Direct flights from Montego Bay to Chicago

  • 2 flights a week
  • Southwest Airlines

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When the nonstops leave

Typical weekly schedule · 2 flights per week · Updated 87d ago

Most leave in the afternoon.

Morning before noon 0 a week

No nonstop leaves before noon.

Afternoon noon – 6 PM 2 a week

Arrive the same day

2:30 PMSat, Sun
Evening after 6 PM 0 a week

No nonstop leaves after 6 PM.

Southwest Airlines

More nonstops from Montego Bay

MBJ → ATL Atlanta 2 airlines MBJ → YYZ Toronto 4 airlines MBJ → CLT Charlotte 2 airlines MBJ → MIA Miami 2 airlines MBJ → ORD Chicago 2 airlines MBJ → BWI Baltimore MBJ → FRA Frankfurt-am-Main MDW → MBJ The return trip MBJ All nonstops from Montego Bay MDW All nonstops from Chicago

Frequently asked questions

Is there a direct flight from Montego Bay to Chicago?

Yes. Southwest Airlines flies nonstop from Montego Bay (MBJ) to Chicago (MDW), 1–2 times a week. The flight takes about 4h 2m and covers 1,710 miles (2,752 km). Schedule data from 24 July 2026.

Which airlines fly direct from Montego Bay to Chicago?

Southwest Airlines operates nonstop flights from Montego Bay to Chicago.

How long is the flight from Montego Bay to Chicago?

The nonstop flight from Montego Bay to Chicago takes ~4h 2m (approximately 2752 km).

How often do direct flights operate from Montego Bay to Chicago?

Nonstop flights from Montego Bay to Chicago operate 1–2 times a week — 2 flights per week.

What days of the week are there direct flights from Montego Bay to Chicago?

Direct flights from Montego Bay to Chicago operate on Saturday and Sunday.