There are 6 ways to get from Chicago to Negril by plane, shuttle, bus, or train
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)MDW - MBJ
- Take a shuttle bus from Montego Bay to Shopping Negril
8h 45m$272–935Fly Chicago O'Hare International Airport to Ian Fleming International Airport, bus, Tour
cheapest- Fly from Chicago O'Hare International Airport (ORD) to Ian Fleming International Airport (OCJ)ORD - OCJ
- Take the bus from Ocho Rios to Montego Bay
- Take a shuttle bus from Montego Bay to Shopping Negril
12h 29m$230–667Fly Chicago O'Hare International Airport to Sangster International Airport, Tour
- Fly from Chicago O'Hare International Airport (ORD) to Sangster International Airport (MBJ)ORD - MBJ
- Take a shuttle bus from Montego Bay to Shopping Negril
9h 11m$302–515Train to General Mitchell International Airport, fly to Sangster International Airport, Tour
- Take the train from Chicago Union Station to Milwaukee
- Fly from General Mitchell International Airport (MKE) to Sangster International Airport (MBJ)MKE - MBJ
- Take a shuttle bus from Montego Bay to Shopping Negril
12h 2m$384–1,499Fly 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)ORD - KIN
- Take a shuttle bus from Kingston - Bob Marley Museum to Montego Bay
- Take a shuttle bus from Montego Bay to Shopping Negril
13h 7m$590–970Fly Chicago Midway International Airport to Norman Manley International Airport, shuttle, Tour
- Fly from Chicago Midway International Airport (MDW) to Norman Manley International Airport (KIN)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 48m$580–1,170
Chicago Midway International Airport (MDW) to Sangster International Airport (MBJ) flights
Questions & Answers
The cheapest way to get from Chicago to Negril is to fly and Tour which costs $300 - $550 and takes 9h 11m.
The fastest way to get from Chicago to Negril is to fly and Tour which takes 8h 45m and costs $270 - $950.
The distance between Chicago and Negril is 2848 km.
It takes approximately 8h 45m to get from Chicago to Negril, including transfers.
Negril is 1h ahead of Chicago. It is currently 7:55 PM in Chicago and 8:55 PM in Negril.
There are 170+ 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 13m
- When
- Every day
- Estimated price
- $150–700
Flights from Chicago O'Hare International Airport to Sangster International Airport via Miami
- Ave. Duration
- 7h 41m
- When
- Every day
- Estimated price
- $150–700
Flights from Chicago O'Hare International Airport to Ian Fleming International Airport via Miami
- Ave. Duration
- 7h 24m
- When
- Every day
- Estimated price
- $120–550
Flights from General Mitchell International Airport to Sangster International Airport via Miami
- Ave. Duration
- 7h 21m
- When
- Every day
- Estimated price
- $280–1,300
Flights from Chicago O'Hare International Airport to Norman Manley International Airport via Miami
- Ave. Duration
- 6h 36m
- When
- Every day
- Estimated price
- $140–600
Flights from Chicago Midway International Airport to Norman Manley International Airport via Miami
- Ave. Duration
- 7h 19m
- When
- Monday, Wednesday, Thursday, and Saturday
- Estimated price
- $170–750
- Website
- delta.com
Flights from Chicago Midway International Airport to Sangster International Airport via Atlanta
- Ave. Duration
- 6h 27m
- When
- Every day
- Estimated price
- $190–850
Flights from Chicago O'Hare International Airport to Sangster International Airport via Atlanta
- Ave. Duration
- 6h 55m
- When
- Every day
- Estimated price
- $150–700
Flights from General Mitchell International Airport to Sangster International Airport via Atlanta
- Ave. Duration
- 6h 30m
- When
- Every day
- Estimated price
- $280–1,300
Flights from Chicago O'Hare International Airport to Norman Manley International Airport via Atlanta
- Ave. Duration
- 6h 19m
- When
- Every day
- Estimated price
- $140–600
Flights from Chicago Midway International Airport to Norman Manley International Airport via Atlanta
- Ave. Duration
