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Uncover the best deals on Chicago to Montego Bay flights by comparing fares from hundreds of airlines and agencies.
Good to Know: Cheapest and Fastest CHI - MBJ Flights
Useful information for finding best airline tickets from Chicago All Airport to Sangster International on your next trip.
Cheapest Round Trip Flight
$160
American Airlines
• 1 stop
• 35h 10m
Dec 19 – Dec 23
The cheapest round trip flight from Chicago to Montego Bay (CHI-MBJ-CHI) is currently $160
Cheapest Direct Flight
$182
American Airlines
• nonstop
• 6h 53m
Dec 19
The cheapest nonstop flight from Chicago to Montego Bay (CHI-MBJ) is currently $182
Fastest Flight
6h 48m
The fastest nonstop flight from Chicago to Montego Bay (CHI-MBJ) takes 6h 48m
Top Airlines Flying from Chicago to Montego Bay
Latest Flight Deals from Chicago (CHI) to Montego Bay (MBJ)
Compare and book low fare round-trip air tickets from Chicago to Montego Bay. Ideal for travelers with confirmed return itineraries.
Dec 19 - Dec 23, Economy
Chicago → Montego Bay
35h 10m
7:01 PM - 5:11 PM • 1 stop
Chicago → Montego Bay
12h
6:13 PM - 12:33 AM • 1 stop
American Airlines
Dec 19 - Dec 23, Economy
Chicago → Montego Bay
10h 6m
5:21 AM - 12:27 PM • 1 stop
Chicago → Montego Bay
12h
6:13 PM - 12:33 AM • 1 stop
American Airlines
Dec 18 - Dec 22, Economy
Chicago → Montego Bay
12h 35m
5:00 AM - 1:55 PM • 1 stop
Chicago → Montego Bay
47h 32m
3:10 PM - 7:02 PM • 3 stops
Frontier Airlines
Dec 18 - Dec 22, Economy
Chicago → Montego Bay
13h 34m
5:00 AM - 2:14 PM • 1 stop
Chicago → Montego Bay
15h 50m
1:25 PM - 10:15 PM • 1 stop
United Airlines
Dec 19 - Dec 23, Economy
Chicago → Montego Bay
38h 55m
6:54 AM - 5:20 PM • 1 stop
Chicago → Montego Bay
36h 50m
2:20 PM - 11:07 AM • 1 stop
Air Canada
Flying to Montego Bay soon? We've surfaced some of the most affordable last-minute flights from Chicago to Montego Bay, ideal for urgent plans or spontaneous trips.
Sep 18 - Dec 14, Economy
Chicago → Montego Bay
45h 55m
3:20 PM - 6:30 PM • 1 stop
Chicago → Montego Bay
23h 54m
6:20 PM - 9:08 AM • 1 stop
Air Transat
Sep 17 - Dec 13, Economy
Chicago → Montego Bay
45h 55m
3:20 PM - 11:45 AM • 1 stop
Chicago → Montego Bay
42h 12m
2:20 PM - 2:52 PM • 1 stop
Air Transat
Sep 17 - Dec 13, Economy
Chicago → Montego Bay
45h 55m
11:45 AM - 11:45 AM • 1 stop
Chicago → Montego Bay
42h 12m
1:50 PM - 9:08 AM • 1 stop
Air Transat
Sep 18 - Dec 17, Economy
Chicago → Montego Bay
35h 50m
3:20 PM - 6:30 PM • 1 stop
Chicago → Montego Bay
42h 2m
8:35 PM - 11:40 AM • 1 stop
Air Transat
Sep 17 - Dec 18, Economy
Chicago → Montego Bay
45h 55m
3:20 PM - 11:45 AM • 1 stop
Chicago → Montego Bay
35h 47m
2:30 PM - 11:40 AM • 1 stop
Air Transat
Looking for the fastest way to Montego Bay? These direct flight options from CHI to MBJ offer both convenience and value—no layovers, just straight to your destination.
Dec 19 - Dec 23, Economy
Chicago → Montego Bay
6h 53m
9:00 AM - 2:13 PM • nonstop
Chicago → Montego Bay
7h 27m
3:31 PM - 7:18 PM • nonstop
American Airlines
Dec 19 - Dec 23, Economy
Chicago → Montego Bay
6h 48m
8:40 AM - 1:48 PM • nonstop
Chicago → Montego Bay
7h 6m
2:54 PM - 6:20 PM • nonstop
United Airlines
Dec 18 - Dec 22, Economy
Chicago → Montego Bay
6h 53m
9:17 AM - 2:30 PM • nonstop
Chicago → Montego Bay
7h 6m
2:54 PM - 6:20 PM • nonstop
American Airlines
FAQs on Chicago to Montego Bay Flights
What are the airports in Chicago?
ORD,MDW
What’s the most popular airline flying from CHI to MBJ?
The most popular airline flying from Chicago to Montego Bay are
Can I fly from CHI to MBJ non-stop?
Yes, you can fly CHI to MBJ non-stop on
Which airlines fly nonstop between Chicago and Montego Bay?
The non-stop flights between Chicago and Montego Bay are .
What’s the earliest departure time from CHI to MBJ Airport?
The earliest flight leaves CHI at 5:00 am and lands in MBJ - Sangster International
What are the airports in Montego Bay?
MBJ
Can I make changes to my Chicago to Montego Bay flight tickets or cancel them on FareLeaders.com?
No. We are an airfare comparison site. All the tickets are booked by the travel agent offering the flight deal and any changes or cancellations to be made are directly done directly by them or the airlines.
Can I cancel my flight tickets from CHI to MBJ?
Read the fare rules of the Chicago to Montego Bay air tickets booked. Some airlines allow you to cancel the tickets within a stipulated time period with a cancellation fee.
Which airline alliances offer flights from Chicago and Montego Bay?
operate flights between Chicago and Montego Bay
How long does a flight from Chicago to Montego Bay take?
It takes approximately 4 hour to fly non-stop from CHI to MBJ, which is 1720.99 miles by air.
Which airlines provide the cheapest flights from Chicago (CHI) to Montego Bay (MBJ) ?
In the past couple of days, the cheapest tickets to MBJ from CHI were found on UA : USD 1217
Do I need a passport to fly between CHI and MBJ?
Yes
What’s the latest departure time from CHI to MBJ ?
The last flight leaves CHI at 7:01 pm
Chicago (CHI) to Montego Bay (MBJ): Airport Information
| Origin Airport | Chicago All Airport, Chicago, US |
| Destination Airport | Sangster International , Montego Bay, JM |
| Distance | 1721 miles |
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