$238 Find Cheap Flights from Montego Bay to Chicago Midway Airport - Compare and Save

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

• Earliest: departs at 1:25 pm and lands at 5:34 pm
• Latest: departs at 2:25 pm and lands at 6:34 pm.

The flight takes about 4h 09m.

Only Economy Class is available on flights from Montego Bay to Chicago Midway Airport.

A nonstop flight from Montego Bay to Chicago Midway Airport takes 4h 09m, covering 1,709 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 Montego Bay to Chicago Midway Airport range from $445 to $624, with an average of $475 over the past 12 months. Anything below $445 counts as a good deal.

On this route, nonstop flights are cheaper than layover options on average. Nonstop fares average $370 round-trip, compared to $525 via a layover through Baltimore/Washington (BWI).

The Boeing 737 MAX 8 family is used most often on this route, operated mainly by Southwest and United Airlines. Other aircraft seen on the route include Boeing 737 variants.

Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $430 to $2,150. That means the highest observed fare was about 5x higher than the lowest one.

One-way fares from Montego Bay to Chicago Midway Airport are currently lower than usual. Average one-way flight prices are about $262, which is 33% below the typical average for this route.

Chicago Midway Airport (MDW) hosts 5 major car rental companies, with daily rates averaging $84 for economy cars. Top options include:

• Hertz
• Dollar
• Budget
• Alamo
• Rent-A-Wreck

Flights from Montego Bay to Chicago Midway Airport usually depart from Montego Bay Sangster Intl (MBJ) and arrive at Chicago Midway (MDW).

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

• Atlanta Hartsfield-Jackson (ATL) - 57% of one-stop connections
• Baltimore/Washington (BWI) - 29% of one-stop connections
• Orlando (MCO) - 14% of one-stop connections

Yes. Flexible dates can save you up to 32% on flights from Montego Bay to Chicago Midway Airport. Thursday is the cheapest departure day at $426 round-trip on average, while Tuesday is the most expensive at $624, a difference of $198.

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

Only Southwest operates flights between Montego Bay and Chicago Midway Airport.

Flying via Orlando (MCO) gives the shortest average 1-stop total travel time at 6h 09m, compared with 7h 38m via Baltimore/Washington (BWI) and 9h 27m via Atlanta Hartsfield-Jackson (ATL).

Some of the most popular sights in Chicago Midway Airport are Magnificent Mile, Grant Park and Soldier Field. These are among the most viewed places in Chicago Midway Airport on KAYAK.