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Cheap flights from Chesapeake, VA to Puerto Rico from $57

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 6/12. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
RIC — SJU
Jun 6 — Jun 131
From?
To?
Thu 6/6
Thu 6/13
1 adult, Economy
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How far in advance should I book a flight from Chesapeake to Puerto Rico?

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 35 days in advance, which can save you up to 79% on flights from Chesapeake to Puerto Rico compared to booking the week you need them. Waiting 35 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $301. For sooner than that we have options available in the next 3 days from $578.

What is the cheapest month to fly from Chesapeake to Puerto Rico?

September can be a great time to fly to Puerto Rico from Chesapeake with a flight ticket averaging about $447. Cheapflights users have found deals in the month of September for as cheap as $167. The most expensive prices can be found in the month of December.

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

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.

Cheap Frontier flights from Chesapeake to Puerto Rico

Explore cheap flight options specifically provided by Frontier for the route between Chesapeake and Puerto Rico. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,810,401 searches. Data last updated June 1, 2024.
Check out some of the cheapest Frontier flights we've come across from Chesapeake to Puerto Rico. Be sure to come back soon if the deals available don't appeal to you at this time.
Tue 7/239:18 pmORF - SJU
Nonstop3h 31mFrontier
Tue 8/64:40 pmSJU - ORF
Nonstop3h 35mFrontier
Deal found 5/31$158
Tue 6/119:27 pmORF - SJU
Nonstop3h 31mFrontier
Tue 6/184:38 pmSJU - ORF
Nonstop3h 49mFrontier
Deal found 5/31$168
Thu 6/209:27 pmORF - SJU
Nonstop3h 31mFrontier
Tue 7/94:40 pmSJU - ORF
Nonstop3h 35mFrontier
Deal found 5/31$188
Tue 6/189:27 pmORF - SJU
Nonstop3h 31mFrontier
Thu 7/115:20 pmSJU - ORF
Nonstop3h 35mFrontier
Deal found 5/31$198
Thu 6/69:27 pmORF - SJU
Nonstop3h 31mFrontier
Thu 6/139:30 amSJU - ORF
2 stops31h 18mFrontier
Deal found 5/30$234
Sun 6/169:27 pmORF - SJU
Nonstop3h 31mFrontier
Thu 7/115:20 pmSJU - ORF
Nonstop3h 35mFrontier
Deal found 5/31$238
Thu 6/139:27 pmORF - SJU
Nonstop3h 31mFrontier
Thu 6/204:09 pmSJU - ORF
2 stops24h 39mFrontier
Deal found 6/1$263
Tue 6/49:19 pmORF - SJU
Nonstop3h 31mFrontier
Tue 6/114:38 pmSJU - ORF
Nonstop3h 49mFrontier
Deal found 5/31$360
Tue 6/49:19 pmORF - SJU
Nonstop3h 31mFrontier
Thu 6/132:59 amSJU - ORF
2 stops13h 49mFrontier
Deal found 5/31$450

Cheap Spirit Airlines flights from Chesapeake to Puerto Rico

Explore cheap flight options specifically provided by Spirit Airlines for the route between Chesapeake and Puerto Rico. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,810,401 searches. Data last updated June 1, 2024.
Some of the lowest-priced Spirit Airlines flights we've found at this time heading from Chesapeake to Puerto Rico. If these deals don't fit your criteria, make sure to check back soon as new deals are always added.
Wed 9/1110:31 amORF - SJU
1 stop16h 24mSpirit Airlines
Tue 9/177:57 pmSJU - ORF
1 stop25h 33mSpirit Airlines
Deal found 5/31$129
Wed 9/1110:31 amORF - SJU
1 stop16h 24mSpirit Airlines
Mon 9/161:09 amSJU - ORF
2 stops20h 21mSpirit Airlines
Deal found 5/31$144
Tue 8/276:45 amORF - SJU
2 stops19h 53mSpirit Airlines
Wed 9/47:57 pmSJU - ORF
1 stop25h 33mSpirit Airlines
Deal found 6/1$151
Wed 9/1110:31 amORF - SJU
1 stop16h 24mSpirit Airlines
Tue 9/177:57 pmSJU - ORF
1 stop25h 33mSpirit Airlines
Deal found 5/31$154
Wed 9/117:00 amORF - SJU
2 stops19h 48mSpirit Airlines
Mon 9/161:09 amSJU - ORF
2 stops20h 21mSpirit Airlines
Deal found 5/31$166
Wed 6/267:28 pmORF - SJU
1 stop26h 50mSpirit Airlines
Wed 7/39:06 pmSJU - ORF
1 stop22h 46mSpirit Airlines
Deal found 6/1$171
Tue 8/2712:35 pmORF - SJU
1 stop13h 12mSpirit Airlines
Wed 9/47:57 pmSJU - ORF
1 stop25h 33mSpirit Airlines
Deal found 6/1$174
Wed 9/1110:31 amORF - SJU
1 stop16h 24mSpirit Airlines
Sun 9/157:57 pmSJU - ORF
1 stop25h 33mSpirit Airlines
Deal found 5/31$175
Tue 7/99:16 amORF - SJU
1 stop9h 59mSpirit Airlines
Tue 7/165:45 amSJU - ORF
1 stop14h 24mSpirit Airlines
Deal found 5/31$179

