Flights from Chicago to Montego Bay
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Airfare Deals Chicago to Montego Bay
On HolidayPrice.com you will find 3 direct and 5 connecting flights from Chicago to Montego Bay at a price of . You can compare airfare deals from airlines and multiple travel sites, book and save on cheap plane tickets and last minute offers. Also check out CHI - MBJ flight schedule to find best flight time, convenient departure and arrival airports.
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The cost of airline tickets from Chicago to Montego Bay (Jamaica) and back without transfers can be found with the help of the calendar. Specify the search parameters: one way or round-trip, payment currency, click on the month/day you need and we will search for flights to Montego Bay.
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Cheap flights from ChicagoCheap flights to Montego Bay
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One way flight from Chicago to Montego Bay
Below are the prices of tickets for direct one-way flights from Chicago to Montego Bay. The cheapest flight from Chicago to Montego Bay starts – the departure date for this flight is 01 January 1970.
*Prices include: baggage, hand luggage, airline fees and charges.Round trip from Chicago to Montego Bay
You can buy a round-trip ticket from Chicago to Montego Bay (Jamaica) and back using the table below. The best offer starts from $291, the flight dates are: there on 16 June 2025 year and back on 19 June 2025 year.
*Prices include: baggage, hand luggage, airline fees and charges.
Not found promotions and sales.
Flight Schedule Chicago to Montego Bay 2025
The current flight schedule for the route from Chicago to Montego Bay for today, tomorrow and the next few days. This schedule will help you decide on the time of departure and arrival, the airline, the flight number and the day of the week.
More than 2 flights every day, from 4hours 0min. Local departure and arrival times are indicated.
*Schedule is indicated only for direct scheduled flights and low-cost airlines.
Flight Information
Flying to Montego Bay from Chicago takes 04:12 minutes (excluding transfers). The distance between Chicago and Montego Bay is 1710 miles (2753 kilometers). Planes depart from Chicago between 14:05 and 19:43. The fastest flight from the company Southwest Airlines with flight number WN 1046. Flies for just 03:50 minutes with departure from Chicago Midway and arrival in Sangster.
Average flight time
04:12 min
Distance
1710 mi
The earliest flight
14:05
The latest flight
19:43
The fastest flight
03:50
Airlines
Direct flight
There are 3 airlines that fly directly from Chicago to Montego Bay. The most popular company carrying out non-stop flights is Southwest Airlines.
- Southwest Airlines: WN 1046, WN 1042, WN 1052
- United Airlines: UA 1146, UA 1176
- American Airlines: AA 975
*Flight number
Flights with Transfers
Flights with transfers from Chicago to Montego Bay can be bought from 5 airlines:
- Delta Air Lines: Boston
- American Airlines: Boston, Charlotte
- Southwest Airlines: Boston, Charlotte
- Spirit Airlines: West Palm Beach
- United Airlines: Hamilton, Boston
*Transit cities
Airports
Airports serving the air communication between Chicago and Montego Bay. You can fly to Montego Bay from 2 Chicago airports. Planes arrive at 1 airport in Montego Bay.
Chicago airports:
Chicago Midway ~ 14 km* from $ 203O'Hare ~ 25 km* from $ 144Montego Bay airports:
Sangster ~ 1 km**Distance from the airport to the city center
Aircraft
You can fly from Chicago to Montego Bay on board of 3 airlines that utilize 3 aircraft models.
- Boeing 737-700
- Boeing 737-800
- Boeing 737-900
Connecting cities
The list of cities on transfer flights to Montego Bay from Chicago. The best options are to fly through: Boston, Charlotte, West Palm Beach.
Cheap airline tickets from Chicago to Jamaica
Here is a list of flights from Chicago to Jamaica purchased on HolidayPrice.com in the past 48 hours. If you find an interesting offer for cheap tickets, do not delay your purchase, prices change every 15 minutes.
Chicago - Kingston UA 2066
United Airlines Boeing 737-900
17:28
O'Hare
in a way 6 hours 32 min
1 Stopover
00:00
Norman Manley
Flights
Find 21 June 2025
Find 21 June 2025
Chicago - Montego Bay WN 1046
Southwest Airlines Boeing 737-700
14:05
Chicago Midway
in a way 3 hours 50 min
Direct
17:55
Sangster
Flights
Find 21 June 2025
Find 21 June 2025
Flights from United States to Montego Bay
Here are the cheapest flight bookings from United States to Montego Bay made by users of our website. If you didn’t find your flight destination, use the search bar at the top of the page.
New York - Montego Bay B6 779
JetBlue Airways Airbus A320
13:29
John F. Kennedy
in a way 3 hours 31 min
Direct
17:00
Sangster
Flights
Find 21 June 2025
Find 21 June 2025
Los Angeles - Montego Bay NK 310
Spirit Airlines Airbus A320 NEO
05:35
Los Angeles
in a way 8 hours 28 min
1 Stopover
14:03
Sangster
Flights
Find 21 June 2025
Find 21 June 2025
Miami - Montego Bay AA 1501
American Airlines Boeing 737-800
19:10
Miami
in a way 1 hours 41 min
Direct
20:51
Sangster
Flights
Find 21 June 2025
Find 21 June 2025
Chicago - Montego Bay WN 1046
Southwest Airlines Boeing 737-700
14:05
Chicago Midway
in a way 3 hours 50 min
Direct
17:55
Sangster
Flights
Find 21 June 2025
Find 21 June 2025
San Francisco - Montego Bay B6 278
JetBlue Airways Airbus A318/319/320/321
07:56
San Francisco
in a way 8 hours 39 min
1 Stopover
16:35
Sangster
Flights
Find 21 June 2025
Find 21 June 2025
Tips for buying a ticket
Chicago – Montego Bay – Chicago round-trip route are always cheaper than tickets purchased there and back separately.
To start searching for tickets, Specify dates.