HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news

Cheap flights from Chesapeake, VA to San Juan from $53

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 5/11. 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
May 11 — May 181
From?
To?
Sat 5/11
Sat 5/18
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

The best prices from Chesapeake to San Juan are usually found in September or October, booked 34 days in advance, depart on a Tuesday or Wednesday and return on a Wednesday

Cheap flight deals from Chesapeake to San Juan

Discover tips and strategies to find the most affordable flight options for your journey from Chesapeake (C6E) to San Juan (PR1). 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 May 6, 2024.

Popular in

December

Cheapest in

September

Round-trip from

$252

One-way from

$191
High demand for flights, 30% potential price rise
Search Deals
Best time to find cheap flights, 30% potential price drop
Search Deals
From Chesapeake to San Juan
Search Deals
One-way flight from Chesapeake to San Juan
Search Deals

How far in advance should I book a flight from Chesapeake to San Juan?

To save up to 76% on this flight, we recommend booking at least 35 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Chesapeake to San Juan from $301 1-2 weeks out and tickets from $578 for flights departing within the next 72 hours.

What is the cheapest month to fly from Chesapeake to San Juan?

Flights from Chesapeake to San Juan lean towards being more expensive in December. Prices are generally better when you fly from Chesapeake to San Juan in September, with the cheapest ticket starting at $167.

When is the cheapest time to fly from Chesapeake to San Juan (C6E - SJU)?

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

Cheap Spirit Airlines flights from Chesapeake to San Juan

Explore cheap flight options specifically provided by Spirit Airlines for the route between Chesapeake and San Juan. 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 2,689,106 searches. Data last updated May 6, 2024.
Check out some of the cheapest Spirit Airlines flights we've come across from Chesapeake to San Juan. It's recommended that users confirm their flight details before booking.
Tue 6/410:15 pmORF - SJU
2 stops28h 55mSpirit Airlines
Mon 6/243:33 amSJU - ORF
1 stop6h 01mSpirit Airlines
Deal found 5/5$243
Thu 6/62:37 pmORF - SJU
1 stop12h 33mSpirit Airlines
Mon 6/101:35 amSJU - ORF
2 stops32h 05mSpirit Airlines
Deal found 5/5$246
Thu 5/167:51 pmORF - SJU
1 stop6h 19mSpirit Airlines
Wed 5/229:07 pmSJU - ORF
1 stop12h 38mSpirit Airlines
Deal found 5/5$248
Mon 5/137:51 pmORF - SJU
1 stop15h 33mSpirit Airlines
Thu 5/163:15 amSJU - ORF
1 stop10h 33mSpirit Airlines
Deal found 5/6$249
Tue 5/144:56 pmORF - SJU
1 stop10h 09mSpirit Airlines
Wed 5/155:40 amSJU - ORF
1 stop9h 14mSpirit Airlines
Deal found 5/5$250
Tue 5/144:56 pmORF - SJU
3 stops26h 01mSpirit Airlines
Mon 5/205:45 amSJU - ORF
1 stop13h 16mSpirit Airlines
Deal found 5/6$252
Wed 5/1510:31 amORF - SJU
2 stops16h 00mSpirit Airlines
Mon 5/203:30 amSJU - ORF
3 stops17h 53mSpirit Airlines
Deal found 5/6$253
Thu 5/167:51 pmORF - SJU
1 stop6h 19mSpirit Airlines
Mon 5/2011:59 pmSJU - ORF
1 stop8h 23mSpirit Airlines
Deal found 5/5$254
Tue 5/144:56 pmORF - SJU
2 stops9h 29mSpirit Airlines
Sun 5/193:15 amSJU - ORF
1 stop29h 07mSpirit Airlines
Deal found 5/6$255

