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Direct flights from Chicago to Montego Bay

Did you mean Flights from Montego Bay to Chicago?

Flightmap/Flights from MDW/MDW to MBJ

Chicago

United States

MDW

Chicago Midway International Airport

Montego Bay

Jamaica

MBJ

Sangster International Airport

Route
Nonstop service available
Distance
1,710 miles
Marketing airlines
1 airline
Aircraft
1 aircraft type
Dates
Nov 21, 2026 – Aug 2, 2027

Observed award fares

A sample of one-way prices for one traveler from Roame’s fare cache. Points, fees, and seats describe the same observation. Availability can change; confirm with the loyalty program before transferring points.

Departure window: 2026-10-23 – 2026-11-21.

No recent fares appear in this limited preview. This does not mean the route is sold out. Use the search controls to check other dates and routes.

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Explore these airports and cities

  • Flights from MDW
  • Flights to MBJ
  • Award flights to Chicago

Chicago to Montego Bay route overview

Chicago Midway International Airport (MDW) serves Chicago; Sangster International Airport (MBJ) serves Montego Bay.

The airports are 1,710 miles apart by great-circle distance.

Roame's current schedule feed shows nonstop service from MDW to MBJ.

Marketing airlines listed in the current schedule, including codeshare sellers, are Southwest Airlines (WN). This list does not identify the operating airline for each flight; check the flight details before booking.

Published schedule dates span Nov 21, 2026 – Aug 2, 2027.

Marketing airlines on the Chicago to Montego Bay route

These are marketing airlines, including codeshare sellers. This list does not identify the operating airline for each flight; check the flight details before booking.

Aircraft flying from MDW to MBJ

Frequently asked questions

Which airports serve the Chicago to Montego Bay route?

Chicago Midway International Airport (MDW) is the origin airport and Sangster International Airport (MBJ) is the destination airport.

How far is Montego Bay from Chicago?

MDW and MBJ are approximately 1,710 miles apart by great-circle distance.

Are there direct flights from MDW to MBJ?

Yes. Roame's current schedule feed shows nonstop service from MDW to MBJ.

Which airlines market flights from MDW to MBJ?

Marketing airlines listed in the current schedule, including codeshare sellers, are Southwest Airlines (WN). This list does not identify the operating airline for each flight; check the flight details before booking.

Which aircraft fly from MDW to MBJ?

Aircraft listed in the current schedule include Boeing 737 MAX 8 (7M8).

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