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Find cheap flights from Chattanooga to Caribbean Islands from $273

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 Caribbean Islands departing on 6/2. 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
0 bags
Fri 6/7
Fri 6/14

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Best Caribbean Islands Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Punta Cana
Punta Cana2 stops$655
Montego Bay
Montego Bay1 stop$449
Oranjestad
Oranjestad2 stops$543
Nassau
Nassau1 stop$425
Providenciales
Providenciales1 stop$661
Bridgetown
Bridgetown2 stops$605

Good to know

Low season

August

High season

May

Cheapest flight

$273
Best time to beat the crowds with an average 2% drop in price.
Most popular time to fly and prices are also 5% lower on average.
Flight from Chattanooga to San Juan

FAQs - booking Caribbean Islands flights

  • How does KAYAK find such low prices on flights from Chattanooga to Caribbean Islands?

    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 Caribbean Islands.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Caribbean Islands from Chattanooga 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 Caribbean Islands?

    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 to Caribbean Islands with an airline and back to Chattanooga with another airline.

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

    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 to Caribbean Islands from Chattanooga up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top airlines flying from Chattanooga to Caribbean Islands

 
Need help choosing which airline to fly with from Chattanooga to Caribbean Islands? 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.
8.0
DeltaOverall score based on 10789 reviews
8.2Boarding
7.4Food
8.0Entertainment
7.9Comfort
8.6Crew
Airline reviews

West Jet has a horrible boarding process and the seats have no cushion.

4.0 OkayDouglas, May 2024MSP - YEG
Read more about Delta reviews

West Jet has a horrible boarding process and the seats have no cushion.

Everything went smoothly. I didn’t like that when I booked in the main cabin my wife and I weren’t seated together. One would think when booking on an option that allows picking your seat. They would put you and your travel partner together. Had to call to get it sorted. They did fix.

The gate area was incredibly short staffed, with one representative manning 4-5 flights, which caused a 3 hr delay in boarding even though the plane was all ready to leave. Other flights also were delayed because of this. The flight crew was awesome and I feel bad for the only gate worker on call, but Delta needs to hire more employees.

Very frustrated with boarding gate crew. She announced the plane was small and they would be limiting us to one item to carry on. Not a problem for me as I understand the tiny planes have limited space!! Not the case here! It was a rather large plane and had plenty of room for bags! So because I don’t want to be one of “those people” who ignores the request to check a carry on I did so asking if I would be able to pick it up at the bottom of the ramp on arrival in Knoxville to which she responded “yes”! Then I watched as every other passenger held onto their 2 items and boarded!! Then when we arrived in Knoxville our 2 carry ons had been put with all the other luggage and we had to go to baggage pick up and wait for all the big checked bags to come off the carousel! So she lied!! Frustrating. Next time I won’t be so nice!

It was a good experience except when boarding a female flight attendant did not go out of her way to assist my teenage daughters in finding space for their carry-ons after their compartments were full.

On time departure, smooth trip, flight attendant told through passengers the gate we would arrive at and the gate our outbound flight was departing from. Early arrival

Checking in at the airport the agent only booked the first keg of my trip and had my checked luggage going to the airport with a layover! Never was issued a boarding pass for the second leg or received sticker fir my checked bag. All was well in the end! Delta agents helped to resolve the situation!!!

Delayed due to an ill passenger after loading. Not preventable on Delta's part. Was in first class. The seats are becoming worn and detaching from their velcro attachments. Only got snacks on flight. The attendant was not the friendliest.

I would fly again the whole experience was great. The only feed back I can give that they don't do that American Airlines does is the crew there is more humorous with boarding and thank their passengers. It makes it more fun to fly with them. I would however fly Delta again.

Big plane, long flight, absolutely no leg room and basically non existent air! I am 5”4’ and always travel Main Cabin, I was miserable on this plane and could barely move when we arrived in Cabo due to the cramped leg area!

Left from gate 30 minutes before flight. Never been late to a flight ever. It says 15 minutes before explicitly on the ticket.

I like the boarding process, it was fast. The seat doesn’t have a TV for a long flight and food wasn’t served, just snacks.

Use planes with TVs on flights over 4 hours. The free entertainment was a cheap in between solution for a very long flight that you don't even bother providing meals or decent snacks.

Even though we left CMI late, we mostly made up the time.

Delayed almost 4 hours for a 45 minute flight with no explanation.

Again, multiple delays and I eventually just canceled and drove!

Great crew. Very comfortable business seats with nice bedding. Good food. We were delayed to let late passengers on the flight, but otherwise great experience.

Great crew. We were delayed so that late passengers could get on the flight. Love the bedding in business class. Good food. Great experience.

The CX617 from HK to BKK was delayed more than 1.5 hours.