Cheap Chesapeake to Puerto Rico flights in June & July 2024

Find cheap flight options from Chesapeake to Puerto Rico specifically for the months of June and July 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,810,401 searches. Prices were last updated on June 1, 2024.
These are some of the best deals we've found on flights to Puerto Rico in 2024 at this time. Check back in a little while for more flight options.
Thu 6/69:27 pmORF - SJU
Nonstop3h 31mFrontier
Thu 6/134:38 pmSJU - ORF
Nonstop3h 49mFrontier
Deal found 5/30$158
Tue 6/119:27 pmORF - SJU
Nonstop3h 31mFrontier
Tue 6/184:38 pmSJU - ORF
Nonstop3h 49mFrontier
Deal found 5/31$168
Mon 6/248:32 pmORF - SJU
1 stop15h 09mSpirit Airlines
Mon 7/18:06 pmSJU - ORF
1 stop12h 25mSpirit Airlines
Deal found 5/31$170
Wed 6/267:28 pmORF - SJU
1 stop26h 50mSpirit Airlines
Wed 7/39:06 pmSJU - ORF
1 stop22h 46mSpirit Airlines
Deal found 6/1$171
Tue 6/189:27 pmORF - SJU
Nonstop3h 31mMultiple Airlines
Mon 6/248:06 pmSJU - ORF
1 stop12h 25mMultiple Airlines
Deal found 5/31$180
Wed 6/264:00 pmORF - SJU
2 stops30h 18mSpirit Airlines
Wed 7/39:06 pmSJU - ORF
1 stop22h 46mSpirit Airlines
Deal found 6/1$187
Thu 6/209:27 pmORF - SJU
Nonstop3h 31mFrontier
Tue 7/94:40 pmSJU - ORF
Nonstop3h 35mFrontier
Deal found 5/31$188
Tue 6/119:16 amORF - SJU
1 stop9h 59mMultiple Airlines
Tue 6/184:38 pmSJU - ORF
Nonstop3h 49mMultiple Airlines
Deal found 5/31$194
Mon 6/108:32 pmORF - SJU
1 stop15h 09mSpirit Airlines
Tue 9/177:57 pmSJU - ORF
1 stop25h 33mSpirit Airlines
Deal found 5/31$196

Chesapeake to Puerto Rico 2024 flight deals

Discover exclusive flight deals for travel between Chesapeake and Puerto Rico in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,810,401 searches. Data last updated June 1, 2024.
These are some of the best deals we've found on flights to Puerto Rico in 2024 at this time. Check back in a little while for more flight options.
Wed 9/1110:31 amORF - SJU
1 stop16h 24mSpirit Airlines
Tue 9/177:57 pmSJU - ORF
1 stop25h 33mSpirit Airlines
Deal found 5/31$129
Wed 9/1110:31 amORF - SJU
1 stop16h 24mSpirit Airlines
Mon 9/161:09 amSJU - ORF
2 stops20h 21mSpirit Airlines
Deal found 5/31$144
Tue 8/276:45 amORF - SJU
2 stops19h 53mSpirit Airlines
Wed 9/47:57 pmSJU - ORF
1 stop25h 33mSpirit Airlines
Deal found 6/1$151
Wed 9/1110:31 amORF - SJU
1 stop16h 24mSpirit Airlines
Tue 9/177:57 pmSJU - ORF
1 stop25h 33mSpirit Airlines
Deal found 5/31$154
Tue 7/239:18 pmORF - SJU
Nonstop3h 31mFrontier
Tue 8/64:40 pmSJU - ORF
Nonstop3h 35mFrontier
Deal found 5/31$158
Wed 9/117:00 amORF - SJU
2 stops19h 48mSpirit Airlines
Mon 9/161:09 amSJU - ORF
2 stops20h 21mSpirit Airlines
Deal found 5/31$166
Tue 6/119:27 pmORF - SJU
Nonstop3h 31mFrontier
Tue 6/184:38 pmSJU - ORF
Nonstop3h 49mFrontier
Deal found 5/31$168
Tue 7/99:16 amORF - SJU
1 stop9h 59mMultiple Airlines
Tue 7/164:40 pmSJU - ORF
Nonstop3h 35mMultiple Airlines
Deal found 5/31$170
Wed 6/267:28 pmORF - SJU
1 stop26h 50mSpirit Airlines
Wed 7/39:06 pmSJU - ORF
1 stop22h 46mSpirit Airlines
Deal found 6/1$171

