Air CanadaDepart07:05
Thu, Dec 17ORD → MBJ
7h 02m · 1 stop
$490one way, per person
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- Cheapest fare
- $490
- Cheapest month
- December
- Direct flights
- Not recently
- Quickest trip
- 7h 02m
Air Canada · Thu, Dec 17
from $490
Usually 1+ stop
2,760 km
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Cheapest month to fly from Chicago to Montego Bay
Lowest one-way fare per person in each month. Choose a month to see every date.
Cheapest dates in December 2026
The lowest fares we've seen for each day, cheapest first.
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About flights from Chicago to Montego Bay
Chicago (CHI) and Montego Bay (MBJ) are about 2,760 km apart. We haven't seen direct fares on this route recently, so expect at least one stop; the quickest journey we've seen takes about 7h 02m. Over the next few months, one-way fares start from $490, and December 2026 is currently the cheapest month to fly.
These prices come from searches travellers made in the last 48 hours, so they move quickly. If you see a good fare, it's worth booking soon. FlightsExp is free to use: you book directly with our travel partner.
Frequently asked questions
How much is a flight from Chicago to Montego Bay?
The cheapest one-way fare we've seen recently is $490 with Air Canada, departing Thursday, December 17, 2026.
What is the cheapest month to fly from Chicago to Montego Bay?
December 2026 currently has the lowest fares, from $490 one way.
Are there direct flights from Chicago to Montego Bay?
We haven't seen direct fares recently, so most journeys include at least one stop.
How long is the flight from Chicago to Montego Bay?
The quickest journey we've seen takes about 7h 02m. Chicago and Montego Bay are around 2,760 km apart.
Which airlines fly from Chicago to Montego Bay?
Recent fares on this route were with Air Canada.
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