Horrible - they lied to me about baggage & boarding, even though I specifically spoke to their agents the day before my flight about my issue. When I showed up they did not let me board and stranded me at my airport until I bought a new flight with money I did not have to spend.

Book cheap flights from Chattanooga to Caribbean Islands

Recent round-trip flight deals

5/30Thu
1 stopAmerican Airlines
9h 14mCHA-SJU
6/2Sun
1 stopAmerican Airlines
16h 36mSJU-CHA
$411
8/10Sat
1 stopAmerican Airlines
13h 25mCHA-NAS
8/17Sat
1 stopAmerican Airlines
9h 05mNAS-CHA
$425
11/2Sat
2 stopsAmerican Airlines
14h 15mCHA-NAS
11/9Sat
1 stopAmerican Airlines
4h 47mNAS-CHA
$430
11/2Sat
1 stopAmerican Airlines
15h 59mCHA-NAS
11/9Sat
1 stopAmerican Airlines
6h 32mNAS-CHA
$432
7/5Fri
1 stopDelta
11h 27mCHA-NAS
7/11Thu
1 stopDelta
15h 43mNAS-CHA
$433
8/27Tue
1 stopDelta
7h 44mCHA-STT
8/28Wed
1 stopDelta
9h 27mSTT-CHA
$436
5/12Sun
2 stopsUnited Airlines
27h 29mCHA-SJU
5/25Sat
2 stopsUnited Airlines
20h 37mSJU-CHA
$616
5/12Sun
1 stopUnited Airlines
7h 57mCHA-SJU
5/25Sat
2 stopsUnited Airlines
20h 37mSJU-CHA
$619
10/10Thu
2 stopsWestJet
27h 13mCHA-BGI
10/19Sat
2 stopsWestJet
33h 01mBGI-CHA
$4,055
10/9Wed
2 stopsWestJet
48h 21mCHA-BGI
10/19Sat
2 stopsWestJet
33h 01mBGI-CHA
$4,065

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Recent one-way flight deals

6/2Sun
1 stopAmerican Airlines
16h 40mCHA-SJU
$273
6/2Sun
3 stops
24h 06mCHA-SJU
$276
6/2Sun
2 stops
23h 38mCHA-SJU
$281
6/3Mon
1 stopAmerican Airlines
7h 45mCHA-SJU
$298
10/14Mon
2 stopsAmerican Airlines
31h 08mCHA-BGI
$309
10/13Sun
2 stopsAmerican Airlines
41h 48mCHA-BGI
$326
10/12Sat
2 stopsAmerican Airlines
27h 05mCHA-BGI
$337
10/9Wed
2 stopsAmerican Airlines
29h 14mCHA-BGI
$355
5/13Mon
3 stopsUnited Airlines
24h 05mCHA-SJU
$613
5/13Mon
3 stopsUnited Airlines
24h 05mCHA-SJU
$617

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Last minute flights from Chattanooga to Caribbean Islands

Last minute flight, train and bus deals

5/12Sun
multi-stopUnited Airlines
27h 29mCHA-SJU
5/25Sat
multi-stopUnited Airlines
20h 37mSJU-CHA
$616
5/12Sun
multi-stopUnited Airlines
7h 57mCHA-SJU
5/25Sat
multi-stopUnited Airlines
20h 37mSJU-CHA
$619
5/12Sun
multi-stopUnited Airlines
7h 57mCHA-SJU
5/25Sat
multi-stopUnited Airlines
24h 51mSJU-CHA
$674
5/12Sun
multi-stopUnited Airlines
27h 29mCHA-SJU
5/24Fri
multi-stopUnited Airlines
15h 36mSJU-CHA
$704
5/12Sun
multi-stopUnited Airlines
7h 57mCHA-SJU
5/24Fri
multi-stopUnited Airlines
15h 36mSJU-CHA
$707
5/12Sun
multi-stopUnited Airlines
7h 57mCHA-SJU
5/17Fri
multi-stopUnited Airlines
20h 14mSJU-CHA
$750
5/12Sun
multi-stopAmerican Airlines
7h 45mCHA-SJU
5/18Sat
multi-stopAmerican Airlines
14h 41mSJU-CHA
$761
5/12Sun
multi-stopAmerican Airlines
11h 14mCHA-SJU
5/17Fri
multi-stopAmerican Airlines
11h 16mSJU-CHA
$763
5/12Sun
multi-stopUnited Airlines
30h 32mCHA-SJU
5/17Fri
multi-stopUnited Airlines
20h 14mSJU-CHA
$777
5/12Sun
multi-stopUnited Airlines
30h 32mCHA-SJU
5/18Sat
multi-stopUnited Airlines
20h 39mSJU-CHA
$778

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