Cheap Frontier flights from Chesapeake to San Juan

Explore cheap flight options specifically provided by Frontier for the route between Chesapeake and San Juan. 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 2,689,106 searches. Data last updated May 6, 2024.
To aid your search, here are some of the cheapest Frontier flights we've found from Chesapeake to San Juan. Check back soon if you're not seeing flights that suit your needs.
Tue 7/307:42 pmORF - SJU
Nonstop3h 34mFrontier
Tue 8/63:04 pmSJU - ORF
Nonstop3h 38mFrontier
Deal found 5/5$301
Sun 7/147:59 pmORF - SJU
Nonstop3h 34mFrontier
Tue 7/163:04 pmSJU - ORF
Nonstop3h 38mFrontier
Deal found 5/5$341
Tue 6/259:27 pmORF - SJU
Nonstop3h 31mFrontier
Tue 7/24:38 pmSJU - ORF
Nonstop3h 49mFrontier
Deal found 5/4$351
Sun 7/77:59 pmORF - SJU
Nonstop3h 34mFrontier
Sun 7/143:21 pmSJU - ORF
Nonstop3h 38mFrontier
Deal found 5/5$361
Fri 8/212:29 pmORF - SJU
1 stop11h 51mFrontier
Tue 8/67:52 pmSJU - ORF
1 stop12h 09mFrontier
Deal found 5/5$364
Fri 8/212:29 pmORF - SJU
1 stop11h 51mFrontier
Mon 8/53:08 amSJU - ORF
1 stop28h 53mFrontier
Deal found 5/5$366
Fri 8/212:29 pmORF - SJU
1 stop11h 51mFrontier
Tue 8/63:04 pmSJU - ORF
Nonstop3h 38mFrontier
Deal found 5/5$376
Thu 6/279:27 pmORF - SJU
Nonstop3h 31mFrontier
Mon 7/14:27 pmSJU - ORF
2 stops25h 48mFrontier
Deal found 5/5$378
Sun 7/77:59 pmORF - SJU
Nonstop3h 34mFrontier
Sat 7/133:08 amSJU - ORF
1 stop28h 53mFrontier
Deal found 5/5$385

Cheap Chesapeake to San Juan flights in May & June 2024

Find cheap flight options from Chesapeake to San Juan specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,689,106 searches. Prices were last updated on May 6, 2024.
The lowest fares we've come across on flights traveling from Chesapeake to San Juan in May and June 2024. Check back soon for alternative fares.
Tue 6/410:15 pmORF - SJU
2 stops28h 55mSpirit Airlines
Mon 6/243:33 amSJU - ORF
1 stop6h 01mSpirit Airlines
Deal found 5/5$243
Thu 6/62:37 pmORF - SJU
1 stop12h 33mSpirit Airlines
Mon 6/101:35 amSJU - ORF
2 stops32h 05mSpirit Airlines
Deal found 5/5$246
Thu 5/167:51 pmORF - SJU
1 stop6h 19mSpirit Airlines
Wed 5/229:07 pmSJU - ORF
1 stop12h 38mSpirit Airlines
Deal found 5/5$248
Mon 5/137:51 pmORF - SJU
1 stop15h 33mSpirit Airlines
Thu 5/163:15 amSJU - ORF
1 stop10h 33mSpirit Airlines
Deal found 5/6$249
Tue 5/144:56 pmORF - SJU
1 stop10h 09mSpirit Airlines
Wed 5/155:40 amSJU - ORF
1 stop9h 14mSpirit Airlines
Deal found 5/5$250
Tue 6/259:16 amORF - SJU
1 stop9h 59mMultiple Airlines
Tue 7/24:38 pmSJU - ORF
Nonstop3h 49mMultiple Airlines
Deal found 5/4$251
Tue 5/144:56 pmORF - SJU
3 stops26h 01mSpirit Airlines
Mon 5/205:45 amSJU - ORF
1 stop13h 16mSpirit Airlines
Deal found 5/6$252
Wed 5/1510:31 amORF - SJU
2 stops16h 00mSpirit Airlines
Mon 5/203:30 amSJU - ORF
3 stops17h 53mSpirit Airlines
Deal found 5/6$253
Thu 5/167:51 pmORF - SJU
1 stop6h 19mSpirit Airlines
Mon 5/2011:59 pmSJU - ORF
1 stop8h 23mSpirit Airlines
Deal found 5/5$254

