Cheap Flights from Chicago O'Hare International to Montego Bay

Compare Chicago O'Hare International to Montego Bay flight deals

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Flight deals from Chicago O'Hare International to Montego Bay

Looking for a cheap last-minute deal or the best round-trip flight from Chicago O'Hare International to Montego Bay? Find the lowest prices on one-way and round-trip tickets right here.

Find the cheapest month to fly from Chicago O'Hare International to Montego Bay

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago O'Hare International to Montego Bay flights are currently cheapest in February.

Direct flights from Chicago O'Hare International to Montego Bay

Chicago O'Hare International to Montego Bay: Alternative routes

Compare routes from Chicago O'Hare International to Montego Bay below. You may find an airport to fly into that's cheaper, faster, or easier than Montego Bay.

Chicago to Montego Bay: Flight information

The things to know before you go.
Cheapest flight foundAED 927
Cheapest month to flyFebruary
Average flight time4 hrs, 9 mins
Most popular airlineAmerican Airlines
Average flights per week28

Finding cheap flights from Chicago O'Hare International to Montego Bay: Frequently asked questions

The best price we found for a round-trip flight from Chicago O'Hare International to Montego Bay is AED 927. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
4 hours and 9 minutes is the average flight time from Chicago O'Hare International to Montego Bay.
American Airlines and United fly direct from Chicago O'Hare International to Montego Bay.
There are 28 flights per week flying from Chicago O'Hare International to Montego Bay, as of January 2026.
The cheapest month to fly from Chicago O'Hare International to Montego Bay is usually February.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Chicago O'Hare International Airport to Montego Bay Airport on Tuesday, February 24, 2026.
Yes – the average flight time is 4 hours and 9 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Montego Bay but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar, and it looks like the cheapest time to book a flight to Montego Bay is around 40 days in advance, so don’t leave your flight to the last minute.
Currently, Spirit Airlines and American Airlines offer the cheapest flight tickets to Montego Bay.

Traveling from O'Hare International Airport (ORD) to Sangster International Airport (MBJ): what you need to know

  • Take a direct flight from O'Hare International Airport to Sangster International Airport and you'll be in the air for an average of 4 hours.

  • Montego Bay's timezone is UTC-5, which is the same as Chicago.

  • You can choose from 15 weekly O'Hare International Airport to Sangster International Airport flights. The 07:15 departure with American Airlines is the earliest available. American Airlines operates the latest service of the day at 09:55.

  • For a smooth journey, turn up at the airport two hours ahead of international flights and an hour before domestic departures. This ensures you have enough time to catch your ORD to MBJ flight.

  • During popular months like August, you'll want to get to the airport earlier. Plan to arrive two hours before domestic departures and four hours ahead for an international flight whenever you're traveling during a peak period in general.

  • American Airlines offers direct flights from O'Hare International Airport to Sangster International Airport. Book with this popular carrier, then get ready to see the sights in Montego Bay — and maybe even more of Jamaica if your schedule allows.

  • The majority of passengers choose to travel with American Airlines on this route.

  • American Airlines is a leader in on-time performance for ORD to MBJ flights, with 80.0% of its services arriving on schedule.

  • If you'd like to add a stop to your trip, simply uncheck 'Direct flights only' when searching for your ticket from O'Hare International Airport to Sangster International Airport. These are the top stopovers between ORD and MBJ:

    • Hartsfield-Jackson Atlanta International Airport

    • Fort Lauderdale-Hollywood International Airport

    • Charlotte Douglas International Airport

How to find the cheapest flights from O'Hare International Airport (ORD) to Sangster International Airport (MBJ)

  • AED 288 is currently the best price for a one-way O'Hare International Airport to Sangster International Airport flight. A return flight starts from AED 927. These prices may change depending on demand.

  • Book six months before traveling. After looking at the numbers on our calendar, this is how far you'll want to book ahead to find cheap tickets from ORD to MBJ.

  • Schedule your trip for May. That's the cheapest month for flights from O'Hare International Airport to Sangster International Airport. If you're flexible with your travel dates, use the 'Whole month' tool to see the lowest airfare across every month.

  • There's no need to check back in every day to see if fares have gone down when you create a Price Alert. We'll update you the moment there's a better deal on cheap flights from ORD to MBJ.

  • Pick your preferred arrival and departure times, airlines and number of stops with the filters. Alternatively, sort your results by 'Cheapest' to see the best deals on flights from O'Hare International Airport to Sangster International Airport.

Handy information about O'Hare International Airport (ORD)

  • ORD is located at 10000 West O'Hare.

  • When it comes to O'Hare International Airport's on-time performance, 74.85% of flights arrive within the expected timeframe.

  • Central Chicago to O'Hare International Airport is approximately 40 kilometers. Depending on traffic, it'll take about 35 minutes to get there if you're driving, ride-sharing or catching a cab.

  • Catching public transport? You can expect a journey time of around 55 minutes.

  • Booked an early flight from O'Hare International Airport to Sangster International Airport? Avoid the last-minute rush to the airport (and catch some extra z's) by choosing one of these hotels close to ORD:

Arriving at Sangster International Airport (MBJ)

  • The last thing you want is a long trip to your hotel if you're landing late on an O'Hare International Airport to Sangster International Airport flight. Reserve one of these accommodation options near MBJ instead:

  • Pick up a Sangster International Airport rental car and explore Montego Bay and beyond with your own set of wheels. Classique, Island Car Rentals and FlexWays are popular providers you can book with here.

  • Lock in the best rate by reserving your vehicle from Sangster International Airport about three weeks in advance of your trip.

Getting from Sangster International Airport (MBJ) to central Montego Bay

  • Sangster International Airport to central Montego Bay has a drive time of about 10 minutes. It's approximately 3 kilometers away.

When to fly to Sangster International Airport (MBJ)

  • The quietest month for a flight from O'Hare International Airport to Sangster International Airport is May, while February is the most popular. Pick the best time to go to Montego Bay based on whether you prefer a faster pace or a more relaxed vibe.

  • When reserving your flight from O'Hare International Airport to Sangster International Airport, think about the kind of weather you like. August is the warmest month in Montego Bay, with the temperature ranging from 25ºC (77ºF) to 31ºC (88ºF).

  • If you'd rather travel in cooler conditions, search for a cheap ticket from ORD to MBJ in February. Average temperatures are between 22ºC (72ºF) and 28ºC (82ºF) then.

Explore more of Jamaica

  • You've done Montego Bay, now it's time to explore other corners of Jamaica. Journey about 129 kilometers south-east to Kingston to tick off its leading attractions. From Devon House to Blue Mountains and Emancipation Park, there's plenty to keep you busy.

  • If there's time to check out another well-known destination in Jamaica, head for Spanish Town, about 113 kilometers south-east of Montego Bay. Angels Plaza, Cowan's Plaza and Michael Paul Barker Estate are key reasons to visit.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.