Direct (nonstop) flights from Chicago to Montego Bay
1 airline flys nonstop from Chicago Midway International (MDW) to Sangster International (MBJ). It's 1,706 miles (2,745 km), about 3h 50m in the air. Operated by Southwest Airlines.
Southwest Airlines
Route data last updated: May 26, 2026
Airlines with non-stop flights
WN
Southwest Airlines
Alternative Routes
Other ways to fly from Chicago to Montego Bay with one stop · direct emits 288 kg CO₂ per passenger
Looking for the return flight?
MBJ → MDW: Flights from Montego Bay to ChicagoOther direct flights from Chicago
Direct flights from Montego Bay (MBJ)
Frequently Asked Questions
How long is the direct flight from Chicago to Montego Bay?
A nonstop flight from Chicago (MDW) to Montego Bay (MBJ) takes approximately 3 hours and 50 minutes. The distance is 1,706 miles (2,745 km).
Which airlines fly nonstop from Chicago to Montego Bay?
Just Southwest Airlines.
Is there a nonstop flight from Chicago to Montego Bay?
Yes. 1 airline: Southwest Airlines.
How far is Chicago from Montego Bay?
The flight distance from Chicago to Montego Bay is 1,706 miles (2,745 km), measured as the great-circle (shortest air) distance.
What type of aircraft flies from Chicago to Montego Bay?
At 3h 50m, this route typically uses narrow-body or mid-range jets — Boeing 737 MAX or Airbus A320neo. Varies by airline.
Do I need a visa to travel from USA to Jamaica?
Depends on your passport. Check with the Jamaica embassy or an official visa portal before booking — requirements change.
What is the carbon footprint of a flight from Chicago to Montego Bay?
Roughly 288 kg CO2 per passenger one-way. That's about the same as driving 1,440 km.
Is the return flight from Montego Bay to Chicago also nonstop?
Yes — nonstop flights run both ways. Flight time may differ slightly due to wind patterns.
When is the cheapest time to fly from Chicago to Montego Bay?
Midweek flights (Tue/Wed) outside holiday peaks are usually cheapest. 3-6 weeks ahead is a good window for this route. Use "Check Prices" above to compare.
How early should I arrive at Chicago Midway International for this flight?
3 hours before departure for international flights. You need time for check-in, security, and immigration.