Chesapeake to San Juan 2024 flight deals

Discover exclusive flight deals for travel between Chesapeake and San Juan in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,689,106 searches. Data last updated May 6, 2024.
The lowest fares we've come across on flights traveling from Chesapeake to San Juan in May and June 2024. Check back soon for alternative fares.
Tue 6/410:15 pmORF - SJU
2 stops28h 55mSpirit Airlines
Mon 6/243:33 amSJU - ORF
1 stop6h 01mSpirit Airlines
Deal found 5/5$243
Thu 6/62:37 pmORF - SJU
1 stop12h 33mSpirit Airlines
Mon 6/101:35 amSJU - ORF
2 stops32h 05mSpirit Airlines
Deal found 5/5$246
Thu 5/167:51 pmORF - SJU
1 stop6h 19mSpirit Airlines
Wed 5/229:07 pmSJU - ORF
1 stop12h 38mSpirit Airlines
Deal found 5/5$248
Mon 5/137:51 pmORF - SJU
1 stop15h 33mSpirit Airlines
Thu 5/163:15 amSJU - ORF
1 stop10h 33mSpirit Airlines
Deal found 5/6$249
Tue 5/144:56 pmORF - SJU
1 stop10h 09mSpirit Airlines
Wed 5/155:40 amSJU - ORF
1 stop9h 14mSpirit Airlines
Deal found 5/5$250
Tue 6/259:16 amORF - SJU
1 stop9h 59mMultiple Airlines
Tue 7/24:38 pmSJU - ORF
Nonstop3h 49mMultiple Airlines
Deal found 5/4$251
Tue 5/144:56 pmORF - SJU
3 stops26h 01mSpirit Airlines
Mon 5/205:45 amSJU - ORF
1 stop13h 16mSpirit Airlines
Deal found 5/6$252
Wed 5/1510:31 amORF - SJU
2 stops16h 00mSpirit Airlines
Mon 5/203:30 amSJU - ORF
3 stops17h 53mSpirit Airlines
Deal found 5/6$253
Tue 8/139:01 pmORF - SJU
1 stop14h 27mSpirit Airlines
Tue 8/206:05 pmSJU - ORF
2 stops26h 18mSpirit Airlines
Deal found 5/5$254

Non-stop flights to San Juan from Chesapeake

Discover non-stop flight options from Chesapeake to San Juan. 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 2,689,106 searches. Data last updated May 6, 2024.
To help reduce your travel time, choose from one of these non-stop flights from Chesapeake to San Juan. Those looking to potentially save on 1 or 2-stop flights from Chesapeake to San Juan should utilize the search form at the the top of the page.
Tue 7/307:42 pmORF - SJU
Nonstop3h 34mFrontier
Tue 8/63:04 pmSJU - ORF
Nonstop3h 38mFrontier
Deal found 5/5$301
Tue 6/189:27 pmORF - SJU
Nonstop3h 31mFrontier
Thu 6/274:38 pmSJU - ORF
Nonstop3h 49mFrontier
Deal found 5/5$331
Sun 7/147:59 pmORF - SJU
Nonstop3h 34mFrontier
Tue 7/163:04 pmSJU - ORF
Nonstop3h 38mFrontier
Deal found 5/5$341
Tue 6/259:27 pmORF - SJU
Nonstop3h 31mFrontier
Tue 7/24:38 pmSJU - ORF
Nonstop3h 49mFrontier
Deal found 5/4$351
Sun 7/77:59 pmORF - SJU
Nonstop3h 34mFrontier
Sun 7/143:21 pmSJU - ORF
Nonstop3h 38mFrontier
Deal found 5/5$361

Chesapeake to San Juan flights leaving soon

Find last-minute flight options from Chesapeake to San Juan 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 2,689,106 searches. Data last updated May 6, 2024.
Consider one of these great deals we found on last-minute flights from Chesapeake to San Juan. To prevent any unwanted surprises, users should verify their flight info before booking.
Thu 5/167:51 pmORF - SJU
1 stop6h 19mSpirit Airlines
Wed 5/229:07 pmSJU - ORF
1 stop12h 38mSpirit Airlines
Deal found 5/5$248
Mon 5/137:51 pmORF - SJU
1 stop15h 33mSpirit Airlines
Thu 5/163:15 amSJU - ORF
1 stop10h 33mSpirit Airlines
Deal found 5/6$249
Tue 5/144:56 pmORF - SJU
1 stop10h 09mSpirit Airlines
Wed 5/155:40 amSJU - ORF
1 stop9h 14mSpirit Airlines
Deal found 5/5$250
Tue 5/144:56 pmORF - SJU
3 stops26h 01mSpirit Airlines
Mon 5/205:45 amSJU - ORF
1 stop13h 16mSpirit Airlines
Deal found 5/6$252
Wed 5/1510:31 amORF - SJU
2 stops16h 00mSpirit Airlines
Mon 5/203:30 amSJU - ORF
3 stops17h 53mSpirit Airlines
Deal found 5/6$253
Thu 5/167:51 pmORF - SJU
1 stop6h 19mSpirit Airlines
Mon 5/2011:59 pmSJU - ORF
1 stop8h 23mSpirit Airlines
Deal found 5/5$254
Tue 5/144:56 pmORF - SJU
2 stops9h 29mSpirit Airlines
Sun 5/193:15 amSJU - ORF
1 stop29h 07mSpirit Airlines
Deal found 5/6$255
Wed 5/1510:31 amORF - SJU
2 stops16h 00mMultiple Airlines
Sat 5/186:40 pmSJU - ORF
2 stops15h 57mMultiple Airlines
Deal found 5/5$257
Wed 5/154:00 pmORF - SJU
1 stop9h 02mSpirit Airlines
Mon 5/205:45 amSJU - ORF
2 stops26h 37mSpirit Airlines
Deal found 5/5$268

