There are 2 ways to get from Montego Bay to Chicago by plane
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly to Chicago Midway International Airport
best- Fly from Sangster International Airport (MBJ) to Chicago Midway International Airport (MDW)MBJ - MDW
4h 50m$193–822Fly to Chicago O'Hare International Airport
- Fly from Sangster International Airport (MBJ) to Chicago O'Hare International Airport (ORD)MBJ - ORD
5h 12m$229–491
Sangster International Airport (MBJ) to Chicago Midway International Airport (MDW) flights
Questions & Answers
The cheapest way to get from Montego Bay to Chicago is to fly which costs $220 - $500 and takes 5h 12m.
The fastest way to get from Montego Bay to Chicago is to fly which takes 4h 50m and costs $190 - $850.
The distance between Montego Bay and Chicago is 1731 miles.
It takes approximately 4h 50m to get from Montego Bay to Chicago, including transfers.
Chicago is 1h behind Montego Bay. It is currently 7:47 AM in Montego Bay and 6:47 AM in Chicago.
There are 1239+ hotels available in Chicago.
What companies run services between Montego Bay, Jamaica and Chicago, IL, USA?
Southwest Airlines, Delta, and Frontier Airlines fly from Sangster International Airport (MBJ) to Chicago Midway International Airport (MDW) 3 times a day.
Transport is disrupted due to the Russia-Ukraine war. Read more
- Website
- aa.com
Flights from Sangster International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 43m
- When
- Every day
- Estimated price
- $130–600
Flights from Sangster International Airport to Chicago O'Hare International Airport via Miami
- Ave. Duration
- 6h 45m
- When
- Every day
- Estimated price
- $130–600
- Website
- southwest.com
Flights from Sangster International Airport to Chicago Midway International Airport
- Ave. Duration
- 4h 10m
- When
- Saturday
- Estimated price
- $190–850
Flights from Sangster International Airport to Chicago Midway International Airport via Orlando
- Ave. Duration
- 5h 55m
- When
- Monday to Saturday
- Estimated price
- $190–850
Flights from Sangster International Airport to Chicago O'Hare International Airport via Orlando
- Ave. Duration
- 8h 35m
- When
- Every day
- Estimated price
- $130–600
- Website
- delta.com
Flights from Sangster International Airport to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 6h 42m
- When
- Every day
- Estimated price
- $190–850
Flights from Sangster International Airport to Chicago O'Hare International Airport via Atlanta
- Ave. Duration
- 7h 11m
- When
- Every day
- Estimated price
- $130–600
- Website
- flyfrontier.com
Flights from Sangster International Airport to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 7h 46m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $190–850
Flights from Sangster International Airport to Chicago O'Hare International Airport via Atlanta
- Ave. Duration
- 7h 58m
- When
- Monday, Tuesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $130–600
- Website
- spirit.com
Flights from Sangster International Airport to Chicago O'Hare International Airport via Orlando
- Ave. Duration
- 7h 43m
- When
- Monday, Wednesday, and Friday
- Estimated price
- $220–380
Flights from Sangster International Airport to Chicago O'Hare International Airport via Fort Lauderdale
- Ave. Duration
- 7h 56m
- When
- Tuesday, Thursday, Saturday, and Sunday
- Estimated price
- $220–380
- Website
- united.com
Flights from Sangster International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 4h 25m
- When
- Every day
- Estimated price
- $130–600
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