$142 Find Cheap Flights from Chattanooga to Puerto Rico

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chattanooga to Puerto Rico departing on 5/25. 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.
1 adult
1 adult, Economy, 0 bags

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Book Cheap Chattanooga to Puerto Rico Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chattanooga to Puerto Rico that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chattanooga to Puerto Rico

Thu, Apr 30 - Sun, May 3
Multiple Airlines Logo
4:11 pm - 12:33 pm
CHA
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SJU
20h 22m
1 stop
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6:00 am - 9:12 pm
SJU
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CHA
15h 12m
1 stop
$232Multiple Airlines
Sun, May 10 - Tue, May 19
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4:11 pm - 12:33 pm
CHA
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SJU
20h 22m
1 stop
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1:59 am - 8:07 am
SJU
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CHA
30h 08m
2 stops
$255Multiple Airlines
Sun, May 10 - Sat, May 16
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4:11 pm - 12:33 pm
CHA
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SJU
20h 22m
1 stop
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3:36 pm - 9:12 pm
SJU
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CHA
29h 36m
1 stop
$258Multiple Airlines
Sun, May 10 - Sun, May 17
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4:11 pm - 12:33 pm
CHA
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SJU
20h 22m
1 stop
Multiple Airlines Logo
6:00 am - 9:12 pm
SJU
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CHA
15h 12m
1 stop
$269Multiple Airlines
Thu, Apr 9 - Wed, Apr 15
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4:43 pm - 6:55 pm
CHA
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SJU
26h 12m
1 stop
Multiple Airlines Logo
3:36 pm - 8:30 pm
SJU
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CHA
28h 54m
1 stop
$272Multiple Airlines
Thu, May 7 - Thu, May 14
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4:11 pm - 8:49 pm
CHA
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SJU
28h 38m
1 stop
Multiple Airlines Logo
6:00 am - 9:12 pm
SJU
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CHA
15h 12m
1 stop
$273Multiple Airlines
Thu, Apr 30 - Sun, May 3
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4:11 pm - 9:50 am
CHA
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SJU
17h 39m
2 stops
Multiple Airlines Logo
6:00 am - 9:12 pm
SJU
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CHA
15h 12m
1 stop
$281Multiple Airlines
Thu, May 7 - Thu, May 14
Multiple Airlines Logo
4:11 pm - 8:07 pm
CHA
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SJU
27h 56m
2 stops
Multiple Airlines Logo
6:00 am - 9:12 pm
SJU
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CHA
15h 12m
1 stop
$282Multiple Airlines
Sun, May 10 - Sun, May 17
Multiple Airlines Logo
4:11 pm - 12:33 pm
CHA
-
SJU
20h 22m
1 stop
Multiple Airlines Logo
6:00 am - 9:12 pm
SJU
-
CHA
15h 12m
1 stop
$283Multiple Airlines
Thu, May 14 - Tue, May 19
Multiple Airlines Logo
4:11 pm - 12:33 pm
CHA
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SJU
20h 22m
1 stop
Multiple Airlines Logo
1:59 am - 8:07 am
SJU
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CHA
30h 08m
2 stops
$294Multiple Airlines
Booking Insights

KAYAK's insights & trends for Chattanooga to Puerto Rico flights

Get data-powered insights and trends into flights from Chattanooga to Puerto Rico to help you find the cheapest flights, the best time to fly and much more.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chattanooga to Puerto Rico, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chattanooga to Puerto Rico is October, when tickets cost $450 (return) on average. On the other hand, the most expensive months are April and February, when the average cost of round-trip tickets is $758 and $705 respectively.

