

Reviews

1 / 10

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

Southwest
8.1
Very good
5,005 reviews
Southwest
8.1
Very good
5,005 reviews

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Crew

8.7

Overall

8.1

Food

7.2

Reviews

1 / 10

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

Delta
8.0
Very good
8,755 reviews
Southwest
8.1
Very good
5,005 reviews

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Crew

8.7

Overall

8.1

Food

7.2

Reviews

1 / 10

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

United Airlines
7.4
Good
9,172 reviews
Southwest
8.1
Very good
5,005 reviews

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Crew

8.7

Overall

8.1

Food

7.2

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
5,005 reviews

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Crew

8.7

Overall

8.1

Food

7.2

Reviews

1 / 10

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

Spirit Airlines
6.3
Okay
8,169 reviews
Southwest
8.1
Very good
5,005 reviews

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Crew

8.7

Overall

8.1

Food

7.2

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.

  • 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 $117. However, be on the lookout for offers from American Airlines and Frontier, 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.

  • 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.

  • 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

Browse thousands of different options on Cheapflights for your next trip

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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.
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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 2,612,795 searches. Data last updated November 21, 2024.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$149Average$273FlexibilityNo cancel feeOn-time65%
FrontierCheapest$158Average$278FlexibilityNo cancel feeOn-time62%
DeltaCheapest$227Average$399FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$227Average$413FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$240Average$530FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$247Average$522FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$329Average$449FlexibilityNo cancel feeOn-time63%
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