Flight tickets from Montego Bay to Chicago

Compare Montego Bay to Chicago flight deals

Find the cheapest month or even day of the year to fly to Chicago

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Flight deals from Montego Bay to Chicago

Looking for a cheap last-minute deal or the best return flight from Montego Bay Airport to Chicago? If you want to travel next month, return fares start from ₹ 42,573. Find the lowest prices on one-way and return tickets right here.

Find the cheapest month to fly from Montego Bay to Chicago

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

Direct flights from Montego Bay to Chicago

Montego Bay to Chicago: Flight information

The things to know before you go.
Cheapest flight found₹ 17,278
Cheapest month to flyJune
Average flight time4 hrs, 25 mins
Most popular airlineAmerican Airlines
Average flights per week19

Finding cheap flights from Montego Bay to Chicago: Frequently asked questions

There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.
The best price we found for a return flight from Montego Bay to Chicago is ₹ 26,245. 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 25 minutes is the average flight time from Montego Bay to Chicago.
American Airlines, United and Southwest Airlines fly direct from Montego Bay to Chicago.
As of May 2026, there are 19 flights per week flying from Montego Bay to Chicago.
The cheapest month to fly from Montego Bay to Chicago is usually August.
If you're flying from Montego Bay Airport, the cheapest airport near Chicago is Chicago O'Hare International – which is 25.4 km away from the centre of Chicago. We've found flights into this airport from ₹ 26,245.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Montego Bay Airport to Chicago on Friday, 21 August 2026.
Yes – the average flight time is 4 hours and 25 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 Chicago 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 Chicago is around 40 days in advance, so don’t leave your flight to the last minute.
In May, the average temperature is usually around 13°C. July is typically the warmest month in Chicago, when it usually averages around 26°C. You can expect the least rain in January. The coldest month is January, with temperatures averaging -8°C. The rainiest month is August.
Currently, Delta and United offer the cheapest flight tickets to Chicago.

Travelling from Sangster International Airport (MBJ) to Chicago: what you need to know

  • Book a direct flight from Sangster International Airport to Chicago and you'll be in the air for around 4 hours 5 minutes.

  • Sangster International Airport is located in Montego Bay. Following the UTC-6 timezone, Chicago is one hour behind Montego Bay.

  • The most popular route is from Sangster International Airport (MBJ) to Chicago O'Hare International Airport (ORD). You can choose from ten services every week between these two airports. American Airlines offers a 12:13 departure between MBJ and ORD.

  • To avoid missing your MBJ to Chicago flight, allow plenty of time to navigate the airport and find your gate. Turning up two hours ahead of international departures and one hour before domestic flights is the general rule.

  • During popular months such as July, it's a good idea to get to the airport even earlier. Plan to arrive two hours before a domestic departure and four hours ahead for international flights when you travel during high season in general.

  • You can book a direct Sangster International Airport to Chicago ticket. Start your trip at MBJ and land at Chicago O'Hare International Airport (ORD).

  • Popular airlines that operate direct flights from Sangster International Airport to Chicago include:

  • Consider adding a stopover to potentially save on your plane ticket from MBJ to Chicago. Simply uncheck 'Direct flights only' during your search. Give yourself a breather (and maybe even a better deal) by stopping at one of these connection hubs:

    • Atlanta Hartsfield-Jackson International Airport (ATL)

    • Charlotte Douglas International Airport (CLT)

    • Orlando International Airport (MCO)

  • Travelling from central Montego Bay to MBJ takes about 25 minutes on public transport. If you drive, ride-share or grab a taxi, you'll cover the 3 kilometres in 15 minutes or so, depending on traffic.

  • Searching for a hotel near MBJ? If you've booked an early flight from Sangster International Airport to Chicago, these accommodation options will put you moments from your departure gate:

  • Of the flights that depart from Sangster International Airport, 65% touch down on time at their destination.