One-way flights to San Juan from Chesapeake

Search for one-way flight options from Chesapeake to San Juan. 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 2,689,106 searches. Data last updated May 6, 2024.
If you're seeking multiple options on one-way flights from Chesapeake to San Juan, be sure to check out these deals, which are updated often. Users in need of a round-trip flight from Chesapeake to San Juan instead should update the search form at the top of page.
Sat 5/115:29 pmORF - SJU
1 stop9h 36mSpirit Airlines
Deal found 5/4$53
Wed 6/510:31 amORF - SJU
1 stop16h 39mSpirit Airlines
Deal found 5/5$66
Thu 5/302:38 pmORF - SJU
1 stop12h 27mSpirit Airlines
Deal found 5/5$84
Tue 6/259:16 amORF - SJU
1 stop9h 59mSpirit Airlines
Deal found 5/5$85
Wed 5/1510:31 amORF - SJU
2 stops16h 00mSpirit Airlines
Deal found 5/5$92
Wed 6/510:31 amORF - SJU
2 stops16h 38mSpirit Airlines
Deal found 5/5$97
Tue 6/2510:24 amORF - SJU
2 stops8h 51mSpirit Airlines
Deal found 5/5$110
Mon 6/2411:55 amORF - SJU
1 stop14h 37mSpirit Airlines
Deal found 5/5$117
Wed 6/197:28 pmORF - SJU
1 stop26h 50mSpirit Airlines
Deal found 5/5$121

Find flights from Chesapeake to San Juan within your budget

Customize your flight search to find flights from Chesapeake to San Juan 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 2,689,106 searches. Data last updated May 6, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$243 - $353

Route

Depart

Return

Price

NorfolkSan Juan Luis Munoz Marin Intl

ORF - SJU

ORFSJU

Norfolk

Tue 6/4

2 stops28h 55m

San Juan Luis Munoz Marin Intl

Mon 6/24

1 stop6h 01m

$243

NorfolkSan Juan Luis Munoz Marin Intl

ORF - SJU

ORFSJU

Norfolk

Thu 6/6

1 stop12h 33m

San Juan Luis Munoz Marin Intl

Mon 6/10

2 stops32h 05m

$246

NorfolkSan Juan Luis Munoz Marin Intl

ORF - SJU

ORFSJU

Norfolk

Thu 5/16

1 stop6h 19m

San Juan Luis Munoz Marin Intl

Wed 5/22

1 stop12h 38m

$248

NorfolkSan Juan Luis Munoz Marin Intl

ORF - SJU

ORFSJU

Norfolk

Tue 6/25

1 stop9h 59m

San Juan Luis Munoz Marin Intl

Tue 7/2

Nonstop3h 49m

$251

NorfolkSan Juan Luis Munoz Marin Intl

ORF - SJU

ORFSJU

Norfolk

Wed 5/15

2 stops16h 00m

San Juan Luis Munoz Marin Intl

Sat 5/18

2 stops15h 57m

$257

NorfolkSan Juan Luis Munoz Marin Intl

ORF - SJU

ORFSJU

Norfolk

Tue 7/30

Nonstop3h 34m

San Juan Luis Munoz Marin Intl

Tue 8/6

Nonstop3h 38m

$301

NorfolkSan Juan Luis Munoz Marin Intl

ORF - SJU

ORFSJU

Norfolk

Sun 5/12

1 stop11h 47m

San Juan Luis Munoz Marin Intl

Mon 5/20

1 stop14h 04m

$313

NorfolkSan Juan Luis Munoz Marin Intl

ORF - SJU

ORFSJU

Norfolk

Tue 5/14

1 stop7h 45m

San Juan Luis Munoz Marin Intl

Tue 5/14

1 stop7h 53m

$318

NorfolkSan Juan Luis Munoz Marin Intl

ORF - SJU

ORFSJU

Norfolk

Sun 5/12

1 stop7h 44m

San Juan Luis Munoz Marin Intl

Wed 5/22

1 stop9h 39m

$353

Flights are sorted by cheapest first

Deals found on 5/5

When is the best time to book a flight from Chesapeake to San Juan?

