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Portland from $404

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Cheap round-trip flights to Portland

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

American Airlines
Thu, Dec 3 - Tue, Dec 8
JFK
John F. Kennedy Intl.
KIN
Norman Manley Intl.
$404 Roundtrip, found 1 hour ago
$404
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Thu, Dec 3 from John F. Kennedy Intl. to Norman Manley Intl., returning Tue, Dec 8, priced at $404 found 1 hour ago
Delta
Mon, Nov 16 - Wed, Nov 25
JFK
John F. Kennedy Intl.
KIN
Norman Manley Intl.
$406 Roundtrip, found 5 hours ago
$406
Roundtrip
found 5 hours ago
Select Delta flight, departing Mon, Nov 16 from John F. Kennedy Intl. to Norman Manley Intl., returning Wed, Nov 25, priced at $406 found 5 hours ago
American Airlines
Thu, Dec 3 - Tue, Dec 8
JFK
John F. Kennedy Intl.
KIN
Norman Manley Intl.
$409 Roundtrip, found 1 hour ago
$409
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Thu, Dec 3 from John F. Kennedy Intl. to Norman Manley Intl., returning Tue, Dec 8, priced at $409 found 1 hour ago
Delta
Mon, Nov 16 - Sat, Dec 5
EWR
Newark Liberty Intl. Airport
KIN
Norman Manley Intl.
$426 Roundtrip, found 21 hours ago
$426
Roundtrip
found 21 hours ago
Select Delta flight, departing Mon, Nov 16 from Newark Liberty Intl. Airport to Norman Manley Intl., returning Sat, Dec 5, priced at $426 found 21 hours ago
American Airlines
Sun, Jan 24 - Tue, Jan 26
MIA
Miami Intl.
OCJ
Ian Fleming Intl.
$428 Roundtrip, found 7 hours ago
$428
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Sun, Jan 24 from Miami Intl. to Ian Fleming Intl., returning Tue, Jan 26, priced at $428 found 7 hours ago
Delta
Tue, Oct 27 - Tue, Nov 10
LGA
LaGuardia
KIN
Norman Manley Intl.
$460 Roundtrip, found 8 hours ago
$460
Roundtrip
found 8 hours ago
Select Delta flight, departing Tue, Oct 27 from LaGuardia to Norman Manley Intl., returning Tue, Nov 10, priced at $460 found 8 hours ago
American Airlines
Tue, Jul 6 - Tue, Jul 20
FLL
Fort Lauderdale - Hollywood Intl.
OCJ
Ian Fleming Intl.
$463 Roundtrip, found 5 hours ago
$463
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Tue, Jul 6 from Fort Lauderdale - Hollywood Intl. to Ian Fleming Intl., returning Tue, Jul 20, priced at $463 found 5 hours ago
Air Canada
Mon, Oct 5 - Mon, Oct 19
EWR
Newark Liberty Intl. Airport
KIN
Norman Manley Intl.
$477 Roundtrip, found 6 days ago
$477
Roundtrip
found 6 days ago
Select Air Canada flight, departing Mon, Oct 5 from Newark Liberty Intl. Airport to Norman Manley Intl., returning Mon, Oct 19, priced at $477 found 6 days ago
JetBlue Airways
Tue, Dec 1 - Wed, Dec 2
FLL
Fort Lauderdale - Hollywood Intl.
KIN
Norman Manley Intl.
$499 Roundtrip, found 16 hours ago
$499
Roundtrip
found 16 hours ago
Select JetBlue Airways flight, departing Tue, Dec 1 from Fort Lauderdale - Hollywood Intl. to Norman Manley Intl., returning Wed, Dec 2, priced at $499 found 16 hours ago
Air Canada
Mon, Oct 19 - Fri, Oct 23
ATL
Hartsfield-Jackson Atlanta Intl.
KIN
Norman Manley Intl.
$503 Roundtrip, found 4 days ago
$503
Roundtrip
found 4 days ago
Select Air Canada flight, departing Mon, Oct 19 from Hartsfield-Jackson Atlanta Intl. to Norman Manley Intl., returning Fri, Oct 23, priced at $503 found 4 days ago
American Airlines
Wed, Nov 11 - Wed, Nov 18
MIA
Miami Intl.
KIN
Norman Manley Intl.
$504 Roundtrip, found 1 day ago
$504
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Nov 11 from Miami Intl. to Norman Manley Intl., returning Wed, Nov 18, priced at $504 found 1 day ago
Accessrail
Tue, Dec 1 - Wed, Dec 2
EKW
Miami Central Brightline Train Station
KIN
Norman Manley Intl.
$588 Roundtrip, found 16 hours ago
$588
Roundtrip
found 16 hours ago
Select Accessrail flight, departing Tue, Dec 1 from Miami Central Brightline Train Station to Norman Manley Intl., returning Wed, Dec 2, priced at $588 found 16 hours ago
American Airlines
Sat, Jan 23 - Tue, Feb 9
LGA
LaGuardia
OCJ
Ian Fleming Intl.
$627 Roundtrip, found 5 hours ago
$627
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Sat, Jan 23 from LaGuardia to Ian Fleming Intl., returning Tue, Feb 9, priced at $627 found 5 hours ago
American Airlines
Tue, Jul 6 - Tue, Jul 20
ATL
Hartsfield-Jackson Atlanta Intl.
OCJ
Ian Fleming Intl.
$627 Roundtrip, found 5 hours ago
$627
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Tue, Jul 6 from Hartsfield-Jackson Atlanta Intl. to Ian Fleming Intl., returning Tue, Jul 20, priced at $627 found 5 hours ago
American Airlines
Mon, Oct 5 - Sat, Oct 17
EWR
Newark Liberty Intl. Airport
OCJ
Ian Fleming Intl.
$750 Roundtrip, found 6 days ago
$750
Roundtrip
found 6 days ago
Select American Airlines flight, departing Mon, Oct 5 from Newark Liberty Intl. Airport to Ian Fleming Intl., returning Sat, Oct 17, priced at $750 found 6 days ago
American Airlines
Fri, Dec 25 - Tue, Dec 29
JFK
John F. Kennedy Intl.
OCJ
Ian Fleming Intl.
$817 Roundtrip, found 6 days ago
$817
Roundtrip
found 6 days ago
Select American Airlines flight, departing Fri, Dec 25 from John F. Kennedy Intl. to Ian Fleming Intl., returning Tue, Dec 29, priced at $817 found 6 days ago