How to find the cheapest flights from Sangster International Airport (MBJ) to Chicago

  • ₹ 17,342 is currently the lowest price for a one-way Sangster International Airport to Chicago flight. A return plane ticket starts from ₹ 26,245. These fares can change based on demand.

  • Don't leave everything to the last minute. You're more likely to pick up cheap flights from MBJ to Chicago if you book early. Airlines often offer some excellent early bird rates.

  • Landing cheap tickets from Sangster International Airport to Chicago is more likely if you're flexible with your dates. Use the 'Whole month' function to get the best prices across every month and pick up an awesome deal.

  • Stay on top of deals for cheap flights from MBJ to Chicago by setting up a Price Alert. You'll get an email or notification through the app when a lower fare pops up.

  • Choose your ideal arrival and departure times, airlines and number of stops with our filters. Then, sort the results for your flight from Sangster International Airport to Chicago by 'Best,' 'Fastest' or 'Cheapest.'

Airports in Chicago

Chicago O'Hare International Airport (ORD)

  • Chicago O'Hare International Airport (ORD) to central Chicago takes about 30 minutes to reach by car. The centre is roughly 27 kilometres away.

  • It'll take around 45 minutes if you're travelling by public transport.

  • If you're coming in on a late flight from Sangster International Airport to Chicago, few things beat the convenience of staying near the terminal. Collect your bags from the carousel and then be showered and resting not long after at one of these accommodation options near ORD:

  • Lock in the lowest price by reserving your vehicle from Chicago O'Hare International Airport about four weeks in advance of your flight from MBJ to Chicago.

  • The street address for ORD is 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • After your flight from Sangster International Airport to Chicago has hit the tarmac, you can get to the city centre in about 25 minutes by car. Central Chicago is roughly 16 kilometres from Chicago Midway International Airport (MDW).

  • If you choose to travel on public transport, the ride to the centre will take you 30 minutes or so.

  • There are some comfortable places to call home for the night near MDW. Settle in and get cosy after your MBJ to Chicago flight at one of these well-located options:

  • Call dibs on the best options. Securing your ride from MDW four weeks in advance often means better prices and a wider choice of vehicles.

  • You can find Chicago Midway International Airport at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • Chicago Rockford International Airport (RFD) is about 145 kilometres from central Chicago. It takes about 1 hour 40 minutes to reach the city centre by car once you've hopped off your flight from Sangster International Airport to Chicago.

  • If you travel by public transport, expect a journey of around 2 hours.

  • If you don't want to make the trip to the centre, find a hotel near RFD. Get settled at one of these stays after your MBJ to Chicago flight:

  • Booking a couple of weeks in advance of your flight from Sangster International Airport to Chicago is smart. As well as better deals, you'll be able to choose the vehicle make and model you prefer at RFD.

  • The street address for Chicago Rockford International Airport is 2 Airport Cir.

Best time to go to Chicago

  • January is the quietest month for flights from Sangster International Airport to Chicago, while July is the busiest. Pick the best time to go to Chicago based on whether you like a bustling atmosphere or a more laid-back vibe.

  • Book a Sangster International Airport to Chicago plane ticket with a departure in July if you're eager to explore the city during its warmest month. You can expect temperatures to range from 16ºC to 28ºC.

  • If you want cooler conditions, search for a cheap ticket from MBJ to Chicago in January when temperatures average between -12ºC and 3ºC.

More about Chicago

Explore more of the United States

  • You've seen Chicago, now it's time to discover more of the United States. Journey around 451 kilometres southeast to Columbus to check off its top attractions. From Franklin Park Conservatory and Botanical Gardens to Whetstone Park / Park of Roses and Ohio Theatre, you'll have a full itinerary ahead.

  • If you're looking to explore another major stop in the United States, consider Indianapolis, about 257 kilometres southeast of Chicago. Lucas Oil Stadium, Eiteljorg Museum and The Children's Museum of Indianapolis are highlights.

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