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Find cheap flights from Montego Bay to Chicago

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Search hundreds of travel sites at once for deals on flights to Chicago

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Montego Bay to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Montego Bay to Chicago, as well as popular online travel agencies
In the last 7 days, travellers have searched 43,623,357 times on KAYAK, and here's why:

Save 28% or moreCompare multiple travel sites with one search.

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Flights from Montego Bay to O'Hare Intl - Travel Insights & Trends

Get data-powered insights and trends into flights from Montego Bay to O'Hare Intl to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Montego Bay to Chicago O'Hare Intl Airport?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Montego Bay to Chicago O'Hare Intl Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Montego Bay to Chicago O'Hare Intl Airport is August, where tickets cost £290 on average. On the other hand, the most expensive months are November and December, where the average cost of tickets is £632 and £442 respectively.

How far in advance should I book a flight from Montego Bay to Chicago O'Hare Intl Airport?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Montego Bay to Chicago O'Hare Intl Airport, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Montego Bay to Chicago O'Hare Intl Airport, you should book around 3 days before departure. For the absolute cheapest price, our data suggests you should book 21 days before departure.

Which airlines fly direct between Montego Bay and Chicago O'Hare Intl Airport?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for flights from Montego Bay to Chicago O'Hare Intl Airport.
There are 2 airlines that fly direct from Montego Bay to Chicago O'Hare Intl Airport. They are American Airlines and United Airlines. The cheapest airline for this route is American Airlines, with the best one-way deal found costing £286. On average, the best prices for this route can be found at American Airlines.

How many flights are there between Montego Bay and Chicago O'Hare Intl Airport per day?

Each day, there are between 1 and 2 nonstop flights that take off from Montego Bay and land in Chicago O'Hare Intl Airport, with an average flight time of 4h 31m. The most common departure time is 14:00 and most flights take off in the afternoon. Each week, there are 10 flights. The most frequent day of departure is Friday, when 20% of all weekly flights depart. The fewest flights depart on a Tuesday.

Which cabin class options are there for flights between Montego Bay and Chicago O'Hare Intl Airport?

The average price of flights for each cabin class for the route found by users searching on KAYAK over the last 2 weeks.
There is only one cabin class option available for the route, which is Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

What’s the earliest departure time from Montego Bay to Chicago?

Early birds can take the earliest flight from Montego Bay at 13:51 and will be landing in Chicago O'Hare Intl Airport at 18:15.

What’s the latest departure time from Montego Bay to Chicago?

If you prefer to fly at night, the latest flight from Montego Bay to Chicago O'Hare Intl Airport jets off at 14:05 and lands at 18:35.

Good to know - Cheap tickets from Montego Bay to Chicago

Low season

February

High season

July
Best time to beat the crowds (13% less expensive on average)
Most popular time to fly and prices are also 10% lower on average.

When to book flights from Montego Bay to O'Hare Intl

Are your dates flexible? Find out the best times to travel from Montego Bay to O'Hare Intl based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated return price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or returns with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Montego Bay to Chicago flights

  • Which airlines offer Wi-Fi service onboard planes from Montego Bay to Chicago?

    American Airlines, Air Canada, and Delta offer inflight Wi-Fi service on the Montego Bay to Chicago flight route.

  • Which aircraft models fly most regularly from Montego Bay to Chicago?

    The Boeing 737-900 is the aircraft model that flies most regularly on the Montego Bay to Chicago flight route.

  • Which airline alliances offer flights from Montego Bay to Chicago?

    oneworld, and Star Alliance are the airline alliances operating flights between Montego Bay and Chicago, with oneworld being the most commonly used for this route.

  • On which days can I fly direct from Montego Bay to Chicago?

    There are direct flights from Montego Bay to Chicago on a daily basis.

  • How does KAYAK find such low prices on flights from Montego Bay to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Montego Bay to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Montego Bay to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Montego Bay is likely to change within 7 days, so travellers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Montego Bay to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional return ticket. You could then fly to Chicago with an airline and back to Montego Bay with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Montego Bay to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Montego Bay up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding a cheap flight from Montego Bay to Chicago

  • Looking for a cheap flight from Chicago to Montego Bay? 25% of our users found flights on this route for £251 or less one-way and £286 or less round-trip.

Prefer to fly direct from Montego Bay to Chicago?

Find which airlines fly direct from Sangster Intl to O'Hare Intl, which days they fly and book direct flights.

Direct departures

Montego Bay Sangster Intl to Chicago O'Hare Intl

Monday

American Airlines, British Airways

American Airlines, British Airways

Tuesday

American Airlines, British Airways

American Airlines, British Airways

Wednesday

American Airlines, British Airways

American Airlines, British Airways

Thursday

American Airlines, British Airways

American Airlines, British Airways

Friday

American Airlines, British Airways, United Airlines

American Airlines, British Airways, +1 more

Saturday

American Airlines, British Airways, United Airlines

American Airlines, British Airways, +1 more

Sunday

American Airlines, British Airways, United Airlines

American Airlines, British Airways, +1 more

See more direct flights

Direct returns

Chicago O'Hare Intl to Montego Bay Sangster Intl

Monday

American Airlines

American Airlines

Tuesday

American Airlines

American Airlines

Wednesday

American Airlines

American Airlines

Thursday

American Airlines

American Airlines

Friday

American Airlines, United Airlines

American Airlines, United Airlines

Saturday

American Airlines, United Airlines

American Airlines, United Airlines

Sunday

American Airlines, United Airlines

American Airlines, United Airlines

See more direct flights
See more direct flights

Top airlines flying from Montego Bay to O'Hare Intl

 
See real verified KAYAK customer reviews for airlines flying from Montego Bay to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Montego Bay to O'Hare Intl? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.3
American AirlinesOverall score based on 14875 reviews
6.6food
7.1entertainment
8.0crew
7.6boarding
7.2comfort
Airline reviews

