$122 Cheap Flights from Chicago (ORD) to Montego Bay (MBJ)

View $122 flight on Wed, Jan 21, 2026Opens in a new window

Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Sir Donald Sangster Intl. Airport (MBJ)

  • notification illustration

    Be in the know

    Get alerts if flight prices drop or rise*
  • deals illustration

    Book smarter

    Save up to 30% on select hotels after you book a flight*
  • trophy illustration

    Earn twice

    Earn your airline miles on top of our OneKeyCash
    Learn about One Key

Cheap Flights from Chicago to Montego Bay (ORD-MBJ)

Prices were available within the past 7 days and start at $122 for one-way flights and $280 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Spirit Airlines
Wed, Jan 28 - Thu, Jan 29
ORD
Chicago
MBJ
Montego Bay
$280 Roundtrip, found 8 hours ago
$280
Roundtrip
found 8 hours ago
Select Spirit Airlines flight, departing Wed, Jan 28 from Chicago to Montego Bay, returning Thu, Jan 29, priced at $280 found 8 hours ago
Spirit Airlines
Sat, Nov 15 - Sat, Nov 22
ORD
Chicago
MBJ
Montego Bay
$285 Roundtrip, just found
$285
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, Nov 15 from Chicago to Montego Bay, returning Sat, Nov 22, priced at $285 just found
Spirit Airlines
Tue, Jan 27 - Wed, Feb 4
ORD
Chicago
MBJ
Montego Bay
$290 Roundtrip, found 17 hours ago
$290
Roundtrip
found 17 hours ago
Select Spirit Airlines flight, departing Tue, Jan 27 from Chicago to Montego Bay, returning Wed, Feb 4, priced at $290 found 17 hours ago
Spirit Airlines
Tue, Jan 6 - Tue, Jan 13
ORD
Chicago
MBJ
Montego Bay
$293 Roundtrip, found 2 hours ago
$293
Roundtrip
found 2 hours ago
Select Spirit Airlines flight, departing Tue, Jan 6 from Chicago to Montego Bay, returning Tue, Jan 13, priced at $293 found 2 hours ago
Spirit Airlines
Tue, Jan 27 - Wed, Jan 28
ORD
Chicago
MBJ
Montego Bay
$299 Roundtrip, found 8 hours ago
$299
Roundtrip
found 8 hours ago
Select Spirit Airlines flight, departing Tue, Jan 27 from Chicago to Montego Bay, returning Wed, Jan 28, priced at $299 found 8 hours ago
Spirit Airlines
Wed, Jan 14 - Wed, Jan 21
ORD
Chicago
MBJ
Montego Bay
$302 Roundtrip, found 3 hours ago
$302
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Wed, Jan 14 from Chicago to Montego Bay, returning Wed, Jan 21, priced at $302 found 3 hours ago
United
Fri, Nov 14 - Sat, Nov 22
ORD
Chicago
MBJ
Montego Bay
$314 Roundtrip, found 17 hours ago
$314
Roundtrip
found 17 hours ago
Select United flight, departing Fri, Nov 14 from Chicago to Montego Bay, returning Sat, Nov 22, priced at $314 found 17 hours ago
American Airlines
Sun, Jan 18 - Fri, Jan 23
ORD
Chicago
MBJ
Montego Bay
$357 Roundtrip, just found
$357
Roundtrip
just found
Select American Airlines flight, departing Sun, Jan 18 from Chicago to Montego Bay, returning Fri, Jan 23, priced at $357 just found
Copa
Tue, Jan 20 - Wed, Jan 21
ORD
Chicago
MBJ
Montego Bay
$359 Roundtrip, found 8 hours ago
$359
Roundtrip
found 8 hours ago
Select Copa flight, departing Tue, Jan 20 from Chicago to Montego Bay, returning Wed, Jan 21, priced at $359 found 8 hours ago
Delta
Fri, Nov 28 - Tue, Dec 2
ORD
Chicago
MBJ
Montego Bay
$371 Roundtrip, just found
$371
Roundtrip
just found
Select Delta flight, departing Fri, Nov 28 from Chicago to Montego Bay, returning Tue, Dec 2, priced at $371 just found

Find the cheapest month to fly from Chicago (ORD) to Montego Bay (MBJ)

September is typically the cheapest month to fly

From $249 - $372 per traveler.