Non-stop flights to Puerto Rico from Chesapeake

Discover non-stop flight options from Chesapeake to Puerto Rico. Find direct flights with no layovers, providing a convenient travel experience. Explore non-stop flight options based on user searches, and compare prices and availability for your desired travel dates. Over the last 7 days, Cheapflights users made 2,810,401 searches. Data last updated June 1, 2024.
For a shorter flight, select one of these non-stop flights from Chesapeake to Puerto Rico. Search for alternative flights from Chesapeake to Puerto Rico by utilizing the search form above.
Tue 7/239:18 pmORF - SJU
Nonstop3h 31mFrontier
Tue 8/64:40 pmSJU - ORF
Nonstop3h 35mFrontier
Deal found 5/31$158
Tue 6/119:27 pmORF - SJU
Nonstop3h 31mFrontier
Tue 6/184:38 pmSJU - ORF
Nonstop3h 49mFrontier
Deal found 5/31$168
Thu 6/209:27 pmORF - SJU
Nonstop3h 31mFrontier
Tue 7/94:40 pmSJU - ORF
Nonstop3h 35mFrontier
Deal found 5/31$188
Tue 6/189:27 pmORF - SJU
Nonstop3h 31mFrontier
Thu 7/115:20 pmSJU - ORF
Nonstop3h 35mFrontier
Deal found 5/31$198
Thu 6/279:27 pmORF - SJU
Nonstop3h 31mFrontier
Thu 7/44:38 pmSJU - ORF
Nonstop3h 49mFrontier
Deal found 5/31$218
Thu 7/259:55 pmORF - SJU
Nonstop3h 31mFrontier
Thu 8/85:20 pmSJU - ORF
Nonstop3h 35mFrontier
Deal found 5/31$228
Sun 6/169:27 pmORF - SJU
Nonstop3h 31mFrontier
Thu 7/115:20 pmSJU - ORF
Nonstop3h 35mFrontier
Deal found 5/31$238
Thu 6/139:27 pmORF - SJU
Nonstop3h 31mFrontier
Sun 6/164:38 pmSJU - ORF
Nonstop3h 49mFrontier
Deal found 5/31$248
Tue 7/309:18 pmORF - SJU
Nonstop3h 31mFrontier
Sun 8/115:20 pmSJU - ORF
Nonstop3h 35mFrontier
Deal found 5/31$256