Use this chart to determine the optimal time to book a round-trip flight from Chesapeake to San Juan. Price data was last updated on May 3, 2024.
Booking 34 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chesapeake to San Juan. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
Search Deals

When is the cheapest time to fly from Chesapeake to San Juan?

Use this chart to determine the cheapest time to fly round-trip from Chesapeake to San Juan. Price data was last updated on April 28, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Chesapeake to San Juan flight should consider departing on Monday evenings when fares are most often at their lowest. Saturday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
Search Deals

Average price of flights to San Juan by month

Plan your trip from Chesapeake to San Juan by taking into account the cheapest months to travel. The average price of a one-way flight from Chesapeake to San Juan is currently $92 while a round-trip flight costs $281. Price data was last updated on April 28, 2024.

Currently, September is the cheapest month in which you can book a flight from Chesapeake to San Juan (average of $252). Flying from Chesapeake to San Juan in March is currently the most expensive (average of $339). 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.

January

$278

February

$286

March

$339

April

$303

May

$282

June

$317

July

$333

August

$278

September

$252

October

$265

November

$300

December

$302

Temperature and rainfall in San Juan by month

Plan your trip to San Juan by taking into account the average temperature and rainfall totals by month.

SJU

Temperature

77 - 82.4 °F

Reviews of airlines servicing San Juan

Get insights into the airlines that provide service to San Juan. 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 San Juan. Reviews last updated May 6, 2024.
Peruse reviews from past customers who have flown with Spirit Airlines, Frontier and American Airlines from Chesapeake to San Juan to help guide your decision. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.1
Very good
10,818 reviews
Check prices

Comfort

7.9

Crew

8.6

Overall

8.1

Food

7.4

Entertainment

8.0

Boarding

8.2

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
8.1
Very good
10,818 reviews
Delta
8.1
Very good
10,818 reviews
Check prices

Comfort

7.9

Crew

8.6

Overall

8.1

Food

7.4

Entertainment

8.0

Boarding

8.2

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
11,090 reviews
Delta
8.1
Very good
10,818 reviews
Check prices

Comfort

7.9

Crew

8.6

Overall

8.1

Food

7.4

Entertainment

8.0

Boarding

8.2

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
14,697 reviews
Delta
8.1
Very good
10,818 reviews
Check prices

Comfort

7.9

Crew

8.6

Overall

8.1

Food

7.4

Entertainment

8.0

Boarding

8.2

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
8,714 reviews
Delta
8.1
Very good
10,818 reviews
Check prices

Comfort

7.9

Crew

8.6

Overall

8.1

Food

7.4

Entertainment

8.0

Boarding

8.2

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
6.3
Okay
4,090 reviews
Delta
8.1
Very good
10,818 reviews
Check prices

Comfort

7.9

Crew

8.6

Overall

8.1

Food

7.4

Entertainment

8.0

Boarding

8.2

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 San Juan. 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 San Juan for under $300 on Cheapflights?

    Yes, there are multiple flights from Chesapeake to San Juan for under $300. The cheapest flight booked recently is on Spirit Airlines for just $243, but on average you can expect to pay $256.

  • Are there nonstop flights from Chesapeake to San Juan for under $400 on Cheapflights?

    Cheapflights has at least 5 direct flights from Chesapeake to San Juan under $400. A good price for a nonstop flight from Chesapeake to San Juan is less than $337.

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

    There are currently 20+ open flights from Chesapeake to San Juan within the next 7 days for less than $300.

  • What are the most popular airlines that fly from Chesapeake to San Juan?

    The most popular airlines flying from Chesapeake to San Juan are American Airlines, Alaska Airlines and JetBlue. Something to consider prior to booking your flight.

  • What does RIC to SJU mean?

    Richmond Byrd Intl Airport is RIC and San Juan Luis Munoz Marin Intl Airport is SJU. These codes are created by the International Air Transport Association (IATA) and airlines use them to identify the departing and arrival airports in the flight routes they service. This flight route has multiple associated airports, so we think it might be helpful to learn the name and codes of them as well. They are Ponce Mercedita Airport (PSE), San Juan Isla Grande Airport (SIG), Culebra Airport (CPX), Vieques Airport (VQS), Ceiba J. Aponte de la Torre Airport (NRR).

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

    The amount of baggage you can bring on your Chesapeake to San Juan 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 San Juan with specific airlines?

    Yes, Cheapflights allows you to browse and filter Chesapeake to San Juan 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 San Juan that include hotel bookings?

