Cheap flights from Chicago (CHI) to Jamaica (NYC)

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Lowest round trip fares by airline from Chicago and Jamaica

Cheapest prices ($28 One Way, $65 Round Trip) found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Sat, Apr 4 - Tue, Apr 7
ORD
Chicago
EWR
New York
$65 Roundtrip, found 2 days ago
$65
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Sat, Apr 4 from Chicago to New York, returning Tue, Apr 7, priced at $65 found 2 days ago
Wed, Apr 29 - Sat, May 2
ORD
Chicago
LGA
New York
$89 Roundtrip, found 3 days ago
$89
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Wed, Apr 29 from Chicago to New York, returning Sat, May 2, priced at $89 found 3 days ago
Wed, Apr 15 - Sat, Apr 18
MDW
Chicago
EWR
New York
$91 Roundtrip, found 4 days ago
$91
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Wed, Apr 15 from Chicago to New York, returning Sat, Apr 18, priced at $91 found 4 days ago
Tue, Mar 24 - Wed, Mar 25
ORD
Chicago
JFK
New York
$100 Roundtrip, found 6 days ago
$100
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Tue, Mar 24 from Chicago to New York, returning Wed, Mar 25, priced at $100 found 6 days ago
Wed, Apr 15 - Sat, Apr 18
MDW
Chicago
LGA
New York
$161 Roundtrip, found 4 days ago
$161
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Wed, Apr 15 from Chicago to New York, returning Sat, Apr 18, priced at $161 found 4 days ago

Fly From Chicago to Jamaica

Origin
Chicago
Destination
Jamaica
Number of Daily Flights
Earliest Flight Departure Date
Latest Flight Departure Date
Popular Airlines

Chicago to Jamaica

Cheap flights from Chicago to Jamaica

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*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.