Chesapeake to Puerto Rico flights leaving soon

Find last-minute flight options from Chesapeake to Puerto Rico for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 2,810,401 searches. Data last updated June 1, 2024.
Have a look at some of the flights available from Chesapeake to Puerto Rico departing last-minute. Tip: verify your flight details before completing your reservation.
Thu 6/69:27 pmORF - SJU
Nonstop3h 31mFrontier
Thu 6/134:38 pmSJU - ORF
Nonstop3h 49mFrontier
Deal found 5/30$158
Tue 6/119:27 pmORF - SJU
Nonstop3h 31mFrontier
Tue 6/184:38 pmSJU - ORF
Nonstop3h 49mFrontier
Deal found 5/31$168
Tue 6/119:16 amORF - SJU
1 stop9h 59mMultiple Airlines
Tue 6/184:38 pmSJU - ORF
Nonstop3h 49mMultiple Airlines
Deal found 5/31$194
Mon 6/108:32 pmORF - SJU
1 stop15h 09mSpirit Airlines
Tue 9/177:57 pmSJU - ORF
1 stop25h 33mSpirit Airlines
Deal found 5/31$196
Thu 6/69:27 pmORF - SJU
Nonstop3h 31mMultiple Airlines
Thu 6/135:40 amSJU - ORF
1 stop13h 07mMultiple Airlines
Deal found 5/30$201
Mon 6/108:32 pmORF - SJU
2 stops19h 34mSpirit Airlines
Tue 9/177:57 pmSJU - ORF
1 stop25h 33mSpirit Airlines
Deal found 5/31$206
Thu 6/69:27 pmORF - SJU
Nonstop3h 31mMultiple Airlines
Fri 6/145:40 amSJU - ORF
1 stop13h 07mMultiple Airlines
Deal found 5/30$208
Mon 6/108:32 pmORF - SJU
1 stop15h 09mSpirit Airlines
Mon 9/161:09 amSJU - ORF
2 stops20h 21mSpirit Airlines
Deal found 5/31$211
Tue 6/119:16 amORF - SJU
1 stop9h 59mSpirit Airlines
Tue 6/188:06 pmSJU - ORF
1 stop22h 32mSpirit Airlines
Deal found 5/31$215

One-way flights to Puerto Rico from Chesapeake

Search for one-way flight options from Chesapeake to Puerto Rico. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 2,810,401 searches. Data last updated June 1, 2024.
Users traveling one-way from Chesapeake to Puerto Rico can select one of these great deals. For those needing a return trip from Chesapeake, there is a search form available above.
Wed 6/1210:31 amORF - SJU
1 stop16h 39mSpirit Airlines
Deal found 6/1$57
Thu 7/189:55 pmORF - SJU
Nonstop3h 31mFrontier
Deal found 6/1$74
Tue 7/99:16 amORF - SJU
1 stop9h 59mSpirit Airlines
Deal found 5/31$78
Tue 6/259:27 pmORF - SJU
Nonstop3h 31mFrontier
Deal found 5/31$79
Tue 7/169:18 pmORF - SJU
Nonstop3h 31mFrontier
Deal found 6/1$84
Tue 6/259:16 amORF - SJU
1 stop9h 59mSpirit Airlines
Deal found 5/31$85
Tue 7/168:59 pmORF - SJU
1 stop14h 45mSpirit Airlines
Deal found 5/31$86
Mon 8/194:35 pmORF - SJU
2 stops27h 13mSpirit Airlines
Deal found 6/1$102
Thu 7/48:42 pmORF - SJU
1 stop22h 23mSpirit Airlines
Deal found 6/1$107

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 2,810,401 searches. Data last updated June 1, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$129 - $314