Alternative airports near Montego Bay

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Sir Donald Sangster Intl. MBJ. Cheapest and Closest option available. Average driving time to city center is 4 minutes. Flights from $366
MBJ
Sir Donald Sangster Intl.
CheapestClosest
Average driving time to city center4 min
Flights from $366

Frequently asked questions

How much does a flight from O'Hare Intl. Airport (ORD) to Sir Donald Sangster Intl. Airport (MBJ) cost?
Snag a cheap one-way flight from $122 or cheap return flight from $280 from O'Hare Intl. Airport (ORD) to Sir Donald Sangster Intl. Airport (MBJ) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight deals on this route.
What is the cheapest month to fly from O'Hare Intl. Airport (ORD) to Sir Donald Sangster Intl. Airport (MBJ)?
Flying in January may help you find better deals, as it's the cheapest month for flights between ORD and MBJ. You'll typically find the lowest prices during off-peak months.
Which airlines fly direct from O'Hare Intl. Airport (ORD) to Sir Donald Sangster Intl. Airport (MBJ)?
Catch a direct flight with United Airlines and head straight from O'Hare Intl. Airport (ORD) to Sir Donald Sangster Intl. Airport (MBJ).
What is the cheapest airline that flies from O'Hare Intl. Airport (ORD) to Sir Donald Sangster Intl. Airport (MBJ)?
While prices can change depending on when you travel, American Airlines and United Airlines are often among the top picks for flights between O'Hare Intl. Airport (ORD) and Sir Donald Sangster Intl. Airport (MBJ). You can also compare carriers on Expedia and use the "Sort by" filter to find the best deal for your ORD to MBJ flight.
How many flights per day from O'Hare Intl. Airport (ORD) to Sir Donald Sangster Intl. Airport (MBJ)?
On average, just 1 nonstop flight departs daily from O'Hare Intl. Airport (ORD) to Sir Donald Sangster Intl. Airport (MBJ). Seeking more options? Use Expedia's filter tool to find flights with layovers and explore a new city along the way.
What are the most popular departure times for flights from O'Hare Intl. Airport (ORD) to Sir Donald Sangster Intl. Airport (MBJ)?
The 8 AM departures from ORD to MBJ are the busiest. Prices can be higher for these popular slots. If you're looking to save, pick a less crowded time to fly.
What day of the week has the most flights from ORD to MBJ?
Saturday offers the most flights from O'Hare Intl. Airport (ORD) to Sir Donald Sangster Intl. Airport (MBJ). Consider traveling on this day and you'll have a greater chance of finding a departure that works with your plans.
What is the earliest flight from O'Hare Intl. Airport (ORD) to Sir Donald Sangster Intl. Airport (MBJ)?
The earliest flight departing from O'Hare Intl. Airport (ORD) is at around 7:05AM UTC-6. Board this flight and you'll arrive at Sir Donald Sangster Intl. Airport (MBJ) at approximately 12:15PM UTC-5. The total travel time is 4h 10m.
How long does it take to fly from O'Hare Intl. Airport (ORD) to Sir Donald Sangster Intl. Airport (MBJ)?
It takes approximately 4 hours and 6 minutes to cover the 1,750 mi from ORD to MBJ.
What is the best time to fly from O'Hare Intl. Airport (ORD) to Sir Donald Sangster Intl. Airport (MBJ)?
To land at Sir Donald Sangster Intl. Airport (MBJ) without delays, select a flight that leaves O'Hare Intl. Airport (ORD) before 3 PM. The chance of cancellations is 22% higher, on average, for departures after this time.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Montego Bay from O'Hare Intl. Airport (ORD)?
Sir Donald Sangster Intl. Airport (MBJ) is the only airport in Montego Bay with direct flights from O'Hare Intl. Airport (ORD). Compare your options and find affordable fares on Expedia.
Is it cheaper to buy a plane ticket from O'Hare Intl. Airport (ORD) to Sir Donald Sangster Intl. Airport (MBJ) last-minute?
Booking your plane ticket from ORD to MBJ just before your trip is typically more expensive. However, if there's some wiggle room with your travel times and dates, you could bag a cheap last-minute fare.
Is it cheaper to book an ORD to MBJ flight and hotel package?
Booking an ORD to MBJ flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the convenience of organizing your trip in one place. Choose from our extensive range of hotels and then add activities, car rentals and flights to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from O'Hare Intl. Airport (ORD) to Sir Donald Sangster Intl. Airport (MBJ)?
If you booked your ORD to MBJ flight within the last 24 hours, you may be able to modify or cancel it without fees. Depending on the airline and the type of ticket you purchased, additional charges may apply for changes after that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal for more information.

Travel information

Origin airport
O'Hare Intl.
Destination airport
Sir Donald Sangster Intl.
Airlines serving
Air Canada, American Airlines, Copa, Delta, Frontier Airlines, JetBlue Airways, Southwest Airlines, Spirit Airlines, United
Roundtrip price
$280
Distance
1725 mi
Average flight time
5 hours 5 mins

Book with confidence

Chicago to Montego Bay Flights

The cheapest times to fly from Chicago to Montego Bay

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Montego Bay are during the month of January. You can find some of the cheapest flights from Chicago to Montego Bay with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Montego Bay

Sunday is one of the best days to book for cheap flights from Chicago to Montego Bay: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Chicago to Montego Bay

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Montego Bay in 2025. You can also book with separate airlines for your outbound and return journeys, from $122 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Montego Bay flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to Montego Bay airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Chicago to Montego Bay Flights

Explore a world of travel with Expedia

*Available to One Key members.