Good to know

Low seasonAugust
Cheapest flight$208
Most popular time to fly with an average 20% increase in price.
Flight from Chattanooga to San Juan

FAQs - booking Puerto Rico flights

  • How does KAYAK find such low prices on flights from Chattanooga to Puerto Rico?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chattanooga to Puerto Rico.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chattanooga to Puerto Rico?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chattanooga to Puerto Rico is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chattanooga to Puerto Rico?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Chattanooga to Puerto Rico with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chattanooga to Puerto Rico?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Chattanooga to Puerto Rico up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from Chattanooga to Puerto Rico

 
Need help choosing which airline to fly with from Chattanooga to Puerto Rico? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
DeltaOverall score based on 8206 reviews
8.5Crew
8.1Boarding
7.9Comfort
7.8Entertainment
7.2Food
Airline reviews

Everything I mentioned earlier - the airbus was more comfortable indeed and the experience was further enhanced.

10.0 ExcellentSoosnata, Feb 2026
LAX - HNL
Read more Delta reviews

Everything I mentioned earlier - the airbus was more comfortable indeed and the experience was further enhanced.

Delta continues to set the benchmark for traveler-friendly service with minimal disruption and clear communication within the mainland US (coast to coast). I am consistently pleased to be a Delta customer, and this experience once again met my expectations. There was a brief delay departing from MIA due to a technical issue that required the aircraft to return to the gate. However, the situation was handled professionally and transparently. Fortunately, my planned layover allowed ample buffer time, so the adjustment caused no stress. Overall, another smooth and reassuring experience.

Good experience and the flight landed early. There was no food I had or entertainment.

Flight was delayed and no reasons provided. After the passengers were boarded, the crew made announcement that the captain has jot arrived and he would take another 15 mins. All passengers patiently sat until the captain came and started. Terrible experience!

Flight was delayed. No information on why it was delayed. After we boarded the flight, , the crew made announcement that the captain hs not arrived and he will take 15 mins more to arrive. Passengers were just sitting patiently for the captain to arrive and start, Terrible experience.

Totally worth the miles to upgrade to Delta Comfort. Plenty of legroom.

This was my first time flying Delta ever and I had a great experience!

Smallest leg room I've ever had on a plane.

They took all carry-on luggage from Groups 6 -9 - I was group 5 and waiting in line to board - they made me check my luggage too. That then went to baggage claim and delayed departure from the airport. There was overhead room in my seating area - Delta over reacted. Also, had a gentleman next to me that took up 1/2 my seat.

Excellent!!! Aeromexico is a great airline. What was not that good is the service provided by Kayak. It is never clear and not easy to manage.

Overall it was a good flight. Because we traveled on a Saturday we were upgraded to FC since my wife and I are both Executive Platinum. The only areas for improvement we noted are better snack assortment and perhaps a little nicer plane as American is flying some older planes now. Everything else on this flight was excellent, which is frankly not the norm for American since we have had multiple issues on prior AA flights.

The smell from the bathroom kept wafting through the cabin. It made people sick.

The flight was really crowded. Flight attendants were just ok.

Boarding delayed 20 minutes for no reason, no wifi, in flight entertainment, or snacks / waters?

Didn't get a seat assignment until the last minute even though i picked a seat.

American has been able to implement an algorithm that makes it possible for nearly every one of my evening flights to be late. Congratulations!

I was on a small regional flight from Detroit to Philadelphia. When we landed the outside cruise needed to turn something off with the engine, which took quite a long time. Then, when they allowed us to get off the plane it was outside. They took their time, unloading all the luggage and waited till they unloaded all the luggage before they brought it over to us. It was 9 o’clock at night freezing cold out, and there was no proactive hustle to try to get people their luggage. It was really one of the worst experiences I think I’ve ever had with American until a manager came over. I don’t think they were going to even consider pulling the luggage over to the people that had been waiting outside for at least 10 minutes in the freezing cold.

The flight was fine, once we got underway. It was more than hour delayed

Beverage service was not good. Also just one service in 5 hr 30 min flight. No ask fir water ir anything beside one time beverage service.

Waited for oxygen tanks for 30 minutes after boarding was complete.

Everything you need to know for your flight from Chattanooga to Puerto Rico

Information on your arrival and departure airports