The plane was old and in new of a cleaning up and renovating on the interior. Seats and carpets were very worn and dirty looking. Cushioning on the seats was broken down and not as comfortable as newer jet seats. Food was a little below average but okay. Staff were friendly and hard working but did not pick up debris or food they spilled when collecting from the customers. But they were very helpful and professional.

8.0 ExcellentMichael, Apr 2024AMM - ORD
Read more about American Airlines reviews

The plane was old and in new of a cleaning up and renovating on the interior. Seats and carpets were very worn and dirty looking. Cushioning on the seats was broken down and not as comfortable as newer jet seats. Food was a little below average but okay. Staff were friendly and hard working but did not pick up debris or food they spilled when collecting from the customers. But they were very helpful and professional.

This flight is frequently delayed. The connections seemingly are more frequently delayed. I’ve missed connections as a result twice on the same route to charlotte then Charleston. Final destination arrival has been the next day, twice in a row. No pilots, no crew. Too many excuses. Unfortunately, my days with American are over.

Entertainment was okay not because anything was wrong but it is a short flight so having no wifi is annoying but understandable. Crew was outstanding as usual

Those seats were way too narrow. I had the middle seat, one person was a very skinny person and we still couldn’t avoid touching each other anytime one of us moved. The other person was larger and we were basically sitting in each others lap the entire flight. There was zero entertainment. The flight was long enough to justify tvs, but no. Gotta sit there in your infant seat and twiddle your thumbs.

Flight was fine. It took an unusually long time to have baggage delivered to the carousel in ORD.

Average - flew with Jet Blue internal and it was far more comfortable and better food and entertainment. Notable difference

The flight got canceled due to mechanical issues, and he to be rebooked and missed my appointments for that day

The flight was scheduled to depart DCA at 12:30 pm but was delayed twice on the ground so that we were finally scheduled to depart at around 4:00 pm. Once we boarded, it was announced that takeoff would be delayed again to fix a hydraulic problem which delayed our eventual takeoff until around 5:00 pm. Once we departed, it was a smooth flight back to ORD. We did not get any explanation about what caused the original significant delay. In my experience, this happens frequently with AA.

The only problem experienced was a ground stop in Chicago due to weather. But the crew handled everything professionally. They prioritized rebooking those passengers who had connecting flights and then deplaning the other passengers. When the hold was lifted, they efficiently re-boarded all the passengers so that we could depart before our departure limit expired.

lounge was the highlight - seats weren't that comfortable - it was a full flight but no complaints

The seat are terrible. Don’t even think of sleeping on a Spirit flight. The kids that run the plane aka flight attendants are pretty rude and straight forward. They get the job done but without class.

I had a death in my family and booked my flight on Spirit. My flight was cancelled the morning of my flight, no explanation, no help to rebook, nobody to talk to. The next available flight was 2days later !!!! Terrible airline, will NEVER fly with them again!

They took a horrible route with a lot of turbulence and I eneded up getting sick. Even if the flight takes longer. Don't put people life at risk just to get to the airport on time.

Every thing was fine ,low price,easy on time ,clean, good staff, really no issues

Had to board plan 2x due to lack of security check after 1st boarding

Miserable. The crew was rude, the flight was delayed 5 hours for mechanical reasons and then “weather” even though other planes were leaving.

They kept Changing the flight times. It was delayed several times and at one point it was supposed to depart at 3.40am! At which point we ended up staying overnight and booked long a separate United flight for early morning departure. The spirit flight then got moved up and left at 1.30 in the morning when it was supposed to leave at 9.40pm the night before.

Flight was delayed...not horribly late. Just before push back engine shut down for a quick replacement item that took about five minutes. After that, everything was smooth and the pilot was able to make up time in the air so that our arrival time was not too far off the original anticipated arrival time.

Only inflight purchases for food and water. Nothing comes with ticket price. Have to purchase bags, food...

The flight was delayed almost two hours on the front end, and an hour on the backend once we landed and waited for a gate to open up. We were told to remain in our seats during that whole delay and I had to go to the bathroom badly. I was unable to hold it and was forced to urinate in my pants while in my seat. I then had to sit in it until we finally deboarded and I was able to change my clothes.

Book cheap flights from Montego Bay to Chicago

One-way flight deals

directAmerican Airlines
4h 35mMBJ-ORD
directUnited Airlines
4h 24mMBJ-ORD
directBritish Airways
4h 35mMBJ-ORD

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Montego Bay - Chicago Flights

Departure:

Montego Bay (MBJ)Jamaica

Destination:

Chicago (ORD)United States

Cabin classes:

£259

Browse origins:

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  • Montego Bay

Browse destinations:

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  • Chicago O'Hare Airport