There are 7 ways to get from Chicago to Negril by plane, shuttle, train, or bus
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, Tour
best- Fly from Chicago Midway International Airport (MDW) to Sangster International Airport (MBJ)plane MDW - MBJ
- Take a shuttle bus from Montego Bay to Shopping Negril
8h 48m$352–1,285Fly Chicago O'Hare International Airport to Sangster International Airport, Tour
cheapest- Fly from Chicago O'Hare International Airport (ORD) to Sangster International Airport (MBJ)plane ORD - MBJ
- Take a shuttle bus from Montego Bay to Shopping Negril
9h 12m$242–835Train to South Bend, fly to Sangster International Airport, Tour
- Take the train from Van Buren St. to South Bend Airporttrain
- Fly from South Bend (SBN) to Sangster International Airport (MBJ)plane SBN - MBJ
- Take a shuttle bus from Montego Bay to Shopping Negril
12h 39m$285–996Fly Chicago O'Hare International Airport to Ian Fleming International Airport, bus, Tour
- Fly from Chicago O'Hare International Airport (ORD) to Ian Fleming International Airport (OCJ)plane ORD - OCJ
- Take the bus from Ocho Rios to Montego Baybus
- Take a shuttle bus from Montego Bay to Shopping Negril
20h 31m$242–629Fly Chicago Midway International Airport to Norman Manley International Airport, shuttle, Tour
- Fly from Chicago Midway International Airport (MDW) to Norman Manley International Airport (KIN)plane MDW - KIN
- Take a shuttle bus from Kingston - Bob Marley Museum to Montego Bay
- Take a shuttle bus from Montego Bay to Shopping Negril
12h 40m$712–1,535Fly Chicago O'Hare International Airport to Norman Manley International Airport, shuttle, Tour
- Fly from Chicago O'Hare International Airport (ORD) to Norman Manley International Airport (KIN)plane ORD - KIN
- Take a shuttle bus from Kingston - Bob Marley Museum to Montego Bay
- Take a shuttle bus from Montego Bay to Shopping Negril
12h 58m$622–1,135Train to General Mitchell International Airport, fly to Sangster International Airport, Tour
- Take the train from Chicago Union Station to Milwaukeetrain
- Fly from General Mitchell International Airport (MKE) to Sangster International Airport (MBJ)plane MKE - MBJ
- Take a shuttle bus from Montego Bay to Shopping Negril
12h 22m$399–1,465
Chicago Midway International Airport (MDW) to Sangster International Airport (MBJ) flights
Comparing Your Travel Options
The cheapest way to get from Chicago to Negril is to fly and bus and Tour which costs $240 - $650 and takes 20h 31m.
The fastest way to get from Chicago to Negril is to fly and Tour which takes 8h 48m and costs $350 - $1,300.
The distance between Chicago and Negril is 2850 km.
It takes approximately 8h 48m to get from Chicago to Negril, including transfers.
Negril is 1h ahead of Chicago. It is currently 9:05 AM in Chicago and 10:05 AM in Negril.
There are 163+ hotels available in Negril.
What companies run services between Chicago, IL, USA and Negril, Jamaica?
There is no direct connection from Chicago to Negril. However, you can take the subway to Midway, walk to Chicago-Midway-Airport-MDW airport, fly to Sangster International Airport (MBJ), walk to Montego Bay Airport, take the bus to Montego Bay, walk to Montego Bay, then take the shuttle to Shopping Negril. Alternatively, you can take the subway to O'Hare, walk to Chicago O'Hare International Airport (ORD) airport, fly to Sangster International Airport (MBJ), walk to Montego Bay Airport, take the bus to Montego Bay, walk to Montego Bay, then take the shuttle to Shopping Negril.
