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Cheap flights Chicago — Montego Bay

Chicago (CHI, US) Montego Bay (MBJ, JM)
from $277 2 761 km ~3h 45m 4 flights found 2 airlines cheapest on Monday
Reverse route
How many travellers?
Adults
12+ years
1
Children
2–11 years
0
Infants
under 2
0
Choose your departure date
Cheapest: $277 on 16.12.2026
Prices shown are from searches by other travellers over the last 24 hours. Missing a date? Click any day — we'll find tickets anyway.
November 2026
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December 2026
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January 2027
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Prices found for 4 of 90 days. Prices update as more travellers search. Click any date to search live.
Depart
—
Return
—
Cheapest flights found
16 Dec 2026, Wed
United Airlines UA 2776
14:55
ORD O'Hare International Airport
21:11
MBJ Sangster International Airport
6h 16m 1 stop
Farehutz
$277
View this ticket
14 Dec 2026, Mon
American Airlines AA 2737
05:00
ORD O'Hare International Airport
11:39
MBJ Sangster International Airport
6h 39m 1 stop
Trip.com
$282
View this ticket
16 Dec 2026, Wed
American Airlines AA 3228
18:40
ORD O'Hare International Airport
22:53
MBJ Sangster International Airport
4h 13m Direct
Farehutz
$341
View this ticket
13 Dec 2026, Sun
American Airlines AA 3228
18:40
ORD O'Hare International Airport
22:53
MBJ Sangster International Airport
4h 13m Direct
Wingie
$477
View this ticket
Route characteristics
Distance
2 761 km
Flight time
3h 45m
Time difference
+1h
Minimum price
from $277 (16.12.2026)
Average price
$329
Maximum price
$477
Cheapest day
Monday
Departure airports (1)
ORD O'Hare International Airport
Arrival airports (1)
MBJ Sangster International Airport
Airlines (2)
UA United Airlines AA American Airlines
Agencies (3)
Farehutz Trip.com Wingie
Prices by day of week
Monday
$282
avg $282
Cheapest
Wednesday
$277
avg $309
Sunday
$477
avg $477
Airlines — cheapest prices 2
United Airlines
United Airlines
1 flights · 1 days
$277
American Airlines
American Airlines
3 flights · 3 days
$282
Where to buy tickets 3
Farehutz
2 tickets · 1 days
from $277
Trip.com
1 tickets · 1 days
from $282
Wingie
1 tickets · 1 days
from $477
Airports

From — Chicago (1)

  • ORD O'Hare International Airport

To — Montego Bay (1)

  • MBJ Sangster International Airport
Other destinations from Chicago
Las Vegas
US · Hub
Denver
US · Hub
Nashville
US
Fort Lauderdale
US
Minneapolis
US · Hub
St Louis
US
Atlanta
US · Hub
Philadelphia
US · Hub
Tampa
US
Baltimore
US
Phoenix
US
New Orleans
US
Frequently asked questions about the route Chicago — Montego Bay
How long is the flight from Chicago to Montego Bay?
Approximate flight time — 3h 45m. This is an average for a direct flight. With connections, the time may be longer.
What is the distance from Chicago to Montego Bay?
The straight-line distance — 2 761 km.
How much do flights from Chicago to Montego Bay cost?
The minimum price over 3 months — from $277 on 16.12.2026.
What is the average ticket price?
The average price — $329. Range: $277 — $477.
What is the time difference between Chicago and Montego Bay?
The difference — +1h.
From which airports does Chicago operate flights?
From Chicago: ORD (O'Hare International Airport).
To which airports in Montego Bay do flights arrive?
To Montego Bay: MBJ (Sangster International Airport).
Which airlines fly this route?
This route is served by 2 airlines: United Airlines, American Airlines.
Are there direct flights?
Yes, there are direct flights. Minimum direct price — from $341. Total direct flights found: 2.
Which day of the week is cheapest?
The cheapest day of the week — Monday.
When is the best time to buy tickets?
Optimal — 1–3 months before departure. Check the calendar above — it shows the best dates.
How do I book flights?
Click "View this ticket" on any flight card — you'll be redirected to the booking page with this specific ticket pre-selected.
About the route Chicago — Montego Bay

Flights Chicago — Montego Bay is a popular route. The straight-line distance is 2 761 km. Flight time 3h 45m. Time difference +1h.

From Chicago (CHI) flights depart from 1 airport: ORD. To Montego Bay (MBJ) — 1 arrival airport: MBJ.

2 airlines operate on this route: United Airlines, American Airlines.

The minimum price for the next 3 months — from $277 (16.12.2026). The cheapest dates are highlighted in the calendar above.

The average ticket price — $329, ranging from $277 to $477. Book 1–3 months in advance to get the best deals.

Cheapest day to fly — Monday.

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