Non-stop from Chicago to Montego Bay, Jamaica for only $278 roundtrip

_Montego Bay / American Airlines / Caribbean / Chicago / Chicago, USA → Montego Bay, Jamaica / Deal / Depart USA / Economy / Flight / Non-Stop / Standard Route
Flight deals from Chicago to Montego Bay, Jamaica | Secret Flying

Non-stop flights from Chicago to Montego Bay, Jamaica for only $278 roundtrip with American Airlines.

 

The example dates listed below range between $278 and $292 roundtrip.

 

DEPART:
Chicago, USA

 

ARRIVE:
Montego Bay, Jamaica

 

RETURN:
Chicago, USA

 

DATES:
Availability from April to September 2026 (excluding summer)

Example dates:
8th-15th Apr
9th-16th Apr
10th-17th Apr
21st-28th Apr
22nd-29th Apr
23rd-30th Apr
28th Apr – 5th May
29th Apr – 6th May
30th Apr – 7th May
12th-19th May
13th-20th May
14th-21st May
15th-22nd May
2nd-9th Jun
9th-16th Jun
28th Aug – 4th Sep

and more…

 

STOPS:

 

AIRLINES:
American Airlines

 

 

GO TO DEAL

 

Non-stop flights from Chicago to Montego Bay, Jamaica for only $278 roundtrip with American Airlines. Flight deal ticket image.

Find a hotel to go with your flight to
Montego Bay