- 6h 56m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $170–750
- Website
- southwest.com
Flights from Chicago Midway International Airport to Sangster International Airport
- Ave. Duration
- 3h 55m
- When
- Saturday
- Estimated price
- $190–850
Flights from Chicago Midway International Airport to Sangster International Airport via Orlando
- Ave. Duration
- 5h 52m
- When
- Monday, Tuesday, Friday, Saturday, and Sunday
- Estimated price
- $190–850
Flights from Chicago Midway International Airport to Sangster International Airport via Fort Lauderdale
- Ave. Duration
- 7h 15m
- When
- Saturday
- Estimated price
- $190–850
Flights from Chicago O'Hare International Airport to Sangster International Airport via Orlando
- Ave. Duration
- 7h 30m
- When
- Every day
- Estimated price
- $150–700
Flights from General Mitchell International Airport to Sangster International Airport via Orlando
- Ave. Duration
- 6h 35m
- When
- Every day
- Estimated price
- $280–1,300
- Website
- spirit.com
Flights from Chicago O'Hare International Airport to Sangster International Airport via Fort Lauderdale
- Ave. Duration
- 6h 5m
- When
- Every day
- Estimated price
- $220–320
Flights from Chicago O'Hare International Airport to Norman Manley International Airport via Fort Lauderdale
- Ave. Duration
- 6h 14m
- When
- Every day
- Estimated price
- $180–430
Flights from Chicago Midway International Airport to Norman Manley International Airport via Fort Lauderdale
- Ave. Duration
- 6h 14m
- When
- Monday, Tuesday, Friday, Saturday, and Sunday
- Estimated price
- $170–750
- Website
- flyfrontier.com
Flights from Chicago Midway International Airport to Sangster International Airport via Atlanta
- Ave. Duration
- 7h 29m
- When
- Every day
- Estimated price
- $190–850
Flights from Chicago O'Hare International Airport to Sangster International Airport via Atlanta
- Ave. Duration
- 7h 29m
- When
- Every day
- Estimated price
- $150–700
- Website
- worldticket.com
Flights from Chicago O'Hare International Airport to Norman Manley International Airport via Punta Cana
- Ave. Duration
- 8h 13m
- When
- Saturday
- Estimated price
- $180–900
- Website
- arajet.com
Flights from Chicago O'Hare International Airport to Norman Manley International Airport via Punta Cana
- Ave. Duration
- 8h 13m
- When
- Saturday
- Estimated price
- $180–900
- Website
- jetblue.com
Flights from Chicago Midway International Airport to Norman Manley International Airport via Fort Lauderdale
- Ave. Duration
- 6h 30m
- When
- Monday, Tuesday, Friday, Saturday, and Sunday
- Estimated price
- $170–750
- Website
- united.com
Flights from Chicago O'Hare International Airport to Sangster International Airport
- Ave. Duration
- 4h 4m
- When
- Thursday to Saturday
- Estimated price
- $150–700
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Chicago Union Station to Milwaukee
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $22–40
- Website
- https://www.amtrak.com/home.html
- Phone
- 1 (876) 833-6285
- willistoursjamaica@gmail.com
- Website
- willistoursjamaica.com
Shuttle from Montego Bay to Shopping Negril
- Ave. Duration
- 45 min
- Frequency
- On demand
- Estimated price
- $80
- Website
- https://willistoursjamaica.com/
- Schedules at
- https://willistoursjamaica.com/tours/
- Schedules at
- https://willistoursjamaica.com/transportation/
Shuttle from Kingston - Bob Marley Museum to Montego Bay
- Ave. Duration
- 2h
- Frequency
- On demand
- Estimated price
- $300
- Website
- https://willistoursjamaica.com/
- Schedules at
- https://willistoursjamaica.com/tours/
- Schedules at
- https://willistoursjamaica.com/transportation/
Bus from Ocho Rios to Montego Bay
- Ave. Duration
- 1h 30m
- Frequency
- On demand
- Estimated price
- $4
- Website
- https://realjamaica.org/local-transportation
Want to know more about travelling around Jamaica
Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.
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