On this page, you can find and book flights from Montego Bay to Chicago. The distance between the cities is 2,754 km, and the frequency of regular flights is approximately 5 per week.
Flights on this route are operated by major airlines UA and AA. Ticket prices change constantly, so we recommend using our low-price calendar and price trend chart. To help plan your trip, we also provide information on how to get to the airport and how to get from the airport to downtown Chicago.
The table shows direct flights Montego Bay → Chicago on the selected date. The flight takes approximately 4 h 51 min. Regular flights are operated by American Airlines and United Airlines. Departures from Sangster International Airport airports, arrivals at O'Hare International Airport, Chicago Midway International Airport and Midway International Airport.
For each flight, the following details are shown: departure time (local), arrival city and airport, flight number and airline, terminal or gate, and status. Click on a flight to open its details and go to ticket search. To view flights on a different day, change the date above the table.
Below is a calendar of the lowest flight ticket prices for Montego Bay — Chicago by day. Pick a convenient date and instantly see the fare. The cheapest flights on this route start from AED 785 in b, and the most expensive are around AED 1,001 in r. If your travel dates are flexible, the calendar will help you find the best price for your preferred period. To view round-trip fares, switch to the "Round trip" tab above the calendar, select your departure date — and the right-hand calendar will highlight the lowest prices for return flights on each day.
Montego Bay → Chicago, average one-way price
| Month | Average price | Level | Month | Average price | Level | Month | Average price | Level |
|---|---|---|---|---|---|---|---|---|
| Jan | AED 1,956 | high | May | AED 1,454 | low | Sep | AED 1,304 | low |
| Feb | AED 1,906 | high | Jun | AED 1,555 | medium | Oct | AED 1,354 | low |
| Mar | AED 1,855 | high | Jul | AED 1,605 | medium | Nov | AED 1,504 | medium |
| Apr | AED 1,655 | medium | Aug | AED 1,555 | medium | Dec | AED 1,906 | high |
Some values are estimated based on seasonality.
The climate in Chicago is characterized by distinct seasonality: the warmest month is July, with average temperatures reaching 26.5°C, while the coldest is January, when temperatures drop to -5°C. May sees the most rainfall, while November and December are considered the driest months.
According to price statistics, the most budget-friendly month to fly is November, with ticket prices starting AED 785, followed by October and December. Peak prices occur in March, with the minimum fare starting AED 959.
October is the best time to fly considering both weather conditions and travel costs. We recommend avoiding bookings for March if your goal is to maximize your savings on airfare.
Two airlines operate regular flights on the Montego Bay — Chicago route: United Airlines and American Airlines. These carriers handle the bulk of the air traffic, providing approximately 5 departures per week. Detailed information regarding departure times, aircraft types, and specific days of the week can be found in the schedule below.
Flights Montego Bay — Chicago depart from Sangster International Airport and arrive at O'Hare International Airport, Chicago Midway International Airport, Midway International Airport and Chicago Rockford International Airport. Below are pages for the cities, countries, and airports on the route: airlines, schedules, and travel guides.
The approximate travel time for a direct flight over a distance of 2,754 km is about 3 hours and 30 minutes, depending on weather conditions and the specific flight.
Regular flights between Montego Bay and Chicago are provided by United Airlines and American Airlines.
Yes, direct flights are available on this route, with a frequency of approximately 5 departures per week.
Ticket prices change constantly based on flight occupancy; current minimum prices for the coming months are available in the low-price calendar on this page.
Flights from Montego Bay arrive at Chicago's international airports (most commonly O'Hare or Midway); specific details can be found when selecting a particular ticket.
Where travelers fly most — pick a route and check prices
