$177 Find Cheap Flights from Chicago to Montego Bay - Compare and Save

These are the earliest and latest flight times available from Chicago to Montego Bay:

• Earliest: departs at 7:55 am and lands at 12:05 pm
• Latest: departs at 10:05 am and lands at 2:15 pm.

The flight takes about 4h 10m.

Three cabin classes are available on flights from Chicago to Montego Bay:

• Economy Class
• Business Class
• First Class

A nonstop flight from Chicago to Montego Bay takes 4h 10m, covering 1,712 miles.

Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

Round-trip flights from Chicago to Montego Bay range from $444 to $699, with an average of $548 over the past 12 months. Anything below $444 counts as a good deal.

Last-minute fares on this route (booked within two weeks of departure) run 8% above the $548 route average. Book 9 weeks before departure for the lowest fares.

On this route, layover flights are cheaper than nonstop options on average. Layover fares average $427 round-trip via Montreal Pierre Elliott Trudeau Intl (YUL), compared to $555 for nonstop.

There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $35–$100 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

Morning is the busiest departure period on Chicago to Montego Bay flights, with 100% of flights leaving in that window. Afternoon departures account for 0%, evening flights for 0%, and night flights for 0%.

Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $468 to $4,352. That means the highest observed fare was about 9x higher than the lowest one.

Two airlines offer in-flight Wi-Fi on Chicago to Montego Bay flights:

• American Airlines
• JetBlue

Pricing varies by airline and fare class. Some plans are included with the ticket or loyalty program; others are paid add-ons priced by flight length.

One-way fares from Chicago to Montego Bay are currently lower than usual. Average one-way flight prices are about $197, which is 17% below the typical average for this route.

Montego Bay Sangster Intl Airport (MBJ) hosts 5 major car rental companies, with daily rates starting from around $4 for economy cars. Top options include:

• Timeless Car Rental
• Classique Car Rentals
• Epic Car Rental Limited
• Chalis
• Island Car Rentals

Flights from Chicago to Montego Bay may depart from several airports in Chicago area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD). Flights usually arrive at Montego Bay Sangster Intl (MBJ).

One-stop flights from Chicago to Montego Bay most commonly connect through:

• Atlanta Hartsfield-Jackson (ATL) - 34% of one-stop connections
• Fort Lauderdale (FLL) - 19% of one-stop connections
• Orlando (MCO) - 10% of one-stop connections
• Charlotte Douglas (CLT) - 7% of one-stop connections

Yes. Flexible dates can save you up to 20% on flights from Chicago to Montego Bay. Tuesday is the cheapest departure day at $502 round-trip on average, while Thursday is the most expensive at $624, a difference of $122.

KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

3 airlines operate flights between Chicago and Montego Bay. The airlines offering nonstop flights on this route include:

• United Airlines
• American Airlines
• Southwest

Flying via Baltimore/Washington (BWI) gives the shortest average 1-stop total travel time at 6h 55m, compared with 7h 04m via Orlando (MCO) and 7h 05m via Charlotte Douglas (CLT).

Some of the most popular sights in Montego Bay are Doctor's Cave Bathing Club, Cornwall Beach and Fort Montego Craft Market. These are among the most viewed places in Montego Bay on KAYAK.

Among airlines operating Chicago to Montego Bay flights:

• United Airlines: offers extra legroom; offers free seat selection
• American Airlines: offers extra legroom; offers free seat selection
• Southwest: offers free seat selection

Extra legroom and free seat selection availability depends on fare class and route.

Here are some options for this route, based on selected ticket types and cabin classes:

• United Airlines: a cabin bag and a checked bag in Economy Class
• American Airlines: a cabin bag and a checked bag in Economy Class
• Avianca: a cabin bag and a checked bag in Business Class

Bag allowance can vary by ticket type, cabin class, route and airline, so always check the fare details before booking.

You can explore a number of cities in Jamaica when you land at Sangster International Airport in Montego Bay. Some of the cities to consider visiting include Anchovy, Sandy Bay, and Cambridge. Buses provide affordable and convenient means of connecting to these cities from Montego Bay.

Taxis offer the fastest and most reliable means of transport for travelers from Sangster International Airport to Montego Bay city center. The taxis are available at the airport's parking lot, located immediately after the baggage claim area. In light traffic, a taxi ride to the city center from the airport will take about 10 minutes.

Consider using either American Airlines or Delta Airlines any time you fly from Chicago to Montego Bay. Using American Airlines reduce the time you spend with your kids in the air before arriving at Montego Bay. You will get to your destination in good time before your kids get tired and develop discomfort. If you use Delta Airlines, you and your kids will enjoy traveling comfortably in spacious seats with extra legroom.

Yes. There is an on-site car rental facility at Sangster International airport. This enhances the convenience of those who want to rent a car and enjoy self-drive from the airport to their preferred destination in Montego Bay. The car rental facility features Hertz, Enterprise, Avis, Budget, and other car rentals and is located inside the Arrivals Hall.