$159 Find Cheap Flights from Chicago to Montego Bay - Compare and Save

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.

Among airlines operating Chicago to Montego Bay flights:

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

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

• United Airlines
• American Airlines
• Southwest

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).

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

• American Airlines: a cabin bag and a checked bag in Economy Class
• United 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 travelers should check the fare details before booking.

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

• Economy Class
• Business Class
• First Class

On this route, layover flights are cheaper than nonstop options on average. Layover fares average $439 round-trip via Fort Lauderdale (FLL), compared to $546 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.

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

• Atlanta Hartsfield-Jackson (ATL) - 33% of one-stop connections
• Fort Lauderdale (FLL) - 26% of one-stop connections
• Orlando (MCO) - 10% of one-stop connections
• Miami (MIA) - 6% of one-stop connections

Atlanta Hartsfield-Jackson (ATL) handles the largest share of one-stop connections on this route.

Yes. Being flexible with your travel dates can save you up to 21% on the Chicago to Montego Bay route. Tuesday is the cheapest departure day at $503 round-trip on average, while Thursday is the most expensive at $633, a difference of $130. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

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%.

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

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

• Earliest: departs at 8:05 am and lands at 12:15 pm
• Latest: departs at 9:45 am and lands at 1:55 pm.

The flight takes about 4h 10m.

Last-minute fares on this route - booked within 2 weeks of departure - run 2% below the route average of $542. Booking late can sometimes save money on this route, but inventory is limited.

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.

Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $421 to $3,775. That means the highest observed fare was about 9x higher than the lowest one.

One-way fares from Chicago to Montego Bay are currently lower than usual. Average one-way flight prices are about $172, which is 28% below the typical average for this route.

Flying via Miami (MIA) gives the shortest average 1-stop total travel time at 6h 55m, compared with 6h 57m via Baltimore/Washington (BWI) and 7h 00m via Charlotte Douglas (CLT).

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

Round-trip flights from Chicago to Montego Bay range from $439 to $697, with an average of $542 over the past 12 months. Anything below $439 counts as a good deal.

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.