- 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 South Bend to Sangster International Airport via Charlotte
- Ave. Duration
- 7h 43m
- When
- Every day
- Estimated price
- $200–900
Flights from South Bend to Sangster International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 8h 3m
- When
- Every day
- Estimated price
- $210–950
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
Flights from Chicago Midway International Airport to Norman Manley International Airport via Miami
- Ave. Duration
- 7h 21m
- When
- Saturday, Tuesday, and Wednesday
- Estimated price
- $220–1,000
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
- Website
- delta.com
Flights from Chicago Midway International Airport to Sangster International Airport via Atlanta
- Ave. Duration
- 6h 25m
- When
- Every day
- Estimated price
- $270–1,200
Flights from Chicago O'Hare International Airport to Sangster International Airport via Atlanta
- Ave. Duration
- 6h 10m
- When
- Every day
- Estimated price
- $160–750
Flights from South Bend to Sangster International Airport via Atlanta
- Ave. Duration
- 6h 51m
- When
- Every day
- Estimated price
- $190–900
Flights from Chicago Midway International Airport to Norman Manley International Airport via Atlanta
- Ave. Duration
- 6h 5m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $220–1,000
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 General Mitchell International Airport to Sangster International Airport via Atlanta
- Ave. Duration
- 6h 15m
- When
- Every day
- Estimated price
- $270–1,300
- 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
Flights from General Mitchell International Airport to Sangster International Airport via Chicago Midway International Airport
- Ave. Duration
- 6h 15m
- When
- Saturday
- Estimated price
- $270–1,300
Flights from General Mitchell International Airport to Sangster International Airport via Orlando
- Ave. Duration
- 6h 26m
- When
- Every day
- Estimated price
- $270–1,300
- 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
Flights from South Bend to Sangster International Airport via Washington Dulles
- Ave. Duration
- 6h 16m
- When
- Saturday
- Estimated price
- $220–950
Flights from South Bend to Sangster International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 7h 42m
- When
- Every day
- Estimated price
- $210–950
- 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
Flights from General Mitchell International Airport to Sangster International Airport via Orlando
- Ave. Duration
- 6h 55m
- When
- Every day
- Estimated price
- $270–1,300
- 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
- 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
- Phone
- +1 219-926-5744
- Website
- mysouthshoreline.com
Train from Van Buren St. to South Bend Airport
- Ave. Duration
- 2h 4m
- Frequency
- Hourly
- Estimated price
- $14–17
- Schedules at
- mysouthshoreline.com
- Adults 14-64
- $14–17
Train from Van Buren St. to South Bend Airport
- Ave. Duration
- 2h 4m
- Frequency
- Every 4 hours
- Estimated price
- $4–16
- Schedules at
- Northern Indiana Commuter Transportation District
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Chicago Union Station to Milwaukee
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $45–75
- Website
- Amtrak
- Phone
- 1 (876) 833-6285
- willistoursjamaica@gmail.com
- Website
- Wills Tours Jamaica
Shuttle from Montego Bay to Shopping Negril
- Ave. Duration
- 45 min
- Frequency
- On demand
- Estimated price
- $80
- Website
- Wills Tours Jamaica
- Schedules at
- Wills Tours Jamaica - tours
- Schedules at
- Wills Tours Jamaica - airport transportation
Shuttle from Montego Bay to Shopping Negril
- Ave. Duration
- 45 min
- Frequency
- On demand
- Estimated price
- $80
- Website
- Wills Tours Jamaica
- Schedules at
- Wills Tours Jamaica - tours
- Schedules at
- Wills Tours Jamaica - airport transportation
Shuttle from Montego Bay to Shopping Negril
- Ave. Duration
- 45 min
- Frequency
- On demand
- Estimated price
- $80
- Website
- Wills Tours Jamaica
- Schedules at
- Wills Tours Jamaica - tours
- Schedules at
- Wills Tours Jamaica - airport transportation
Shuttle from Montego Bay to Shopping Negril
- Ave. Duration
- 45 min
- Frequency
- On demand
- Estimated price
- $80
- Website
- Wills Tours Jamaica
- Schedules at
- Wills Tours Jamaica - tours
- Schedules at
- Wills Tours Jamaica - airport transportation
Shuttle from Kingston - Bob Marley Museum to Montego Bay
- Ave. Duration
- 2h
- Frequency
- On demand
- Estimated price
- $300
- Website
- Wills Tours Jamaica
- Schedules at
- Wills Tours Jamaica - tours
- Schedules at
- Wills Tours Jamaica - airport transportation
Shuttle from Montego Bay to Shopping Negril
- Ave. Duration
- 45 min
- Frequency
- On demand
- Estimated price
- $80
- Website
- Wills Tours Jamaica
- Schedules at
- Wills Tours Jamaica - tours
- Schedules at
- Wills Tours Jamaica - airport transportation
Shuttle from Kingston - Bob Marley Museum to Montego Bay
- Ave. Duration
- 2h
- Frequency
- On demand
- Estimated price
- $300
- Website
- Wills Tours Jamaica
- Schedules at
- Wills Tours Jamaica - tours
- Schedules at
- Wills Tours Jamaica - airport transportation
Shuttle from Montego Bay to Shopping Negril
- Ave. Duration
- 45 min
- Frequency
- On demand
- Estimated price
- $80
- Website
- Wills Tours Jamaica
- Schedules at
- Wills Tours Jamaica - tours
- Schedules at
- Wills Tours Jamaica - airport transportation
Shuttle from Montego Bay to Shopping Negril
- Ave. Duration
- 45 min
- Frequency
- On demand
- Estimated price
- $80
- Website
- Wills Tours Jamaica
- Schedules at
- Wills Tours Jamaica - tours
- Schedules at
- Wills Tours Jamaica - airport transportation
Bus from Ocho Rios to Montego Bay
- Ave. Duration
- 1h 30m
- Frequency
- On demand
- Estimated price
- $4
- Website
- Local Transportation - Real Jamaica
Want to know more about travelling around Jamaica
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