Direct (nonstop) flights from Montego Bay to Chicago
1 airline flys nonstop from Sangster International (MBJ) to Chicago Midway International (MDW). It's 1,706 miles (2,745 km), about 4h 15m in the air. Operated by Southwest Airlines.
Southwest Airlines
Route data last updated: May 28, 2026
Airlines with non-stop flights
WN
Southwest Airlines
Alternative Routes
Other ways to fly from Montego Bay to Chicago with one stop · direct emits 288 kg CO₂ per passenger
Looking for the return flight?
MDW → MBJ: Flights from Chicago to Montego BayOther direct flights from Montego Bay
Direct flights from Chicago (MDW)
Frequently Asked Questions
How long is the direct flight from Montego Bay to Chicago?
A nonstop flight from Montego Bay (MBJ) to Chicago (MDW) takes approximately 4 hours and 15 minutes. The distance is 1,706 miles (2,745 km).
Which airlines fly nonstop from Montego Bay to Chicago?
Just Southwest Airlines.
Is there a nonstop flight from Montego Bay to Chicago?
Yes. 1 airline: Southwest Airlines.
How far is Montego Bay from Chicago?
The flight distance from Montego Bay to Chicago is 1,706 miles (2,745 km), measured as the great-circle (shortest air) distance.
What type of aircraft flies from Montego Bay to Chicago?
At 4h 15m, 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 Jamaica to USA?
Depends on your passport. Check with the USA embassy or an official visa portal before booking — requirements change.
What is the carbon footprint of a flight from Montego Bay to Chicago?
Roughly 288 kg CO2 per passenger one-way. That's about the same as driving 1,440 km.
Is the return flight from Chicago to Montego Bay 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 Montego Bay to Chicago?
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 Sangster International for this flight?
3 hours before departure for international flights. You need time for check-in, security, and immigration.