There are 5 ways to get from Chicago to Jamaica by plane or taxi
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly Chicago Midway International Airport to Sangster International Airport
best- Fly from Chicago Midway International Airport (MDW) to Sangster International Airport (MBJ)plane MDW - MBJ
7h 33m$272–1,205Fly Chicago O'Hare International Airport to Norman Manley International Airport
cheapest- Fly from Chicago O'Hare International Airport (ORD) to Norman Manley International Airport (KIN)plane ORD - KIN
9h 48m$134–607Fly Chicago O'Hare International Airport to Sangster International Airport
- Fly from Chicago O'Hare International Airport (ORD) to Sangster International Airport (MBJ)plane ORD - MBJ
7h 57m$162–755Fly Chicago Midway International Airport to Norman Manley International Airport
- Fly from Chicago Midway International Airport (MDW) to Norman Manley International Airport (KIN)plane MDW - KIN
9h 26m$224–1,007Fly Chicago O'Hare International Airport to Ian Fleming International Airport, taxi
- Fly from Chicago O'Hare International Airport (ORD) to Ian Fleming International Airport (OCJ)plane ORD - OCJ
- Take the taxi from Ian Fleming International Airport (OCJ) to Linsteadtaxi
17h 57m$342–775
Chicago Midway International Airport (MDW) to Sangster International Airport (MBJ) flights
Comparing Your Travel Options
The cheapest way to get from Chicago to Jamaica is to fly which costs $130 - $650 and takes 9h 48m.
The fastest way to get from Chicago to Jamaica is to fly which takes 7h 33m and costs $270 - $1,200.
The distance between Chicago and Jamaica is 2774 km.
It takes approximately 7h 33m to get from Chicago to Jamaica, including transfers.
Jamaica is 1h ahead of Chicago. It is currently 1:47 PM in Chicago and 2:47 PM in Jamaica.
There are 518+ hotels available in Jamaica.
What companies run services between Chicago, IL, USA and Jamaica?
Southwest Airlines, Delta, and Frontier Airlines fly from Chicago Midway International Airport (MDW) to Sangster International Airport (MBJ) every 4 hours.
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Sangster International Airport
- Ave. Duration
- 4h 12m
- When
- Every day
- Estimated price
- $160–750
Flights from Chicago O'Hare International Airport to Sangster International Airport via Charlotte
- Ave. Duration
- 6h 3m
- When
- Every day
- Estimated price
- $160–750
Flights from Chicago O'Hare International Airport to Sangster International Airport via Miami
- Ave. Duration
- 6h 21m
- When
- Every day
- Estimated price
- $160–750
Flights from Chicago O'Hare International Airport to Norman Manley International Airport via Miami
- Ave. Duration
- 6h 37m
- When
- Every day
- Estimated price
- $130–600
Flights from Chicago Midway International Airport to Norman Manley International Airport via Miami
- Ave. Duration
- 7h 21m
- When
- Saturday, Monday, Tuesday, Wednesday, and Thursday
- Estimated price
- $220–1,000
Flights from Chicago O'Hare International Airport to Ian Fleming International Airport via Miami
- Ave. Duration
- 15h 11m
- When
- Every day
- Estimated price
- $100–470
Flights from Chicago O'Hare International Airport to Ian Fleming International Airport via Columbia, Miami
- Ave. Duration
- 14h 15m
- When
- Friday
- Estimated price
- $100–480
Flights from Chicago O'Hare International Airport to Ian Fleming International Airport via Jacksonville, Miami
- Ave. Duration
- 15h 41m
- When
- Every day
- Estimated price
- $100–470
Flights from Chicago O'Hare International Airport to Ian Fleming International Airport via Chattanooga, Miami
- Ave. Duration
- 15h 46m
- When
- Friday
- Estimated price
- $100–470
Flights from Chicago O'Hare International Airport to Ian Fleming International Airport via Tampa, Miami
- Ave. Duration
- 16h 2m
- When
- Monday and Tuesday
- Estimated price
- $100–470
Flights from Chicago O'Hare International Airport to Ian Fleming International Airport via Greenville/Spartanburg, Miami
- Ave. Duration
- 16h 6m
- When
- Every day
- Estimated price
- $100–470
Flights from Chicago O'Hare International Airport to Ian Fleming International Airport via Sarasota/Bradenton, Miami
- Ave. Duration
- 22h 31m
- When
- Every day
- Estimated price
- $100–480
- Website
- delta.com
Flights from Chicago Midway International Airport to Sangster International Airport via Atlanta
- Ave. Duration
- 6h 27m
- When
- Every day
- Estimated price
- $270–1,200
Flights from Chicago O'Hare International Airport to Sangster International Airport via Atlanta
- Ave. Duration
- 6h 13m
- When
- Every day
- Estimated price
- $160–750
Flights from Chicago O'Hare International Airport to Norman Manley International Airport via Atlanta
- Ave. Duration
- 7h 29m
- When
- Every day
- Estimated price
- $130–600
Flights from Chicago Midway International Airport to Norman Manley International Airport via Atlanta
- Ave. Duration
- 5h 57m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $220–1,000
- Website
- southwest.com
Flights from Chicago Midway International Airport to Sangster International Airport
- Ave. Duration
- 3h 55m
- When
- Saturday
- Estimated price
- $270–1,200
Flights from Chicago Midway International Airport to Sangster International Airport via Orlando
- Ave. Duration
- 7h 16m
- When
- Every day
- Estimated price
- $270–1,200
- Website
- flyfrontier.com
Flights from Chicago Midway International Airport to Sangster International Airport via Atlanta
- Ave. Duration
- 8h
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $470–1,200
Flights from Chicago O'Hare International Airport to Sangster International Airport via Atlanta
- Ave. Duration
- 7h 3m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $280–700
- Website
- jetblue.com
Flights from Chicago O'Hare International Airport to Sangster International Airport via Fort Lauderdale
- Ave. Duration
- 6h 57m
- When
- Every day
- Estimated price
- $160–750
Flights from Chicago Midway International Airport to Norman Manley International Airport via Fort Lauderdale
- Ave. Duration
- 6h 38m
- When
- Saturday
- Estimated price
- $220–1,000
- Website
- united.com
Flights from Chicago O'Hare International Airport to Sangster International Airport
- Ave. Duration
- 4h 8m
- When
- Every day
- Estimated price
- $160–750
- Website
- arajet.com
Flights from Chicago O'Hare International Airport to Norman Manley International Airport via Punta Cana
- Ave. Duration
- 7h 30m
- When
- Saturday
- Estimated price
- $270–1,100
- Website
- intercaribbean.com
Flights from Chicago O'Hare International Airport to Norman Manley International Airport via Providenciales
- Ave. Duration
- 6h 50m
- When
- Saturday
- Estimated price
- $140–650
- Ave. Duration
- 57 min
- Estimated price
- $240–300
Mr Jones Taxi and Tours
- Phone
- +1 876 349 3189
- Website
- mrjonestaxiandtours.com
Island Hop Express Tours & Taxi Service
- Phone
- +1 876 473 9743
- Website
- islandhopexpresstours.com
JUTA Tours Ocho Rios Chapter
- Phone
- +1 876 974 2292
- Website
- jutatoursja.com
Want to know more about travelling around the world?
Rome2Rio's Travel Guide series provide vital information for the global traveller. Read our range of informative guides on popular transport routes and companies - including Getting to Rome from the airport, How to get from Luton Airport into central London, and Flying into Beijing? - to help you get the most out of your next trip.