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

  • How can I find direct flights from Chesapeake to San Juan?

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

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

    Yes. Cheapflights offers flight deals from Chesapeake to San Juan 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 San Juan that allow pets onboard?

    Many airlines flying from Chesapeake to San Juan 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 San Juan?

    Yes, you can often find last-minute deals on Chesapeake to San Juan 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 San Juan flight deals updated?

    The Chesapeake to San Juan flight deals you see on this page were last updated on 5/6.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chesapeake to San Juan
See prices for flight routes from nearby airports that may be better suited for you.

Norfolk to Luis Munoz Marin Intl flights
Richmond to Luis Munoz Marin Intl flights
Charlottesville to Luis Munoz Marin Intl flights
Roanoke to Luis Munoz Marin Intl flights
Newport News to Luis Munoz Marin Intl flights
Richmond to Aguadilla flights
Norfolk to Aguadilla flights
Richmond to Vieques flights
Richmond to Culebra flights
Staunton to Luis Munoz Marin Intl flights
Richmond to Ponce flights
Newport News to Aguadilla flights
Norfolk to Vieques flights

Top 7 airlines flying from Chesapeake to San Juan

Discover the top 7 airlines that operate flights from Chesapeake to San Juan. 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 2,689,106 searches. Data last updated May 6, 2024.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$159Average$307FlexibilityNo cancel feeOn-time65%
Search Spirit Airlines flights
FrontierCheapest$208Average$332FlexibilityNo cancel feeOn-time62%
Search Frontier flights
DeltaCheapest$250Average$436FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
JetBlueCheapest$250Average$469FlexibilityNo cancel feeOn-time62%
Search JetBlue flights
United AirlinesCheapest$261Average$561FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
American AirlinesCheapest$270Average$572FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
Alaska AirlinesCheapest$315Average$839FlexibilityNo cancel feeOn-time75%
Search Alaska Airlines flights
Boston to Washington, D.C. flights
Washington, D.C. to Orlando flights
Los Angeles to Vancouver flights
New York John F Kennedy Intl Airport to Manila flights
Denver to Chicago flights
Miami to Barcelona flights
Los Angeles to Japan flights
Los Angeles to Barcelona flights
Phoenix to Las Vegas flights
San Francisco to Hawaii flights
USA to Prague flights
Chesapeake to Prague flights

Search flights from Chesapeake to San Juan by cabin class

Find flights from Chesapeake to San Juan, based on your preferred cabin class, be it economy, premium economy, business, or first class.
First Class
Business Class
Prem Econ Class
Economy Class

Weekly flight availability from Chesapeake to San Juan

Explore weekly flight availability from Chesapeake to San Juan. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated May 6, 2024.
Sunday0daily flights
Monday0daily flights
Tuesday0daily flights
Wednesday0daily flights
Thursday0daily flights
Friday0daily flights
Saturday1daily flight

Book a flight to one of these trending destinations

User searches for flights to these destinations increased 20% or more in the past 90 days compared to other destinations
Flights to Saint Peter Jersey
Flights to Kirkwall Arpt
Flights to Skiathos
Flights to Naxos
Flights to Ningbo Lishe Intl
Flights to Edremit/Korfez
Flights to Bourgas
Flights to Bodø
Flights to Pellston Emmet County
Flights to Cornwall Newquay
Flights to Ordu/Giresun
Flights to Batumi
Flights to Mason City
Flights to Biarritz Parme
Flights to Zakynthos Dionsios Salomos
Flights to Cortez Montezuma County
Flights to Clermont-Ferrand Aulnat
Flights to Nevsehir
Flights to Hyannis Barnstable
Flights to Girona Costa Brava
Flights to Kagoshima
Flights to Perugia Sant Egidio
Flights to Oran Es Senia
Flights to Chios

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Chesapeake to San Juan?

900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight to San Juan from Chesapeake today with Cheapflights!

Why should you use Cheapflights to find cheap flight tickets from Chesapeake to San Juan?

Cheapflights helps you find that perfect flight to San Juan from Chesapeake by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!

Can Cheapflights find flights from Chesapeake to San Juan with no change fees?

Need flexible booking options for your flight to San Juan from Chesapeake? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

Can Cheapflights notify me if prices for flights from Chesapeake to San Juan become cheaper?

Not ready to book yet? You can track prices for flights from Chesapeake to San Juan on Cheapflights with our Price Alert feature and get notified when better prices are available.

100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.
View all available airlines