Route

Depart

Return

Price

NorfolkSan Juan Luis Munoz Marin Intl

ORF - SJU

ORFSJU

Norfolk

Wed 9/11

1 stop16h 24m

San Juan Luis Munoz Marin Intl

Tue 9/17

1 stop25h 33m

$129

NorfolkSan Juan Luis Munoz Marin Intl

ORF - SJU

ORFSJU

Norfolk

Wed 9/11

1 stop16h 24m

San Juan Luis Munoz Marin Intl

Mon 9/16

2 stops20h 21m

$144

NorfolkSan Juan Luis Munoz Marin Intl

ORF - SJU

ORFSJU

Norfolk

Tue 8/27

2 stops19h 53m

San Juan Luis Munoz Marin Intl

Wed 9/4

1 stop25h 33m

$151

NorfolkSan Juan Luis Munoz Marin Intl

ORF - SJU

ORFSJU

Norfolk

Tue 7/23

Nonstop3h 31m

San Juan Luis Munoz Marin Intl

Tue 8/6

Nonstop3h 35m

$158

NorfolkSan Juan Luis Munoz Marin Intl

ORF - SJU

ORFSJU

Norfolk

Tue 6/11

Nonstop3h 31m

San Juan Luis Munoz Marin Intl

Tue 6/18

Nonstop3h 49m

$168

NorfolkSan Juan Luis Munoz Marin Intl

ORF - SJU

ORFSJU

Norfolk

Tue 7/9

1 stop9h 59m

San Juan Luis Munoz Marin Intl

Tue 7/16

Nonstop3h 35m

$170

NorfolkSan Juan Luis Munoz Marin Intl

ORF - SJU

ORFSJU

Norfolk

Fri 10/11

1 stop10h 24m

San Juan Luis Munoz Marin Intl

Thu 10/24

1 stop9h 54m

$224

NorfolkSan Juan Luis Munoz Marin Intl

ORF - SJU

ORFSJU

Norfolk

Fri 8/16

2 stops20h 16m

San Juan Luis Munoz Marin Intl

Tue 8/20

2 stops18h 28m

$314

NorfolkAguadilla Borinquen

ORF - BQN

ORFBQN

Norfolk

Sat 10/12

1 stop7h 32m

Aguadilla Borinquen

Fri 10/18

2 stops14h 14m

$314

Flights are sorted by cheapest first

Deals found on 5/31

No data available for this route at this time. Please check back soon.

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.

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 June 1, 2024.
Peruse reviews from past customers who have flown with Frontier, Spirit Airlines and Delta 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.
Delta
8.0
Very good
10,419 reviews
Check prices

Boarding

8.2

Overall

8.0

Food

7.4

Comfort

7.9

Crew

8.6

Entertainment

8.0

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

Delta
8.0
Very good
10,419 reviews
Delta
8.0
Very good
10,419 reviews
Check prices

Boarding

8.2

Overall

8.0

Food

7.4

Comfort

7.9

Crew

8.6

Entertainment

8.0

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

United Airlines
7.4
Good
10,754 reviews
Delta
8.0
Very good
10,419 reviews
Check prices

Boarding

8.2

Overall

8.0

Food

7.4

Comfort

7.9

Crew

8.6

Entertainment

8.0

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

American Airlines
7.3
Good
14,268 reviews
Delta
8.0
Very good
10,419 reviews
Check prices

Boarding

8.2

Overall

8.0

Food

7.4

Comfort

7.9

Crew

8.6

Entertainment

8.0

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

Spirit Airlines
6.4
Okay
8,607 reviews
Delta
8.0
Very good
10,419 reviews
Check prices

Boarding

8.2

Overall

8.0

Food

7.4

Comfort

7.9

Crew

8.6

Entertainment

8.0

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

Frontier
6.2
Okay
4,010 reviews
Delta
8.0
Very good
10,419 reviews
Check prices

Boarding

8.2

Overall

8.0

Food

7.4

Comfort

7.9

Crew

8.6

Entertainment

8.0

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

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 Spirit Airlines for just $129, but on average you can expect to pay $170.

  • Are there nonstop flights from Chesapeake to Puerto Rico for under $200 on Cheapflights?

    Cheapflights has at least 18 direct flights from Chesapeake to Puerto Rico under $200. A good price for a nonstop flight from Chesapeake to Puerto Rico is less than $272.

  • Are there last-minute flights available from Chesapeake to Puerto Rico for under $200?

    There are currently 20+ open flights from Chesapeake to Puerto Rico within the next 7 days for less than $200.

  • 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 - Culebra.

  • 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 6/1.

  • What are the most popular airlines that fly from Chesapeake to Puerto Rico?

    American Airlines, Alaska Airlines and JetBlue are the most popular airlines when flying from Chesapeake to Puerto Rico.

  • 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 $247). Flying from Chesapeake to Puerto Rico in March is currently the most expensive (average of $338). 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.

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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 2,810,401 searches. Data last updated June 1, 2024.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$107Average$273FlexibilityNo cancel feeOn-time65%
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United AirlinesCheapest$177Average$519FlexibilityNo cancel feeOn-time69%
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FrontierCheapest$187Average$330FlexibilityNo cancel feeOn-time62%
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DeltaCheapest$249Average$435FlexibilityNo cancel feeOn-timeN/A
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JetBlueCheapest$250Average$439FlexibilityNo cancel feeOn-time62%
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American AirlinesCheapest$268Average$536FlexibilityNo cancel feeOn-time71%
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Alaska AirlinesCheapest$315Average$839FlexibilityNo cancel feeOn-time75%
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How does Cheapflights help users find flights from Chesapeake to Puerto Rico?

Cheapflights makes it easy to find Chesapeake to Puerto Rico flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

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Can Cheapflights find flights from Chesapeake to Puerto Rico with no change fees?

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Can Cheapflights notify me if prices for flights from Chesapeake to Puerto Rico become cheaper?

Yes, Cheapflights offers price alerts on Chesapeake to Puerto Rico flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

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