Last Minute Hotel Deals in Portland

Sea Cliff Resort

Sea Cliff Resort

3 out of 5
Ross Craig Long Bay Portland
Stay at this hotel in Long Bay. Enjoy free WiFi, breakfast (surcharge), and room service. Popular attractions Long Bay Beach and Reach Falls are located ...
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Opens in a new windowSea Cliff Resort
Jamaica Palace Hotel

Jamaica Palace Hotel

3.5 out of 5
Williamsfield Port Antonio Portland
Book a stay at this business-friendly hotel in Port Antonio. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property ...
8.2/10 Very Good! (362 reviews)
"Rooms are adequate and maintained daily. The grounds are very well maintained. Staff are pleasant and helpful and the pool area is clean. Breakfast was a decent portion with a choice of Jamaican and continental. I will definitely return."

Reviewed on Sep 19, 2026

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Opens in a new windowJamaica Palace Hotel
Geejam

Geejam

4.5 out of 5
San San, Port Antonio Port Antonio Portland
Book a stay at this luxury hotel in Port Antonio. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
9.4/10 Exceptional! (100 reviews)
"Excellent hotel for a quiet stay. Very nice rooms and excellent views. The website and marketing information should make it clear that staying at the property may be difficult for some people as walking the property will require guest to go up and down a number a steps."

Reviewed on Sep 24, 2026

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Opens in a new windowGeejam
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Match Resort Hotel

Match Resort Hotel

3 out of 5
Dolphin Bay Port Antonio
Stay at this hotel in Port Antonio. Enjoy free WiFi, free parking, and 2 bars/lounges. Our guests praise the helpful staff in our reviews. Popular attractions ...
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Opens in a new windowMatch Resort Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.